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
CNCC(C)S(=O)(=O)NN
CNCC(C)S(=O)(=O)NN
true
CCCC(C)C(C)(C)CC
167.234
39.6316
-1.6126
4
3
23
84.22
O=S1(=O)CNC2C=CC=C12
O=S1(=O)CNC2C=CC=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)CNC2C=CC=C21
157.194
37.9335
-0.2158
3
1
17
46.17
CCC1=C(O)N(O)C=C1Cl
CCc1c(Cl)cn(O)c1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
161.588
37.6693
1.6468
3
2
18
45.39
COC(=O)C(C)S(C)(=O)=O
COC(=O)C(C)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.198
36.3218
-0.4075
4
0
20
60.44
CC(O)C=CC1=CSN=N1
CC(O)C=Cc1csnn1
false
CC(C)CCC1CCCC1
c1csnn1
156.21
40.6238
0.9321
4
1
18
46.01
NC1(CO)CC2=NSC=C12
NC1(CO)Cc2nscc21
false
CCC1(C)CC2CCCC21
c1snc2c1CC2
156.21
38.7692
-0.1545
4
2
18
59.14
CC1NC2CC2(C)S1(=O)=O
CC1NC2CC2(C)S1(=O)=O
true
CC1CC2CC2(C)C1(C)C
O=S1(=O)CNC2CC21
161.226
38.3275
-0.1186
3
1
21
46.17
CON(C(N)=S)C(=C)C=C
C=CC(=C)N(OC)C(N)=S
false
CCC(C)C(CC)C(C)C
158.226
44.9704
0.7931
2
1
20
38.49
OCC1=CSN=C1[N+]([O-])=O
O=[N+]([O-])c1nscc1CO
false
CCC1CCCC1C(C)C
c1cnsc1
160.154
34.6912
0.5436
5
1
14
76.26
CC(O)C1=C(Cl)C(C)=CS1
Cc1csc(C(C)O)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccsc1
176.668
44.6998
2.76322
2
1
19
20.23
C=CC1=CSC(N1)=NN=C
C=Cc1csc(=NN=C)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
153.21
43.8727
1.2355
3
1
17
40.51
CC(C)ON1SC=CC1=O
CC(C)On1sccc1=O
false
CC(C)CC1CCCC1C
O=c1ccs[nH]1
159.21
40.295
0.7468
4
0
19
31.23
NN1C(=S)NCCC11CC1
NN1C(=S)NCCC12CC2
false
CC1CCCC2(CC2)C1C
S=C1NCCC2(CC2)N1
157.242
43.2091
-0.0271
2
2
21
41.29
O=C1CC2C=CNC(=S)N12
O=C1CC2C=CNC(=S)N12
true
CC1CCCC2CC(C)C12
O=C1CC2C=CNC(=S)N12
154.194
40.1247
-0.0109
2
1
16
32.34
CC1=CN(CC#C)C(=N)S1
C#CCn1cc(C)sc1=N
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
152.222
41.7337
0.97069
3
1
18
28.78
CCC1=NC(C#N)=C(O)S1
CCc1nc(C#N)c(O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
154.194
37.8718
1.28278
4
1
16
56.91
CC=CC(=O)C1=NSN=C1
CC=CC(=O)c1cnsn1
false
CCCC(C)C1CCCC1
c1cnsn1
154.194
39.0535
1.2969
4
0
16
42.85
CCN1C=C(Cl)C(C=C)=C1
C=Cc1cn(CC)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cc[nH]c1
155.628
45.207
2.8044
1
0
20
4.93
ON1C=C(SC1=N)N1CC1
N=c1sc(N2CC2)cn1O
false
CC1CC(C2CC2)CC1C
N=c1[nH]cc(N2CC2)s1
157.198
37.5612
0.08637
5
2
