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(=O)N(C)S(C)(=O)=O
CNC(=O)N(C)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.202
37.0625
-0.7828
3
1
20
66.48
CCNC1=C(C)C(Cl)=CO1
CCNc1occ(Cl)c1C
false
CCCC1CCC(C)C1C
c1ccoc1
159.616
42.6187
2.67322
2
1
20
25.17
N=C1SC=C2OCC=CN12
N=c1scc2n1C=CCO2
false
CC1CCC2CCCCC12
N=c1scc2n1C=CCO2
154.194
38.9887
0.89217
4
1
16
38.01
NC(=O)CC1=CC(Cl)=CO1
NC(=O)Cc1cc(Cl)co1
false
CC(C)CC1CCC(C)C1
c1ccoc1
159.572
36.6164
0.9608
2
1
16
56.23
NC1CC1CNC(=S)NO
NC1CC1CNC(=S)NO
true
CCC(C)CCC1CC1C
C1CC1
161.23
41.6053
-0.8131
3
4
21
70.31
CC(CO)(C#C)S(O)(=O)=O
C#CC(C)(CO)S(=O)(=O)O
false
CCC(C)(CC)C(C)(C)C
164.182
35.8724
-0.7416
3
2
18
74.6
CN=CNC1=NSC(O)=C1
CN=CNc1cc(O)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
157.198
41.8175
0.9187
4
2
17
57.51
OC1=CC(Cl)=C2CCC2=N1
Oc1cc(Cl)c2c(n1)CC2
false
CC1CC(C)C2CCC2C1
c1cnc2c(c1)CC2
155.584
38.3198
1.5392
2
1
16
33.12
CNCC=CC1=CSC=C1
CNCC=Cc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
153.25
47.2797
1.9807
2
1
21
12.03
CC#CC(=O)C1=NSC=C1
CC#CC(=O)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
151.19
39.8945
1.3491
3
0
15
29.96
O=S1(=O)CCC1C=CC#N
N#CC=CC1CCS1(=O)=O
false
CCCCC1CCC1(C)C
O=S1(=O)CCC1
157.194
36.9448
0.25328
3
0
17
57.93
CC=COC1=C(O)SC=N1
CC=COc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
157.194
39.2208
1.7611
4
1
17
42.35
CCN1SC=C(C)C1=NC
CCn1scc(C)c1=NC
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
156.254
44.207
1.40842
3
0
22
17.29
CC(C)S(=O)(=O)C(=N)NO
CC(C)S(=O)(=O)C(=N)NO
true
CCC(C)C(C)(C)C(C)C
166.202
36.7047
-0.27683
4
3
20
90.25
CCOC(CC)S(C)(=O)=O
CCOC(CC)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
166.242
40.5488
0.8036
3
0
24
43.37
C=CC1=C(SC=C1)C1CO1
C=Cc1ccsc1C1CO1
false
CCC1CCCC1C1CC1
c1csc(C2CO2)c1
152.218
43.103
2.4624
2
0
18
12.53
OC1=CC=NC2=C1SC=N2
Oc1ccnc2ncsc12
false
CC1CCCC2CCCC12
c1cnc2ncsc2c1
152.178
39.0798
1.3969
4
1
14
46.01
CC(O)C(NC(N)=S)C#C
C#CC(NC(N)=S)C(C)O
false
CCC(CC(C)C)C(C)C
158.226
44.2229
-0.7978
2
3
20
58.28
O=CN1CC(C#C)S1(=O)=O
C#CC1CN(C=O)S1(=O)=O
false
CCC1CC(CC)C1(C)C
O=S1(=O)CCN1
159.166
34.3108
-1.21
3
0
15
54.45
CN1N=CC2=CSC(N)=C12
Cn1ncc2csc(N)c21
false
CC1CCC2CCC(C)C12
c1n[nH]c2cscc12
