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
CCOC(C)S(=O)(=O)CO
CCOC(C)S(=O)(=O)CO
true
CCCC(C)C(C)(C)CC
168.214
37.0936
-0.2665
4
1
22
63.6
OC12CC(C1)S(=O)(=O)C2=O
O=C1C2(O)CC(C2)S1(=O)=O
false
CC1C2(C)CC(C2)C1(C)C
O=C1C2CC(C2)S1(=O)=O
162.166
31.8986
-1.1651
4
1
16
71.44
CC(C=O)C1=C(Cl)C=NS1
CC(C=O)c1sncc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
175.64
41.603
2.0989
3
0
16
29.96
ON=C1SNC=C1[N+]([O-])=O
O=[N+]([O-])c1c[nH]sc1=NO
false
CCC1CCCC1C(C)C
N=c1cc[nH]s1
161.142
32.6736
0.2743
5
2
13
91.52
CC#CS(=O)(=O)C1CC1C
CC#CS(=O)(=O)C1CC1C
true
CCCC(C)(C)C1CC1C
C1CC1
158.222
39.9388
0.7904
2
0
20
34.14
S=C1NCC2C(CN12)C#N
N#CC1CN2C(=S)NCC12
false
CCC1CC2C(C)CCC12
S=C1NCC2CCN12
153.21
40.1977
-0.30152
2
1
17
39.06
C1C2OC3=CNSC3=NC12
C1=C2OC3CC3N=C2SN1
false
C1CC2CC3CC3CC2C1
C1=C2OC3CC3N=C2SN1
154.194
39.5227
0.6488
4
1
16
33.62
NN1SC(CC=C)=CC1=O
C=CCc1cc(=O)n(N)s1
false
CCCC1CC(C)C(C)C1
O=c1ccs[nH]1
156.21
42.6304
0.3521
4
1
18
48.02
CC1C(=C)C(=O)CS1(=O)=O
C=C1C(=O)CS(=O)(=O)C1C
false
CC1CC(C)(C)C(C)C1C
C=C1CS(=O)(=O)CC1=O
160.194
37.3958
-0.0714
3
0
18
51.21
CC1=NN2OCCC2=C1Cl
Cc1nn2c(c1Cl)CCO2
false
CC1CC2CCCC2C1C
c1cc2n(n1)OCC2
158.588
37.125
0.82962
3
0
17
27.05
CC1=CC2=C(C1)SN=C2N
CC1=Cc2c(N)nsc2C1
false
CC1CC2CCC(C)C2C1
C1=Cc2cnsc2C1
152.222
43.8814
1.6847
3
1
18
38.91
C=CNC(=O)S(=O)(=O)C=C
C=CNC(=O)S(=O)(=O)C=C
true
CCCC(C)C(C)(C)CC
161.182
37.8455
0.3978
3
1
17
63.24
CC(C)=CN1SC(=O)N=N1
CC(C)=Cn1nnc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1nn[nH]s1
157.198
39.79
0.5805
5
0
17
47.78
C=CC(=C)CC1=NSC=C1
C=CC(=C)Cc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
151.234
45.155
2.4278
2
0
19
12.89
CC1C(C)=CC2=CSN=C12
CC1=Cc2csnc2C1C
false
CC1CC2CCCC2C1C
C1=Cc2csnc2C1
151.234
44.18
2.6635
2
0
19
12.89
CN1SC(=O)C(=C1)C(C)=C
C=C(C)c1cn(C)sc1=O
false
CC1CC(C)C(C(C)C)C1
O=c1cc[nH]s1
155.222
44.268
1.4799
3
0
19
22
CC(CN)N1C=C(Cl)C=N1
CC(CN)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
159.62
41.0024
1.0562
3
1
20
43.84
CC(=O)COC1=CC=CS1
CC(=O)COc1cccs1
false
CC(C)CCC1CCCC1
c1ccsc1
156.206
40.495
1.7159
3
0
18
26.3
ClC1=CNC2=C1CNC2=N
N=C1NCc2c(Cl)c[nH]c21
false
CC1CCC2C(C)CCC12
N=C1NCc2cc[nH]c21
155.588
39.4711
1.09667
1
3
16
51.67
CC1=NSC=C1C(N)CN
Cc1nscc1C(N)CN
