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
OC1=CC2=CSC=C2N=C1
Oc1cnc2cscc2c1
false
CC1CCC2CCCC2C1
c1cnc2cscc2c1
151.19
41.2848
2.0019
3
1
15
33.12
CC(CO)(C=C)S(O)(=O)=O
C=CC(C)(CO)S(=O)(=O)O
false
CCC(C)(CC)C(C)(C)C
166.198
37.2364
-0.1888
3
2
20
74.6
CC1=C(O)SC(N)=C1C=O
Cc1c(O)sc(N)c1C=O
false
CCC1C(C)CC(C)C1C
c1ccsc1
157.194
40.5207
1.15682
4
2
17
63.32
CC(C=O)C1=CSC(C)=C1
Cc1cc(C(C)C=O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
154.234
43.535
2.35892
2
0
20
17.07
CC1CC2C(C)NC(=S)N12
CC1NC(=S)N2C(C)CC12
false
CC1CC(C)C2C(C)CC12
S=C1NCC2CCN12
156.254
44.9017
0.7258
1
1
22
15.27
CC1(CCNC(=S)N1)C=O
CC1(C=O)CCNC(=S)N1
false
CCC1(C)CCCC(C)C1
S=C1NCCCN1
158.226
42.8224
-0.1882
2
2
20
41.13
CCC(O)(CN)S(N)(=O)=O
CCC(O)(CN)S(N)(=O)=O
true
CCC(C)(CC)C(C)(C)C
168.218
37.4024
-1.6678
4
3
22
106.41
CN1SN=C(C2CC2)C1=N
Cn1snc(C2CC2)c1=N
false
CC1CCC(C2CC2)C1C
N=c1[nH]snc1C1CC1
155.226
38.9147
0.83847
4
1
19
41.67
O=S1(=O)NC2CC2C11CC1
O=S1(=O)NC2CC2C12CC2
false
CC1(C)CC2CC2C12CC2
O=S1(=O)NC2CC2C12CC2
159.21
35.9155
-0.1595
2
1
19
46.17
NCC1OCC2=NSC=C12
NCC1OCc2nscc21
false
CCC1CCC2CCCC12
c1snc2c1COC2
156.21
38.6984
0.6731
4
1
18
48.14
NCC1CCONC(=S)N1
NCC1CCONC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NCCCON1
161.23
42.2808
-0.8869
3
3
21
59.31
CCC(C#N)C1=CC=NS1
CCC(C#N)c1ccns1
false
CCC(CC)C1CCCC1
c1cnsc1
152.222
40.759
2.16028
3
0
18
36.68
CC(C)C1=C(N)C(N)=CS1
CC(C)c1scc(N)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
156.254
47.2328
2.0359
3
2
22
52.04
CC=C1NC(=N)OS1(=O)=O
CC=C1NC(=N)OS1(=O)=O
true
CCC1CC(C)CC1(C)C
C=C1NC(=N)OS1(=O)=O
162.17
34.6242
-0.26793
4
2
16
79.25
O=S1(=O)OC2CC2NN=C1
O=S1(=O)C=NNC2CC2O1
false
CC1(C)CCCC2CC2C1
O=S1(=O)C=NNC2CC2O1
162.17
33.8255
-0.9798
5
1
16
67.76
CCC1=C(O)C(N)=C(O)S1
CCc1sc(O)c(N)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.21
41.439
1.3039
4
3
19
66.48
CC1=NNC(=CO)S1(=O)=O
CC1=NNC(=CO)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1NN=CS1(=O)=O
162.17
35.8763
-0.3053
5
2
16
78.76
O=CC1C=CC2=CSC=C12
O=CC1C=Cc2cscc21
false
CCC1CCC2CCCC12
C1=Cc2cscc2C1
150.202
42.158
2.0574
2
0
16
17.07
CN1N=CCC(=O)NC1=S
CN1N=CCC(=O)NC1=S
true
CC1CCCC(C)C(C)C1
O=C1CC=NNC(=S)N1
157.198
41.6127
-0.2912
3
1
17
44.7
CN(C(N)=S)C(=O)N1CC1
CN(C(=O)N1CC1)C(N)=S
false
