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(=O)CC1=NC(N)=NS1
CC(=O)Cc1nc(N)ns1
false
CC(C)CC1CCC(C)C1
c1ncsn1
157.198
38.7064
0.2518
5
1
17
68.87
CN(C)S(=O)(=O)C(C)(C)O
CN(C)S(=O)(=O)C(C)(C)O
true
CC(C)C(C)(C)C(C)(C)C
167.23
38.9046
-0.3938
3
1
23
57.61
CCS(=O)(=O)CC(=O)C#N
CCS(=O)(=O)CC(=O)C#N
true
CCC(C)CC(C)(C)CC
161.182
34.9478
-0.48622
4
0
17
75
C=CC1=CC(=O)N(S1)C=N
C=Cc1cc(=O)n(C=N)s1
false
CCC1CC(C)C(CC)C1
O=c1ccs[nH]1
154.194
42.8517
1.00797
4
1
16
45.85
CN(C=N)C1=CC(Cl)=CN1
CN(C=N)c1cc(Cl)c[nH]1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
157.604
42.9894
1.71137
1
2
18
42.88
CN1C=C2N=CSN2C1=O
Cn1cc2ncsn2c1=O
false
CC1CC2CCCC2C1C
O=c1[nH]cc2ncsn12
155.182
38.31
0.0945
5
0
15
39.3
CN1CCCC2CN2C1=S
CN1CCCC2CN2C1=S
true
CC1CCCC2CC2C1C
S=C1NCCCC2CN12
156.254
44.956
0.6811
1
0
22
6.25
CC(C)=CC1=C(O)SN=N1
CC(C)=Cc1nnsc1O
false
CC(C)CC1CCCC1C
c1csnn1
156.21
40.8988
1.6669
4
1
18
46.01
CC1=CSC2=C1C=CCN2
Cc1csc2c1C=CCN2
false
CC1CCC2CCCCC12
C1=Cc2ccsc2NC1
151.234
46.5797
2.49522
2
1
19
12.03
CCN1C=CC=NNC1=S
CCN1C=CC=NNC1=S
true
CCC1CCCCCC1C
S=C1NC=CC=NN1
155.226
45.7457
0.6959
2
1
19
27.63
CCC(CC)S(=O)(=O)NO
CCC(CC)S(=O)(=O)NO
true
CCC(CC)C(C)(C)CC
167.23
38.212
0.4836
3
2
23
66.4
CNC1=C(C)SN=C1C#N
CNc1c(C#N)nsc1C
false
CCC1CCC(C)C1CC
c1cnsc1
153.21
41.1127
1.3649
4
1
17
48.71
CC1=CN=C(NC2CC2)S1
Cc1cnc(NC2CC2)s1
false
CC1CCC(CC2CC2)C1
c1csc(NC2CC2)n1
154.238
43.4957
2.02582
3
1
20
24.92
CCNN1C=C(O)C(Cl)=C1
CCNn1cc(O)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
160.604
41.0085
1.4105
3
2
19
37.19
CCN(C(C)=N)S(C)(=O)=O
CCN(C(C)=N)S(C)(=O)=O
true
CCC(C(C)C)C(C)(C)C
164.23
40.6245
0.26507
3
1
22
61.23
CC1=NSC2=C1C(=C)CO2
C=C1COc2snc(C)c21
false
CC1CCC2CCC(C)C12
C=C1COc2sncc21
153.206
41.38
1.85712
3
0
17
22.12
OC1=C(Cl)C=NN=C1C#C
C#Cc1nncc(Cl)c1O
false
CCC1CCCC(C)C1C
c1ccnnc1
154.556
36.6418
0.8169
3
1
13
46.01
CNC(=S)N(O)C(C)C=C
C=CC(C)N(O)C(=S)NC
false
CCC(C)C(C)C(C)CC
160.242
44.9422
0.7564
2
2
22
35.5
C1CC2C(N1)C1=NSC=C21
c1snc2c1C1CCNC21
false
C1CC2C(C1)C1CCCC21
c1snc2c1C1CCNC21
152.222
40.2157
1.2747
3
1
18
24.92
NN1CCOC(=C)NC1=S
C=C1NC(=S)N(N)CCO1
false
CC1CCCC(C)C(C)C1
C=C1NC(=S)NCCO1
159.214
41.7191
-0.462
3
2
19
50.52
