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(N)C1=C(O)SC(O)=C1
CC(N)c1cc(O)sc1O
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
159.21
40.251
1.179
4
3
19
66.48
CC1=NC2=CSC=C2N1N
Cc1nc2cscc2n1N
false
CC1CC2CCCC2C1C
c1nc2cscc2[nH]1
153.21
42.4974
1.12002
4
1
17
43.84
CNC1=C(SC=C1N)C#N
CNc1c(N)csc1C#N
false
CCC1CCC(C)C1CC
c1ccsc1
153.21
42.9931
1.24368
4
2
17
61.84
NC1=C(Cl)C(CC=C)=CS1
C=CCc1csc(N)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
173.668
47.6424
2.7122
2
1
18
26.02
CN=C1NC(CO)=C(N)S1
CN=c1[nH]c(CO)c(N)s1
false
CCC1CC(C)C(CC)C1
N=c1[nH]ccs1
159.214
40.4919
-0.3188
4
3
19
74.4
C=CN1C(=N)N=CS1(=O)=O
C=CN1C(=N)N=CS1(=O)=O
true
CCC1C(C)CCC1(C)C
N=C1N=CS(=O)(=O)N1
159.17
37.1745
-0.26163
3
1
15
73.59
COC1=C2C(O)CC2=CS1
COc1scc2c1C(O)C2
false
CCC1CCC2CC(C)C12
c1scc2c1CC2
156.206
39.5348
1.3462
3
1
18
29.46
NCC1=C(SC=C1)C=NO
NCc1ccsc1C=NO
false
CCCC1CCCC1CC
c1ccsc1
156.21
41.5909
1.0149
4
2
18
58.61
CC1C=CCNC(=S)N1O
CC1C=CCNC(=S)N1O
true
CC1CCCCC(C)C1C
S=C1NCC=CCN1
158.226
42.8282
0.5104
2
2
20
35.5
CC(N)C1=C(N)OC=C1Cl
CC(N)c1c(Cl)coc1N
false
CC(C)C1C(C)CCC1C
c1ccoc1
160.604
40.7328
1.5349
3
2
19
65.18
CC12NC1CC(O)S2(=O)=O
CC12NC1CC(O)S2(=O)=O
true
CC1CC2CC2(C)C1(C)C
O=S1(=O)CCC2NC21
163.198
34.8723
-1.1887
4
2
19
76.31
CC1OC2CC1OS2(=O)=O
CC1OC2CC1OS2(=O)=O
true
CC1CC2CC1CC2(C)C
O=S1(=O)OC2COC1C2
164.182
32.7448
-0.1501
4
0
18
52.6
CN1C=NC(=N)CS1(=O)=O
CN1C=NC(=N)CS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
N=C1CS(=O)(=O)NC=N1
161.186
37.7685
-0.73283
3
1
17
73.59
C=CN1C(=O)SC=C1C=O
C=Cn1c(C=O)csc1=O
false
CCC1CCC(C)C1CC
O=c1[nH]ccs1
155.178
40.3535
0.8228
4
0
15
39.07
C=CC1=COCS(=O)(=O)N1
C=CC1=COCS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)COC=CN1
161.182
36.2875
-0.0791
3
1
17
55.4
OCC1=CN=C2C=NSN12
OCc1cnc2cnsn12
false
CCC1CCC2CCCC12
c1cn2sncc2n1
155.182
36.7868
0.2831
5
1
15
50.42
CC1=C(SN=C1)C(=O)C=O
Cc1cnsc1C(=O)C=O
false
CCC(C)C1CCCC1C
c1cnsc1
155.178
37.2455
0.83312
4
0
15
47.03
CC=C1CS(=O)(=O)C(=O)O1
CC=C1CS(=O)(=O)C(=O)O1
true
CCC1CC(C)C(C)(C)C1
C=C1CS(=O)(=O)C(=O)O1
162.166
34.0248
0.4552
4
0
16
60.44
O=CC(C=O)C1=CSC=C1
O=CC(C=O)c1ccsc1
false
CCC(CC)C1CCCC1
c1ccsc1
154.19
39.188
1.2295
3
0
16
34.14
CCC1=C(N)C(Cl)=C(O)S1
CCc1sc(O)c(Cl)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