CC(C)C(C)C(C)C1CC1
C1CN1
159.214
41.5174
-0.4026
2
1
19
49.34
O=C1NC(=S)NCC2NC12
O=C1NC(=S)NCC2NC12
true
CC1CCC2CC2C(C)C1
O=C1NC(=S)NCC2NC12
157.198
39.4551
-1.6689
3
3
17
63.07
CC1=NC2=C(O1)C(Cl)=CO2
Cc1nc2occ(Cl)c2o1
false
CC1CC2CCC(C)C2C1
c1nc2occc2o1
157.556
36.022
2.38262
3
0
14
39.17
CNN=CC(=C)S(N)(=O)=O
C=C(C=NNC)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
163.202
39.7989
-1.0062
4
2
19
84.55
OC1COS(=O)(=O)CC1=C
C=C1CS(=O)(=O)OCC1O
false
CC1CCC(C)(C)CC1C
C=C1CCOS(=O)(=O)C1
164.182
34.8856
-0.7365
4
1
18
63.6
CC(C)CNNS(C)(=O)=O
CC(C)CNNS(C)(=O)=O
true
CC(C)CCCC(C)(C)C
166.246
40.8202
-0.3038
3
2
24
58.2
CCC(=C)CC1=NC=CS1
C=C(CC)Cc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
153.25
45.249
2.6518
2
0
21
12.89
CC1=C(Cl)C=NN1C1CC1
Cc1c(Cl)cnn1C1CC1
false
CC1CCC(C2CC2)C1C
c1cnn(C2CC2)c1
156.616
40.245
2.17982
2
0
19
17.82
CN=CN1CCS(=O)(=O)C1
CN=CN1CCS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCNC1
162.214
39.7758
-0.6676
3
0
20
49.74
CC1(O)CC1C1=NC=CS1
CC1(O)CC1c1nccs1
false
CC1(C)CC1C1CCCC1
c1csc(C2CC2)n1
155.222
40.0958
1.3814
3
1
19
33.12
CNC1CS(=O)(=O)C2OC12
CNC1CS(=O)(=O)C2OC12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)CCC2OC21
163.198
35.2955
-1.2723
4
1
19
58.7
CC=C1C(C)C=CS1(=O)=O
CC=C1C(C)C=CS1(=O)=O
true
CCC1C(C)CCC1(C)C
C=C1CC=CS1(=O)=O
158.222
40.9808
1.4684
2
0
20
34.14
NC1CC(O)CNS1(=O)=O
NC1CC(O)CNS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CCCCN1
166.202
35.5217
-2.0448
4
3
20
92.42
CC#CC1=NN=C(CO)S1
CC#Cc1nnc(CO)s1
false
CCCC1CCC(CC)C1
c1nncs1
154.194
38.3838
0.4018
4
1
16
46.01
C=C(NC=N)S(=O)(=O)C=O
C=C(NC=N)S(=O)(=O)C=O
true
CCCC(C)C(C)(C)CC
162.17
36.7297
-0.74073
4
2
16
87.09
CC1CNN2C1CNC2=S
CC1CNN2C(=S)NCC12
false
CC1CCC2C(C)CCC12
S=C1NCC2CCNN12
157.242
43.3944
-0.3006
2
2
21
27.3
CC1CC=NNC(=S)N1O
CC1CC=NNC(=S)N1O
true
CC1CCCCC(C)C1C
S=C1NCCC=NN1
159.214
41.9302
0.3301
3
2
19
47.86
CC1C(C)C2=C(C)SC=C12
Cc1scc2c1C(C)C2C
false
CC1CCC2C(C)C(C)C12
c1scc2c1CC2
152.262
45.886
3.27712
1
0
22
0
NC1=CSN=C1NCC=O
Nc1csnc1NCC=O
false
CCCCC1CCCC1C
c1cnsc1
157.198
41.0801
0.3361
5
2
17
68.01
CC#CC1NC1S(O)(=O)=O
CC#CC1NC1S(=O)(=O)O
false
CCCC1CC1C(C)(C)C
C1CN1
161.182
35.7103
-0.8046
3
2
17
76.31
NC12CCCC1OS2(=O)=O
NC12CCCC1OS2(=O)=O
true
CC1(C)CC2CCCC21C
O=S1(=O)OC2CCCC21
163.198
