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
CCCOC1=NSC(N)=N1
CCCOc1nsc(N)n1
false
CCCCC1CCC(C)C1
c1ncsn1
159.214
40.1074
0.9091
5
1
19
61.03
CC(C)C(C)C1=CC=NS1
CC(C)C(C)c1ccns1
false
CC(C)C(C)C1CCCC1
c1cnsc1
155.266
45.367
2.9026
2
0
23
12.89
CNC(C)(C)C1=CSC=C1
CNC(C)(C)c1ccsc1
false
CCC(C)(C)C1CCCC1
c1ccsc1
155.266
46.4047
2.2026
2
1
23
12.03
C=CC1C=CC2=C1N=NS2
C=CC1C=Cc2snnc21
false
CCC1CCC2CCCC12
C1=Cc2snnc2C1
150.206
41.881
1.8345
3
0
16
25.78
ON=C1SNC=C1C1CN1
ON=c1s[nH]cc1C1CN1
false
CCC1CCCC1C1CC1
N=c1s[nH]cc1C1CN1
157.198
36.7629
0.0104
4
3
17
70.32
CC(O)C1=CSC(CN)=N1
CC(O)c1csc(CN)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
158.226
40.6392
0.6551
4
2
20
59.14
CN1CC2C(O)C1S2(=O)=O
CN1CC2C(O)C1S2(=O)=O
true
CC1CC2C(C)C1C2(C)C
O=S1(=O)C2CNC1C2
163.198
35.1326
-1.5842
4
1
19
57.61
O=S1(=O)NCC2=C1OC=N2
O=S1(=O)NCc2ncoc21
false
CC1(C)CCC2CCCC21
O=S1(=O)NCc2ncoc21
160.154
30.5285
-0.5335
4
1
14
72.2
O=S1(=O)NCC2(CCC2)N1
O=S1(=O)NCC2(CCC2)N1
true
CC1(C)CCC2(CCC2)C1
O=S1(=O)NCC2(CCC2)N1
162.214
36.6402
-0.6533
2
2
20
58.2
C1NCC2C1C1=CSC=C21
c1scc2c1C1CNCC21
false
C1CC2C(C1)C1CCCC21
c1scc2c1C1CNCC21
151.234
42.6707
1.5321
2
1
19
12.03
NCC1=CSC(CN)=C1N
NCc1csc(CN)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
157.242
44.5142
0.2477
4
3
21
78.06
OC1=CSC(OCC#C)=N1
C#CCOc1nc(O)cs1
false
CCCCC1CCC(C)C1
c1cscn1
155.178
38.1068
0.8607
4
1
15
42.35
CC=CC#CS(=O)(=O)C#N
CC=CC#CS(=O)(=O)C#N
true
CCCCCC(C)(C)CC
155.178
37.1228
0.41928
3
0
15
57.93
O=S1(=O)OC=C2COCC12
O=S1(=O)OC=C2COCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)OC=C2COCC21
162.166
32.6948
-0.3709
4
0
16
52.6
CC1=NC(CON=C)=CS1
C=NOCc1csc(C)n1
false
CCCCC1CCC(C)C1
c1cscn1
156.21
41.189
1.58372
4
0
18
34.48
CC(C#C)C(C)S(N)(=O)=O
C#CC(C)C(C)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
161.226
40.5662
-0.0673
2
1
21
60.16
CC1=CC(=CS1)C(=C)CO
C=C(CO)c1csc(C)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
154.234
45.1758
2.06202
2
1
20
20.23
O=C1C2OC2C2=CSN=C12
O=C1c2nscc2C2OC12
false
CC1C2CCCC2C2CC12
O=C1c2nscc2C2OC12
153.162
34.0585
0.7793
4
0
13
42.49
CN1CC2CC(=O)N2C1=S
CN1CC2CC(=O)N2C1=S
true
CC1CC2CC(C)C2C1C
O=C1CC2CNC(=S)N12
156.21
40.479
-0.1824
2
0
18
23.55
CC12CN1C(=S)NC(=O)C2
CC12CC(=O)NC(=S)N1C2
false
CC1CC(C)C2CC2(C)C1