153.21
43.0034
1.217
4
1
17
43.84
NC1=C(SN=N1)C(O)C=C
C=CC(O)c1snnc1N
false
CCC(C)C1CCCC1C
c1csnn1
157.198
39.4782
0.3397
5
2
17
72.03
COC1=CC(O)CS1(=O)=O
COC1=CC(O)CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCC1
164.182
34.8856
-0.7365
4
1
18
63.6
OCCNCC1=CSC=C1
OCCNCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
157.238
43.1115
0.83
3
2
21
32.26
NN1CC(CCO)S1(=O)=O
NN1CC(CCO)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
166.202
35.304
-1.7435
4
2
20
83.63
O=C1CCOC2=NSC=C12
O=C1CCOc2nscc21
false
CC1CCCC2CCCC12
O=C1CCOc2nscc21
155.178
36.5565
1.1083
4
0
15
39.19
CC12CC1CN(N)C(=S)N2
CC12CC1CN(N)C(=S)N2
true
CC1CC2CC2(C)CC1C
S=C1NCC2CC2N1
157.242
43.1391
-0.1712
2
2
21
41.29
CC(N)(CN)CS(O)(=O)=O
CC(N)(CN)CS(=O)(=O)O
false
CCC(C)(C)CC(C)(C)C
168.218
38.0624
-1.4497
4
3
22
106.41
CN=C1SNC(C=C)=C1O
C=Cc1[nH]sc(=NC)c1O
false
CCC1CCC(CC)C1C
N=c1cc[nH]s1
156.21
41.9125
0.9553
3
2
18
48.38
COC1=CSC2=C1C=CS2
COc1csc2sccc12
false
CCC1CCC2CCCC12
c1cc2ccsc2s1
170.258
46.254
2.9714
3
0
16
9.23
CC1(OCC1O)S(C)(=O)=O
CC1(S(C)(=O)=O)OCC1O
false
CC1CCC1(C)C(C)(C)C
C1COC1
166.198
35.2076
-0.8617
4
1
20
63.6
O1C=CC2C1C1=NSN=C21
C1=CC2c3nsnc3C2O1
false
C1CC2C(C1)C1CCCC21
C1=CC2c3nsnc3C2O1
152.178
35.616
1.2203
4
0
14
35.01
CCNCC1=CC(O)=CS1
CCNCc1cc(O)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
157.238
43.3645
1.5632
3
2
21
32.26
C=C1CNS(=O)(=O)C11CO1
C=C1CNS(=O)(=O)C12CO2
false
CC1CCC(C)(C)C12CC2
C=C1CNS(=O)(=O)C12CO2
161.182
34.7455
-0.7979
3
1
17
58.7
CC12CS(=O)(=O)OC1C2O
CC12CS(=O)(=O)OC1C2O
true
CC1C2CC(C)(C)CC12C
O=S1(=O)CC2CC2O1
164.182
32.7736
-0.9042
4
1
18
63.6
CC1ON=CC2=NSC=C12
CC1ON=Cc2nscc21
false
CC1CCCC2CCCC12
C1=NOCc2csnc21
154.194
39.208
1.5682
4
0
16
34.48
N#CC1CN1C1=CN=NS1
N#CC1CN1c1cnns1
false
CCC1CC1C1CCCC1
c1nnsc1N1CC1
152.182
36.656
0.25028
5
0
14
52.58
CCCN=CN(O)C(N)=S
CCCN=CN(O)C(N)=S
true
CCCCCC(C)C(C)C
161.23
44.0609
0.3595
3
2
21
61.85
CCN1C2C(N)C2NC1=S
CCN1C(=S)NC2C(N)C21
false
CCC1C(C)CC2C(C)C12
S=C1NC2CC2N1
157.242
43.6651
-0.7255
2
2
21
41.29
CC1=C(Cl)C=CN1CC#C
C#CCn1ccc(Cl)c1C
false
CCCC1CCC(C)C1C
c1cc[nH]c1
153.612
43.012
2.08312
1
0
18
4.93
CCC1N(C)C2=CSN=C12
CCC1c2nscc2N1C
false
CCC1C(C)C2CCCC12
c1snc2c1NC2
154.238
43.549
2.044
3
0
20
