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
CN1C(CN)C(O)S1(=O)=O
CN1C(CN)C(O)S1(=O)=O
true
CCC1C(C)C(C)(C)C1C
O=S1(=O)CCN1
166.202
35.532
-2.0927
4
2
20
83.63
CC1=C(CO)SC(O)=C1N
Cc1c(CO)sc(O)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.21
41.056
0.83662
4
3
19
66.48
CC1NC1C1=CSC(N)=C1
CC1NC1c1csc(N)c1
false
CC1CCC(C2CC2C)C1
c1cc(C2CN2)cs1
154.238
44.0701
1.3631
3
2
20
47.96
CC(=O)OC1=C(N)C=CS1
CC(=O)Oc1sccc1N
false
CC(C)CC1CCCC1C
c1ccsc1
157.194
40.0404
1.2556
4
1
17
52.32
C=C(OC=O)C1=CSC=C1
C=C(OC=O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
154.19
40.502
1.8918
3
0
16
26.3
C=C1CS(=O)(=O)OCC=C1
C=C1C=CCOS(=O)(=O)C1
false
CC1CCCCC(C)(C)C1
C=C1C=CCOS(=O)(=O)C1
160.194
38.0188
0.4588
3
0
18
43.37
NN=C1C=C(Cl)C=CC=N1
NN=c1cc(Cl)cccn1
false
CCC1CCCCC(C)C1
N=c1cccccn1
155.588
38.9974
0.5094
3
1
16
51.27
COCC(=C)NS(N)(=O)=O
C=C(COC)NS(N)(=O)=O
false
CCCC(C)CC(C)(C)C
166.202
37.2589
-1.0604
3
2
20
81.42
CC1CC(N)CN1C(N)=S
CC1CC(N)CN1C(N)=S
true
CC1CC(C)C(C(C)C)C1
C1CCNC1
159.258
45.5458
-0.3485
2
2
23
55.28
COC1=CN=C(CC=C)S1
C=CCc1ncc(OC)s1
false
CCCC1CCC(CC)C1
c1cscn1
155.222
42.567
1.8802
3
0
19
22.12
CS(=O)(=O)N1CC=CCO1
CS(=O)(=O)N1CC=CCO1
true
CC(C)(C)C1CCCCC1
C1=CCONC1
163.198
36.6418
-0.2506
3
0
19
46.61
CC1C2C1(O)CNS2(=O)=O
CC1C2C1(O)CNS2(=O)=O
true
CC1C2C(C)(C)CCC12C
O=S1(=O)NCC2CC21
163.198
34.8243
-1.3312
3
2
19
66.4
OCC1=CC(=C)S(=O)(=O)N1
C=C1C=C(CO)NS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1C=CNS1(=O)=O
161.182
36.3643
-0.6907
3
2
17
66.4
NC1(CC1)S(=O)(=O)OC=C
C=COS(=O)(=O)C1(N)CC1
false
CCCC(C)(C)C1(C)CC1
C1CC1
163.198
36.3542
-0.0749
4
1
19
69.39
CC(C#N)C1=CNSC1=N
CC(C#N)c1c[nH]sc1=N
false
CCC(C)C1CCCC1C
N=c1cc[nH]s1
153.21
38.5524
1.18275
3
2
17
63.43
CC1CC1(C#C)S(O)(=O)=O
C#CC1(S(=O)(=O)O)CC1C
false
CCC1(C(C)(C)C)CC1C
C1CC1
160.194
36.8936
0.286
2
1
18
54.37
O=C1CNC2=C(C1)N=NS2
O=C1CNc2snnc2C1
false
CC1CCC2CCCC2C1
O=C1CNc2snnc2C1
155.182
37.1097
0.0752
5
1
15
54.88
OC1=C(C=CS1)C(=C)C#N
C=C(C#N)c1ccsc1O
false
CCC(C)C1CCCC1C
c1ccsc1
151.19
40.6308
1.99048
3
1
15
44.02
CN(C)CC1=CC(=O)SN1
CN(C)Cc1cc(=O)s[nH]1
false
CC(C)CC1CCC(C)C1
O=c1cc[nH]s1
158.226
42.3307
0.498
3
1
20
36.1
CC1=C(CN)C(Cl)=C(O)S1
Cc1sc(O)c(Cl)c1CN
false
CCC1C(C)CC(C)C1C
c1ccsc1
177.656
43.6222