CC(NS(=O)(=O)C=C)=NO
C=CS(=O)(=O)NC(C)=NO
false
CCC(C)CC(C)(C)CC
164.186
37.148
-0.1431
4
2
18
78.76
CS(=O)(=O)C1CCC=CO1
CS(=O)(=O)C1CCC=CO1
true
CC(C)(C)C1CCCCC1
C1=COCCC1
162.21
38.0908
0.6812
3
0
20
43.37
CC1C2OC(C=C2)S1(=O)=O
CC1C2C=CC(O2)S1(=O)=O
false
CC1C2CCC(C2)C1(C)C
O=S1(=O)CC2C=CC1O2
160.194
36.1828
0.0844
3
0
18
43.37
C#CC1ON=C2SNC=C12
C#CC1ON=C2SNC=C21
false
CCC1CCC2CCCC12
C1=C2CON=C2SN1
152.178
39.9507
0.4672
4
1
14
33.62
CN1SC(C)=C(C#N)C1=O
Cc1sn(C)c(=O)c1C#N
false
CCC1C(C)CC(C)C1C
O=c1ccs[nH]1
154.194
39.012
0.6269
4
0
16
45.79
C=CS(=O)(=O)COCC#N
C=CS(=O)(=O)COCC#N
true
CCCCCC(C)(C)CC
161.182
35.5488
0.04238
4
0
17
67.16
CNC(=S)N(CC#N)N=C
C=NN(CC#N)C(=S)NC
false
CCCC(CC)C(C)CC
156.214
43.5257
-0.06812
3
1
18
51.42
CCOC1=CC=CC=C1Cl
CCOc1ccccc1Cl
false
CCCC1CCCCC1C
c1ccccc1
156.612
42.621
2.7387
1
0
19
9.23
CS(=O)(=O)OCC(O)C#C
C#CC(O)COS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
164.182
35.6356
-1.0433
4
1
18
63.6
ClC1=CNC2=C1C(=N)NC2
N=C1NCc2[nH]cc(Cl)c21
false
CC1CCC2CCC(C)C12
N=C1NCc2[nH]ccc21
155.588
39.4711
1.09667
1
3
16
51.67
CN(C)C1=NC(=CS1)C#C
C#Cc1csc(N(C)C)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
152.222
44.376
1.1904
3
0
18
16.13
CCC(=C)NC(=S)NC=C
C=CNC(=S)NC(=C)CC
false
CCCC(C)CC(C)CC
156.254
48.4974
1.5177
1
2
22
24.06
CCS(=O)(=O)OC1CNC1
CCS(=O)(=O)OC1CNC1
true
CCC(C)(C)CC1CCC1
C1CNC1
165.214
37.2035
-0.6755
4
1
21
55.4
OCC1=NSN=C1CC=C
C=CCc1nsnc1CO
false
CCCC1CCCC1CC
c1cnsn1
156.21
39.7328
0.7589
4
1
18
46.01
CN1CC(N)CNS1(=O)=O
CN1CC(N)CNS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)NCCCN1
165.218
37.5279
-1.9065
3
2
21
75.43
CC(=C)C1=C(N=CS1)C#C
C#Cc1ncsc1C(=C)C
false
CCC1CCCC1C(C)C
c1cscn1
149.218
44.757
2.1575
2
0
17
12.89
CC(C)ON(C)S(C)(=O)=O
CC(C)ON(C)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
167.23
38.8278
0.2178
3
0
23
46.61
O=C1C=NSN1C1CCC1
O=c1cnsn1C1CCC1
false
CC1CCCC1C1CCC1
O=c1cnsn1C1CCC1
156.21
39.262
1.0298
4
0
18
34.89
CCC1=C(Cl)C=C(O)N1O
CCc1c(Cl)cc(O)n1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
161.588
37.6693
1.6468
3
2
18
45.39
CN=C1N=COC(N)=C1Cl
CN=c1ncoc(N)c1Cl
false
CCC1CCCC(C)C1C
N=c1ccocn1
159.576
37.4124
0.4407
4
1
16
64.41
CC(=C)N(C=C)C(=S)NN
