Pharmacophore Modeling for Qualitative Prediction of Antiestrogenic Activity

1

Supporting Information

Pharmacophore modeling for qualitative prediction of

antiestrogenic activity

Simone Brogi,‡

Maria Kladi,†

Constantinos Vagias,†

Panagiota Papazafiri,§

Vassilios Roussis†

and

Andrea Tafi‡*

Table of Contents

1. Fig. S1: superposition between the pharmacophore conformation of derivative 32 and the

crystal geometry of this ligand when complexed with ER-α.---------------------------------------p 2

2. Fig. S2: superposition between the pharmacophore conformation of derivative 45 and the

crystal geometry of this ligand when complexed with ER-α.---------------------------------------p 2

3. Fig. S3: best docking pose of compounds BAS-8770034, BAS0511524, BAS1813090 and

raloxifene into ER-α ligand binding domain.---------------------------------------------------------p 3

4. Catalyst output file.---------------------------------------------------------------------------------------p 4

5. Aligned structures of all the studied derivatives (three-dimensional .SD file).------------------p 13

2

Figure S1 Superposition between the pharmacophore conformation of compound 32 (yellow) and the

crystal geometry of the ligand when complexed with ER-α (red).

Figure S2 Superposition between the pharmacophore conformation of compound 45 (yellow) and the

crystal geometry of the ligand when complexed with ER-α (red).

3

Figure S3 Best docking pose of compounds: (a) BAS-8770034, (b) BAS0511524, (c) BAS1813090

and (d) raloxifene into ER-α ligand binding domain. The side chains of residues His524, Glu353 and

Arg394,29

forming hydrogen bonding interactions with the ligands, are shown in tube representation.

The figure suggests an interaction pattern of the derivatives retrieved from the Asinex Gold Collection

database, comparable with that of raloxifene (and of the SERMs used to derive HYPO-7).

4

Output file of Catalyst run

Summary of parameters:

HyposReported 10

Spacing 200

MinPoints 4

MinSubsetPoints 4

SuperpositionError 1

Misses 1

FeatureMisses 1

CompleteMisses 0.0e+00

ToleranceFactor 1

CheckSuperposition 1

WeightVariation 0.3

MappingCoeff 0.0e+00

Mem 60

IdealHBondGeomOnly 0.0e+00

VariableWeight 0.0e+00

VariableTolerance 0.0e+00

Constraints on numbers of features:

Name: HBA HBD HYDROPHOBIC HYDROPHOB aromatiRING AROMATIC Total

Min: 0 0 0 0 0 1

Max: 5 5 5 5 5 10

Best records in pass 8.

dumping score for hypothesis 1

Definition: HBD HYDROPHOB aromatiHYDROPHOBIC RING AROMATIC 5 EVolumes

Weights: 2.20191 2.20191 2.20191 2.20191

Tolerances: 1.60 2.20 1.60 1.60 1.60 1.60

Coords: X 0.99 0.54 1.75 3.55 -1.27 1.25

: Y -0.35 1.89 -2.30 -8.21 -8.85 -9.65

: Z 1.32 3.27 1.25 1.83 3.98 2.56

o---------> o o o--------->

Excluded volume ( -4.65 , -9.14 , 1.20 ) Tol: 120.00

Excluded volume ( 5.40 , -12.32 , 2.92 ) Tol: 120.00


Excluded volume ( 0.56 , -7.36 , -1.34 ) Tol: 120.00


HBD o

---> 3.0

HYDROPHOB aroma2.1 4.8

HYDROPHOBIC o 8.3 10.6 6.2

RING AROMATIC o9.2 10.9 7.7 5.3

---> 9.4 11.6 7.5 2.8 3.0

Name Fit Cnf/Enan Mapping Est Act Error Unc

arylbenzo37 7.56 93 - [50 45 54 28 ] 0.016 0.02 - 1.2 1.5

diphenylfuran6dl 6.90 161 + [5 1 41 30 ] 0.074 0.039 + 1.9 1.5

way3540079 6.41 7 + [18 1 26 * ] 0.23 0.079 + 2.9 1.5

arylbenzo1 6.04 16 + [* 59 28 24 ] 0.55 0.3 + 1.8 1.5

dnp13813 6.22 2 + [27 22 1 * ] 0.36 0.34 + 1.1 1.5

tamoxifen 6.14 43 - [* 9 31 47 ] 0.43 0.48 - 1.1 1.5

way-818 6.35 6 + [18 1 21 * ] 0.26 1.1 - 4.2 1.5

daidzein 5.32 9 + [29 20 * 1 ] 2.8 2.3 + 1.2 1.5

dnp13809 5.13 20 + [32 9 16 * ] 4.5 4.1 + 1.1 1.5

compound3b 5.49 140 - [34 18 9 * ] 1.9 5 - 2.6 1.5

compound6 5.17 6 + [15 18 * 1 ] 4.1 7 - 1.7 1.5

compound3f 4.40 102 + [* 18 * 1 ] 24 9 + 2.6 1.5

rouss2007cpd5 4.65 47 + [14 * 1 35 ] 13 11 + 1.2 1.5

compound11 4.81 33 - [29 19 * 1 ] 9.2 11 - 1.2 1.5

compound3g 4.40 148 + [* 28 * 1 ] 24 13 + 1.8 1.5

dnp13800 4.64 21 - [12 17 * 3 ] 14 24 - 1.8 1.5

bis9pmethylphenylmethyl 4.06 2 - [* * 32 17 ] 52 62 - 1.2 1.5

25larintero 4.17 00 + [36 11 * * ] 40 67 - 1.7 1.5

lactandrato 4.06 7 + [* * 14 3 ] 52 100 - 1.9 1.5

17 cuparene type 3.70 25 + [16 7 * * ] 120 100 + 1.2 1.5

48intricenyne 4.05 8 + [35 * 10 * ] 53 120 - 2.2 1.5

alfa isobromocuparene 3.67 13 + [* * 27 6 ] 130 180 - 1.4 1.5

5

24cyclolaurene 3.14 00 + [* * 22 1 ] 430 230 + 1.8 1.5

alfa bromocuparene 3.10 00 + [* * 22 6 ] 470 270 + 1.8 1.5

*************************************************************

Mirror image used. To turn this option off, put

catHypo.forceAbsoluteStereochemistry=1 in the .Catalyst file.

*************************************************************

totalcost=110.774 RMS=1.53286 correl=0.974238

Cost components: Error=88.5418 Weight=1.34849 Config=20.8833 Tolerance=0

Fixed Cost:

totalcost=81.1791 RMS=0 correl=0




Weights: 2.39037 2.39037 2.39037 2.39037

Tolerances: 1.60 2.20 1.60 1.60 1.60 1.60

Coords: X 1.07 -1.13 1.65 3.55 -1.03 1.81

: Y -0.63 1.37 -2.43 -8.21 -8.99 -9.50

: Z 1.32 1.67 1.74 2.23 4.49 3.66

o---------> o o o--------->




HBD o

---> 3.0




---> 9.2 11.4 7.3 2.6 3.0


arylbenzo37 8.56 78 + [50 49 54 28 ] 5.5e-03 0.02 - 3.6 1.5

diphenylfuran6dl 7.35 6 - [5 1 41 30 ] 0.089 0.039 + 2.3 1.5

way3540079 6.73 7 + [7 26 1 * ] 0.38 0.079 + 4.8 1.5

arylbenzo1 6.52 53 + [* 59 31 24 ] 0.6 0.3 + 2 1.5

dnp13813 6.73 9 + [4 1 * 17 ] 0.37 0.34 + 1.1 1.5

tamoxifen 6.85 43 + [* 9 31 47 ] 0.28 0.48 - 1.7 1.5

way-818 6.33 6 - [7 21 1 * ] 0.95 1.1 - 1.2 1.5

daidzein 5.92 9 + [11 1 * 3 ] 2.4 2.3 + 1 1.5

dnp13809 5.73 16 + [32 9 19 * ] 3.8 4.1 - 1.1 1.5

compound3b 5.74 180 + [33 30 * 1 ] 3.7 5 - 1.4 1.5

compound6 5.48 6 + [15 18 * 1 ] 6.7 7 - 1 1.5

compound3f 4.78 152 + [* 18 * 1 ] 34 9 + 3.7 1.5

rouss2007cpd5 5.39 47 + [14 * 1 35 ] 8.2 11 - 1.3 1.5

compound11 5.59 17 - [28 19 * 1 ] 5.2 11 - 2.1 1.5

compound3g 4.78 149 + [* 18 * 1 ] 33 13 + 2.6 1.5

dnp13800 5.13 10 + [12 17 * 3 ] 15 24 - 1.6 1.5

bis9pmethylphenylmethyl 4.60 148 - [* * 7 17 ] 51 62 - 1.2 1.5

25larintero 4.50 10 + [36 11 * * ] 64 67 - 1.1 1.5

lactandrato 4.63 178 + [* * 58 3 ] 47 100 - 2.1 1.5

17 cuparene type 4.57 9 + [16 7 * * ] 54 100 - 1.9 1.5

48intricenyne 4.77 194 + [35 * 22 * ] 35 120 - 3.4 1.5


24cyclolaurene 3.80 5 + [* * 32 1 ] 320 230 + 1.4 1.5

alfa bromocuparene 3.70 4 + [* * 35 6 ] 400 270 + 1.5 1.5

*************************************************************



*************************************************************



Fixed Cost:




6


Weights: 2.25205 2.25205 2.25205 2.25205

Tolerances: 1.60 2.20 1.60 1.60 1.60 1.60

Coords: X 0.96 2.73 1.05 3.95 -0.84 0.92

: Y -0.97 -0.21 -2.92 -7.81 -8.51 -8.83

: Z -0.14 -2.44 1.22 3.43 3.92 6.32

o---------> o o o--------->

Excluded volume ( -5.29 , -8.78 , 5.82 ) Tol: 120.00


Excluded volume ( -2.80 , 0.66 , 2.40 ) Tol: 120.00


HBD o

---> 3.0




---> 10.2 12.4 7.8 4.3 3.0


arylbenzo37 8.34 8 - [50 45 54 28 ] 0.011 0.02 - 1.9 1.5


way3540079 7.01 14 - [18 1 31 14 ] 0.23 0.079 + 2.9 1.5

arylbenzo1 6.48 33 + [* 58 1 24 ] 0.76 0.3 + 2.5 1.5

dnp13813 6.51 9 - [4 1 22 * ] 0.71 0.34 + 2.1 1.5

tamoxifen 6.55 34 + [* 9 44 47 ] 0.66 0.48 + 1.4 1.5

way-818 6.53 2 - [7 21 1 * ] 0.69 1.1 - 1.6 1.5

daidzein 6.31 10 + [29 20 * 1 ] 1.1 2.3 - 2 1.5

dnp13809 5.69 4 - [32 9 19 * ] 4.8 4.1 + 1.2 1.5

compound3b 6.30 39 + [34 18 3 1 ] 1.2 5 - 4.3 1.5

compound6 5.42 25 - [15 18 * 1 ] 8.8 7 + 1.3 1.5

compound3f 4.49 79 + [* 12 * 18 ] 75 9 + 8.4 1.5

rouss2007cpd5 5.57 73 + [* 44 11 13 ] 6.3 11 - 1.7 1.5

compound11 5.33 33 + [29 19 * 1 ] 11 11 - 1 1.5

compound3g 4.48 145 + [* 12 * 18 ] 77 13 + 5.9 1.5

dnp13800 5.60 5 - [12 15 * 3 ] 5.8 24 - 4.1 1.5

bis9pmethylphenylmethyl 5.22 225 - [* 24 7 1 ] 14 62 - 4.4 1.5

25larintero 4.36 7 + [* * 32 1 ] 100 67 + 1.5 1.5

lactandrato 4.46 231 + [* * 14 3 ] 80 100 - 1.2 1.5

17 cuparene type 4.33 29 + [* * 20 6 ] 110 100 + 1 1.5

48intricenyne 4.50 247 + [35 * 2 * ] 74 120 - 1.6 1.5


24cyclolaurene 4.37 2 + [* * 22 1 ] 100 230 - 2.3 1.5

alfa bromocuparene 4.23 10 + [* * 22 6 ] 140 270 - 1.9 1.5

*************************************************************



*************************************************************



Fixed Cost:




Definition: HBD HYDROPHOB aromatiHYDROPHOBIC RING AROMATIC

Weights: 2.75206 2.75206 2.75206 2.75206

Tolerances: 1.60 2.20 1.60 1.60 1.60 1.60

Coords: X 0.21 -1.65 2.10 4.30 -1.42 -0.13

: Y -4.65 -3.61 -3.84 -0.06 -0.12 1.06

: Z -1.63 -3.74 -0.38 3.99 3.58 6.02

o---------> o o o--------->

HBD o

---> 3.0




---> 9.6 10.9 8.4 5.0 3.0


7

arylbenzo37 8.85 42 - [50 49 54 28 ] 0.034 0.02 + 1.7 1.5

diphenylfuran6dl 8.15 67 + [5 1 41 * ] 0.17 0.039 + 4.3 1.5

way3540079 7.96 8 + [18 1 31 * ] 0.27 0.079 + 3.4 1.5

arylbenzo1 7.64 6 - [* 26 59 28 ] 0.56 0.3 + 1.9 1.5

dnp13813 7.72 9 - [4 1 22 * ] 0.46 0.34 + 1.4 1.5

tamoxifen 8.19 34 + [* 9 31 47 ] 0.16 0.48 - 3.1 1.5

way-818 7.61 2 - [18 1 21 * ] 0.59 1.1 - 1.9 1.5

daidzein 7.20 10 - [11 1 20 * ] 1.5 2.3 - 1.5 1.5

dnp13809 6.59 4 - [32 9 19 * ] 6.2 4.1 + 1.5 1.5

compound3b 7.62 39 - [34 18 3 * ] 0.58 5 - 8.6 1.5

compound6 6.70 9 + [15 18 9 * ] 4.8 7 - 1.5 1.5

compound3f 5.47 73 + [* 9 * 18 ] 81 9 + 9 1.5

rouss2007cpd5 6.71 73 - [* 44 11 13 ] 4.8 11 - 2.3 1.5

compound11 6.36 17 + [29 19 1 * ] 10 11 - 1 1.5

compound3g 5.50 230 + [* 12 * 18 ] 77 13 + 5.9 1.5

dnp13800 6.52 00 + [12 17 23 * ] 7.3 24 - 3.3 1.5

bis9pmethylphenylmethyl 5.50 5 + [* 18 32 * ] 76 62 + 1.2 1.5

25larintero 5.35 10 + [36 11 * * ] 110 67 + 1.6 1.5

lactandrato 5.51 176 + [69 * 14 3 ] 75 100 - 1.3 1.5

17 cuparene type 5.50 4 + [* 7 34 * ] 76 100 - 1.4 1.5

48intricenyne 5.50 7 + [35 * 2 * ] 77 120 - 1.5 1.5

alfa isobromocuparene 5.49 00 + [* 6 27 * ] 77 180 - 2.3 1.5

24cyclolaurene 5.22 2 + [* * 32 1 ] 150 230 - 1.6 1.5

alfa bromocuparene 5.50 5 + [* 6 27 * ] 76 270 - 3.5 1.5

*************************************************************



*************************************************************



Fixed Cost:




Definition: HBA HYDROPHOB aromaHYDROPHOB aromatiHYDROPHOBIC RING AROMATIC 4

EVolumes

Weights: 1.98747 1.98747 1.98747 1.98747 1.98747

Tolerances: 1.60 2.20 1.60 1.60 1.60 1.60 1.60

Coords: X -2.98 -4.15 4.28 -0.63 5.04 1.63 1.47

: Y -0.01 0.31 4.60 0.13 -1.05 0.44 3.43

: Z 1.92 -0.82 4.76 1.81 2.69 1.35 1.47

o---------> o o o o--------->

Excluded volume ( 6.32 , 1.75 , 0.64 ) Tol: 120.00

Excluded volume ( 6.36 , 2.87 , -5.00 ) Tol: 120.00

Excluded volume ( -8.99 , 2.70 , 4.52 ) Tol: 120.00

Excluded volume ( -2.81 , -7.36 , -1.76 ) Tol: 120.00

HBA o

---> 3.0


HYDROPHOB aroma2.4 4.4 7.3

HYDROPHOBIC o 8.1 9.9 6.1 5.9

RING AROMATIC o4.7 6.2 6.0 2.3 4.0

---> 5.6 6.8 4.5 3.9 5.9 3.0


arylbenzo37 7.99 73 + [50 31 45 54 10 ] 0.014 0.02 - 1.4 1.5

diphenylfuran6dl 7.12 22 - [40 2 39 41 * ] 0.11 0.039 + 2.8 1.5

way3540079 6.64 7 + [7 * 26 1 13 ] 0.32 0.079 + 4.1 1.5

arylbenzo1 6.98 24 + [25 46 28 59 * ] 0.15 0.3 - 2 1.5

dnp13813 6.20 2 - [4 * 1 22 11 ] 0.9 0.34 + 2.6 1.5

tamoxifen 6.16 13 + [20 9 34 44 * ] 0.98 0.48 + 2 1.5

way-818 6.26 2 + [7 * 21 1 13 ] 0.77 1.1 - 1.4 1.5

daidzein 5.26 10 + [29 1 20 * * ] 7.7 2.3 + 3.4 1.5

dnp13809 5.24 4 + [32 * 9 19 * ] 8.2 4.1 + 2 1.5

compound3b 5.49 29 - [34 9 28 * * ] 4.6 5 - 1.1 1.5

compound6 5.53 9 - [15 9 18 * * ] 4.2 7 - 1.7 1.5

compound3f 5.93 81 - [31 1 30 * * ] 1.7 9 - 5.4 1.5

rouss2007cpd5 5.19 58 - [19 * 25 44 * ] 9.1 11 - 1.2 1.5

8

compound11 4.83 17 + [29 1 19 * * ] 21 11 + 1.9 1.5

compound3g 5.95 152 - [29 12 28 * * ] 1.6 13 - 8.1 1.5

dnp13800 5.26 00 + [12 * 17 23 * ] 7.7 24 - 3.1 1.5

bis9pmethylphenylmethyl 4.55 77 - [1 * * 17 2 ] 40 62 - 1.6 1.5

25larintero 3.96 4 + [36 * 11 * * ] 160 67 + 2.3 1.5

lactandrato 5.14 15 + [33 * 5 25 * ] 10 100 - 9.7 1.5

17 cuparene type 3.97 27 + [16 * 7 * * ] 150 100 + 1.5 1.5

48intricenyne 3.87 14 + [14 * * 35 * ] 190 120 + 1.6 1.5

alfa isobromocuparene 3.91 13 + [* * * 22 6 ] 170 180 - 1 1.5

24cyclolaurene 3.96 2 + [* * * 22 1 ] 160 230 - 1.5 1.5

alfa bromocuparene 3.91 10 + [* * * 22 6 ] 180 270 - 1.5 1.5

*************************************************************



*************************************************************



Fixed Cost:




Definition: HBD HYDROPHOB aromatiHYDROPHOBIC RING AROMATIC

Weights: 2.49688 2.49688 2.49688 2.49688

Tolerances: 1.60 2.20 1.60 1.60 1.60 1.60

Coords: X 1.93 4.41 2.10 4.30 -1.68 -1.32

: Y -6.13 -7.74 -3.84 -0.06 -3.90 -2.82

: Z -1.15 -1.65 -0.38 3.99 4.57 7.35

o---------> o o o--------->

HBD o

---> 3.0




---> 9.7 11.8 8.5 7.1 3.0


arylbenzo37 8.81 4 - [50 45 54 28 ] 0.011 0.02 - 1.8 1.5

diphenylfuran6dl 7.47 85 - [40 39 41 * ] 0.24 0.039 + 6.2 1.5

way3540079 7.25 16 - [18 1 31 * ] 0.4 0.079 + 5.1 1.5

arylbenzo1 7.34 63 - [* 28 59 24 ] 0.32 0.3 + 1.1 1.5

dnp13813 7.09 9 + [4 1 22 * ] 0.57 0.34 + 1.7 1.5

tamoxifen 7.02 6 - [* 34 9 47 ] 0.67 0.48 + 1.4 1.5

way-818 7.15 2 - [7 21 1 * ] 0.5 1.1 - 2.2 1.5

daidzein 6.33 10 + [11 1 20 * ] 3.3 2.3 + 1.4 1.5

dnp13809 6.07 4 + [32 9 19 * ] 6 4.1 + 1.5 1.5

compound3b 6.96 188 + [34 18 12 * ] 0.78 5 - 6.4 1.5

compound6 6.73 9 - [15 18 9 * ] 1.3 7 - 5.3 1.5

compound3f 4.99 80 + [* * 30 1 ] 72 9 + 7.9 1.5

rouss2007cpd5 6.36 9 - [14 * 11 35 ] 3.1 11 - 3.5 1.5

compound11 5.81 17 + [29 19 1 * ] 11 11 - 1 1.5

compound3g 4.99 152 + [* * 28 1 ] 72 13 + 5.5 1.5

dnp13800 5.83 00 + [12 17 23 * ] 10 24 - 2.3 1.5

bis9pmethylphenylmethyl 4.99 5 + [* 18 32 * ] 72 62 + 1.2 1.5

25larintero 4.97 10 + [36 11 * * ] 75 67 + 1.1 1.5

lactandrato 4.99 175 + [* 8 14 * ] 72 100 - 1.4 1.5

17 cuparene type 4.99 4 + [* 7 34 * ] 72 100 - 1.4 1.5

48intricenyne 4.98 235 + [35 * 2 * ] 75 120 - 1.6 1.5

alfa isobromocuparene 4.98 00 + [* 6 27 * ] 73 180 - 2.4 1.5

24cyclolaurene 4.60 00 + [* 9 32 * ] 180 230 - 1.3 1.5

alfa bromocuparene 4.99 5 + [* 6 27 * ] 72 270 - 3.7 1.5

*************************************************************



*************************************************************



Fixed Cost:

9




Definition: HBA HBD HYDROPHOB aromaHYDROPHOB aromatiHYDROPHOBIC

Weights: 1.46769 1.46769 1.46769 1.46769 1.46769

Tolerances: 1.60 2.20 1.60 2.20 1.60 1.60 1.60

Coords: X 8.41 10.71 -2.71 -4.17 6.26 -0.21 4.79

: Y -2.78 -4.07 1.25 -0.71 -2.42 0.27 1.68

: Z -0.91 0.52 0.69 -1.04 0.97 1.02 4.48

o---------> o---------> o o o

HBA o

---> 3.0

HBD o 11.9 14.4

---> 12.8 15.3 3.0

HYDROPHOB aroma2.9 4.8 9.7 10.8

HYDROPHOB aroma9.3 11.8 2.7 4.6 7.0

HYDROPHOBIC o 7.9 9.2 8.4 10.8 5.6 6.2


arylbenzo37 7.17 58 + [25 50 29 49 54 ] 7.2e-03 0.02 - 2.8 1.5

diphenylfuran6dl 5.96 65 + [40 5 39 1 41 ] 0.13 0.039 + 3.3 1.5

way3540079 5.60 14 - [7 18 14 1 31 ] 0.3 0.079 + 3.5 1.5

arylbenzo1 5.13 10 - [25 * 31 59 46 ] 0.89 0.3 + 3 1.5

dnp13813 5.41 12 - [4 27 1 22 * ] 0.46 0.34 + 1.3 1.5

tamoxifen 5.03 34 - [20 * 31 9 44 ] 1.1 0.48 + 2.4 1.5

way-818 5.45 6 + [7 18 21 1 * ] 0.42 1.1 - 2.7 1.5

daidzein 4.90 9 - [11 29 1 20 * ] 1.5 2.3 - 1.5 1.5

dnp13809 4.71 21 - [32 30 9 25 * ] 2.4 4.1 - 1.7 1.5

compound3b 4.21 184 - [33 * 18 9 * ] 7.8 5 + 1.6 1.5

compound6 4.19 10 - [15 * 18 1 * ] 8.2 7 + 1.2 1.5

compound3f 4.29 120 - [31 * 30 1 * ] 6.5 9 - 1.4 1.5

rouss2007cpd5 4.18 47 - [* 14 42 * 1 ] 7.2 11 - 1.5 1.5

compound11 4.01 17 + [* 28 1 19 * ] 8.4 11 - 1.3 1.5

compound3g 4.34 140 + [29 * 28 12 * ] 5.8 13 - 2.3 1.5

dnp13800 3.81 2 + [7 * 23 * 17 ] 20 24 - 1.2 1.5

bis9pmethylphenylmethyl 2.99 217 - [1 * * 20 32 ] 140 62 + 2.2 1.5

25larintero 2.93 7 + [* 36 * 11 * ] 160 67 + 2.3 1.5

lactandrato 4.09 180 + [33 * 12 * 14 ] 10 100 - 10 1.5

17 cuparene type 2.94 4 + [* * * 7 34 ] 160 100 + 1.5 1.5

48intricenyne 2.94 2 + [* 35 * * 4 ] 160 120 + 1.3 1.5

alfa isobromocuparene 2.93 15 + [* * 6 * 32 ] 160 180 - 1.1 1.5

24cyclolaurene 2.91 00 + [* * 9 * 32 ] 170 230 - 1.4 1.5

alfa bromocuparene 2.93 5 + [* * * 6 27 ] 130 270 - 2 1.5

*************************************************************



*************************************************************



Fixed Cost:




Definition: HBA HYDROPHOB aromaHYDROPHOB aromatiHYDROPHOBIC RING AROMATIC 2

EVolumes

Weights: 2.12087 2.12087 2.12087 2.12087 2.12087

Tolerances: 1.60 2.20 1.60 1.60 1.60 1.60 1.60

Coords: X -2.43 -3.90 5.48 -1.03 4.47 4.15 3.92

: Y 0.45 -0.15 4.20 0.53 -0.97 2.25 3.65

: Z 1.42 -1.12 3.56 2.61 2.41 3.67 1.02

o---------> o o o o--------->


Excluded volume ( -2.81 , -7.36 , -1.76 ) Tol: 120.00

HBA o

---> 3.0


10

HYDROPHOB aroma1.8 4.8 7.5

HYDROPHOBIC o 7.1 9.1 5.4 5.7

RING AROMATIC o7.2 9.7 2.4 5.6 3.5

---> 7.1 9.0 3.0 6.1 4.9 3.0


arylbenzo37 7.79 39 + [50 29 45 54 * ] 0.055 0.02 + 2.7 1.5

diphenylfuran6dl 7.94 22 + [40 2 39 41 14 ] 0.038 0.039 - 1 1.5

way3540079 7.00 8 + [18 14 1 * 13 ] 0.34 0.079 + 4.3 1.5

arylbenzo1 7.59 2 - [25 46 28 47 * ] 0.086 0.3 - 3.5 1.5

dnp13813 7.07 9 + [27 1 22 * 11 ] 0.29 0.34 - 1.2 1.5

tamoxifen 6.62 4 - [20 * 31 44 47 ] 0.8 0.48 + 1.7 1.5

way-818 5.71 6 + [18 21 1 * 13 ] 6.5 1.1 + 5.9 1.5

daidzein 6.03 9 - [11 20 1 * * ] 3.1 2.3 + 1.4 1.5

dnp13809 5.62 21 - [32 25 9 * * ] 8 4.1 + 2 1.5

compound3b 5.80 47 - [34 * * 7 1 ] 5.4 5 + 1.1 1.5

compound6 5.74 7 + [15 8 18 * * ] 6.2 7 - 1.1 1.5

compound3f 6.03 28 + [31 9 18 * * ] 3.1 9 - 2.9 1.5

rouss2007cpd5 5.20 32 - [18 11 * 42 * ] 21 11 + 2 1.5

compound11 5.07 17 + [29 1 19 * * ] 29 11 + 2.6 1.5

compound3g 6.08 57 - [29 12 18 * * ] 2.8 13 - 4.6 1.5

dnp13800 5.88 21 + [12 5 17 * 2 ] 4.4 24 - 5.4 1.5

bis9pmethylphenylmethyl 5.65 21 + [* * 18 7 1 ] 7.5 62 - 8.2 1.5

25larintero 4.58 7 + [36 * 11 32 * ] 89 67 + 1.3 1.5

lactandrato 5.23 71 + [71 8 * 14 * ] 6.4 100 - 16 1.5

17 cuparene type 5.06 19 + [16 * 7 34 * ] 29 100 - 3.6 1.5

48intricenyne 4.17 9 + [14 * * 35 * ] 230 120 + 1.9 1.5

alfa isobromocuparene 4.10 9 + [* * * 29 6 ] 270 180 + 1.5 1.5

24cyclolaurene 4.18 5 + [* * * 29 1 ] 220 230 - 1.1 1.5


*************************************************************



*************************************************************



Fixed Cost:




