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
NC(=S)NC1=CC(=C)CO1
C=C1C=C(NC(N)=S)OC1
false
CC(C)CC1CCC(C)C1
C=C1C=COC1
156.21
43.0961
0.2474
2
2
18
47.28
NC(=S)N(O)CC#CC#C
C#CC#CCN(O)C(N)=S
false
CCCCCC(C)C(C)C
154.194
41.8869
-0.4422
2
2
16
49.49
CC1C(O)C1(N)S(N)(=O)=O
CC1C(O)C1(N)S(N)(=O)=O
true
CC1C(C)C1(C)C(C)(C)C
C1CC1
166.202
35.1964
-2.0595
4
3
20
106.41
O=S1(=O)C2NC2C2COC12
O=S1(=O)C2NC2C2COC21
false
CC1(C)C2CCC2C2CC21
O=S1(=O)C2NC2C2COC21
161.182
32.8615
-1.3148
4
1
17
65.31
OCC1=CSC(=C1)N1CC1
OCc1csc(N2CC2)c1
false
CCC1CCC(C2CC2)C1
c1csc(N2CC2)c1
155.222
42.4548
1.0604
3
1
19
23.24
CC1=C(SC=C1)C(N)C=C
C=CC(N)c1sccc1C
false
CCC(C)C1CCCC1C
c1ccsc1
153.25
46.1814
2.24232
2
1
21
26.02
COC1=CC2=CSC=C2C1
COC1=Cc2cscc2C1
false
CCC1CC2CCCC2C1
C1=Cc2cscc2C1
152.218
43.009
2.2915
2
0
18
9.23
CN1C(N)=CC2=C1SC=N2
Cn1c(N)cc2ncsc21
false
CC1CC2CCCC2C1C
c1cc2ncsc2[nH]1
153.21
43.0034
1.217
4
1
17
43.84
CC1NC(=S)NCC(C)=C1
CC1=CC(C)NC(=S)NC1
false
CC1CCC(C)CC(C)C1
S=C1NCC=CCN1
156.254
46.9554
0.7989
1
2
22
24.06
CC1COC2(CC2)S1(=O)=O
CC1COC2(CC2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
O=S1(=O)CCOC12CC2
162.21
36.2988
0.31
3
0
20
43.37
OC1=C2COCCC2=CS1
Oc1scc2c1COCC2
false
CC1CCC2CCCCC12
c1scc2c1CCOC2
156.206
39.3438
1.5264
3
1
18
29.46
OCC1=C(O)SN=C1C#C
C#Cc1nsc(O)c1CO
false
CCC1CCC(C)C1CC
c1cnsc1
155.178
37.6366
0.3223
4
2
15
53.35
O=S1(=O)NC=NC2CNC12
O=S1(=O)NC=NC2CNC21
false
CC1(C)CCCC2CCC21
O=S1(=O)NC=NC2CNC21
161.186
36.1262
-1.7544
4
2
17
70.56
CCCNCS(=O)(=O)NO
CCCNCS(=O)(=O)NO
true
CCCCCC(C)(C)CC
168.218
37.0027
-0.7479
4
3
22
78.43
NS(=O)(=O)C=CNCC#C
C#CCNC=CS(N)(=O)=O
false
CCCCCCC(C)(C)C
160.198
39.0829
-1.0311
3
2
18
72.19
CC(=C)C(=C)C1=NSN=C1
C=C(C)C(=C)c1cnsn1
false
CC(C)C(C)C1CCCC1
c1cnsn1
152.222
43.757
2.1274
3
0
18
25.78
NNS(=O)(=O)C1CC=CO1
NNS(=O)(=O)C1CC=CO1
true
CCC(C)(C)C1CCCC1
C1=COCC1
164.186
34.8729
-0.9604
4
2
18
81.42
CCOC1=C(OC)SN=C1
CCOc1cnsc1OC
false
CCCC1CCCC1CC
c1cnsc1
159.21
39.835
1.5504
4
0
19
31.35
NC(=N)OCC1=CSN=C1
N=C(N)OCc1cnsc1
false
CC(C)CCC1CCCC1
c1cnsc1
157.198
38.8171
0.55317
4
2
17
71.99
OS(=O)(=O)C1OCC1C=C
C=CC1COC1S(=O)(=O)O
false
CCC1CCC1C(C)(C)C
C1COC1
164.182
34.9756
0.0327
3
1
18
63.6
CC=C(C)N1SC(=O)C=N1