O=C1CC2CN2C(=S)N1
156.21
40.4687
-0.1345
2
1
18
32.11
CCC1=NN(C=N)C=C1Cl
CCc1nn(C=N)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
157.604
40.7967
1.55407
3
1
18
41.67
C=C1NC(=N)S(=O)(=O)N=C1
C=C1C=NS(=O)(=O)C(=N)N1
false
CC1CCC(C)(C)C(C)C1
C=C1C=NS(=O)(=O)C(=N)N1
159.17
37.4142
-0.56133
3
2
15
82.38
NN(C=O)C1=CC(N)=CS1
Nc1csc(N(N)C=O)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.198
41.4618
0.1668
4
2
17
72.35
CNC1=C(N)C(CN)=CS1
CNc1scc(CN)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
157.242
46.1695
0.8307
4
3
21
64.07
O=S1(=O)OC2CC1OCC2
O=S1(=O)OC2CCOC1C2
false
CC1(C)CC2CCCC1C2
O=S1(=O)OC2CCOC1C2
164.182
32.7668
-0.1485
4
0
18
52.6
CCC12CC1NNC(=S)N2
CCC12CC1NNC(=S)N2
true
CCC12CC(C)CCC1C2
S=C1NNC2CC2N1
157.242
43.4321
-0.1102
2
3
21
36.09
CC(C)C1CNS(=O)(=O)O1
CC(C)C1CNS(=O)(=O)O1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)NCCO1
165.214
36.6335
-0.1244
3
1
21
55.4
C=CS(=O)(=O)C(C#C)C#C
C#CC(C#C)S(=O)(=O)C=C
false
CCC(CC)C(C)(C)CC
154.19
40.5708
0.1797
2
0
16
34.14
CC1(C)C(N)C1NC(N)=S
CC1(C)C(N)C1NC(N)=S
true
CC(C)CC1C(C)C1(C)C
C1CC1
159.258
45.4655
-0.4447
2
3
23
64.07
NC(=S)N1C=CCC1=NO
NC(=S)N1C=CCC1=NO
true
CCC1CCCC1C(C)C
N=C1CC=CN1
157.198
41.6029
0.2371
3
2
17
61.85
OCC=CC1=CSC(=O)N1
O=c1[nH]c(C=CCO)cs1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.194
41.0595
0.4419
3
2
17
53.09
NCC1=CC2=CSC=C2C1
NCC1=Cc2cscc2C1
false
CCC1CC2CCCC2C1
C1=Cc2cscc2C1
151.234
45.0544
1.6463
2
1
19
26.02
C1OC2=C(N=CS2)C2OC12
c1nc2c(s1)OCC1OC21
false
C1CC2CCC3CC3C2C1
c1nc2c(s1)OCC1OC21
155.178
35.223
0.9754
4
0
15
34.65
C=C1CC=C2NC(=S)NC12
C=C1CC=C2NC(=S)NC12
true
CC1CC2CCC(C)C2C1
C=C1CC=C2NC(=S)NC12
152.222
44.4974
0.6765
1
2
18
24.06
CC1CC2=C(Cl)C=NC=C12
CC1Cc2c(Cl)cncc21
false
CC1CC2C(C)CCCC12
c1cc2c(cn1)CC2
153.612
41.366
2.3946
1
0
18
12.89
COC(C=O)C1=CSC=C1
COC(C=O)c1ccsc1
false
CCC(CC)C1CCCC1
c1ccsc1
156.206
40.133
1.6345
3
0
18
26.3
CN1CCC(=O)N1C(N)=S
CN1CCC(=O)N1C(N)=S
true
CC(C)C1C(C)CCC1C
O=C1CCNN1
159.214
40.8784
-0.6909
3
1
19
49.57
CN(N)S(=O)(=O)CC1CO1
CN(N)S(=O)(=O)CC1CO1
true
CC(C)C(C)(C)CC1CC1
C1CO1
166.202
35.4772
-1.4795
4
1
20
75.93
CN=C(NS(C)(=O)=O)C=C
C=CC(=NC)NS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
162.214
41.5355
-0.2501
3
1
20
58.53
C=CCC1COCS1(=O)=O