Definition: HBA HBD HYDROPHOB aromaHYDROPHOB aromatiHYDROPHOBIC

Weights: 1.46286 1.46286 1.46286 1.46286 1.46286

Tolerances: 1.60 2.20 1.60 2.20 1.60 1.60 1.60

Coords: X -3.36 -5.48 3.69 3.99 -1.26 2.98 3.34

: Y 2.40 1.44 -5.67 -6.53 1.42 -3.50 2.46

: Z 1.89 3.86 -0.50 -3.39 2.14 0.26 -0.26

o---------> o---------> o o o

HBA o

---> 3.0

HBD o 11.0 12.4

---> 12.7 14.3 3.0

HYDROPHOB aroma2.3 4.6 9.0 11.0

HYDROPHOB aroma8.8 10.4 2.4 4.8 6.8

HYDROPHOBIC o 7.0 9.8 8.1 9.5 5.3 6.0


arylbenzo37 7.31 20 + [25 50 28 45 54 ] 4.9e-03 0.02 - 4.1 1.5

diphenylfuran6dl 5.59 151 - [40 5 39 1 41 ] 0.26 0.039 + 6.6 1.5

way3540079 6.15 8 - [7 18 14 1 31 ] 0.07 0.079 - 1.1 1.5

arylbenzo1 5.12 68 - [25 * 31 46 59 ] 0.76 0.3 + 2.5 1.5

dnp13813 5.30 9 - [4 27 1 22 * ] 0.5 0.34 + 1.5 1.5

tamoxifen 5.54 15 - [20 * 28 56 44 ] 0.28 0.48 - 1.7 1.5

way-818 4.46 6 + [7 18 21 1 * ] 3.4 1.1 + 3.1 1.5

daidzein 4.69 9 - [11 29 1 20 * ] 2 2.3 - 1.1 1.5

dnp13809 4.09 6 + [32 30 9 29 * ] 8.1 4.1 + 2 1.5

compound3b 4.36 39 - [* 34 12 18 3 ] 4.3 5 - 1.2 1.5

compound6 3.89 9 - [* 15 9 18 * ] 13 7 + 1.8 1.5

compound3f 4.32 5 - [31 * 18 8 * ] 4.8 9 - 1.9 1.5

rouss2007cpd5 3.96 47 + [* 14 42 * 1 ] 11 11 + 1 1.5

11

compound11 3.79 17 - [29 * 19 1 * ] 16 11 + 1.5 1.5

compound3g 4.33 43 + [29 * 18 12 * ] 4.6 13 - 2.8 1.5

dnp13800 3.97 4 - [12 3 17 * * ] 11 24 - 2.3 1.5

bis9pmethylphenylmethyl 2.93 193 + [* * * 24 7 ] 120 62 + 1.9 1.5

25larintero 3.11 7 + [36 * 11 * 32 ] 78 67 + 1.2 1.5

lactandrato 4.19 208 + [* 69 8 * 14 ] 10 100 - 10 1.5

17 cuparene type 3.18 9 + [16 * 7 * 31 ] 66 100 - 1.6 1.5

48intricenyne 2.92 235 + [* 35 * * 2 ] 120 120 - 1 1.5

alfa isobromocuparene 2.93 00 + [* * 6 * 32 ] 120 180 - 1.5 1.5

24cyclolaurene 2.93 00 + [* * 9 * 32 ] 120 230 - 2 1.5


*************************************************************



*************************************************************



Fixed Cost:




Definition: HBA HYDROPHOB aromatiHYDROPHOBIC RING AROMATIC 3 EVolumes

Weights: 2.00520 2.00520 2.00520 2.00520

Tolerances: 1.60 2.20 1.60 1.60 1.60 1.60

Coords: X 2.94 3.39 2.67 3.26 3.54 0.54

: Y 0.84 -0.26 -6.41 -2.04 -0.75 -0.84

: Z -5.86 -8.62 0.03 1.82 -3.74 -3.71

o---------> o o o--------->

Excluded volume ( -6.51 , 4.98 , -2.74 ) Tol: 120.00



HBA o

---> 3.0




---> 3.6 5.7 7.0 6.3 3.0


arylbenzo37 7.77 57 + [50 31 54 10 ] 0.023 0.02 + 1.2 1.5


way3540079 7.13 12 - [18 14 31 1 ] 0.1 0.079 + 1.3 1.5

arylbenzo1 7.05 64 + [25 46 47 28 ] 0.12 0.3 - 2.4 1.5

dnp13813 5.78 2 + [4 22 * 1 ] 2.3 0.34 + 6.7 1.5

tamoxifen 6.53 50 + [20 9 44 22 ] 0.41 0.48 - 1.2 1.5

way-818 5.68 2 + [18 21 * 1 ] 2.9 1.1 + 2.6 1.5

daidzein 5.83 10 + [11 20 * 1 ] 2 2.3 - 1.1 1.5

dnp13809 5.27 21 + [32 25 * 1 ] 7.4 4.1 + 1.8 1.5

compound3b 5.25 25 + [34 9 3 * ] 7.7 5 + 1.5 1.5

compound6 5.71 6 - [15 12 * 18 ] 2.7 7 - 2.6 1.5

compound3f 5.70 234 - [31 9 * 18 ] 2.8 9 - 3.3 1.5

rouss2007cpd5 5.58 58 - [19 * 44 22 ] 3.7 11 - 2.9 1.5

compound11 4.96 19 - [29 1 * 16 ] 15 11 + 1.4 1.5

compound3g 5.78 212 - [29 12 * 18 ] 2.3 13 - 5.7 1.5

dnp13800 4.95 26 - [12 5 * 9 ] 16 24 - 1.5 1.5

bis9pmethylphenylmethyl 4.79 237 - [33 * 7 23 ] 22 62 - 2.8 1.5

25larintero 3.95 2 + [36 * * 1 ] 150 67 + 2.3 1.5

lactandrato 5.19 9 + [71 10 14 * ] 8.8 100 - 11 1.5

17 cuparene type 3.99 4 + [* * 34 6 ] 140 100 + 1.4 1.5

48intricenyne 4.00 14 + [14 * 35 * ] 140 120 + 1.2 1.5

alfa isobromocuparene 3.82 15 + [* * 32 6 ] 210 180 + 1.2 1.5

24cyclolaurene 3.84 00 + [* * 32 1 ] 200 230 - 1.2 1.5

alfa bromocuparene 3.86 10 + [* * 27 6 ] 190 270 - 1.4 1.5

*************************************************************



*************************************************************


12


Fixed Cost:



dumping score for the null hypothesis:

totalcost=636.599 RMS=6.79664 correl=0

Cost components: Error=636.599 Weight=0 Config=0 Mapping=0 Tolerance=0

Version: catHypo 4.8 (189) Wednesday, June 18, 2003 at 01:02 PM

Confs (cpd): /var/tmp/OutHypo-58696-154Dir/

Spreadsheet: /var/tmp/OutHypo-58696-154Dir/ultimotraining26.spst

Dictionary: /var/tmp/OutHypo-58696-154Dir/dict.chm

Host: indy.ctf.unisi.it

Outname: OutHypo-58696

Logname: OutHypo-58696-154.log

CPU time = 11744 s System time = 8 s

Complexity 110.579

Concluded pass 8.

Finished generating a hypothesis.

13

Aligned structures of all the studied derivatives (three-dimensional .SD file)

BAS-0369551

SciTegic09220911323D

56 57 0 0 0 0 999 V2000

5.9839 -2.5007 2.7639 C 0 0

5.0889 -2.2386 1.7135 C 0 0

5.5423 -2.2134 0.3839 C 0 0

6.9006 -2.4513 0.1009 C 0 0

7.8000 -2.7142 1.1507 C 0 0

7.3419 -2.7386 2.4784 C 0 0

5.5559 -2.5245 4.0100 O 0 0

4.0441 -2.0547 1.9252 H 0 0

4.8458 -2.0111 -0.4158 H 0 0

7.3852 -2.4249 -1.3114 C 0 0

8.8428 -2.8985 0.9422 H 0 0

8.0353 -2.9411 3.2794 H 0 0

6.5501 -1.8761 -2.4372 C 0 0

8.5504 -2.8843 -1.5790 N 0 0

9.0359 -2.8670 -2.9298 O 0 0

6.5140 -2.3692 5.0474 C 0 0

7.1937 -1.0067 4.9163 C 0 0

6.3130 0.1420 5.4111 C 0 0

5.7579 0.9937 4.2698 C 0 0

4.2759 1.3261 4.4470 C 0 0

3.5152 1.3550 3.1220 C 0 0

2.1237 1.2067 3.3705 O 0 0

-0.3847 0.6694 0.1280 C 0 0

0.7237 1.5277 0.0279 C 0 0

1.5759 1.7093 1.1300 C 0 0

1.3237 1.0332 2.3364 C 0 0

0.2160 0.1735 2.4349 C 0 0

-0.6377 -0.0078 1.3345 C 0 0

-1.2902 0.4760 -1.0435 C 0 0

0.9288 2.0531 -0.8954 H 0 0

2.4255 2.3705 1.0475 H 0 0

0.0170 -0.3486 3.3597 H 0 0

-1.4880 -0.6711 1.4206 H 0 0

-0.8316 -0.2089 -2.3037 C 0 0

-2.4932 0.9108 -0.9837 N 0 0

-2.9604 1.5680 0.2019 O 0 0

7.1259 -1.3183 -3.1739 H 0 0

6.0458 -2.6914 -2.9539 H 0 0

5.7845 -1.2093 -2.0383 H 0 0

8.6300 -3.5848 -3.4356 H 0 0

7.2431 -3.1734 4.9581 H 0 0

6.0001 -2.4526 6.0045 H 0 0

7.5141 -0.8312 3.8892 H 0 0

8.1542 -1.0036 5.4306 H 0 0

6.8533 0.7618 6.1262 H 0 0

5.5043 -0.2345 6.0380 H 0 0

5.9310 0.5125 3.3081 H 0 0

6.3449 1.9047 4.1492 H 0 0

4.1551 2.2698 4.9806 H 0 0

3.8065 0.6348 5.1461 H 0 0

3.8362 0.5374 2.4755 H 0 0

3.6700 2.3033 2.6078 H 0 0

14

-1.6487 -0.2481 -3.0219 H 0 0

-0.4562 -1.2037 -2.0679 H 0 0

-0.0159 0.3567 -2.7569 H 0 0

-2.8377 0.9929 0.9699 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 16 1 0

10 13 1 0

10 14 2 0

13 37 1 0

13 38 1 0

13 39 1 0

14 15 1 0

15 40 1 0

16 17 1 0

16 41 1 0

16 42 1 0

17 18 1 0

17 43 1 0

17 44 1 0

18 19 1 0

18 45 1 0

18 46 1 0

19 20 1 0

19 47 1 0

19 48 1 0

20 21 1 0

20 49 1 0

20 50 1 0

21 22 1 0

21 51 1 0

21 52 1 0

22 26 1 0

23 24 2 0

23 28 1 0

23 29 1 0

24 25 1 0

24 30 1 0

25 26 2 0

25 31 1 0

26 27 1 0

27 28 2 0

27 32 1 0

28 33 1 0

29 34 1 0

29 35 2 0

34 53 1 0

34 54 1 0

15

34 55 1 0

35 36 1 0

36 56 1 0

M END

> <Name>

BAS-0369551

> <Absolute Energy>

70.1468

> <Estimate>

0.671663

> <FitValue>

5.95936

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1

> <HYDROPHOB_aromatic_3>

1


1

> <MappedAtoms>

14

0

36

0

3

28

20

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

18.5279

> <s_m_entry_id>

7

> <s_m_entry_name>

BAS-0369551.1

$$$$

BAS-0511524


16

50 52 0 0 0 0 999 V2000

2.0766 -0.3072 2.2176 C 0 0

1.1986 -1.2605 1.6679 C 0 0

0.0368 -0.8391 0.9959 C 0 0

-0.2523 0.5313 0.8692 C 0 0

0.6278 1.4829 1.4202 C 0 0

1.7885 1.0623 2.0926 C 0 0

3.3097 -0.7333 2.9332 C 0 0

1.4860 -2.7166 1.7903 C 0 0

-0.6361 -1.5702 0.5728 H 0 0

-1.3443 0.9149 0.2368 O 0 0

0.3362 2.9361 1.2957 C 0 0

2.4633 1.7945 2.5140 H 0 0

6.1736 -2.1778 0.0585 C 0 0

6.3072 -2.5169 1.4154 C 0 0

5.3775 -2.0503 2.3616 C 0 0

4.3053 -1.2372 1.9478 C 0 0

4.1676 -0.8975 0.5913 C 0 0

5.0989 -1.3642 -0.3531 C 0 0

7.0498 -2.6229 -0.8193 O 0 0

7.1301 -3.1412 1.7336 H 0 0

5.5380 -2.4221 3.7946 C 0 0

3.3440 -0.2726 0.2727 H 0 0

4.9422 -0.9957 -1.7849 C 0 0

4.9676 2.6226 5.0548 C 0 0

4.0380 1.7769 5.6861 C 0 0

3.4959 0.6801 4.9926 C 0 0

3.8818 0.4255 3.6657 C 0 0

4.8115 1.2714 3.0322 C 0 0

5.3519 2.3668 3.7264 C 0 0

5.4738 3.6497 5.7052 O 0 0

3.7388 1.9675 6.7045 H 0 0

2.7826 0.0349 5.4853 H 0 0

5.1116 1.0813 2.0129 H 0 0

6.0659 3.0126 3.2360 H 0 0

3.0635 -1.5250 3.6396 H 0 0

2.3793 -2.9511 2.3694 H 0 0

0.6405 -3.2152 2.2651 H 0 0

1.6116 -3.1468 0.7954 H 0 0

-1.5357 1.8569 0.1538 H 0 0

1.0819 3.5846 1.7565 H 0 0

0.2688 3.2027 0.2408 H 0 0

-0.6274 3.1550 1.7554 H 0 0

6.9532 -2.3790 -1.7488 H 0 0

4.7780 -2.0070 4.4552 H 0 0

5.5088 -3.5078 3.8937 H 0 0

6.5108 -2.0825 4.1509 H 0 0

4.0735 -0.3478 -1.8991 H 0 0

4.8757 -1.9014 -2.3888 H 0 0

5.8186 -0.4378 -2.1151 H 0 0

6.1123 4.2230 5.2586 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

17

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 16 1 0

7 27 1 0

7 35 1 0

8 36 1 0

8 37 1 0

8 38 1 0

10 39 1 0

11 40 1 0

11 41 1 0

11 42 1 0

13 14 2 0

13 18 1 0

13 19 1 0

14 15 1 0

14 20 1 0

15 16 2 0

15 21 1 0

16 17 1 0

17 18 2 0

17 22 1 0

18 23 1 0

19 43 1 0

21 44 1 0

21 45 1 0

21 46 1 0

23 47 1 0

23 48 1 0

23 49 1 0

24 25 2 0

24 29 1 0

24 30 1 0

25 26 1 0

25 31 1 0

26 27 2 0

26 32 1 0

27 28 1 0

28 29 2 0

28 33 1 0

29 34 1 0

30 50 1 0

M END

> <Name>

BAS-0511524

> <Absolute Energy>

68.45

> <Estimate>

0.490634

> <FitValue>

5.61231

18

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

19

0

10

0

14

4

24

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

4.72806

> <s_m_entry_id>

8

> <s_m_entry_name>

BAS-0511524.1

$$$$

BAS0915895


46 49 0 0 1 0 999 V2000

4.3617 1.6917 3.0192 C 0 0

4.8359 2.6541 2.1532 N 0 0

4.5061 2.6691 0.8160 C 0 0

4.9630 3.5257 0.0924 O 0 0

3.5311 0.7091 2.5992 C 0 0

3.0586 0.6558 1.1505 C 0 0 2 0 0 0

3.6596 1.7147 0.2953 N 0 0

1.5725 0.7136 1.0580 C 0 0

0.8611 -0.3512 0.4809 C 0 0

-0.5419 -0.2969 0.3955 C 0 0

-1.2364 0.8218 0.8853 C 0 0

-0.5221 1.8868 1.4629 C 0 0

0.8794 1.8326 1.5512 C 0 0

19

-2.5492 0.8725 0.8057 O 0 0

3.5295 -2.1979 2.2708 C 0 0

3.7379 -1.4883 3.4836 O 0 0

3.0641 -0.3441 3.5214 C 0 0

4.8165 -2.3875 1.5854 C 0 0

4.9642 -2.0187 0.2298 C 0 0

6.1982 -2.1943 -0.4509 C 0 0

7.2871 -2.7444 0.2325 C 0 0

7.1406 -3.1140 1.5958 C 0 0

5.9159 -2.9416 2.2732 C 0 0

8.3303 -2.8145 -0.5968 O 0 0

7.9426 -2.3041 -1.8916 C 0 0

6.5604 -1.9249 -1.7048 O 0 0

2.1230 -0.1411 4.2554 O 0 0

4.7960 1.7554 4.4643 C 0 0

5.4514 3.3639 2.5048 H 0 0

3.3673 -0.3011 0.7293 H 0 0

3.4421 1.7399 -0.6820 H 0 0

1.3872 -1.2167 0.1001 H 0 0

-1.0823 -1.1189 -0.0491 H 0 0

-1.0486 2.7504 1.8426 H 0 0

1.4212 2.6562 1.9963 H 0 0

-3.0153 1.6482 1.1472 H 0 0

2.8656 -1.6071 1.6408 H 0 0

3.1001 -3.1701 2.5126 H 0 0

4.1285 -1.5929 -0.3062 H 0 0

7.9832 -3.5376 2.1224 H 0 0

5.8260 -3.2322 3.3104 H 0 0

8.0217 -3.0798 -2.6390 H 0 0

8.5382 -1.4407 -2.1484 H 0 0

4.4259 0.8818 4.9997 H 0 0

5.8837 1.8295 4.5220 H 0 0

4.3762 2.6408 4.9380 H 0 0

1 2 1 0

1 5 2 0

1 28 1 0

2 3 1 0

2 29 1 0

3 4 2 0

3 7 1 0

5 6 1 0

5 17 1 0

6 7 1 0

6 8 1 0

6 30 1 0

7 31 1 0

8 9 2 0

8 13 1 0

9 10 1 0

9 32 1 0

10 11 2 0

10 33 1 0

11 12 1 0

11 14 1 0

12 13 2 0

12 34 1 0

13 35 1 0

14 36 1 0

20

15 16 1 0

15 18 1 0

15 37 1 0

15 38 1 0

16 17 1 0

17 27 2 0

18 19 2 0

18 23 1 0

19 20 1 0

19 39 1 0

20 21 2 0

20 26 1 0

21 22 1 0

21 24 1 0

22 23 2 0

22 40 1 0

23 41 1 0

24 25 1 0

25 26 1 0

25 42 1 0

25 43 1 0

28 44 1 0

28 45 1 0

28 46 1 0

M END

> <Name>

BAS0915895

> <Absolute Energy>

111.838

> <Estimate>

0.07908715

> <FitValue>

7.03056

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

24

0

14

0

22

21

10

28

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

31.7715

> <s_m_entry_id>

9

> <s_m_entry_name>

BAS-0915895.1

$$$$

BAS-1247250


35 37 0 0 0 0 999 V2000

0.6405 0.9615 2.8877 C 0 0

0.6260 -0.2481 2.1681 C 0 0

-0.3404 -0.4576 1.1682 C 0 0

-1.2931 0.5349 0.8822 C 0 0

-1.2765 1.7443 1.6037 C 0 0

-0.3118 1.9585 2.6047 C 0 0

1.5818 1.1671 3.8623 N 0 0

1.3499 -1.0257 2.3710 H 0 0

-0.3486 -1.3875 0.6183 H 0 0

-2.1971 0.3383 -0.0540 O 0 0

-2.0043 2.5105 1.3896 H 0 0

-0.3167 2.8930 3.1461 H 0 0

2.9903 0.8399 3.6056 C 0 0

3.4263 -0.0514 2.6598 N 0 0

4.7939 -0.1502 2.6545 C 0 0

5.4408 0.6611 3.5935 C 0 0

4.2881 1.5336 4.4643 S 0 0

5.6780 -0.9812 1.8051 C 0 0

7.0477 -1.0852 2.1058 C 0 0

7.8870 -1.8737 1.2998 C 0 0

7.3599 -2.5623 0.1923 C 0 0

5.9897 -2.4568 -0.1061 C 0 0

5.1483 -1.6672 0.6978 C 0 0

8.1472 -3.3024 -0.5633 O 0 0

7.7130 -3.6084 -1.8800 C 0 0

1.3077 1.5422 4.7489 H 0 0

-2.8462 1.0279 -0.2395 H 0 0

6.5062 0.7418 3.7628 H 0 0

7.4619 -0.5595 2.9532 H 0 0

8.9380 -1.9504 1.5341 H 0 0

5.5786 -2.9825 -0.9548 H 0 0

4.0983 -1.5927 0.4617 H 0 0

6.6944 -3.9980 -1.8219 H 0 0

7.8560 -2.7240 -2.4996 H 0 0

8.3497 -4.3982 -2.2748 H 0 0

22

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 26 1 0

10 27 1 0

13 14 2 0

13 17 1 0

14 15 1 0

15 16 2 0

15 18 1 0

16 17 1 0

16 28 1 0

18 19 2 0

18 23 1 0

19 20 1 0

19 29 1 0

20 21 2 0

20 30 1 0

21 22 1 0

21 24 1 0

22 23 2 0

22 31 1 0

23 32 1 0

24 25 1 0

25 33 1 0

25 34 1 0

25 35 1 0

M END

> <Name>

BAS-1247250

> <Absolute Energy>

62.686

> <Estimate>

0.506422

> <FitValue>

5.54368

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1

23


1


1

> <MappedAtoms>

24

0

10

0

22

3

17

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

13.0346

> <s_m_entry_id>

10

> <s_m_entry_name>

BAS-1247250.1

$$$$

BAS-1579754


49 51 0 0 1 0 999 V2000

1.7438 2.6952 4.7901 O 0 5

1.8152 1.4782 4.6243 N 0 3

2.8119 0.9915 3.6444 C 0 0 2 0 0 0

2.2480 -0.2516 2.9196 C 0 0 2 0 0 0

3.2563 -0.8128 2.0064 N 0 0

4.5242 -1.1652 2.6644 C 0 0 2 0 0 0

5.1167 0.0649 3.3919 C 0 0 1 0 0 0

4.1255 0.6901 4.3917 C 0 0

0.9985 0.0745 2.1849 C 0 0

-0.2274 -0.4755 2.6023 C 0 0

-1.4078 -0.1657 1.9061 C 0 0

-1.3698 0.6937 0.7928 C 0 0

-0.1435 1.2425 0.3788 C 0 0

1.0390 0.9331 1.0731 C 0 0

-2.4792 0.9826 0.1411 O 0 0

5.4905 -1.7235 1.6824 C 0 0

6.0318 -3.0047 1.8783 C 0 0

6.9452 -3.5316 0.9471 C 0 0

7.3175 -2.7808 -0.1807 C 0 0

6.7713 -1.4985 -0.3751 C 0 0

5.8598 -0.9693 0.5545 C 0 0

8.1730 -3.2754 -1.0535 O 0 0

24

7.2551 0.4662 4.1777 O 0 5

6.3313 -0.3443 4.1301 N 0 3

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M END

> <Name>

BAS-1579754

> <Absolute Energy>

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> <s_m_entry_name>

BAS-1579754.1

$$$$

BAS-1813090


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M END

> <Name>

BAS-1813090

> <Absolute Energy>

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> <s_m_entry_name>

BAS-1813090.1

$$$$

BAS-1832998


47 49 0 0 0 0 999 V2000

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M END

> <Name>

BAS-1832998

> <Absolute Energy>

61.5235

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> <FitValue>

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> <HBA_1>

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1

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> <s_m_entry_name>

BAS-1832998.1

$$$$

BAS-2170314


54 56 0 0 1 0 999 V2000

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M END

> <Name>

BAS-2170314

> <Absolute Energy>

68.2478

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> <HBA_1>

1

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1

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1


1


1

> <MappedAtoms>

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14

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BAS-2170314.1

$$$$

BAS2377597

34


36 37 0 0 0 0 999 V2000

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35

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M END

> <Name>

BAS2377597

> <Absolute Energy>

81.0353

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1

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BAS2377597

$$$$

BAS-3353570


53 55 0 0 1 0 999 V2000

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> <Name>

BAS-3353570

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BAS-3353570.1

$$$$

BAS3755311


54 56 0 0 0 0 999 V2000

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6.6386 -1.5893 -2.5968 O 0 0

8.4582 -2.1401 -1.4096 O 0 0

9.2421 -1.4922 -2.4026 C 0 0

10.7259 -1.6646 -2.0727 C 0 0

-2.9058 0.3709 0.2208 H 0 0

3.7504 0.9309 0.4503 H 0 0

-4.9301 1.3890 0.7742 H 0 0

-4.7146 3.1130 1.0580 H 0 0

-4.8955 2.0140 2.4205 H 0 0

3.2997 -1.9218 4.9689 H 0 0

3.1619 0.6132 5.5064 H 0 0

3.0117 2.3759 5.3275 H 0 0

4.7679 1.4156 3.2195 H 0 0

5.3272 0.7286 4.7417 H 0 0

5.1795 2.4750 4.5646 H 0 0

5.0696 -0.5185 -0.5739 H 0 0

7.8921 -3.6221 0.4131 H 0 0

6.8643 -3.8951 2.6359 H 0 0

9.0083 -1.9393 -3.3681 H 0 0

8.9708 -0.4371 -2.4152 H 0 0

40

11.3453 -1.1823 -2.8267 H 0 0

10.9548 -1.2390 -1.0951 H 0 0

10.9941 -2.7208 -2.0449 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 14 1 0

7 36 1 0

10 13 1 0

10 37 1 0

13 17 2 0

13 21 1 0

14 15 1 0

14 16 2 0

15 38 1 0

15 39 1 0

15 40 1 0

17 18 1 0

17 27 1 0

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18 30 1 0

19 20 1 0

20 21 2 0

20 41 1 0

21 22 1 0

22 23 2 0

22 24 1 0

24 25 1 0

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25 42 1 0

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26 44 1 0

26 45 1 0

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27 28 2 0

27 47 1 0

28 29 1 0

28 31 1 0

29 30 2 0

29 48 1 0

30 49 1 0

31 32 2 0

31 33 1 0

33 34 1 0

34 35 1 0

34 50 1 0

34 51 1 0

35 52 1 0

35 53 1 0

41

35 54 1 0

M END

> <Name>

BAS3755311

> <Absolute Energy>

141.868

> <Estimate>

0.0701925

> <FitValue>

6.46071

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

33

0

7

0

29

2

26

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

37.6458

> <s_m_entry_id>

16

> <s_m_entry_name>

BAS-3755311.1

$$$$

BAS-8770034


41 43 0 0 0 0 999 V2000

42

-2.9845 3.0183 1.9178 O 0 0

-3.4089 2.1534 1.1869 C 0 0

-2.5999 1.1235 0.7978 N 0 0

-1.3039 1.0670 1.2342 C 0 0

-0.9268 1.7363 2.4162 C 0 0

0.4036 1.6763 2.8623 C 0 0

1.3616 0.9506 2.1338 C 0 0

0.9873 0.2827 0.9553 C 0 0

-0.3430 0.3395 0.5048 C 0 0

2.7636 0.8895 2.6069 C 0 0

3.8449 0.2429 2.0610 N 0 0

4.9752 0.4352 2.8104 C 0 0

4.6708 1.4131 4.1719 S 0 0

3.0398 1.5914 3.7841 C 0 0

6.2967 -0.1234 2.4943 N 0 0

6.3956 -1.2536 1.7231 C 0 0

7.5096 -1.4381 0.8808 C 0 0

7.6110 -2.5960 0.0894 C 0 0

8.6552 -2.7700 -0.6983 O 0 0

8.5740 -2.2766 -2.0285 C 0 0

6.5996 -3.5690 0.1396 C 0 0

5.4859 -3.3870 0.9781 C 0 0

5.3825 -2.2298 1.7687 C 0 0

-4.8274 2.1870 0.6889 C 0 0

-2.9531 0.4087 0.1942 H 0 0

-1.6500 2.2986 2.9891 H 0 0

0.6877 2.1915 3.7703 H 0 0

1.7181 -0.2775 0.3902 H 0 0

-0.6131 -0.1805 -0.4029 H 0 0

2.3407 2.1686 4.3791 H 0 0

7.1230 0.3170 2.8398 H 0 0

8.2949 -0.6975 0.8351 H 0 0

9.5071 -2.5182 -2.5394 H 0 0

7.6623 -2.6664 -2.4813 H 0 0

8.4885 -1.1918 -1.9869 H 0 0

6.6749 -4.4600 -0.4677 H 0 0

4.7103 -4.1363 1.0148 H 0 0

4.5195 -2.1053 2.4087 H 0 0

-5.3957 3.0451 1.0520 H 0 0

-5.3514 1.2850 1.0028 H 0 0

-4.8380 2.2167 -0.4005 H 0 0

1 2 2 0

2 3 1 0

2 24 1 0

3 4 1 0

3 25 1 0

4 5 2 0

4 9 1 0

5 6 1 0

5 26 1 0

6 7 2 0

6 27 1 0

7 8 1 0

7 10 1 0

8 9 2 0

8 28 1 0

9 29 1 0

10 11 1 0

43

10 14 2 0

11 12 2 0

12 13 1 0

12 15 1 0

13 14 1 0

14 30 1 0

15 16 1 0

15 31 1 0

16 17 2 0

16 23 1 0

17 18 1 0

17 32 1 0

18 19 1 0

18 21 2 0

19 20 1 0

20 33 1 0

20 34 1 0

20 35 1 0

21 22 1 0

21 36 1 0

22 23 2 0

22 37 1 0

23 38 1 0

24 39 1 0

24 40 1 0

24 41 1 0

M END

> <Name>

BAS-8770034

> <Absolute Energy>

83.0565

> <Estimate>

0.141895

> <FitValue>

6.07146

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

19

0

3

44

0

23

9

13

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

23.5343

> <s_m_entry_id>

17

> <s_m_entry_name>

BAS-8770034.1

$$$$

cpd10


30 32 0 0 0 0 999 V2000

5.9963 -0.6862 2.2221 C 0 0

5.1826 -1.4705 1.3853 C 0 0

5.7680 -2.3378 0.4450 C 0 0

7.1695 -2.4272 0.3418 C 0 0

7.9804 -1.6433 1.1809 C 0 0

7.3972 -0.7752 2.1183 C 0 0

4.1043 -1.4145 1.4488 H 0 0

5.1402 -2.9367 -0.1950 H 0 0

7.7169 -3.2404 -0.5386 O 0 0

9.0554 -1.7058 1.1041 H 0 0

8.0376 -0.1798 2.7556 H 0 0

4.2219 1.9540 5.0751 C 0 0

3.6867 0.6675 4.8763 C 0 0

4.2713 -0.2014 3.9373 C 0 0

5.3912 0.2144 3.1946 C 0 0

5.9264 1.5008 3.3934 C 0 0

5.3404 2.3685 4.3330 C 0 0

3.6061 2.8681 6.0636 C 0 0

2.8268 0.3434 5.4448 H 0 0

3.8475 -1.1854 3.7979 H 0 0

6.7859 1.8353 2.8305 H 0 0

5.7555 3.3542 4.4806 H 0 0

3.8776 4.1200 6.4685 N 0 0

2.9969 4.4869 7.4047 N 0 0

2.1160 3.4918 7.6500 C 0 0

2.4838 2.4253 6.7946 C 0 0

8.6793 -3.2924 -0.6011 H 0 0

2.9878 5.3693 7.8607 H 0 0

1.3060 3.5410 8.3649 H 0 0

1.9899 1.4645 6.7269 H 0 0

1 2 2 0

1 6 1 0

1 15 1 0

45

2 3 1 0

2 7 1 0

3 4 2 0

3 8 1 0

4 5 1 0

4 9 1 0

5 6 2 0

5 10 1 0

6 11 1 0

9 27 1 0

12 13 2 0

12 17 1 0

12 18 1 0

13 14 1 0

13 19 1 0

14 15 2 0

14 20 1 0

15 16 1 0

16 17 2 0

16 21 1 0

17 22 1 0

18 23 2 0

18 26 1 0

23 24 1 0

24 25 1 0

24 28 1 0

25 26 2 0

25 29 1 0

26 30 1 0

M END

> <Name>

cpd10

> <Absolute Energy>

50.4773

> <Estimate>

3.88135

> <FitValue>

3.50001

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

46

9

0

0

3

0

12

> <MappingID>

1

> <Pharmprint>

'10101'