CC=C(C)n1ncc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1cn[nH]s1
156.21
41.995
1.1855
4
0
18
34.89
CCC1=C2SC=CC2=CS1
CCc1scc2ccsc12
false
CCC1CCC2CCCC12
c1cc2cscc2s1
168.286
49.08
3.5252
2
0
18
0
CC1(C)CC1S(=O)(=O)C=O
CC1(C)CC1S(=O)(=O)C=O
true
CCC(C)(C)C1CC1(C)C
C1CC1
162.21
37.8563
0.3899
3
0
20
51.21
ON1CC2=C(N=CS2)N=C1
ON1C=Nc2ncsc2C1
false
CC1CCC2CCCC2C1
C1=Nc2ncsc2CN1
155.182
37.5955
1.0077
5
1
15
48.72
N=CNN=CS(=O)(=O)C#C
C#CS(=O)(=O)C=NNC=N
false
CCCCCC(C)(C)CC
159.17
38.1642
-0.86813
4
2
15
82.38
S1C=CC(=C1)C1=CN=CS1
c1cc(-c2cncs2)cs1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cncs2)cs1
167.258
45.427
2.8716
3
0
15
12.89
CS(=O)(=O)CN(C=C)C=O
C=CN(C=O)CS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
163.198
37.8108
-0.4096
3
0
19
54.45
CC=C(C)S(=O)(=O)OC=C
C=COS(=O)(=O)C(C)=CC
false
CCCC(C)(C)C(C)CC
162.21
39.6328
1.4
3
0
20
43.37
OCCC1=CN=CS1(=O)=O
O=S1(=O)C=NC=C1CCO
false
CCCC1CCCC1(C)C
O=S1(=O)C=CN=C1
161.182
37.1976
-0.3331
4
1
17
66.73
OC1C2CC(C2=O)S1(=O)=O
O=C1C2CC1S(=O)(=O)C2O
false
CC1C2CC1C(C)(C)C2C
O=C1C2CC1S(=O)(=O)C2
162.166
31.8286
-1.3092
4
1
16
71.44
C1NC2CC1C1=C2SC=N1
c1nc2c(s1)C1CC2CN1
false
C1CC2C3CCC(C3)C2C1
c1nc2c(s1)C1CC2CN1
152.222
40.2157
1.2747
3
1
18
24.92
NCC(O)C1CNC(=S)N1
NCC(O)C1CNC(=S)N1
true
CCC(C)C1CCC(C)C1
S=C1NCCN1
161.23
42.5856
-1.8477
3
4
21
70.31
C=CC1CC1C1=CSC=C1
C=CC1CC1c1ccsc1
false
CCC1CC1C1CCCC1
c1cc(C2CC2)cs1
150.246
45.364
3.0376
1
0
20
0
CC(C=O)=CC1=NN=CS1
CC(C=O)=Cc1nncs1
false
CCC(C)CC1CCCC1
c1nncs1
154.194
39.624
1.1403
4
0
16
42.85
CC1=NSC=C1C(=C)C#C
C#CC(=C)c1csnc1C
false
CCC(C)C1CCCC1C
c1cnsc1
149.218
44.718
2.09792
2
0
17
12.89
CCC1NNS(=O)(=O)C1C
CCC1NNS(=O)(=O)C1C
true
CCC1CCC(C)(C)C1C
O=S1(=O)CCNN1
164.23
38.7322
-0.4089
3
2
22
58.2
CN1CC2=C(C1)C=C(N)S2
CN1Cc2cc(N)sc2C1
false
CC1CC2CC(C)CC2C1
c1cc2c(s1)CNC2
154.238
43.9024
1.2757
3
1
20
29.26
CN1CC1C1CS(=O)(=O)C1
CN1CC1C1CS(=O)(=O)C1
true
CC1CC1C1CC(C)(C)C1
O=S1(=O)CC(C2CN2)C1
161.226
38.5618
-0.655
3
0
21
37.15
O=C1CCNNC(=S)NC1
O=C1CCNNC(=S)NC1
true
CC1CCCCC(C)CC1
O=C1CCNNC(=S)NC1
159.214
41.3631
-1.0721
3
3
19
53.16
COC1=C(Cl)C=C(N)N1N
COc1c(Cl)cc(N)n1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
161.592
40.5568
0.4461
4
2
18
66.2
CC(N)CNC1=CSC=C1
CC(N)CNc1ccsc1
false
CC(C)CCC1CCCC1
c1ccsc1
