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
CC1C2C1S(=O)(=O)OC2=C
C=C1OS(=O)(=O)C2C(C)C12
false
CC1CC(C)(C)C2C(C)C12
C=C1OS(=O)(=O)C2CC12
160.194
35.5868
0.4946
3
0
18
43.37
NC1=NC=C(Cl)C(=N1)C#N
N#Cc1nc(N)ncc1Cl
false
CCC1CC(C)CCC1C
c1cncnc1
154.56
36.1694
0.58388
4
1
13
75.59
CC1C2N1C(C)CS2(=O)=O
CC1CS(=O)(=O)C2C(C)N12
false
CC1CC(C)(C)C2C(C)C12
O=S1(=O)CCN2CC21
161.226
38.3378
-0.1665
3
0
21
37.15
CC1(C)C2CN(N)C(=S)N12
CC1(C)C2CN(N)C(=S)N21
false
CC1CC2C(C1C)C2(C)C
S=C1NCC2CN12
157.242
43.1974
-0.0766
2
1
21
32.27
CC#CC1CN(O)C(=S)N1
CC#CC1CN(O)C(=S)N1
true
CCCC1CC(C)C(C)C1
S=C1NCCN1
156.21
41.4642
-0.0424
2
2
18
35.5
COC=C1NS(=O)(=O)N=C1
COC=C1C=NS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
C=C1C=NS(=O)(=O)N1
162.17
35.6395
-0.607
3
1
16
67.76
C=CS(=O)(=O)C1CNC1=O
C=CS(=O)(=O)C1CNC1=O
true
CCC(C)(C)C1CCC1C
O=C1CCN1
161.182
35.9145
-0.9569
3
1
17
63.24
CC1C2OS(=O)(=O)C(=C)C12
C=C1C2C(C)C2OS1(=O)=O
false
CC1C2CC(C)(C)C(C)C12
C=C1C2CC2OS1(=O)=O
160.194
35.5868
0.4946
3
0
18
43.37
NC1=CC2=C(OCCN2)S1
Nc1cc2c(s1)OCCN2
false
CC1CC2CCCCC2C1
c1cc2c(s1)OCCN2
156.21
42.7161
1.1346
4
2
18
47.28
CNC1CC1NS(C)(=O)=O
CNC1CC1NS(C)(=O)=O
true
CCC1CC1CC(C)(C)C
C1CC1
164.23
39.2322
-1.1041
3
2
22
58.2
OCC1=C2C=CSC2=NO1
OCc1onc2sccc12
false
CCC1CCC2CCCC12
c1cc2conc2s1
155.178
37.8088
1.3816
4
1
15
46.26
O=S1(=O)NCC11CCCN1
O=S1(=O)NCC12CCCN2
false
CC1(C)CCC12CCCC2
O=S1(=O)NCC12CCCN2
162.214
36.8902
-1.0009
3
2
20
58.2
CCC1NS(=O)(=O)C1C#N
CCC1NS(=O)(=O)C1C#N
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
160.198
35.5355
-0.40982
3
1
18
69.96
CC1C(NC(N)=S)C1C=C
C=CC1C(C)C1NC(N)=S
false
CCC1C(C)C1CC(C)C
C1CC1
156.254
46.5601
0.6401
1
2
22
38.05
CCC(C)=CC1=CSC=N1
CCC(C)=Cc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
153.25
46.056
2.9564
2
0
21
12.89
O=S(=O)(CCC1CC1)C#C
C#CS(=O)(=O)CCC1CC1
false
CCC(C)(C)CCC1CC1
C1CC1
158.222
39.9608
0.792
2
0
20
34.14
COC(C)C1=CC=C(O)S1
COC(C)c1ccc(O)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
158.222
41.4078
2.1611
3
1
20
29.46
C#CC1=C2CCOC2=NS1
C#Cc1snc2c1CCO2
false
CCC1CCC2CCCC12
c1snc2c1CCO2
151.19
39.248
1.0593
3
0
15
22.12
CC=NN1CC(=O)NC1=S
CC=NN1CC(=O)NC1=S
true
CCCC1CC(C)CC1C
O=C1CNC(=S)N1
157.198
41.6127
-0.2912
3
1
17
44.7
CCC1=NSC(CC=C)=N1