> <Relative Energy>

1.93993

> <s_m_entry_id>

7727

> <s_m_entry_name>

cpd10

$$$$

cpd11


32 34 0 0 0 0 999 V2000

1.1539 0.3623 1.6435 C 0 0

0.6714 1.6698 1.4499 C 0 0

-0.6548 1.8739 1.0287 C 0 0

-1.5030 0.7752 0.7995 C 0 0

-1.0175 -0.5290 0.9939 C 0 0

0.3063 -0.7382 1.4145 C 0 0

1.3078 2.5255 1.6209 H 0 0

-1.0212 2.8797 0.8813 H 0 0

-2.7449 0.9691 0.4050 O 0 0

-1.6649 -1.3762 0.8193 H 0 0

0.6603 -1.7497 1.5583 H 0 0

5.1813 -0.2676 2.9250 C 0 0

4.6171 -1.0898 1.9325 C 0 0

3.2951 -0.8844 1.5105 C 0 0

2.5270 0.1480 2.0797 C 0 0

3.0870 0.9712 3.0739 C 0 0

4.4120 0.7641 3.4991 C 0 0

6.5922 -0.5044 3.3623 C 0 0

5.2006 -1.8850 1.4889 H 0 0

2.8794 -1.5246 0.7453 H 0 0

2.5038 1.7668 3.5198 H 0 0

4.9863 1.6479 4.5522 C 0 0

7.3364 -1.4122 2.8377 N 0 0

8.4286 -1.3848 3.3755 N 0 0

8.3697 -0.3698 4.3268 C 0 0

7.1798 0.2116 4.3294 O 0 0

9.3091 -0.0927 5.0351 O 0 0

-3.3172 0.2078 0.2510 H 0 0

4.2638 2.4198 4.8119 H 0 0

5.2843 1.0440 5.4085 H 0 0

5.8786 2.1405 4.1655 H 0 0

47

9.1798 -1.9990 3.1367 H 0 0

1 2 2 0

1 6 1 0

1 15 1 0

2 3 1 0

2 7 1 0

3 4 2 0

3 8 1 0

4 5 1 0

4 9 1 0

5 6 2 0

5 10 1 0

6 11 1 0

9 28 1 0

12 13 2 0

12 17 1 0

12 18 1 0

13 14 1 0

13 19 1 0

14 15 2 0

14 20 1 0

15 16 1 0

16 17 2 0

16 21 1 0

17 22 1 0

18 23 2 0

18 26 1 0

22 29 1 0

22 30 1 0

22 31 1 0

23 24 1 0

24 25 1 0

24 32 1 0

25 26 1 0

25 27 2 0

M END

> <Name>

cpd11

> <Absolute Energy>

49.0962

> <Estimate>

6.81015

> <FitValue>

4.25401

> <HBA_1>

0

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


48

0


1

> <MappedAtoms>

0

9

0

0

5

22

> <MappingID>

1

> <Pharmprint>

'01011'

> <Relative Energy>

-0.0141331

> <s_m_entry_id>

7721

> <s_m_entry_name>

cpd11

$$$$

cpd12


41 41 0 0 1 0 999 V2000

2.1850 0.2375 2.8445 C 0 0 2 0 0 0

2.6873 -1.0282 2.1187 C 0 0

3.2600 -0.9131 0.7206 C 0 0

2.8964 -0.0331 -0.2341 C 0 0

1.8371 1.0351 -0.0963 C 0 0

2.3856 2.3728 0.4486 C 0 0 2 0 0 0

2.3417 2.4706 1.8680 O 0 0

3.0707 1.4986 2.6099 C 0 0 1 0 0 0

3.4773 2.2145 3.9042 C 0 0

4.7853 1.6820 4.4858 C 0 0

1.9952 -0.0853 4.3360 C 0 0

1.5687 3.5609 -0.0640 C 0 0

0.0689 3.3911 0.1704 C 0 0

-0.3227 3.6539 1.5994 C 0 0

-1.3672 2.9822 2.1119 C 0 0

-2.0939 2.0338 1.3124 C 0 0

1.1693 0.4300 2.4998 H 0 0

3.4659 -1.4799 2.7340 H 0 0

1.8820 -1.7614 2.0957 H 0 0

4.0449 -1.6066 0.4557 H 0 0

3.4092 -0.1028 -1.1809 H 0 0

0.9705 0.6718 0.4509 H 0 0

1.4564 1.2133 -1.1047 H 0 0

3.4207 2.5150 0.1339 H 0 0

3.9931 1.2600 2.0791 H 0 0

49

3.5352 3.2919 3.7461 H 0 0

2.6759 2.1606 4.6417 H 0 0

5.0845 2.2649 5.3572 H 0 0

4.6796 0.6364 4.7795 H 0 0

5.5877 1.7429 3.7517 H 0 0

1.5033 0.7272 4.8673 H 0 0

2.9586 -0.2626 4.8163 H 0 0

1.3900 -0.9838 4.4603 H 0 0

1.7755 3.7443 -1.1204 H 0 0

1.9258 4.4925 0.3762 H 0 0

-0.1636 2.3601 -0.0937 H 0 0

-0.5012 4.0399 -0.4948 H 0 0

0.1612 4.3434 2.2763 H 0 0

-1.6432 3.1718 3.1384 H 0 0

-2.6931 1.2491 0.6505 C 0 0

-3.2268 0.5535 0.0617 H 0 0

1 2 1 0

1 8 1 0

1 11 1 0

1 17 1 0

2 3 1 0

2 18 1 0

2 19 1 0

3 4 2 0

3 20 1 0

4 5 1 0

4 21 1 0

5 6 1 0

5 22 1 0

5 23 1 0

6 7 1 0

6 12 1 0

6 24 1 0

7 8 1 0

8 9 1 0

8 25 1 0

9 10 1 0

9 26 1 0

9 27 1 0

10 28 1 0

10 29 1 0

10 30 1 0

11 31 1 0

11 32 1 0

11 33 1 0

12 13 1 0

12 34 1 0

12 35 1 0

13 14 1 0

13 36 1 0

13 37 1 0

14 15 2 0

14 38 1 0

15 16 1 0

15 39 1 0

16 40 3 0

40 41 1 0

M END

50

> <Name>

cpd12

> <Absolute Energy>

37.1412

> <Estimate>

160.229

> <FitValue>

2.93929

> <HBA_1>

0

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


0


0

> <MappedAtoms>

0

40

0

0

0

10

> <MappingID>

1

> <Pharmprint>

'01001'

> <Relative Energy>

8.11908

> <s_m_entry_id>

7752

> <s_m_entry_name>

cpd12

$$$$

cpd13


30 31 0 0 0 0 999 V2000

6.0409 -2.8556 0.6812 C 0 0

4.9835 -2.1440 1.2437 C 0 0

5.5475 -1.1209 2.0157 C 0 0

51

6.9062 -1.1894 1.9380 N 0 0

7.2121 -2.2427 1.1302 C 0 0

4.7960 -0.1342 2.7790 C 0 0

3.3420 -0.0357 2.6002 C 0 0

2.8001 -0.0787 1.3716 C 0 0

-1.4786 0.2201 0.9898 C 0 0

-0.9177 -0.6359 1.9526 C 0 0

0.4792 -0.7335 2.0768 C 0 0

1.3175 0.0250 1.2384 C 0 0

0.7517 0.8815 0.2751 C 0 0

-0.6440 0.9785 0.1520 C 0 0

-2.9611 0.3239 0.8567 B 0 0

-1.5607 -1.2170 2.5946 H 0 0

0.9023 -1.3943 2.8200 H 0 0

1.3890 1.4676 -0.3724 H 0 0

-1.0769 1.6359 -0.5885 H 0 0

-3.5062 1.5472 0.6235 O 0 0

-3.7270 -0.7939 0.9689 O 0 0

5.3669 0.5936 3.5548 O 0 0

5.9678 -3.7143 0.0275 H 0 0

3.9312 -2.3445 1.1067 H 0 0

7.5583 -0.5892 2.3871 H 0 0

8.2289 -2.5290 0.8936 H 0 0

2.7700 0.0713 3.5091 H 0 0

3.5047 -0.1899 0.5595 H 0 0

-4.3998 1.4873 0.2516 H 0 0

-4.6509 -0.5887 1.1823 H 0 0

1 2 1 0

1 5 2 0

1 23 1 0

2 3 2 0

2 24 1 0

3 4 1 0

3 6 1 0

4 5 1 0

4 25 1 0

5 26 1 0

6 7 1 0

6 22 2 0

7 8 2 0

7 27 1 0

8 12 1 0

8 28 1 0

9 10 2 0

9 14 1 0

9 15 1 0

10 11 1 0

10 16 1 0

11 12 2 0

11 17 1 0

12 13 1 0

13 14 2 0

13 18 1 0

14 19 1 0

15 20 1 0

15 21 1 0

20 29 1 0

21 30 1 0

52

M END

> <Name>

cpd13

> <Absolute Energy>

31.3791

> <Estimate>

12.069

> <FitValue>

4.14526

> <HBA_1>

0

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

0

20

0

1

14

0

> <MappingID>

1

> <Pharmprint>

'01110'

> <Relative Energy>

1.49853

> <s_m_entry_id>

7726

> <s_m_entry_name>

cpd13

$$$$

cpd14


57 59 0 0 0 0 999 V2000

4.3740 0.0163 3.5477 C 0 0

3.5528 1.1180 3.2449 C 0 0

53

3.7492 2.3428 3.9066 C 0 0

4.7645 2.4683 4.8698 C 0 0

5.5843 1.3657 5.1720 C 0 0

5.3892 0.1408 4.5109 C 0 0

4.1670 -1.2867 2.8430 C 0 0

2.7710 1.0316 2.5053 H 0 0

3.1182 3.1885 3.6734 H 0 0

4.9148 3.4074 5.3785 H 0 0

6.3660 1.4622 5.9138 H 0 0

6.0249 -0.6993 4.7501 H 0 0

3.0534 -1.9892 3.1070 C 0 0

2.0680 -1.4317 4.0985 C 0 0

0.7452 -1.0324 3.4441 C 0 0

7.2309 -2.5260 0.0769 C 0 0

6.5857 -1.2859 -0.0892 C 0 0

5.5881 -0.8808 0.8135 C 0 0

5.2274 -1.7139 1.8857 C 0 0

5.8697 -2.9566 2.0538 C 0 0

6.8681 -3.3577 1.1519 C 0 0

8.1661 -2.9047 -0.7682 O 0 0

6.8602 -0.6426 -0.9113 H 0 0

5.1001 0.0742 0.6743 H 0 0

5.5987 -3.6043 2.8750 H 0 0

7.3586 -4.3103 1.2849 H 0 0

2.4544 -5.7430 1.0818 C 0 0

2.5782 -4.5554 0.3381 C 0 0

2.7733 -3.3304 0.9991 C 0 0

2.8461 -3.2911 2.4044 C 0 0

2.7224 -4.4807 3.1460 C 0 0

2.5269 -5.7057 2.4840 C 0 0

2.3051 -6.6832 0.5737 H 0 0

2.5229 -4.5837 -0.7389 H 0 0

2.8666 -2.4226 0.4208 H 0 0

2.7762 -4.4623 4.2244 H 0 0

2.4320 -6.6176 3.0532 H 0 0

7.9084 -2.7602 -2.1570 C 0 0

6.9661 -3.8709 -2.6193 C 0 0

5.6940 -3.7816 -1.9243 N 0 0

4.7883 -2.8911 -2.6347 C 0 0

5.0999 -5.0973 -1.7775 C 0 0

1.8192 -2.1913 4.8414 H 0 0

2.5106 -0.5860 4.6234 H 0 0

0.9171 -0.3485 2.6152 H 0 0

0.2172 -1.9134 3.0754 H 0 0

0.0968 -0.5306 4.1625 H 0 0

8.8594 -2.8154 -2.6893 H 0 0

7.4601 -1.7807 -2.3206 H 0 0

7.4089 -4.8509 -2.4398 H 0 0

6.7988 -3.8119 -3.6940 H 0 0

4.3637 -2.0982 -2.0192 H 0 0

3.9621 -3.4689 -3.0496 H 0 0

5.3185 -2.4207 -3.4631 H 0 0

5.6988 -5.7969 -1.1933 H 0 0

4.9397 -5.5381 -2.7610 H 0 0

4.1287 -5.0063 -1.2909 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

54

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 19 1 0

13 14 1 0

13 30 1 0

14 15 1 0

14 43 1 0

14 44 1 0

15 45 1 0

15 46 1 0

15 47 1 0

16 17 2 0

16 21 1 0

16 22 1 0

17 18 1 0

17 23 1 0

18 19 2 0

18 24 1 0

19 20 1 0

20 21 2 0

20 25 1 0

21 26 1 0

22 38 1 0

27 28 2 0

27 32 1 0

27 33 1 0

28 29 1 0

28 34 1 0

29 30 2 0

29 35 1 0

30 31 1 0

31 32 2 0

31 36 1 0

32 37 1 0

38 39 1 0

38 48 1 0

38 49 1 0

39 40 1 0

39 50 1 0

39 51 1 0

40 41 1 0

40 42 1 0

41 52 1 0

41 53 1 0

41 54 1 0

42 55 1 0

42 56 1 0

42 57 1 0

M END

> <Name>

55

cpd14

> <Absolute Energy>

98.8742

> <Estimate>

1.10997

> <FitValue>

4.34786

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

22

0

0

21

0

4

> <MappingID>

1

> <Pharmprint>

'10101'

> <Relative Energy>

18.0083

> <s_m_entry_id>

7705

> <s_m_entry_name>

cpd14

$$$$

cpd15


36 38 0 0 1 0 999 V2000

0.8105 -0.1249 2.2820 C 0 0

1.2678 0.5038 1.0931 C 0 0

0.3707 0.7025 0.0144 C 0 0

-0.9787 0.2904 0.1196 C 0 0

56

-1.4413 -0.3303 1.3152 C 0 0

-0.5429 -0.5391 2.3996 C 0 0

1.6823 -0.3149 3.2999 O 0 0

2.7030 0.9224 1.0367 C 0 0 2 0 0 0

0.7226 1.1682 -0.8948 H 0 0

-2.1286 0.5875 -1.3505 Br 0 0

-2.8536 -0.7574 1.4276 C 0 0

-1.1226 -1.3632 3.9996 Br 0 0

3.6172 -0.2870 0.7994 C 0 0

3.7400 -0.9684 2.1663 C 0 0

3.0755 0.0083 3.1487 C 0 0 1 0 0 0

3.2330 1.3510 2.4205 C 0 0 2 0 0 0

2.4544 2.4913 3.0821 C 0 0

3.7488 -0.0194 4.5179 C 0 0

4.9976 1.4397 4.6127 Br 0 0

2.9874 2.0346 0.0232 C 0 0

-3.1063 -1.2218 2.3804 H 0 0

-3.0798 -1.4726 0.6375 H 0 0

-3.5058 0.1059 1.2919 H 0 0

3.2427 -0.9592 0.0383 H 0 0

4.5973 0.0370 0.4716 H 0 0

4.7826 -1.1273 2.4047 H 0 0

3.2536 -1.9336 2.1817 H 0 0

4.2757 1.6342 2.3664 H 0 0

2.5867 3.4197 2.5287 H 0 0

1.3907 2.2556 3.1290 H 0 0

2.8046 2.6564 4.1003 H 0 0

4.3126 -0.9428 4.6514 H 0 0

3.0142 0.1258 5.3107 H 0 0

2.3435 2.8999 0.1760 H 0 0

2.8301 1.6771 -0.9941 H 0 0

4.0215 2.3713 0.1006 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 15 1 0

8 13 1 0

8 16 1 0

8 20 1 0

11 21 1 0

11 22 1 0

11 23 1 0

13 14 1 0

13 24 1 0

13 25 1 0

14 15 1 0

14 26 1 0

14 27 1 0

15 16 1 0

57

15 18 1 0

16 17 1 0

16 28 1 0

17 29 1 0

17 30 1 0

17 31 1 0

18 19 1 0

18 32 1 0

18 33 1 0

20 34 1 0

20 35 1 0

20 36 1 0

M END

> <Name>

cpd15

> <Absolute Energy>

58.0078

> <Estimate>

120.114

> <FitValue>

2.84499

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


0


1

> <MappedAtoms>

0

0

0

4

19

> <MappingID>

1

> <Pharmprint>

'00011'

> <Relative Energy>

24.512

> <s_m_entry_id>

7743

58

> <s_m_entry_name>

cpd15

$$$$

cpd16


92 95 0 0 1 0 999 V2000

3.0910 0.4008 9.8157 C 0 0 1 0 0 0

2.7337 1.5149 8.7951 C 0 0

3.2151 1.1435 7.4988 O 0 0

4.6065 0.8313 7.3640 C 0 0 2 0 0 0

4.9925 -0.2826 8.3567 C 0 0

4.5876 0.0584 9.7927 C 0 0

2.5481 0.8481 11.6276 Br 0 0

3.3017 2.8929 9.1705 C 0 0

1.2155 1.6339 8.6247 C 0 0

5.4550 2.0943 7.5585 C 0 0

4.7770 0.3404 5.9245 C 0 0 2 0 0 0

6.1269 -0.0842 5.7836 O 0 0

6.4501 -0.6296 4.5066 C 0 0 1 0 0 0

6.1148 0.3686 3.3542 C 0 0 1 0 0 0

5.5304 1.6995 3.8598 C 0 0

4.4147 1.4253 4.8775 C 0 0

7.2681 0.6629 2.5662 O 0 0

7.9421 -0.4637 2.0125 C 0 0 1 0 0 0

8.3553 -1.4788 3.1116 C 0 0

7.9267 -1.0634 4.5243 C 0 0

7.0625 -1.0843 0.9211 C 0 0 1 0 0 0

7.9032 -1.6994 -0.0293 O 0 0

6.2490 -2.2773 1.4231 C 0 0

6.2016 -0.0479 0.1975 C 0 0

5.1839 -0.6834 -0.7515 C 0 0

4.3283 0.3545 -1.4794 C 0 0 1 0 0 0

3.0116 0.5386 -0.7363 C 0 0 1 0 0 0

2.1251 -0.5002 -1.0845 O 0 0

1.3015 -0.8513 0.0092 C 0 0 1 0 0 0

1.6834 0.1165 1.1268 C 0 0

3.1373 0.4259 0.7780 C 0 0

-0.1620 -0.7447 -0.4053 C 0 0

-0.3571 -1.4187 -1.7649 C 0 0

-1.0458 -1.3492 0.6852 C 0 0

-0.4945 0.6189 -0.5360 O 0 0

-1.8661 0.8346 -0.7776 C 0 0 1 0 0 0

-2.5214 1.1286 0.4344 O 0 0

-2.0036 2.0453 -1.7046 C 0 0

5.0198 1.5833 -1.4666 O 0 0

2.5295 -0.5014 9.5693 H 0 0

6.0638 -0.4751 8.3113 H 0 0

4.5064 -1.2152 8.0687 H 0 0

5.1816 0.9000 10.1515 H 0 0

4.8048 -0.7865 10.4472 H 0 0

4.2955 2.8151 9.6119 H 0 0

2.6553 3.3955 9.8891 H 0 0

3.3791 3.5311 8.2885 H 0 0

0.7612 0.6805 8.3504 H 0 0

0.9702 2.3560 7.8455 H 0 0

59

0.7483 1.9706 9.5509 H 0 0

4.9129 2.9954 7.2709 H 0 0

6.3633 2.0462 6.9580 H 0 0

5.7498 2.2036 8.6020 H 0 0

4.1432 -0.5355 5.7768 H 0 0

5.8363 -1.5233 4.3810 H 0 0

5.3780 -0.0952 2.6963 H 0 0

6.3109 2.2894 4.3442 H 0 0

5.1534 2.3028 3.0333 H 0 0

4.1398 2.3615 5.3655 H 0 0

3.5224 1.1035 4.3397 H 0 0

8.8414 -0.0694 1.5393 H 0 0

7.9198 -2.4533 2.8901 H 0 0

9.4360 -1.6257 3.0898 H 0 0

8.5551 -0.2340 4.8536 H 0 0

8.0868 -1.8799 5.2275 H 0 0

7.3381 -2.2309 -0.6106 H 0 0

5.3372 -2.4220 0.8440 H 0 0

5.9624 -2.1374 2.4655 H 0 0

6.8347 -3.1957 1.3606 H 0 0

5.7031 0.6081 0.9123 H 0 0

6.8284 0.6692 -0.3337 H 0 0

5.6789 -1.3420 -1.4636 H 0 0

4.5543 -1.3945 -0.2177 H 0 0

4.1734 0.0651 -2.5192 H 0 0

2.5440 1.4771 -1.0061 H 0 0

1.5503 -1.8660 0.2849 H 0 0

1.5726 -0.3144 2.1124 H 0 0

1.0907 1.0211 1.0859 H 0 0

3.7857 -0.3915 1.0669 H 0 0

3.4967 1.3321 1.2405 H 0 0

-1.3892 -1.7370 -1.9142 H 0 0

0.2791 -2.2987 -1.8528 H 0 0

-0.0971 -0.7365 -2.5733 H 0 0

-2.0791 -1.4574 0.3589 H 0 0

-1.0399 -0.7227 1.5776 H 0 0

-0.6822 -2.3376 0.9728 H 0 0

-2.2894 -0.0871 -1.1779 H 0 0

-3.4703 1.1885 0.2376 H 0 0

-3.0530 2.2436 -1.9236 H 0 0

-1.5619 2.9314 -1.2477 H 0 0

-1.4928 1.8668 -2.6504 H 0 0

4.5905 2.1600 -2.1181 H 0 0

1 2 1 0

1 6 1 0

1 7 1 0

1 40 1 0

2 3 1 0

2 8 1 0

2 9 1 0

3 4 1 0

4 5 1 0

4 10 1 0

4 11 1 0

5 6 1 0

5 41 1 0

5 42 1 0

6 43 1 0

60

6 44 1 0

8 45 1 0

8 46 1 0

8 47 1 0

9 48 1 0

9 49 1 0

9 50 1 0

10 51 1 0

10 52 1 0

10 53 1 0

11 12 1 0

11 16 1 0

11 54 1 0

12 13 1 0

13 14 1 0

13 20 1 0

13 55 1 0

14 15 1 0

14 17 1 0

14 56 1 0

15 16 1 0

15 57 1 0

15 58 1 0

16 59 1 0

16 60 1 0

17 18 1 0

18 19 1 0

18 21 1 0

18 61 1 0

19 20 1 0

19 62 1 0

19 63 1 0

20 64 1 0

20 65 1 0

21 22 1 0

21 23 1 0

21 24 1 0

22 66 1 0

23 67 1 0

23 68 1 0

23 69 1 0

24 25 1 0

24 70 1 0

24 71 1 0

25 26 1 0

25 72 1 0

25 73 1 0

26 27 1 0

26 39 1 0

26 74 1 0

27 28 1 0

27 31 1 0

27 75 1 0

28 29 1 0

29 30 1 0

29 32 1 0

29 76 1 0

30 31 1 0

61

30 77 1 0

30 78 1 0

31 79 1 0

31 80 1 0

32 33 1 0

32 34 1 0

32 35 1 0

33 81 1 0

33 82 1 0

33 83 1 0

34 84 1 0

34 85 1 0

34 86 1 0

35 36 1 0

36 37 1 0

36 38 1 0

36 87 1 0

37 88 1 0

38 89 1 0

38 90 1 0

38 91 1 0

39 92 1 0

M END

> <Name>

cpd16

> <Absolute Energy>

109.463

> <Estimate>

24.02568

> <FitValue>

3.45879

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


0


0

> <MappedAtoms>

22

0

37

0

0

0

16

62

> <MappingID>

1

> <Pharmprint>

'11001'

> <Relative Energy>

25.7006

> <s_m_entry_id>

7716

> <s_m_entry_name>

cpd16

$$$$

cpd17


39 40 0 0 1 0 999 V2000

2.8360 4.4510 2.0890 C 0 0 2 0 0 0

2.1570 3.7410 3.2790 C 0 0

2.6290 2.2900 3.4300 C 0 0

4.1430 2.2290 3.4190 C 0 0

4.8410 2.8320 2.1910 C 0 0 2 0 0 0

4.3920 4.3370 2.1290 C 0 0

4.9360 5.0840 3.3610 C 0 0

4.9830 5.0230 0.8840 C 0 0

4.3980 2.0760 0.9050 C 0 0

4.9430 0.6730 0.7840 C 0 0

6.3960 2.7350 2.2290 C 0 0

6.9750 1.3070 2.1040 C 0 0

6.1300 0.3290 1.3190 C 0 0

4.7870 1.6910 4.4760 C 0 0

2.2050 6.2930 2.0190 Br 0 0

6.6580 -1.0720 1.1520 C 0 0

2.4640 4.0110 1.1640 H 0 0

1.0720 3.7550 3.1670 H 0 0

2.3750 4.2740 4.2070 H 0 0

2.2270 1.6710 2.6290 H 0 0

2.2270 1.8750 4.3560 H 0 0

4.6030 4.6270 4.2930 H 0 0

4.6030 6.1220 3.3610 H 0 0

6.0260 5.0840 3.3610 H 0 0

4.6320 4.5620 -0.0390 H 0 0

6.0710 4.9660 0.8930 H 0 0

4.7050 6.0770 0.8570 H 0 0

3.3150 2.0320 0.8100 H 0 0

4.7340 2.6230 0.0240 H 0 0

4.3630 -0.0680 0.2540 H 0 0

6.7990 3.3080 1.3940 H 0 0

6.8020 3.2160 3.1200 H 0 0

7.1570 0.8810 3.0890 H 0 0

7.9620 1.3680 1.6430 H 0 0

4.2070 1.2800 5.2890 H 0 0

5.8610 1.6630 4.5390 H 0 0

6.3070 -1.4910 0.2090 H 0 0

63

7.7460 -1.0680 1.2090 H 0 0

6.2850 -1.7070 1.9570 H 0 0

1 2 1 0

1 6 1 0

1 15 1 0

1 17 1 0

2 3 1 0

2 18 1 0

2 19 1 0

3 4 1 0

3 20 1 0

3 21 1 0

4 5 1 0

4 14 2 0

5 6 1 0

5 9 1 0

5 11 1 0

6 7 1 0

6 8 1 0

7 22 1 0

7 23 1 0

7 24 1 0

8 25 1 0

8 26 1 0

8 27 1 0

9 10 1 0

9 28 1 0

9 29 1 0

10 13 2 0

10 30 1 0

11 12 1 0

11 31 1 0

11 32 1 0

12 13 1 0

12 33 1 0

12 34 1 0

13 16 1 0

14 35 1 0

14 36 1 0

16 37 1 0

16 38 1 0

16 39 1 0

M END

> <Name>

cpd17

> <Absolute Energy>

27.5734

> <Estimate>

3600.78

> <FitValue>

1.47

> <HBA_1>

0

64

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


0


0

> <MappedAtoms>

0

0

0

0

3

> <MappingID>

1

> <Pharmprint>

'00001'