156.254
46.4581
1.5072
3
2
22
38.05
CNC1(C)CONS1(=O)=O
CNC1(C)CONS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CCON1
166.202
35.4722
-1.2134
4
2
20
67.43
CC1C(C=C)C1S(O)(=O)=O
C=CC1C(C)C1S(=O)(=O)O
false
CCC1C(C)C1C(C)(C)C
C1CC1
162.21
38.1876
0.6947
2
1
20
54.37
CC=CCOC1=NSC=C1
CC=CCOc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
155.222
42.423
2.098
3
0
19
22.12
CC1=CSC(=N1)C(=C)C=C
C=CC(=C)c1nc(C)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
151.234
46.082
2.65072
2
0
19
12.89
CC(N)C1=C(Cl)C(C)=CO1
Cc1coc(C(C)N)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccoc1
159.616
41.0574
2.26112
2
1
20
39.16
CNC(=S)N1CC1C=NO
CNC(=S)N1CC1C=NO
true
CCCC1CC1C(C)CC
C1CN1
159.214
42.4302
-0.3651
3
2
19
47.63
NS(=O)(=O)C1=CCCNC1
NS(=O)(=O)C1=CCCNC1
true
CC(C)(C)C1CCCCC1
C1=CCNCC1
162.214
38.6769
-0.8479
3
2
20
72.19
C=C(C1CO1)C1=CC=NS1
C=C(c1ccns1)C1CO1
false
CC(C1CCCC1)C1CC1
C=C(c1ccns1)C1CO1
153.206
40.888
1.5551
3
0
17
25.42
CC1CS(=O)(=O)OCC=C1
CC1C=CCOS(=O)(=O)C1
false
CC1CCCCC(C)(C)C1
O=S1(=O)CCC=CCO1
162.21
38.0428
0.5387
3
0
20
43.37
O=C1C2CC1S(=O)(=O)NC2
O=C1C2CNS(=O)(=O)C1C2
false
CC1C2CCC(C)(C)C1C2
O=C1C2CNS(=O)(=O)C1C2
161.182
33.8245
-1.123
3
1
17
63.24
CC1=C(N=NS1)C(O)C=C
C=CC(O)c1nnsc1C
false
CCC(C)C1CCCC1C
c1csnn1
156.21
39.8028
1.06592
4
1
18
46.01
CN=C1SNC=C1C1CN1
CN=c1s[nH]cc1C1CN1
false
CCC1CCCC1C1CC1
N=c1s[nH]cc1C1CN1
155.226
40.9004
0.251
3
2
19
50.09
CC=CC1=CC(C=O)=NS1
CC=Cc1cc(C=O)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
153.206
42.2095
1.9887
3
0
17
29.96
O=S1(=O)CC2CC1C=CC2
O=S1(=O)CC2CC=CC1C2
false
CC1(C)CC2CCCC1C2
O=S1(=O)CC2CC=CC1C2
158.222
39.4388
0.7496
2
0
20
34.14
CC(C)C1=CC=C(Cl)C=N1
CC(C)c1ccc(Cl)cn1
false
CC1CCC(C(C)C)CC1
c1ccncc1
155.628
43.336
2.8584
1
0
20
12.89
CCOC1=CN=C(S1)C#C
C#Cc1ncc(OCC)s1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
41.218
1.5231
3
0
17
22.12
O=S1(=O)NC(C#C)C2CN12
C#CC1NS(=O)(=O)N2CC12
false
CCC1CC(C)(C)C2CC12
O=S1(=O)NCC2CN21
158.182
35.1705
-1.4796
2
1
16
49.18
CCCCC1=C(O)SC=N1
CCCCc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
157.238
42.3908
2.1913
3
1
21
33.12
CC1C2CC(C)(N2)S1(=O)=O
CC1C2CC(C)(N2)S1(=O)=O
true
CC1C2CC(C)(C2)C1(C)C
O=S1(=O)CC2CC1N2
161.226
38.3275
-0.1186
3
1
21
46.17