C=CCc1nc(CC)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
154.238
43.188
1.829
3
0
20
25.78
NNC(=S)N(CC#C)C=O
C#CCN(C=O)C(=S)NN
false
CCCC(CC)C(C)CC
157.198
41.5241
-1.1738
3
2
17
58.36
CN1CCS(=O)(=O)C1(C)C
CN1CCS(=O)(=O)C1(C)C
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CCNC1
163.242
40.4958
0.0827
3
0
23
37.38
CCCC1=CSN=C1CO
CCCc1csnc1CO
false
CCCC1CCCC1CC
c1cnsc1
157.238
42.0318
1.5879
3
1
21
33.12
O=CN1CS(=O)(=O)CN=C1
O=CN1C=NCS(=O)(=O)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CN=CNC1
162.17
35.0488
-1.1835
4
0
16
66.81
CNC(C)C1=NC(=O)SN1
CNC(C)c1nc(=O)s[nH]1
false
CCC(C)C1CCC(C)C1
O=c1nc[nH]s1
159.214
40.2094
0.1118
4
2
19
57.78
CS(=O)(=O)N(N)C(=O)C#C
C#CC(=O)N(N)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.17
34.7102
-1.7185
4
1
16
80.47
CC1=C(C=C(S1)C=C)C#N
C=Cc1cc(C#N)c(C)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
149.218
43.862
2.5712
2
0
17
23.79
COC1=CSC(=N1)C1CC1
COc1csc(C2CC2)n1
false
CCC1CCC(C2CC2)C1
c1csc(C2CC2)n1
155.222
40.641
2.0291
3
0
19
22.12
NS(=O)(=O)NCC1CNC1
NS(=O)(=O)NCC1CNC1
true
CC(C)(C)CCC1CCC1
C1CNC1
165.218
37.4696
-2.0011
3
3
21
84.22
CC=CC1=C(O)SC(=O)N1
CC=Cc1[nH]c(=O)sc1O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
157.194
41.3125
1.1751
3
2
17
53.09
CCC=CC1=CC(C)=NS1
CCC=Cc1cc(C)ns1
false
CCCCC1CCC(C)C1
c1cnsc1
153.25
46.176
2.87472
2
0
21
12.89
ClC1=CNC(C#C)=C1C=C
C#Cc1[nH]cc(Cl)c1C=C
false
CCC1CCC(C)C1CC
c1cc[nH]c1
151.596
43.8287
2.2924
0
1
16
15.79
NCCC1=C(CN)C=CS1
NCCc1sccc1CN
false
CCCC1CCCC1CC
c1ccsc1
156.254
44.9688
0.708
3
2
22
52.04
C(NC1=CN=NS1)C1CO1
c1nnsc1NCC1CO1
false
C1CCC(CCC2CC2)C1
c1nnsc1NCC1CO1
157.198
38.1387
0.3488
5
1
17
50.34
NNC(=S)N1CC1C1CC1
NNC(=S)N1CC1C1CC1
true
CCC(C)C1CC1C1CC1
C1CC1C1CN1
157.242
43.1391
-0.1712
2
2
21
41.06
CN1OC2CC2CNC1=S
CN1OC2CC2CNC1=S
true
CC1CCC2CC2CC1C
S=C1NCC2CC2ON1
158.226
41.3437
0.1264
2
1
20
24.5
CC1C(O)CC2=NSC=C12
CC1c2csnc2CC1O
false
CC1CC2CCCC2C1C
c1snc2c1CCC2
155.222
40.2398
1.1636
3
1
19
33.12
CCC(=O)OC1=CSC=C1
CCC(=O)Oc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
156.206
40.245
2.0635
3
0
18
26.3
CC(C)C1=C(N)C(C)=CS1
Cc1csc(C(C)C)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
155.266
47.5574
2.76212
2
1
23
26.02
NC(CC1=CC=CS1)C#C