C=CN(C(=C)C)C(=S)NN
false
CCC(C)C(CC)C(C)C
157.242
46.7711
0.7137
2
2
21
41.29
C=C1C2OCC2CS1(=O)=O
C=C1C2OCC2CS1(=O)=O
true
CC1C2CCC2CC1(C)C
C=C1C2OCC2CS1(=O)=O
160.194
36.1568
-0.0565
3
0
18
43.37
N=CN1CCC2=C1C=CS2
N=CN1CCc2sccc21
false
CCC1CCC2CCCC12
c1cc2c(s1)CCN2
152.222
44.1527
1.71767
2
1
18
27.09
CC12CCC1OCS2(=O)=O
CC12CCC1OCS2(=O)=O
true
CC1(C)CCC2CCC21C
O=S1(=O)COC2CCC21
162.21
36.2988
0.31
3
0
20
43.37
CC1CC1NC(=S)NC=O
CC1CC1NC(=S)NC=O
true
CCCC(C)CC1CC1C
C1CC1
158.226
42.5024
0.0153
2
2
20
41.13
CNC(=S)N(NC=O)C=C
C=CN(NC=O)C(=S)NC
false
CCCC(CC)C(C)CC
159.214
42.8934
-0.4028
2
2
19
44.37
CC(CC(C)=O)S(C)(=O)=O
CC(=O)CC(C)S(C)(=O)=O
false
CC(C)CC(C)C(C)(C)C
164.226
39.6038
0.3986
3
0
22
51.21
NC1=CN=C(CCC#N)S1
N#CCCc1ncc(N)s1
false
CCCCC1CCC(C)C1
c1cscn1
153.21
40.4604
1.18148
4
1
17
62.7
CCOC1=C(Cl)C(N)=CN1
CCOc1[nH]cc(N)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
160.604
41.3841
1.649
2
2
19
51.04
O=S1(=O)C=CC2C(C#C)C12
C#CC1C2C=CS(=O)(=O)C12
false
CCC1C2CCC(C)(C)C12
O=S1(=O)C=CC2CC21
154.19
37.6608
0.1763
2
0
16
34.14
NC(=S)N1NC(C=C1)C#C
C#CC1C=CN(C(N)=S)N1
false
CCC1CCC(C(C)C)C1
C1=CNNC1
153.21
43.5211
-0.4343
2
2
17
41.29
CC1=NC(=CO1)S(C)(=O)=O
Cc1nc(S(C)(=O)=O)co1
false
CC1CCC(C(C)(C)C)C1
c1cocn1
161.182
34.3498
0.38652
4
0
17
60.17
CC1(C)NC(=S)N(O)C=C1
CC1(C)C=CN(O)C(=S)N1
false
CC1CCC(C)(C)CC1C
S=C1NC=CCN1
158.226
42.5782
0.858
2
2
20
35.5
CC1C2(C)CC2NS1(=O)=O
CC1C2(C)CC2NS1(=O)=O
true
CC1C(C)(C)CC2CC21C
O=S1(=O)CC2CC2N1
161.226
38.0295
0.0865
2
1
21
46.17
NCC1C2COS(=O)(=O)N12
NCC1C2COS(=O)(=O)N12
true
CCC1C2CCC(C)(C)C12
O=S1(=O)OCC2CN21
164.186
33.3412
-1.7271
4
1
18
72.4
C=C1OC2CC2NS1(=O)=O
C=C1OC2CC2NS1(=O)=O
true
CC1CC2CC2CC1(C)C
C=C1OC2CC2NS1(=O)=O
161.182
34.4735
-0.4519
3
1
17
55.4
O=C1SN2CC(C#C)C2=N1
C#CC1Cn2sc(=O)nc21
false
CCC1CC2CC(C)CC12
O=c1nc2n(s1)CC2
152.178
37.948
0.0352
4
0
14
34.89
CC1=CC(OCC=O)=NS1
Cc1cc(OCC=O)ns1
false
CCCCC1CCC(C)C1
c1cnsc1
157.194
38.41
1.02922
4
0
17
39.19
CC(=C)CNS(=O)(=O)CN
C=C(C)CNS(=O)(=O)CN
false
CCC(C)(C)CCC(C)C
164.23
40.7909
-0.6019
3
2
22
72.19
OS(=O)(=O)C1=NNCCC1
O=S(=O)(O)C1=NNCCC1
false
CC(C)(C)C1CCCCC1
C1=NNCCC1
164.186
36.2203
-0.4289
4
2
18
78.76
CC1C(=C)CN(N)S1(=O)=O