NCC1CCC2=NSN=C12
NCC1CCc2nsnc21
false
CCC1CCC2CCCC12
C1Cc2nsnc2C1
155.226
40.0254
0.5266
4
1
19
51.8
NC1C2CON(C12)C(N)=S
NC(=S)N1OCC2C(N)C21
false
CC(C)C1CCC2C(C)C12
C1ONC2CC12
159.214
39.8298
-1.1971
3
2
19
64.51
CNC(=S)N1CC(C1)OC
CNC(=S)N1CC(OC)C1
false
CCC1CC(C(C)CC)C1
C1CNC1
160.242
44.0277
-0.1787
2
1
22
24.5
OC1CC1OC1=CSN=C1
OC1CC1Oc1cnsc1
false
CC1CC1CC1CCCC1
c1nscc1OC1CC1
157.194
37.1538
0.6551
4
1
17
42.35
CN(CC#C)S(=O)(=O)C#C
C#CCN(C)S(=O)(=O)C#C
false
CCCC(C)C(C)(C)CC
157.194
39.2158
-0.5281
2
0
17
37.38
CC=CC1CNNS1(=O)=O
CC=CC1CNNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCNN1
162.214
38.6602
-0.6313
3
2
20
58.2
CCC1=NSC(C=NO)=N1
CCc1nsc(C=NO)n1
false
CCCC1CCC(CC)C1
c1ncsn1
157.198
38.6675
0.9086
5
1
17
58.37
NC1=C(CNC=O)SC=N1
Nc1ncsc1CNC=O
false
CCCCC1CCCC1C
c1cscn1
157.198
39.4301
-0.0287
4
2
17
68.01
NS(=O)(=O)NN1CCCC1
NS(=O)(=O)NN1CCCC1
true
CC(C)(C)CC1CCCC1
C1CCNC1
165.218
37.0499
-1.2097
3
2
21
75.43
CC1=NSC2=NCCON12
CC1=NSC2=NCCON12
true
CC1CCC2CCCCC12
C1=NSC2=NCCON12
157.198
40.793
0.6698
5
0
17
37.19
CC1NC2CCC1S2(=O)=O
CC1NC2CCC1S2(=O)=O
true
CC1CC2CCC1C2(C)C
O=S1(=O)C2CCC1NC2
161.226
38.3275
-0.1186
3
1
21
46.17
CC(=O)N=C(C)NC(N)=S
CC(=O)N=C(C)NC(N)=S
true
CC(C)CC(C)CC(C)C
159.214
43.7111
-0.2155
2
2
19
67.48
CCC1=NSC(CN)=C1C
CCc1nsc(CN)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
156.254
44.1204
1.47262
3
1
22
38.91
CC(=C)C1=C2OCC2=NS1
C=C(C)c1snc2c1OC2
false
CC(C)C1CCC2CCC21
c1snc2c1OC2
153.206
41.154
2.0686
3
0
17
22.12
CC1=C(CC=C)NSC1=N
C=CCc1[nH]sc(=N)c1C
false
CCCC1CCC(C)C1C
N=c1cc[nH]s1
154.238
43.1624
1.59259
2
2
20
39.64
CS(=O)(=O)C1NC1C=NO
CS(=O)(=O)C1NC1C=NO
true
CCCC1CC1C(C)(C)C
C1CN1
164.186
35.834
-1.2111
5
2
18
88.67
COC1CC1C1=CSC=C1
COC1CC1c1ccsc1
false
CCC1CC1C1CCCC1
c1cc(C2CC2)cs1
154.234
42.474
2.2504
2
0
20
9.23
C=CCC(=C)C1=CSN=N1
C=CCC(=C)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
152.222
43.757
2.1274
3
0
18
25.78
NC1C=C(CO)NS1(=O)=O
NC1C=C(CO)NS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CN1
164.186
35.1997
-1.9196
4
3
18
92.42
CC1=CN2C(N)=CSC2=N1
Cc1cn2c(N)csc2n1
false
CC1CC2CCC(C)C2C1
c1cn2ccsc2n1
153.21
42.2184
1.28642
4
1
17
43.32
NC1=C(N)C(Cl)=C(S1)C=C
C=Cc1sc(N)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccsc1
