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
CNC(C)CC1=NC=NS1
CNC(C)Cc1ncns1
false
CCC(C)CC1CCCC1
c1ncsn1
157.242
42.1347
0.6885
4
1
21
37.81
NNS(=O)(=O)C1=CC=CO1
NNS(=O)(=O)c1ccco1
false
CCC(C)(C)C1CCCC1
c1ccoc1
162.17
33.2169
-0.5684
4
2
16
85.33
NC1CC2=NSC(O)=C2C1
NC1Cc2nsc(O)c2C1
false
CC1CC2CCC(C)C2C1
c1snc2c1CCC2
156.21
39.1622
0.2746
4
2
18
59.14
CC1=C(CC=O)NC(=N)S1
Cc1sc(=N)[nH]c1CC=O
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
156.21
39.0294
0.60549
3
2
18
56.71
C=CS(=O)(=O)N1CCC=C1
C=CS(=O)(=O)N1C=CCC1
false
CCC(C)(C)C1CCCC1
C1=CNCC1
159.21
39.5798
0.6791
2
0
19
37.38
OC1=C(CC=C)C(Cl)=CO1
C=CCc1c(Cl)coc1O
false
CCCC1C(C)CCC1C
c1ccoc1
158.584
39.2838
2.3671
2
1
17
33.37
CC1C(=N)N=C(N)S1(=O)=O
CC1C(=N)N=C(N)S1(=O)=O
true
CC1CC(C)C(C)(C)C1C
N=C1CS(=O)(=O)C=N1
161.186
37.7309
-0.90473
4
2
17
96.37
CCC(O)C(C)S(N)(=O)=O
CCC(O)C(C)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
167.23
38.867
-0.5657
3
2
23
80.39
NC1=NSN=C1CCCO
Nc1nsnc1CCCO
false
CCCCC1CCCC1C
c1cnsn1
159.214
39.7282
0.0452
5
2
19
72.03
CC1C=C(C)C2=C1SC=N2
CC1=CC(C)c2scnc21
false
CC1CC(C)C2CCCC12
C1=Cc2ncsc2C1
151.234
44.18
2.6635
2
0
19
12.89
CC(C)=C(C#C)S(O)(=O)=O
C#CC(=C(C)C)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
160.194
38.7556
0.8013
2
1
18
54.37
CCC#CC=CS(C)(=O)=O
CCC#CC=CS(C)(=O)=O
true
CCCCCCC(C)(C)C
158.222
42.0508
0.9581
2
0
20
34.14
C=CC=NN1SC=CC1=N
C=CC=Nn1sccc1=N
false
CCCCC1CCCC1C
N=c1ccs[nH]1
153.21
42.2507
1.04897
4
1
17
41.14
ClC1=CC(C=C)=CC(Cl)=C1
C=Cc1cc(Cl)cc(Cl)c1
false
CCC1CC(C)CC(C)C1
c1ccccc1
173.042
46.553
3.6364
0
0
16
0
CC1=C2SC=C(O)C2=CN1
Cc1[nH]cc2c(O)csc12
false
CC1CCC2C(C)CCC12
c1cc2c[nH]cc2s1
153.206
42.5775
2.24342
2
2
17
36.02
N#CC1COC2=CSN=C12
N#CC1COc2csnc21
false
CCC1CCC2CCCC12
c1snc2c1OCC2
152.178
35.963
1.14268
4
0
14
45.91
CNN1C=NC(C)S1(=O)=O
CNN1C=NC(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CN=CN1
163.202
37.7725
-0.8595
4
1
19
61.77
O=CCC1=NN=C(S1)C#C
C#Cc1nnc(CC=O)s1
false
CCCC1CCC(CC)C1
c1nncs1
152.178
37.612
0.2608
4
0
14
42.85
C1C2CC3=C(N=NS3)C1O2
C1c2snnc2C2CC1O2
false
C1CC2CC3CC(C3)C2C1
C1c2snnc2C2CC1O2
154.194
35.844
0.9242
4
0
16
35.01
CC1CC1C1=CC(O)=CS1
CC1CC1c1cc(O)cs1
false
CC1CCC(C2CC2C)C1
c1csc(C2CC2)c1
154.234
42.5058
2.5771
2
1
20