C=CCC1COCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCOC1
162.21
38.3408
0.3336
3
0
20
43.37
CCN1SC(=O)C=C1C#N
CCn1sc(=O)cc1C#N
false
CCC1CC(C)CC1CC
O=c1cc[nH]s1
154.194
38.968
0.80138
4
0
16
45.79
COC=C(C)N(N)C(N)=S
COC=C(C)N(N)C(N)=S
true
CCCC(C)C(C)C(C)C
161.23
43.5778
-0.0866
3
2
21
64.51
COC1=CC(=NS1)C(C)=O
COc1cc(C(C)=O)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
157.194
38.6705
1.3543
4
0
17
39.19
CN=C1C(=N)ONC=C1Cl
CN=c1c(Cl)c[nH]oc1=N
false
CCC1C(C)CCCC1C
N=c1cc[nH]oc1=N
159.576
35.4104
0.27107
3
2
16
65.14
ON=CC1=CSC(C=C)=C1
C=Cc1cc(C=NO)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
153.206
43.7905
2.1992
3
1
17
32.59
NCC(=C)C1=C(Cl)C=CO1
C=C(CN)c1occc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
157.6
41.8064
1.9049
2
1
18
39.16
CC12CC(C1)OS(=O)(=O)C2
CC12CC(C1)OS(=O)(=O)C2
true
CC1(C)CC2CC(C)(C2)C1
O=S1(=O)CC2CC(C2)O1
162.21
36.0008
0.5151
3
0
20
43.37
CC#CCCS(=O)(=O)C#N
CC#CCCS(=O)(=O)C#N
true
CCCCCC(C)(C)CC
157.194
37.4668
0.29568
3
0
17
57.93
CC1C2COS(=O)(=O)CC12
CC1C2COS(=O)(=O)CC12
true
CC1C2CCC(C)(C)CC12
O=S1(=O)CC2CC2CO1
162.21
35.8828
0.2285
3
0
20
43.37
CCC=C(NC(N)=S)C=C
C=CC(=CCC)NC(N)=S
false
CCCC(CC)CC(C)C
156.254
48.4921
1.2995
1
2
22
38.05
O=S1(=O)NN=CC1=CC#C
C#CC=C1C=NNS1(=O)=O
false
CCCC1CCCC1(C)C
C=C1C=NNS1(=O)=O
156.166
37.4635
-0.5777
3
1
14
58.53
CCNN=CC1=CN=CS1
CCNN=Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
155.226
43.3847
1.0865
4
1
19
37.28
CCN(O)C(=S)NC(C)C
CCN(O)C(=S)NC(C)C
true
CCC(C)C(C)CC(C)C
162.258
45.0362
0.9804
2
2
24
35.5
CC=CNS(=O)(=O)C=CC
CC=CNS(=O)(=O)C=CC
true
CCCCC(C)(C)CCC
161.226
41.6835
0.973
2
1
21
46.17
CCN1C2CC2N(C)C1=S
CCN1C(=S)N(C)C2CC21
false
CCC1C(C)C(C)C2CC12
S=C1NC2CC2N1
156.254
44.934
0.6795
1
0
22
6.48
CC1(CCO1)C1=NN=CS1
CC1(c2nncs2)CCO1
false
CC1(C2CCCC2)CCC1
c1nnc(C2CCO2)s1
156.21
37.83
1.1736
4
0
18
35.01
OC1=C(Cl)C(CC#C)=CN1
C#CCc1c[nH]c(O)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
155.584
40.0045
1.5494
1
2
16
36.02
ClC1=CSC2=C1NCC2=C
C=C1CNc2c(Cl)csc21
false
CC1CCC2C(C)CCC12
C=C1CNc2ccsc21
171.652
46.8527
2.8402
2
1
16
12.03
CC(C)C(=N)N(O)C(N)=S
CC(C)C(=N)N(O)C(N)=S
true
CC(C)C(C)C(C)C(C)C
161.23
42.9756
0.55447
3
3
21
73.34
COS(=O)(=O)C(C=C)=CC
C=CC(=CC)S(=O)(=O)OC
false
CCC(CC)C(C)(C)CC
162.21
