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=COC=CS(O)(=O)=O
CC=COC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
164.182
36.5876
0.8956
3
1
18
63.6
CC1(C)ON=CCS1(=O)=O
CC1(C)ON=CCS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CC=NOC1
163.198
37.4428
0.1533
4
0
19
55.73
OC1C2CC1C1=C2SC=C1
OC1C2CC1c1sccc12
false
CC1C2CC1C1CCCC21
c1cc2c(s1)C1CC2C1
152.218
40.4248
1.6935
2
1
18
20.23
CCC1OC1C1=CSN=N1
CCC1OC1c1csnn1
false
CCC1CC1C1CCCC1
c1snnc1C1CO1
156.21
37.814
1.388
4
0
18
38.31
CNCC1=NC(=NS1)C#N
CNCc1nc(C#N)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
154.198
37.3877
0.12918
5
1
16
61.6
O=C1NSC=C1CCC#N
N#CCCc1cs[nH]c1=O
false
CCCCC1CCCC1C
O=c1ccs[nH]1
154.194
38.8737
0.89258
3
1
16
56.65
CC1=CC2=C(OC(=C)C2)S1
C=C1Cc2cc(C)sc2O1
false
CC1CC2CC(C)CC2C1
C=C1Cc2ccsc2O1
152.218
42.528
2.50512
2
0
18
9.23
CC1(CC1N)OS(C)(=O)=O
CC1(OS(C)(=O)=O)CC1N
false
CC1CC1(C)CC(C)(C)C
C1CC1
165.214
36.9262
-0.5477
4
1
21
69.39
CC(=CO)C1=CC(Cl)=CN1
CC(=CO)c1cc(Cl)c[nH]1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
157.6
42.0825
2.5869
1
2
18
36.02
CCNS(=O)(=O)C(C)CC
CCNS(=O)(=O)C(C)CC
true
CCCC(C)(C)C(C)CC
165.258
42.3495
0.7242
2
1
25
46.17
CC1N2C1(C)CNS2(=O)=O
CC1N2C1(C)CNS2(=O)=O
true
CC1C2C(C)(C)CCC12C
O=S1(=O)NCC2CN21
162.214
36.6285
-0.7028
2
1
20
49.18
NC1CCC1C1=NSC=N1
NC1CCC1c1ncsn1
false
CC1CCC1C1CCCC1
c1nc(C2CCC2)ns1
155.226
39.8594
0.7428
4
1
19
51.8
CN1C(C=O)=CC(Cl)=C1C
Cc1c(Cl)cc(C=O)n1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.6
40.5475
1.79942
2
0
18
22
CS(=O)(=O)NC1=NC=CN1
CS(=O)(=O)Nc1ncc[nH]1
false
CC(C)(C)CC1CCCC1
c1c[nH]cn1
161.186
37.0542
-0.2188
3
2
17
74.85
CCC#CC1=CNC(=N)S1
CCC#Cc1c[nH]c(=N)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
152.222
41.6934
1.31717
2
2
18
39.64
CC=CC1=CSC(=O)N1O
CC=Cc1csc(=O)n1O
false
CCCC1CCC(C)C1C
O=c1[nH]ccs1
157.194
40.4715
1.1802
4
1
17
42.23
O=S1(=O)NC(CO1)C1CN1
O=S1(=O)NC(C2CN2)CO1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)NC(C2CN2)CO1
164.186
33.5862
-1.8086
4
2
18
77.34
OCC1CN=C2SC=CN12
OCC1CN=C2SC=CN21
false
CCC1CCC2CCCC12
C1=CN2CCN=C2S1
156.21
41.7458
0.2369
4
1
18
35.83
CN1C(=N)SC=C1N1CC1
Cn1c(N2CC2)csc1=N
false
CC1CCC(C2CC2)C1C
N=c1[nH]c(N2CC2)cs1
155.226
41.3577
0.38607
4
1
19
31.79
CNC=C1CCOS1(=O)=O