> <Relative Energy>

0

> <s_m_entry_id>

7701

> <s_m_entry_name>

cpd17

$$$$

cpd18


40 41 0 0 1 0 999 V2000

5.0595 -4.2429 -1.6954 C 0 0 1 0 0 0

4.1684 -3.0977 -1.1571 C 0 0

4.9365 -1.8535 -0.6472 C 0 0

6.0831 -2.2666 0.3414 C 0 0 1 0 0 0

7.0909 -3.2834 -0.3670 C 0 0 1 0 0 0

6.5575 -3.8982 -1.6927 C 0 0

6.8411 -1.0212 0.9110 C 0 0

6.0331 -0.1023 1.8426 C 0 0

5.2342 -0.8797 2.8727 C 0 0

5.0321 -2.3249 2.6463 C 0 0

5.4089 -2.9611 1.5222 C 0 0

4.7127 -0.2896 3.9709 C 0 0

4.8711 1.5873 4.3820 Br 0 0

8.2930 -2.6328 -0.7449 O 0 0

7.5965 -4.3942 0.5707 C 0 0

5.5093 -1.0735 -1.8402 C 0 0

3.8790 -0.9449 -0.0037 C 0 0

4.7418 -5.9325 -0.7921 Br 0 0

4.7636 -4.4414 -2.7255 H 0 0

65

3.5089 -3.4628 -0.3665 H 0 0

3.4802 -2.7826 -1.9452 H 0 0

6.7087 -3.1987 -2.5169 H 0 0

7.1566 -4.7635 -1.9878 H 0 0

7.7021 -1.3713 1.4839 H 0 0

7.2582 -0.4211 0.1033 H 0 0

6.7307 0.5744 2.3338 H 0 0

5.3699 0.5397 1.2675 H 0 0

4.5594 -2.9147 3.4193 H 0 0

5.2118 -4.0233 1.4746 H 0 0

4.1689 -0.9273 4.6516 H 0 0

8.3986 -2.6826 -1.7076 H 0 0

8.3894 -4.9855 0.1107 H 0 0

6.7859 -5.0722 0.8374 H 0 0

7.9920 -3.9672 1.4936 H 0 0

5.0087 -1.3326 -2.7732 H 0 0

6.5726 -1.2826 -1.9611 H 0 0

5.3959 -0.0015 -1.6882 H 0 0

2.9192 -1.0495 -0.5100 H 0 0

3.7512 -1.1892 1.0517 H 0 0

4.1795 0.1019 -0.0691 H 0 0

1 2 1 0

1 6 1 0

1 18 1 0

1 19 1 0

2 3 1 0

2 20 1 0

2 21 1 0

3 4 1 0

3 16 1 0

3 17 1 0

4 5 1 0

4 7 1 0

4 11 1 0

5 6 1 0

5 14 1 0

5 15 1 0

6 22 1 0

6 23 1 0

7 8 1 0

7 24 1 0

7 25 1 0

8 9 1 0

8 26 1 0

8 27 1 0

9 10 1 0

9 12 2 0

10 11 2 0

10 28 1 0

11 29 1 0

12 13 1 0

12 30 1 0

14 31 1 0

15 32 1 0

15 33 1 0

15 34 1 0

16 35 1 0

16 36 1 0

66

16 37 1 0

17 38 1 0

17 39 1 0

17 40 1 0

M END

> <Name>

cpd18

> <Absolute Energy>

54.0496

> <Estimate>

130.098

> <FitValue>

2.90322

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


0


0

> <MappedAtoms>

14

0

0

0

0

17

> <MappingID>

1

> <Pharmprint>

'10001'

> <Relative Energy>

21.6612

> <s_m_entry_id>

7718

> <s_m_entry_name>

cpd18

$$$$

cpd19


67

42 42 0 0 1 0 999 V2000

3.3985 -0.1312 2.7757 C 0 0

4.8409 0.2271 3.1849 C 0 0 1 0 0 0

5.7390 0.5439 1.9572 C 0 0

5.7305 -0.6669 0.9868 C 0 0 1 0 0 0

4.3137 -1.0883 0.6382 C 0 0

3.3633 -1.3079 1.7913 C 0 0

6.6046 -0.4140 -0.2524 C 0 0

8.0957 -0.6008 0.0270 C 0 0

8.8008 -1.4240 -1.0499 C 0 0 2 0 0 0

8.3064 -1.0989 -2.4361 C 0 0

8.8253 -1.7723 -3.4751 C 0 0

8.4062 -2.7700 -0.9054 O 0 0

10.3234 -1.3565 -0.9442 C 0 0

3.9033 -1.2588 -0.6337 C 0 0

5.2292 1.7934 1.2171 C 0 0

4.7913 1.6799 4.4795 Br 0 0

7.1838 0.8012 2.4113 C 0 0

2.9158 0.7315 2.3107 H 0 0

2.7991 -0.3825 3.6512 H 0 0

5.2671 -0.6191 3.7276 H 0 0

6.1819 -1.5094 1.5138 H 0 0

3.6475 -2.2237 2.3083 H 0 0

2.3444 -1.4583 1.4305 H 0 0

6.4113 0.5788 -0.6636 H 0 0

6.2867 -1.0423 -1.0841 H 0 0

8.2505 -1.0426 1.0125 H 0 0

8.5882 0.3631 0.1597 H 0 0

7.5594 -0.3613 -2.6876 H 0 0

8.5852 -1.6378 -4.5209 H 0 0

9.5573 -2.5232 -3.2211 H 0 0

7.4443 -2.8006 -1.0120 H 0 0

10.8104 -2.0529 -1.6278 H 0 0

10.6497 -1.5976 0.0668 H 0 0

10.6833 -0.3544 -1.1793 H 0 0

3.0283 -1.7972 -0.9666 H 0 0

4.5283 -0.8049 -1.3861 H 0 0

4.9136 2.5733 1.9085 H 0 0

4.3802 1.5442 0.5816 H 0 0

6.0102 2.2084 0.5801 H 0 0

7.2014 1.4660 3.2769 H 0 0

7.6806 -0.1336 2.6708 H 0 0

7.7606 1.2763 1.6170 H 0 0

1 2 1 0

1 6 1 0

1 18 1 0

1 19 1 0

2 3 1 0

2 16 1 0

2 20 1 0

3 4 1 0

3 15 1 0

3 17 1 0

4 5 1 0

4 7 1 0

4 21 1 0

5 6 1 0

68

5 14 2 0

6 22 1 0

6 23 1 0

7 8 1 0

7 24 1 0

7 25 1 0

8 9 1 0

8 26 1 0

8 27 1 0

9 10 1 0

9 12 1 0

9 13 1 0

10 11 2 0

10 28 1 0

11 29 1 0

11 30 1 0

12 31 1 0

13 32 1 0

13 33 1 0

13 34 1 0

14 35 1 0

14 36 1 0

15 37 1 0

15 38 1 0

15 39 1 0

17 40 1 0

17 41 1 0

17 42 1 0

M END

> <Name>

cpd19

> <Absolute Energy>

50.1142

> <Estimate>

130.05

> <FitValue>

2.93992

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


0


0

> <MappedAtoms>

12

69

0

0

0

0

16

> <MappingID>

1

> <Pharmprint>

'10001'

> <Relative Energy>

18.8049

> <s_m_entry_id>

7751

> <s_m_entry_name>

cpd19

$$$$

cpd20


48 51 0 0 0 0 999 V2000

1.2408 1.2452 0.6481 C 0 0

1.6952 0.5084 -0.3973 C 0 0

0.6519 -0.1129 -1.1330 C 0 0

-0.6955 0.0289 -0.7973 N 0 0

-1.0102 0.8278 0.3206 C 0 0

-0.0382 1.4773 1.0976 N 0 0

0.9744 -0.9499 -2.3015 C 0 0

-2.2960 0.9732 0.6538 N 0 0

3.0381 0.5067 -0.5410 C 0 0

3.4963 1.3213 0.5125 C 0 0

2.3729 1.7804 1.2546 N 0 0

2.4210 2.6593 2.4380 C 0 0

5.6029 1.5457 5.1044 C 0 0

4.2927 1.0980 5.3481 C 0 0

3.2524 1.4616 4.4775 C 0 0

3.5218 2.2743 3.3597 C 0 0

4.8311 2.7212 3.1154 C 0 0

5.8715 2.3571 3.9885 C 0 0

6.4028 1.2658 5.7746 H 0 0

4.0862 0.4743 6.2064 H 0 0

2.2473 1.1152 4.6695 H 0 0

5.0440 3.3453 2.2600 H 0 0

6.8789 2.7017 3.8010 H 0 0

3.8762 -0.2008 -1.5845 C 0 0

5.3654 -0.1234 -1.2450 C 0 0

6.4633 -3.0338 1.7230 C 0 0

6.3801 -3.4063 0.3705 C 0 0

6.0194 -2.4555 -0.6012 C 0 0

5.7437 -1.1307 -0.2193 C 0 0

5.8283 -0.7576 1.1340 C 0 0

6.1872 -1.7099 2.1047 C 0 0

6.7375 -3.7632 2.4679 H 0 0

70

6.5906 -4.4246 0.0761 H 0 0

5.9562 -2.7479 -1.6390 H 0 0

5.6172 0.2590 1.4355 H 0 0

6.2512 -1.4212 3.1449 H 0 0

0.0637 -1.4202 -2.6720 H 0 0

1.7431 -1.6736 -2.0293 H 0 0

1.3735 -0.3236 -3.0980 H 0 0

-2.5825 1.5283 1.4355 H 0 0

-3.0080 0.5204 0.1167 H 0 0

4.5216 1.5766 0.7507 H 0 0

2.5574 3.6908 2.1190 H 0 0

1.4681 2.6068 2.9658 H 0 0

3.5515 -1.2378 -1.6693 H 0 0

3.6805 0.2376 -2.5644 H 0 0

5.9709 -0.2699 -2.1382 H 0 0

5.6297 0.8732 -0.8930 H 0 0

1 2 2 0

1 6 1 0

1 11 1 0

2 3 1 0

2 9 1 0

3 4 2 0

3 7 1 0

4 5 1 0

5 6 2 0

5 8 1 0

7 37 1 0

7 38 1 0

7 39 1 0

8 40 1 0

8 41 1 0

9 10 2 0

9 24 1 0

10 11 1 0

10 42 1 0

11 12 1 0

12 16 1 0

12 43 1 0

12 44 1 0

13 14 2 0

13 18 1 0

13 19 1 0

14 15 1 0

14 20 1 0

15 16 2 0

15 21 1 0

16 17 1 0

17 18 2 0

17 22 1 0

18 23 1 0

24 25 1 0

24 45 1 0

24 46 1 0

25 29 1 0

25 47 1 0

25 48 1 0

26 27 2 0

26 31 1 0

71

26 32 1 0

27 28 1 0

27 33 1 0

28 29 2 0

28 34 1 0

29 30 1 0

30 31 2 0

30 35 1 0

31 36 1 0

M END

> <Name>

cpd20

> <Absolute Energy>

118.545

> <Estimate>

8.39066

> <FitValue>

4.30649

> <HBA_1>

0

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

0

8

0

26

0

13

> <MappingID>

1

> <Pharmprint>

'01101'

> <Relative Energy>

8.79353

> <s_m_entry_id>

7735

> <s_m_entry_name>

72

cpd20

$$$$

cpd21


32 33 0 0 0 0 999 V2000

0.9244 -0.6459 1.5355 C 0 0

0.4991 -0.1270 0.3007 C 0 0

-0.6736 0.6410 0.2293 C 0 0

-1.4308 0.9008 1.3887 C 0 0

-1.0017 0.3779 2.6344 C 0 0

0.1773 -0.3919 2.6974 C 0 0

2.1709 -1.4641 1.6127 C 0 0

1.0697 -0.3167 -0.5968 H 0 0

-0.9838 1.0299 -0.7308 H 0 0

-2.8606 1.8485 1.2278 Cl 0 0

-1.8695 0.6519 4.0970 Cl 0 0

0.5112 -0.7951 3.6417 H 0 0

2.3429 -2.2793 2.6641 C 0 0

3.5510 -3.1048 2.7843 C 0 0

6.9912 -2.0841 0.4023 C 0 0

6.1002 -1.0798 0.8157 C 0 0

4.9780 -1.4110 1.5924 C 0 0

4.7444 -2.7513 1.9583 C 0 0

5.6391 -3.7537 1.5453 C 0 0

6.7614 -3.4211 0.7670 C 0 0

8.1841 -1.7290 -0.4224 B 0 0

6.2786 -0.0528 0.5333 H 0 0

4.2967 -0.6335 1.9062 H 0 0

5.4700 -4.7860 1.8198 H 0 0

7.4480 -4.1906 0.4483 H 0 0

3.5748 -4.0492 3.5379 O 0 0

8.7518 -2.6984 -1.1884 O 0 0

8.6701 -0.4584 -0.3931 O 0 0

2.8733 -1.3508 0.7991 H 0 0

1.5414 -2.2760 3.3893 H 0 0

9.1519 -2.3431 -1.9959 H 0 0

9.6300 -0.4289 -0.5320 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 29 1 0

13 14 1 0

13 30 1 0

14 18 1 0

14 26 2 0

15 16 2 0

73

15 20 1 0

15 21 1 0

16 17 1 0

16 22 1 0

17 18 2 0

17 23 1 0

18 19 1 0

19 20 2 0

19 24 1 0

20 25 1 0

21 27 1 0

21 28 1 0

27 31 1 0

28 32 1 0

M END

> <Name>

cpd21

> <Absolute Energy>

54.5828

> <Estimate>

7.80768

> <FitValue>

4.32178

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

27

0

0

20

3

0

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

11.648

74

> <s_m_entry_id>

7739

> <s_m_entry_name>

cpd21

$$$$

cpd22


35 36 0 0 0 0 999 V2000

1.4240 0.2534 1.2624 C 0 0

0.4107 -0.7232 1.2577 C 0 0

-0.9147 -0.3571 0.9659 C 0 0

-1.2312 0.9826 0.6818 C 0 0

-0.2174 1.9613 0.6856 C 0 0

1.1096 1.5941 0.9758 C 0 0

2.8327 -0.1346 1.5737 C 0 0

0.6429 -1.7542 1.4759 H 0 0

-1.6915 -1.1063 0.9625 H 0 0

-2.2531 1.2513 0.4599 H 0 0

-0.6744 3.9172 0.2682 I 0 0

1.8887 2.3440 0.9790 H 0 0

3.7853 0.8130 1.5307 C 0 0

5.1836 0.4800 1.8298 C 0 0

6.6764 -3.3966 0.6749 C 0 0

5.7858 -2.7018 -0.1648 C 0 0

5.2981 -1.4382 0.2107 C 0 0

5.7005 -0.8633 1.4306 C 0 0

6.5896 -1.5555 2.2711 C 0 0

7.0747 -2.8187 1.8933 C 0 0

5.4754 -3.1382 -1.1012 H 0 0

4.6146 -0.9147 -0.4429 H 0 0

6.9036 -1.1213 3.2090 H 0 0

7.7575 -3.3453 2.5437 H 0 0

5.8979 1.2800 2.3862 O 0 0

3.0026 -1.1718 1.8162 H 0 0

3.4423 1.8025 1.2704 H 0 0

7.1315 -4.5808 0.3229 O 0 0

7.3264 -4.8350 -1.0623 C 0 0

8.1417 -3.7227 -1.6655 C 0 0

8.4790 -2.7694 -1.0058 O 0 0

8.4473 -3.8817 -2.9505 O 0 0

7.8563 -5.7807 -1.1621 H 0 0

6.3470 -4.8805 -1.5403 H 0 0

8.9685 -3.2024 -3.3984 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

75

6 12 1 0

7 13 2 0

7 26 1 0

13 14 1 0

13 27 1 0

14 18 1 0

14 25 2 0

15 16 2 0

15 20 1 0

15 28 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 19 1 0

19 20 2 0

19 23 1 0

20 24 1 0

28 29 1 0

29 30 1 0

29 33 1 0

29 34 1 0

30 31 2 0

30 32 1 0

32 35 1 0

M END

> <Name>

cpd22

> <Absolute Energy>

61.3362

> <Estimate>

6.51928

> <FitValue>

4.39965

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

31

0

0

15

76

3

0

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

17.6253

> <s_m_entry_id>

7719

> <s_m_entry_name>

cpd22

$$$$

cpd23


35 36 0 0 0 0 999 V2000

1.0945 -0.1196 1.3277 C 0 0

0.6596 1.0923 0.7695 C 0 0

-0.7072 1.3040 0.5264 C 0 0

-1.6517 0.3031 0.8364 C 0 0

-1.2123 -0.9202 1.4014 C 0 0

0.1601 -1.1234 1.6407 C 0 0

2.5478 -0.3445 1.5866 C 0 0

1.3699 1.8684 0.5261 H 0 0

-1.0216 2.2433 0.0953 H 0 0

-3.3124 0.6271 0.5105 Cl 0 0

-2.3019 -2.1890 1.8119 Cl 0 0

0.5052 -2.0539 2.0710 H 0 0

3.4154 0.6335 1.2807 C 0 0

4.8542 0.4578 1.5176 C 0 0

6.6285 -3.3857 0.7106 C 0 0

5.6187 -2.8830 -0.1302 C 0 0

5.0409 -1.6283 0.1319 C 0 0

5.4692 -0.8729 1.2366 C 0 0

6.4781 -1.3730 2.0799 C 0 0

7.0556 -2.6268 1.8155 C 0 0

5.2869 -3.4603 -0.9794 H 0 0

4.2654 -1.2539 -0.5214 H 0 0

6.8129 -0.8001 2.9337 H 0 0

7.8302 -3.0077 2.4656 H 0 0

5.5233 1.3766 1.9295 O 0 0

2.8181 -1.3010 2.0106 H 0 0

2.9762 1.5282 0.8637 H 0 0

7.1711 -4.5601 0.4639 O 0 0

7.4053 -4.9161 -0.8900 C 0 0

8.1603 -3.8072 -1.5761 C 0 0

8.4547 -2.7952 -0.9821 O 0 0

8.4635 -4.0328 -2.8506 O 0 0

7.9973 -5.8301 -0.9051 H 0 0

6.4418 -5.0618 -1.3766 H 0 0

8.9473 -3.3616 -3.3480 H 0 0

77

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 26 1 0

13 14 1 0

13 27 1 0

14 18 1 0

14 25 2 0

15 16 2 0

15 20 1 0

15 28 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 19 1 0

19 20 2 0

19 23 1 0

20 24 1 0

28 29 1 0

29 30 1 0

29 33 1 0

29 34 1 0

30 31 2 0

30 32 1 0

32 35 1 0

M END

> <Name>

cpd23

> <Absolute Energy>

62.5714

> <Estimate>

5.80163

> <FitValue>

4.40658

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

0

78


1


1

> <MappedAtoms>

31

0

0

20

2

0

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

15.9955

> <s_m_entry_id>

7747

> <s_m_entry_name>

cpd23

$$$$

cpd24


29 30 0 0 0 0 999 V2000

1.1679 -0.4252 1.4891 C 0 0

0.1018 -0.8626 0.6827 C 0 0

-0.9906 -0.0135 0.4404 C 0 0

-1.0226 1.2738 1.0031 C 0 0

0.0412 1.7140 1.8092 C 0 0

1.1379 0.8628 2.0521 C 0 0

2.3297 -1.3266 1.7492 C 0 0

0.1171 -1.8505 0.2461 H 0 0

-1.8091 -0.3507 -0.1802 H 0 0

-1.8687 1.9142 0.8107 H 0 0

0.0010 3.5943 2.6347 I 0 0

1.9571 1.2000 2.6716 H 0 0

2.9943 -1.2045 2.9107 C 0 0

4.1412 -2.0692 3.2096 C 0 0

7.1912 -2.5676 0.2044 C 0 0

7.0722 -3.4978 1.2522 C 0 0

6.0800 -3.3360 2.2336 C 0 0

5.1982 -2.2402 2.1690 C 0 0

5.3158 -1.3101 1.1213 C 0 0

6.3088 -1.4731 0.1427 C 0 0

7.7466 -4.3408 1.3063 H 0 0

5.9973 -4.0565 3.0329 H 0 0

4.6426 -0.4659 1.0630 H 0 0

6.3958 -0.7564 -0.6608 H 0 0

79

4.2257 -2.6261 4.2784 O 0 0

2.5705 -2.0354 0.9719 H 0 0

2.6208 -0.4431 3.5778 H 0 0

8.1237 -2.7201 -0.7143 O 0 0

8.1933 -2.0743 -1.4285 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 26 1 0

13 14 1 0

13 27 1 0

14 18 1 0

14 25 2 0

15 16 2 0

15 20 1 0

15 28 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 19 1 0

19 20 2 0

19 23 1 0

20 24 1 0

28 29 1 0

M END

> <Name>

cpd24

> <Absolute Energy>

36.5167

> <Estimate>

8.22444

> <FitValue>

4.30373

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

0


80

1


1

> <MappedAtoms>

28

0

0

15

3

0

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

0.122903

> <s_m_entry_id>

7746

> <s_m_entry_name>

cpd24

$$$$

cpd25


32 33 0 0 0 0 999 V2000

0.9025 -0.7248 1.4657 C 0 0

0.7050 0.1051 0.3487 C 0 0

-0.4840 0.8443 0.2248 C 0 0

-1.4779 0.7587 1.2162 C 0 0

-1.2815 -0.0732 2.3392 C 0 0

-0.0886 -0.8130 2.4586 C 0 0

2.1644 -1.5124 1.5972 C 0 0

1.4617 0.1782 -0.4190 H 0 0

-0.6285 1.4794 -0.6359 H 0 0

-2.5933 1.4714 1.0705 F 0 0

-2.5903 -0.2132 3.6923 Br 0 0

0.0730 -1.4547 3.3153 H 0 0

2.6396 -1.7696 2.8262 C 0 0

3.8760 -2.5387 3.0048 C 0 0

7.0751 -2.0001 0.1712 C 0 0

6.9829 -3.1917 0.9084 C 0 0

5.9391 -3.3691 1.8334 C 0 0

4.9848 -2.3523 2.0227 C 0 0

5.0802 -1.1568 1.2848 C 0 0

6.1243 -0.9824 0.3599 C 0 0

7.7133 -3.9733 0.7622 H 0 0

5.8765 -4.2893 2.3970 H 0 0

4.3519 -0.3715 1.4239 H 0 0

6.1966 -0.0671 -0.2070 H 0 0

3.9905 -3.3073 3.9331 O 0 0

81

2.6279 -1.8348 0.6762 H 0 0

2.0515 -1.3725 3.6422 H 0 0

8.1812 -1.8126 -0.8098 B 0 0

8.3511 -0.5844 -1.3708 O 0 0

8.9914 -2.8625 -1.1199 O 0 0

9.2772 -0.4039 -1.5905 H 0 0

9.3284 -2.8105 -2.0284 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 26 1 0

13 14 1 0

13 27 1 0

14 18 1 0

14 25 2 0

15 16 2 0

15 20 1 0

15 28 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 19 1 0

19 20 2 0

19 23 1 0

20 24 1 0

28 29 1 0

28 30 1 0

29 31 1 0

30 32 1 0

M END

> <Name>

cpd25

> <Absolute Energy>

42.6974

> <Estimate>

5.81327

> <FitValue>

4.18038

> <HBA_1>

1

> <HBD_2>

0

82

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

30

0

0

16

3

0

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

1.00849

> <s_m_entry_id>

7737

> <s_m_entry_name>

cpd25

$$$$

cpd26


32 33 0 0 0 0 999 V2000

0.8315 -0.3017 1.4819 C 0 0

-0.0669 -0.3431 0.4053 C 0 0

-1.1472 0.5520 0.3567 C 0 0

-1.3426 1.4979 1.3836 C 0 0

-0.4337 1.5427 2.4731 C 0 0

0.6489 0.6367 2.5093 C 0 0

1.9782 -1.2541 1.5344 C 0 0

0.0661 -1.0597 -0.3920 H 0 0

-1.8291 0.5024 -0.4806 H 0 0

-2.9665 2.7587 1.2124 I 0 0

-0.5882 2.7695 3.9039 Br 0 0

1.3496 0.6579 3.3325 H 0 0

2.4562 -1.6229 2.7339 C 0 0

3.5848 -2.5574 2.8358 C 0 0

6.9441 -2.0404 0.1895 C 0 0

6.7142 -3.2852 0.7986 C 0 0

5.6189 -3.4552 1.6620 C 0 0

4.7490 -2.3789 1.9188 C 0 0

4.9792 -1.1315 1.3065 C 0 0

6.0761 -0.9638 0.4447 C 0 0

83

7.3797 -4.1104 0.6029 H 0 0

5.4486 -4.4154 2.1268 H 0 0

4.3174 -0.2986 1.4967 H 0 0

6.2538 -0.0077 -0.0260 H 0 0

3.5645 -3.4529 3.6481 O 0 0

2.3612 -1.5978 0.5847 H 0 0

1.9564 -1.1860 3.5847 H 0 0

8.1058 -1.8609 -0.7260 B 0 0

8.3795 -0.6104 -1.1866 O 0 0

8.8586 -2.9361 -1.0780 O 0 0

9.3288 -0.4713 -1.3360 H 0 0

9.2282 -2.8541 -1.9716 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 26 1 0

13 14 1 0

13 27 1 0

14 18 1 0

14 25 2 0

15 16 2 0

15 20 1 0

15 28 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 19 1 0

19 20 2 0

19 23 1 0

20 24 1 0

28 29 1 0

28 30 1 0

29 31 1 0

30 32 1 0

M END

> <Name>

cpd26

> <Absolute Energy>

43.773

> <Estimate>

5.66346

> <FitValue>

4.26932

84

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

30

0

0

16

2

0

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

0.554945

> <s_m_entry_id>

7720

> <s_m_entry_name>

cpd26

$$$$

cpd27


32 33 0 0 0 0 999 V2000

0.9145 -0.7629 1.4728 C 0 0

0.7285 0.1081 0.3847 C 0 0

-0.4730 0.8244 0.2571 C 0 0

-1.4929 0.6744 1.2127 C 0 0

-1.3086 -0.1994 2.3065 C 0 0

-0.1032 -0.9163 2.4298 C 0 0

2.1911 -1.5273 1.6083 C 0 0

1.5052 0.2327 -0.3552 H 0 0

-0.6091 1.4915 -0.5812 H 0 0

-2.6236 1.3642 1.0674 F 0 0

-2.5354 -0.4026 3.4897 Cl 0 0

0.0440 -1.5900 3.2653 H 0 0

2.6417 -1.8132 2.8405 C 0 0

3.8921 -2.5602 3.0267 C 0 0

7.0879 -1.9722 0.1984 C 0 0

85

6.1441 -0.9539 0.4136 C 0 0

5.1009 -1.1447 1.3372 C 0 0

5.0007 -2.3558 2.0452 C 0 0

5.9465 -3.3745 1.8293 C 0 0

6.9895 -3.1808 0.9055 C 0 0

6.2206 -0.0241 -0.1298 H 0 0

4.3798 -0.3570 1.4957 H 0 0

5.8774 -4.3081 2.3683 H 0 0

7.7151 -3.9630 0.7386 H 0 0

4.0174 -3.3236 3.9545 O 0 0

2.6836 -1.8076 0.6905 H 0 0

2.0263 -1.4568 3.6545 H 0 0

8.1944 -1.7686 -0.7805 B 0 0

8.9712 -2.8339 -1.1106 O 0 0

8.4009 -0.5370 -1.3176 O 0 0

9.3156 -2.7734 -2.0161 H 0 0

9.3336 -0.3799 -1.5366 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 26 1 0