17
52.02
CN(CC(N)=O)S(C)(=O)=O
CN(CC(N)=O)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
166.202
36.6682
-1.6369
3
1
20
80.47
ON=CCC1=CC(O)=CS1
ON=CCc1cc(O)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
157.194
39.9663
1.4562
4
2
17
52.82
CC1(CO1)C1=CNC(=N)S1
CC1(c2c[nH]c(=N)s2)CO1
false
CC1CCC(C2(C)CC2)C1
N=c1[nH]cc(C2CO2)s1
156.21
37.8284
0.80107
3
2
18
52.17
CN1C=CCCN(N)C1=S
CN1C=CCCN(N)C1=S
true
CC1CCCCC(C)C1C
S=C1NC=CCCN1
157.242
45.0114
0.2962
2
1
21
32.5
CC1=CC=C(S1)C=CC#C
C#CC=Cc1ccc(C)s1
false
CCCCC1CCC(C)C1
c1ccsc1
148.23
46.923
2.70292
1
0
18
0
CCCOC1COS1(=O)=O
CCCOC1COS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCO1
166.198
34.9028
0.0991
4
0
20
52.6
CCC1=CC(=O)S(=O)(=O)C1
CCC1=CC(=O)S(=O)(=O)C1
true
CCC1CC(C)C(C)(C)C1
O=C1C=CCS1(=O)=O
160.194
37.1678
0.2778
3
0
18
51.21
CCCOC1=C(C)C=NS1
CCCOc1sncc1C
false
CCCCC1CCCC1C
c1cnsc1
157.238
42.637
2.24032
3
0
21
22.12
CCN(C)C1=NSC(C)=C1
CCN(C)c1cc(C)sn1
false
CCC(C)C1CCC(C)C1
c1cnsc1
156.254
45.795
1.90762
3
0
22
16.13
O=S1(=O)OC2CC2C2OC12
O=S1(=O)OC2CC2C2OC21
false
CC1(C)CC2CC2C2CC21
O=S1(=O)OC2CC2C2OC21
162.166
30.5608
-0.5402
4
0
16
55.9
O=S1(=O)CCC2(CC2)CO1
O=S1(=O)CCC2(CC2)CO1
true
CC1(C)CCC2(CC1)CC2
O=S1(=O)CCC2(CC2)CO1
162.21
36.0228
0.5167
3
0
20
43.37
NNC1=NSC2=C1CCO2
NNc1nsc2c1CCO2
false
CCC1CCC2CCCC12
c1nsc2c1CCO2
157.198
39.1231
0.3636
5
2
17
60.17
ClC1=CN=C2C(=O)OC2=C1
O=C1Oc2cc(Cl)cnc21
false
CC1CCC2C(C)CC2C1
O=C1Oc2cccnc21
155.54
34.2055
1.2676
3
0
12
39.19
C=C1N=C(NS1(=O)=O)C#N
C=C1N=C(C#N)NS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1N=CNS1(=O)=O
157.154
34.2435
-0.68732
4
1
13
82.32
CC1=NC2=NC(=O)CN2S1
CC1=NC2=NC(=O)CN2S1
true
CC1CC2CC(C)CC2C1
O=C1CN2SC=NC2=N1
155.182
39.848
0.2648
4
0
15
45.03
NCCC=C1CNC(=S)N1
NCCC=C1CNC(=S)N1
true
CCCCC1CCC(C)C1
C=C1CNC(=S)N1
157.242
45.4908
-0.3032
2
3
21
50.08
C=C1OCOC2=C1C=CS2
C=C1OCOc2sccc21
false
CC1CCCC2CCCC12
C=C1OCOc2sccc21
154.19
39.933
2.0853
3
0
16
18.46
NC1=C(O)SC=C1N1CC1
Nc1c(N2CC2)csc1O
false
CC1CCC(C2CC2)C1C
c1cc(N2CC2)cs1
156.21
42.6092
0.8559
4
2
18
49.26
N=C1NC(CCC#N)=CS1
N#CCCc1csc(=N)[nH]1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
153.21
38.4584
1.01185
3
2
17
63.43
CN(C)N1SC(O)=CC1=N
CN(C)n1sc(O)cc1=N
false
CC1CC(C)C(C(C)C)C1
N=c1ccs[nH]1
