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
O=S1(=O)CC2CCC1CN2
O=S1(=O)CC2CCC1CN2
true
CC1(C)CC2CCC1CC2
O=S1(=O)CC2CCC1CN2
161.226
38.5995
-0.4646
3
1
21
46.17
NC1=CC=C(S1)C(O)C=O
Nc1ccc(C(O)C=O)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.194
39.7552
0.5626
4
2
17
63.32
O1C=CC2=C(C=CS2)N=C1
C1=Cc2sccc2N=CO1
false
C1CCC2CCCC2CC1
C1=Cc2sccc2N=CO1
151.19
42.59
2.4088
3
0
15
21.59
NS(=O)(=O)C1(CNC1)C=O
NS(=O)(=O)C1(C=O)CNC1
false
CCC1(C(C)(C)C)CCC1
C1CNC1
164.186
34.7719
-2.1842
4
2
18
89.26
CC1C(=C)C=NOS1(=O)=O
C=C1C=NOS(=O)(=O)C1C
false
CC1CCCC(C)(C)C1C
C=C1C=NOS(=O)(=O)C1
161.182
37.0988
0.2769
4
0
17
55.73
C=CC1=NC=C(CC#N)S1
C=Cc1ncc(CC#N)s1
false
CCCC1CCC(CC)C1
c1cscn1
150.206
41.522
1.85218
3
0
16
36.68
C=CNC(=N)C1=CSC=N1
C=CNC(=N)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
153.21
42.2754
1.20157
3
2
17
48.77
NN1C2CC2N(C=C)C1=S
C=CN1C(=S)N(N)C2CC21
false
CCC1C(C)C(C)C2CC12
S=C1NC2CC2N1
155.226
42.8534
0.047
2
1
19
32.5
S=C1NC=C2CC=CC2N1
S=C1NC=C2CC=CC2N1
true
CC1CCC2CCCC2C1
S=C1NC=C2CC=CC2N1
152.222
44.4974
0.6765
1
2
18
24.06
CC(C#C)C1=C(C)SC=C1
C#CC(C)c1ccsc1C
false
CCC(C)C1CCCC1C
c1ccsc1
150.246
46.304
2.79322
1
0
20
0
C#CCC=CC1=NN=CS1
C#CCC=Cc1nncs1
false
CCCCCC1CCCC1
c1nncs1
150.206
42.393
1.5746
3
0
16
25.78
ClC1=CC=C2CNCC2=C1
Clc1ccc2c(c1)CNC2
false
CC1CCC2CCCC2C1
c1ccc2c(c1)CNC2
153.612
41.9957
1.9432
1
1
18
12.03
CC1CN2NC=C(Cl)C2=N1
CC1CN2NC=C(Cl)C2=N1
true
CC1CC2CCC(C)C2C1
C1=CC2=NCCN2N1
157.604
40.6747
0.6874
3
1
18
27.63
N=C1SC=C2CCC(=O)N12
N=c1scc2n1C(=O)CC2
false
CC1CCC2CCC(C)C12
N=c1scc2n1C(=O)CC2
154.194
37.1112
0.61547
4
1
16
45.85
COC1CNS(=O)(=O)C=C1
COC1C=CS(=O)(=O)NC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCCN1
163.198
36.8595
-0.5519
3
1
19
55.4
CC1CC1(C)N(C)C(N)=S
CC1CC1(C)N(C)C(N)=S
true
CC(C)C(C)C1(C)CC1C
C1CC1
158.27
46.7344
0.9603
1
1
24
29.26
CCC1NC(=O)NS1(=O)=O
CCC1NC(=O)NS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=C1NCS(=O)(=O)N1
164.186
34.6662
-0.6349
3
2
18
75.27
CC#CC1=C(C)C=C(O)S1
CC#Cc1sc(O)cc1C
false
CCCC1CC(C)CC1C
c1ccsc1
152.218
43.2728
2.13352
2
1
18
20.23
ClC1=CSN=C1NCC=C
C=CCNc1nscc1Cl
false
CCCCC1CCCC1C
c1cnsc1
174.656
45.8107
2.3944
3
1
17
24.92
CC1=C(Cl)C(=O)C=C(N)N1
Cc1[nH]c(N)cc(=O)c1Cl
false