CNC=C1CCOS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1CCOS1(=O)=O
163.198
36.6315
-0.2027
4
1
19
55.4
CCN1C(CNC1=S)C=C
C=CC1CNC(=S)N1CC
false
CCC1CCC(C)C1CC
S=C1NCCN1
156.254
46.9657
0.751
1
1
22
15.27
C=C1NS(=O)(=O)C(=O)C1=C
C=C1NS(=O)(=O)C(=O)C1=C
true
CC1CC(C)(C)C(C)C1C
C=C1NS(=O)(=O)C(=O)C1=C
159.166
35.3425
-0.4841
3
1
15
63.24
NC1CN(O)C(=S)NC1=C
C=C1NC(=S)N(O)CC1N
false
CC1CC(C)C(C)CC1C
C=C1CCNC(=S)N1
159.214
41.3416
-0.5933
3
3
19
61.52
CC(=O)C1(C)OCS1(=O)=O
CC(=O)C1(C)OCS1(=O)=O
true
CC(C)C1(C)CCC1(C)C
O=S1(=O)COC1
164.182
33.9578
-0.3059
4
0
18
60.44
C=C(C#N)C1CNS1(=O)=O
C=C(C#N)C1CNS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
158.182
35.4635
-0.63222
3
1
16
69.96
CCN(C=O)C(=S)N(C)C
CCN(C=O)C(=S)N(C)C
true
CCC(CC)C(C)C(C)C
160.242
44.729
0.3112
2
0
22
23.55
OC12CC(C1)C1=C2C=CS1
OC12CC(C1)c1sccc12
false
CC12CC(C1)C1CCCC12
c1cc2c(s1)C1CC2C1
152.218
40.1908
1.8267
2
1
18
20.23
CC=COC1=C(C)N=CS1
CC=COc1scnc1C
false
CCCCC1CCCC1C
c1cscn1
155.222
42.293
2.36392
3
0
19
22.12
CCC(=C)S(=O)(=O)C(C)O
C=C(CC)S(=O)(=O)C(C)O
false
CCC(C)C(C)(C)C(C)C
164.226
40.0316
0.6632
3
1
22
54.37
CNC1C(N)C1S(O)(=O)=O
CNC1C(N)C1S(=O)(=O)O
false
CCC1C(C)C1C(C)(C)C
C1CC1
166.202
36.1597
-1.8283
4
3
20
92.42
CNS(=O)(=O)C(=O)NC=C
C=CNC(=O)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
164.186
36.7082
-0.6113
3
2
18
75.27
CN=C1NN2CC2S1(=O)=O
CN=C1NN2CC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
N=C1NN2CC2S1(=O)=O
161.186
35.9085
-1.4531
4
1
17
61.54
CCC(O)(C#C)S(O)(=O)=O
C#CC(O)(CC)S(=O)(=O)O
false
CCC(C)(CC)C(C)(C)C
164.182
35.6224
-0.394
3
2
18
74.6
CC1=NC(C=CC=C)=CS1
C=CC=Cc1csc(C)n1
false
CCCCC1CCC(C)C1
c1cscn1
151.234
46.082
2.65072
2
0
19
12.89
CNCCCN(C)C(N)=S
CNCCCN(C)C(N)=S
true
CCCCCC(C)C(C)C
161.274
47.9591
-0.2287
2
2
25
41.29
N=C(C=O)N=C1SNC=C1
N=C(C=O)N=c1cc[nH]s1
false
CCC(C)CC1CCCC1
N=c1cc[nH]s1
155.182
38.0234
0.15307
3
2
15
69.07
CCC1NC(=S)NC1CO
CCC1NC(=S)NC1CO
true
CCC1CC(C)CC1CC
S=C1NCCN1
160.242
43.8222
-0.3964
2
3
22
44.29
NCC1C(OS1(=O)=O)C#C
C#CC1OS(=O)(=O)C1CN
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCO1
161.182
35.4682
-1.3245
4
1
17
69.39
CC1=NSC=C1C(=C)C=C
C=CC(=C)c1csnc1C
false
CCC(C)C1CCCC1C
c1cnsc1
151.234
46.082
2.65072
2
0
19
12.89
NC1(CCC1)C1=CSN=C1
NC1(c2cnsc2)CCC1
false
CC1(C2CCCC2)CCC1
