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
CC#CC1COS(=O)(=O)C1
CC#CC1COS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCCO1
160.194
36.6788
-0.0141
3
0
18
43.37
CS(=O)(=O)C1CC(=O)CO1
CS(=O)(=O)C1CC(=O)CO1
true
CC1CCC(C(C)(C)C)C1
O=C1CCOC1
164.182
34.2078
-0.6535
4
0
18
60.44
CN(C)N=C1C=CSN1C
CN(C)N=c1ccsn1C
false
CC(C)CC1CCCC1C
N=c1ccs[nH]1
157.242
42.54
0.4639
4
0
21
20.53
NC1=CC(=CS1)C(O)CO
Nc1cc(C(O)CO)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
159.21
40.777
0.356
4
3
19
66.48
NCCCC1CS(=O)(=O)N1
NCCCC1CS(=O)(=O)N1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCN1
164.23
38.9989
-0.9731
3
2
22
72.19
NC1=CN(C=C1Cl)C1CC1
Nc1cn(C2CC2)cc1Cl
false
CC1CC(C2CC2)CC1C
c1ccn(C2CC2)c1
156.616
42.1254
2.0586
2
1
19
30.95
CN1CCC2=C(C)SC=C12
Cc1scc2c1CCN2C
false
CC1CCC2C(C)CCC12
c1scc2c1CCN2
153.25
46.03
2.04882
2
0
21
3.24
NC1CCOC2=C1N=CS2
NC1CCOc2scnc21
false
CC1CCCC2CCCC12
c1nc2c(s1)OCCC2
156.21
39.1544
0.9254
4
1
18
48.14
CC1=CSC=C1C(N)C=C
C=CC(N)c1cscc1C
false
CCC(C)C1CCCC1C
c1ccsc1
153.25
46.1814
2.24232
2
1
21
26.02
NC12CC1OS(=O)(=O)NC2
NC12CNS(=O)(=O)OC1C2
false
CC1(C)CCC2(C)CC2C1
O=S1(=O)NCC2CC2O1
164.186
33.3309
-1.6792
4
2
18
81.42
C=C1OCC2=C1C(=O)NS2
C=C1OCc2s[nH]c(=O)c21
false
CC1CCC2CCC(C)C12
C=C1OCc2s[nH]c(=O)c21
155.178
38.7627
0.9373
3
1
15
42.09
CC1NS(=O)(=O)NCC1O
CC1NS(=O)(=O)NCC1O
true
CC1CCC(C)(C)CC1C
O=S1(=O)NCCCN1
166.202
35.527
-1.8266
3
3
20
78.43
C=CC1=CN2SC=CC2=C1
C=Cc1cc2ccsn2c1
false
CCC1CC2CCCC2C1
c1cc2ccsn2c1
149.218
45.365
2.6438
2
0
17
4.41
C#CC1OCC2=C1N=NS2
C#CC1OCc2snnc21
false
CCC1CCC2CCCC12
C1OCc2snnc21
152.178
36.272
0.7426
4
0
14
35.01
CC1=CC(C#C)=C(S1)C#C
C#Cc1cc(C)sc1C#C
false
CCC1CC(C)CC1CC
c1ccsc1
146.214
44.926
2.01912
1
0
16
0
CS(=O)(=O)C1=C(N)OCC1
CS(=O)(=O)C1=C(N)OCC1
true
CC1CCCC1C(C)(C)C
C1=COCC1
163.198
36.6262
-0.4209
4
1
19
69.39
NC(=O)C1=C(N)C(Cl)=CN1
NC(=O)c1[nH]cc(Cl)c1N
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
159.576
38.733
0.3492
2
3
16
84.9
CCCCS(=O)(=O)CC#N
CCCCS(=O)(=O)CC#N
true
CCCCC(C)(C)CCC
161.226
39.1748
0.72488
3
0
21
57.93
O=S1(=O)C2CC3OCC2C13
O=S1(=O)C2CC3OCC2C31
false
CC1(C)C2CC3CCC2C31
O=S1(=O)C2CC3OCC2C31
160.194
34.3428
-0.4293
3
0
18
43.37
NCC1(O)CC2=CSN=C12
NCC1(O)Cc2csnc21
false
CCC1(C)CC2CCCC21
c1snc2c1CC2
156.21
38.7692
-0.1545