159.214
39.8935
-0.06773
5
2
19
52.25
NC1=C2C3CC(O3)C2=CS1
Nc1scc2c1C1CC2O1
false
CC1CCC2C3CC(C3)C12
c1scc2c1C1CC2O1
153.206
39.9154
1.8464
3
1
17
35.25
CC(CO)C1=CSC(=O)N1
CC(CO)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
159.21
40.4405
0.5322
3
2
19
53.09
CNC(=S)N1CCC1C=O
CNC(=S)N1CCC1C=O
true
CCC(C)C1CCC1CC
C1CNC1
158.226
42.8327
-0.2361
2
1
20
32.34
COC1=C2CNC2=C(O)S1
COc1sc(O)c2c1CN2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
157.194
39.8625
1.3878
4
2
17
41.49
COCC1=C(Cl)C=C(N)N1
COCc1[nH]c(N)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
160.604
40.9281
1.3967
2
2
19
51.04
CN=C1N(O)SC=C1C=C
C=Cc1csn(O)c1=NC
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
156.21
41.0715
0.9604
4
1
18
37.52
ClC1=CSC(C=C)=C1C#C
C#Cc1c(Cl)csc1C=C
false
CCC1CCC(C)C1CC
c1ccsc1
168.648
47.355
3.0258
1
0
15
0
NC1(CNS1(=O)=O)C1CO1
NC1(C2CO2)CNS1(=O)=O
false
CC1(C)CCC1(C)C1CC1
O=S1(=O)NCC1C1CO1
164.186
33.5809
-2.0268
4
2
18
84.72
CC1(CC1S(C)(=O)=O)C=C
C=CC1(C)CC1S(C)(=O)=O
false
CCC1(C)CC1C(C)(C)C
C1CC1
160.238
41.5528
0.9956
2
0
22
34.14
CNCC1=C(Cl)C(O)=CN1
CNCc1[nH]cc(O)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
160.604
40.2312
1.0931
2
3
19
48.05
CC1CC(O)(C=C)S1(=O)=O
C=CC1(O)CC(C)S1(=O)=O
false
CCC1(C)CC(C)C1(C)C
O=S1(=O)CCC1
162.21
38.1456
0.068
3
1
20
54.37
ClC1=COC(CC#C)=C1Cl
C#CCc1occ(Cl)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
175.014
41.265
2.7621
1
0
14
13.14
CCC(C=C)C1=CSC=N1
C=CC(CC)c1cscn1
false
CCC(CC)C1CCCC1
c1cscn1
153.25
45.343
2.8227
2
0
21
12.89
CC1=C(OCC=C)C=CS1
C=CCOc1ccsc1C
false
CCCCC1CCCC1C
c1ccsc1
154.234
44.748
2.62132
2
0
20
9.23
CC(C)ONC1=NSC=C1
CC(C)ONc1ccsn1
false
CC(C)CCC1CCCC1
c1cnsc1
158.226
41.9577
1.895
4
1
20
34.15
CN(C)C1=C(Cl)C(C)=CS1
Cc1csc(N(C)C)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccsc1
175.684
48.393
2.77592
2
0
20
3.24
NCC1C2ONS(=O)(=O)C12
NCC1C2ONS(=O)(=O)C12
true
CCC1C2CCC(C)(C)C12
O=S1(=O)NOC2CC21
164.186
33.2609
-1.8233
4
2
18
81.42
CC1=CN(O)C(C#N)=C1Cl
Cc1cn(O)c(C#N)c1Cl
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.572
36.0785
1.5589
3
1
15
48.95
OC1=CC(=O)C(Cl)=CN=C1
O=c1cc(O)cncc1Cl
false
CC1CCCC(C)C(C)C1
O=c1cccncc1
157.556
37.1818
0.8008
3
1
14
50.19
CN=CNCC1=NC=CS1
CN=CNCc1nccs1
false
CCCCCC1CCCC1