177.656
44.7842
2.2517
3
2
18
46.25
NCC#CCC1=NSN=C1
NCC#CCc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
153.21
40.4434
0.0427
4
1
17
51.8
CC1CNC(=S)N(C)C1=N
CC1CNC(=S)N(C)C1=N
true
CC1CCC(C)C(C)C1C
N=C1CCNC(=S)N1
157.242
45.2544
0.41967
2
2
21
39.12
CC(N)C1=CS(=O)(=O)N=C1
CC(N)C1=CS(=O)(=O)N=C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)C=CC=N1
160.198
39.1442
-0.3683
3
1
18
72.52
CCCC(=O)C1=NSC=N1
CCCC(=O)c1ncsn1
false
CCCC(C)C1CCCC1
c1ncsn1
156.21
39.1475
1.5209
4
0
18
42.85
C=C(CS(=O)(=O)C=O)C=O
C=C(C=O)CS(=O)(=O)C=O
false
CCC(C)CC(C)(C)CC
162.166
35.7413
-0.6535
4
0
16
68.28
CCC(C)CNC(=S)NC
CCC(C)CNC(=S)NC
true
CCC(C)CCC(C)CC
160.286
49.1154
1.1264
1
2
26
24.06
CC1C2CC(=C)NC(=S)N12
C=C1CC2C(C)N2C(=S)N1
false
CC1CC(C)C2C(C)C2C1
C=C1CC2CN2C(=S)N1
154.238
44.5797
0.851
1
1
20
15.04
CC(=C)C1CNS(=O)(=O)N1
C=C(C)C1CNS(=O)(=O)N1
false
CC(C)C1CCC(C)(C)C1
O=S1(=O)NCCN1
162.214
38.6602
-0.6313
2
2
20
58.2
N=C1SNC2=C1CC=CC2
N=c1s[nH]c2c1CC=CC2
false
CC1CCC2CCCCC12
N=c1s[nH]c2c1CC=CC2
152.222
41.0724
1.21047
2
2
18
39.64
CNS(=O)(=O)C(C)(N)CN
CNS(=O)(=O)C(C)(N)CN
true
CCC(C)(C)C(C)(C)CC
167.234
39.6263
-1.8308
4
3
23
98.21
NC1=CSC(N)=C1CC#C
C#CCc1c(N)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
152.222
45.6808
1.0882
3
2
18
52.04
CCC1=C(C)SC(C=C)=C1
C=Cc1cc(CC)c(C)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
152.262
48.525
3.26192
1
0
22
0
CCC1=CC(CNC)=NS1
CCc1cc(CNC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
156.254
44.2557
1.4249
3
1
22
24.92
CC(N)C1=CSC(C)=C1N
Cc1scc(C(C)N)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
156.254
46.0708
1.65842
3
2
22
52.04
CN1SC=C(C(C)=O)C1=N
CC(=O)c1csn(C)c1=N
false
CC(C)C1CCC(C)C1C
N=c1ccs[nH]1
156.21
39.1492
0.76867
4
1
18
45.85
CNC(=N)C1=C(Cl)C=NO1
CNC(=N)c1oncc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
159.576
37.4014
0.87277
3
2
16
61.91
CN1CC2=CSN(O)C2=N1
CN1CC2=CSN(O)C2=N1
true
CC1CC2CCC(C)C2C1
C1=C2CNN=C2NS1
157.198
39.3645
0.4822
5
1
17
39.07
CN(C)C(C#C)S(O)(=O)=O
C#CC(N(C)C)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
163.198
37.8566
-0.6049
3
1
19
57.61
CCNC1=CN=CC=C1Cl
CCNc1cnccc1Cl
false
CCCC1CCCCC1C
c1ccncc1
156.616
43.4107
2.1668
2
1
19
24.92
C=CC1COC2=C1C=NS2
C=CC1COc2sncc21
false
CCC1CCC2CCCC12
c1nsc2c1CCO2