20.23
C=CC1(OCS1(=O)=O)C=O
C=CC1(C=O)OCS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)COC1
162.166
33.8638
-0.5299
4
0
16
60.44
OCC1=NOC(C=C)=C1Cl
C=Cc1onc(CO)c1Cl
false
CCC1CCC(CC)C1C
c1cnoc1
159.572
37.5268
1.4633
3
1
16
46.26
CC1(CC1O)NNC(N)=S
CC1(NNC(N)=S)CC1O
false
CC(C)CCC1(C)CC1C
C1CC1
161.23
42.0856
-1.1525
3
4
21
70.31
CCS(=O)(=O)C(C)C(C)O
CCS(=O)(=O)C(C)C(C)O
true
CCC(C)(C)C(C)C(C)C
166.242
40.6036
0.1904
3
1
24
54.37
CN1OCC2CN2NC1=S
CN1OCC2CN2NC1=S
true
CC1CCC2CC2CC1C
S=C1NOCC2CN2N1
159.214
39.9427
-0.6629
3
1
19
27.51
CN1C=NC(=C1)S(N)(=O)=O
Cn1cnc(S(N)(=O)=O)c1
false
CC1CCC(C(C)(C)C)C1
c1c[nH]cn1
161.186
34.5812
-0.9325
4
1
17
77.98
OC12CC1NNS(=O)(=O)C2
O=S1(=O)CC2(O)CC2NN1
false
CC1(C)CCC2CC2(C)C1
O=S1(=O)CC2CC2NN1
164.186
33.413
-2.0726
4
3
18
78.43
CC(CC#N)=CS(C)(=O)=O
CC(=CS(C)(=O)=O)CC#N
false
CCCC(C)CC(C)(C)C
159.21
38.8308
0.84848
3
0
19
57.93
C1NCC1OC1=NSN=C1
c1nsnc1OC1CNC1
false
C1CCC(CC2CCC2)C1
c1nsnc1OC1CNC1
157.198
37.1947
-0.1113
5
1
17
47.04
CC#CC1=NSC(CN)=N1
CC#Cc1nsc(CN)n1
false
CCCC1CCC(CC)C1
c1ncsn1
153.21
40.3524
0.3682
4
1
17
51.8
OC1=CC=NC2=C1N=CS2
Oc1ccnc2scnc12
false
CC1CCCC2CCCC12
c1cnc2scnc2c1
152.178
39.0798
1.3969
4
1
14
46.01
CN(C)C1CC2=NSN=C12
CN(C)C1Cc2nsnc21
false
CC(C)C1CC2CCCC21
C1Cc2nsnc21
155.226
40.041
0.6969
4
0
19
29.02
C1CN1N=CC1=CSN=C1
C(=NN1CC1)c1cnsc1
false
C1CCC(CCC2CC2)C1
C(=NN1CC1)c1cnsc1
153.21
41.281
0.7926
4
0
17
28.26
CC1=C2C(CS2(=O)=O)=CO1
Cc1occ2c1S(=O)(=O)C2
false
CC1CCC2CC(C)(C)C12
O=S1(=O)Cc2cocc21
158.178
34.3348
0.87532
3
0
16
47.28
CC1=NC(C)=C(S1)C(O)=O
Cc1nc(C)c(C(=O)O)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
157.194
38.5473
1.45814
3
1
17
50.19
O=S(=O)(NN1CC1)C1CN1
O=S(=O)(NN1CC1)C1CN1
true
CC(C)(CC1CC1)C1CC1
O=S(=O)(NN1CC1)C1CN1
163.202
35.4192
-1.9343
4
2
19
71.12
CC12NCC1NNS2(=O)=O
CC12NCC1NNS2(=O)=O
true
CC1(C)CCC2CCC21C
O=S1(=O)NNC2CNC21
163.202
35.3869
-1.888
4
3
19
70.23
OCC#CC=CS(O)(=O)=O
O=S(=O)(O)C=CC#CCO
false
CCCCCCC(C)(C)C
162.166
35.5504
-0.6164
3
2
16
74.6
NC1=C(SC=C1)C=NN=C
C=NN=Cc1sccc1N
false
CCCCC1CCCC1C
c1ccsc1
153.21
45.8744
1.3648
4
1
17
50.74
CC12CS(=O)(=O)C1COC2
CC12COCC1S(=O)(=O)C2
false
CC1(C)CC2(C)CCCC12
O=S1(=O)CC2COCC21
162.21
36.5008
-0.1801
3
0
20
43.37
CC(C=O)C1=CC(Cl)=CN1