CC1CC(C)C(C)C(C)C1
O=c1cc[nH]cc1
158.588
41.2221
0.91892
2
2
17
58.88
S=C1NOCC(N1)C1CC1
S=C1NOCC(C2CC2)N1
false
CC1CCCC(C2CC2)C1
S=C1NOCC(C2CC2)N1
158.226
41.3334
0.1743
2
2
20
33.29
CC1=C(N)C2=C(SC=N2)S1
Cc1sc2scnc2c1N
false
CC1CC2CCCC2C1C
c1cc2ncsc2s1
170.262
46.6464
2.24842
4
1
16
38.91
CS(=O)(=O)CCC(O)C=O
CS(=O)(=O)CCC(O)C=O
true
CCC(C)CCC(C)(C)C
166.198
36.3986
-1.0191
4
1
20
71.44
CNC1=CN=C(OC=C)S1
C=COc1ncc(NC)s1
false
CCCC1CCC(CC)C1
c1cscn1
156.21
42.4857
1.7071
4
1
18
34.15
CN1C(=S)NCC=C1C#C
C#CC1=CCNC(=S)N1C
false
CCC1CCCC(C)C1C
S=C1NC=CCN1
152.222
45.2797
0.3234
1
1
18
15.27
O=S1(=O)NN=C2OCC=C12
O=S1(=O)NN=C2OCC=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)NN=C2OCC=C21
160.154
33.5255
-0.853
4
1
14
67.76
COC1=CC(C)=C(S1)C#N
COc1cc(C)c(C#N)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
153.206
40.323
1.9368
3
0
17
33.02
CC(C)=C(CN)NC(N)=S
CC(C)=C(CN)NC(N)=S
true
CCC(CC(C)C)C(C)C
159.258
47.3495
0.0722
2
3
23
64.07
NC(=S)NCC1=CN=CO1
NC(=S)NCc1cnco1
false
CC(C)CCC1CCCC1
c1cocn1
157.198
40.1281
0.0078
3
2
17
64.08
CC(O)C1=CSC(C=C)=C1
C=Cc1cc(C(C)O)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
154.234
45.0438
2.4444
2
1
20
20.23
OC1=CC2=CSN=C2N=N1
Oc1cc2csnc2nn1
false
CC1CCC2CCCC2C1
c1cc2csnc2nn1
153.166
36.8748
0.7919
5
1
13
58.9
NC(=S)NN1CC(C1)C#N
N#CC1CN(NC(N)=S)C1
false
CCC1CC(CC(C)C)C1
C1CNC1
156.214
40.5971
-0.81002
3
2
18
65.08
CCC1C(C)ONS1(=O)=O
CCC1C(C)ONS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCON1
165.214
36.6815
0.0181
3
1
21
55.4
O=S1(=O)C=COCC11CN1
O=S1(=O)C=COCC12CN2
false
CC1(C)CCCCC12CC2
O=S1(=O)C=COCC12CN2
161.182
34.7455
-0.7979
4
1
17
65.31
OCC1=CC(Cl)=CC=C1Cl
OCc1cc(Cl)ccc1Cl
false
CCC1CC(C)CCC1C
c1ccccc1
177.03
42.3848
2.4857
1
1
16
20.23
CN(CC1=NC=CS1)C=N
CN(C=N)Cc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
155.226
42.3647
1.18197
3
1
19
39.98
NCCC1=CC(CN)=NS1
NCCc1cc(CN)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
157.242
42.7638
0.103
4
2
21
64.93
ON=CC1=CCS(=O)(=O)C1
O=S1(=O)CC=C(C=NO)C1
false
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CC1
161.182
37.0153
-0.1988
4
1
17
66.73
NC1=CC(C=C)=C(S1)C#N
C=Cc1cc(N)sc1C#N
false
CCC1CC(C)CC1CC
c1ccsc1
150.206
43.5374
1.84498
3
1
16
49.81
NC(CO)C1=CSC(O)=C1