4
2
18
59.14
CCN1C(CNC1=S)C=O
CCN1C(=S)NCC1C=O
false
CCC1CCC(C)C1CC
S=C1NCCN1
158.226
42.8327
-0.2361
2
1
20
32.34
NN1C(C=C)=CSC1=NO
C=Cc1csc(=NO)n1N
false
CCC1CCC(CC)C1C
N=c1[nH]ccs1
157.198
39.8999
0.1963
5
2
17
63.54
CN(C(N)=O)S(=O)(=O)C#C
C#CS(=O)(=O)N(C)C(N)=O
false
CCC(C)(C)C(C)C(C)C
162.17
35.0992
-1.0826
3
1
16
80.47
C1CC11C=CC2=NSC=C12
C1=CC2(CC2)c2csnc21
false
C1CC2CCC3(CC3)C2C1
C1=CC2(CC2)c2csnc21
149.218
42.06
2.2015
2
0
17
12.89
C=CC1CS(=O)(=O)N1N=C
C=CC1CS(=O)(=O)N1N=C
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
160.198
39.1598
-0.198
3
0
18
49.74
CN1SC2=C(C=NO2)C1=N
Cn1sc2oncc2c1=N
false
CC1CC2CCCC2C1C
N=c1[nH]sc2oncc12
155.182
36.7117
0.70727
5
1
15
54.81
O=C1CS(=O)(=O)C(=C1)C#C
C#CC1=CC(=O)CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=C1C=CS(=O)(=O)C1
156.162
35.7098
-0.499
3
0
14
51.21
C=C1N=C(NS1(=O)=O)C=O
C=C1N=C(C=O)NS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1N=CNS1(=O)=O
160.154
34.6945
-1.012
4
1
14
75.6
CNC1=C(O)SC(C)=C1O
CNc1c(O)sc(C)c1O
false
CCC1C(C)CC(C)C1C
c1ccsc1
159.21
41.9323
1.50942
4
3
19
52.49
O=S1(=O)NCC2CNC=C12
O=S1(=O)NCC2CNC=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)NCC2CNC=C21
160.198
36.4982
-1.0198
3
2
18
58.2
N#CC1=CN2C=CSC2=C1
N#Cc1cc2sccn2c1
false
CCC1CC2CCCC2C1
c1cc2sccn2c1
148.19
39.989
1.87248
3
0
14
28.2
C=C1OS(=O)(=O)CCC1=O
C=C1OS(=O)(=O)CCC1=O
true
CC1CCC(C)(C)CC1C
C=C1OS(=O)(=O)CCC1=O
162.166
33.6358
-0.1807
4
0
16
60.44
CS(=O)(=O)CC#CCC#C
C#CCC#CCS(C)(=O)=O
false
CCCCCCC(C)(C)C
156.206
40.9368
0.0577
2
0
18
34.14
NCC1=C(N)SC(CO)=N1
NCc1nc(CO)sc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
159.214
40.3406
-0.3237
5
3
19
85.16
OC1C2CS(=O)(=O)CNC12
O=S1(=O)CNC2C(O)C2C1
false
CC1C2CCC(C)(C)CC12
O=S1(=O)CNC2CC2C1
163.198
35.0743
-1.6788
4
2
19
66.4
CC(N)C1=NSC(C)=C1N
Cc1snc(C(C)N)c1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
157.242
43.8658
1.05342
4
2
21
64.93
O=CNC(=S)NCC1CN1
O=CNC(=S)NCC1CN1
true
CCCC(C)CCC1CC1
C1CN1
159.214
41.5911
-1.4213
3
3
19
63.07
O=C1SC=C2C=NN=CN12
O=c1scc2cnncn12
false
CC1CCC2CCCCC12
O=c1scc2cnncn12
153.166
37.134
0.151
5
0
13
47.26
OC(CC#N)C1=NSC=C1
N#CCC(O)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
154.194
37.3038
1.09018
4
1
16
56.91
CC=C(CN)CS(N)(=O)=O
CC=C(CN)CS(N)(=O)=O
true
CCC(CC)CC(C)(C)C