CC(C=O)c1cc(Cl)c[nH]1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
157.6
40.2817
1.9705
1
1
18
32.86
CNCC1=NS(=O)(=O)C=C1
CNCC1=NS(=O)(=O)C=C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)C=CC=N1
160.198
39.4215
-0.4961
3
1
18
58.53
CNC1=C(C)S(=O)(=O)OC1
CNC1=C(C)S(=O)(=O)OC1
true
CCC1CCC(C)(C)C1C
O=S1(=O)C=CCO1
163.198
36.6315
-0.2027
4
1
19
55.4
CC=CC1=C(C)C(N)=CS1
CC=Cc1scc(N)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
153.25
48.1764
2.67182
2
1
21
26.02
O1C=NC(=N1)C1=CSN=C1
c1nc(-c2cnsc2)no1
false
C1CCC(C2CCCC2)C1
c1nc(-c2cnsc2)no1
153.166
35.406
1.1931
5
0
13
51.81
CCN(C)S(=O)(=O)CC#C
C#CCS(=O)(=O)N(C)CC
false
CCCC(C)(C)C(C)CC
161.226
40.9238
-0.0989
2
0
21
37.38
C=CC1CC1C1=NN=NS1
C=CC1CC1c1nnns1
false
CCC1CC1C1CCCC1
C1CC1c1nnns1
153.21
38.749
1.2226
4
0
17
38.67
CCNN1C=C(C)C(Cl)=C1
CCNn1cc(C)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
158.632
44.0807
2.01332
2
1
21
16.96
ClC1=C(NCC#N)NC=C1
N#CCNc1[nH]ccc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
155.588
39.9054
1.60358
2
2
16
51.61
COS(=O)(=O)CC1CCC1
COS(=O)(=O)CC1CCC1
true
CCC(C)(C)CC1CCC1
C1CCC1
164.226
38.1368
0.7627
3
0
22
43.37
CC(C=C)N(C)S(N)(=O)=O
C=CC(C)N(C)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
164.23
40.5292
-0.3038
2
1
22
63.4
NCC(N)(C=C)S(N)(=O)=O
C=CC(N)(CN)S(N)(=O)=O
false
CCC(C)(CC)C(C)(C)C
165.218
39.277
-1.9254
4
3
21
112.2
NCC1=C(SC(N)=N1)C=C
C=Cc1sc(N)nc1CN
false
CCC1CC(C)CC1CC
c1cscn1
155.226
44.5088
0.827
4
2
19
64.93
NN1C(=S)NC2CCC=C12
NN1C(=S)NC2CCC=C21
false
CC1CC2CCCC2C1C
S=C1NC2=CCCC2N1
155.226
42.8651
0.0965
2
2
19
41.29
CCC1=C(N)C(Cl)=CN1C
CCc1c(N)c(Cl)cn1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
158.632
44.2134
1.8231
2
1
21
30.95
CC=C(CC#N)S(N)(=O)=O
CC=C(CC#N)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
160.198
37.0942
0.09238
3
1
18
83.95
CC1OS(=O)(=O)CCC1=C
C=C1CCS(=O)(=O)OC1C
false
CC1CCC(C)(C)CC1C
C=C1CCS(=O)(=O)OC1
162.21
38.0908
0.6812
3
0
20
43.37
OCCCC1=NOC=C1Cl
OCCCc1nocc1Cl
false
CCCCC1CCCC1C
c1cnoc1
161.588
36.9198
1.2529
3
1
18
46.26
CC1=C2SNC(=O)C2=CS1
Cc1scc2c(=O)[nH]sc12
false
CC1CCC2C(C)CCC12
O=c1[nH]sc2cscc12
171.246
45.0597
1.95952
3
1
15
32.86
CC(=O)C1=CSC=C1C#N
CC(=O)c1cscc1C#N
false
CCC1CCCC1C(C)C
c1ccsc1
151.19
39.0385
1.82238
3