13 14 1 0

13 27 1 0

14 18 1 0

14 25 2 0

15 16 2 0

15 20 1 0

15 28 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 19 1 0

19 20 2 0

19 23 1 0

20 24 1 0

28 29 1 0

28 30 1 0

29 31 1 0

30 32 1 0

M END

> <Name>

cpd27

> <Absolute Energy>

42.6308

> <Estimate>

86

6.38374

> <FitValue>

4.18591

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

29

0

0

20

3

0

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

1.14101

> <s_m_entry_id>

7711

> <s_m_entry_name>

cpd27

$$$$

cpd28


32 33 0 0 0 0 999 V2000

1.3075 -0.3408 1.5464 C 0 0

1.3555 0.6560 0.5555 C 0 0

0.1664 1.2244 0.0682 C 0 0

-1.0766 0.7969 0.5705 C 0 0

-1.1269 -0.2022 1.5632 C 0 0

0.0646 -0.7678 2.0497 C 0 0

2.5713 -0.9447 2.0633 C 0 0

2.3055 0.9923 0.1640 H 0 0

0.2108 1.9899 -0.6925 H 0 0

-2.1999 1.3404 0.1042 F 0 0

87

-2.2996 -0.6126 2.0420 F 0 0

0.0221 -1.5341 2.8126 H 0 0

2.5443 -2.2090 2.5142 C 0 0

3.7621 -2.8448 3.0321 C 0 0

7.3708 -2.6067 0.6918 C 0 0

6.1195 -2.4974 0.0662 C 0 0

4.9409 -2.5755 0.8281 C 0 0

5.0130 -2.7608 2.2203 C 0 0

6.2682 -2.8717 2.8470 C 0 0

7.4462 -2.7932 2.0838 C 0 0

6.0623 -2.3534 -1.0037 H 0 0

3.9826 -2.4899 0.3376 H 0 0

6.3367 -3.0162 3.9153 H 0 0

8.4093 -2.8775 2.5641 H 0 0

3.7468 -3.4219 4.0928 O 0 0

3.4483 -0.3140 2.0436 H 0 0

1.5843 -2.6978 2.4629 H 0 0

8.6218 -2.5236 -0.1172 B 0 0

9.7981 -2.3077 0.5279 O 0 0

8.5589 -2.6655 -1.4692 O 0 0

10.4333 -1.8148 -0.0161 H 0 0

9.3655 -3.0617 -1.8359 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 26 1 0

13 14 1 0

13 27 1 0

14 18 1 0

14 25 2 0

15 16 2 0

15 20 1 0

15 28 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 19 1 0

19 20 2 0

19 23 1 0

20 24 1 0

28 29 1 0

28 30 1 0

29 31 1 0

30 32 1 0

M END

> <Name>

cpd28

88

> <Absolute Energy>

61.8796

> <Estimate>

7.20158

> <FitValue>

4.09145

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

30

0

0

16

4

0

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

21.037

> <s_m_entry_id>

7730

> <s_m_entry_name>

cpd28

$$$$

cpd29


27 29 0 0 0 0 999 V2000

1.3360 -0.3573 0.7483 C 0 0

0.7351 0.2006 -0.3961 C 0 0

-0.5736 0.7089 -0.3258 C 0 0

-1.2872 0.6628 0.8845 C 0 0

-0.6853 0.1053 2.0259 C 0 0

89

0.6232 -0.4042 1.9605 C 0 0

2.7156 -0.8949 0.6757 C 0 0

1.2693 0.2437 -1.3350 H 0 0

-1.0304 1.1359 -1.2067 H 0 0

-2.5135 1.1395 0.9483 O 0 0

-1.2288 0.0675 2.9592 H 0 0

1.0690 -0.8298 2.8481 H 0 0

3.5346 -0.7969 -0.8681 S 0 0

4.8316 -1.5465 -0.0545 C 0 0

4.6635 -1.8492 1.2865 C 0 0

3.4192 -1.4781 1.7591 C 0 0

6.0563 -1.8661 -0.6891 C 0 0

7.0927 -2.4911 0.0520 C 0 0

6.9013 -2.7919 1.4242 C 0 0

5.6760 -2.4701 2.0559 C 0 0

8.2522 -2.7966 -0.5461 O 0 0

-2.9926 1.1016 1.7863 H 0 0

3.0480 -1.6092 2.7682 H 0 0

6.1985 -1.6345 -1.7339 H 0 0

7.6895 -3.2671 1.9914 H 0 0

5.5249 -2.6973 3.1016 H 0 0

8.9510 -3.2218 -0.0323 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 2 0

10 22 1 0

13 14 1 0

14 15 1 0

14 17 2 0

15 16 1 0

15 20 2 0

16 23 1 0

17 18 1 0

17 24 1 0

18 19 2 0

18 21 1 0

19 20 1 0

19 25 1 0

20 26 1 0

21 27 1 0

M END

> <Name>

cpd29

> <Absolute Energy>

118.889

90

> <Estimate>

0.460704

> <FitValue>

5.74964

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

21

0

10

0

19

5

0

> <MappingID>

1

> <Pharmprint>

'11110'

> <Relative Energy>

-1.33454e-06

> <s_m_entry_id>

7704

> <s_m_entry_name>

cpd29

$$$$

cpd30


28 30 0 0 1 0 999 V2000

1.8005 0.1287 1.7507 C 0 0

1.1430 1.3590 1.9206 C 0 0

-0.1682 1.5279 1.4390 C 0 0

-0.8245 0.4680 0.7878 C 0 0

-0.1630 -0.7643 0.6210 C 0 0

1.1471 -0.9322 1.1016 C 0 0

3.1871 -0.0500 2.2613 C 0 0 2 0 0 0

1.6394 2.1797 2.4197 H 0 0

91

-0.6693 2.4751 1.5701 H 0 0

-2.0512 0.6263 0.3374 O 0 0

-0.6619 -1.5797 0.1218 H 0 0

1.6477 -1.8817 0.9678 H 0 0

4.2180 0.3104 1.2564 N 0 0

5.0431 -0.8810 1.0166 C 0 0

4.4901 -1.8622 1.8396 C 0 0

3.4412 -1.4356 2.5450 O 0 0

6.1488 -1.0463 0.1596 C 0 0

6.7596 -2.3200 0.1251 C 0 0

6.2507 -3.3641 0.9375 C 0 0

5.1323 -3.1286 1.7790 C 0 0

7.8125 -2.5408 -0.6724 O 0 0

-2.4908 -0.1116 -0.1074 H 0 0

6.5174 -0.2307 -0.4479 H 0 0

6.7141 -4.3411 0.9172 H 0 0

4.7577 -3.9343 2.3944 H 0 0

8.1499 -1.8203 -1.2231 H 0 0

3.3296 0.5239 3.1644 H 0 0

4.3744 1.1864 0.8018 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 27 1 0

10 22 1 0

13 14 1 0

13 28 1 0

14 15 2 0

14 17 1 0

15 16 1 0

15 20 1 0

17 18 2 0

17 23 1 0

18 19 1 0

18 21 1 0

19 20 2 0

19 24 1 0

20 25 1 0

21 26 1 0

M END

> <Name>

cpd30

> <Absolute Energy>

58.1719

> <Estimate>

92

0.426101

> <FitValue>

5.16306

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

21

0

10

0

19

4

0

> <MappingID>

1

> <Pharmprint>

'11110'

> <Relative Energy>

0.312101

> <s_m_entry_id>

7708

> <s_m_entry_name>

cpd30

$$$$

cpd31


33 35 0 0 1 0 999 V2000

4.6979 -2.2089 1.4280 C 0 0

5.1188 -1.2212 0.5208 C 0 0

6.3346 -1.3715 -0.1683 C 0 0

7.1329 -2.5095 0.0452 C 0 0

6.7102 -3.4963 0.9531 C 0 0

5.4940 -3.3475 1.6438 C 0 0

3.4130 -2.0507 2.1576 C 0 0 2 0 0 0

4.5120 -0.3437 0.3506 H 0 0

6.6541 -0.6101 -0.8648 H 0 0

93

8.2725 -2.6504 -0.6018 O 0 0

7.3185 -4.3723 1.1224 H 0 0

5.1771 -4.1106 2.3395 H 0 0

2.1514 -2.2772 1.2620 C 0 0

1.4050 -0.9822 1.4580 C 0 0

2.1606 -0.1436 2.2905 C 0 0

3.3041 -0.7120 2.6735 O 0 0

0.1523 -0.5495 0.9506 C 0 0

-0.3567 0.7263 1.2712 C 0 0

0.3921 1.5796 2.1043 C 0 0

1.6393 1.1416 2.6035 C 0 0

-1.5417 1.1237 0.7867 O 0 0

8.8113 -3.4357 -0.4453 H 0 0

-0.4177 -1.2074 0.3112 H 0 0

0.0112 2.5582 2.3572 H 0 0

2.4236 2.0414 3.4754 C 0 0

-2.0435 0.5270 0.2165 H 0 0

3.4022 -2.7306 2.9990 H 0 0

2.3798 -2.4186 0.2147 H 0 0

3.6277 1.6311 3.9082 C 0 0

1.5599 -3.1141 1.6048 H 0 0

4.1104 0.6897 3.6887 H 0 0

4.1542 2.3291 4.5416 H 0 0

2.1216 3.0223 3.8112 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 27 1 0

10 22 1 0

13 14 1 0

13 28 1 0

13 30 1 0

14 15 2 0

14 17 1 0

15 16 1 0

15 20 1 0

17 18 2 0

17 23 1 0

18 19 1 0

18 21 1 0

19 20 2 0

19 24 1 0

20 25 1 0

21 26 1 0

25 29 2 0

25 33 1 0

29 31 1 0

94

29 32 1 0

M END

> <Name>

cpd31

> <Absolute Energy>

68.5959

> <Estimate>

0.302667

> <FitValue>

5.43598

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

10

0

21

0

5

18

29

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

6.70765

> <s_m_entry_id>

9

> <s_m_entry_name>

cpd31

$$$$

cpd32


33 35 0 0 1 0 999 V2000

95

4.5018 -1.9563 1.4788 C 0 0

5.4527 -2.8584 1.9873 C 0 0

6.6436 -3.0967 1.2793 C 0 0

6.8878 -2.4363 0.0616 C 0 0

5.9346 -1.5344 -0.4435 C 0 0

4.7438 -1.2935 0.2618 C 0 0

3.2431 -1.7021 2.2265 C 0 0 2 0 0 0

5.2736 -3.3703 2.9211 H 0 0

7.3711 -3.7904 1.6737 H 0 0

8.0047 -2.6615 -0.6010 O 0 0

6.1164 -1.0241 -1.3776 H 0 0

4.0171 -0.5994 -0.1344 H 0 0

1.9641 -2.2267 1.4950 C 0 0

1.1284 -0.9742 1.4111 C 0 0

1.8539 0.0926 1.9615 C 0 0

3.0533 -0.2867 2.4012 O 0 0

-0.1748 -0.7635 0.8926 C 0 0

-0.7656 0.5170 0.9196 C 0 0

-0.0477 1.5969 1.4686 C 0 0

1.2510 1.3802 1.9816 C 0 0

-1.9984 0.7043 0.4276 O 0 0

8.1594 -2.2010 -1.4355 H 0 0

-0.7207 -1.5956 0.4728 H 0 0

-0.4896 2.5823 1.4972 H 0 0

1.9986 2.5124 2.5505 C 0 0

-2.4776 -0.0469 0.0544 H 0 0

3.3231 -2.1486 3.2087 H 0 0

2.1565 -2.6126 0.5026 H 0 0

2.8289 3.2001 1.5652 C 0 0

1.4549 -2.9854 2.0711 H 0 0

2.6241 2.1600 3.3704 H 0 0

3.4880 3.7465 0.7837 N 0 0

1.3007 3.2215 2.9954 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 27 1 0

10 22 1 0

13 14 1 0

13 28 1 0

13 30 1 0

14 15 2 0

14 17 1 0

15 16 1 0

15 20 1 0

17 18 2 0

17 23 1 0

96

18 19 1 0

18 21 1 0

19 20 2 0

19 24 1 0

20 25 1 0

21 26 1 0

25 29 1 0

25 31 1 0

25 33 1 0

29 32 3 0

M END

> <Name>

cpd32

> <Absolute Energy>

54.2625

> <Estimate>

0.280258

> <FitValue>

5.42766

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

10

0

21

0

3

18

0

> <MappingID>

1

> <Pharmprint>

'11110'

> <Relative Energy>

0.000559556

> <s_m_entry_id>

7713

97

> <s_m_entry_name>

cpd32

$$$$

cpd33


29 31 0 0 1 0 999 V2000

4.4892 -1.9459 1.5698 C 0 0

5.3899 -2.9521 1.9607 C 0 0

6.5579 -3.1796 1.2138 C 0 0

6.8303 -2.4043 0.0720 C 0 0

5.9279 -1.3978 -0.3174 C 0 0

4.7588 -1.1684 0.4295 C 0 0

3.2545 -1.7041 2.3597 C 0 0 2 0 0 0

5.1884 -3.5522 2.8367 H 0 0

7.2470 -3.9538 1.5175 H 0 0

7.9257 -2.6183 -0.6283 O 0 0

6.1309 -0.7989 -1.1928 H 0 0

4.0711 -0.3936 0.1231 H 0 0

2.0236 -2.1175 1.6435 N 0 0

1.1723 -0.9314 1.4942 C 0 0

1.8979 0.0993 2.0934 C 0 0

3.0746 -0.2963 2.5835 O 0 0

-0.0958 -0.8127 0.8888 C 0 0

-0.6946 0.4669 0.8832 C 0 0

-0.0205 1.5644 1.4743 C 0 0

1.2568 1.3697 2.0680 C 0 0

-1.8970 0.6416 0.3202 O 0 0

8.1002 -2.0782 -1.4105 H 0 0

-0.5887 -1.6663 0.4471 H 0 0

-0.4857 2.5400 1.4657 H 0 0

1.9260 2.4943 2.6617 C 0 0

-2.3461 -0.1146 -0.0793 H 0 0

2.4657 3.4026 3.1406 N 0 0

3.3200 -2.2052 3.3142 H 0 0

1.7681 -3.0240 1.3109 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 28 1 0

10 22 1 0

13 14 1 0

13 29 1 0

14 15 2 0

14 17 1 0

98

15 16 1 0

15 20 1 0

17 18 2 0

17 23 1 0

18 19 1 0

18 21 1 0

19 20 2 0

19 24 1 0

20 25 1 0

21 26 1 0

25 27 3 0

M END

> <Name>

cpd33

> <Absolute Energy>

58.2381

> <Estimate>

0.31062

> <FitValue>

5.25357

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

10

0

21

0

3

18

0

> <MappingID>

1

> <Pharmprint>

'11110'

> <Relative Energy>

0.000386669

> <s_m_entry_id>

99

7748

> <s_m_entry_name>

cpd33

$$$$

cpd34


85 87 0 0 0 0 999 V2000

5.3008 -2.0192 1.2902 C 0 0

5.6733 -3.3734 1.2618 C 0 0

6.8644 -3.7615 0.6257 C 0 0

7.6879 -2.8000 0.0153 C 0 0

7.3131 -1.4434 0.0439 C 0 0

6.1211 -1.0537 0.6809 C 0 0

4.0455 -1.6085 1.9596 C 0 0

5.0470 -4.1211 1.7283 H 0 0

7.1465 -4.8052 0.6072 H 0 0

8.8034 -3.1655 -0.5813 O 0 0

7.9399 -0.6994 -0.4223 H 0 0

5.8408 -0.0107 0.6978 H 0 0

-1.8211 0.8059 1.0465 C 0 0

-0.6489 1.4342 0.5944 C 0 0

0.6103 0.9013 0.9199 C 0 0

0.6991 -0.2625 1.7028 C 0 0

-0.4728 -0.8944 2.1579 C 0 0

-1.7311 -0.3601 1.8275 C 0 0

-3.0029 1.3059 0.7392 O 0 0

-0.7131 2.3304 -0.0082 H 0 0

1.5066 1.3917 0.5675 H 0 0

-0.4129 -1.7903 2.7577 H 0 0

-2.6275 -0.8479 2.1797 H 0 0

3.7170 -1.6415 3.2960 O 0 0

2.4405 -1.1475 3.3381 C 0 0

2.0250 -0.8265 2.0470 C 0 0

3.0292 -1.1070 1.1282 C 0 0

3.0137 -0.9197 -0.3780 C 0 0

2.8919 -2.2587 -1.1038 C 0 0

1.6646 -0.9997 4.6299 C 0 0

2.0396 0.2942 5.3574 C 0 0

2.8453 1.2516 4.4806 C 0 0

4.2456 1.5193 5.0334 C 0 0

5.2630 1.8311 3.9356 C 0 0

6.6873 1.9758 4.4762 C 0 0

7.5624 2.5296 3.4582 N 0 0

7.7055 1.6028 2.3480 C 0 0

8.8640 2.8486 4.0230 C 0 0

9.5913 3.8723 3.1534 C 0 0

11.0543 4.0535 3.5524 C 0 0

11.1896 4.7664 5.2174 S 0 0

10.6718 6.4635 4.8350 C 0 0

11.1298 7.4341 5.9216 C 0 0

10.5338 7.1105 7.2926 C 0 0

10.8754 8.1622 8.3490 C 0 0

12.3561 8.1587 8.7296 C 0 0

9.3603 -2.4932 -0.9961 H 0 0

2.1949 -0.2554 -0.6535 H 0 0

100

3.9194 -0.3950 -0.6874 H 0 0

1.9816 -2.7910 -0.8227 H 0 0

2.8743 -2.1131 -2.1828 H 0 0

3.7387 -2.9020 -0.8698 H 0 0

1.8477 -1.8654 5.2641 H 0 0

0.5945 -1.0243 4.4175 H 0 0

2.5737 0.0727 6.2814 H 0 0

1.1484 0.7852 5.7509 H 0 0

2.3064 2.1851 4.3313 H 0 0

2.9009 0.8830 3.4564 H 0 0

4.5842 0.6848 5.6489 H 0 0

4.2209 2.3186 5.7739 H 0 0

4.9706 2.7230 3.3812 H 0 0

5.2240 1.0792 3.1508 H 0 0

7.0734 1.0109 4.8041 H 0 0

6.7026 2.6172 5.3573 H 0 0

8.4411 1.9021 1.6030 H 0 0

7.9949 0.6220 2.7287 H 0 0

6.7460 1.4917 1.8428 H 0 0

9.4513 1.9358 4.1173 H 0 0

8.7360 3.2262 5.0380 H 0 0

9.0672 4.8272 3.1619 H 0 0

9.5107 3.6068 2.0983 H 0 0

11.5735 4.6967 2.8403 H 0 0

11.5844 3.1019 3.5215 H 0 0

9.5876 6.4964 4.7224 H 0 0

11.0721 6.7554 3.8641 H 0 0

10.9072 8.4634 5.6392 H 0 0

12.2191 7.4686 5.9744 H 0 0

10.8434 6.1180 7.6234 H 0 0

9.4566 6.9713 7.2210 H 0 0

10.2496 8.0368 9.2328 H 0 0

10.5645 9.1545 8.0178 H 0 0

12.5470 8.8686 9.5335 H 0 0

12.9744 8.4197 7.8712 H 0 0

12.6631 7.1715 9.0745 H 0 0

-3.0494 2.1065 0.2015 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 24 1 0

7 27 2 0

10 47 1 0

13 14 2 0

13 18 1 0

13 19 1 0

14 15 1 0

14 20 1 0

15 16 2 0

101

15 21 1 0

16 17 1 0

16 26 1 0

17 18 2 0

17 22 1 0

18 23 1 0

19 85 1 0

24 25 1 0

25 26 2 0

25 30 1 0

26 27 1 0

27 28 1 0

28 29 1 0

28 48 1 0

28 49 1 0

29 50 1 0

29 51 1 0

29 52 1 0

30 31 1 0

30 53 1 0

30 54 1 0

31 32 1 0

31 55 1 0

31 56 1 0

32 33 1 0

32 57 1 0

32 58 1 0

33 34 1 0

33 59 1 0

33 60 1 0

34 35 1 0

34 61 1 0

34 62 1 0

35 36 1 0

35 63 1 0

35 64 1 0

36 37 1 0

36 38 1 0

37 65 1 0

37 66 1 0

37 67 1 0

38 39 1 0

38 68 1 0

38 69 1 0

39 40 1 0

39 70 1 0

39 71 1 0

40 41 1 0

40 72 1 0

40 73 1 0

41 42 1 0

42 43 1 0

42 74 1 0

42 75 1 0

43 44 1 0

43 76 1 0

43 77 1 0

44 45 1 0

102

44 78 1 0

44 79 1 0

45 46 1 0

45 80 1 0

45 81 1 0

46 82 1 0

46 83 1 0

46 84 1 0

M END

> <Name>

cpd34

> <Absolute Energy>

58.5306

> <Estimate>

0.1324638

> <FitValue>

6.67852

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

10

0

19

0

2

15

34

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

19.551

> <s_m_entry_id>

7732

> <s_m_entry_name>

103

cpd34

$$$$

cpd35


80 82 0 0 0 0 999 V2000

5.3856 -1.9136 1.3348 C 0 0

6.6046 -1.2994 1.6679 C 0 0

7.7875 -1.6769 1.0095 C 0 0

7.7544 -2.6712 0.0147 C 0 0

6.5353 -3.2848 -0.3168 C 0 0

5.3502 -2.9068 0.3419 C 0 0

4.1395 -1.5144 2.0297 C 0 0

6.6394 -0.5338 2.4312 H 0 0

8.7213 -1.2023 1.2683 H 0 0

8.8638 -3.0262 -0.6022 O 0 0

6.5018 -4.0493 -1.0791 H 0 0

4.4160 -3.3836 0.0801 H 0 0

-1.8107 0.7232 1.1774 C 0 0

-1.6582 -0.2604 2.1706 C 0 0

-0.3794 -0.7544 2.4867 C 0 0

0.7499 -0.2623 1.8107 C 0 0

0.5995 0.7219 0.8177 C 0 0

-0.6800 1.2145 0.5031 C 0 0

-3.0101 1.1840 0.8830 O 0 0

-2.5233 -0.6410 2.6922 H 0 0

-0.2719 -1.5104 3.2505 H 0 0

1.4624 1.1062 0.2935 H 0 0

-0.7903 1.9692 -0.2612 H 0 0

3.8433 -1.5147 3.3713 O 0 0

2.5548 -1.0498 3.4335 C 0 0

2.0975 -0.7799 2.1432 C 0 0

3.0897 -1.0655 1.2153 C 0 0

1.8082 -0.8821 4.7411 C 0 0

2.1726 0.4348 5.4221 C 0 0

2.8937 1.4043 4.4867 C 0 0

4.3668 1.0469 4.2851 C 0 0

5.3139 2.0726 4.9092 C 0 0

6.7259 1.5241 5.1122 C 0 0

7.6786 2.6126 5.2460 N 0 0

7.3034 3.4871 6.3439 C 0 0

7.7713 3.3615 4.0060 C 0 0

9.1956 3.8782 3.7968 C 0 0

9.4528 5.2060 4.5116 C 0 0

10.9559 6.0027 3.8780 S 0 0

10.2912 6.6358 2.3127 C 0 0

11.3319 7.4826 1.5783 C 0 0

10.8811 7.8886 0.1758 C 0 0

9.5908 8.7076 0.1835 C 0 0

8.3402 7.8427 0.0115 C 0 0

9.6949 -2.5966 -0.3643 H 0 0

2.0264 -1.7288 5.3922 H 0 0

0.7369 -0.9374 4.5554 H 0 0

2.7643 0.2541 6.3207 H 0 0

1.2869 0.9044 5.8542 H 0 0

2.7914 2.4306 4.8400 H 0 0

2.3782 1.4678 3.5270 H 0 0

104

4.5883 0.9126 3.2267 H 0 0

4.5759 0.0479 4.6663 H 0 0

4.9066 2.4523 5.8459 H 0 0

5.3378 2.9863 4.3135 H 0 0

7.0162 0.8856 4.2791 H 0 0

6.7686 0.8924 6.0010 H 0 0

8.0839 4.1869 6.6481 H 0 0

6.4270 4.0695 6.0626 H 0 0

7.0381 2.8859 7.2146 H 0 0

7.0615 4.1889 4.0285 H 0 0

7.4649 2.7276 3.1744 H 0 0

9.4230 3.9639 2.7341 H 0 0

9.9259 3.1296 4.1001 H 0 0

9.5512 5.0502 5.5871 H 0 0

8.6060 5.8795 4.3914 H 0 0

9.3913 7.2179 2.5076 H 0 0

9.9677 5.8006 1.6910 H 0 0

12.2923 6.9678 1.5403 H 0 0

11.5972 8.3625 2.1678 H 0 0

10.7761 7.0113 -0.4643 H 0 0

11.6741 8.4258 -0.3448 H 0 0

9.6263 9.4900 -0.5735 H 0 0

9.5193 9.3084 1.0920 H 0 0

7.4412 8.4584 0.0274 H 0 0

8.2774 7.0953 0.8019 H 0 0

8.3662 7.3173 -0.9424 H 0 0

-3.1001 1.8597 0.1984 H 0 0

3.0441 -0.9413 -0.1213 O 0 0

3.8271 -1.1594 -0.6413 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 24 1 0

7 27 2 0

10 45 1 0

13 14 2 0

13 18 1 0

13 19 1 0

14 15 1 0

14 20 1 0

15 16 2 0

15 21 1 0

16 17 1 0

16 26 1 0

17 18 2 0

17 22 1 0

18 23 1 0

19 78 1 0

24 25 1 0

105

25 26 2 0

25 28 1 0

26 27 1 0

27 79 1 0

28 29 1 0

28 46 1 0

28 47 1 0

29 30 1 0

29 48 1 0

29 49 1 0

30 31 1 0

30 50 1 0

30 51 1 0

31 32 1 0

31 52 1 0

31 53 1 0

32 33 1 0

32 54 1 0

32 55 1 0

33 34 1 0

33 56 1 0

33 57 1 0

34 35 1 0

34 36 1 0

35 58 1 0

35 59 1 0

35 60 1 0

36 37 1 0

36 61 1 0

36 62 1 0

37 38 1 0

37 63 1 0

37 64 1 0

38 39 1 0

38 65 1 0

38 66 1 0

39 40 1 0

40 41 1 0

40 67 1 0

40 68 1 0

41 42 1 0

41 69 1 0

41 70 1 0

42 43 1 0

42 71 1 0

42 72 1 0

43 44 1 0

43 73 1 0

43 74 1 0

44 75 1 0

44 76 1 0

44 77 1 0

79 80 1 0

M END

> <Name>

cpd35

> <Absolute Energy>

106

70.1438

> <Estimate>

0.8311639

> <FitValue>

6.70441

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

10

0

19

0

1

17

30

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

30.9608

> <s_m_entry_id>

7712

> <s_m_entry_name>

cpd35

$$$$

cpd36


37 39 0 0 0 0 999 V2000

0.6383 0.6756 1.6618 C 0 0

-0.3722 0.2792 2.5553 C 0 0

-1.7238 0.4402 2.2050 C 0 0

-2.0709 0.9976 0.9616 C 0 0

-1.0589 1.3933 0.0696 C 0 0

0.2941 1.2332 0.4177 C 0 0

107

2.0634 0.5064 2.0298 C 0 0

-0.1143 -0.1502 3.5133 H 0 0

-2.4965 0.1339 2.8953 H 0 0

-3.3383 1.1481 0.6341 O 0 0

-1.3186 1.8221 -0.8870 H 0 0

1.0642 1.5406 -0.2748 H 0 0

7.5664 -2.3694 0.4427 C 0 0

6.8628 -1.5212 -0.4312 C 0 0

5.7204 -0.8362 0.0152 C 0 0

5.2762 -0.9979 1.3396 C 0 0

5.9781 -1.8449 2.2156 C 0 0

7.1201 -2.5290 1.7674 C 0 0

8.6381 -3.0118 0.0232 O 0 0

7.2000 -1.3940 -1.4491 H 0 0

5.1865 -0.1859 -0.6630 H 0 0

5.6422 -1.9737 3.2346 H 0 0

7.6566 -3.1793 2.4428 H 0 0

2.7676 1.0600 3.0735 O 0 0

4.0324 0.5595 2.9259 C 0 0

4.0724 -0.2765 1.8114 C 0 0

2.8249 -0.3390 1.2048 C 0 0

5.1648 0.9067 3.8704 C 0 0

-3.5627 1.5324 -0.2233 H 0 0

4.9350 1.8387 4.3862 H 0 0

5.3337 0.0761 4.5557 H 0 0

9.1110 -3.5909 0.6338 H 0 0

2.4090 -1.1205 -0.0285 C 0 0

2.4752 -0.5586 -0.9595 H 0 0

6.0811 1.0594 3.2995 H 0 0

1.3781 -1.4575 0.0851 H 0 0

3.0384 -2.0055 -0.1272 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 24 1 0

