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
NCCCNC1=NC=CS1
NCCCNc1nccs1
false
CCCCCC1CCCC1
c1cscn1
157.242
44.2751
0.9038
4
2
21
50.94
COCC1=CNSC1=NC
CN=c1s[nH]cc1COC
false
CCCC1CCCC1CC
N=c1cc[nH]s1
158.226
40.8697
0.7531
3
1
20
37.38
CC1CN1C1=NC(=O)NS1
CC1CN1c1nc(=O)[nH]s1
false
CC1CCC(C2CC2C)C1
O=c1nc(N2CC2)s[nH]1
157.198
39.5427
0.0399
4
1
17
48.76
NC1=NNC(OC=C)=C1Cl
C=COc1[nH]nc(N)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
159.576
38.8351
1.1676
3
2
16
63.93
O=S1(=O)CCC(C1)C1CC1
O=S1(=O)CCC(C2CC2)C1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CCC(C2CC2)C1
160.238
39.4848
0.8311
2
0
22
34.14
NC1=CC(Cl)=CC(=N)N1O
N=c1cc(Cl)cc(N)n1O
false
CC1CC(C)C(C)C(C)C1
N=c1cccc[nH]1
159.576
36.8936
0.44047
4
3
16
75.03
CC1CS(=O)(=O)OCC1=O
CC1CS(=O)(=O)OCC1=O
true
CC1CCC(C)(C)CC1C
O=C1CCS(=O)(=O)OC1
164.182
33.9098
-0.4484
4
0
18
60.44
COCCNC(=S)N1CC1
COCCNC(=S)N1CC1
true
CCCCCC(C)C1CC1
C1CN1
160.242
44.0497
-0.1771
2
1
22
24.27
C=CC1=CSC2=C1ON=C2
C=Cc1csc2cnoc12
false
CCC1CCC2CCCC12
c1cc2oncc2s1
151.19
41.977
2.5323
3
0
15
26.03
O=S1(=O)CC(O1)C#CC#N
N#CC#CC1CS(=O)(=O)O1
false
CCCCC1CC(C)(C)C1
O=S1(=O)CCO1
157.15
32.0488
-0.75802
4
0
13
67.16
NC(=S)N1C=C(C=C)C=N1
C=Cc1cnn(C(N)=S)c1
false
CCC1CCC(C(C)C)C1
c1cn[nH]c1
153.21
44.5014
0.6178
3
1
17
43.84
CC1C2CC1S(=O)(=O)C2=C
C=C1C2CC(C2C)S1(=O)=O
false
CC1C2CC1C(C)(C)C2C
C=C1C2CC(C2)S1(=O)=O
158.222
39.1188
0.9531
2
0
20
34.14
CC1=CN(CC=O)C=C1Cl
Cc1cn(CC=O)cc1Cl
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
157.6
40.243
1.64882
2
0
18
22
CC1=CN=C(S1)C(O)C=O
Cc1cnc(C(O)C=O)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.194
37.8748
0.68382
4
1
17
50.19
N#CC=COC1=NSC=C1
N#CC=COc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
152.178
37.495
1.55918
4
0
14
45.91
CNC1=NSN=C1CC=C
C=CCc1nsnc1NC
false
CCCC1CCCC1CC
c1cnsn1
155.226
43.3567
1.3083
4
1
19
37.81
ClC1=C2COCC(N2)=C1Cl
Clc1c2[nH]c(c1Cl)COC2
false
CC1C2CCCC(C2)C1C
c1cc2[nH]c1COC2
178.018
39.3057
2.3517
1
1
15
25.02
CNCC1=C(N)C(=O)SN1
CNCc1[nH]sc(=O)c1N
false
CCCC1CCC(C)C1C
O=c1cc[nH]s1
159.214
42.1158
-0.262
4
3
19
70.91
N=C(N1CC1)C1=NSC=C1
N=C(c1ccsn1)N1CC1
false
CC(C1CCCC1)C1CC1
N=C(c1ccsn1)N1CC1
153.21
40.5157
0.78407
3
1
17
39.75
CNC1C(O)C(C)S1(=O)=O
CNC1C(O)C(C)S1(=O)=O
true