16.13
OC1=C(OCC#C)SC=N1
C#CCOc1scnc1O
false
CCCCC1CCCC1C
c1cscn1
155.178
38.1068
0.8607
4
1
15
42.35
CCCS(=O)(=O)NC(N)=O
CCCS(=O)(=O)NC(N)=O
true
CCCC(C)(C)CC(C)C
166.202
36.7969
-0.6055
3
2
20
89.26
O=S1(=O)C=CN2CC12C#C
C#CC12CN1C=CS2(=O)=O
false
CCC12CC1CCC2(C)C
O=S1(=O)C=CN2CC21
155.178
36.3298
-0.4689
3
0
15
37.15
O=S1(=O)COCC=NN=C1
O=S1(=O)C=NN=CCOC1
false
CC1(C)CCCCCCC1
O=S1(=O)C=NN=CCOC1
162.17
36.7228
-0.597
5
0
16
68.09
NCCC1(CC1)S(O)(=O)=O
NCCC1(S(=O)(=O)O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
165.214
37.185
-0.2444
3
2
21
80.39
C=CCC1=C(SC=C1)C#C
C#Cc1sccc1CC=C
false
CCCC1CCCC1CC
c1ccsc1
148.23
46.155
2.4579
1
0
18
0
C=COC=CC1=CN=NS1
C=COC=Cc1cnns1
false
CCCCCC1CCCC1
c1csnn1
154.194
40.225
1.6689
4
0
16
35.01
CS(=O)(=O)C(=O)C1CCN1
CS(=O)(=O)C(=O)C1CCN1
true
CC(C1CCC1)C(C)(C)C
C1CNC1
163.198
36.2585
-1.0805
4
1
19
63.24
CC1=C(C)C(=O)S(=O)(=O)N1
CC1=C(C)C(=O)S(=O)(=O)N1
true
CC1CC(C)(C)C(C)C1C
O=C1C=CNS1(=O)=O
161.182
35.4365
-0.2601
3
1
17
63.24
CC1C(CO)N1NC(N)=S
CC1C(CO)N1NC(N)=S
true
CCC1C(C)C1CC(C)C
C1CN1
161.23
42.0959
-1.2004
3
3
21
61.29
OC1CNC1S(=O)(=O)C=C
C=CS(=O)(=O)C1NCC1O
false
CCC(C)(C)C1CCC1C
C1CNC1
163.198
36.9143
-1.1651
4
2
19
66.4
COC1=CSC(C)=C1C#C
C#Cc1c(OC)csc1C
false
CCC1CCC(C)C1CC
c1ccsc1
152.218
43.543
2.04642
2
0
18
9.23
CC1=C2SN=CN2C(O)=C1
Cc1cc(O)n2cnsc12
false
CC1CC(C)C2CCCC12
c1cc2sncn2c1
154.194
39.4708
1.40982
4
1
16
37.53
NCC1CNCS(=O)(=O)O1
NCC1CNCS(=O)(=O)O1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CNCCO1
166.202
35.7169
-1.7792
5
2
20
81.42
CC(C)=C(C)C1=NSN=C1
CC(C)=C(C)c1cnsn1
false
CC(C)C(C)C1CCCC1
c1cnsn1
154.238
43.851
2.3514
3
0
20
25.78
NC1CCNC2=C1SC=C2
NC1CCNc2ccsc21
false
CC1CCCC2CCCC12
c1cc2c(s1)CCCN2
154.238
44.3541
1.5635
3
2
20
38.05
CCNC1=C(O)C(C)=CS1
CCNc1scc(C)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
157.238
44.8845
2.19392
3
2
21
32.26
COC(=CO)C1=CC=CS1
COC(=CO)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
156.206
41.9338
2.2509
3
1
18
29.46
NN(C=C)S(=O)(=O)C1CO1
C=CN(N)S(=O)(=O)C1CO1
false
CCC(C)C(C)(C)C1CC1
C1CO1
164.186
34.8832
-1.0083
4
1
18
75.93
CNC(=S)N1C=NC=C1O
CNC(=S)n1cncc1O
false
CCC(C)C1CCCC1C
c1c[nH]cn1
157.198
40.9475
-0.0589
4
2
17
50.08
OC1CCC2OC2S1(=O)=O