164.23
40.7856
-0.8201
3
2
22
86.18
NCC1CNS(=O)(=O)C=C1
NCC1C=CS(=O)(=O)NC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCCN1
162.214
38.6069
-0.992
3
2
20
72.19
CC(C)S(=O)(=O)C(=C)C=C
C=CC(=C)S(=O)(=O)C(C)C
false
CCC(C)C(C)(C)C(C)C
160.238
43.3928
1.5093
2
0
22
34.14
OC12CC1C(=O)S(=O)(=O)C2
O=C1C2CC2(O)CS1(=O)=O
false
CC1C2CC2(C)CC1(C)C
O=C1C2CC2CS1(=O)=O
162.166
31.8506
-1.3076
4
1
16
71.44
CN1C(=C)OC=CS1(=O)=O
C=C1OC=CS(=O)(=O)N1C
false
CC1CCCC(C)(C)C1C
C=C1NS(=O)(=O)C=CO1
161.182
36.0478
0.2206
3
0
17
46.61
C=CCC1CCNS1(=O)=O
C=CCC1CCNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCCN1
161.226
40.1415
0.2542
2
1
21
46.17
CC1=CC=C(S1)C(N)C=C
C=CC(N)c1ccc(C)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
153.25
46.1814
2.24232
2
1
21
26.02
CC(C)N(C)C(=S)NC=O
CC(C)N(C)C(=S)NC=O
true
CCCC(C)C(C)C(C)C
160.242
44.6967
0.3575
2
1
22
32.34
NC1=NN=C(S1)C(=O)C=C
C=CC(=O)c1nnc(N)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
155.182
38.8489
0.489
5
1
15
68.87
CS(=O)(=O)C1(CC#C)CO1
C#CCC1(S(C)(=O)=O)CO1
false
CCCC1(C(C)(C)C)CC1
C1CO1
160.194
36.9768
-0.2192
3
0
18
46.67
CN=CN1C(=O)SC=C1N
CN=Cn1c(N)csc1=O
false
CCCC1C(C)CCC1C
O=c1[nH]ccs1
157.198
42.8054
-0.0018
5
1
17
60.38
CC1CC(C)CS(=O)(=O)C1
CC1CC(C)CS(=O)(=O)C1
true
CC1CC(C)CC(C)(C)C1
O=S1(=O)CCCCC1
162.254
41.5988
1.0771
2
0
24
34.14
CC1=C2N(SN=C2N)C=C1
Cc1ccn2snc(N)c12
false
CC1CCC2CCC(C)C12
c1cc2cnsn2c1
153.21
42.2184
1.28642
4
1
17
43.32
O=C1CC2CCC2S1(=O)=O
O=C1CC2CCC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=C1CC2CCC2S1(=O)=O
160.194
35.0558
0.1101
3
0
18
51.21
N#CC1=NC2=CSC=C2O1
N#Cc1nc2cscc2o1
false
CCC1CC2CCCC2C1
c1nc2cscc2o1
150.162
36.601
1.76098
4
0
12
49.82
CNC(=S)NN=CCC#N
CNC(=S)NN=CCC#N
true
CCCCCCC(C)CC
156.214
43.5154
-0.02022
3
2
18
60.21
O=CC1CNC2=NSC=C12
O=CC1CNc2nscc21
false
CCC1CCC2CCCC12
c1snc2c1CCN2
154.194
39.4087
0.8511
4
1
16
41.99
NCC1CCS(=O)(=O)NO1
NCC1CCS(=O)(=O)NO1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCCON1
166.202
35.4669
-1.4316
4
2
20
81.42
CC=C(C#C)C1=NC=CS1
C#CC(=CC)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
149.218
44.598
2.1796
2
0
17
12.89
NC1=NC=C(C1)S(O)(=O)=O
NC1=NC=C(S(=O)(=O)O)C1
false
CC1CCC(C(C)(C)C)C1
C1=CN=CC1
162.17
35.871
-0.5235
4
2
16
92.75
CC(O)C1CC=CS1(=O)=O