1.87422
3
2
18
46.25
O1C=CC=C1C1=NSN=C1
c1coc(-c2cnsn2)c1
false
C1CCC(C2CCCC2)C1
c1coc(-c2cnsn2)c1
152.178
37.611
1.7981
4
0
14
38.92
C=C(C1CN1)C1=NSC=N1
C=C(c1ncsn1)C1CN1
false
CC(C1CCCC1)C1CC1
C=C(c1ncsn1)C1CN1
153.21
40.7337
0.5231
4
1
17
47.72
CC1NCCS(=O)(=O)C=C1
CC1C=CS(=O)(=O)CCN1
false
CC1CCCC(C)(C)CC1
O=S1(=O)C=CCNCC1
161.226
40.3915
-0.0934
3
1
21
46.17
C#CCCCC1=CSN=C1
C#CCCCc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
151.234
43.885
2.099
2
0
19
12.89
CCC(=O)C1=CNC(=O)S1
CCC(=O)c1c[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
157.194
39.5612
1.0291
3
1
17
49.93
C=NN1C=CC2=C1SN=C2
C=Nn1ccc2cnsc21
false
CCC1CCC2CCCC12
c1cc2cnsc2[nH]1
151.194
42.557
1.5615
4
0
15
30.18
C=C1CC2CN2NS1(=O)=O
C=C1CC2CN2NS1(=O)=O
true
CC1CC2CC2CC1(C)C
C=C1CC2CN2NS1(=O)=O
160.198
36.3065
-0.5776
3
1
18
49.18
CC(=N)N(O)C1=NC=CS1
CC(=N)N(O)c1nccs1
false
CC(C)C(C)C1CCCC1
c1cscn1
157.198
39.7802
1.33587
4
2
17
60.21
NC1=C2CC=COC2=CS1
Nc1scc2c1CC=CO2
false
CC1CCC2CCCCC12
C1=COc2cscc2C1
153.206
42.2034
1.7789
3
1
17
35.25
ClC1=C2C=CNN2OC1=N
N=c1on2[nH]ccc2c1Cl
false
CC1CC2CCCC2C1C
N=c1cc2cc[nH]n2o1
157.56
34.8784
0.99327
3
2
14
57.19
COC1=CCC2=CSN=C12
COC1=CCc2csnc21
false
CCC1CCC2CCCC12
C1=Cc2nscc2C1
153.206
40.804
1.6865
3
0
17
22.12
O=C1C2CC1S(=O)(=O)C=C2
O=C1C2C=CS(=O)(=O)C1C2
false
CC1C2CCC(C)(C)C1C2
O=C1C2C=CS(=O)(=O)C1C2
158.178
34.9618
-0.1139
3
0
16
51.21
O=C1COC2=C(C1)C=NS2
O=C1COc2sncc2C1
false
CC1CCC2CCCC2C1
O=C1COc2sncc2C1
155.178
36.32
0.6471
4
0
15
39.19
CC1C=CN=CNS1(=O)=O
CC1C=CN=CNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CC=CN=CN1
160.198
39.1495
-0.1501
3
1
18
58.53
CC1=CN(O)S(=O)(=O)CC1
CC1=CN(O)S(=O)(=O)CC1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CCC=CN1
163.198
35.7863
0.3149
3
1
19
57.61
CC1=C(C)N(NC1)C(N)=S
CC1=C(C)N(C(N)=S)NC1
false
CC(C)C1CCC(C)C1C
C1=CNNC1
157.242
45.0011
0.3441
2
2
21
41.29
CC1(CN1C(=S)NN)C#C
C#CC1(C)CN1C(=S)NN
false
CCC(C)C1CC1(C)CC
C1CN1
155.226
43.8651
-0.5579
2
2
19
41.06
C=C1CCCONS1(=O)=O
C=C1CCCONS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1CCCONS1(=O)=O
163.198
36.3815
0.1449
3
1
19
55.4
NCC1=C(SC(N)=C1)C=C
C=Cc1sc(N)cc1CN
false
CCC1CC(C)CC1CC
c1ccsc1
154.238
46.7138
1.432
3
2
20
52.04
CC(C#N)C1=C(O)C=CS1
CC(C#N)c1sccc1O
false