c1cscn1
155.226
43.3697
0.8908
3
1
19
37.28
O=C(N=C1NC=NS1)C#C
C#CC(=O)N=c1[nH]cns1
false
CCC(C)CC1CCCC1
N=c1[nH]cns1
153.166
35.8677
-0.4683
3
1
13
58.11
CC(O)C(C)(C)S(O)(=O)=O
CC(O)C(C)(C)S(=O)(=O)O
false
CC(C)C(C)(C)C(C)(C)C
168.214
37.3084
0.0336
3
2
22
74.6
CC=C1OC=CCS1(=O)=O
CC=C1OC=CCS1(=O)=O
true
CCC1CCCCC1(C)C
C=C1OC=CCS1(=O)=O
160.194
37.7688
0.8064
3
0
18
43.37
OCC1=CSC=C1NC=N
N=CNc1cscc1CO
false
CCCC1CCCC1CC
c1ccsc1
156.21
42.6482
1.25937
3
3
18
56.11
N=C1SNC(CCC#N)=C1
N#CCCc1cc(=N)s[nH]1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
153.21
38.4584
1.01185
3
2
17
63.43
CC1=CC(Cl)=C(CC=C)S1
C=CCc1sc(C)cc1Cl
false
CCCC1CC(C)CC1C
c1ccsc1
172.68
47.967
3.43842
1
0
19
0
N1C=NC(=C1)C1=CC=NS1
c1cc(-c2c[nH]cn2)sn1
false
C1CCC(C2CCCC2)C1
c1cc(-c2c[nH]cn2)sn1
151.194
39.6957
1.5332
3
1
15
41.57
CC1CC11CCCS1(=O)=O
CC1CC12CCCS2(=O)=O
false
CC1CC12CCCC2(C)C
O=S1(=O)CCCC12CC2
160.238
39.5328
0.9736
2
0
22
34.14
O=CN1C2CC2NS1(=O)=O
O=CN1C2CC2NS1(=O)=O
true
CCC1C2CC2CC1(C)C
O=S1(=O)NC2CC2N1
162.17
32.1515
-1.5663
3
1
16
66.48
CCC1=C(SC(N)=N1)C=O
CCc1nc(N)sc1C=O
false
CCC1CC(C)CC1CC
c1cscn1
156.21
41.2919
1.1002
4
1
18
55.98
CN1CCCN(N=C)C1=S
C=NN1CCCN(C)C1=S
false
CCC1CCCC(C)C1C
S=C1NCCCN1
157.242
46.1
0.5244
2
0
21
18.84
NC1=NN=C(CC2CC2)S1
Nc1nnc(CC2CC2)s1
false
CC1CCC(CC2CC2)C1
c1nnc(CC2CC2)s1
155.226
40.7494
1.0728
4
1
19
51.8
CC1=CSC(C=C)=C1NN
C=Cc1scc(C)c1NN
false
CCC1CCC(C)C1CC
c1ccsc1
154.238
46.9571
1.98512
3
2
20
38.05
CC1=C(SN=C1C=C)C=C
C=Cc1nsc(C=C)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
151.234
47.033
2.73752
2
0
19
12.89
N=C1NC(=O)CCS1(=O)=O
N=C1NC(=O)CCS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
N=C1NC(=O)CCS1(=O)=O
162.17
34.2732
-1.14413
4
2
16
87.09
COC1=CSC=C1C1CC1
COc1cscc1C1CC1
false
CCC1CCCC1C1CC1
c1cc(C2CC2)cs1
154.234
42.846
2.6341
2
0
20
9.23
C1C2CN1C1=NSC=C1C2
c1snc2c1CC1CN2C1
false
C1CC2CC3CC(C3)C2C1
c1snc2c1CC1CN2C1
152.222
41.521
1.1354
3
0
18
16.13
CON1CC=CCS1(=O)=O
CON1CC=CCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CC=CCN1
163.198
36.6418
-0.2506
3
0
19
46.61
CCNCC#CS(N)(=O)=O
CCNCC#CS(N)(=O)=O
true
CCCCCCC(C)(C)C
162.214
39.4269
-1.1547
3
2
20
72.19
CC(C)(C#C)N(O)C(N)=S
C#CC(C)(C)N(O)C(N)=S
false
CCC(C)(C)C(C)C(C)C
158.226
43.3229
0.333
2
2
20