7 27 2 0

10 29 1 0

13 14 2 0

13 18 1 0

13 19 1 0

14 15 1 0

14 20 1 0

15 16 2 0

15 21 1 0

16 17 1 0

16 26 1 0

17 18 2 0

17 22 1 0

18 23 1 0

108

19 32 1 0

24 25 1 0

25 26 2 0

25 28 1 0

26 27 1 0

27 33 1 0

28 30 1 0

28 31 1 0

28 35 1 0

33 34 1 0

33 36 1 0

33 37 1 0

M END

> <Name>

cpd36

> <Absolute Energy>

37.1096

> <Estimate>

2.40989

> <FitValue>

5.358

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

19

0

10

0

18

6

28

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

-0.101019

109

> <s_m_entry_id>

7724

> <s_m_entry_name>

cpd36

$$$$

cpd37


34 35 0 0 0 0 999 V2000

1.7025 0.2347 0.8982 C 0 0

0.8422 0.3157 2.0056 C 0 0

-0.5493 0.3382 1.8152 C 0 0

-1.0925 0.2777 0.5187 C 0 0

-0.2254 0.1944 -0.6009 C 0 0

1.1672 0.1736 -0.4001 C 0 0

3.1817 0.2135 1.0995 C 0 0

1.2431 0.3620 3.0072 H 0 0

-1.1930 0.4010 2.6812 H 0 0

-2.8079 0.3118 0.3559 Cl 0 0

-0.8134 0.1155 -2.2193 Cl 0 0

1.8387 0.1121 -1.2459 H 0 0

4.9816 -3.0514 0.1034 C 0 0

4.4420 -2.1168 1.0056 C 0 0

5.2820 -1.4595 1.9247 C 0 0

6.6605 -1.7413 1.9397 C 0 0

7.1970 -2.6771 1.0376 C 0 0

6.3573 -3.3328 0.1181 C 0 0

4.3296 -3.5528 -0.5980 H 0 0

3.3836 -1.9076 0.9865 H 0 0

7.3118 -1.2414 2.6393 H 0 0

8.2562 -2.8877 1.0541 H 0 0

6.9263 -4.3232 -0.8340 C 0 0

3.7057 0.3230 2.4663 C 0 0

4.7099 -0.4661 2.8816 C 0 0

3.9357 0.1069 0.1625 O 0 0

8.2855 -3.9110 -1.3326 C 0 0

8.6782 -2.7743 -1.2028 O 0 0

8.9921 -4.8771 -1.9138 O 0 0

6.9899 -5.2974 -0.3513 H 0 0

6.2455 -4.4507 -1.6743 H 0 0

3.2309 1.0704 3.0851 H 0 0

5.0291 -0.3133 3.9010 H 0 0

9.8731 -4.6768 -2.2555 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 24 1 0

110

7 26 2 0

13 14 2 0

13 18 1 0

13 19 1 0

14 15 1 0

14 20 1 0

15 16 2 0

15 25 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 23 1 0

23 27 1 0

23 30 1 0

23 31 1 0

24 25 2 0

24 32 1 0

25 33 1 0

27 28 2 0

27 29 1 0

29 34 1 0

M END

> <Name>

cpd37

> <Absolute Energy>

66.7549

> <Estimate>

4.50114

> <FitValue>

4.33093

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

28

0

0

17

3

0

111

> <MappingID>

1

> <Pharmprint>

'10110'

> <Relative Energy>

21.9897

> <s_m_entry_id>

7709

> <s_m_entry_name>

cpd37

$$$$

cpd38


28 29 0 0 0 0 999 V2000

1.1614 -1.2116 1.3668 C 0 0

0.2735 -1.3320 0.2814 C 0 0

-0.6738 -0.3244 0.0310 C 0 0

-0.7366 0.8050 0.8658 C 0 0

0.1489 0.9259 1.9507 C 0 0

1.0974 -0.0814 2.2018 C 0 0

2.1673 -2.2814 1.6322 C 0 0

0.3145 -2.1968 -0.3660 H 0 0

-1.3542 -0.4169 -0.8006 H 0 0

-1.4656 1.5796 0.6739 H 0 0

0.1004 1.7952 2.5923 H 0 0

1.7739 0.0207 3.0377 H 0 0

5.8377 -1.0727 0.6802 C 0 0

4.6513 -1.7669 0.3897 C 0 0

4.5982 -3.1653 0.5356 C 0 0

5.7367 -3.8678 0.9751 C 0 0

6.9236 -3.1715 1.2645 C 0 0

6.9738 -1.7745 1.1181 C 0 0

5.8768 0.0006 0.5679 H 0 0

3.7818 -1.2177 0.0550 H 0 0

5.7071 -4.9409 1.0900 H 0 0

7.7965 -3.7122 1.6015 H 0 0

7.8864 -1.2418 1.3397 H 0 0

2.1856 -3.4644 0.7605 C 0 0

3.3379 -3.9034 0.2277 C 0 0

2.9547 -2.1806 2.5446 O 0 0

1.3078 -4.0360 0.5033 H 0 0

3.4292 -4.7620 -0.4197 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

112

5 11 1 0

6 12 1 0

7 24 1 0

7 26 2 0

13 14 2 0

13 18 1 0

13 19 1 0

14 15 1 0

14 20 1 0

15 16 2 0

15 25 1 0

16 17 1 0

16 21 1 0

17 18 2 0

17 22 1 0

18 23 1 0

24 25 2 0

24 27 1 0

25 28 1 0

M END

> <Name>

cpd38

> <Absolute Energy>

42.538

> <Estimate>

160.068

> <FitValue>

2.93985

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

0

0

18

4

0

> <MappingID>

1

> <Pharmprint>

113

'00110'

> <Relative Energy>

1.38725

> <s_m_entry_id>

7744

> <s_m_entry_name>

cpd38

$$$$

cpd39


59 63 0 0 0 0 999 V2000

4.4398 2.7014 4.8605 C 0 0

3.6630 1.9070 3.9809 C 0 0

4.1668 0.6938 3.5325 C 0 0

5.4405 0.2186 3.9288 C 0 0

6.2190 1.0085 4.8079 C 0 0

5.7196 2.2516 5.2718 C 0 0

4.0605 3.6481 5.2148 H 0 0

5.8234 -0.7288 3.5743 H 0 0

7.1927 0.6660 5.1219 H 0 0

6.3137 2.8549 5.9424 H 0 0

2.1169 2.3752 3.4355 S 0 0

2.1398 0.8634 2.5562 C 0 0

3.2893 0.0425 2.6806 C 0 0

-1.3199 -0.0493 0.1787 C 0 0

-1.4751 0.5085 1.4590 C 0 0

-0.3441 0.8076 2.2373 C 0 0

0.9463 0.5477 1.7362 C 0 0

1.0985 -0.0120 0.4518 C 0 0

-0.0342 -0.3092 -0.3251 C 0 0

-2.1912 -0.2792 -0.4197 H 0 0

-2.4643 0.7091 1.8437 H 0 0

-0.4775 1.2375 3.2195 H 0 0

2.0805 -0.2186 0.0531 H 0 0

0.0837 -0.7397 -1.3083 H 0 0

3.5064 -1.2667 2.0224 C 0 0

2.5902 -2.0562 2.0525 O 0 0

7.2213 -2.2594 0.0767 C 0 0

6.3807 -3.2800 0.5585 C 0 0

5.1696 -2.9581 1.1938 C 0 0

4.7933 -1.6112 1.3504 C 0 0

5.6323 -0.5892 0.8690 C 0 0

6.8439 -0.9153 0.2342 C 0 0

8.3566 -2.5615 -0.5178 O 0 0

6.6652 -4.3144 0.4403 H 0 0

4.5319 -3.7495 1.5573 H 0 0

5.3532 0.4494 0.9852 H 0 0

7.4857 -0.1269 -0.1320 H 0 0

8.5220 -2.1836 -1.8762 C 0 0

9.9010 -2.6278 -2.3663 C 0 0

10.1901 -2.0439 -3.6709 N 0 0

11.6325 -2.0477 -3.9523 C 0 0

11.9394 -1.3425 -5.2830 C 0 0

114

11.1303 -1.9461 -6.4387 C 0 0

9.6394 -1.9947 -6.0858 C 0 0

9.4033 -2.6839 -4.7326 C 0 0

8.4187 -1.1006 -1.9429 H 0 0

7.7338 -2.6591 -2.4606 H 0 0

9.9535 -3.7141 -2.4359 H 0 0

10.6754 -2.3352 -1.6577 H 0 0

11.9938 -3.0776 -3.9845 H 0 0

12.1645 -1.5499 -3.1396 H 0 0

11.7046 -0.2810 -5.1935 H 0 0

13.0043 -1.4061 -5.5027 H 0 0

11.4860 -2.9578 -6.6386 H 0 0

11.2859 -1.3700 -7.3512 H 0 0

9.0879 -2.5134 -6.8716 H 0 0

9.2416 -0.9790 -6.0495 H 0 0

8.3431 -2.6423 -4.4772 H 0 0

9.6730 -3.7394 -4.8001 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 11 1 0

3 4 2 0

3 13 1 0

4 5 1 0

4 8 1 0

5 6 2 0

5 9 1 0

6 10 1 0

11 12 1 0

12 13 2 0

12 17 1 0

13 25 1 0

14 15 2 0

14 19 1 0

14 20 1 0

15 16 1 0

15 21 1 0

16 17 2 0

16 22 1 0

17 18 1 0

18 19 2 0

18 23 1 0

19 24 1 0

25 26 2 0

25 30 1 0

27 28 2 0

27 32 1 0

27 33 1 0

28 29 1 0

28 34 1 0

29 30 2 0

29 35 1 0

30 31 1 0

31 32 2 0

31 36 1 0

32 37 1 0

33 38 1 0

115

38 39 1 0

38 46 1 0

38 47 1 0

39 40 1 0

39 48 1 0

39 49 1 0

40 41 1 0

40 45 1 0

41 42 1 0

41 50 1 0

41 51 1 0

42 43 1 0

42 52 1 0

42 53 1 0

43 44 1 0

43 54 1 0

43 55 1 0

44 45 1 0

44 56 1 0

44 57 1 0

45 58 1 0

45 59 1 0

M END

> <Name>

cpd39

> <Absolute Energy>

152.902

> <Estimate>

0.891669

> <FitValue>

5.38786

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

33

0

0

28

16

1

116

> <MappingID>

1

> <Pharmprint>

'10111'

> <Relative Energy>

2.73632

> <s_m_entry_id>

7703

> <s_m_entry_name>

cpd39

$$$$

cpd40


56 59 0 0 0 0 999 V2000

-0.1560 1.7471 1.4005 C 0 0

1.1098 1.2274 1.7645 C 0 0

1.3686 -0.1257 1.5766 C 0 0

0.4057 -1.0074 1.0314 C 0 0

-0.8609 -0.4889 0.6669 C 0 0

-1.1423 0.8880 0.8501 C 0 0

-0.3719 2.7964 1.5381 H 0 0

0.6172 -2.0575 0.8884 H 0 0

-1.6110 -1.1453 0.2482 H 0 0

-2.3415 1.3779 0.5075 O 0 0

2.3458 2.1997 2.4314 S 0 0

3.2479 0.7074 2.4565 C 0 0

2.6458 -0.4806 1.9813 C 0 0

3.2619 -1.8262 1.9318 C 0 0

2.6968 -2.7695 2.4311 O 0 0

7.0777 -2.2998 -0.0149 C 0 0

6.7833 -3.0306 1.1501 C 0 0

5.5404 -2.8765 1.7865 C 0 0

4.5832 -1.9897 1.2580 C 0 0

4.8753 -1.2600 0.0915 C 0 0

6.1198 -1.4152 -0.5414 C 0 0

8.2458 -2.4459 -0.6114 O 0 0

7.5138 -3.7121 1.5601 H 0 0

5.3244 -3.4425 2.6807 H 0 0

4.1491 -0.5757 -0.3221 H 0 0

6.3412 -0.8517 -1.4367 H 0 0

8.3944 -1.9205 -1.9205 C 0 0

9.8139 -2.1958 -2.4209 C 0 0

10.0637 -1.4755 -3.6641 N 0 0

11.5031 -1.3299 -3.9176 C 0 0

11.7604 -0.4861 -5.1759 C 0 0

11.0199 -1.0497 -6.3952 C 0 0

9.5360 -1.2576 -6.0742 C 0 0

9.3484 -2.0845 -4.7915 C 0 0

8.1992 -0.8479 -1.8839 H 0 0

7.6597 -2.4017 -2.5655 H 0 0

9.9655 -3.2621 -2.5834 H 0 0

10.5491 -1.8986 -1.6743 H 0 0

117

11.9548 -2.3171 -4.0334 H 0 0

11.9817 -0.8617 -3.0562 H 0 0

11.4342 0.5400 -4.9993 H 0 0

12.8300 -0.4364 -5.3822 H 0 0

11.4651 -2.0041 -6.6763 H 0 0

11.1341 -0.3853 -7.2508 H 0 0

9.0396 -1.7510 -6.9129 H 0 0

9.0497 -0.2880 -5.9571 H 0 0

8.2853 -2.1580 -4.5536 H 0 0

9.7100 -3.1015 -4.9466 H 0 0

4.6594 0.7767 3.0012 C 0 0

4.7238 1.6285 4.2696 C 0 0

-2.5241 2.3171 0.6377 H 0 0

5.0245 -0.2318 3.1932 H 0 0

5.3244 1.1765 2.2346 H 0 0

5.7249 1.6064 4.6989 H 0 0

4.4506 2.6603 4.0536 H 0 0

4.0299 1.2507 5.0208 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 11 1 0

3 4 2 0

3 13 1 0

4 5 1 0

4 8 1 0

5 6 2 0

5 9 1 0

6 10 1 0

10 51 1 0

11 12 1 0

12 13 2 0

12 49 1 0

13 14 1 0

14 15 2 0

14 19 1 0

16 17 2 0

16 21 1 0

16 22 1 0

17 18 1 0

17 23 1 0

18 19 2 0

18 24 1 0

19 20 1 0

20 21 2 0

20 25 1 0

21 26 1 0

22 27 1 0

27 28 1 0

27 35 1 0

27 36 1 0

28 29 1 0

28 37 1 0

28 38 1 0

29 30 1 0

29 34 1 0

30 31 1 0

118

30 39 1 0

30 40 1 0

31 32 1 0

31 41 1 0

31 42 1 0

32 33 1 0

32 43 1 0

32 44 1 0

33 34 1 0

33 45 1 0

33 46 1 0

34 47 1 0

34 48 1 0

49 50 1 0

49 52 1 0

49 53 1 0

50 54 1 0

50 55 1 0

50 56 1 0

M END

> <Name>

cpd40

> <Absolute Energy>

137.709

> <Estimate>

0.00778949

> <FitValue>

7.13849

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

22

0

10

0

17

5

50

> <MappingID>

1

119

> <Pharmprint>

'11111'

> <Relative Energy>

1.54145

> <s_m_entry_id>

569

> <s_m_entry_name>

cpd40

$$$$

cpd41


67 71 0 0 0 0 999 V2000

5.9204 -2.2898 -0.7549 C 0 0

4.8297 -1.8007 0.0057 C 0 0

4.9677 -1.6483 1.3751 C 0 0

6.1709 -1.9699 2.0516 C 0 0

7.2627 -2.4604 1.2947 C 0 0

7.1395 -2.6203 -0.1070 C 0 0

5.8249 -2.4128 -1.8221 H 0 0

6.2658 -1.8506 3.1213 H 0 0

8.1891 -2.7129 1.7900 H 0 0

8.1739 -3.0833 -0.8218 O 0 0

3.3345 -1.3792 -0.6932 S 0 0

2.8592 -0.9753 0.9397 C 0 0

3.8159 -1.1581 1.9716 C 0 0

-1.1389 0.5026 1.4911 C 0 0

-0.9088 -0.6175 0.6750 C 0 0

0.3994 -1.1036 0.4933 C 0 0

1.4793 -0.4648 1.1308 C 0 0

1.2486 0.6582 1.9464 C 0 0

-0.0585 1.1401 2.1265 C 0 0

-2.5203 1.0143 1.6807 C 0 0

-1.7345 -1.1109 0.1826 H 0 0

0.5605 -1.9656 -0.1373 H 0 0

2.0694 1.1577 2.4432 H 0 0

-0.2298 2.0026 2.7557 H 0 0

3.6152 -0.8787 3.4115 C 0 0

3.0090 -1.6634 4.1026 O 0 0

5.2134 2.7637 5.0731 C 0 0

5.0321 1.6347 5.8900 C 0 0

4.5093 0.4458 5.3501 C 0 0

4.1695 0.3828 3.9871 C 0 0

4.3500 1.5125 3.1663 C 0 0

4.8723 2.6982 3.7089 C 0 0

5.7036 3.8761 5.5790 O 0 0

5.2921 1.6751 6.9373 H 0 0

4.3738 -0.4158 5.9877 H 0 0

4.0910 1.4741 2.1178 H 0 0

5.0098 3.5626 3.0779 H 0 0

6.5850 3.7719 6.6874 C 0 0

7.7880 2.9102 6.3025 C 0 0

8.9535 3.7472 6.0298 N 0 0

120

8.8396 4.4865 4.7569 C 0 0

9.6036 3.8212 3.5904 C 0 0

9.6648 2.2960 3.7374 C 0 0

10.3274 1.8963 5.0709 C 0 0

10.2042 2.9904 6.1543 C 0 0

6.9054 4.7763 6.9641 H 0 0

6.0402 3.3249 7.5176 H 0 0

8.0258 2.2043 7.1003 H 0 0

7.5634 2.3029 5.4259 H 0 0

9.2223 5.4973 4.9021 H 0 0

7.7877 4.6031 4.4919 H 0 0

9.1454 4.0925 2.6390 H 0 0

10.6236 4.2079 3.5600 H 0 0

8.6484 1.9014 3.7079 H 0 0

10.1946 1.8425 2.9003 H 0 0

11.3847 1.6826 4.9112 H 0 0

9.8811 0.9668 5.4235 H 0 0

10.2767 2.5552 7.1516 H 0 0

11.0386 3.6888 6.0665 H 0 0

8.0534 -3.0964 -2.2376 C 0 0

-3.0114 1.5108 0.4579 O 0 0

-3.1688 0.1976 2.0013 H 0 0

-2.5109 1.8352 2.3987 H 0 0

8.9575 -3.5382 -2.6526 H 0 0

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1 2 2 0

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3 4 2 0

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121

25 26 2 0

25 30 1 0

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43 55 1 0

44 45 1 0

44 56 1 0

44 57 1 0

45 58 1 0

45 59 1 0

60 64 1 0

60 65 1 0

60 66 1 0

61 67 1 0

M END

> <Name>

cpd41

> <Absolute Energy>

181.078

> <Estimate>

0.1103781

> <FitValue>

6.97393

> <HBA_1>

1

> <HBD_2>

1

122

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

10

0

61

0

5

15

32

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

21.9744

> <s_m_entry_id>

7715

> <s_m_entry_name>

cpd41

$$$$

cpd42


63 67 0 0 0 0 999 V2000

-0.3437 1.6699 1.2111 C 0 0

0.8938 1.3068 1.7962 C 0 0

1.2902 -0.0218 1.7860 C 0 0

0.4944 -1.0398 1.2023 C 0 0

-0.7433 -0.6806 0.6146 C 0 0

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0.8137 -2.0700 1.1978 H 0 0

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-2.3375 1.0117 0.0668 O 0 0

1.9356 2.4399 2.5259 S 0 0

2.9653 1.0615 2.8386 C 0 0

2.5181 -0.2111 2.3947 C 0 0

6.6619 1.8249 4.8920 C 0 0

5.5632 1.2938 5.5925 C 0 0

4.3558 1.0445 4.9206 C 0 0

4.2410 1.3236 3.5460 C 0 0

5.3390 1.8558 2.8471 C 0 0

6.5499 2.1046 3.5183 C 0 0

123

7.9403 2.0894 5.6029 C 0 0

5.6468 1.0776 6.6476 H 0 0

3.5202 0.6353 5.4728 H 0 0

5.2671 2.0760 1.7894 H 0 0

7.3889 2.5142 2.9754 H 0 0

3.2355 -1.4965 2.5614 C 0 0

2.8299 -2.3204 3.3456 O 0 0

6.7706 -2.2325 0.2054 C 0 0

5.8396 -1.2588 -0.2013 C 0 0

4.6865 -1.0175 0.5653 C 0 0

4.4596 -1.7513 1.7438 C 0 0

5.3892 -2.7236 2.1520 C 0 0

6.5419 -2.9635 1.3838 C 0 0

7.8506 -2.4557 -0.5142 O 0 0

6.0087 -0.6909 -1.1041 H 0 0

3.9799 -0.2670 0.2431 H 0 0

5.2243 -3.2921 3.0565 H 0 0

7.2521 -3.7115 1.7013 H 0 0

7.9116 -1.8952 -1.8189 C 0 0

8.2754 -0.4139 -1.7193 C 0 0

8.9034 0.0405 -2.9571 N 0 0

9.5519 1.3502 -2.8054 C 0 0

8.5197 2.4827 -2.6572 C 0 0

7.5107 2.4783 -3.8143 C 0 0

6.8933 1.0839 -3.9903 C 0 0

7.9812 -0.0013 -4.0993 C 0 0

6.9377 -2.0232 -2.2916 H 0 0

8.6631 -2.4410 -2.3886 H 0 0

8.9529 -0.2380 -0.8847 H 0 0

7.3900 0.1885 -1.5191 H 0 0

10.1783 1.5362 -3.6801 H 0 0

10.2219 1.3319 -1.9461 H 0 0

7.9876 2.3699 -1.7118 H 0 0

9.0260 3.4470 -2.6111 H 0 0

8.0164 2.7692 -4.7360 H 0 0

6.7287 3.2167 -3.6362 H 0 0

6.2588 1.0683 -4.8763 H 0 0

6.2411 0.8656 -3.1436 H 0 0

7.5261 -0.9890 -4.1717 H 0 0

8.5503 0.1411 -5.0194 H 0 0

8.5940 3.1322 4.9955 F 0 0

8.7283 0.9686 5.5589 F 0 0

7.6796 2.4125 6.9074 F 0 0

-2.8867 0.3247 -0.3330 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 11 1 0

3 4 2 0

3 13 1 0

4 5 1 0

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5 6 2 0

5 9 1 0

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10 63 1 0

11 12 1 0

124

12 13 2 0

12 17 1 0

13 25 1 0

14 15 2 0

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20 61 1 0

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25 26 2 0

25 30 1 0

27 28 2 0

27 32 1 0

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28 29 1 0

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29 30 2 0

29 35 1 0

30 31 1 0

31 32 2 0

31 36 1 0

32 37 1 0

33 38 1 0

38 39 1 0

38 46 1 0

38 47 1 0

39 40 1 0

39 48 1 0

39 49 1 0

40 41 1 0

40 45 1 0

41 42 1 0

41 50 1 0

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42 43 1 0

42 52 1 0

42 53 1 0

43 44 1 0

43 54 1 0

43 55 1 0

44 45 1 0

44 56 1 0

44 57 1 0

45 58 1 0

45 59 1 0

M END

> <Name>

cpd42

> <Absolute Energy>

125

171.311

> <Estimate>

0.4810345

> <FitValue>

6.70707

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

33

0

10

0

32

6

16

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

15.9494

> <s_m_entry_id>

7722

> <s_m_entry_name>

cpd42

$$$$

cpd43


61 65 0 0 0 0 999 V2000

4.7987 2.6564 4.9122 C 0 0

3.9150 1.9334 4.0658 C 0 0

4.2756 0.6916 3.5646 C 0 0

5.5209 0.0918 3.8712 C 0 0

6.4141 0.7923 4.7096 C 0 0

6.0519 2.0625 5.2239 C 0 0

126

4.5921 3.8577 5.4693 O 0 0

5.7957 -0.8772 3.4778 H 0 0

7.3721 0.3615 4.9606 H 0 0

6.7454 2.5882 5.8650 H 0 0

2.3867 2.5476 3.6252 S 0 0

2.2173 1.0613 2.7192 C 0 0

3.2936 0.1382 2.7582 C 0 0

-1.4539 0.5232 0.5475 C 0 0

-1.4821 0.9591 1.8851 C 0 0

-0.2813 1.1347 2.5954 C 0 0

0.9518 0.8771 1.9698 C 0 0

0.9807 0.4400 0.6323 C 0 0

-0.2215 0.2653 -0.0758 C 0 0

-2.5798 0.3579 -0.1158 O 0 0

-2.4264 1.1595 2.3690 H 0 0

-0.3212 1.4689 3.6222 H 0 0

1.9196 0.2380 0.1374 H 0 0

-0.1944 -0.0698 -1.1017 H 0 0

3.3494 -1.1700 2.0651 C 0 0

2.3846 -1.8997 2.0671 O 0 0

6.9853 -2.3128 0.0525 C 0 0

6.2920 -1.1568 -0.3429 C 0 0

5.1062 -0.7830 0.3106 C 0 0

4.6091 -1.5666 1.3683 C 0 0

5.3000 -2.7230 1.7677 C 0 0

6.4864 -3.0941 1.1099 C 0 0

8.0982 -2.6625 -0.5592 O 0 0

6.6701 -0.5509 -1.1548 H 0 0

4.5813 0.1092 -0.0036 H 0 0

4.9266 -3.3302 2.5780 H 0 0

7.0141 -3.9838 1.4207 H 0 0

8.2070 -2.3881 -1.9499 C 0 0

8.8291 -1.0063 -2.1470 C 0 0

9.7951 -0.7249 -1.0957 N 0 0

10.1787 0.6926 -1.0820 C 0 0

11.1295 1.0011 0.0879 C 0 0

12.3535 0.0795 0.0717 C 0 0

11.9194 -1.3887 -0.0004 C 0 0

10.9509 -1.6301 -1.1699 C 0 0

7.2080 -2.4274 -2.3855 H 0 0

8.8301 -3.1612 -2.4025 H 0 0

8.0595 -0.2341 -2.1525 H 0 0

9.3203 -0.9421 -3.1203 H 0 0

10.6596 0.9491 -2.0291 H 0 0

9.2849 1.3129 -1.0005 H 0 0

11.4457 2.0435 0.0453 H 0 0

10.5949 0.8794 1.0297 H 0 0

12.9682 0.2510 0.9545 H 0 0

12.9743 0.3162 -0.7941 H 0 0

12.7948 -2.0314 -0.1007 H 0 0

11.4347 -1.6690 0.9365 H 0 0

11.4693 -1.4802 -2.1199 H 0 0

10.6069 -2.6639 -1.1546 H 0 0

5.2779 4.2414 6.0303 H 0 0

-3.4211 0.5396 0.3227 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

127

2 3 1 0

2 11 1 0

3 4 2 0

3 13 1 0

4 5 1 0

4 8 1 0

5 6 2 0

5 9 1 0

6 10 1 0

7 60 1 0

11 12 1 0

12 13 2 0

12 17 1 0

13 25 1 0

14 15 2 0

14 19 1 0

14 20 1 0

15 16 1 0

15 21 1 0

16 17 2 0

16 22 1 0

17 18 1 0

18 19 2 0

18 23 1 0

19 24 1 0

20 61 1 0

25 26 2 0

25 30 1 0

27 28 2 0

27 32 1 0

27 33 1 0

28 29 1 0

28 34 1 0

29 30 2 0

29 35 1 0

30 31 1 0

31 32 2 0

31 36 1 0

32 37 1 0

33 38 1 0

38 39 1 0

38 46 1 0

38 47 1 0

39 40 1 0

39 48 1 0

39 49 1 0

40 41 1 0

40 45 1 0

41 42 1 0

41 50 1 0

41 51 1 0

42 43 1 0

42 52 1 0

42 53 1 0

43 44 1 0

43 54 1 0

43 55 1 0

44 45 1 0

128

44 56 1 0

44 57 1 0

45 58 1 0

45 59 1 0

M END

> <Name>

cpd43

> <Absolute Energy>

167.412

> <Estimate>

0.229933

> <FitValue>

5.91628

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

1


1


1

> <MappedAtoms>

33

0

20

0

32

19

2

> <MappingID>

1

> <Pharmprint>

'11111'

> <Relative Energy>

13.913

> <s_m_entry_id>

7710

> <s_m_entry_name>

cpd43

$$$$

cpd44

129


29 31 0 0 0 0 999 V2000

-1.5500 0.7598 0.9432 C 0 0

-1.2159 0.2022 -0.3032 C 0 0

0.0923 -0.2507 -0.5460 C 0 0

1.0719 -0.1476 0.4563 C 0 0

0.7398 0.4109 1.7048 C 0 0

-0.5703 0.8629 1.9456 C 0 0

-2.7770 1.1851 1.1721 O 0 0

-1.9660 0.1199 -1.0764 H 0 0

0.3383 -0.6784 -1.5088 H 0 0

2.4663 -0.6291 0.1971 C 0 0

1.4851 0.4959 2.4818 H 0 0

-0.8193 1.2916 2.9050 H 0 0

3.0186 -0.4449 -1.0231 C 0 0

4.2679 -0.8580 -1.3198 O 0 0

5.0687 -1.4822 -0.4289 C 0 0

4.6122 -1.7371 0.8906 C 0 0

3.2388 -1.3060 1.2713 C 0 0

2.7103 -1.4564 2.3512 O 0 0

5.4534 -2.3872 1.8247 C 0 0

6.7534 -2.7883 1.4375 C 0 0

7.2111 -2.5396 0.1221 C 0 0

6.3686 -1.8884 -0.8103 C 0 0

8.4420 -2.9219 -0.2415 O 0 0

-2.9930 1.5670 2.0322 H 0 0

2.4289 0.0527 -1.7811 H 0 0

5.1114 -2.5830 2.8315 H 0 0

7.3974 -3.2829 2.1496 H 0 0

6.7188 -1.6985 -1.8153 H 0 0

8.7452 -2.7475 -1.1427 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 24 1 0