NC(CO)c1csc(O)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
159.21
39.998
0.4458
4
3
19
66.48
CC1(C)C2CC1S(=O)(=O)N2
CC1(C)C2CC1S(=O)(=O)N2
true
CC1(C)CC2CC1C2(C)C
O=S1(=O)NC2CC1C2
161.226
38.0295
0.0865
2
1
21
46.17
CC1(CN)COS(=O)(=O)N1
CC1(CN)COS(=O)(=O)N1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)NCCO1
166.202
35.4669
-1.4316
4
2
20
81.42
CN1C(=N)SN=C1[N+]([O-])=O
Cn1c([N+](=O)[O-])nsc1=N
false
CC(C)C1CCC(C)C1C
N=c1[nH]cns1
160.158
33.5941
-0.13073
6
1
14
84.81
ONS(=O)(=O)C#CCC=C
C=CCC#CS(=O)(=O)NO
false
CCCCCC(C)(C)CC
161.182
36.432
-0.168
3
2
17
66.4
ClC1=CNSC1=NN1CC1
Clc1c[nH]sc1=NN1CC1
false
CC1CCCC1CC1CC1
c1cc(=NN2CC2)s[nH]1
175.644
40.8157
0.8609
3
1
16
31.16
CC1=CSC(ON=C)=C1Cl
C=NOc1scc(C)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
175.64
44.243
2.70432
3
0
16
21.59
CC1=C(CC#N)SC(O)=C1
Cc1cc(O)sc1CC#N
false
CCCC1CC(C)CC1C
c1ccsc1
153.206
40.0378
1.8282
3
1
17
44.02
NCC=CC1=C(O)SC=N1
NCC=Cc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
156.21
41.8672
0.8206
4
2
18
59.14
CC1=CC(Cl)=CC(N)=C1O
Cc1cc(Cl)cc(N)c1O
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
157.6
42.2662
1.93622
2
2
18
46.25
CCC(C)C(C)S(N)(=O)=O
CCC(C)C(C)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
165.258
42.0242
0.7095
2
1
25
60.16
CC12OC1CCCS2(=O)=O
CC12OC1CCCS2(=O)=O
true
CC1(C)CCCC2CC21C
O=S1(=O)CCCC2OC21
162.21
36.2988
0.31
3
0
20
46.67
CC1=C(Cl)C(C=CO1)=NN
Cc1occc(=NN)c1Cl
false
CCC1CCCC(C)C1C
N=c1ccocc1
158.588
38.2054
1.01582
3
1
17
51.52
CC(CO)N1CCS1(=O)=O
CC(CO)N1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
165.214
37.0406
-0.9874
3
1
21
57.61
C=CC1=CC2CC2S1(=O)=O
C=CC1=CC2CC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)C=CC2CC21
156.206
39.0948
0.8732
2
0
18
34.14
CN=C1CC(=O)S(=O)(=O)N1
CN=C1CC(=O)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
N=C1CC(=O)S(=O)(=O)N1
162.17
35.0385
-1.1356
4
1
16
75.6
COCCCC1=NC=CS1
COCCCc1nccs1
false
CCCCCC1CCCC1
c1cscn1
157.238
42.311
1.7221
3
0
21
22.12
C1CC2=C(SC=N2)C2OC12
c1nc2c(s1)C1OC1CC2
false
C1CC2CCC3CC3C2C1
c1nc2c(s1)C1OC1CC2
153.206
38.049
1.5292
3
0
17
25.42
CC#CCOS(=O)(=O)C#N
CC#CCOS(=O)(=O)C#N
true
CCCCCC(C)(C)CC
159.166
33.9348
-0.16282
4
0
15
67.16
C1CC2CC1C1=CSC=C21
c1scc2c1C1CCC2C1
false
C1CC2C3CCC(C3)C2C1