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCC1
165.214
37.2363
-1.2903
4
2
21
66.4
CC1ONS(=O)(=O)C1(C)C
CC1ONS(=O)(=O)C1(C)C
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CCON1
165.214
36.6815
0.0181
3
1
21
55.4
CC1=C(N)COCS1(=O)=O
CC1=C(N)COCS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=S1(=O)C=CCOC1
163.198
36.6262
-0.4209
4
1
19
69.39
CC1(CC=CC1)S(N)(=O)=O
CC1(S(N)(=O)=O)CC=CC1
false
CC(C)(C)C1(C)CCCC1
C1=CCCC1
161.226
39.8862
0.3836
2
1
21
60.16
CC#CS(=O)(=O)N(O)C=N
CC#CS(=O)(=O)N(O)C=N
true
CCCC(C)(C)C(C)CC
162.17
34.779
-0.40473
4
2
16
81.46
[O-][N+](=O)C1=C2COC2=CS1
O=[N+]([O-])c1scc2c1CO2
false
CC(C)C1CCC2CCC21
c1scc2c1CO2
157.15
35.3054
1.5487
4
0
13
52.37
CS(=O)(=O)CC(=N)N1CC1
CS(=O)(=O)CC(=N)N1CC1
true
CC(CC(C)(C)C)C1CC1
C1CN1
162.214
39.0105
-0.67613
3
1
20
61
CC=C(C#N)C1=CC=CS1
CC=C(C#N)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
149.218
43.583
2.67498
2
0
17
23.79
CC1NCC(=C)NS1(=O)=O
C=C1CNC(C)S(=O)(=O)N1
false
CC1CCC(C)C(C)(C)C1
C=C1CNCS(=O)(=O)N1
162.214
38.6602
-0.6313
3
2
20
58.2
CC(=C)C(C)(N)S(N)(=O)=O
C=C(C)C(C)(N)S(N)(=O)=O
false
CC(C)C(C)(C)C(C)(C)C
164.23
40.5136
-0.4741
3
2
22
86.18
CC=C1CC2=C(C1)N=NS2
CC=C1Cc2nnsc2C1
false
CCC1CC2CCCC2C1
C=C1Cc2nnsc2C1
152.222
41.074
1.583
3
0
18
25.78
CC(=C)C1=CSN=C1NN
C=C(C)c1csnc1NN
false
CCC1CCCC1C(C)C
c1cnsc1
155.226
44.6321
1.4618
4
2
19
50.94
CC1(CN1)C1=CNC(=O)S1
CC1(c2c[nH]c(=O)s2)CN1
false
CC1CCC(C2(C)CC2)C1
O=c1[nH]cc(C2CN2)s1
156.21
40.2944
0.2548
3
2
18
54.8
[O-][N+](=O)C1=C(SC=N1)C=O
O=Cc1scnc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1cscn1
158.138
34.1559
0.8638
5
0
12
73.1
CCC(NC(=S)NC)C#N
CCC(C#N)NC(=S)NC
false
CCC(C)CC(CC)CC
157.242
44.4854
0.38248
2
2
21
47.85
CC1=CC(C)(O)CS1(=O)=O
CC1=CC(C)(O)CS1(=O)=O
true
CC1CC(C)(C)CC1(C)C
O=S1(=O)C=CCC1
162.21
38.1676
0.0696
3
1
20
54.37
CCC(=O)C1=CC=C(N)S1
CCC(=O)c1ccc(N)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
155.222
43.3529
1.923
3
1
19
43.09
OCC1=CS(=O)(=O)OC1=C
C=C1OS(=O)(=O)C=C1CO
false
CCC1CC(C)(C)CC1C
C=C1C=CS(=O)(=O)O1
162.166
34.3136
-0.2637
4
1
16
63.6
OCC1CS(=O)(=O)C2OC12
O=S1(=O)CC(CO)C2OC21
false
CCC1CC(C)(C)C2CC12
O=S1(=O)CCC2OC21
164.182
33.0236
-1.2518
4
1
18
66.9
CC(N)C1=NNS(=O)(=O)C1
CC(N)C1=NNS(=O)(=O)C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CC=NN1
163.202
38.0069