false
CCC(C)C1CCCC1C
c1cnsc1
157.242
42.8338
0.41002
4
2
21
64.93
NS(=O)(=O)NC=CCC#C
C#CCC=CNS(N)(=O)=O
false
CCCCCCC(C)(C)C
160.198
38.8329
-0.6835
2
2
18
72.19
CNS(=O)(=O)C(=C)C(N)=N
C=C(C(=N)N)S(=O)(=O)NC
false
CCC(C)(C)C(C)C(C)C
163.202
39.0336
-1.01473
3
3
19
96.04
C=CN1SC(=O)C(=C1)C#C
C#Cc1cn(C=C)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
151.19
42.901
0.9916
3
0
15
22
C=C1C2CC2C2=CSC=C12
C=C1c2cscc2C2CC12
false
CC1C2CCCC2C2CC12
C=C1c2cscc2C2CC12
148.23
44.201
2.8784
1
0
18
0
CNC(=O)S(=O)(=O)N1CC1
CNC(=O)S(=O)(=O)N1CC1
true
CCC(C)C(C)(C)C1CC1
C1CN1
164.186
34.9485
-1.0288
3
1
18
66.25
O=S1(=O)C2OC2CC11CC1
O=S1(=O)C2OC2CC12CC2
false
CC1(C)C2CC2CC12CC2
O=S1(=O)C2OC2CC12CC2
160.194
34.1628
0.0624
3
0
18
46.67
CCNC1=NC=C(S1)C#N
CCNc1ncc(C#N)s1
false
CCCC1CCC(CC)C1
c1cscn1
153.21
40.9927
1.44658
4
1
17
48.71
CC1=NOC2C1CS2(=O)=O
CC1=NOC2C1CS2(=O)=O
true
CC1CCC2C1CC2(C)C
O=S1(=O)CC2C=NOC21
161.182
35.2588
-0.2368
4
0
17
55.73
CC(=O)C(O)CS(C)(=O)=O
CC(=O)C(O)CS(C)(=O)=O
true
CC(C)C(C)CC(C)(C)C
166.198
36.3986
-1.0191
4
1
20
71.44
CC1(C)OC1S(=O)(=O)C=C
C=CS(=O)(=O)C1OC1(C)C
false
CCC(C)(C)C1CC1(C)C
C1CO1
162.21
38.0688
0.6796
3
0
20
46.67
CCC1CNN=CS1(=O)=O
CCC1CNN=CS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=NNCC1
162.214
39.4935
-0.2737
4
1
20
58.53
CN=C(N)C(O)S(C)(=O)=O
CN=C(N)C(O)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.202
38.397
-1.6636
4
2
20
92.75
C#CC1CCC2=NSN=C12
C#CC1CCc2nsnc21
false
CCC1CCC2CCCC12
C1Cc2nsnc2C1
150.206
39.804
1.2011
3
0
16
25.78
O=S1(=O)CC2CCC1NC2
O=S1(=O)CC2CCC1NC2
true
CC1(C)CC2CCC1CC2
O=S1(=O)CC2CCC1NC2
161.226
38.3015
-0.2595
3
1
21
46.17
CC1=C(N)N2C=NSC2=C1
Cc1cc2sncn2c1N
false
CC1CC2CCCC2C1C
c1cc2sncn2c1
153.21
42.2184
1.28642
4
1
17
43.32
OC1=CC2=C(CC(=C)O2)S1
C=C1Cc2sc(O)cc2O1
false
CC1CC2CC(C)CC2C1
C=C1Cc2sccc2O1
154.19
39.4558
1.9023
3
1
16
29.46
CCCN(O)S(=O)(=O)NC
CCCN(O)S(=O)(=O)NC
true
CCCC(C)C(C)(C)CC
168.218
36.763
-0.4482
3
2
22
69.64
CC1CN(C)C2=C1N=NS2
CC1CN(C)c2snnc21
false
CC1CC(C)C2CCCC12
C1Cc2nnsc2N1
155.226
41.594
1.0914
4
0
19
29.02
CC1(O)C(O)CCS1(=O)=O
CC1(O)C(O)CCS1(=O)=O
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CCCC1
166.198
35.0344
-1.1257
4
2
20
74.6
C#CC1=CC2=NC=NN2S1
C#Cc1cc2ncnn2s1
false