CCC(C)C1CCCC1C
c1ccsc1
153.206
40.0118
2.08078
3
1
17
44.02
CCC(=O)NNS(C)(=O)=O
CCC(=O)NNS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
166.202
36.4132
-1.0232
3
2
20
75.27
NN=C1SNC=C1C=CO
NN=c1s[nH]cc1C=CO
false
CCCC1CCCC1CC
N=c1cc[nH]s1
157.198
40.0829
0.3793
4
3
17
74.4
NC1=CN=C(S1)N1CCC1
Nc1cnc(N2CCC2)s1
false
CC1CCC(C2CCC2)C1
c1csc(N2CCC2)n1
155.226
43.3564
0.9354
4
1
19
42.15
CN(C1CC1)C(=S)NN=C
C=NNC(=S)N(C)C1CC1
false
CCCC(C)C(C)C1CC1
C1CC1
157.242
46.0677
0.5707
2
1
21
27.63
OC1=CC(C=NN=C)=NS1
C=NN=Cc1cc(O)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
155.182
40.9218
0.8832
5
1
15
57.84
COC1=NN=C(CC#C)S1
C#CCc1nnc(OC)s1
false
CCCC1CCC(CC)C1
c1nncs1
154.194
38.998
0.7224
4
0
16
35.01
NC(=S)N1CCOC=CC1
NC(=S)N1CC=COCC1
false
CC(C)C1CCCCCC1
C1=COCCNC1
158.226
43.4504
0.0759
2
1
20
38.49
N#CC1C=CC2=C1C=NS2
N#CC1C=Cc2sncc21
false
CCC1CCC2CCCC12
C1=Cc2sncc2C1
148.19
39.502
1.77708
3
0
14
36.68
CCS(=O)(=O)CC1COC1
CCS(=O)(=O)CC1COC1
true
CCC(C)(C)CC1CCC1
C1COC1
164.226
38.6368
0.0675
3
0
22
43.37
CCN(C(N)=S)C(=O)CN
CCN(C(=O)CN)C(N)=S
false
CCC(C)C(CC)C(C)C
161.23
43.2268
-0.9628
3
2
21
72.35
CNS(=O)(=O)C(=O)C=CN
CNS(=O)(=O)C(=O)C=CN
true
CCCC(C)C(C)(C)CC
164.186
36.3139
-1.4654
4
2
18
89.26
CC(N)C1=C(O)C=C(O)S1
CC(N)c1sc(O)cc1O
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
159.21
40.251
1.179
4
3
19
66.48
NC1=NC(CO)=NC=C1Cl
Nc1nc(CO)ncc1Cl
false
CCC1CCC(C)C(C)C1
c1cncnc1
159.576
37.3772
0.2045
4
2
16
72.03
CC1=C(O)C2=C(OC=C2)S1
Cc1sc2occc2c1O
false
CC1CC2CCCC2C1C
c1cc2ccsc2o1
154.19
40.4928
2.50832
3
1
16
33.37
NCC(N)CC1=NC=CS1
NCC(N)Cc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
157.242
42.8478
-0.0284
4
2
21
64.93
C=C1CCC2=NC(=O)SN12
C=C1CCc2nc(=O)sn21
false
CC1CC2CCC(C)C2C1
C=C1CCc2nc(=O)sn21
154.194
40.025
0.7217
4
0
16
34.89
CCC1(CC1C)S(C)(=O)=O
CCC1(S(C)(=O)=O)CC1C
false
CCC1(C(C)(C)C)CC1C
C1CC1
162.254
41.6468
1.2196
2
0
24
34.14
CC(=C)C1=C2NCC2=NS1
C=C(C)c1snc2c1NC2
false
CC(C)C1CCC2CCC21
c1snc2c1NC2
152.222
44.1487
2.1017
3
1
18
24.92
CC=C1CS(=O)(=O)C(C)O1
CC=C1CS(=O)(=O)C(C)O1
true
CCC1CC(C)C(C)(C)C1
C=C1CS(=O)(=O)CO1
162.21
38.0908
0.6812
3
0
20
43.37
NC(=S)N1C2COC(=C)C12
C=C1OCC2C1N2C(N)=S
false
CC(C)C1C2CCC(C)C21
C=C1OCC2NC12
156.21
41.2924
-0.1733
2
1
18
38.26