0
15
40.86
NN1C=C(Cl)C(=O)C=C1N
Nc1cc(=O)c(Cl)cn1N
false
CC1CC(C)C(C)CC1C
O=c1cc[nH]cc1
159.576
40.2748
-0.2023
4
2
16
74.04
CC1(C)CN1C(=S)N1CC1
CC1(C)CN1C(=S)N1CC1
true
CC(C1CC1)C1CC1(C)C
S=C(N1CC1)N1CC1
156.254
44.956
0.6811
1
0
22
6.02
CC1(CC2=CSC=C12)C=C
C=CC1(C)Cc2cscc21
false
CCC1(C)CC2CCCC21
c1scc2c1CC2
150.246
45.572
2.7479
1
0
20
0
CCC(N)C1=CSC(N)=N1
CCC(N)c1csc(N)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.242
43.7458
1.1351
4
2
21
64.93
COC1=NC=C(Cl)C=C1C
COc1ncc(Cl)cc1C
false
CCC1CCC(C)CC1C
c1ccncc1
157.6
40.536
2.05202
2
0
18
22.12
COCC1=CN=CS1(=O)=O
COCC1=CN=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CN=C1
161.182
37.3708
-0.0691
4
0
17
55.73
CC1CS(=O)(=O)N(N1)C=C
C=CN1NC(C)CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)CCNN1
162.214
38.4205
-0.3316
3
1
20
49.41
C=CC=COC1=NSN=N1
C=CC=COc1nnsn1
false
CCCCCC1CCCC1
c1nnsn1
155.182
37.669
1.0116
5
0
15
47.9
C1NC2CC3=CSN=C3C12
c1snc2c1CC1NCC21
false
C1CC2CC3CCC3C2C1
c1snc2c1CC1NCC21
152.222
40.3497
0.7546
3
1
18
24.92
CN1C=C(Cl)C(C=NO)=C1
Cn1cc(Cl)c(C=NO)c1
false
CCCC1CC(C)CC1C
c1cc[nH]c1
158.588
39.8035
1.4866
3
1
17
37.52
S=C1NCC=C(N1)C1CN1
S=C1NCC=C(C2CN2)N1
false
CC1CCCC(C2CC2)C1
S=C1NCC=C(C2CN2)N1
155.226
43.6101
-0.6802
2
3
19
46
CC(=O)CS(=O)(=O)N1CC1
CC(=O)CS(=O)(=O)N1CC1
true
CC(C)CC(C)(C)C1CC1
C1CN1
163.198
36.0408
-0.7792
3
0
19
54.22
C=CC1=CNC(=S)NC1=C
C=CC1=CNC(=S)NC1=C
true
CCC1CCC(C)CC1C
C=C1C=CNC(=S)N1
152.222
46.2894
1.0477
1
2
18
24.06
C=CC=CN1SC(=O)N=N1
C=CC=Cn1nnc(=O)s1
false
CCCCC1CCC(C)C1
O=c1nn[nH]s1
155.182
39.696
0.3565
5
0
15
47.78
CS(=O)(=O)C#CC=CC=O
CS(=O)(=O)C#CC=CC=O
true
CCCCCCC(C)(C)C
158.178
37.8238
-0.253
3
0
16
51.21
CC1(C)OC2=C(O)SC=C12
CC1(C)Oc2c1csc2O
false
CC1CCC2C1CC2(C)C
c1scc2c1CO2
156.206
39.6378
2.0812
3
1
18
29.46
ClC1=C2NCCN2NC1=O
O=c1[nH]n2c(c1Cl)NCC2
false
CC1CC2CCCC2C1C
O=c1cc2n([nH]1)CCN2
159.576
38.5524
0.2553
3
2
16
49.82
CC(NC(=S)NC=O)C=C
C=CC(C)NC(=S)NC=O
false
CCCC(C)CC(C)CC
158.226
44.5924
0.1814
2
2
20
41.13
CCN1CC(=N)N(C)C1=S
CCN1CC(=N)N(C)C1=S
true
CCC1CC(C)C(C)C1C
N=C1CNC(=S)N1
157.242
45.3347
0.51587
2
1
21
30.33
C=C1CCONS(=O)(=O)N1
C=C1CCONS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
C=C1CCONS(=O)(=O)N1
164.186
34.9002
-0.7406
3
2
18
67.43