CCC1CC2CCCC2C1
c1nc2ccsn2n1
149.178
38.799
0.7721
4
0
13
30.19
CC(C)=CC1=NC(=N)SN1
CC(C)=Cc1nc(=N)s[nH]1
false
CC(C)CC1CCC(C)C1
N=c1nc[nH]s1
155.226
41.6444
1.37387
3
2
19
52.53
ClC1=C(NC=C1)C(=C)C#C
C#CC(=C)c1[nH]ccc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
151.596
43.6697
2.3145
0
1
16
15.79
CC=CC1=C2OCC2=CS1
CC=Cc1scc2c1OC2
false
CCCC1CCC2CCC12
c1scc2c1CO2
152.218
43.359
2.6736
2
0
18
9.23
COC(=C)CC1=NC=CS1
C=C(Cc1nccs1)OC
false
CCC(C)CC1CCCC1
c1cscn1
155.222
41.967
1.8457
3
0
19
22.12
CC1=CSC2=C1C1CC1C2
Cc1csc2c1C1CC1C2
false
CC1CCC2CC3CC3C12
c1cc2c(s1)CC1CC21
150.246
43.608
2.71612
1
0
20
0
COC1=NC(=CS1)C1CN1
COc1nc(C2CN2)cs1
false
CCC1CCC(C2CC2)C1
c1nc(C2CN2)cs1
156.21
39.4097
0.796
4
1
18
44.06
C=C1NC(=S)N2CCN=C12
C=c1[nH]c(=S)n2c1=NCC2
false
CC1CC(C)C2CCCC12
C=c1[nH]c(=S)n2c1=NCC2
153.21
40.7867
-0.41081
3
1
17
33.08
C=CCCN=C1NC=CS1
C=CCCN=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
154.238
43.9137
1.553
2
1
20
28.15
CC(CC=C)S(=O)(=O)C#N
C=CCC(C)S(=O)(=O)C#N
false
CCCC(C)C(C)(C)CC
159.21
38.8088
0.84688
3
0
19
57.93
C=CC1=C(CC#N)SN=C1
C=Cc1cnsc1CC#N
false
CCCC1CCCC1CC
c1cnsc1
150.206
41.522
1.85218
3
0
16
36.68
OS(=O)(=O)C(=O)C=CC#C
C#CC=CC(=O)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
160.15
34.5286
-0.4098
3
1
14
71.44
CC(=O)C=CCNC(N)=S
CC(=O)C=CCNC(N)=S
true
CC(C)CCCCC(C)C
158.226
44.6091
-0.0352
2
2
20
55.12
S=C1NOCC2CCN2N1
S=C1NOCC2CCN2N1
true
CC1CCCC2CCC2C1
S=C1NOCC2CCN2N1
159.214
39.9324
-0.615
3
2
19
36.53
CC1=NC2=CSN(O)C2=N1
Cc1nc2csn(O)c-2n1
false
CC1CC2CCC(C)C2C1
c1nc2cs[nH]c-2n1
155.182
36.4425
0.99012
5
1
15
50.94
CCC1=C(CO)NC=C1Cl
CCc1c(Cl)c[nH]c1CO
false
CCC1CCC(C)C1CC
c1cc[nH]c1
159.616
41.1035
1.7228
1
2
20
36.02
CC1=CSC(=N1)N(O)C=N
Cc1csc(N(O)C=N)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.198
39.9002
1.25419
4
2
17
60.21
OCCC1=C(SC=N1)C=O
O=Cc1scnc1CCO
false
CCCC1CCCC1CC
c1cscn1
157.194
38.2913
0.4904
4
1
17
50.19
O=S1(=O)NN=C2NC=CC12
O=S1(=O)NN=C2NC=CC21
false
CC1(C)CCC2CCCC21
O=S1(=O)NN=C2NC=CC21
159.17
35.5542
-1.2816
4
2
15
70.56
CC1(N)CC2=C(C1)C=NS2
CC1(N)Cc2cnsc2C1
false
CC1(C)CC2CCCC2C1
c1nsc2c1CCC2
154.238
42.1144
0.9591
3
1
20
38.91
CN1C=C(C)C2=C1N=CS2
Cc1cn(C)c2ncsc12
false
CC1CC(C)C2CCCC12
c1cc2scnc2[nH]1
152.222
43.328