-1.3774
4
2
19
84.55
CC1(CS(O)(=O)=O)CC1O
CC1(CS(=O)(=O)O)CC1O
false
CC1CC1(C)CC(C)(C)C
C1CC1
166.198
35.1464
-0.3549
3
2
20
74.6
C1C=CCN2N=CSC2=N1
C1=CCN2N=CSC2=NC1
false
C1CCC2CCCC2CC1
C1=CCN2N=CSC2=NC1
153.21
44.231
0.9043
4
0
17
27.96
CCNC(=S)N1CC1C#N
CCNC(=S)N1CC1C#N
true
CCCC(C)C1CC1CC
C1CN1
155.226
42.3817
0.08858
2
1
19
38.83
CCC(O)CNC(=S)NN
CCC(O)CNC(=S)NN
true
CCC(C)CCC(C)CC
163.246
44.2216
-0.9049
3
4
23
70.31
C=CC1=CS(=O)(=O)NC1=O
C=CC1=CS(=O)(=O)NC1=O
true
CCC1CC(C)(C)CC1C
O=C1C=CS(=O)(=O)N1
159.166
35.3425
-0.4841
3
1
15
63.24
O=C1NC(=CS1)N1CCC1
O=c1[nH]c(N2CCC2)cs1
false
CC1CCC(C2CCC2)C1
O=c1[nH]c(N2CCC2)cs1
156.21
41.7697
0.6465
3
1
18
36.1
O=S1(=O)COC=CC=CO1
O=S1(=O)COC=CC=CO1
true
CC1(C)CCCCCCC1
O=S1(=O)COC=CC=CO1
162.166
34.2368
0.3479
4
0
16
52.6
OC1=CSC(=N)N1CC=C
C=CCn1c(O)csc1=N
false
CCCC1C(C)CCC1C
N=c1[nH]ccs1
156.21
40.0255
0.92067
4
2
18
49.01
OS(=O)(=O)CC1(CC1)C#N
N#CC1(CS(=O)(=O)O)CC1
false
CCC1(CC(C)(C)C)CC1
C1CC1
161.182
33.6956
0.17798
3
1
17
78.16
C=C1C=CC=COS1(=O)=O
C=C1C=CC=COS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1C=CC=COS1(=O)=O
158.178
37.4248
0.93
3
0
16
43.37
CN(CC(=C)CN)C(N)=S
C=C(CN)CN(C)C(N)=S
false
CCC(C)CC(C)C(C)C
159.258
47.6098
-0.3233
2
2
23
55.28
CC1C=CCC2=NSN=C12
CC1C=CCc2nsnc21
false
CC1CCCC2CCCC12
C1=CCc2nsnc2C1
152.222
41.168
1.7539
3
0
18
25.78
CC1CN(CC#N)C(=S)N1
CC1CN(CC#N)C(=S)N1
true
CCCC1CC(C)CC1C
S=C1NCCN1
155.226
42.3817
0.08858
2
1
19
39.06
COCC1=C(Cl)C(C)=CS1
COCc1scc(C)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
176.668
44.779
2.85632
2
0
19
9.23
CN1C(C=O)C1S(N)(=O)=O
CN1C(C=O)C1S(N)(=O)=O
true
CCC1C(C)C1C(C)(C)C
C1CN1
164.186
34.5102
-1.8861
4
1
18
80.24
CN1C=C(SC1=N)C1CN1
Cn1cc(C2CN2)sc1=N
false
CC1CC(C2CC2)CC1C
N=c1[nH]cc(C2CN2)s1
155.226
39.8884
0.21037
4
2
19
50.72
CC1CCNS(=O)(=O)CN1
CC1CCNS(=O)(=O)CN1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CNCCCN1
164.23
39.0042
-0.7549
3
2
22
58.2
CN1CC(=C)C2=NSN=C12
C=C1CN(C)c2nsnc21
false
CC1CC(C)C2CCCC12
C=C1CNc2nsnc21
153.21
42.213
1.0011
4
0
17
29.02
ONC1=C(O)C=CC=C1Cl
ONc1c(O)cccc1Cl
false
CCC1C(C)CCCC1C
c1ccccc1
159.572
38.526
1.8467
3
3
16
52.49
CC(C=O)S(=O)(=O)C1CO1
CC(C=O)S(=O)(=O)C1CO1
true
CCC(C)C(C)(C)C1CC1
C1CO1
164.182
34.1858
-0.6551
4
0
18
63.74
CC(C)ON1C=CSC1=O
CC(C)On1ccsc1=O
false