C#CC(N)Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
151.234
44.8314
1.2511
2
1
19
26.02
NC(=O)C1=CC=C(S1)C=C
C=Cc1ccc(C(N)=O)s1
false
CCC1CCC(C(C)C)C1
c1ccsc1
153.206
42.9279
1.49
2
1
17
43.09
CON=CNC1=CC=CS1
CON=CNc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
156.21
43.4427
1.7497
3
1
18
33.62
CC1C(OCS1(=O)=O)C=C
C=CC1OCS(=O)(=O)C1C
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCOC1
162.21
38.3188
0.332
3
0
20
43.37
CC(CCO)=NNC(N)=S
CC(CCO)=NNC(N)=S
true
CCCC(C)CCC(C)C
161.23
44.7329
-0.4221
3
3
21
70.64
CC(N)C1(CC1)NC(N)=S
CC(N)C1(NC(N)=S)CC1
false
CC(C)CC1(C(C)C)CC1
C1CC1
159.258
45.5355
-0.3006
2
3
23
64.07
NC(=S)N(O)CC=CC=C
C=CC=CCN(O)C(N)=S
false
CCCCCC(C)C(C)C
158.226
44.6149
0.6634
2
2
20
49.49
CN(C)CC(N)S(N)(=O)=O
CN(C)CC(N)S(N)(=O)=O
true
CC(C)CC(C)C(C)(C)C
167.234
39.6366
-1.8787
4
2
23
89.42
ON=CCOC1=CC=CS1
ON=CCOc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
157.194
40.0925
1.5869
4
1
17
41.82
NN1C=CCS(=O)(=O)N=C1
NN1C=CCS(=O)(=O)N=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CC=CNC=N1
161.186
37.4452
-0.9525
4
1
17
75.76
CNC1=CSC2=C1SC=C2
CNc1csc2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccc2s1
169.274
49.2487
3.0045
3
1
17
12.03
CC1=CC2=C(C1)NC(=O)S2
CC1=Cc2sc(=O)[nH]c2C1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2c(s1)C=CC2
153.206
42.2947
1.3958
2
1
17
32.86
CCC1(CS(=O)(=O)N1)C=C
C=CC1(CC)CS(=O)(=O)N1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCN1
161.226
40.1415
0.2542
2
1
21
46.17
COC(C)C1=NC(=N)NS1
COC(C)c1nc(=N)[nH]s1
false
CCC(C)C1CCC(C)C1
N=c1ncs[nH]1
159.214
37.7434
0.65807
4
2
19
61.76
CCN(CCO)C(=S)NN
CCN(CCO)C(=S)NN
true
CCCC(CC)C(C)CC
163.246
44.2539
-0.9512
3
3
23
61.52
OCC1CS(=O)(=O)C1C=O
O=CC1C(CO)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
164.182
34.2146
-1.4092
4
1
18
71.44
CC(C)(N)CCNC(N)=S
CC(C)(N)CCNC(N)=S
true
CC(C)CCCC(C)(C)C
161.274
47.6715
-0.053
2
3
25
64.07
CC1OC=CC(O)S1(=O)=O
CC1OC=CC(O)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CC=COC1
164.182
34.6136
-0.3905
4
1
18
63.6
CN1C2C=CC1(C)S2(=O)=O
CN1C2C=CC1(C)S2(=O)=O
true
CC1C2CCC1(C)C2(C)C
O=S1(=O)C2C=CC1N2
159.21
38.0158
-0.0413
3
0
19
37.38
C=CC(=C)S(=O)(=O)CC#N
C=CC(=C)S(=O)(=O)CC#N
true
CCCC(C)(C)C(C)CC
157.194
38.7368
0.62448
3
0
17
57.93