1.94322
3
0
18
17.82
CC1=C(N)C=NC(N)=C1Cl
Cc1c(N)cnc(N)c1Cl
false
CC1CCC(C)C(C)C1C
c1ccncc1
157.604
42.8088
1.20782
3
2
18
64.93
C=C1CC2CC2CS1(=O)=O
C=C1CC2CC2CS1(=O)=O
true
CC1CC2CC2CC1(C)C
C=C1CC2CC2CS1(=O)=O
158.222
39.1408
0.9547
2
0
20
34.14
O=S1(=O)CCNCC2CN12
O=S1(=O)CCNCC2CN21
false
CC1(C)CCCCC2CC21
O=S1(=O)CCNCC2CN21
162.214
37.1505
-1.3964
3
1
20
49.18
C=CCNC1=CSC(=N)N1
C=CCNc1csc(=N)[nH]1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
155.226
43.2111
1.15357
3
3
19
51.67
CC(=O)CC1OCS1(=O)=O
CC(=O)CC1OCS1(=O)=O
true
CC(C)CC1CCC1(C)C
O=S1(=O)COC1
164.182
33.9578
-0.3059
4
0
18
60.44
S=C1NCC2=C(N1)N=CO2
S=C1NCc2ocnc2N1
false
CC1CCC2CCCC2C1
S=C1NCc2ocnc2N1
155.182
39.5634
0.4746
3
2
15
50.09
C1CON2SC=CC2=NN1
C1=CC2=NNCCON2S1
false
C1CCC2CCCC2CC1
C1=CC2=NNCCON2S1
157.198
39.9597
0.3122
5
1
17
36.86
C=CCC(=C)S(=O)(=O)C=O
C=CCC(=C)S(=O)(=O)C=O
true
CCCC(C)C(C)(C)CC
160.194
39.6243
0.6812
3
0
18
51.21
CNC1C(N)C2=NSC=C12
CNC1c2csnc2C1N
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
155.226
40.8431
0.417
4
2
19
50.94
CC=CC(=O)N(N)C(N)=S
CC=CC(=O)N(N)C(N)=S
true
CCCC(C)C(C)C(C)C
159.214
42.6328
-0.4916
3
2
19
72.35
CC1=C(N)SC(=N1)C(N)=O
Cc1nc(C(N)=O)sc1N
false
CC(C)C1CC(C)C(C)C1
c1cscn1
157.198
39.7813
0.13262
4
2
17
82
NCC(C#C)N(O)C(N)=S
C#CC(CN)N(O)C(N)=S
false
CCC(CC)C(C)C(C)C
159.214
42.0863
-1.1183
3
3
19
75.51
C1CC(C=C1)C1=CSC=C1
C1=CC(c2ccsc2)CC1
false
C1CCC(C2CCCC2)C1
C1=CC(c2ccsc2)CC1
150.246
45.434
3.1817
1
0
20
0
CCC1=CC2=C(S1)C=CN2
CCc1cc2[nH]ccc2s1
false
CCC1CC2CCCC2C1
c1cc2sccc2[nH]1
151.234
45.5537
2.7918
1
1
19
15.79
NC1=C2N(SC=C2Cl)N=C1
Nc1cnn2scc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2ccsn2n1
173.628
42.4914
1.6314
4
1
14
43.32
CC1=CC2=C(S1)C(=O)C=N2
Cc1cc2c(s1)C(=O)C=N2
false
CC1CC2CCC(C)C2C1
O=C1C=Nc2ccsc21
151.19
41.5385
1.95512
3
0
15
29.43
CN1CC(=N)N(C=C)C1=S
C=CN1C(=N)CN(C)C1=S
false
CCC1C(C)CC(C)C1C
N=C1CNC(=S)N1
155.226
44.9907
0.63947
2
1
19
30.33
CC1OS(=O)(=O)C(C)C=C1
CC1C=CC(C)S(=O)(=O)O1
false
CC1CCC(C)C(C)(C)C1
O=S1(=O)CC=CCO1
162.21
38.0688
0.6796
3
0
20
43.37
COC(C)S(=O)(=O)C1CO1
COC(C)S(=O)(=O)C1CO1
true
CCC(C)C(C)(C)C1CC1
C1CO1
166.198
35.1308
-0.2501
4
0
20
55.9
ClC1=CSN=C1C=NN=C
C=NN=Cc1nscc1Cl
false
CCCCC1CCCC1C
c1cnsc1
173.628