153.206
40.547
1.8051
3
0
17
22.12
CCCCS(=O)(=O)N(C)O
CCCCS(=O)(=O)N(C)O
true
CCCCC(C)(C)C(C)C
167.23
38.2443
0.4373
3
1
23
57.61
CCC1=C2CCN2C(=O)S1
CCc1sc(=O)n2c1CC2
false
CCC1CC(C)C2CCC12
O=c1scc2n1CC2
155.222
41.661
1.0283
3
0
19
22
CCC1=C(O)C=CC=C1Cl
CCc1c(O)cccc1Cl
false
CCC1C(C)CCCC1C
c1ccccc1
156.612
42.4948
2.608
1
1
19
20.23
C=C(CC1=CC=CS1)C#C
C#CC(=C)Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
148.23
45.996
2.48
1
0
18
0
CC1CCCC1S(O)(=O)=O
CC1CCCC1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
C1CCCC1
164.226
38.3516
1.0628
2
1
22
54.37
CN1CC(O)C(=N)NC1=S
CN1CC(O)C(=N)NC1=S
true
CC1CC(C)C(C)CC1C
N=C1CCNC(=S)N1
159.214
42.0972
-0.85553
3
3
19
59.35
O=S1(=O)OC2CC2C11CC1
O=S1(=O)OC2CC2C12CC2
false
CC1(C)CC2CC2C12CC2
O=S1(=O)OC2CC2C12CC2
160.194
33.8648
0.2675
3
0
18
43.37
CC1C2C1C1CC2S1(=O)=O
CC1C2C1C1CC2S1(=O)=O
true
CC1C2C1C1CC2C1(C)C
O=S1(=O)C2CC1C1CC12
158.222
37.2568
0.4378
2
0
20
34.14
COC=COCS(C)(=O)=O
COC=COCS(C)(=O)=O
true
CCCCCCC(C)(C)C
166.198
36.9448
0.1227
4
0
20
52.6
CC1C2CN2C(=S)NC1=O
CC1C(=O)NC(=S)N2CC12
false
CC1CC(C)C2CC2C1C
O=C1CC2CN2C(=S)N1
156.21
40.3987
-0.2786
2
1
18
32.11
CC(C1CC1)S(=O)(=O)NN
CC(C1CC1)S(=O)(=O)NN
true
CCC(C)(C)C(C)C1CC1
C1CC1
164.23
38.4289
-0.422
3
2
22
72.19
COCCN=C1NC=CS1
COCCN=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
158.226
40.9757
0.6233
3
1
20
37.38
CNS(=O)(=O)C(C)OC=C
C=COC(C)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
165.214
38.7235
0.0417
3
1
21
55.4
CNC(=S)N1CC(C)C1C
CNC(=S)N1CC(C)C1C
true
CCC(C)C1CC(C)C1C
C1CNC1
158.27
46.9897
0.8309
1
1
24
15.27
CC1=NC2=C(S1)C(O)=CO2
Cc1nc2occ(O)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2scnc2o1
155.178
38.2878
1.90332
4
1
15
46.26
CC(=NO)S(=O)(=O)C1CN1
CC(=NO)S(=O)(=O)C1CN1
true
CCC(C)C(C)(C)C1CC1
C1CN1
164.186
35.606
-0.8619
5
2
18
88.67
NCCC1=C(C=C)N=CS1
C=Cc1ncsc1CCN
false
CCCC1CCCC1CC
c1cscn1
154.238
44.9634
1.2873
3
1
20
38.91
CC1(NC1C#N)S(N)(=O)=O
CC1(S(N)(=O)=O)NC1C#N
false
CCC1CC1(C)C(C)(C)C
C1CN1
161.186
34.0489
-1.51352
4
2
17
105.89
N=C1SNC2=C1N(C2)C=O
N=c1s[nH]c2c1N(C=O)C2
false
CCC1CC2CCC(C)C12
N=c1s[nH]c2c1NC2
155.182
36.7714
0.03207
3
2
15
59.95
CC(C)(N)C(O)S(N)(=O)=O
CC(C)(N)C(O)S(N)(=O)=O
true
CC(C(C)(C)C)C(C)(C)C
168.218
37.3804
-1.6694
4
3
22
106.41
CC1CC(C)N1S(N)(=O)=O