39.8828
1.0524
3
0
20
43.37
CC(C(=C)C=O)S(C)(=O)=O
C=C(C=O)C(C)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.21
39.5098
0.1746
3
0
20
51.21
O=S1(=O)CCC2CC(C2)C1
O=S1(=O)CCC2CC(C2)C1
true
CC1(C)CCC2CC(C2)C1
O=S1(=O)CCC2CC(C2)C1
160.238
39.4848
0.8311
2
0
22
34.14
OS(=O)(=O)C1NC2CC1C2
O=S(=O)(O)C1NC2CC1C2
false
CC(C)(C)C1CC2CC1C2
C1NC2CC1C2
163.198
34.9843
-0.4179
3
2
19
66.4
C=C1C(=O)NC2=NSC=C12
C=C1C(=O)Nc2nscc21
false
CC1CC2CCCC2C1C
C=C1C(=O)Nc2nscc21
152.178
39.7777
1.1084
3
1
14
41.99
CC(C=O)C1=CC(Cl)=CS1
CC(C=O)c1cc(Cl)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
174.652
43.808
2.7039
2
0
17
17.07
CCC1=CNS(=O)(=O)OC1
CCC1=CNS(=O)(=O)OC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)NC=CCO1
163.198
36.3815
0.1449
3
1
19
55.4
CN(C)C(=S)N(N)C1CC1
CN(C)C(=S)N(N)C1CC1
true
CC(C)C(C)C(C)C1CC1
C1CC1
159.258
45.3334
0.171
2
1
23
32.5
CN(O)C(=S)NC1CC1N
CN(O)C(=S)NC1CC1N
true
CC(C)C(C)CC1CC1C
C1CC1
161.23
41.6636
-0.7185
3
3
21
61.52
CS(=O)(=O)C1OC(=C)C=C1
C=C1C=CC(S(C)(=O)=O)O1
false
CC1CCC(C(C)(C)C)C1
C=C1C=CCO1
160.194
37.9968
0.4572
3
0
18
43.37
OS(=O)(=O)CNC1CNC1
O=S(=O)(O)CNC1CNC1
false
CC(C)(C)CCC1CCC1
C1CNC1
166.202
36.209
-1.6069
4
3
20
78.43
NCC1=CC(Cl)=CC=C1O
NCc1cc(Cl)ccc1O
false
CCC1CC(C)CCC1C
c1ccccc1
157.6
41.0082
1.5043
2
2
18
46.25
O=CC1=CSC=C1CC#N
N#CCc1cscc1C=O
false
CCCC1CCCC1CC
c1ccsc1
151.19
39.0235
1.62668
3
0
15
40.86
CC1OC2=C(CN)SC=C12
CC1Oc2c1csc2CN
false
CCC1CCC2C(C)CC12
c1scc2c1CO2
155.222
41.2534
1.6602
3
1
19
35.25
CC1(C)OC(=O)CS1(=O)=O
CC1(C)OC(=O)CS1(=O)=O
true
CC1CC(C)(C)C(C)(C)C1
O=C1CS(=O)(=O)CO1
164.182
33.9578
-0.3059
4
0
18
60.44
COC(C)C1OCS1(=O)=O
COC(C)C1OCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)COC1
166.198
35.1308
-0.2501
4
0
20
52.6
CC#CCOCS(C)(=O)=O
CC#CCOCS(C)(=O)=O
true
CCCCCCC(C)(C)C
162.21
39.1128
0.0284
3
0
20
43.37
CC(O)C1(O)CS(=O)(=O)C1
CC(O)C1(O)CS(=O)(=O)C1
true
CC(C)C1(C)CC(C)(C)C1
O=S1(=O)CCC1
166.198
35.2844
-1.4733
4
2
20
74.6
COCC1=CC(=NS1)C#C
C#Cc1cc(COC)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
153.206
40.762
1.2708
3
0
17
22.12
COC1=NC(C#C)=C(C)S1
C#Cc1nc(OC)sc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
153.206
41.338
1.44142
3
0
17
22.12
OC1=C2OC(C=C)C2=CS1
C=CC1Oc2c1csc2O
false
CCC1CC2C(C)CCC12
c1scc2c1CO2