CC(C)CC1CCCC1C
O=c1[nH]ccs1
159.21
40.295
0.7468
4
0
19
31.23
CC1=CSC(N)=C1C(N)=N
Cc1csc(N)c1C(=N)N
false
CC(C)C1C(C)CCC1C
c1ccsc1
155.226
44.4845
0.92279
3
3
19
75.89
CC1(CN)C=COS1(=O)=O
CC1(CN)C=COS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CC=CO1
163.198
36.6042
-0.4225
4
1
19
69.39
ClC1=CN2C=CC(=C)C2=C1
C=c1ccn2cc(Cl)cc12
false
CC1CC2CCC(C)C2C1
C=c1ccn2cccc12
151.596
43.147
1.7219
1
0
16
4.41
NC1=C(Cl)C(CC=O)=CO1
Nc1occ(CC=O)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
159.572
37.8984
1.2566
3
1
16
56.23
CC1=C(C=CO)C(Cl)=CN1
Cc1[nH]cc(Cl)c1C=CO
false
CCCC1C(C)CCC1C
c1cc[nH]c1
157.6
42.2025
2.50522
1
2
18
36.02
CNC(=N)C1=C(N)SC=C1
CNC(=N)c1ccsc1N
false
CCC(C)C1CCCC1C
c1ccsc1
155.226
44.6198
0.87507
3
3
19
61.9
CNC(CN)=CS(O)(=O)=O
CNC(=CS(=O)(=O)O)CN
false
CCC(CC)CC(C)(C)C
166.202
37.7457
-1.1063
4
3
20
92.42
COCC1C=CNS1(=O)=O
COCC1C=CNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CC=CN1
163.198
36.8595
-0.5519
3
1
19
55.4
O=S1(=O)CCC2CC=CN12
O=S1(=O)CCC2CC=CN21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2CC=CN21
159.21
37.7878
0.3079
2
0
19
37.38
CC1=C(N)SC(=C1)[N+]([O-])=O
Cc1cc([N+](=O)[O-])sc1N
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
158.182
40.1228
1.54692
4
1
16
69.16
CNS(=O)(=O)NCCC#N
CNS(=O)(=O)NCCC#N
true
CCCCCC(C)(C)CC
163.202
36.2122
-1.04612
3
2
19
81.99
NC1=CC(=O)N2SC=CN12
Nc1cc(=O)n2sccn12
false
CC1CC(C)C2CCCC12
O=c1ccn2ccsn12
155.182
39.4054
0.0427
5
1
15
51.91
CC1=CC=C2C=C(O)SN12
Cc1ccc2cc(O)sn12
false
CC1CC2CCC(C)C2C1
c1cc2ccsn2c1
153.206
41.6758
2.01482
3
1
17
24.64
CCC1=C(CNC)SN=N1
CCc1nnsc1CNC
false
CCCC1CCCC1CC
c1csnn1
157.242
42.0507
0.8199
4
1
21
37.81
COC=NN=C1NC=CS1
COC=NN=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
157.198
39.7337
0.5666
4
1
17
49.74
CC1=CC(OS1(=O)=O)=NN
CC1=CC(=NN)OS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
N=C1C=CS(=O)(=O)O1
162.17
35.3842
-0.4776
5
1
16
81.75
ClC1=C2N=CC(=C)N2N=C1
C=c1cnc2c(Cl)cnn12
false
CC1CCC2C(C)CCC12
C=c1cnc2ccnn12
153.572
38.737
0.5119
3
0
14
30.19
C=C1CC(=O)C2=C1SC=N2
C=C1CC(=O)c2ncsc21
false
CC1CC(C)C2CCCC12
C=C1CC(=O)c2ncsc21
151.19
40.0955
1.7427
3
0
15
29.96
O1C=CC=C1C1=CSN=N1
c1coc(-c2csnn2)c1
false
C1CCC(C2CCCC2)C1
c1coc(-c2csnn2)c1
152.178
37.611
1.7981
4
0
14
38.92
CC1=CC(Cl)=C(O)C(Cl)=C1