CC1=CC=NN1C(=S)NO
Cc1ccnn1C(=S)NO
false
CCC(C)C1CCCC1C
c1cn[nH]c1
157.198
39.8822
0.30332
4
2
17
50.08
CCOCCN(N)C(N)=S
CCOCCN(N)C(N)=S
true
CCCCCC(C)C(C)C
163.246
44.1718
-0.5578
3
2
23
64.51
NN1C=C(O)C2=C1SN=C2
Nn1cc(O)c2cnsc21
false
CC1CC(C)C2CCCC12
c1cc2cnsc2[nH]1
155.182
39.4252
0.5172
5
2
15
64.07
C1CC2=C(SN=C2)C=CO1
C1=Cc2sncc2CCO1
false
C1CCC2CCCC2CC1
C1=Cc2sncc2CCO1
153.206
40.804
1.6865
3
0
17
22.12
CC(O)C#CC1=NSN=N1
CC(O)C#Cc1nnsn1
false
CC(C)CCC1CCCC1
c1nnsn1
155.182
36.2628
-0.3346
5
1
15
58.9
O=S1(=O)CC2=C(CC=C2)N1
O=S1(=O)CC2=C(CC=C2)N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2=C(CC=C2)N1
157.194
37.7055
0.1334
2
1
17
46.17
COC(C)C1=C(C)SN=N1
COC(C)c1nnsc1C
false
CCC(C)C1CCCC1C
c1csnn1
158.226
40.07
1.55392
4
0
20
35.01
CC1=C(N)C=C(NC=O)S1
Cc1sc(NC=O)cc1N
false
CCCC1CC(C)C(C)C1
c1ccsc1
156.21
43.1551
1.20702
3
2
18
55.12
OC1=CC(Cl)=CC2=C1CN2
Oc1cc(Cl)cc2c1CN2
false
CC1CC(C)C2CCC2C1
c1ccc2c(c1)CN2
155.584
40.4435
1.9711
2
2
16
32.26
CN=C1SC(C)=NN1C=O
CN=c1sc(C)nn1C=O
false
CCC1CC(C)CC1CC
N=c1[nH]ncs1
157.198
38.4765
-0.17818
5
0
17
47.25
NN=CC#CC1=NSC=C1
NN=CC#Cc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
151.194
41.6714
0.4391
4
1
15
51.27
CCCOC1=NSN=C1N
CCCOc1nsnc1N
false
CCCCC1CCCC1C
c1cnsn1
159.214
40.1074
0.9091
5
1
19
61.03
CC1C2NCS(=O)(=O)C12C
CC1C2NCS(=O)(=O)C12C
true
CC1C2CCC(C)(C)C12C
O=S1(=O)CNC2CC21
161.226
38.2795
-0.2611
3
1
21
46.17
CNC(=S)N1C=CC=C1C
CNC(=S)n1cccc1C
false
CCC(C)C1CCCC1C
c1cc[nH]c1
154.238
46.2247
1.14892
2
1
20
16.96
CCC(C)S(=O)(=O)NNC
CCC(C)S(=O)(=O)NNC
true
CCCC(C)(C)C(C)CC
166.246
40.8682
-0.1613
3
2
24
58.2
CN1SC(C=O)=C(N)C1=N
Cn1sc(C=O)c(N)c1=N
false
CCC1CC(C)C(C)C1C
N=c1ccs[nH]1
157.198
38.9446
-0.03923
5
2
17
71.87
ClC1=C(SN=C1)C=CC#N
N#CC=Cc1sncc1Cl
false
CCCCC1CCCC1C
c1cnsc1
170.624
41.771
2.33328
3
0
13
36.68
O=C1NC=CCNS1(=O)=O
O=C1NC=CCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=C1NC=CCNS1(=O)=O
162.17
34.5942
-0.8573
3
2
16
75.27
NC1=CN(O)C(C=C)=C1Cl
C=Cc1c(Cl)c(N)cn1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
158.588
41.1299
1.604
3
2
17
51.18
CC=C(C=C)C1=CSN=N1
C=CC(=CC)c1csnn1
false
CCC(CC)C1CCCC1
c1csnn1
152.222
43.757
2.1274
3
0
18
25.78
CC1=CN2CC(=N)N=C2S1
CC1=CN2CC(=N)N=C2S1
true
CC1CC2CC(C)CC2C1
N=C1CN2C=CSC2=N1