CC1(C)C(O)C2=NSC=C12
CC1(C)c2csnc2C1O
false
CC1C2CCCC2C1(C)C
c1snc2c1CC2
155.222
40.0998
1.4677
3
1
19
33.12
OC12CCC1C=CS2(=O)=O
O=S1(=O)C=CC2CCC21O
false
CC1(C)CCC2CCC21C
O=S1(=O)C=CC2CCC21
160.194
35.7336
0.0271
3
1
18
54.37
CNC1=C(C=C)N=C(N)S1
C=Cc1nc(N)sc1NC
false
CCC1CC(C)CC1CC
c1cscn1
155.226
46.1641
1.41
4
2
19
50.94
NC1=CSC(C2CN2)=C1Cl
Nc1csc(C2CN2)c1Cl
false
CC1CCC(C2CC2)C1C
c1csc(C2CN2)c1
174.656
44.4851
1.628
3
2
17
47.96
O=S1(=O)NC2CCCC2=C1
O=S1(=O)C=C2CCCC2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2CCCC2N1
159.21
37.7775
0.3558
2
1
19
46.17
CC1=CN=C(S1)N(O)C=N
Cc1cnc(N(O)C=N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.198
39.9002
1.25419
4
2
17
60.21
CCC1=CSC(C=NO)=N1
CCc1csc(C=NO)n1
false
CCCC1CCC(CC)C1
c1cscn1
156.21
40.8725
1.5136
4
1
18
45.48
CC(C)N=C1SNC=C1N
CC(C)N=c1s[nH]cc1N
false
CC(C)CC1CCCC1C
N=c1cc[nH]s1
157.242
43.7811
0.9675
3
2
21
54.17
CN(O)S(=O)(=O)C#CCN
CN(O)S(=O)(=O)C#CCN
true
CCCCC(C)(C)C(C)C
164.186
35.2997
-1.4432
4
2
18
83.63
CC(=O)S(=O)(=O)CC1CN1
CC(=O)S(=O)(=O)CC1CN1
true
CC(C)C(C)(C)CC1CC1
C1CN1
163.198
36.2585
-1.0805
4
1
19
73.15
C=C1OCS(=O)(=O)C1C#C
C#CC1C(=C)OCS1(=O)=O
false
CCC1C(C)CCC1(C)C
C=C1CS(=O)(=O)CO1
158.178
36.6328
-0.0956
3
0
16
43.37
CC(=C)C1(O)CNS1(=O)=O
C=C(C)C1(O)CNS1(=O)=O
false
CC(C)C1(C)CCC1(C)C
O=S1(=O)CCN1
163.198
36.6863
-0.8159
3
2
19
66.4
CC1(CS(O)(=O)=O)CCN1
CC1(CS(=O)(=O)O)CCN1
false
CC(C)(C)CC1(C)CCC1
C1CNC1
165.214
37.4403
-0.3738
3
2
21
66.4
OC(C#C)C1CS(=O)(=O)C1
C#CC(O)C1CS(=O)(=O)C1
false
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCC1
160.194
36.9836
-0.9749
3
1
18
54.37
CN(C)C1=C2COC2=NS1
CN(C)c1snc2c1CO2
false
CC(C)C1CCC2CCC21
c1snc2c1CO2
156.21
40.773
1.1015
4
0
18
25.36
NC(=S)NN=CCCC=C
C=CCCC=NNC(N)=S
false
CCCCCCCC(C)C
157.242
47.8441
0.7716
2
2
21
50.41
CC1=NCCS(=O)(=O)N1O
CC1=NCCS(=O)(=O)N1O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CCN=CN1
164.186
35.3883
-0.5606
4
1
18
69.97
NCC1=CCC2=C1N=CS2
NCC1=CCc2scnc21
false
CCC1CCC2CCCC12
C1=Cc2ncsc2C1
152.222
42.8494
1.0413
3
1
18
38.91
CC1=NC(=N)SN1CCO
Cc1nc(=N)sn1CCO
false
CCCC1CC(C)CC1C
N=c1nc[nH]s1
159.214
37.7815
-0.27521
5
2
19
61.9
COC1=CC(NN=C)=NS1
C=NNc1cc(OC)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
157.198
41.8377
1.1792
5
1
17
46.51