smiles
stringlengths
13
37
canonsmiles
stringlengths
12
39
isSmilesEqual
bool
2 classes
generic_scaffold
stringlengths
12
31
scaffold
stringlengths
0
37
rdkit_WT
float64
146
259
rdkit_MR
float64
29.7
65.2
rdkit_LogP
float64
-3.99
5.42
rdkit_HA
float64
0
7
rdkit_HD
float64
0
5
rdkit_NumAtoms
float64
10
35
rdkit_TPSA
float64
0
158
C=C1CC2=C(CO1)SC=N2
C=C1Cc2ncsc2CO1
false
CC1CCC2CCCC2C1
C=C1Cc2ncsc2CO1
153.206
39.747
1.7295
3
0
17
22.12
CC1OC1CC1=NSC=C1
CC1OC1Cc1ccsn1
false
CC1CC1CC1CCCC1
c1cc(CC2CO2)ns1
155.222
40.153
1.4729
3
0
19
25.42
CC(C#N)C1=CC=C(O)S1
CC(C#N)c1ccc(O)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
153.206
40.0118
2.08078
3
1
17
44.02
C=CC=NN=C1OC=CS1
C=CC=NN=c1occs1
false
CCCCCC1CCCC1
N=c1occs1
154.194
40.837
1.4136
4
0
16
37.86
CC1CCC1OS(C)(=O)=O
CC1CCC1OS(C)(=O)=O
true
CC1CCC1CC(C)(C)C
C1CCC1
164.226
38.1148
0.7611
3
0
22
43.37
C=NN=CS(=O)(=O)CC#C
C#CCS(=O)(=O)C=NN=C
false
CCCCC(C)(C)CCC
158.182
40.6608
-0.3217
4
0
16
58.86
C=NNCS(=O)(=O)N1CC1
C=NNCS(=O)(=O)N1CC1
true
CCCCC(C)(C)C1CC1
C1CN1
163.202
38.0445
-1.2055
4
1
19
61.54
NC(=N)C=CC1=NC=CS1
N=C(N)C=Cc1nccs1
false
CC(C)CCC1CCCC1
c1cscn1
153.21
43.0621
1.09227
3
2
17
62.76
O=S1(=O)CNCCCNN1
O=S1(=O)CNCCCNN1
true
CC1(C)CCCCCCC1
O=S1(=O)CNCCCNN1
165.218
37.5449
-1.6388
4
3
21
70.23
C#CCCCC1=NSN=C1
C#CCCCc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
152.222
41.68
1.494
3
0
18
25.78
NC(=N)CC1NCS1(=O)=O
N=C(N)CC1NCS1(=O)=O
false
CC(C)CC1CCC1(C)C
O=S1(=O)CNC1
163.202
37.2416
-1.38593
4
3
19
96.04
CCN(C(C)=C)C(=S)NN
C=C(C)N(CC)C(=S)NN
false
CCC(C)C(CC)C(C)C
159.258
47.1151
0.5901
2
2
23
41.29
CC1CCOC2=C1N=CS2
CC1CCOc2scnc21
false
CC1CCCC2CCCC12
c1nc2c(s1)OCCC2
155.222
40.641
2.0291
3
0
19
22.12
CNNS(=O)(=O)C(=C)C=O
C=C(C=O)S(=O)(=O)NNC
false
CCCC(C)(C)C(C)CC
164.186
36.3192
-1.2472
4
2
18
75.27
CC1=C(C)C=CNC(=S)N1
CC1=C(C)NC(=S)NC=C1
false
CC1CCCC(C)C(C)C1
S=C1NC=CC=CN1
154.238
46.3834
1.2717
1
2
20
24.06
CC1NN=CC2=NSC=C12
CC1NN=Cc2nscc21
false
CC1CCCC2CCCC12
C1=NNCc2csnc21
153.21
41.2587
1.1412
4
1
17
37.28
COC1CC1(C)S(O)(=O)=O
COC1CC1(C)S(=O)(=O)O
false
CCC1CC1(C)C(C)(C)C
C1CC1
166.198
35.3676
0.0516
3
1
20
63.6
CNC(=O)CCNC(N)=S
CNC(=O)CCNC(N)=S
true
CCC(C)CCCC(C)C
161.23
43.4718
-1.0443
2
3
21
67.15
C=CC1=NC2=CSC=C2N1
C=Cc1nc2cscc2[nH]1
false
CCC1CC2CCCC2C1
c1nc2cscc2[nH]1