c1nscc1C1CCC1
154.238
41.8304
1.481
3
1
20
38.91
CC#CC1=NC(CO)=CS1
CC#Cc1nc(CO)cs1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
40.5888
1.0068
3
1
17
33.12
N#CC1=CCC2=CSC=C12
N#CC1=CCc2cscc21
false
CCC1CCC2CCCC12
C1=Cc2cscc2C1
147.202
41.613
2.21118
2
0
15
23.79
NC(=S)N1CC=COC=N1
NC(=S)N1CC=COC=N1
true
CC(C)C1CCCCCC1
C1=COC=NNC1
157.198
42.2084
0.0192
3
1
17
50.85
CC(C)NS(=O)(=O)CCO
CC(C)NS(=O)(=O)CCO
true
CCCC(C)(C)CC(C)C
167.23
39.1443
-0.6935
3
2
23
66.4
OCC=CC1=CNC(=O)S1
O=c1[nH]cc(C=CCO)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.194
41.0595
0.4419
3
2
17
53.09
NC(=O)C1=CC(C=O)=CS1
NC(=O)c1cc(C=O)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
155.178
38.2244
0.6595
3
1
15
60.16
O=CC1NC(=S)NC11CC1
O=CC1NC(=S)NC12CC2
false
CCC1CC(C)CC12CC2
S=C1NCC2(CC2)N1
156.21
40.6864
-0.4358
2
2
18
41.13
C#CC1=NC2=C(S1)N=NO2
C#Cc1nc2onnc2s1
false
CCC1CC2CCCC2C1
c1nc2onnc2s1
151.15
35.411
0.6606
5
0
11
51.81
ON=CC1NC(=S)N2CC12
ON=CC1NC(=S)N2CC12
true
CCCC1CC(C)C2CC12
S=C1NCC2CN12
157.198
40.2942
-0.6127
3
2
17
47.63
CCN=C1C=C(O)SN1N
CCN=c1cc(O)sn1N
false
CCCC1CC(C)CC1C
N=c1ccs[nH]1
159.214
40.2282
-0.1104
5
2
19
63.54
CCOCC=CS(O)(=O)=O
CCOCC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
166.198
37.1816
0.4244
3
1
20
63.6
CCC1NC(=S)NC1(C)C
CCC1NC(=S)NC1(C)C
true
CCC1CC(C)CC1(C)C
S=C1NCCN1
158.27
47.0274
1.0213
1
2
24
24.06
CC(CN)C1=NSC=C1C
Cc1csnc1C(C)CN
false
CCC(C)C1CCCC1C
c1cnsc1
156.254
44.3204
1.51372
3
1
22
38.91
CC(C)CN1SC(=N)N=C1
CC(C)Cn1cnc(=N)s1
false
CC(C)CC1CCC(C)C1
N=c1nc[nH]s1
157.242
40.7967
1.08007
4
1
21
41.67
O=S1(=O)CC2CON=C2N1
O=S1(=O)CC2CON=C2N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2CON=C2N1
162.17
33.7995
-1.1207
4
1
16
67.76
CC1=C(SC=N1)C(O)C=C
C=CC(O)c1scnc1C
false
CCC(C)C1CCCC1C
c1cscn1
155.222
42.0078
1.67092
3
1
19
33.12
CC(N)(CS(O)(=O)=O)C#C
C#CC(C)(N)CS(=O)(=O)O
false
CCC(C)(C)CC(C)(C)C
163.198
37.841
-0.7752
3
2
19
80.39
COCC1CN(C1)C(N)=S
COCC1CN(C(N)=S)C1
false
CCCC1CC(C(C)C)C1
C1CNC1
160.242
43.7244
-0.1918
2
1
22
38.49
O=C1NN=CC2=C1C=CS2
O=c1[nH]ncc2sccc12
false
CC1CCCC2CCCC12
O=c1[nH]ncc2sccc12
152.178
40.2407
0.9846
3
1
14
45.75
CC1(C)CC1NNC(N)=S
CC1(C)CC1NNC(N)=S
true
CC(C)CCC1CC1(C)C
C1CC1
159.258
45.2428
0.1227
2
3
23
50.08
O=S1(=O)C=CC(=N1)N1CC1