154.19
39.5498
2.0732
3
1
16
29.46
NC1=C(NC(=O)S1)[N+]([O-])=O
Nc1sc(=O)[nH]c1[N+](=O)[O-]
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
161.142
36.0065
-0.0732
5
2
13
102.02
COC1=NSC=C1CC#C
C#CCc1csnc1OC
false
CCCC1CCCC1CC
c1cnsc1
153.206
41.203
1.3274
3
0
17
22.12
CC1NC(=S)NC=NC=C1
CC1C=CN=CNC(=S)N1
false
CC1CCCCCC(C)C1
S=C1NC=NC=CCN1
155.226
45.9634
0.3946
2
2
19
36.42
O=S1(=O)C2CCC1C2C#C
C#CC1C2CCC1S2(=O)=O
false
CCC1C2CCC1C2(C)C
O=S1(=O)C2CCC1C2
156.206
38.0528
0.1952
2
0
18
34.14
NC1(CCS(O)(=O)=O)CC1
NC1(CCS(=O)(=O)O)CC1
false
CC(C)(C)CCC1(C)CC1
C1CC1
165.214
37.185
-0.2444
3
2
21
80.39
CC1=C(N)SC(=N)N1C=O
Cc1c(N)sc(=N)n1C=O
false
CCC1C(C)CC(C)C1C
N=c1[nH]ccs1
157.198
39.4616
-0.04201
5
2
17
71.87
NCC1OC1C1=CN=NS1
NCC1OC1c1cnns1
false
CCC1CC1C1CCCC1
c1nnsc1C1CO1
157.198
36.5774
-0.0633
5
1
17
64.33
CC=NN1SC(O)=CC1=N
CC=Nn1sc(O)cc1=N
false
CCCC1CC(C)CC1C
N=c1ccs[nH]1
157.198
39.3925
0.58847
5
2
17
61.37
NN(C=CC#C)C(=S)NO
C#CC=CN(N)C(=S)NO
false
CCCCC(C)C(C)CC
157.198
41.5196
-0.4273
3
3
17
61.52
NC1CCNC(=S)NC1=O
NC1CCNC(=S)NC1=O
true
CC1CCCC(C)C(C)C1
O=C1CCCNC(=S)N1
159.214
41.3358
-1.2919
3
3
19
67.15
CC(N)C1=C(C)N=C(N)S1
Cc1nc(N)sc1C(C)N
false
CC1CC(C)C(C(C)C)C1
c1cscn1
157.242
43.8658
1.05342
4
2
21
64.93
CC1=NSC(CC=NO)=C1
Cc1cc(CC=NO)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
156.21
40.8335
1.45402
4
1
18
45.48
CS(=O)(=O)C12CCCC1O2
CS(=O)(=O)C12CCCC1O2
true
CC(C)(C)C12CCCC1C2
C1CC2OC2C1
162.21
36.2988
0.31
3
0
20
46.67
CC1C2(CC2)OCS1(=O)=O
CC1C2(CC2)OCS1(=O)=O
true
CC1C(C)(C)CCC12CC2
O=S1(=O)COC2(CC2)C1
162.21
36.2988
0.31
3
0
20
43.37
CC=C1NS(=O)(=O)NC1=N
CC=C1NS(=O)(=O)NC1=N
true
CCC1CC(C)(C)CC1C
C=C1NS(=O)(=O)NC1=N
161.186
36.6749
-0.69493
3
3
17
82.05
CCCC(N)C1=NN=CS1
CCCC(N)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
157.242
41.7454
1.338
4
1
21
51.8
C1CC2=C(C=NO1)N=CS2
C1=NOCCc2scnc21
false
C1CCC2CCCC2CC1
C1=NOCCc2scnc21
154.194
39.364
1.0497
4
0
16
34.48
CS(=O)(=O)C1C2NN=CC12
CS(=O)(=O)C1C2C=NNC21
false
CC(C)(C)C1C2CCCC21
C1=NNC2CC12
160.198
37.5375
-1.013
4
1
18
58.53
CC=C1CN(N=C)C(=S)N1
C=NN1CC(=CC)NC1=S
false
CCC1CC(C)C(CC)C1
C=C1CNC(=S)N1
155.226
45.7457
0.6959
2
1
19
27.63
CC1=C(SN=C1C#N)C=O
Cc1c(C#N)nsc1C=O
false
CCC1CCC(CC)C1C
c1cnsc1
152.178
36.9535
1.1357
4
0
14
53.75