150.206
44.0617
2.2674
2
1
16
28.68
C1C2OCC3=C(SN=C3)C12
c1nsc2c1COC1CC21
false
C1CC2CCC3CC3C2C1
c1nsc2c1COC1CC21
153.206
38.049
1.5292
3
0
17
22.12
OS(=O)(=O)C1=CC2NC2C1
O=S(=O)(O)C1=CC2NC2C1
false
CC(C)(C)C1CC2CC2C1
C1=CC2NC2C1
161.182
34.9603
-0.4978
3
2
17
76.31
CCC(CS(N)(=O)=O)C=O
CCC(C=O)CS(N)(=O)=O
false
CCC(CC)CC(C)(C)C
165.214
37.8192
-0.5
3
1
21
77.23
OC1=C(Cl)C2=C(NC=C2)S1
Oc1sc2[nH]ccc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ccsc2[nH]1
173.624
42.8505
2.5884
2
2
14
36.02
CON=C1SN(N)C=C1C
CON=c1sn(N)cc1C
false
CCCC1CC(C)CC1C
N=c1cc[nH]s1
159.214
39.7684
0.03392
5
1
19
52.54
CC=CC(N)C1=CC=NS1
CC=CC(N)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
154.238
43.8564
1.719
3
1
20
38.91
ClC1=C2NC3CC3N2N=C1
Clc1cnn2c1NC1CC12
false
CC1CCC2C1CC1CC12
c1cc2n(n1)C1CC1N2
155.588
38.3017
1.2754
3
1
16
29.85
C=C1CS(=O)(=O)C2NCC12
C=C1CS(=O)(=O)C2NCC12
true
CC1CC(C)(C)C2CCC12
C=C1CS(=O)(=O)C2NCC12
159.21
38.2075
-0.4835
3
1
19
46.17
CC1NC(=S)NCC1C=O
CC1NC(=S)NCC1C=O
true
CCC1CCC(C)CC1C
S=C1NCCCN1
158.226
42.7524
-0.3323
2
2
20
41.13
CC1=C2N=CN=C2SN1O
Cc1c2ncnc-2sn1O
false
CC1CC2CCCC2C1C
c1nc2c[nH]sc-2n1
155.182
36.4425
0.99012
5
1
15
50.94
CC(CC=O)C1=CSC=C1
CC(CC=O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
154.234
43.415
2.4406
2
0
20
17.07
ON1C=C(Cl)C=C1C1CC1
On1cc(Cl)cc1C1CC1
false
CC1CC(C)C(C2CC2)C1
c1c[nH]c(C2CC2)c1
157.6
38.6015
2.2562
2
1
18
25.16
C=CC1=NNS(=O)(=O)C1=O
C=CC1=NNS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
O=C1C=NNS1(=O)=O
160.154
34.6945
-1.012
4
1
14
75.6
C1C=CC=C1C1=NSN=N1
C1=CCC(c2nnsn2)=C1
false
C1CCC(C2CCCC2)C1
C1=CCC(c2nnsn2)=C1
151.194
39.438
1.2764
4
0
15
38.67
CCN1SC(=O)C(C=C)=C1
C=Cc1cn(CC)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
155.222
44.344
1.5727
3
0
19
22
OC1CNCS(=O)(=O)C1=C
C=C1C(O)CNCS1(=O)=O
false
CC1CCCC(C)(C)C1C
C=C1CCNCS1(=O)=O
163.198
36.9363
-1.1635
4
2
19
66.4
CN(N)C(=O)C1=CSC=N1
CN(N)C(=O)c1cscn1
false
CC(C)C(C)C1CCCC1
c1cscn1
157.198
38.3949
0.0888
4
1
17
59.22
ClC1=CC=CN(C=C)C1=N
C=Cn1cccc(Cl)c1=N
false
CCC1CCCC(C)C1C
N=c1cccc[nH]1
154.6
41.6837
1.72147
2
1
17
28.78
CC12NC(CS1(=O)=O)C2=O
CC12NC(CS1(=O)=O)C2=O
true
CC1C2CC(C)(C)C1(C)C2
O=C1C2CS(=O)(=O)C1N2
161.182
34.1225
-1.3281
4
1
17
63.24
CCN1CC1CS(C)(=O)=O
CCN1CC1CS(C)(=O)=O
true
CCC1CC1CC(C)(C)C
C1CN1