O=S1(=O)C=CC(N2CC2)=N1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)C=CC(N2CC2)=N1
158.182
37.0678
-0.4424
3
0
16
49.51
C(C1CCO1)C1=NC=NS1
c1nsc(CC2CCO2)n1
false
C1CCC(CC2CCC2)C1
c1nsc(CC2CCO2)n1
156.21
37.97
0.8695
4
0
18
35.01
CCN1C=NC(=O)C(Cl)=C1
CCn1cnc(=O)c(Cl)c1
false
CCC1CCC(C)C(C)C1
O=c1cc[nH]cn1
158.588
39.181
0.9166
3
0
17
34.89
CC1CC2=C(Cl)C(=O)ON12
CC1Cc2c(Cl)c(=O)on21
false
CC1CC2C(C)CC2C1C
O=c1cc2n(o1)CC2
159.572
36.393
1.2118
3
0
16
35.14
CC1=C(CN)C(=N)N(O)S1
Cc1sn(O)c(=N)c1CN
false
CCC1C(C)CC(C)C1C
N=c1ccs[nH]1
159.214
37.9766
0.03349
5
3
19
75.03
CC(CN)C1=CC=C(O)S1
CC(CN)c1ccc(O)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.238
43.4532
1.5159
3
2
21
46.25
CC1=NSC=C1C(O)C#C
C#CC(O)c1csnc1C
false
CCC(C)C1CCCC1C
c1cnsc1
153.206
40.6438
1.11812
3
1
17
33.12
CCC1CC1(N)S(N)(=O)=O
CCC1CC1(N)S(N)(=O)=O
true
CCC1CC1(C)C(C)(C)C
C1CC1
164.23
38.4236
-0.6402
3
2
22
86.18
CON=CNC(=S)N1CC1
CON=CNC(=S)N1CC1
true
CCCCCC(C)C1CC1
C1CN1
159.214
42.8077
-0.2338
3
1
19
36.63
CCC1=C(O)SC(OC)=C1
CCc1cc(OC)sc1O
false
CCC1CC(C)C(CC)C1
c1ccsc1
158.222
41.9138
2.0247
3
1
20
29.46
CC1CCONS(=O)(=O)C1
CC1CCONS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCCCON1
165.214
36.6555
-0.1228
3
1
21
55.4
O=CCOCC1=CC=NS1
O=CCOCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
157.194
37.834
0.8586
4
0
17
39.19
CC#CC1=NSC(C)=C1O
CC#Cc1nsc(C)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
153.206
41.0678
1.52852
3
1
17
33.12
CCOC1=CC(=N)N(N)S1
CCOc1cc(=N)n(N)s1
false
CCCC1CC(C)C(C)C1
N=c1ccs[nH]1
159.214
39.4831
0.14157
5
2
19
64.03
NN1C=C(Cl)C=C1C=NO
Nn1cc(Cl)cc1C=NO
false
CCCC1CC(C)CC1C
c1cc[nH]c1
159.576
38.9729
0.6634
4
2
16
63.54
CC=CC(C)C1=NC=NS1
CC=CC(C)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
154.238
43.138
2.2177
3
0
20
25.78
CNC1=CNS(=O)(=O)C1=N
CNC1=CNS(=O)(=O)C1=N
true
CCC1CCC(C)(C)C1C
N=C1C=CNS1(=O)=O
161.186
36.9249
-1.04253
4
3
17
82.05
NC=CS(=O)(=O)C(O)C#C
C#CC(O)S(=O)(=O)C=CN
false
CCCC(C)(C)C(C)CC
161.182
37.087
-1.2173
4
2
17
80.39
CC1CCN(O)C(=S)N1C
CC1CCN(O)C(=S)N1C
true
CC1CCC(C)C(C)C1C
S=C1NCCCN1
160.242
42.9325
0.6865
2
1
22
26.71
CN=C1CN(C)S(=O)(=O)N1
CN=C1CN(C)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
N=C1CNS(=O)(=O)N1
163.202
38.0445
-1.2055
3
1
19
61.77
O=C1CNC(=S)N1N1CC1
O=C1CNC(=S)N1N1CC1