153.21
43.2157
1.24337
3
1
17
39.45
CC1(C)CC=CNS1(=O)=O
CC1(C)CC=CNS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CCC=CN1
161.226
39.8915
0.6018
2
1
21
46.17
C=C1CCCOCS1(=O)=O
C=C1CCCOCS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1CCCOCS1(=O)=O
162.21
38.1128
0.6828
3
0
20
43.37
CNC(C(C)C)S(O)(=O)=O
CNC(C(C)C)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
167.23
39.2343
0.0757
3
2
23
66.4
COS(=O)(=O)CC1COC1
COS(=O)(=O)CC1COC1
true
CCC(C)(C)CC1CCC1
C1COC1
166.198
35.1048
-0.391
4
0
20
52.6
CN1C(=O)SC(C)=C1C=O
Cc1sc(=O)n(C)c1C=O
false
CCC1C(C)CC(C)C1C
O=c1[nH]ccs1
157.194
39.6845
0.56772
4
0
17
39.07
CC1=C(Cl)C(CC=O)=CN1
Cc1[nH]cc(CC=O)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
157.6
40.3077
1.71792
1
1
18
32.86
CN=C1SNC=C1NC=O
CN=c1s[nH]cc1NC=O
false
CCCC1CCCC1CC
N=c1cc[nH]s1
157.198
39.8434
0.175
3
2
17
57.25
NC1=CC=C(Cl)C(N)=C1N
Nc1ccc(Cl)c(N)c1N
false
CC1CCC(C)C(C)C1C
c1ccccc1
157.604
44.6892
1.0866
3
3
18
78.06
CCCCC(=O)NC(N)=S
CCCCC(=O)NC(N)=S
true
CCCCC(C)CC(C)C
160.242
44.4531
0.5364
2
2
22
55.12
CNCC1(O)CNS1(=O)=O
CNCC1(O)CNS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CCN1
166.202
35.799
-2.1726
4
3
20
78.43
CN1N2CC2(C)CNC1=S
CN1C(=S)NCC2(C)CN12
false
CC1CCC2(C)CC2C1C
S=C1NCC2CN2N1
157.242
43.4747
-0.2044
2
1
21
18.28
OC1=CSN=C1OCC=C
C=CCOc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
157.194
39.4708
1.4135
4
1
17
42.35
N=CN1OCC2=CSN=C12
N=CN1OCc2csnc21
false
CCC1CCC2CCCC12
c1snc2c1CON2
155.182
38.1657
1.00177
4
1
15
49.21
CC(=N)NCS(=O)(=O)C=C
C=CS(=O)(=O)CNC(C)=N
false
CCC(C)(C)CCC(C)C
162.214
40.5202
0.08897
3
2
20
70.02
CS(=O)(=O)C1=CCOC1=O
CS(=O)(=O)C1=CCOC1=O
true
CC1CCCC1C(C)(C)C
O=C1C=CCO1
162.166
33.8858
-0.5283
4
0
16
60.44
CNC1=C(CN)C(=O)SN1
CNc1[nH]sc(=O)c1CN
false
CCC1CCC(C)C1CC
O=c1cc[nH]s1
159.214
42.3778
-0.0632
4
3
19
70.91
COS(=O)(=O)C(C)(N)CN
COS(=O)(=O)C(C)(N)CN
true
CCC(C)(C)C(C)(C)CC
168.218
37.5756
-1.4038
5
2
22
95.41
CCC(=C)OS(=O)(=O)OC
C=C(CC)OS(=O)(=O)OC
false
CCC(C)CC(C)(C)CC
166.198
36.4448
0.8179
4
0
20
52.6
CCC1=CSC(C)=C1OC
CCc1csc(C)c1OC
false
CCC1CCC(C)C1CC
c1ccsc1
156.25
44.986
2.62752
2
0
22
9.23
CC1NS(=O)(=O)C1(N)C=C
C=CC1(N)C(C)NS1(=O)=O
false
CCC1(C)C(C)CC1(C)C
O=S1(=O)CCN1
162.214
38.6329
-0.8511
3
2
20
72.19