163.242
40.7458
-0.2649
3
0
23
37.15
CC(N)(CN)C1=CC=CS1
CC(N)(CN)c1cccs1
false
CCC(C)(C)C1CCCC1
c1ccsc1
156.254
44.9128
0.8807
3
2
22
52.04
C=C1C=CC2CC2S1(=O)=O
C=C1C=CC2CC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
C=C1C=CC2CC2S1(=O)=O
156.206
39.0948
0.8732
2
0
18
34.14
NS(=O)(=O)C1CCC(=N)N1
N=C1CCC(S(N)(=O)=O)N1
false
CC1CCC(C(C)(C)C)C1
N=C1CCCN1
163.202
36.9916
-1.03833
3
3
19
96.04
ON=CC1=CN=CC(Cl)=C1
ON=Cc1cncc(Cl)c1
false
CCCC1CCCC(C)C1
c1ccncc1
156.572
38.6275
1.5431
3
1
15
45.48
COC1C=CC2=NSN=C12
COC1C=Cc2nsnc21
false
CCC1CCC2CCCC12
C1=Cc2nsnc2C1
154.194
38.693
1.2524
4
0
16
35.01
CC1=NC(CC=NO)=CS1
Cc1nc(CC=NO)cs1
false
CCCCC1CCC(C)C1
c1cscn1
156.21
40.8335
1.45402
4
1
18
45.48
CC=C1C(=N)N=CS1(=O)=O
CC=C1C(=N)N=CS1(=O)=O
true
CCC1C(C)CCC1(C)C
C=C1C(=N)N=CS1(=O)=O
158.182
38.8955
0.32417
3
1
16
70.35
O=C1CC2=C(CN1)SN=C2
O=C1Cc2cnsc2CN1
false
CC1CCC2CCCC2C1
O=C1Cc2cnsc2CN1
154.194
37.6647
0.3154
3
1
16
41.99
CNCCC1=CNSC1=O
CNCCc1c[nH]sc1=O
false
CCCCC1CCCC1C
O=c1cc[nH]s1
158.226
42.5704
0.1983
3
2
20
44.89
O=CC#CC1CS(=O)(=O)C1
O=CC#CC1CS(=O)(=O)C1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCC1
158.178
35.9838
-0.7667
3
0
16
51.21
OC1C=CC(=N)NS1(=O)=O
N=C1C=CC(O)S(=O)(=O)N1
false
CC1CCC(C)C(C)(C)C1
N=C1C=CCS(=O)(=O)N1
162.17
34.929
-1.22873
4
3
16
90.25
CC1CN1C(=N)S(N)(=O)=O
CC1CN1C(=N)S(N)(=O)=O
true
CC1CC1C(C)C(C)(C)C
C1CN1
163.202
37.0019
-1.08623
3
2
19
87.02
CN(C)C1=CSC=C1C#C
C#Cc1cscc1N(C)C
false
CCC1CCCC1C(C)C
c1ccsc1
151.234
46.581
1.7954
2
0
19
3.24
CS(=O)(=O)OC1CC1CN
CS(=O)(=O)OC1CC1CN
true
CCC1CC1CC(C)(C)C
C1CC1
165.214
36.8782
-0.6902
4
1
21
69.39
CC1=C(SN=N1)C1CCO1
Cc1nnsc1C1CCO1
false
CC1CCCC1C1CCC1
c1nnsc1C1CCO1
156.21
37.956
1.30792
4
0
18
35.01
CC(CN1CC1)NC(N)=S
CC(CN1CC1)NC(N)=S
true
CC(C)CC(C)CC1CC1
C1CN1
159.258
45.8231
-0.4763
2
2
23
41.06
NC1C2CN2C2=C1C=NS2
NC1c2cnsc2N2CC12
false
CC1C2CCCC2C2CC12
c1nsc2c1CC1CN21
153.21
40.1764
0.3451
4
1
17
41.92
OC(=O)C#CC1=CSC=C1
O=C(O)C#Cc1ccsc1
false
CC(C)CCC1CCCC1
c1ccsc1
152.174
38.8328
1.1842
2
1
14
37.3
CC1C2NC2S(=O)(=O)C1C
CC1C2NC2S(=O)(=O)C1C
true
CC1C2CC2C(C)(C)C1C
O=S1(=O)CCC2NC21
161.226
38.2575
-0.2627
3
1
21
56.08
OCC1=CC2=C(NN=N2)S1
OCc1cc2nn[nH]c2s1
false
CCC1CC2CCCC2C1
c1cc2nn[nH]c2s1
155.182
37.6885
0.5117
4
2
15
61.8
CC(CO)C1=CSN=C1N
CC(CO)c1csnc1N
false