44.267
1.831
4
0
14
37.61
CC(C)C1=CNC(N)=C1Cl
CC(C)c1c[nH]c(N)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
158.632
44.3041
2.3737
1
2
21
41.81
CC(=C)N1C=CSC1=NO
C=C(C)n1ccsc1=NO
false
CCC1CCCC1C(C)C
N=c1[nH]ccs1
156.21
40.6625
1.3301
4
1
18
37.52
C=C1OC2=C(SN=N2)N=C1
C=C1C=Nc2snnc2O1
false
CC1CCC2CCCC2C1
C=C1C=Nc2snnc2O1
153.166
37.829
1.1465
5
0
13
47.37
CNCC1=COC(N)=C1Cl
CNCc1coc(N)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
160.604
40.8941
1.2346
3
2
19
51.19
CC1=C2CCOCC2=CS1
Cc1scc2c1CCOC2
false
CC1CCC2CCCCC12
c1scc2c1CCOC2
154.234
42.416
2.12922
2
0
20
9.23
CNCC1(CC1)S(O)(=O)=O
CNCC1(S(=O)(=O)O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
165.214
37.4403
-0.3738
3
2
21
66.4
CC#CC=COS(C)(=O)=O
CC#CC=COS(C)(=O)=O
true
CCCCCCC(C)(C)C
160.194
38.5188
0.4996
3
0
18
43.37
CC1(CCC1)S(=O)(=O)NN
CC1(S(=O)(=O)NN)CCC1
false
CCC(C)(C)C1(C)CCC1
C1CCC1
164.23
38.4989
-0.2779
3
2
22
72.19
CC1=C(C)C(Cl)=C2CCN12
Cc1c(Cl)c2n(c1C)CC2
false
CC1C(C)C2CCC2C1C
c1cc2n(c1)CC2
155.628
42.62
2.31444
1
0
20
4.93
CCN(C=O)C(=S)NC=N
CCN(C=O)C(=S)NC=N
true
CCCC(C)C(CC)CC
159.214
42.9614
-0.05373
3
2
19
56.19
C=NN1CCNS(=O)(=O)C1
C=NN1CCNS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CNCCN1
163.202
38.0445
-1.2055
4
1
19
61.77
OCC1=C(O)C(C=C)=NS1
C=Cc1nsc(CO)c1O
false
CCC1CCC(CC)C1C
c1cnsc1
157.194
39.7926
0.984
4
2
17
53.35
CC1=CS(=O)(=O)NC=NN1
CC1=CS(=O)(=O)NC=NN1
true
CC1CCCCC(C)(C)C1
O=S1(=O)C=CNN=CN1
161.186
37.4402
-0.6864
4
2
17
70.56
CC1=NSC2=C1SC=C2N
Cc1nsc2c(N)csc12
false
CC1CCC2C(C)CCC12
c1cc2sncc2s1
170.262
46.6464
2.24842
4
1
16
38.91
CC1COC2=C1SN=C2C
Cc1nsc2c1OCC2C
false
CC1CCC2C(C)CCC12
c1nsc2c1OCC2
155.222
40.761
1.94742
3
0
19
22.12
S=C1NCC(NN1)=CC#N
N#CC=C1CNC(=S)NN1
false
CCCC1CCC(C)CC1
C=C1CNC(=S)NN1
154.198
40.5681
-0.62382
3
3
16
59.88
CCC1=CSC(=O)N1OC
CCc1csc(=O)n1OC
false
CCC1CCC(C)C1CC
O=c1[nH]ccs1
159.21
40.461
0.5306
4
0
19
31.23
O=CC1CC=CNS1(=O)=O
O=CC1CC=CNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCC=CN1
161.182
35.6645
-0.6093
3
1
17
63.24
CN(O)S(=O)(=O)NC(C)=C
C=C(C)NS(=O)(=O)N(C)O
false
CC(C)CC(C)(C)C(C)C
166.202
36.419
-0.3246
3
2
20
69.64
C1C=COC1C1=NSN=C1
C1=COC(c2cnsn2)C1
false
C1CCC(C2CCCC2)C1
C1=COC(c2cnsn2)C1
154.194
37.492
1.5132
4
0
16
35.01