c1scc2c1C1CCC2C1
150.246
43.652
3.1128
1
0
20
0
NCCC(=C)CS(N)(=O)=O
C=C(CCN)CS(N)(=O)=O
false
CCCC(C)CC(C)(C)C
164.23
40.7856
-0.8201
3
2
22
86.18
CC1CC2=C(O1)SC=C2N
CC1Cc2c(N)csc2O1
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)OCC2
155.222
42.5254
1.6537
3
1
19
35.25
CNCCC1=CSC(C)=C1
CNCCc1csc(C)c1
false
CCCCC1CCC(C)C1
c1ccsc1
155.266
46.6867
1.81842
2
1
23
12.03
COS(=O)(=O)C(O)C=CC
CC=CC(O)S(=O)(=O)OC
false
CCCC(C)C(C)(C)CC
166.198
36.7496
-0.1429
4
1
20
63.6
CC1C2CC2ON1C(N)=S
CC1C2CC2ON1C(N)=S
true
CC(C)C1CC2CC2C1C
C1NOC2CC12
158.226
41.0664
0.2542
2
1
20
38.49
O=CC1=CC2OC1S2(=O)=O
O=CC1=CC2OC1S2(=O)=O
true
CCC1CC2CC1C2(C)C
O=S1(=O)C2C=CC1O2
160.15
31.7278
-0.7775
4
0
14
60.44
CNC(=S)N(C)NCC#C
C#CCNN(C)C(=S)NC
false
CCCCC(C)C(C)CC
157.242
46.2564
-0.4397
2
2
21
27.3
CC1=C2CCCOC2=NS1
Cc1snc2c1CCCO2
false
CC1CCC2CCCCC12
c1snc2c1CCCO2
155.222
40.667
1.77652
3
0
19
22.12
OCC1=CC(=N)NS1(=O)=O
N=C1C=C(CO)S(=O)(=O)N1
false
CCC1CC(C)CC1(C)C
N=C1C=CS(=O)(=O)N1
162.17
34.951
-1.22713
4
3
16
90.25
ClC1=COC2=C1CC1CN21
Clc1coc2c1CC1CN21
false
CC1CCC2C1CC1CC12
c1cc2c(o1)N1CC1C2
155.584
38.556
1.6777
2
0
16
16.15
CCC1=C(C=NN)N=CS1
CCc1scnc1C=NN
false
CCCC1CCCC1CC
c1cscn1
155.226
43.2734
0.9981
4
1
19
51.27
C=C(C#C)S(=O)(=O)CC#N
C#CC(=C)S(=O)(=O)CC#N
false
CCCC(C)(C)C(C)CC
155.178
37.3728
0.07168
3
0
15
57.93
CC1=COC2=C(C)SN=C12
Cc1coc2c(C)snc12
false
CC1CCC2C(C)CCC12
c1cc2nscc2o1
153.206
41.36
2.50614
3
0
17
26.03
CC(N)C(C)(C)S(N)(=O)=O
CC(N)C(C)(C)S(N)(=O)=O
true
CC(C)C(C)(C)C(C)(C)C
166.246
40.8356
-0.5993
3
2
24
86.18
CCC1CC1NS(N)(=O)=O
CCC1CC1NS(N)(=O)=O
true
CCC1CC1CC(C)(C)C
C1CC1
164.23
38.4289
-0.422
2
2
22
72.19
NCC#CC1=CSN=C1N
NCC#Cc1csnc1N
false
CCCCC1CCCC1C
c1cnsc1
153.21
42.4588
0.0355
4
2
17
64.93
CC(CO)NS(=O)(=O)C#C
C#CS(=O)(=O)NC(C)CO
false
CCC(C)CC(C)(C)CC
163.198
37.4363
-1.1227
3
2
19
66.4
CC1=CC(Cl)=C(CC#N)O1
Cc1cc(Cl)c(CC#N)o1
false
CCCC1CC(C)CC1C
c1ccoc1
155.584
37.772
2.3075
2
0
16
36.93
CNS(=O)(=O)N(C=C)C=N
C=CN(C=N)S(=O)(=O)NC
false
CCC(CC)C(C)(C)CC
163.202
38.7992
-0.49683
3
2
19
73.26
CC1=CC=NC(=O)C(Cl)=C1
Cc1ccnc(=O)c(Cl)c1
false
CC1CCCC(C)C(C)C1
O=c1cccccn1
155.584
40.254
1.40362
2
0
16
29.96
CNC(=S)NC1=CC=CS1
CNC(=S)Nc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