CCC(C)C1CCCC1C
c1cnsc1
158.226
42.0272
0.8211
4
2
20
59.14
CC(N)=CS(=O)(=O)C1CO1
CC(N)=CS(=O)(=O)C1CO1
true
CC(C)CC(C)(C)C1CC1
C1CO1
163.198
36.6042
-0.4225
4
1
19
72.69
CCC1NC(=S)N(N)C=C1
CCC1C=CN(N)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
157.242
44.9791
0.3425
2
2
21
41.29
CCCC1=C(C=C)C=CS1
C=Cc1ccsc1CCC
false
CCCC1CCCC1CC
c1ccsc1
152.262
48.405
3.3436
1
0
22
0
NCC1=C2CNC2=C(N)S1
NCc1sc(N)c2c1CN2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
155.226
43.9495
0.7145
4
3
19
64.07
ON1SN=C2CCCN=C12
ON1SN=C2CCCN=C21
false
CC1CCC2CCCCC12
C1CN=C2NSN=C2C1
157.198
40.1875
0.8877
5
1
17
48.19
CC1=CC(Cl)=CC=C1NN
Cc1cc(Cl)ccc1NN
false
CCC1CCC(C)CC1C
c1ccccc1
156.616
43.9991
1.93402
2
2
19
38.05
CC1=C2NC(=N)OC2=NS1
Cc1snc2oc(=N)[nH]c12
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2csnc2o1
155.182
36.8284
1.00529
4
2
15
65.67
CC1CNC2=C(N1)C=CS2
CC1CNc2sccc2N1
false
CC1CCC2CCCC2C1
c1cc2c(s1)NCCN2
154.238
45.8934
1.974
3
2
20
24.06
C1C2CC1C1=C(O2)SC=N1
c1nc2c(s1)OC1CC2C1
false
C1CC2CC3CC(C3)C2C1
c1nc2c(s1)OC1CC2C1
153.206
38.505
1.7815
3
0
17
22.12
CCC1=C(Cl)C(N)=C(C)N1
CCc1[nH]c(C)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
158.632
44.3301
2.12112
1
2
21
41.81
CC1=CC2=CSN=C2N=N1
Cc1cc2csnc2nn1
false
CC1CCC2CCCC2C1
c1cc2csnc2nn1
151.194
39.947
1.39472
4
0
15
38.67
O=CN1CCC2=C1C=NS2
O=CN1CCc2sncc21
false
CCC1CCC2CCCC12
c1nsc2c1NCC2
154.194
39.228
0.662
3
0
16
33.2
CCCC(=C)N(C)C(N)=S
C=C(CCC)N(C)C(N)=S
false
CCCC(C)C(C)C(C)C
158.27
48.5964
1.4756
1
1
24
29.26
CC(C)C(C)C1=CSC=C1
CC(C)C(C)c1ccsc1
false
CC(C)C(C)C1CCCC1
c1ccsc1
154.278
47.572
3.5076
1
0
24
0
CCC1=C(Cl)C(=O)N(N)N1
CCc1[nH]n(N)c(=O)c1Cl
false
CCC1CC(C)C(C)C1C
O=c1cc[nH][nH]1
161.592
39.5911
0.106
3
2
18
63.81
CC1=C(NC=O)C=C(O)S1
Cc1sc(O)cc1NC=O
false
CCCC1CC(C)CC1C
c1ccsc1
157.194
40.4075
1.33042
3
2
17
49.33
O=S(=O)(C#N)C1=CC=CC1
N#CS(=O)(=O)C1=CC=CC1
false
CCC(C)(C)C1CCCC1
C1=CCC=C1
155.178
36.3728
0.72608
3
0
15
57.93
CCOC1=C(C)SN=C1C
CCOc1c(C)nsc1C
false
CCCC1C(C)CCC1C
c1cnsc1
157.238
42.757
2.15864
3
0
21
22.12
O=CC1=CSC2=C1SC=N2
O=Cc1csc2ncsc12
false
CCC1CCC2CCCC12
c1nc2sccc2s1
169.23
42.8845
2.1703
4
0
13
29.96
ON(C1CC1)C(=S)NN=C
C=NNC(=S)N(O)C1CC1
false
CCCC(C)C(C)C1CC1
C1CC1
159.214
41.9302
0.3301
3
2
19
47.86
CC#CC1NC1S(N)(=O)=O
CC#CC1NC1S(N)(=O)=O
true