true
CC1CCC(C)C1C1CC1
O=C1CNC(=S)N1N1CC1
157.198
39.0197
-1.0663
3
1
17
35.35
CCC=C(OC)S(O)(=O)=O
CCC=C(OC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
166.198
36.9316
0.772
3
1
20
63.6
CC1=NC(CN)=NS1(=O)=O
CC1=NC(CN)=NS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=NC=N1
161.186
38.5182
-0.8946
4
1
17
84.88
NN1C(=N)SC=C1[N+]([O-])=O
N=c1scc([N+](=O)[O-])n1N
false
CC(C)C1CCC(C)C1C
N=c1[nH]ccs1
160.158
34.9685
-0.34893
6
2
14
97.94
CC1CNC2=C1SC(=O)N2
CC1CNc2[nH]c(=O)sc21
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2c(s1)CCN2
156.21
41.8444
0.9654
3
2
18
44.89
CCCON1SC(=O)C=C1
CCCOn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
159.21
40.317
0.7484
4
0
19
31.23
CC1=C(SC=C1)C1CNC1
Cc1ccsc1C1CNC1
false
CC1CCCC1C1CCC1
c1csc(C2CNC2)c1
153.25
44.6667
1.74332
2
1
21
12.03
C=CC1=C(CC#C)SC=C1
C#CCc1sccc1C=C
false
CCCC1CCCC1CC
c1ccsc1
148.23
46.947
2.5668
1
0
18
0
NC12CNC1CNS2(=O)=O
NC12CNC1CNS2(=O)=O
true
CC1(C)CCC2CCC21C
O=S1(=O)NCC2NCC21
163.202
35.6316
-2.4538
4
3
19
84.22
C=CC(C=O)C1=CSC=N1
C=CC(C=O)c1cscn1
false
CCC(CC)C1CCCC1
c1cscn1
153.206
41.116
1.6116
3
0
17
29.96
C#CCCCC1=NSC=N1
C#CCCCc1ncsn1
false
CCCCCC1CCCC1
c1ncsn1
152.222
41.68
1.494
3
0
18
25.78
CC1=C(CC2CC2)SN=C1
Cc1cnsc1CC1CC1
false
CC1CCCC1CC1CC1
c1cc(CC2CC2)sn1
153.25
43.279
2.40402
2
0
21
12.89
CN(C(N)=S)C1=NCCO1
CN(C(N)=S)C1=NCCO1
true
CC(C)C(C)C1CCCC1
C1=NCCO1
159.214
42.8024
-0.452
3
1
19
50.85
C=CC12NC(C=C1)S2(=O)=O
C=CC12C=CC(N1)S2(=O)=O
false
CCC12CCC(C1)C2(C)C
O=S1(=O)C2C=CC1N2
157.194
37.9115
-0.2174
3
1
17
46.17
CC1CC=CCS(=O)(=O)N1
CC1CC=CCS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CC=CCCN1
161.226
40.1415
0.2542
2
1
21
46.17
CNC(=S)N(O)C(=N)C=C
C=CC(=N)N(O)C(=S)NC
false
CCC(C)C(C)C(C)CC
159.214
43.2069
0.34517
3
3
19
59.35
C=C1C=NN=CNS1(=O)=O
C=C1C=NN=CNS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1C=NN=CNS1(=O)=O
159.17
38.1795
-0.5528
4
1
15
70.89
CC(C)C1=C(O)SC(=O)N1
CC(C)c1[nH]c(=O)sc1O
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
159.21
40.6935
1.2654
3
2
19
53.09
CC1(C)NC(=S)NC1C#N
CC1(C)NC(=S)NC1C#N
true
CCC1CC(C)CC1(C)C
S=C1NCCN1
155.226
42.3494
0.13488
2
2
19
47.85
CC1C(C#N)C2=NSC=C12
CC1c2csnc2C1C#N
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
150.206
38.883
1.86738
3
0
16
36.68