172.278
49.5994
1.6643
2
2
18
24.06
NC1=CC2=C(S1)C(Cl)=CO2
Nc1cc2occ(Cl)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2sccc2o1
173.624
43.5134
2.7299
3
1
14
39.16
CCNC(C)=CS(O)(=O)=O
CCNC(C)=CS(=O)(=O)O
false
CCCC(C)CC(C)(C)C
165.214
38.9823
0.345
3
2
21
66.4
CC1CN(C1)C1=NSN=C1
CC1CN(c2cnsn2)C1
false
CC1CC(C2CCCC2)C1
c1nsnc1N1CCC1
155.226
41.286
0.9942
4
0
19
29.02
N=C1SC(=O)N2CCCN12
N=c1sc(=O)n2n1CCC2
false
CC1CC(C)C2CCCC12
N=c1sc(=O)n2n1CCC2
157.198
37.0407
-0.40553
5
1
17
50.78
O=C1OC=CC2=NSC=C12
O=c1occc2nscc12
false
CC1CCCC2CCCC12
O=c1occc2nscc12
153.162
38.156
1.2495
4
0
13
43.1
CCCN(OCC)C(N)=S
CCCN(OCC)C(N)=S
true
CCCC(CCC)C(C)C
162.258
45.4084
0.8935
2
1
24
38.49
O=CC(C#C)C1=NSN=N1
C#CC(C=O)c1nnsn1
false
CCC(CC)C1CCCC1
c1nnsn1
153.166
35.342
-0.1512
5
0
13
55.74
O=S1(=O)C2NC3CC2OC13
O=S1(=O)C2NC3CC2OC31
false
CC1(C)C2CC3CC2CC31
O=S1(=O)C2NC3CC2OC31
161.182
32.9095
-1.1723
4
1
17
55.4
CC1=CC(Cl)=C(C#C)N1N
C#Cc1c(Cl)cc(C)n1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
154.6
42.2644
1.14502
2
1
17
30.95
CC(=O)C1=CC=NC=C1Cl
CC(=O)c1ccncc1Cl
false
CC(C)C1CCCCC1C
c1ccncc1
155.584
39.2515
1.9376
2
0
16
29.96
CC(CN)OS(=O)(=O)C=C
C=CS(=O)(=O)OC(C)CN
false
CCC(C)CC(C)(C)CC
165.214
38.7182
-0.1765
4
1
21
69.39
CC1=CC(Cl)=C(O1)C(N)=C
C=C(N)c1oc(C)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1ccoc1
157.6
41.6764
2.17082
2
1
18
39.16
CS(=O)(=O)NC(CN)CN
CS(=O)(=O)NC(CN)CN
true
CCC(CC)CC(C)(C)C
167.234
39.8763
-2.1784
4
3
23
98.21
O=S1(=O)OC2=CCC=C2O1
O=S1(=O)OC2=CCC=C2O1
true
CC1(C)CC2CCCC2C1
O=S1(=O)OC2=CCC=C2O1
160.15
31.8728
0.4495
4
0
14
52.6
CC(C)=C(C)S(=O)(=O)C=O
CC(C)=C(C)S(=O)(=O)C=O
true
CCC(C)(C)C(C)C(C)C
162.21
39.7183
0.9052
3
0
20
51.21
NCC#CC1=NC(N)=CS1
NCC#Cc1nc(N)cs1
false
CCCCC1CCC(C)C1
c1cscn1
153.21
42.4588
0.0355
4
2
17
64.93
CC(CO)S(=O)(=O)NC=C
C=CNS(=O)(=O)C(C)CO
false
CCCC(C)(C)C(C)CC
165.214
38.8003
-0.5699
3
2
21
66.4
NC=C1NC(N)=CS1(=O)=O
NC=C1NC(N)=CS1(=O)=O
true
CCC1CC(C)CC1(C)C
C=C1NC=CS1(=O)=O
161.186
36.5963
-1.4804
5
3
17
98.21
CC=C(C)OC1=NSC=N1
CC=C(C)Oc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
156.21
39.968
1.8406
4
0
18
35.01
NN1C2CCOC2S1(=O)=O
NN1C2CCOC2S1(=O)=O
true
CC1C2CCCC2C1(C)C
O=S1(=O)NC2CCOC21
164.186
33.0912
-1.3795
4
1
18
72.63