Cc1cc(Cl)c(O)c(Cl)c1
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
177.03
42.8638
3.00742
1
1
16
20.23
CNS(=O)(=O)C1=CNN=C1
CNS(=O)(=O)c1cn[nH]c1
false
CCC(C)(C)C1CCCC1
c1cn[nH]c1
161.186
34.8332
-0.6822
3
2
17
74.85
CC1C2CC1OS(=O)(=O)O2
CC1C2CC1OS(=O)(=O)O2
true
CC1C2CC1CC(C)(C)C2
O=S1(=O)OC2CC(C2)O1
164.182
32.4468
0.055
4
0
18
52.6
CC1CN(C1CN)C(N)=S
CC1CN(C(N)=S)C1CN
false
CCC1C(C)CC1C(C)C
C1CNC1
159.258
45.4978
-0.491
2
2
23
55.28
O=S1(=O)CC=CC11CCC1
O=S1(=O)CC=CC12CCC2
false
CC1(C)CCCC12CCC2
O=S1(=O)CC=CC12CCC2
158.222
39.5088
0.8937
2
0
20
34.14
O1C=C(C=N1)C1=NSN=C1
c1nocc1-c1cnsn1
false
C1CCC(C2CCCC2)C1
c1nocc1-c1cnsn1
153.166
35.406
1.1931
5
0
13
51.81
CC(C)(C)OC1=NSN=C1
CC(C)(C)Oc1cnsn1
false
CC(C)(C)CC1CCCC1
c1cnsn1
158.226
40.29
1.7154
4
0
20
35.01
O=C1NC2CC1CS2(=O)=O
O=C1NC2CC1CS2(=O)=O
true
CC1CC2CC1CC2(C)C
O=C1NC2CC1CS2(=O)=O
161.182
33.8245
-1.123
3
1
17
63.24
CCNCS(=O)(=O)CC#C
C#CCS(=O)(=O)CNCC
false
CCCCC(C)(C)CCC
161.226
41.1635
-0.3986
3
1
21
46.17
OC1CC2=NSC=C2C1=O
O=C1c2csnc2CC1O
false
CC1CC2CCCC2C1C
O=C1CCc2nscc21
155.178
36.1553
0.2428
4
1
15
50.19
O=C1NC(=S)N2CC=CC12
O=C1NC(=S)N2CC=CC12
true
CC1CC(C)C2CCCC12
O=C1NC(=S)N2CC=CC12
154.194
40.3747
-0.3585
2
1
16
32.34
CN(C)C1=NN=C(S1)C=O
CN(C)c1nnc(C=O)s1
false
CCC1CCC(C(C)C)C1
c1nncs1
157.198
39.6235
0.4166
5
0
17
46.09
CNC1CC=C(C)S1(=O)=O
CNC1CC=C(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CCC1
161.226
40.1415
0.2542
3
1
21
46.17
NN=CCC1=C(Cl)C=CS1
NN=CCc1sccc1Cl
false
CCCCC1CCCC1C
c1ccsc1
174.656
45.7124
1.8885
3
1
17
38.38
CC1(ON=CS1(=O)=O)C#C
C#CC1(C)ON=CS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)C=NOC1
159.166
35.7348
-0.2759
4
0
15
55.73
CC1=C(OC(N)=N)N=CS1
Cc1scnc1OC(=N)N
false
CC(C)CC1CCCC1C
c1cscn1
157.198
39.3931
0.72379
4
2
17
71.99
CCC1=C(C)SC=C1C#N
CCc1c(C#N)csc1C
false
CCC1CCC(C)C1CC
c1ccsc1
151.234
43.149
2.4906
2
0
19
23.79
C=CC(=C)C1=NC(=O)NS1
C=CC(=C)c1nc(=O)[nH]s1
false
CCC(C)C1CCC(C)C1
O=c1ncs[nH]1
154.194
41.9657
1.0306
3
1
16
45.75
CCC1=C(CC=C)C=NS1
C=CCc1cnsc1CC
false
CCCC1CCCC1CC
c1cnsc1
153.25
45.393
2.434
2
0
21
12.89
CC1=CN=C(COC=C)S1
C=COCc1ncc(C)s1
false
CCCCC1CCC(C)C1
c1cscn1
155.222
41.837
2.11162
3
0
19
22.12
CC1OCC1NS(C)(=O)=O
CC1OCC1NS(C)(=O)=O
true
CC1CCC1CC(C)(C)C
C1COC1
165.214
37.1815
-0.6771
3
1
21
55.4