10 13 2 0

10 17 1 0

13 14 1 0

13 25 1 0

14 15 1 0

15 16 2 0

15 22 1 0

16 17 1 0

16 19 1 0

17 18 2 0

19 20 2 0

19 26 1 0

20 21 1 0

130

20 27 1 0

21 22 2 0

21 23 1 0

22 28 1 0

23 29 1 0

M END

> <Name>

cpd44

> <Absolute Energy>

35.4295

> <Estimate>

0.375049

> <FitValue>

1.55091

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

23

0

7

0

20

6

0

> <MappingID>

1

> <Pharmprint>

'11110'

> <Relative Energy>

-0.0241668

> <s_m_entry_id>

7741

> <s_m_entry_name>

cpd44

$$$$

131

cpd45


30 32 0 0 0 0 999 V2000

-1.4189 0.7061 0.8944 C 0 0

-0.4471 1.0136 1.8603 C 0 0

0.8682 0.5382 1.7163 C 0 0

1.2144 -0.2487 0.6046 C 0 0

0.2406 -0.5605 -0.3641 C 0 0

-1.0715 -0.0823 -0.2186 C 0 0

-2.6510 1.1537 1.0290 O 0 0

-0.7060 1.6179 2.7160 H 0 0

1.6085 0.7815 2.4659 H 0 0

2.6157 -0.7572 0.4501 C 0 0

0.4968 -1.1646 -1.2217 H 0 0

-1.8143 -0.3219 -0.9628 H 0 0

3.3030 -1.1607 1.5448 C 0 0

4.5665 -1.6256 1.4718 O 0 0

5.2471 -1.7339 0.3105 C 0 0

4.6431 -1.3488 -0.9149 C 0 0

3.2480 -0.8212 -0.8933 C 0 0

2.5995 -0.4516 -1.8455 O 0 0

5.3638 -1.4677 -2.1337 C 0 0

6.6865 -1.9706 -2.1179 C 0 0

7.2889 -2.3502 -0.8969 C 0 0

6.5712 -2.2308 0.3152 C 0 0

8.5446 -2.8234 -0.8888 O 0 0

-3.3115 0.9337 0.3576 H 0 0

2.8088 -1.1008 2.5055 H 0 0

4.8092 -1.1131 -3.3024 O 0 0

7.2361 -2.0631 -3.0439 H 0 0

7.0361 -2.5225 1.2468 H 0 0

8.9476 -3.0798 -0.0501 H 0 0

5.3216 -1.2048 -4.1144 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 24 1 0

10 13 2 0

10 17 1 0

13 14 1 0

13 25 1 0

14 15 1 0

15 16 2 0

15 22 1 0

16 17 1 0

16 19 1 0

17 18 2 0

19 20 2 0

132

19 26 1 0

20 21 1 0

20 27 1 0

21 22 2 0

21 23 1 0

22 28 1 0

23 29 1 0

26 30 1 0

M END

> <Name>

cpd45

> <Absolute Energy>

36.245

> <Estimate>

12.20947

> <FitValue>

4.31321

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


0


1

> <MappedAtoms>

23

0

7

0

0

2

0

> <MappingID>

1

> <Pharmprint>

'11010'

> <Relative Energy>

-0.0122015

> <s_m_entry_id>

7714

> <s_m_entry_name>

133

cpd45

$$$$

cpd46


37 38 0 0 1 0 999 V2000

0.3229 0.3779 2.2997 C 0 0

-0.4343 -0.7848 2.0755 C 0 0

-1.1688 -0.9306 0.8864 C 0 0

-1.1498 0.0885 -0.0817 C 0 0

-0.3915 1.2533 0.1426 C 0 0

0.3430 1.3982 1.3307 C 0 0

1.1048 0.5328 3.5640 C 0 0 2 0 0 0

-0.4531 -1.5713 2.8164 H 0 0

-1.7488 -1.8276 0.7230 H 0 0

-1.9269 -0.0638 -1.3396 C 0 0

-0.3727 2.0388 -0.5993 H 0 0

0.9230 2.2941 1.4950 H 0 0

2.3144 1.5008 3.4391 C 0 0

3.1787 1.0239 4.6214 C 0 0 1 0 0 0

3.1698 -0.4909 4.4346 C 0 0

1.7217 -0.7988 4.0490 C 0 0

3.0494 1.3230 2.1032 C 0 0

1.9236 2.9702 3.6294 C 0 0

0.1531 1.0088 4.6662 C 0 0

4.9882 1.7209 4.6669 Br 0 0

-1.8089 0.8292 -1.9518 H 0 0

-1.6120 -0.9722 -1.8523 H 0 0

-2.9871 -0.1670 -1.1019 H 0 0

2.7158 1.2838 5.5670 H 0 0

3.8283 -0.7907 3.6270 H 0 0

3.4781 -1.0186 5.3257 H 0 0

1.7072 -1.5782 3.2915 H 0 0

1.1873 -1.2044 4.9028 H 0 0

3.1624 0.2719 1.8385 H 0 0

4.0441 1.7644 2.1494 H 0 0

2.5051 1.8132 1.2951 H 0 0

0.8681 3.1423 3.4115 H 0 0

2.5101 3.6116 2.9720 H 0 0

2.1080 3.2887 4.6552 H 0 0

-0.5584 0.2361 4.9526 H 0 0

-0.4148 1.8802 4.3364 H 0 0

0.7105 1.2950 5.5596 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

134

7 19 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 24 1 0

15 16 1 0

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16 27 1 0

16 28 1 0

17 29 1 0

17 30 1 0

17 31 1 0

18 32 1 0

18 33 1 0

18 34 1 0

19 35 1 0

19 36 1 0

19 37 1 0

M END

> <Name>

cpd46

> <Absolute Energy>

56.3291

> <Estimate>

159.846

> <FitValue>

2.83259

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


0


1

> <MappedAtoms>

0

0

0

6

20

135

> <MappingID>

1

> <Pharmprint>

'00011'

> <Relative Energy>

16.9557

> <s_m_entry_id>

7706

> <s_m_entry_name>

cpd46

$$$$

cpd47


37 38 0 0 1 0 999 V2000

0.3024 0.4589 2.6821 C 0 0

1.0267 -0.4550 1.8943 C 0 0

0.6879 -0.6424 0.5441 C 0 0

-0.3746 0.0816 -0.0242 C 0 0

-1.0991 0.9964 0.7635 C 0 0

-0.7595 1.1831 2.1150 C 0 0

0.6623 0.6585 4.1191 C 0 0 2 0 0 0

1.8454 -1.0149 2.3235 H 0 0

1.2481 -1.3447 -0.0566 H 0 0

-0.7324 -0.1158 -1.4540 C 0 0

-1.9172 1.5554 0.3334 H 0 0

-1.3201 1.8862 2.7134 H 0 0

1.7978 1.6958 4.3091 C 0 0

3.0412 0.8353 4.0184 C 0 0 1 0 0 0

2.7696 -0.4085 4.8701 C 0 0

1.2587 -0.6306 4.7208 C 0 0

1.8306 2.1970 5.7643 C 0 0

1.7122 2.8948 3.3563 C 0 0

-0.5978 1.0772 4.8752 C 0 0

3.1023 0.5596 2.9734 H 0 0

-1.6155 0.4745 -1.6926 H 0 0

0.1232 0.1321 -2.0793 H 0 0

-0.9776 -1.1643 -1.6228 H 0 0

4.7383 1.6689 4.4506 Br 0 0

3.3516 -1.2653 4.5599 H 0 0

2.9940 -0.2251 5.9146 H 0 0

1.0713 -1.5036 4.1081 H 0 0

0.8305 -0.8523 5.6883 H 0 0

1.8322 1.3732 6.4764 H 0 0

0.9590 2.8175 5.9775 H 0 0

2.7214 2.7971 5.9454 H 0 0

1.7824 2.5900 2.3120 H 0 0

2.5187 3.6010 3.5510 H 0 0

0.7694 3.4242 3.4875 H 0 0

-1.4616 0.4796 4.5862 H 0 0

-0.8345 2.1239 4.6805 H 0 0

-0.4562 0.9631 5.9494 H 0 0

136

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 24 1 0

15 16 1 0

15 25 1 0

15 26 1 0

16 27 1 0

16 28 1 0

17 29 1 0

17 30 1 0

17 31 1 0

18 32 1 0

18 33 1 0

18 34 1 0

19 35 1 0

19 36 1 0

19 37 1 0

M END

> <Name>

cpd47

> <Absolute Energy>

38.9629

> <Estimate>

160.286

> <FitValue>

2.93558

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

137

1


0


1

> <MappedAtoms>

0

0

0

4

24

> <MappingID>

1

> <Pharmprint>

'00011'

> <Relative Energy>

0

> <s_m_entry_id>

3

> <s_m_entry_name>

cpd47

$$$$

cpd48


41 42 0 0 1 0 999 V2000

7.7419 -0.6283 0.8970 C 0 0

7.2180 -1.8956 0.5797 C 0 0

6.0531 -2.3446 1.2236 C 0 0

5.4063 -1.5418 2.1782 C 0 0

5.9318 -0.2674 2.4947 C 0 0

7.0978 0.1823 1.8491 C 0 0

8.9797 -0.1362 0.2234 C 0 0 2 0 0 0

7.8122 -2.6623 -0.3111 O 0 0

5.6530 -3.3189 0.9798 H 0 0

4.1736 -2.0628 2.8344 C 0 0

5.1033 0.8544 3.7695 Br 0 0

7.5120 1.1552 2.0797 H 0 0

8.9025 1.3474 -0.2674 C 0 0

9.4517 1.3346 -1.7179 C 0 0 1 0 0 0

10.2004 0.0089 -1.8233 C 0 0

9.2777 -0.9288 -1.0566 C 0 0

7.4952 1.9592 -0.2563 C 0 0

9.8190 2.2568 0.5570 C 0 0

10.1715 -0.3986 1.1523 C 0 0

8.3765 1.3427 -2.8105 C 0 0

3.7312 -1.3829 3.5611 H 0 0

4.4029 -2.9967 3.3475 H 0 0

3.4213 -2.2755 2.0751 H 0 0

138

10.1241 2.1596 -1.9086 H 0 0

11.1674 0.0749 -1.3477 H 0 0

10.3589 -0.3104 -2.8436 H 0 0

8.3802 -1.1163 -1.6330 H 0 0

9.7390 -1.8892 -0.8676 H 0 0

6.7386 1.2447 -0.5817 H 0 0

7.4439 2.8231 -0.9189 H 0 0

7.2283 2.2929 0.7490 H 0 0

10.8695 1.9926 0.4367 H 0 0

9.5771 2.1858 1.6176 H 0 0

9.7012 3.2980 0.2575 H 0 0

10.3010 -1.4608 1.3547 H 0 0

10.0323 0.1096 2.1083 H 0 0

11.0951 -0.0260 0.7090 H 0 0

7.6030 -3.6051 -0.3384 H 0 0

8.7478 0.8728 -3.7206 H 0 0

7.4837 0.8148 -2.4750 H 0 0

8.0861 2.3644 -3.0573 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

8 38 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 24 1 0

15 16 1 0

15 25 1 0

15 26 1 0

16 27 1 0

16 28 1 0

17 29 1 0

17 30 1 0

17 31 1 0

18 32 1 0

18 33 1 0

18 34 1 0

19 35 1 0

19 36 1 0

19 37 1 0

20 39 1 0

139

20 40 1 0

20 41 1 0

M END

> <Name>

cpd48

> <Absolute Energy>

58.4324

> <Estimate>

160.487

> <FitValue>

3.06693

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

8

0

0

3

0

11

> <MappingID>

1

> <Pharmprint>

'10101'

> <Relative Energy>

1.20895e-11

> <s_m_entry_id>

13

> <s_m_entry_name>

cpd48

$$$$

cpd49


40 41 0 0 1 0 999 V2000

140

6.7095 -0.9964 1.7768 C 0 0

7.6364 -1.9620 1.3434 C 0 0

7.1900 -3.1222 0.6865 C 0 0

5.8173 -3.3201 0.4617 C 0 0

4.8904 -2.3553 0.8957 C 0 0

5.3350 -1.1960 1.5516 C 0 0

7.1822 0.2355 2.4739 C 0 0 2 0 0 0

8.6936 -1.8151 1.5123 H 0 0

7.9077 -3.8582 0.3559 H 0 0

5.3443 -4.5460 -0.2324 C 0 0

3.8331 -2.5014 0.7262 H 0 0

4.6173 -0.4600 1.8822 H 0 0

6.9188 0.2470 4.0167 C 0 0

6.3186 1.6445 4.3222 C 0 0 1 0 0 0

6.6702 2.4819 3.0962 C 0 0

6.4503 1.4849 1.9669 C 0 0

5.9657 -0.8442 4.5168 C 0 0

8.2261 0.1313 4.8060 C 0 0

8.6582 0.4534 2.1164 C 0 0

4.7940 1.6662 4.4704 C 0 0

4.2636 -4.6037 -0.3577 H 0 0

5.6625 -5.4261 0.3274 H 0 0

5.7976 -4.6009 -1.2224 H 0 0

6.7426 2.0868 5.2139 H 0 0

7.7021 2.8030 3.1338 H 0 0

6.0552 3.3649 2.9946 H 0 0

5.3920 1.3050 1.8374 H 0 0

6.8316 1.8510 1.0215 H 0 0

4.9971 -0.7995 4.0174 H 0 0

5.7931 -0.7446 5.5884 H 0 0

6.3850 -1.8343 4.3369 H 0 0

8.9181 0.9382 4.5686 H 0 0

8.7271 -0.8127 4.5869 H 0 0

8.0326 0.1638 5.8782 H 0 0

8.8308 0.3837 1.0429 H 0 0

9.2870 -0.2899 2.6053 H 0 0

8.9908 1.4404 2.4434 H 0 0

4.4308 2.6884 4.5711 H 0 0

4.3157 1.2027 3.6059 H 0 0

4.4829 1.1125 5.3585 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

10 21 1 0

10 22 1 0

10 23 1 0

141

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 24 1 0

15 16 1 0

15 25 1 0

15 26 1 0

16 27 1 0

16 28 1 0

17 29 1 0

17 30 1 0

17 31 1 0

18 32 1 0

18 33 1 0

18 34 1 0

19 35 1 0

19 36 1 0

19 37 1 0

20 38 1 0

20 39 1 0

20 40 1 0

M END

> <Name>

cpd49

> <Absolute Energy>

42.1764

> <Estimate>

170.2

> <FitValue>

2.93939

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

0

0

4

0

20

142

> <MappingID>

1

> <Pharmprint>

'00101'

> <Relative Energy>

3.01337

> <s_m_entry_id>

7728

> <s_m_entry_name>

cpd49

$$$$

cpd50


41 42 0 0 1 0 999 V2000

7.7419 -0.6283 0.8970 C 0 0

7.0978 0.1823 1.8491 C 0 0

5.9318 -0.2674 2.4947 C 0 0

5.4063 -1.5418 2.1782 C 0 0

6.0531 -2.3446 1.2236 C 0 0

7.2180 -1.8956 0.5797 C 0 0

8.9797 -0.1362 0.2234 C 0 0 2 0 0 0

7.5120 1.1552 2.0797 H 0 0

5.1033 0.8544 3.7695 Br 0 0

4.1736 -2.0628 2.8344 C 0 0

5.6530 -3.3189 0.9798 H 0 0

7.8122 -2.6623 -0.3111 O 0 0

8.9025 1.3474 -0.2674 C 0 0

9.4517 1.3346 -1.7179 C 0 0 1 0 0 0

10.2004 0.0089 -1.8233 C 0 0

9.2777 -0.9288 -1.0566 C 0 0

7.4952 1.9592 -0.2563 C 0 0

9.8190 2.2568 0.5570 C 0 0

10.1715 -0.3986 1.1523 C 0 0

8.3765 1.3427 -2.8105 C 0 0

3.7312 -1.3829 3.5611 H 0 0

4.4029 -2.9967 3.3475 H 0 0

3.4213 -2.2755 2.0751 H 0 0

10.1241 2.1596 -1.9086 H 0 0

11.1674 0.0749 -1.3477 H 0 0

10.3589 -0.3104 -2.8436 H 0 0

8.3802 -1.1163 -1.6330 H 0 0

9.7390 -1.8892 -0.8676 H 0 0

6.7386 1.2447 -0.5817 H 0 0

7.4439 2.8231 -0.9189 H 0 0

7.2283 2.2929 0.7490 H 0 0

10.8695 1.9926 0.4367 H 0 0

9.5771 2.1858 1.6176 H 0 0

9.7012 3.2980 0.2575 H 0 0

10.3010 -1.4608 1.3547 H 0 0

10.0323 0.1096 2.1083 H 0 0

11.0951 -0.0260 0.7090 H 0 0

8.7478 0.8728 -3.7206 H 0 0

143

7.4837 0.8148 -2.4750 H 0 0

8.0861 2.3644 -3.0573 H 0 0

7.6030 -3.6051 -0.3384 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

10 21 1 0

10 22 1 0

10 23 1 0

12 41 1 0

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 24 1 0

15 16 1 0

15 25 1 0

15 26 1 0

16 27 1 0

16 28 1 0

17 29 1 0

17 30 1 0

17 31 1 0

18 32 1 0

18 33 1 0

18 34 1 0

19 35 1 0

19 36 1 0

19 37 1 0

20 38 1 0

20 39 1 0

20 40 1 0

M END

> <Name>

cpd50

> <Absolute Energy>

58.4324

> <Estimate>

160.287

> <FitValue>

3.06693

144

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

12

0

0

5

0

9

> <MappingID>

1

> <Pharmprint>

'10101'

> <Relative Energy>

1.21312e-11

> <s_m_entry_id>

7702

> <s_m_entry_name>

cpd50

$$$$

cpd51


38 39 0 0 1 0 999 V2000

6.6338 -1.6721 2.6350 C 0 0

5.7300 -0.9142 1.8661 C 0 0

5.3507 -1.3565 0.5868 C 0 0

5.8733 -2.5581 0.0727 C 0 0

6.7761 -3.3159 0.8417 C 0 0

7.1554 -2.8735 2.1210 C 0 0

7.0349 -1.2050 3.9864 C 0 0 2 0 0 0

5.3268 0.0080 2.2541 H 0 0

4.6579 -0.7705 0.0011 H 0 0

5.4710 -3.0251 -1.2796 C 0 0

7.1794 -4.2371 0.4535 H 0 0

7.8480 -3.4596 2.7057 H 0 0

5.8544 -0.5924 4.7942 C 0 0

5.8191 0.8332 4.3061 C 0 0

7.0873 1.1949 3.5903 C 0 0

145

7.9964 -0.0006 3.8772 C 0 0

4.5283 -1.3268 4.5756 C 0 0

6.1835 -0.5726 6.2875 C 0 0

7.7280 -2.3526 4.7169 C 0 0

4.7891 1.6801 4.4825 C 0 0

5.9807 -3.9626 -1.5058 H 0 0

4.3863 -3.1135 -1.3267 H 0 0

5.7783 -2.2909 -2.0244 H 0 0

6.8940 1.2999 2.5324 H 0 0

7.5045 2.1214 3.9620 H 0 0

8.7613 -0.1232 3.1218 H 0 0

8.5094 0.1564 4.8163 H 0 0

4.1016 -1.1119 3.5953 H 0 0

3.7978 -1.0351 5.3301 H 0 0

4.6700 -2.4061 4.6482 H 0 0

7.1779 -0.1732 6.4787 H 0 0

6.1406 -1.5777 6.7036 H 0 0

5.4667 0.0447 6.8306 H 0 0

8.6724 -2.6259 4.2418 H 0 0

7.0947 -3.2400 4.7316 H 0 0

7.9417 -2.0788 5.7514 H 0 0

4.7228 2.7038 4.1436 H 0 0

3.9461 1.2772 5.0249 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 2 0

15 16 1 0

15 24 1 0

15 25 1 0

16 26 1 0

16 27 1 0

17 28 1 0

17 29 1 0

17 30 1 0

18 31 1 0

18 32 1 0

18 33 1 0

19 34 1 0

146

19 35 1 0

19 36 1 0

20 37 1 0

20 38 1 0

M END

> <Name>

cpd51

> <Absolute Energy>

56.5568

> <Estimate>

130.032

> <FitValue>

2.93998

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

0

0

4

0

20

> <MappingID>

1

> <Pharmprint>

'00101'

> <Relative Energy>

8.34967

> <s_m_entry_id>

7723

> <s_m_entry_name>

cpd51

$$$$

cpd52


147

37 38 0 0 1 0 999 V2000

6.0365 -1.0207 2.4064 C 0 0

5.5835 -0.7410 1.1036 C 0 0

5.7068 -1.7082 0.0920 C 0 0

6.2842 -2.9588 0.3789 C 0 0

6.7369 -3.2391 1.6799 C 0 0

6.6147 -2.2717 2.6923 C 0 0

5.9069 0.0069 3.4812 C 0 0 2 0 0 0

5.1402 0.2171 0.8761 H 0 0

5.3565 -1.4865 -0.9057 H 0 0

6.4151 -3.9816 -0.6912 C 0 0

7.1823 -4.1972 1.9080 H 0 0

6.9640 -2.4926 3.6889 H 0 0

4.9515 -0.4101 4.6180 C 0 0

4.7121 0.9232 5.3387 C 0 0

4.7730 2.0041 4.2567 C 0 0

5.2326 1.2925 2.9856 C 0 0

3.5967 -0.9107 4.1025 C 0 0

5.5711 -1.4305 5.5712 C 0 0

7.2968 0.3693 4.0112 C 0 0

5.4926 1.1049 6.0640 H 0 0

6.8880 -4.8748 -0.2844 H 0 0

5.4329 -4.1844 -1.1209 H 0 0

7.0539 -3.5967 -1.4858 H 0 0

3.8115 2.4760 4.1088 H 0 0

5.4741 2.7768 4.5393 H 0 0

4.3692 1.0675 2.3721 H 0 0

5.8895 1.9106 2.3875 H 0 0

3.0800 -0.1510 3.5173 H 0 0

2.9494 -1.1920 4.9312 H 0 0

3.7278 -1.7868 3.4666 H 0 0

6.5996 -1.1774 5.8258 H 0 0

5.5719 -2.4240 5.1222 H 0 0

5.0018 -1.4862 6.4994 H 0 0

7.9037 0.8687 3.2565 H 0 0

7.8322 -0.5270 4.3287 H 0 0

7.2189 1.0338 4.8715 H 0 0

3.7771 0.9417 5.8791 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

148

13 18 1 0

14 15 1 0

14 20 1 0

14 37 1 0

15 16 1 0

15 24 1 0

15 25 1 0

16 26 1 0

16 27 1 0

17 28 1 0

17 29 1 0

17 30 1 0

18 31 1 0

18 32 1 0

18 33 1 0

19 34 1 0

19 35 1 0

19 36 1 0

M END

> <Name>

cpd52

> <Absolute Energy>

34.2627

> <Estimate>

130.067

> <FitValue>

2.87174

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

0

0

4

0

15

> <MappingID>

1

> <Pharmprint>

'00101'

149

> <Relative Energy>

0.656783

> <s_m_entry_id>

7753

> <s_m_entry_name>

cpd52

$$$$

cpd53


39 40 0 0 1 0 999 V2000

6.7776 -1.3918 0.5264 C 0 0

7.5278 -2.4323 -0.0522 C 0 0

7.0562 -3.7550 0.0190 C 0 0

5.8407 -4.0391 0.6650 C 0 0

5.0935 -2.9989 1.2437 C 0 0

5.5609 -1.6747 1.1733 C 0 0

7.2652 0.0214 0.4580 C 0 0 2 0 0 0

8.6695 -2.1771 -0.6620 O 0 0

7.6334 -4.5524 -0.4251 H 0 0

5.3461 -5.4411 0.7388 C 0 0

4.1583 -3.2094 1.7425 H 0 0

4.9825 -0.8789 1.6201 H 0 0

8.1836 0.3893 1.6618 C 0 0

7.1920 0.6541 2.8083 C 0 0

5.9728 1.1958 2.1118 C 0 0

6.0972 1.0141 0.6252 C 0 0

9.1899 -0.6947 2.0521 C 0 0

8.9175 1.7063 1.3916 C 0 0

7.9565 0.2414 -0.8855 C 0 0

7.5827 1.3499 3.5397 H 0 0

4.3963 -5.4628 1.2735 H 0 0

5.2735 -5.8522 -0.2688 H 0 0

6.0582 -6.0483 1.2952 H 0 0

4.9066 1.7675 2.7078 C 0 0

6.3239 1.9683 0.1746 H 0 0

5.1710 0.6632 0.1922 H 0 0

8.7924 -1.6951 1.8916 H 0 0

9.4604 -0.6063 3.1058 H 0 0

10.1040 -0.6006 1.4661 H 0 0

8.2300 2.5033 1.1010 H 0 0

9.6447 1.5861 0.5863 H 0 0

9.4538 2.0404 2.2785 H 0 0

7.6433 -0.4928 -1.6295 H 0 0

9.0394 0.1669 -0.7786 H 0 0

7.7278 1.2313 -1.2791 H 0 0

6.9288 -0.2580 3.3222 H 0 0

4.7539 1.9860 4.6113 Br 0 0

9.2958 -1.5663 -0.2533 H 0 0

4.1117 2.1053 2.0564 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

150

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

8 38 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 36 1 0

15 16 1 0

15 24 2 0

16 25 1 0

16 26 1 0

17 27 1 0

17 28 1 0

17 29 1 0

18 30 1 0

18 31 1 0

18 32 1 0

19 33 1 0

19 34 1 0

19 35 1 0

24 37 1 0

24 39 1 0

M END

> <Name>

cpd53

> <Absolute Energy>

61.3298

> <Estimate>

20.0151

> <FitValue>

3.88683

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1

151


1


0

> <MappedAtoms>

8

0

0

6

0

37

> <MappingID>

1

> <Pharmprint>

'10101'

> <Relative Energy>

8.8347

> <s_m_entry_id>

7731

> <s_m_entry_name>

cpd53

$$$$

cpd54


41 42 0 0 1 0 999 V2000

0.7342 0.9061 2.2817 C 0 0

1.0847 -0.0491 1.3114 C 0 0

0.1368 -0.4463 0.3424 C 0 0

-1.1623 0.1179 0.3515 C 0 0

-1.5046 1.0773 1.3322 C 0 0

-0.5517 1.4666 2.2903 C 0 0

1.7267 1.3347 3.3104 C 0 0 2 0 0 0

2.3005 -0.5645 1.3217 O 0 0

0.6233 -1.7346 -0.9577 Br 0 0

-2.1721 -0.2963 -0.6696 C 0 0

-3.2207 1.8655 1.3960 Br 0 0

-0.8018 2.2025 3.0447 H 0 0

1.4195 2.7167 3.9224 C 0 0

2.7406 3.0486 4.6225 C 0 0

3.8436 2.4821 3.7183 C 0 0 2 0 0 0

3.1230 1.5731 2.7153 C 0 0

0.2761 2.6780 4.9368 C 0 0

1.1609 3.7939 2.8616 C 0 0

1.8459 0.2480 4.3840 C 0 0

2.8654 4.1098 4.7924 H 0 0

-3.1360 0.1981 -0.5725 H 0 0

-2.3385 -1.3707 -0.5986 H 0 0

-1.7868 -0.0864 -1.6676 H 0 0

3.6588 0.6550 2.5219 H 0 0

152

3.0538 2.0904 1.7659 H 0 0

-0.4971 3.4095 4.7065 H 0 0

0.6451 2.8863 5.9411 H 0 0

-0.1917 1.6934 4.9528 H 0 0

0.3933 4.4991 3.1800 H 0 0

0.8313 3.3419 1.9272 H 0 0

2.0687 4.3592 2.6580 H 0 0

0.9019 -0.2763 4.5374 H 0 0

2.1424 0.6823 5.3387 H 0 0

2.5954 -0.4905 4.1054 H 0 0

2.7716 2.5797 5.5968 H 0 0

2.6468 -0.9393 2.1414 H 0 0

4.8706 1.7064 4.5422 C 0 0

4.3428 3.2810 3.1864 H 0 0

5.3114 2.3470 5.3069 H 0 0

4.4096 0.8442 5.0207 H 0 0

5.6766 1.3433 3.9062 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

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10 21 1 0

10 22 1 0

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13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 35 1 0