CCCC1CC1C(C)(C)C
C1CN1
160.198
37.2689
-1.4039
3
2
18
82.1
CC1CC11NC(=S)NC1=N
CC1CC12NC(=S)NC2=N
false
CC1CC(C)C2(C1)CC2C
N=C1NC(=S)NC12CC2
155.226
43.1081
0.21997
2
3
19
47.91
COC1CN(C1)S(C)(=O)=O
COC1CN(S(C)(=O)=O)C1
false
CCC1CC(C(C)(C)C)C1
C1CNC1
165.214
37.2138
-0.7234
3
0
21
46.61
CC1OCC2CC2S1(=O)=O
CC1OCC2CC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)COCC2CC21
162.21
36.2288
0.1659
3
0
20
43.37
CC1C(C=O)=CCS1(=O)=O
CC1C(C=O)=CCS1(=O)=O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CC1
160.194
37.3958
-0.0714
3
0
18
51.21
NS(=O)(=O)COCC1CN1
NS(=O)(=O)COCC1CN1
true
CC(C)(C)CCCC1CC1
C1CN1
166.202
35.7169
-1.7792
4
2
20
91.33
CN=CNS(=O)(=O)N(C)C
CN=CNS(=O)(=O)N(C)C
true
CCCCC(C)(C)C(C)C
165.218
40.1585
-0.9595
3
1
21
61.77
CC1=C(OC=C1)S(O)(=O)=O
Cc1ccoc1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
c1ccoc1
162.166
33.2596
0.83472
3
1
16
67.51
COC1=C(SC(=N)N1)C=C
C=Cc1sc(=N)[nH]c1OC
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
156.21
41.1674
1.20727
3
2
18
48.87
NC1=NC2=C(NCCC2)S1
Nc1nc2c(s1)NCCC2
false
CC1CC2CCCCC2C1
c1nc2c(s1)NCCC2
155.226
43.3371
1.0834
4
2
19
50.94
ClC1=CN(C=N)C(=O)C=C1
N=Cn1cc(Cl)ccc1=O
false
CCC1CC(C)CCC1C
O=c1cccc[nH]1
156.572
39.8937
0.95687
3
1
15
45.85
CC(=O)C1=CNS(=O)(=O)C1
CC(=O)C1=CNS(=O)(=O)C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CC=CN1
161.182
35.6865
-0.6077
3
1
17
63.24
CCC=C1CCOS1(=O)=O
CCC=C1CCOS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1CCOS1(=O)=O
162.21
37.8628
1.0304
3
0
20
43.37
C1CNC(C1)C1=NN=CS1
c1nnc(C2CCCN2)s1
false
C1CCC(C2CCCC2)C1
c1nnc(C2CCCN2)s1
155.226
39.8867
0.9626
4
1
19
37.81
CC(=C)S(=O)(=O)C(C)(C)O
C=C(C)S(=O)(=O)C(C)(C)O
false
CC(C)C(C)(C)C(C)(C)C
164.226
40.0316
0.6632
3
1
22
54.37
CC1=C2C(NN=C2N)=CS1
Cc1scc2[nH]nc(N)c12
false
CC1CCC2CCC(C)C12
c1n[nH]c2cscc12
153.21
43.1201
1.51502
3
2
17
54.7
NN1C(=O)SC2=C1NCC2
Nn1c2c(sc1=O)CCN2
false
CC1CC2CCCC2C1C
O=c1[nH]c2c(s1)CCN2
157.198
40.9231
-0.4084
5
2
17
60.05
NN1C=C(Cl)C(O)=CC1=N
N=c1cc(O)c(Cl)cn1N
false
CC1CC(C)C(C)CC1C
N=c1cccc[nH]1
159.576
37.1119
0.04037
4
3
16
75.03
C=C(CC#C)C1=CSN=N1
C#CCC(=C)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
150.206
42.393
1.5746
3
0
16
25.78
CC1=CC2=CC(Cl)=CN2N1
Cc1cc2cc(Cl)cn2[nH]1
false
CC1CC2CC(C)CC2C1
c1cc2cc[nH]n2c1
154.6
41.4947
2.22922
1
1
17
20.2