C=C1CN(N)S(=O)(=O)C1C
false
CC1CC(C)C(C)(C)C1C
C=C1CNS(=O)(=O)C1
162.214
38.4152
-0.5498
3
1
20
63.4
CC1CN(N2CC2)S1(=O)=O
CC1CN(N2CC2)S1(=O)=O
true
CC1CC(C2CC2)C1(C)C
O=S1(=O)CCN1N1CC1
162.214
36.6608
-0.7491
3
0
20
40.39
NC1C2CC1C1=NSN=C21
NC1C2CC1c1nsnc12
false
CC1C2CC1C1CCCC21
C1C2CC1c1nsnc12
153.21
37.9834
0.4499
4
1
17
51.8
CC1=NNS(=O)(=O)C1(C)O
CC1=NNS(=O)(=O)C1(C)O
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CC=NN1
164.186
35.7883
-0.9962
4
2
18
78.76
ClC1=CON=C1CC1CC1
Clc1conc1CC1CC1
false
CC1CCCC1CC1CC1
c1cc(CC2CC2)no1
157.6
37.941
2.2805
2
0
18
26.03
S=C1NC2CC2C2CC2N1
S=C1NC2CC2C2CC2N1
true
CC1CC2CC2C2CC2C1
S=C1NC2CC2C2CC2N1
154.238
42.6594
0.2411
1
2
20
24.06
NC=C(C#N)C1=CSC=C1
N#CC(=CN)c1ccsc1
false
CCC(CC)C1CCCC1
c1ccsc1
150.206
42.0964
1.57128
3
1
16
49.81
OCC1=C(CC#N)N=CS1
N#CCc1ncsc1CO
false
CCCC1CCCC1CC
c1cscn1
154.194
37.3538
0.70148
4
1
16
56.91
NCCCC1=NC(O)=CS1
NCCCc1nc(O)cs1
false
CCCCC1CCC(C)C1
c1cscn1
158.226
41.1542
0.74
4
2
20
59.14
ClC1=CN(C=C1)C(=N)C#N
N#CC(=N)n1ccc(Cl)c1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
153.572
38.1797
1.49045
3
1
14
52.57
CCNC(=S)NOCC#C
C#CCONC(=S)NCC
false
CCCCCC(C)CCC
158.226
44.1954
0.0352
2
2
20
33.29
C=C1CCC=CNC(=S)N1
C=C1CCC=CNC(=S)N1
true
CC1CCCCCC(C)C1
C=C1CCC=CNC(=S)N1
154.238
46.3834
1.2717
1
2
20
24.06
C=CC1=C2SC=CC2=CS1
C=Cc1scc2ccsc12
false
CCC1CCC2CCCC12
c1cc2cscc2s1
166.27
49.793
3.6058
2
0
16
0
CC1CN1C1=NSC(C)=N1
Cc1nc(N2CC2C)ns1
false
CC1CCC(C2CC2C)C1
c1nc(N2CC2)ns1
155.226
41.454
1.05502
4
0
19
28.79
CC1C(C)C2=CSC(=N)N12
CC1c2csc(=N)n2C1C
false
CC1CCC2C(C)C(C)C12
N=c1scc2n1CC2
154.238
41.2897
1.70717
3
1
20
28.78
O=C1C=CNC(=S)NC=N1
O=C1C=CNC(=S)NC=N1
true
CC1CCCC(C)CCC1
O=C1C=CNC(=S)NC=N1
155.182
41.5084
-0.4673
2
2
15
53.49
CC1=C(CC#N)SC(N)=C1
Cc1cc(N)sc1CC#N
false
CCCC1CC(C)CC1C
c1ccsc1
152.222
42.7854
1.7048
3
1
18
49.81
C=C1CC2=C(C=NS2)C1=O
C=C1Cc2sncc2C1=O
false
CC1CC2CCCC2C1C
C=C1Cc2sncc2C1=O
151.19
39.2885
1.4381
3
0
15
29.96
O=CN=C1NC(=S)N2CC12
O=CN=C1NC(=S)N2CC12
true
CCCC1CC(C)C2CC12
N=C1NC(=S)N2CC12
155.182
39.7267
-0.8864
2
1
15
44.47
ON1CC=C(NC1=S)C#C
C#CC1=CCN(O)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
154.194
41.1422
0.0828
2
2
16
35.5