O=S1(=O)C(O)CCC2OC21
false
CC1CCC2CC2C1(C)C
O=S1(=O)CCCC2OC21
164.182
32.8216
-0.7617
4
1
18
66.9
C=CC1=C2SC=NN2N=C1
C=Cc1cnn2ncsc12
false
CCC1CCC2CCCC12
c1cc2scnn2n1
151.194
40.955
1.4338
4
0
15
30.19
CC(CO)C1=NSC(C)=C1
Cc1cc(C(C)CO)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
157.238
42.3518
1.54732
3
1
21
33.12
N#CC1=CC(=NS1)C1CO1
N#Cc1cc(C2CO2)ns1
false
CCC1CCC(C2CC2)C1
c1cc(C2CO2)ns1
152.178
35.522
1.08608
4
0
14
49.21
C#CC1CNC2=NSC=C12
C#CC1CNc2nscc21
false
CCC1CCC2CCCC12
c1snc2c1CCN2
150.206
42.1777
1.2854
3
1
16
24.92
CCC=CN1SC=NC1=O
CCC=Cn1scnc1=O
false
CCCCC1CCCC1C
O=c1ncs[nH]1
156.21
41.995
1.1855
4
0
18
34.89
CC1=NC2=C(S1)C=C(N)N2
Cc1nc2[nH]c(N)cc2s1
false
CC1CC2CC(C)CC2C1
c1cc2scnc2[nH]1
153.21
43.1201
1.51502
3
2
17
54.7
C=C1COCC2=C1N=CS2
C=C1COCc2scnc21
false
CC1CCCC2CCCC12
C=C1COCc2scnc21
153.206
40.804
1.6865
3
0
17
22.12
NC1=NC2=NSC=C2C=C1
Nc1ccc2csnc2n1
false
CC1CCC2CCCC2C1
c1cnc2nscc2c1
151.194
41.8274
1.2735
4
1
15
51.8
OC1CCCC=CS1(=O)=O
O=S1(=O)C=CCCCC1O
false
CC1CCCCCC1(C)C
O=S1(=O)C=CCCCC1
162.21
37.9176
0.4172
3
1
20
54.37
NC1=CC2=C(NC=C2Cl)O1
Nc1cc2c(Cl)c[nH]c2o1
false
CC1CC2CCC(C)C2C1
c1cc2ccoc2[nH]1
156.572
39.9871
1.9965
2
2
15
54.95
C=NN=CCC1=NSC=C1
C=NN=CCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
153.21
43.859
1.372
4
0
17
37.61
C1CC=CC2=CSN=C2N1
C1=Cc2csnc2NCC1
false
C1CCC2CCCC2CC1
C1=Cc2csnc2NCC1
152.222
44.2547
1.9719
3
1
18
24.92
O=S1(=O)CNC(=NC1)C#C
C#CC1=NCS(=O)(=O)CN1
false
CCC1CCC(C)(C)CC1
O=S1(=O)CN=CNC1
158.182
38.0575
-1.0489
4
1
16
58.53
NC1=NN=CC(=O)C=C1Cl
Nc1nncc(=O)cc1Cl
false
CC1CCCC(C)C(C)C1
O=c1cccnnc1
157.56
37.7244
0.0724
4
1
14
68.87
CNC(=S)N(C)C(=O)CN
CNC(=S)N(C)C(=O)CN
true
CCC(C)C(C)C(C)CC
161.23
43.4821
-1.0922
3
2
21
58.36
CC(C#N)C1=CC=C(N)S1
CC(C#N)c1ccc(N)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
152.222
42.7594
1.95738
3
1
18
49.81
CC1=C(CNC=O)C=NS1
Cc1sncc1CNC=O
false
CCCCC1CCCC1C
c1cnsc1
156.21
39.7547
0.69752
3
1
18
41.99
O=S1(=O)OC(CC#N)C=C1
N#CCC1C=CS(=O)(=O)O1
false
CCCC1CCC(C)(C)C1
O=S1(=O)C=CCO1
159.166
33.1628
0.14238
4
0
15
67.16
CNC1CC(C=C)S1(=O)=O
C=CC1CC(NC)S1(=O)=O
false
CCC1CC(CC)C1(C)C
O=S1(=O)CCC1
161.226
40.3695
-0.095
3
1
21
46.17
CC(C)(C)CC1=NSN=N1
CC(C)(C)Cc1nnsn1
false