49.49
NCC(NC(N)=S)=CC#C
C#CC=C(CN)NC(N)=S
false
CCCC(CC)CC(C)C
155.226
45.8915
-0.7046
2
3
19
64.07
NCC#CC1=C(O)SC=N1
NCC#Cc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
154.194
39.7112
0.1589
4
2
16
59.14
CC(=O)N(N)S(=O)(=O)C#C
C#CS(=O)(=O)N(N)C(C)=O
false
CCC(C)(C)C(C)C(C)C
162.17
34.4602
-1.3709
4
1
16
80.47
CC1(CN(O)C(=S)N1)C#C
C#CC1(C)CN(O)C(=S)N1
false
CCC1(C)CC(C)C(C)C1
S=C1NCCN1
156.21
41.4642
-0.0424
2
2
18
35.5
CC1=CC2CN2C(=S)N1N
CC1=CC2CN2C(=S)N1N
true
CC1CC2CC2C(C)C1C
S=C1NC=CC2CN12
155.226
42.8754
0.0486
2
1
19
32.27
CS(=O)(=O)C1OC1CC=O
CS(=O)(=O)C1OC1CC=O
true
CCCC1CC1C(C)(C)C
C1CO1
164.182
34.1858
-0.6551
4
0
18
63.74
CC1=NC=C(NCC#C)S1
C#CCNc1cnc(C)s1
false
CCCCC1CCC(C)C1
c1cscn1
152.222
44.1737
1.49662
3
1
18
24.92
COC1C2CN2CS1(=O)=O
COC1C2CN2CS1(=O)=O
true
CCC1C2CC2CC1(C)C
O=S1(=O)CC2CN2C1
163.198
35.0778
-0.971
4
0
19
46.38
CCS(=O)(=O)C(=C)C(C)=C
C=C(C)C(=C)S(=O)(=O)CC
false
CCC(C)(C)C(C)C(C)C
160.238
43.4148
1.5109
2
0
22
34.14
CCC1OC1C1=NC=NS1
CCC1OC1c1ncns1
false
CCC1CC1C1CCCC1
c1nsc(C2CO2)n1
156.21
37.814
1.388
4
0
18
38.31
CC1=C(Cl)C=CC(=O)N=C1
Cc1cnc(=O)ccc1Cl
false
CC1CCC(C)C(C)CC1
O=c1cccccn1
155.584
40.254
1.40362
2
0
16
29.96
S=C1NOCC2NCC2N1
S=C1NOCC2NCC2N1
true
CC1CCCC2CCC2C1
S=C1NOCC2NCC2N1
159.214
40.4001
-1.2639
3
3
19
45.32
CN(C)C1=NC(O)=C(N)S1
CN(C)c1nc(O)c(N)s1
false
CC(C)C1CC(C)C(C)C1
c1cscn1
159.214
42.5182
0.4969
5
2
19
62.38
CC1=CSC=C1CCCN
Cc1cscc1CCCN
false
CCCCC1CCCC1C
c1ccsc1
155.266
46.4314
1.94782
2
1
23
26.02
CCC1=CNC(OC)=C1Cl
CCc1c[nH]c(OC)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
159.616
41.7327
2.2391
1
1
20
25.02
CN1C=C(Cl)C(=O)N1C=C
C=Cn1c(=O)c(Cl)cn1C
false
CCC1C(C)CC(C)C1C
O=c1cc[nH][nH]1
158.588
41.07
0.9407
3
0
17
26.93
COCCC1=CNC(=O)S1
COCCc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
159.21
40.5197
0.6253
3
1
19
42.09
CC(C)C1=NC(=NS1)C#C
C#Cc1nsc(C(C)C)n1
false
CCC1CCC(C(C)C)C1
c1ncsn1
152.222
41.933
1.6428
3
0
18
25.78
CC(=N)N1C(=C)CNC1=S
C=C1CNC(=S)N1C(C)=N
false
CC(C)C1C(C)CCC1C
C=C1CNC(=S)N1
155.226
44.9804
0.68737
2
2
19
39.12
CC1NC2=C(SN=N2)C=C1
CC1C=Cc2snnc2N1
false
CC1CCC2CCCC2C1
C1=Cc2snnc2NC1
153.21
42.0277
1.3653
4
1
17
37.81
CCCCC1=C(Cl)C=NS1
CCCCc1sncc1Cl
false
CCCCC1CCCC1C
c1cnsc1
175.684
45.736
3.1391
2
0
20
12.89