ON1CC2=C(SC=C2)C1=N
N=C1c2sccc2CN1O
false
CC1CC2CCCC2C1C
N=C1NCc2ccsc21
154.194
38.4772
1.27827
3
2
16
47.32
S=C1NCC(N1)C=CC#N
N#CC=CC1CNC(=S)N1
false
CCCCC1CCC(C)C1
S=C1NCCN1
153.21
42.2774
-0.08752
2
2
17
47.85
CC1CN1C1=C(O)C=NS1
CC1CN1c1sncc1O
false
CC1CCCC1C1CC1C
c1cc(N2CC2)sn1
156.21
40.5868
1.0572
4
1
18
36.13
OCC1=C(Cl)C(=NN1)C#C
C#Cc1n[nH]c(CO)c1Cl
false
CCC1CCC(CC)C1C
c1cn[nH]c1
156.572
37.4555
0.5367
2
2
15
48.91
CN(C)N(C=C)S(C)(=O)=O
C=CN(N(C)C)S(C)(=O)=O
false
CCC(C(C)C)C(C)(C)C
164.23
40.5668
-0.1319
3
0
22
40.62
O=CC1=NC2=C(CCN2)S1
O=Cc1nc2c(s1)CCN2
false
CCC1CC2CCCC2C1
c1nc2c(s1)CCN2
154.194
39.6952
0.9236
4
1
16
41.99
NC(C=C)S(=O)(=O)NC=N
C=CC(N)S(=O)(=O)NC=N
false
CCCC(C)(C)C(C)CC
163.202
39.0116
-1.01633
4
3
19
96.04
NC1=C(NCCO)SC=C1
Nc1ccsc1NCCO
false
CCCCC1CCCC1C
c1ccsc1
158.226
44.3069
0.7345
4
3
20
58.28
CNC1=CSC(C#N)=C1O
CNc1csc(C#N)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
154.194
40.2455
1.36708
4
2
16
56.05
CC1=CS(=O)(=O)N(C1)C=C
C=CN1CC(C)=CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCN1
159.21
39.5798
0.6791
2
0
19
37.38
CN(CC#C)C(=S)N1CC1
C#CCN(C)C(=S)N1CC1
false
CCCC(C)C(C)C1CC1
C1CN1
154.238
45.634
0.1519
1
0
20
6.25
OCC12CC(C1)CS2(=O)=O
O=S1(=O)CC2CC1(CO)C2
false
CCC12CC(CC1(C)C)C2
O=S1(=O)CC2CC1C2
162.21
36.3276
-0.4441
3
1
20
54.37
COC=C(C)C1=CN=CS1
COC=C(C)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
155.222
42.774
2.1503
3
0
19
22.12
CN1C(=C)C(=O)CNC1=S
C=C1C(=O)CNC(=S)N1C
false
CC1CCC(C)C(C)C1C
C=C1NC(=S)NCC1=O
156.21
42.5107
-0.1109
2
1
18
32.34
CNS(=O)(=O)CNN=CC
CC=NNCS(=O)(=O)NC
false
CCCCCC(C)(C)CC
165.218
40.1482
-0.9116
4
2
21
70.56
COCC1=CC(O)=C(C)S1
COCc1cc(O)c(C)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
158.222
41.4338
1.90852
3
1
20
29.46
NN1C(CCS1(=O)=O)C=C
C=CC1CCS(=O)(=O)N1N
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCCN1
162.214
38.4152
-0.5498
3
1
20
63.4
NCC1=C(N=NS1)C1CO1
NCc1snnc1C1CO1
false
CCC1CCCC1C1CC1
c1snnc1C1CO1
157.198
36.4934
0.0681
5
1
17
64.33
OC1=CSN=C1CNN=C
C=NNCc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
157.198
40.1675
0.5539
5
2
17
57.51
CC(C)(CC#N)NC(N)=S
CC(C)(CC#N)NC(N)=S
true
CCCC(C)(C)CC(C)C
157.242
44.2301
0.51188
2
2
21
61.84