34.5622
-0.4461
4
1
19
69.39
O=S1(=O)OC2C3CC2C1O3
O=S1(=O)OC2C3CC2C1O3
true
CC1(C)CC2C3CC2C1C3
O=S1(=O)OC2C3CC2C1O3
162.166
30.5608
-0.5402
4
0
16
52.6
CC(C)NC1=CC=C(C)S1
Cc1ccc(NC(C)C)s1
false
CC(C)CC1CCC(C)C1
c1ccsc1
155.266
47.8147
2.87682
2
1
23
12.03
NC1C2(CN2)CNS1(=O)=O
NC1C2(CN2)CNS1(=O)=O
true
CC1C(C)(C)CCC12CC2
O=S1(=O)CC2(CN2)CN1
163.202
35.6316
-2.4538
4
3
19
94.13
ClC1=C2NNC(=O)N2C=C1
O=c1[nH][nH]c2c(Cl)ccn12
false
CC1CCC2C(C)CCC12
O=c1[nH][nH]c2cccn12
157.56
37.3784
0.6091
2
2
14
53.06
CC(=C)C1=C(SN=N1)C#N
C=C(C)c1nnsc1C#N
false
CCC1CCCC1C(C)C
c1csnn1
151.194
39.332
1.44288
4
0
15
49.57
CC=CC1=NSC(=N)N1C
CC=Cc1nsc(=N)n1C
false
CCCC1CCC(C)C1C
N=c1[nH]cns1
155.226
41.6477
0.99417
4
1
19
41.67
NC(=S)NC(=N)COC=C
C=COCC(=N)NC(N)=S
false
CCCCC(C)CC(C)C
159.214
43.7968
-0.04303
3
3
19
71.13
CC12COC(OC1)S2(=O)=O
CC12COC(OC1)S2(=O)=O
true
CC12CCC(CC1)C2(C)C
O=S1(=O)C2COC1OC2
164.182
33.0168
-0.4961
4
0
18
52.6
NC1=CC(Cl)=CC(O)=C1N
Nc1cc(Cl)cc(O)c1N
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
158.588
41.9416
1.21
3
3
17
72.27
O=C1C=CC2NC1S2(=O)=O
O=C1C=CC2NC1S2(=O)=O
true
CC1CCC2CC1C2(C)C
O=C1C=CC2NC1S2(=O)=O
159.166
33.7785
-1.2045
4
1
15
63.24
CC(CC=O)CS(N)(=O)=O
CC(CC=O)CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
165.214
37.8192
-0.5
3
1
21
77.23
CNC(=S)N(OC)C(C)=N
CNC(=S)N(OC)C(C)=N
true
CCC(C)C(CC)C(C)C
161.23
43.9064
0.35127
3
2
21
48.35
O=S1(=O)C=NN=CC2CN12
O=S1(=O)C=NN=CC2CN21
false
CC1(C)CCCCC2CC21
O=S1(=O)C=NN=CC2CN21
159.17
36.3978
-0.9719
4
0
15
61.87
CNCC1=C(N)SC(C)=N1
CNCc1nc(C)sc1N
false
CCCC1CC(C)CC1C
c1cscn1
157.242
44.0271
0.75312
4
2
21
50.94
C=CC1OC1S(=O)(=O)C#C
C#CS(=O)(=O)C1OC1C=C
false
CCC1CC1C(C)(C)CC
C1CO1
158.178
36.6108
-0.0972
3
0
16
46.67
CC1C=C(C)NC(=S)N1C
CC1=CC(C)N(C)C(=S)N1
false
CC1CC(C)C(C)C(C)C1
S=C1NC=CCN1
156.254
46.7157
1.0986
1
1
22
15.27
C=C(C#C)N1SC=NC1=N
C#CC(=C)n1scnc1=N
false
CCC(C)C1CCCC1C
N=c1ncs[nH]1
151.194
40.1217
0.52797
4
1
15
41.67
C1CC2=C(C=CS2)C2NC12
c1cc2c(s1)CCC1NC21
false
C1CC2CCC3CC3C2C1
c1cc2c(s1)CCC1NC21
151.234
42.3047
1.7072
2
1
19
21.94
CC12CC(C)(N1)S(=O)(=O)C2
CC12CC(C)(N1)S(=O)(=O)C2
true
CC12CC(C)(C)C(C)(C1)C2
O=S1(=O)CC2CC1N2
161.226
38.3495
-0.117
3
1
21
46.17
ON=C1SNC(=C1)C1CN1
ON=c1cc(C2CN2)[nH]s1
false
CCC1CCC(C2CC2)C1
N=c1cc(C2CN2)[nH]s1