15 16 1 0

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16 24 1 0

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17 27 1 0

17 28 1 0

18 29 1 0

18 30 1 0

18 31 1 0

19 32 1 0

19 33 1 0

19 34 1 0

37 39 1 0

37 40 1 0

153

37 41 1 0

M END

> <Name>

cpd54

> <Absolute Energy>

62.136

> <Estimate>

130.525

> <FitValue>

2.92782

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


0


1

> <MappedAtoms>

0

0

0

10

37

> <MappingID>

1

> <Pharmprint>

'00011'

> <Relative Energy>

2.93921

> <s_m_entry_id>

27

> <s_m_entry_name>

cpd54

$$$$

cpd55


39 40 0 0 1 0 999 V2000

6.4788 -1.1356 1.2715 C 0 0

7.1486 -2.0904 0.4850 C 0 0

154

6.6074 -3.3781 0.3447 C 0 0

5.4002 -3.7217 0.9825 C 0 0

4.7269 -2.7608 1.7707 C 0 0

5.2718 -1.4705 1.9114 C 0 0

7.0437 0.2392 1.4333 C 0 0 2 0 0 0

8.2811 -1.7868 -0.1166 O 0 0

7.1235 -4.1101 -0.2598 H 0 0

4.8660 -5.1000 0.8025 C 0 0

3.1052 -3.1686 2.6482 Br 0 0

4.7672 -0.7251 2.5106 H 0 0

8.0788 0.3225 2.5958 C 0 0

7.2006 0.3939 3.8577 C 0 0

5.9762 1.1239 3.3907 C 0 0

5.9558 1.2305 1.8941 C 0 0

9.0466 -0.8581 2.6770 C 0 0

8.8650 1.6340 2.5184 C 0 0

7.6289 0.6917 0.0975 C 0 0

7.6838 0.9101 4.6763 H 0 0

5.5051 -5.6519 0.1132 H 0 0

4.7792 -5.5860 1.7751 H 0 0

3.8689 -5.0488 0.3663 H 0 0

6.2016 2.2449 1.6123 H 0 0

4.9750 1.0088 1.4918 H 0 0

8.5218 -1.8073 2.7855 H 0 0

9.7195 -0.7472 3.5298 H 0 0

9.6589 -0.9166 1.7765 H 0 0

8.2041 2.4997 2.4582 H 0 0

9.5098 1.6452 1.6403 H 0 0

9.4966 1.7568 3.3958 H 0 0

7.0674 0.2966 -0.7483 H 0 0

8.6630 0.3592 -0.0046 H 0 0

7.6226 1.7791 0.0203 H 0 0

6.9169 -0.5896 4.2026 H 0 0

8.7260 -2.4564 -0.6526 H 0 0

5.0246 1.6166 4.2050 C 0 0

4.1282 2.1434 3.9100 H 0 0

5.1892 1.4552 5.2588 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

8 36 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

155

13 18 1 0

14 15 1 0

14 20 1 0

14 35 1 0

15 16 1 0

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16 24 1 0

16 25 1 0

17 26 1 0

17 27 1 0

17 28 1 0

18 29 1 0

18 30 1 0

18 31 1 0

19 32 1 0

19 33 1 0

19 34 1 0

37 38 1 0

37 39 1 0

M END

> <Name>

cpd55

> <Absolute Energy>

47.8277

> <Estimate>

120.304

> <FitValue>

3.65159

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

8

0

0

2

0

37

> <MappingID>

1

156

> <Pharmprint>

'10101'

> <Relative Energy>

0.031561

> <s_m_entry_id>

7742

> <s_m_entry_name>

cpd55

$$$$

cpd56


39 40 0 0 1 0 999 V2000

-0.1729 0.9948 1.9839 C 0 0

-1.2556 0.8343 1.0987 C 0 0

-1.1865 -0.1353 0.0854 C 0 0

-0.0466 -0.9457 -0.0525 C 0 0

1.0414 -0.7871 0.8358 C 0 0

0.9703 0.1854 1.8519 C 0 0

-0.2292 2.0227 3.0677 C 0 0 2 0 0 0

-2.3299 1.5891 1.2135 O 0 0

-2.0197 -0.2548 -0.5933 H 0 0

-0.0205 -1.9613 -1.1449 C 0 0

2.5960 -1.8507 0.6965 Br 0 0

1.7934 0.3181 2.5414 H 0 0

0.6091 3.2905 2.7276 C 0 0

2.0550 2.8629 3.0334 C 0 0

1.9092 1.8775 4.1606 C 0 0

0.4655 1.5100 4.3445 C 0 0

0.2668 4.4327 3.6885 C 0 0

0.4788 3.7723 1.2813 C 0 0

-1.6910 2.3559 3.3587 C 0 0

2.6839 3.6995 3.3062 H 0 0

-0.9567 -1.9173 -1.7016 H 0 0

0.8539 -1.7945 -1.7741 H 0 0

0.0644 -2.9584 -0.7121 H 0 0

0.0878 2.0098 5.2276 H 0 0

0.3445 0.4454 4.5007 H 0 0

0.3365 4.1216 4.7301 H 0 0

-0.7482 4.7912 3.5146 H 0 0

0.9456 5.2742 3.5461 H 0 0

0.7319 2.9880 0.5684 H 0 0

1.1416 4.6170 1.0964 H 0 0

-0.5415 4.0961 1.0745 H 0 0

-2.3438 1.4978 3.1983 H 0 0

-2.0382 3.1626 2.7119 H 0 0

-1.8147 2.6811 4.3920 H 0 0

2.5097 2.3688 2.1855 H 0 0

-3.0632 1.4641 0.5976 H 0 0

2.9099 1.3778 4.9138 C 0 0

2.6307 0.6775 5.6858 H 0 0

4.7579 1.8498 4.6579 Br 0 0

1 2 2 0

1 6 1 0

157

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

8 36 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 35 1 0

15 16 1 0

15 37 2 0

16 24 1 0

16 25 1 0

17 26 1 0

17 27 1 0

17 28 1 0

18 29 1 0

18 30 1 0

18 31 1 0

19 32 1 0

19 33 1 0

19 34 1 0

37 38 1 0

37 39 1 0

M END

> <Name>

cpd56

> <Absolute Energy>

57.3018

> <Estimate>

31.012

> <FitValue>

3.81563

> <HBA_1>

0

> <HBD_2>

1

> <HYDROPHOBIC_5>

158

1


0


1

> <MappedAtoms>

0

8

0

0

2

39

> <MappingID>

1

> <Pharmprint>

'01011'

> <Relative Energy>

10.2586

> <s_m_entry_id>

7725

> <s_m_entry_name>

cpd56

$$$$

cpd57


41 42 0 0 1 0 999 V2000

6.6250 0.7300 6.4380 C 0 0

7.3380 1.9360 6.3270 C 0 0

7.8120 2.5830 7.4880 C 0 0

7.5660 2.0170 8.7620 C 0 0

6.8470 0.8040 8.8640 C 0 0

6.3820 0.1670 7.7000 C 0 0

6.1210 0.0380 5.2150 C 0 0 2 0 0 0

7.5580 2.4530 5.1320 O 0 0

8.8590 4.3500 7.3050 I 0 0

8.0630 2.6990 9.9930 C 0 0

6.4880 0.0010 10.5370 Br 0 0

5.8320 -0.7620 7.7650 H 0 0

4.9880 0.8030 4.4980 C 0 0

4.4130 -0.2690 3.5630 C 0 0

4.6330 -1.6160 4.2640 C 0 0 1 0 0 0

5.4170 -1.2850 5.5370 C 0 0

3.8690 1.2350 5.4520 C 0 0

5.4960 2.0020 3.6980 C 0 0

7.2940 -0.2490 4.2740 C 0 0

4.9490 -0.2750 2.6240 H 0 0

7.7300 2.2420 10.9250 H 0 0

7.7300 3.7370 9.9930 H 0 0

159

9.1530 2.6990 9.9930 H 0 0

4.7400 -1.1670 6.3740 H 0 0

6.1080 -2.0740 5.8020 H 0 0

3.0580 1.7380 4.9260 H 0 0

4.2510 1.9220 6.2080 H 0 0

3.4480 0.3730 5.9680 H 0 0

4.8070 2.2790 2.9000 H 0 0

6.4610 1.7800 3.2420 H 0 0

5.6250 2.8700 4.3440 H 0 0

7.9540 -1.0210 4.6700 H 0 0

7.8900 0.6490 4.1150 H 0 0

6.9340 -0.5870 3.3020 H 0 0

3.3760 -0.0870 3.3160 H 0 0

8.0700 3.2690 5.0570 H 0 0

3.3220 -2.3260 4.5920 C 0 0

2.7610 -2.5380 3.6820 H 0 0

5.2310 -2.2530 3.6280 H 0 0

3.5120 -3.2610 5.1190 H 0 0

2.6960 -1.7040 5.2310 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 16 1 0

7 19 1 0

8 36 1 0

10 21 1 0

10 22 1 0

10 23 1 0

13 14 1 0

13 17 1 0

13 18 1 0

14 15 1 0

14 20 1 0

14 35 1 0

15 16 1 0

15 37 1 0

15 39 1 0

16 24 1 0

16 25 1 0

17 26 1 0

17 27 1 0

17 28 1 0

18 29 1 0

18 30 1 0

18 31 1 0

19 32 1 0

19 33 1 0

19 34 1 0

160

37 38 1 0

37 40 1 0

37 41 1 0

M END

> <Name>

cpd57

> <Absolute Energy>

51.0736

> <Estimate>

120.78

> <FitValue>

2.47

> <HBA_1>

0

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


0


0

> <MappedAtoms>

0

0

0

0

18

> <MappingID>

1

> <Pharmprint>

'00001'

> <Relative Energy>

1.3912e-14

> <s_m_entry_id>

7717

> <s_m_entry_name>

cpd57

$$$$

cpd58


40 44 0 0 0 0 999 V2000

161

9.1671 -3.9701 -2.9538 C 0 0

8.8232 -3.6952 -4.2899 N 0 0

8.2199 -2.4678 -4.5659 C 0 0

7.9416 -1.5006 -3.5626 C 0 0

8.3328 -1.9040 -2.3109 C 0 0

8.9322 -3.0753 -1.9031 N 0 0

7.3886 -0.2773 -3.5383 N 0 0

7.4533 0.0622 -2.1989 C 0 0

8.0351 -0.9308 -1.4258 N 0 0

7.8040 -2.1428 -6.1979 Cl 0 0

9.9068 -5.4701 -2.5965 Cl 0 0

8.2644 -0.9029 0.0294 C 0 0

5.1469 -2.9565 2.1664 C 0 0

4.8236 -2.0963 1.1037 C 0 0

5.8423 -1.4248 0.4047 C 0 0

7.1867 -1.6114 0.7676 C 0 0

7.5109 -2.4725 1.8320 C 0 0

6.4938 -3.1441 2.5307 C 0 0

3.7909 -1.9473 0.8190 H 0 0

5.5852 -0.7648 -0.4122 H 0 0

8.5429 -2.6223 2.1166 H 0 0

6.7486 -3.8034 3.3475 H 0 0

4.0705 -3.6662 2.9055 C 0 0

4.3340 -2.2642 5.0157 C 0 0

4.3636 -2.5178 6.3649 C 0 0

4.5437 -1.3428 7.1416 C 0 0

4.6753 -0.0734 6.5784 N 0 0

4.6241 0.0299 5.1766 C 0 0

4.4506 -1.0730 4.3334 N 0 0

4.2118 -3.8255 6.6253 N 0 0

4.0871 -4.3796 5.3650 C 0 0

4.1636 -3.4308 4.3566 N 0 0

4.6097 -1.4571 8.8512 Cl 0 0

4.7803 1.5788 4.4676 Cl 0 0

7.0887 1.0009 -1.7998 H 0 0

9.2256 -1.3654 0.2543 H 0 0

8.3171 0.1321 0.3699 H 0 0

3.0977 -3.3298 2.5432 H 0 0

4.1382 -4.7352 2.7056 H 0 0

3.9454 -5.4376 5.1858 H 0 0

1 2 2 0

1 6 1 0

1 11 1 0

2 3 1 0

3 4 2 0

3 10 1 0

4 5 1 0

4 7 1 0

5 6 2 0

5 9 1 0

7 8 2 0

8 9 1 0

8 35 1 0

9 12 1 0

12 16 1 0

12 36 1 0

12 37 1 0

13 14 2 0

162

13 18 1 0

13 23 1 0

14 15 1 0

14 19 1 0

15 16 2 0

15 20 1 0

16 17 1 0

17 18 2 0

17 21 1 0

18 22 1 0

23 32 1 0

23 38 1 0

23 39 1 0

24 25 2 0

24 29 1 0

24 32 1 0

25 26 1 0

25 30 1 0

26 27 2 0

26 33 1 0

27 28 1 0

28 29 2 0

28 34 1 0

30 31 2 0

31 32 1 0

31 40 1 0

M END

> <Name>

cpd58

> <Absolute Energy>

89.7493

> <Estimate>

140.082

> <FitValue>

3.66112

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

6

0

0

163

15

0

34

> <MappingID>

1

> <Pharmprint>

'10101'

> <Relative Energy>

5.56314

> <s_m_entry_id>

7736

> <s_m_entry_name>

cpd58

$$$$

cpd59


40 44 0 0 0 0 999 V2000

3.3109 1.1497 5.1937 C 0 0

2.8901 1.7282 6.4048 N 0 0

1.6917 1.2771 6.9556 C 0 0

0.8922 0.2701 6.3505 C 0 0

1.4256 -0.1997 5.1754 C 0 0

2.5884 0.1530 4.5262 N 0 0

-0.2672 -0.3392 6.6444 N 0 0

-0.4286 -1.2197 5.5896 C 0 0

0.6072 -1.1448 4.6722 N 0 0

1.1859 1.9897 8.4314 Cl 0 0

4.7800 1.6887 4.5034 Cl 0 0

0.7549 -1.9333 3.4360 C 0 0

0.8522 0.5913 -0.0413 C 0 0

2.0164 -0.0808 0.3696 C 0 0

1.9842 -0.9081 1.5068 C 0 0

0.7906 -1.0602 2.2332 C 0 0

-0.3741 -0.3858 1.8208 C 0 0

-0.3411 0.4379 0.6829 C 0 0

2.8789 -1.4245 1.8239 H 0 0

-1.2948 -0.4996 2.3744 H 0 0

-1.2359 0.9573 0.3666 H 0 0

5.1799 -1.6086 -0.5516 C 0 0

5.3061 -2.9099 -0.9692 C 0 0

6.6312 -3.4049 -0.8400 C 0 0

7.6820 -2.6374 -0.3417 N 0 0

7.3996 -1.3136 0.0467 C 0 0

6.1241 -0.7449 -0.0438 N 0 0

4.1357 -3.4044 -1.4022 N 0 0

3.2671 -2.3403 -1.2331 C 0 0

3.8966 -1.2214 -0.7081 N 0 0

6.9837 -5.0159 -1.3081 Cl 0 0

8.6769 -0.3570 0.6608 Cl 0 0

-1.2735 -1.8905 5.4947 H 0 0

-0.0733 -2.6371 3.3505 H 0 0

164

1.6733 -2.5198 3.4865 H 0 0

2.2168 -2.3773 -1.4864 H 0 0

3.2787 0.0797 -0.3990 C 0 0

0.8698 1.2272 -0.9151 H 0 0

3.9785 0.6861 0.1776 H 0 0

3.0742 0.6143 -1.3266 H 0 0

1 2 2 0

1 6 1 0

1 11 1 0

2 3 1 0

3 4 2 0

3 10 1 0

4 5 1 0

4 7 1 0

5 6 2 0

5 9 1 0

7 8 2 0

8 9 1 0

8 33 1 0

9 12 1 0

12 16 1 0

12 34 1 0

12 35 1 0

13 14 2 0

13 18 1 0

13 38 1 0

14 15 1 0

14 37 1 0

15 16 2 0

15 19 1 0

16 17 1 0

17 18 2 0

17 20 1 0

18 21 1 0

22 23 2 0

22 27 1 0

22 30 1 0

23 24 1 0

23 28 1 0

24 25 2 0

24 31 1 0

25 26 1 0

26 27 2 0

26 32 1 0

28 29 2 0

29 30 1 0

29 36 1 0

30 37 1 0

37 39 1 0

37 40 1 0

M END

> <Name>

cpd59

> <Absolute Energy>

87.117

> <Estimate>

165

24.0578

> <FitValue>

3.93109

> <HBA_1>

1

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


0


1

> <MappedAtoms>

25

0

0

0

18

11

> <MappingID>

1

> <Pharmprint>

'10011'

> <Relative Energy>

4.42652

> <s_m_entry_id>

7707

> <s_m_entry_name>

cpd59

$$$$

cpd7


82 86 0 0 1 0 999 V2000

6.8641 -3.4610 0.8886 C 0 0

6.9181 -2.0842 0.6045 C 0 0

5.8554 -1.2474 0.9831 C 0 0

4.7333 -1.7842 1.6458 C 0 0

4.6830 -3.1624 1.9287 C 0 0

5.7461 -3.9979 1.5500 C 0 0

7.9892 -4.3471 0.4872 C 0 0

7.7758 -1.6677 0.0966 H 0 0

5.9136 -0.1916 0.7572 H 0 0

3.6986 -0.9678 2.0137 N 0 0

166

3.8314 -3.5945 2.4356 H 0 0

5.7017 -5.0561 1.7697 H 0 0

8.4434 -4.0830 -0.9229 C 0 0

8.7759 -2.9729 -1.2706 O 0 0

8.4461 -5.1423 -1.7257 O 0 0

8.4780 -4.7816 -3.0987 C 0 0 1 0 0 0

9.9391 -4.6414 -3.5597 C 0 0

9.9903 -4.3969 -5.0774 C 0 0 2 0 0 0

9.3382 -5.5659 -5.8571 C 0 0 1 0 0 0

7.8500 -5.6237 -5.4398 C 0 0

7.6902 -5.8195 -3.9193 C 0 0

11.3709 -3.9592 -5.6273 C 0 0

12.0073 -4.9300 -6.6354 C 0 0

11.0511 -5.4642 -7.7422 C 0 0 1 0 0 0

9.5598 -5.2681 -7.3606 C 0 0 1 0 0 0

8.6450 -6.0282 -8.3328 C 0 0

8.8950 -5.5665 -9.7769 C 0 0

10.3751 -5.7160 -10.1937 C 0 0 2 0 0 0

11.2969 -4.9577 -9.1903 C 0 0 2 0 0 0

12.7544 -5.0729 -9.6796 C 0 0

12.9116 -4.4437 -11.0721 C 0 0

11.7334 -4.6290 -12.0088 C 0 0

10.5588 -5.2022 -11.5791 N 0 0

11.8291 -4.2599 -13.1577 O 0 0

3.6088 -0.4269 3.3772 C 0 0

3.6036 1.1019 3.3615 C 0 0

4.7977 1.7131 4.5350 Cl 0 0

2.6527 -0.6213 1.0396 C 0 0

1.4439 -1.5461 1.1793 C 0 0

1.8818 -3.1832 0.6244 Cl 0 0

9.9810 -6.9194 -5.4970 C 0 0

10.7215 -7.2128 -10.2299 C 0 0

8.8206 -4.2121 1.1786 H 0 0

7.6828 -5.3895 0.5888 H 0 0

7.9841 -3.8129 -3.1911 H 0 0

10.5077 -5.5343 -3.2980 H 0 0

10.4068 -3.8112 -3.0268 H 0 0

9.3551 -3.5247 -5.2387 H 0 0

7.3458 -4.7054 -5.7437 H 0 0

7.3407 -6.4389 -5.9542 H 0 0

6.6347 -5.7784 -3.6528 H 0 0

8.0287 -6.8203 -3.6490 H 0 0

12.0668 -3.7701 -4.8103 H 0 0

11.2518 -2.9969 -6.1309 H 0 0

12.8969 -4.4629 -7.0474 H 0 0

12.3809 -5.7840 -6.0688 H 0 0

11.2388 -6.5377 -7.7732 H 0 0

9.3183 -4.2131 -7.5080 H 0 0

8.8129 -7.1027 -8.2424 H 0 0

7.5962 -5.8552 -8.0907 H 0 0

8.2467 -6.1337 -10.4484 H 0 0

8.5877 -4.5235 -9.8679 H 0 0

11.0325 -3.8979 -9.2023 H 0 0

13.4573 -4.5799 -9.0110 H 0 0

13.0532 -6.1216 -9.7108 H 0 0

13.0683 -3.3697 -10.9523 H 0 0

13.8147 -4.8253 -11.5470 H 0 0

9.8038 -5.2912 -12.2296 H 0 0

167

4.4448 -0.8015 3.9678 H 0 0

2.7090 -0.8098 3.8571 H 0 0

2.6395 1.5406 3.6158 H 0 0

3.8903 1.4775 2.3774 H 0 0

3.0660 -0.6786 0.0344 H 0 0

2.3598 0.4195 1.1836 H 0 0

0.5784 -1.2265 0.6022 H 0 0

1.1374 -1.6276 2.2242 H 0 0

11.0255 -6.9668 -5.8007 H 0 0

9.4520 -7.7378 -5.9855 H 0 0

9.9390 -7.0909 -4.4212 H 0 0

10.0449 -7.7504 -10.8985 H 0 0

11.7465 -7.3633 -10.5691 H 0 0

10.6307 -7.6549 -9.2392 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 1 0

7 43 1 0

7 44 1 0

10 35 1 0

10 38 1 0

13 14 2 0

13 15 1 0

15 16 1 0

16 17 1 0

16 21 1 0

16 45 1 0

17 18 1 0

17 46 1 0

17 47 1 0

18 19 1 0

18 22 1 0

18 48 1 0

19 20 1 0

19 25 1 0

19 41 1 0

20 21 1 0

20 49 1 0

20 50 1 0

21 51 1 0

21 52 1 0

22 23 1 0

22 53 1 0

22 54 1 0

23 24 1 0

23 55 1 0

23 56 1 0

24 25 1 0

168

24 29 1 0

24 57 1 0

25 26 1 0

25 58 1 0

26 27 1 0

26 59 1 0

26 60 1 0

27 28 1 0

27 61 1 0

27 62 1 0

28 29 1 0

28 33 1 0

28 42 1 0

29 30 1 0

29 63 1 0

30 31 1 0

30 64 1 0

30 65 1 0

31 32 1 0

31 66 1 0

31 67 1 0

32 33 1 0

32 34 2 0

33 68 1 0

35 36 1 0

35 69 1 0

35 70 1 0

36 37 1 0

36 71 1 0

36 72 1 0

38 39 1 0

38 73 1 0

38 74 1 0

39 40 1 0

39 75 1 0

39 76 1 0

41 77 1 0

41 78 1 0

41 79 1 0

42 80 1 0

42 81 1 0

42 82 1 0

M END

> <Name>

cpd7

> <Absolute Energy>

67.8964

> <Estimate>

10.1204

> <FitValue>

4.30662

> <HBA_1>

1

169

> <HBD_2>

0

> <HYDROPHOBIC_5>

1


1


0

> <MappedAtoms>

14

0

0

2

0

37

> <MappingID>

1

> <Pharmprint>

'10101'

> <Relative Energy>

29.2295

> <s_m_entry_id>

7740

> <s_m_entry_name>

cpd7

$$$$

cpd8


32 34 0 0 0 0 999 V2000

5.4499 -1.6838 0.8031 C 0 0

6.5214 -1.7121 1.7160 C 0 0

7.7528 -2.2724 1.3351 C 0 0

7.9205 -2.8053 0.0460 C 0 0

6.8479 -2.7756 -0.8642 C 0 0

5.6149 -2.2158 -0.4860 C 0 0

6.4011 -1.3048 2.7087 H 0 0

8.5723 -2.2920 2.0391 H 0 0

9.0742 -3.3300 -0.3102 O 0 0

6.9695 -3.1834 -1.8569 H 0 0

4.7965 -2.1971 -1.1913 H 0 0

-1.9174 0.9125 1.0294 C 0 0

-1.0549 1.5673 1.9286 C 0 0

0.2827 1.1554 2.0497 C 0 0

0.7627 0.0875 1.2723 C 0 0

-0.0954 -0.5678 0.3742 C 0 0

-1.4337 -0.1578 0.2511 C 0 0

-3.2208 1.3132 0.9108 N 0 0

170

-1.4083 2.3925 2.5358 H 0 0

0.9389 1.6639 2.7431 H 0 0

0.2695 -1.3897 -0.2258 H 0 0

-2.0807 -0.6741 -0.4458 H 0 0

4.1515 -1.0937 1.2028 C 0 0

4.0829 -0.5895 2.5076 C 0 0

2.7812 -0.0979 2.6371 C 0 0

2.1735 -0.3463 1.4005 C 0 0

2.9920 -0.9579 0.4984 O 0 0

9.1771 -3.6931 -1.1990 H 0 0

-3.8326 0.8469 0.2713 H 0 0

-3.5635 2.0735 1.4640 H 0 0

4.8569 -0.5745 3.2647 H 0 0

2.3544 0.3712 3.5153 H 0 0

1 2 2 0

1 6 1 0

1 23 1 0

2 3 1 0

2 7 1 0

3 4 2 0

3 8 1 0

4 5 1 0

4 9 1 0

5 6 2 0

5 10 1 0

6 11 1 0

9 28 1 0

12 13 2 0

12 17 1 0

12 18 1 0

13 14 1 0

13 19 1 0

14 15 2 0

14 20 1 0

15 16 1 0

15 26 1 0

16 17 2 0

16 21 1 0

17 22 1 0

18 29 1 0

18 30 1 0

23 24 2 0

23 27 1 0

24 25 1 0

24 31 1 0

25 26 2 0

25 32 1 0

26 27 1 0

M END

> <Name>

cpd8

> <Absolute Energy>

35.8821

> <Estimate>

2.40865

171

> <FitValue>

4.52368

> <HBA_1>

1

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

9

0

18

0

2

16

0

> <MappingID>

1

> <Pharmprint>

'11110'

> <Relative Energy>

-3.99556

> <s_m_entry_id>

7729

> <s_m_entry_name>

cpd8

$$$$

cpd9


27 29 0 0 0 0 999 V2000

0.6739 -0.1237 1.4218 C 0 0

0.3052 0.1528 0.0937 C 0 0

-0.9627 0.6932 -0.1852 C 0 0

-1.8646 0.9589 0.8598 C 0 0

-1.4934 0.6810 2.1875 C 0 0

-0.2267 0.1406 2.4696 C 0 0

2.0085 -0.6937 1.7172 C 0 0

0.9914 -0.0478 -0.7163 H 0 0

-1.2417 0.9042 -1.2071 H 0 0

-3.0524 1.4650 0.5971 O 0 0

-2.1813 0.8834 2.9955 H 0 0

172

0.0505 -0.0693 3.4923 H 0 0

2.3085 -0.8971 3.0803 C 0 0

3.6013 -1.4420 3.2470 C 0 0

4.2024 -1.6167 1.9950 C 0 0

3.2646 -1.1504 0.6636 S 0 0

5.5772 -2.1774 1.8601 C 0 0

6.3071 -2.5242 2.9254 N 0 0

7.4772 -2.9867 2.4665 N 0 0

7.5269 -2.9482 1.1080 C 0 0

6.2883 -2.4182 0.6749 C 0 0

-3.6623 1.6434 1.3250 H 0 0

1.6491 -0.6729 3.9097 H 0 0

4.0560 -1.6855 4.1991 H 0 0

8.2177 -3.3173 3.0394 H 0 0

8.3717 -3.2696 0.5113 H 0 0

5.9633 -2.2404 -0.3414 H 0 0

1 2 2 0

1 6 1 0

1 7 1 0

2 3 1 0

2 8 1 0

3 4 2 0

3 9 1 0

4 5 1 0

4 10 1 0

5 6 2 0

5 11 1 0

6 12 1 0

7 13 2 0

7 16 1 0

10 22 1 0

13 14 1 0

13 23 1 0

14 15 2 0

14 24 1 0

15 16 1 0

15 17 1 0

17 18 2 0

17 21 1 0

18 19 1 0

19 20 1 0

19 25 1 0

20 21 2 0

20 26 1 0

21 27 1 0

M END

> <Name>

cpd9

> <Absolute Energy>

50.0162

> <Estimate>

20.1366

> <FitValue>

3.86754

173

> <HBA_1>

0

> <HBD_2>

1

> <HYDROPHOBIC_5>

0


1


1

> <MappedAtoms>

0

10

0

21

1

0

> <MappingID>

1

> <Pharmprint>

'01110'

> <Relative Energy>

6.47995

> <s_m_entry_id>

10

> <s_m_entry_name>

cpd9

$$$$

Pharmacophore Modeling for Qualitative Prediction of Antiestrogenic Activity

Health & Medicine

Transcript of Pharmacophore Modeling for Qualitative Prediction of Antiestrogenic Activity