CN1NCC(C=O)S1(=O)=O
CN1NCC(C=O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CCNN1
164.186
34.5375
-1.6663
4
1
18
66.48
CCC1=CSC(=NN)N1C
CCc1csc(=NN)n1C
false
CCC1CCC(CC)C1C
N=c1[nH]ccs1
157.242
42.4184
0.4234
4
1
21
43.31
ClC1=C(SC(=C1)C#C)C=C
C#Cc1cc(Cl)c(C=C)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
168.648
47.355
3.0258
1
0
15
0
CNC(=S)NNCC1CO1
CNC(=S)NNCC1CO1
true
CCC(C)CCCC1CC1
C1CO1
161.23
42.5361
-1.0163
3
3
21
48.62
COC(=C)CC1=NSN=N1
C=C(Cc1nnsn1)OC
false
CCC(C)CC1CCCC1
c1nnsn1
157.198
37.557
0.6357
5
0
17
47.9
C=CNC=NC1=CSC=C1
C=CNC=Nc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
152.222
45.8037
2.141
2
1
18
24.39
CC(N)CNC(=S)NC=O
CC(N)CNC(=S)NC=O
true
CCCC(C)CCC(C)C
161.23
43.4498
-1.0459
3
3
21
67.15
O=S1(=O)CC2CC1C=CO2
O=S1(=O)CC2CC1C=CO2
true
CC1(C)CC2CCCC1C2
O=S1(=O)CC2CC1C=CO2
160.194
36.2048
0.086
3
0
18
43.37
NC(=S)N1CC2OC2C1=N
N=C1C2OC2CN1C(N)=S
false
CC(C)C1CC2CC2C1C
N=C1NCC2OC12
157.198
39.8791
-0.70973
3
2
17
65.64
NC(=S)N1N=CC2CC1C2
NC(=S)N1N=CC2CC1C2
true
CC(C)C1CCC2CC1C2
C1=NNC2CC1C2
155.226
43.6284
0.31
2
1
19
41.62
C=CC1OS(=O)(=O)C1C#N
C=CC1OS(=O)(=O)C1C#N
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCO1
159.166
33.3908
-0.20682
4
0
15
67.16
CCC(=O)N(C)NC(N)=S
CCC(=O)N(C)NC(N)=S
true
CCC(C)C(C)CC(C)C
161.23
42.9821
-0.397
2
2
21
58.36
C=C1CC=NNS(=O)(=O)C1
C=C1CC=NNS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
C=C1CC=NNS(=O)(=O)C1
160.198
39.1715
-0.1485
3
1
18
58.53
CC(C)(C)OC1=CN=CS1
CC(C)(C)Oc1cncs1
false
CC(C)(C)CC1CCCC1
c1cscn1
157.238
42.495
2.3204
3
0
21
22.12
NC1=CC(=CS1)C(O)C=O
Nc1cc(C(O)C=O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.194
39.7552
0.5626
4
2
17
63.32
CC(C)N=C1SN(O)C=N1
CC(C)N=c1ncn(O)s1
false
CC(C)CC1CCC(C)C1
N=c1nc[nH]s1
159.214
37.9875
0.491
5
1
19
50.41
CC1OCS(=O)(=O)C1C=O
CC1OCS(=O)(=O)C1C=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCOC1
164.182
34.1858
-0.6551
4
0
18
60.44
N=C1SNC2=C1C1NC1C2
N=c1s[nH]c2c1C1NC1C2
false
CC1CCC2CC3CC3C12
N=c1s[nH]c2c1C1NC1C2
153.21
37.8931
0.12467
3
3
17
61.58
COC1=C2CNNC2=NS1
COc1snc2c1CNN2
false
CCC1CCC2CCCC12
c1snc2c1CNN2
157.198
39.1284
0.5818
5
2
17
46.18
CN(CCO)S(=O)(=O)CN
CN(CCO)S(=O)(=O)CN
true
CCCC(C)C(C)(C)CC
168.218
37.69
-1.8435
4
2
22
83.63