157.198
36.7629
0.0104
4
3
17
70.32
CCC1CCN(O)S1(=O)=O
CCC1CCN(O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CCCN1
165.214
36.1083
0.1897
3
1
21
57.61
CC1=NNS(=O)(=O)C1CN
CC1=NNS(=O)(=O)C1CN
true
CCC1C(C)CCC1(C)C
O=S1(=O)CC=NN1
163.202
38.0069
-1.3774
4
2
19
84.55
CC1NC(=O)C2=C1SC=N2
CC1NC(=O)c2ncsc21
false
CC1CC(C)C2CCCC12
O=C1NCc2scnc21
154.194
37.9952
0.9475
3
1
16
41.99
OC1CNS(=O)(=O)CC1=C
C=C1CS(=O)(=O)NCC1O
false
CC1CCC(C)(C)CC1C
C=C1CCNS(=O)(=O)C1
163.198
36.9363
-1.1635
3
2
19
66.4
CCNC1=NN(O)C=C1Cl
CCNc1nn(O)cc1Cl
false
CCCC1CC(C)CC1C
c1cn[nH]c1
161.592
38.5852
1.2056
4
2
18
50.08
CC1CC1C1=NC(C)=NS1
Cc1nsc(C2CC2C)n1
false
CC1CCC(C2CC2C)C1
c1nsc(C2CC2)n1
154.238
41.168
1.96992
3
0
20
25.78
CC1=C(N)C(O)=C(S1)C#C
C#Cc1sc(C)c(N)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
153.206
43.0682
1.32562
3
2
17
46.25
CON1CC(=C)N(N)C1=S
C=C1CN(OC)C(=S)N1N
false
CCC1CC(C)C(C)C1C
C=C1CNC(=S)N1
159.214
41.4794
-0.1623
3
1
19
41.73
CCC1=CC=C(Cl)C(C)=C1
CCc1ccc(Cl)c(C)c1
false
CCC1CCC(C)C(C)C1
c1ccccc1
154.64
45.567
3.21082
0
0
21
0
CC1=NC2=C(CON=C2)S1
Cc1nc2c(s1)CON=C2
false
CC1CC2CCCCC2C1
C1=NOCc2scnc21
154.194
39.234
1.31562
4
0
16
34.48
O=S1(=O)CC2C=CC3C2C13
O=S1(=O)CC2C=CC3C2C31
false
CC1(C)CC2CCC3C2C31
O=S1(=O)CC2C=CC3C2C31
156.206
37.1848
0.2154
2
0
18
34.14
CC1=C(SC(=C1)C#N)C=C
C=Cc1sc(C#N)cc1C
false
CCC1CC(C)C(CC)C1
c1ccsc1
149.218
43.862
2.5712
2
0
17
23.79
CNN(C)C=NS(C)(=O)=O
CNN(C)C=NS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
165.218
40.1585
-0.9595
3
1
21
61.77
NCC(=C)C1=C(N)C=CS1
C=C(CN)c1sccc1N
false
CCC(C)C1CCCC1C
c1ccsc1
154.238
46.8198
1.3022
3
2
20
52.04
CN=C1SC=CN1CC#N
CN=c1sccn1CC#N
false
CCCC1CCCC1CC
N=c1[nH]ccs1
153.21
39.409
0.60368
4
0
17
41.08
NCCC1=C(N)SC=C1Cl
NCCc1c(Cl)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
176.672
46.4998
1.4849
3
2
19
52.04
NC1=C(Cl)C=NN1CC=O
Nc1c(Cl)cnn1CC=O
false
CCCC1CCC(C)C1C
c1cn[nH]c1
159.576
37.7134
0.3176
4
1
16
60.91
N=CN1CC2=C(C1)C=NS2
N=CN1Cc2cnsc2C1
false
CCC1CC2CCCC2C1
c1nsc2c1CNC2
153.21
40.1447
1.06577
3
1
17
39.98
CC1C2NC(=S)NC(=N)C12
CC1C2NC(=S)NC(=N)C12
true
CC1CC(C)C2C(C)C2C1
N=C1NC(=S)NC2CC12
155.226
43.0381
0.07587
2
3
19
47.91
CNC1C2CC1S(=O)(=O)C2
CNC1C2CC1S(=O)(=O)C2
true
CCC1C2CC1C(C)(C)C2
O=S1(=O)CC2CC1C2
161.226
38.5295
-0.6087