CC(O)C1CC=CS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)C=CCC1
162.21
38.1456
0.068
3
1
20
54.37
CNC(=S)NNCCC=O
CNC(=S)NNCCC=O
true
CCCCCCC(C)CC
161.23
43.4771
-0.8261
3
3
21
53.16
CCC1OC2=C(N)SC=C12
CCC1Oc2c1csc2N
false
CCC1CC2C(C)CCC12
c1scc2c1CO2
155.222
42.3914
2.1738
3
1
19
35.25
NC1=CC=C(S1)C=CC=C
C=CC=Cc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
151.234
47.9624
2.5295
2
1
19
26.02
O=C1CC2CNC2S1(=O)=O
O=C1CC2CNC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=C1CC2CNC2S1(=O)=O
161.182
33.8245
-1.123
4
1
17
63.24
CC(C1CN1)C1=CSN=N1
CC(c1csnn1)C1CN1
false
CC(C1CCCC1)C1CC1
c1snnc1CC1CN1
155.226
40.1147
0.6134
4
1
19
47.72
CC1=C(CCN)SC(=O)S1
Cc1sc(=O)sc1CCN
false
CCCC1CC(C)CC1C
O=c1sccs1
175.278
45.9614
0.97942
4
1
19
43.09
NS(=O)(=O)N(O)C(=C)C=C
C=CC(=C)N(O)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
164.186
36.0697
-0.4192
3
2
18
83.63
CC(CO)C1=CN=C(N)S1
CC(CO)c1cnc(N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
158.226
42.0272
0.8211
4
2
20
59.14
CC1C2CN2C(=S)NN1C
CC1C2CN2C(=S)NN1C
true
CC1CC(C)C2CC2C1C
S=C1NNCC2CN12
157.242
43.4527
-0.206
2
1
21
18.28
NC(C=C)S(=O)(=O)NN=C
C=CC(N)S(=O)(=O)NN=C
false
CCCC(C)(C)C(C)CC
163.202
39.7769
-1.0078
4
2
19
84.55
CC1=NSC2=C1C=CNO2
Cc1nsc2c1C=CNO2
false
CC1CCC2CCCCC12
C1=Cc2cnsc2ON1
154.194
39.6487
1.31922
4
1
16
34.15
CN=C1NC=C(S1)C(C)=O
CN=c1[nH]cc(C(C)=O)s1
false
CCC1CCC(C(C)C)C1
N=c1[nH]ccs1
156.21
40.1612
0.8093
3
1
18
45.22
C=C1OC2=NSN=C2C1=C
C=c1oc2nsnc2c1=C
false
CC1CC2CCCC2C1C
C=c1oc2nsnc2c1=C
152.178
39.975
0.1049
4
0
14
38.92
CC1CN2NC(=O)C(Cl)=C12
CC1Cn2[nH]c(=O)c(Cl)c21
false
CC1CC2CC(C)C2C1C
O=c1cc2n([nH]1)CC2
158.588
38.4777
0.9469
2
1
17
37.79
NC1=CSC=C1C(O)C#C
C#CC(O)c1cscc1N
false
CCC(C)C1CCCC1C
c1ccsc1
153.206
42.5242
0.9969
3
2
17
46.25
O=S1(=O)CNC1CN1CC1
O=S1(=O)CNC1CN1CC1
true
CC1(C)CCC1CC1CC1
O=S1(=O)CNC1CN1CC1
162.214
37.1505
-1.3964
4
1
20
49.18
O=S1(=O)N=C(C#C)N2CC12
C#CC1=NS(=O)(=O)C2CN12
false
CCC1CC(C)(C)C2CC12
O=S1(=O)N=CN2CC21
156.166
35.6818
-0.9968
3
0
14
49.51
CC1=CSC2=C1CNN=C2
Cc1csc2c1CNN=C2
false
CC1CCC2CCCCC12
C1=NNCc2ccsc21
152.222
43.4897
1.49362
3
1
18
24.39
OC1C2C=NNS(=O)(=O)C12
O=S1(=O)NN=CC2C(O)C21
false
CC1C2CCCC(C)(C)C12
O=S1(=O)NN=CC2CC21
162.17
33.8323
-1.7355
4
2
16
78.76
CC(C)(C(N)=O)S(N)(=O)=O
CC(C)(C(N)=O)S(N)(=O)=O
true