174.656
48.2448
2.2089
3
2
17
52.04
CON1SC(=O)C(=C1)C#C
C#Cc1cn(OC)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
155.178
39.018
-0.0505
4
0
15
31.23
C1OC2C1OC1=C2SN=C1
c1nsc2c1OC1COC21
false
C1CC2CC3CCC3C2C1
c1nsc2c1OC1COC21
155.178
35.223
0.9754
4
0
15
31.35
CC1=C(Cl)C(O)=C(CO)N1
Cc1[nH]c(CO)c(O)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
161.588
38.1273
1.17442
2
3
18
56.25
CC1=CS(=O)(=O)C(C1)C#N
CC1=CS(=O)(=O)C(C#N)C1
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCC1
157.194
36.6948
0.60088
3
0
17
57.93
CC(=CCC=C)S(C)(=O)=O
C=CCC=C(C)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
160.238
43.4148
1.5109
2
0
22
34.14
O=C1CN=C2SC=NN2C1
O=C1CN=C2SC=NN2C1
true
CC1CCC2CCCC2C1
O=C1CN=C2SC=NN2C1
155.182
40.098
-0.0828
5
0
15
45.03
ON=C1CCCS(=O)(=O)C1
O=S1(=O)CCCC(=NO)C1
false
CCC1CCCC(C)(C)C1
N=C1CCCS(=O)(=O)C1
163.198
37.1093
0.0252
4
1
19
66.73
NC1C2(CN2)COS1(=O)=O
NC1C2(CN2)COS1(=O)=O
true
CC1C(C)(C)CCC12CC2
O=S1(=O)CC2(CN2)CO1
164.186
33.5809
-2.0268
5
2
18
91.33
O=S1(=O)CCC(OC1)C#N
N#CC1CCS(=O)(=O)CO1
false
CCC1CCC(C)(C)CC1
O=S1(=O)CCCOC1
161.182
33.7568
-0.32882
4
0
17
67.16
O=S1(=O)OC2C3NCC1C23
O=S1(=O)OC2C3NCC1C32
false
CC1(C)CC2C3CCC1C32
O=S1(=O)OC2C3NCC1C32
161.182
32.8615
-1.3148
4
1
17
55.4
CNS(=O)(=O)N1CC1C#N
CNS(=O)(=O)N1CC1C#N
true
CCC1CC1C(C)(C)CC
C1CN1
161.186
34.0865
-1.34162
3
1
17
72.97
CC(C)C1=CC(N)=C(O)S1
CC(C)c1cc(N)c(O)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
157.238
44.4852
2.1593
3
2
21
46.25
NC(=S)NC1CC1C1CN1
NC(=S)NC1CC1C1CN1
true
CC(C)CC1CC1C1CC1
C1CC1C1CN1
157.242
43.6068
-0.8201
2
3
21
59.99
OC1CC1N1C=CSC1=O
O=c1sccn1C1CC1O
false
CC1CCCC1C1CC1C
O=c1sccn1C1CC1
157.194
38.2398
0.2155
4
1
17
42.23
COC1=NS(=O)(=O)C(C)=C1
COC1=NS(=O)(=O)C(C)=C1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CC=N1
161.182
37.1208
0.2785
3
0
17
55.73
CCS(=O)(=O)NC=NN=C
C=NN=CNS(=O)(=O)CC
false
CCCCCC(C)(C)CC
163.202
40.6375
-0.4304
4
1
19
70.89
CC1=CC(C#N)=C(S1)C#N
Cc1cc(C#N)c(C#N)s1
false
CCC1CC(C)CC1CC
c1ccsc1
148.19
38.486
1.79988
3
0
14
47.58
CC(O)C=CN(C)C(N)=S
CC(O)C=CN(C)C(N)=S
true
CC(C)CCC(C)C(C)C
160.242
45.3692
0.0563
2
2
22
49.49
O=C1NCC1C1=NC=NS1
O=C1NCC1c1ncns1
false
CC1CCC1C1CCCC1
O=C1NCC1c1ncns1
155.182
35.6597
-0.2485
4
1
15
54.88