CC1CC(C)N1S(N)(=O)=O
true
CC1CC(C)C1C(C)(C)C
C1CNC1
164.23
38.4872
-0.3274
2
1
22
63.4
CC=CS(=O)(=O)C(O)C=O
CC=CS(=O)(=O)C(O)C=O
true
CCCC(C)(C)C(C)CC
164.182
35.8046
-0.5479
4
1
18
71.44
N=CNCCC1=CC=NS1
N=CNCCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
155.226
42.6044
0.88227
3
2
19
48.77
CN(C)S(=O)(=O)C(=C)C#C
C#CC(=C)S(=O)(=O)N(C)C
false
CCC(C)C(C)(C)C(C)C
159.21
40.5798
0.0247
2
0
19
37.38
OC1=C2C3CC3OC2=CS1
Oc1scc2c1C1CC1O2
false
CC1CCC2CC3CC3C12
c1scc2c1OC1CC21
154.19
37.7578
1.702
3
1
16
29.46
CC(C)(C)COS(N)(=O)=O
CC(C)(C)COS(N)(=O)=O
true
CC(C)(C)CCC(C)(C)C
167.23
38.5142
0.2526
3
1
23
69.39
NCC#CC1=NSC=C1O
NCC#Cc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
154.194
39.7112
0.1589
4
2
16
59.14
NCCC(O)C1=CC=NS1
NCCC(O)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
158.226
40.7452
0.5253
4
2
20
59.14
CC=C(C(C)O)S(N)(=O)=O
CC=C(C(C)O)S(N)(=O)=O
true
CCC(C(C)C)C(C)(C)C
165.214
38.545
-0.4405
3
2
21
80.39
CCN(CC=C)C(=S)NN
C=CCN(CC)C(=S)NN
false
CCCC(CC)C(C)CC
159.258
47.3651
0.2425
2
2
23
41.29
CC(C=NO)C1=CSN=C1
CC(C=NO)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
156.21
40.8075
1.7066
4
1
18
45.48
CN1NC(=S)NC(=O)C=C1
CN1C=CC(=O)NC(=S)N1
false
CC1CCC(C)CC(C)C1
O=C1C=CNNC(=S)N1
157.198
40.7794
-0.6488
3
2
17
44.37
CCC1CS(=O)(=O)C(=N)N1
CCC1CS(=O)(=O)C(=N)N1
true
CCC1CC(C)C(C)(C)C1
N=C1NCCS1(=O)=O
162.214
38.7282
-0.28223
3
2
20
70.02
C1C=CC=CC2=C1N=NS2
C1=CCc2nnsc2C=C1
false
C1CCC2CCCC2CC1
C1=CCc2nnsc2C=C1
150.206
41.787
1.6636
3
0
16
25.78
C=CC1(COS1(=O)=O)C#N
C=CC1(C#N)COS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCO1
159.166
33.4128
-0.20522
4
0
15
67.16
NCC1=CNS(=O)(=O)CC1
NCC1=CNS(=O)(=O)CC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCC=CN1
162.214
38.6769
-0.8479
3
2
20
72.19
CN1C=C2SC=CC2=C1C
Cc1c2ccsc2cn1C
false
CC1CC2CCCC2C1C
c1cc2c[nH]cc2s1
151.234
45.533
2.54822
2
0
19
4.93
CCCC(CN)S(O)(=O)=O
CCCC(CN)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
167.23
39.299
0.0016
3
2
23
80.39
CN=C1SNC(=C1)C1CN1
CN=c1cc(C2CN2)[nH]s1
false
CCC1CCC(C2CC2)C1
N=c1cc(C2CN2)[nH]s1
155.226
40.9004
0.251
3
2
19
50.09
OS(=O)(=O)C1=CC(=O)CC1
O=C1C=C(S(=O)(=O)O)CC1
false
CC1CCC(C(C)(C)C)C1
O=C1C=CCC1
162.166
33.8726
0.121
3
1
16
71.44
CC1=CSN(C=O)C1=NN
Cc1csn(C=O)c1=NN