NC1CON2C=C(Cl)C=C12
NC1COn2cc(Cl)cc21
false
CC1CC2CCC(C)C2C1
c1cc2n(c1)OCC2
158.588
37.8174
0.5835
3
1
17
40.18
CC1CN=C2C=CSN2C1
CC1CN=C2C=CSN2C1
true
CC1CCC2CCCC2C1
C1=CC2=NCCCN2S1
154.238
44.903
1.5121
3
0
20
15.6
C=C1CS(=O)(=O)C2COC12
C=C1CS(=O)(=O)C2COC12
true
CC1CC(C)(C)C2CCC12
C=C1CS(=O)(=O)C2COC12
160.194
36.4548
-0.2616
3
0
18
43.37
CC1=CC=C2SC(=O)SN12
Cc1ccc2sc(=O)sn12
false
CC1CC2CCC(C)C2C1
O=c1sc2cccn2s1
171.246
44.158
1.73092
4
0
15
21.48
CC1(CCNS1(=O)=O)C#N
CC1(C#N)CCNS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCCN1
160.198
35.5575
-0.40822
3
1
18
69.96
CCC1=NSC(O)=C1CC
CCc1nsc(O)c1CC
false
CCC1CCC(C)C1CC
c1cnsc1
157.238
42.5348
1.9735
3
1
21
33.12
NS(=O)(=O)C1CC2CC1N2
NS(=O)(=O)C1CC2CC1N2
true
CC(C)(C)C1CC2CC1C2
C1CC2CC1N2
162.214
36.8409
-1.2223
3
2
20
72.19
COC1=C2C=NNC2=NS1
COc1snc2[nH]ncc12
false
CCC1CCC2CCCC12
c1n[nH]c2nscc12
155.182
38.3177
1.028
4
1
15
50.8
CS(=O)(=O)CCC(O)CO
CS(=O)(=O)CCC(O)CO
true
CCC(C)CCC(C)(C)C
168.214
37.4204
-1.2257
4
2
22
74.6
O=S1(=O)C=CC2=C1SC=C2
O=S1(=O)C=Cc2ccsc21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Cc2ccsc21
172.23
40.5388
1.5061
3
0
14
34.14
CCC1=C(CC=C)SN=N1
C=CCc1snnc1CC
false
CCCC1CCCC1CC
c1csnn1
154.238
43.188
1.829
3
0
20
25.78
CC(O)C(=C)C1=NSN=N1
C=C(c1nnsn1)C(C)O
false
CC(C)C(C)C1CCCC1
c1nnsn1
157.198
38.4188
0.3271
5
1
17
58.9
CC1NC(=S)N(O)CC=C1
CC1C=CCN(O)C(=S)N1
false
CC1CCCC(C)C(C)C1
S=C1NCC=CCN1
158.226
42.8282
0.5104
2
2
20
35.5
N=C(NC1=CSC=N1)C#C
C#CC(=N)Nc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
151.194
42.2964
1.16547
3
2
15
48.77
C=C1CNC2=C1SC(=O)N2
C=C1CNc2[nH]c(=O)sc21
false
CC1CC2CCC(C)C2C1
C=C1CNc2[nH]c(=O)sc21
154.194
42.4634
0.8751
3
2
16
44.89
CC(C)NC1=CNC(=N)S1
CC(C)Nc1c[nH]c(=N)s1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
157.242
43.2831
1.37597
3
3
21
51.67
C=C1C2CNC1S(=O)(=O)N2
C=C1C2CNC1S(=O)(=O)N2
true
CC1C2CCC1C(C)(C)C2
C=C1C2CNC1S(=O)(=O)N2
160.198
36.7742
-1.2265
3
2
18
58.2
COC(=CS(N)(=O)=O)C#C
C#CC(=CS(N)(=O)=O)OC
false
CCC(CC)CC(C)(C)C
161.182
37.0322
-0.6041
3
1
17
69.39
N#CC1=C2SC=NN2C=C1
N#Cc1ccn2ncsc12
false
CCC1CCC2CCCC12
c1cc2scnn2c1
149.178
37.784
1.26748
4
0
13
41.09
OCS(=O)(=O)C1CC1C#N
N#CC1CC1S(=O)(=O)CO
false
CCC1CC1C(C)(C)CC
C1CC1
161.182
33.5136
-0.73692
4
1
17
78.16