3
1
21
46.17
O=C1CCS(=O)(=O)NC=C1
O=C1C=CNS(=O)(=O)CC1
false
CC1CCCC(C)(C)CC1
O=C1C=CNS(=O)(=O)CC1
161.182
35.6865
-0.6077
3
1
17
63.24
CC1=CN(C=C)S(=O)(=O)C1
C=CN1C=C(C)CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)CC=CN1
159.21
39.5798
0.6791
2
0
19
37.38
CC(CNC(N)=S)N(C)C
CC(CNC(N)=S)N(C)C
true
CC(C)CCC(C)C(C)C
161.274
47.9371
-0.2303
2
2
25
41.29
CC(=C)CC1=CNSC1=O
C=C(C)Cc1c[nH]sc1=O
false
CC(C)CC1CCCC1C
O=c1cc[nH]s1
155.222
43.4577
1.555
2
1
19
32.86
CC1CN(CS1(=O)=O)C=O
CC1CN(C=O)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCNC1
163.198
36.0188
-0.7808
3
0
19
54.45
NC1CC1C1CS(=O)(=O)O1
NC1CC1C1CS(=O)(=O)O1
true
CC1CC1C1CC(C)(C)C1
O=S1(=O)CC(C2CC2)O1
163.198
34.7422
-0.9378
4
1
19
69.39
NC1=C2CC(=O)N2C=C1Cl
Nc1c(Cl)cn2c1CC2=O
false
CC1CC2C(C)CC2C1C
O=C1Cc2cccn21
156.572
38.1849
0.92
3
1
15
48.02
OC1=CSC(C=C)=C1C=C
C=Cc1scc(O)c1C=C
false
CCC1CCC(C)C1CC
c1ccsc1
152.218
46.1658
2.7397
2
1
18
20.23
CCOCC1=NC(N)=CS1
CCOCc1nc(N)cs1
false
CCCCC1CCC(C)C1
c1cscn1
158.226
41.8564
1.2618
4
1
20
48.14
CC(CC=O)NNC(N)=S
CC(CC=O)NNC(N)=S
true
CCCC(C)CCC(C)C
161.23
43.1998
-0.6983
3
3
21
67.15
O=S1(=O)C=NC2=C1NC=C2
O=S1(=O)C=Nc2cc[nH]c21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Nc2cc[nH]c21
156.166
36.1305
0.4618
3
1
14
62.29
CC(C)C(=C)C1=CN=CS1
C=C(c1cncs1)C(C)C
false
CC(C)C(C)C1CCCC1
c1cscn1
153.25
45.986
2.8123
2
0
21
12.89
ON=CCS(=O)(=O)C1CN1
O=S(=O)(CC=NO)C1CN1
false
CCCCC(C)(C)C1CC1
C1CN1
164.186
35.856
-1.2095
5
2
18
88.67
CN1C(=S)NC(=N)C1(C)C
CN1C(=S)NC(=N)C1(C)C
true
CC1CC(C)C(C)(C)C1C
N=C1CNC(=S)N1
157.242
45.3024
0.56217
2
2
21
39.12
CC1=C(OC=C)SC(=N)N1
C=COc1sc(=N)[nH]c1C
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
156.21
40.0864
1.38639
3
2
18
48.87
N=C1SN2CC(C#C)C2=N1
C#CC1Cn2sc(=N)nc21
false
CCC1CC2CC(C)CC12
N=c1nc2n(s1)CC2
151.194
37.5327
0.15447
4
1
15
41.67
CC1C(N)C1NS(C)(=O)=O
CC1C(N)C1NS(C)(=O)=O
true
CC1C(C)C1CC(C)(C)C
C1CC1
164.23
38.9069
-1.1188
3
2
22
72.19
CCN1SC(=NO)C(C)=C1
CCn1cc(C)c(=NO)s1
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
158.226
40.0695
1.16782
4
1
20
37.52
NCC#CC1=C(Cl)C=NO1
NCC#Cc1oncc1Cl
false
CCCCC1CCCC1C
c1cnoc1
156.572
37.4454
0.6382
3
1
15
52.05
CC(C)N1C(C)CNC1=S
CC(C)N1C(=S)NCC1C
false
CC(C)C1C(C)CCC1C
S=C1NCCN1
158.27
47.0377
0.9734
1
1
24
15.27