CC(C)C(C)(C)C(C)(C)C
166.202
36.3806
-1.4612
3
2
20
103.25
CCC#CCC1=CN=NS1
CCC#CCc1cnns1
false
CCCCCC1CCCC1
c1csnn1
152.222
41.68
1.494
3
0
18
25.78
C1COCC2=C(N1)SN=N2
C1COCc2nnsc2N1
false
C1CCC2CCCC2CC1
C1COCc2nnsc2N1
157.198
38.0547
0.4802
5
1
17
47.04
OCC1OC1C1=CSC=C1
OCC1OC1c1ccsc1
false
CCC1CC1C1CCCC1
c1cc(C2CO2)cs1
156.206
39.0188
1.1803
3
1
18
32.76
CN=CN1C2CC2NC1=S
CN=CN1C(=S)NC2CC21
false
CCCC1C(C)CC2CC21
S=C1NC2CC2N1
155.226
44.1817
-0.0245
2
1
19
27.63
C=C1NS(=O)(=O)C(=N)N=C1
C=C1C=NC(=N)S(=O)(=O)N1
false
CC1CCC(C)C(C)(C)C1
C=C1C=NC(=N)S(=O)(=O)N1
159.17
37.4142
-0.56133
3
2
15
82.38
CC(=CO)C1=CC(Cl)=CO1
CC(=CO)c1cc(Cl)co1
false
CCC(C)C1CCC(C)C1
c1ccoc1
158.584
39.9978
2.8518
2
1
17
33.37
CN=C1N(C)N=CC=C1Cl
CN=c1c(Cl)ccnn1C
false
CCC1C(C)CCCC1C
N=c1cccn[nH]1
157.604
39.705
0.604
3
0
18
30.18
CC1CN2SC(=O)NC2=N1
CC1CN2SC(=O)NC2=N1
true
CC1CC2CC(C)CC2C1
O=C1NC2=NCCN2S1
157.198
39.7257
0.4179
4
1
17
44.7
N#CC1=C(SC=N1)C1CC1
N#Cc1ncsc1C1CC1
false
CCC1CCCC1C1CC1
c1ncc(C2CC2)s1
150.206
38.804
1.89218
3
0
16
36.68
CC12CC1NC(=S)N2C=O
CC12CC1NC(=S)N2C=O
true
CCC1C(C)CC2CC21C
S=C1NC2CC2N1
156.21
40.4467
-0.1361
2
1
18
32.34
CCOS(=O)(=O)C#CCC
CCC#CS(=O)(=O)OCC
false
CCCCC(C)(C)CCC
162.21
38.6128
0.7236
3
0
20
43.37
CCC1=C(C)C(NC)=CS1
CCc1scc(NC)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
155.266
47.9807
2.66062
2
1
23
12.03
O=S1(=O)C=NN=C1C1CC1
O=S1(=O)C=NN=C1C1CC1
true
CC1(C)CCCC1C1CC1
O=S1(=O)C=NN=C1C1CC1
158.182
37.5708
0.1666
4
0
16
58.86
CS(=O)(=O)C(=CC#C)C#N
C#CC=C(C#N)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
155.178
37.3728
0.07168
3
0
15
57.93
CCCC(=CC)S(O)(=O)=O
CC=C(CCC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
164.226
40.2136
1.5781
2
1
22
54.37
CC1=CSC(=C1)C(=N)NN
Cc1csc(C(=N)NN)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
155.226
43.2078
0.84519
3
3
19
61.9
COCC#CC1=NSC=C1
COCC#Cc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
153.206
40.868
1.141
3
0
17
22.12
CCC(C)C1=CC(C)=CS1
CCC(C)c1cc(C)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
154.278
47.762
3.57002
1
0
24
0
CC1=CC(N)=C(N)C=C1Cl
Cc1cc(N)c(N)cc1Cl
false
CC1CC(C)C(C)CC1C
c1ccccc1
156.616
45.0138
1.81282
2
2
19
52.04
ClC1=CC=CN(C=C)C1=O
C=Cn1cccc(Cl)c1=O
false
CCC1CCCC(C)C1C
O=c1cccc[nH]1
155.584
42.099
1.6022
2
0
16
22