CC(C)(C)CC1CCCC1
c1nnsn1
157.242
40.863
1.5217
4
0
21
38.67
NC1=CS(=O)(=O)C(=C)C=N1
C=C1C=NC(N)=CS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1C=NC=CS1(=O)=O
158.182
38.8222
-0.2431
4
1
16
72.52
CC1(C)OC2=NSC(O)=C12
CC1(C)Oc2nsc(O)c21
false
CC1CCC2CC(C)(C)C12
c1snc2c1CO2
157.194
37.4328
1.4762
4
1
17
42.35
O=CNC=CC1=CN=CS1
O=CNC=Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
154.194
40.3477
0.8598
3
1
16
41.99
O=C1NC2=C(S1)C=CCO2
O=c1[nH]c2c(s1)C=CCO2
false
CC1CC2CCCCC2C1
O=c1[nH]c2c(s1)C=CCO2
155.178
39.4687
0.842
3
1
15
42.09
CCC=CCN(C)C(N)=S
CCC=CCN(C)C(N)=S
true
CCCCCC(C)C(C)C
158.27
48.8464
1.128
1
1
24
29.26
O=CN1C=NC2=C1SC=N2
O=Cn1cnc2ncsc21
false
CCC1CCC2CCCC12
c1nc2ncsc2[nH]1
153.166
37.5535
0.5311
5
0
13
47.78
CC1=NN=CN1S(C)(=O)=O
Cc1nncn1S(C)(=O)=O
false
CC1CCCC1C(C)(C)C
c1nnc[nH]1
161.186
35.0008
-0.60578
5
0
17
64.85
NC1=C(Cl)C(=N)N(O1)C=C
C=Cn1oc(N)c(Cl)c1=N
false
CCC1CC(C)C(C)C1C
N=c1cco[nH]1
159.576
38.3621
0.89667
4
2
16
67.94
CC1C2NCCC2S1(=O)=O
CC1C2NCCC2S1(=O)=O
true
CC1C2CCCC2C1(C)C
O=S1(=O)CC2NCCC21
161.226
38.5775
-0.4662
3
1
21
46.17
CC1=C(SC=N1)C(O)C#N
Cc1ncsc1C(O)C#N
false
CCC(C)C1CCCC1C
c1cscn1
154.194
37.4238
1.0085
4
1
16
56.91
COS(=O)(=O)C(=O)CC=C
C=CCC(=O)S(=O)(=O)OC
false
CCCC(C)C(C)(C)CC
164.182
35.7498
0.0653
4
0
18
60.44
CCNNC(=S)NOCC
CCNNC(=S)NOCC
true
CCCCC(C)CCCC
163.246
44.1721
-0.0735
3
3
23
45.32
NCC(N)C1CS(=O)(=O)O1
NCC(N)C1CS(=O)(=O)O1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCO1
166.202
35.6896
-1.999
5
2
20
95.41
CCC1=CS(=O)(=O)CCC1
CCC1=CS(=O)(=O)CCC1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCC1
160.238
41.3948
1.4889
2
0
22
34.14
CNC1=NC2=C(OCC2)S1
CNc1nc2c(s1)OCC2
false
CCC1CC2CCCC2C1
c1nc2c(s1)OCC2
156.21
40.8597
1.1197
4
1
18
34.15
CC1C2CN2C=CS1(=O)=O
CC1C2CN2C=CS1(=O)=O
true
CC1C2CC2CCC1(C)C
O=S1(=O)C=CN2CC2C1
159.21
38.0158
-0.0413
3
0
19
37.15
ClC1=CC(=N)NC(=O)N=C1
N=c1cc(Cl)cnc(=O)[nH]1
false
CC1CCC(C)CC(C)C1
N=c1cccnc(=O)[nH]1
157.56
35.7224
-0.09723
3
2
14
69.6
CCC1=C(Cl)C=C(N)N1N
CCc1c(Cl)cc(N)n1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.62
43.3828
0.9999
3
2
20
56.97
S=C1NN=CC2(COC2)N1
S=C1NN=CC2(COC2)N1
true
CC1CCCC2(CCC2)C1
S=C1NN=CC2(COC2)N1
157.198
40.9114
-0.7811
3
2
17
45.65