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
157.198
38.9449
-0.32928
5
1
17
60.38
C1OC1C1=C2OCC2=CS1
c1sc(C2CO2)c2c1CO2
false
C1CC1C1CCC2CCC21
c1sc(C2CO2)c2c1CO2
154.19
37.344
1.7118
3
0
16
21.76
OC=C1CCC2=C1SC=C2
OC=C1CCc2ccsc21
false
CCC1CCC2CCCC12
C=C1CCc2ccsc21
152.218
43.2458
2.5932
2
1
18
20.23
N=CC=C1NS(=O)(=O)N=C1
N=CC=C1C=NS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
C=C1C=NS(=O)(=O)N1
159.17
37.4142
-0.56133
3
2
15
82.38
CC1NS(=O)(=O)CC11CN1
CC1NS(=O)(=O)CC12CN2
false
CC1CC(C)(C)CC12CC2
O=S1(=O)CC2(CN2)CN1
162.214
37.1182
-1.3501
3
2
20
68.11
OC1C(=C)OC2=NSC=C12
C=C1Oc2nscc2C1O
false
CC1CC2CCCC2C1C
C=C1Cc2csnc2O1
155.178
36.8418
1.0826
4
1
15
42.35
O=S(=O)(CC=CC#N)C#N
N#CC=CCS(=O)(=O)C#N
false
CCCCCC(C)(C)CC
156.166
34.1528
-0.03794
4
0
14
81.72
CCC(=N)NCS(C)(=O)=O
CCC(=N)NCS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
164.23
40.8642
-0.03463
3
2
22
70.02
CC(=O)C#CC1=CC=CS1
CC(=O)C#Cc1cccs1
false
CC(C)CCC1CCCC1
c1ccsc1
150.202
41.878
1.6886
2
0
16
17.07
C1C2COC3=C(C=CS3)C12
c1cc2c(s1)OCC1CC21
false
C1CC2CCC3CC3C2C1
c1cc2c(s1)OCC1CC21
152.218
40.662
2.244
2
0
18
9.23
CCC=CNS(=O)(=O)NO
CCC=CNS(=O)(=O)NO
true
CCCCCC(C)(C)CC
166.202
36.4087
-0.2767
3
3
20
78.43
ON=CC1NC2=CSC=C12
ON=CC1Nc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CN2
154.194
40.9612
1.6747
4
2
16
44.62
CC1CCC1NC(=S)NO
CC1CCC1NC(=S)NO
true
CCC(C)CC1CCC1C
C1CCC1
160.242
42.8419
0.6382
2
3
22
44.29
N=C1NC2(CC2)S(=O)(=O)O1
N=C1NC2(CC2)S(=O)(=O)O1
true
CC1CC(C)(C)C2(CC2)C1
N=C1NC2(CC2)S(=O)(=O)O1
162.17
32.8322
-0.63913
4
2
16
79.25
CC1C2CC1NS(=O)(=O)C2
CC1C2CC1NS(=O)(=O)C2
true
CC1C2CC1CC(C)(C)C2
O=S1(=O)CC2CC(C2)N1
161.226
37.9815
-0.056
2
1
21
46.17
CC(=C)C1=C(Cl)C=C(N)N1
C=C(C)c1[nH]c(N)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
156.616
44.9231
2.2834
1
2
19
41.81
CC(C)C1=C2CNC2=NS1
CC(C)c1snc2c1CN2
false
CC(C)C1CCC2CCC21
c1snc2c1CN2
154.238
43.5297
2.192
3
1
20
24.92
NC1CCC1C1=NC=NS1
NC1CCC1c1ncns1
false
CC1CCC1C1CCCC1
c1nsc(C2CCC2)n1
155.226
39.8594
0.7428
4
1
19
51.8
CC1=CON=C1S(N)(=O)=O
Cc1conc1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
c1cnoc1
162.17
32.6132
-0.36958
4
1
16
86.19
OC1CCC(C=O)S1(=O)=O
O=CC1CCC(O)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CCCC1
164.182
34.0126
-0.9191
4
1
18
71.44