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
CNC1CCS(=O)(=O)CC1
CNC1CCS(=O)(=O)CC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCCCC1
163.242
40.7355
-0.217
3
1
23
46.17
NC1C2CC2C2=CSN=C12
NC1c2nscc2C2CC12
false
CC1C2CCCC2C2CC12
c1snc2c1C1CC1C2
152.222
39.8904
1.26
3
1
18
38.91
CN(C)N1SC(=O)C=C1N
CN(C)n1sc(=O)cc1N
false
CC1CC(C)C(C(C)C)C1
O=c1cc[nH]s1
159.214
43.0564
-0.3104
5
1
19
51.26
CCC1=CCCOS1(=O)=O
CCC1=CCCOS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=CCCO1
162.21
37.8628
1.0304
3
0
20
43.37
OC1=CSC2=NNCCN12
OC1=CSC2=NNCCN12
true
CC1CCC2CCCCC12
C1=CN2CCNN=C2S1
157.198
40.4465
0.2663
5
2
17
47.86
CS(=O)(=O)OCC1(O)CC1
CS(=O)(=O)OCC1(O)CC1
true
CC(C)(C)CCC1(C)CC1
C1CC1
166.198
34.9796
-0.5125
4
1
20
63.6
ClC1=CN2C(=N)COC2=C1
N=C1COc2cc(Cl)cn21
false
CC1CC2CCC(C)C2C1
N=C1COc2cccn21
156.572
38.0617
1.35927
3
1
15
38.01
CC1=CN=CNOS1(=O)=O
CC1=CN=CNOS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=CN=CNO1
162.17
35.3895
-0.2594
5
1
16
67.76
CC1(CCC1=O)NC(N)=S
CC1(NC(N)=S)CCC1=O
false
CC(C)CC1(C)CCC1C
O=C1CCC1
158.226
42.5671
-0.0588
2
2
20
55.12
CC1=CC(=O)C=NC=C1Cl
Cc1cc(=O)cncc1Cl
false
CC1CCCC(C)C(C)C1
O=c1ccccnc1
155.584
40.254
1.40362
2
0
16
29.96
CNCCC1=C(C)N=CS1
CNCCc1scnc1C
false
CCCCC1CCCC1C
c1cscn1
156.254
44.4817
1.21342
3
1
22
24.92
NC(=S)NC1=NC2CC2O1
NC(=S)NC1=NC2CC2O1
true
CC(C)CC1CC2CC2C1
C1=NC2CC2O1
157.198
40.6341
-0.6533
3
2
17
59.64
NN=CC1=NSC=C1C#C
C#Cc1csnc1C=NN
false
CCCC1CCCC1CC
c1cnsc1
151.194
41.8304
0.417
4
1
15
51.27
OC(C=C)C1CS(=O)(=O)N1
C=CC(O)C1CS(=O)(=O)N1
false
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCN1
163.198
36.9143
-1.1651
3
2
19
66.4
O=S1(=O)CC2(CC2)C2CC12
O=S1(=O)CC2(CC2)C2CC21
false
CC1(C)CC2(CC2)C2CC21
O=S1(=O)CC2(CC2)C2CC21
158.222
37.3488
0.5835
2
0
20
34.14
CCC1=C(O)C(C)=C(N)S1
CCc1sc(N)c(C)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
157.238
44.5112
1.90672
3
2
21
46.25
C=CC=CC1=NNC(=O)S1
C=CC=Cc1n[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ncs1
154.194
41.9657
1.0306
3
1
16
45.75
OC1C=CC2NC1S2(=O)=O
O=S1(=O)C2C=CC(O)C1N2
false
CC1CCC2CC1C2(C)C
O=S1(=O)C2C=CCC1N2
161.182
34.7783
-1.4127
4
2
17
66.4
CN1CC2CC2(O)S1(=O)=O
CN1CC2CC2(O)S1(=O)=O
true
CC1CC2CC2(C)C1(C)C
O=S1(=O)NCC2CC21
163.198
34.6066
-1.0299
3
1
19
57.61
NC1=CC=C(NC2CC2)S1
Nc1ccc(NC2CC2)s1
false
CC1CCC(CC2CC2)C1
c1csc(NC2CC2)c1
154.238
45.3761
1.9046
3
2
20
38.05
CCN(C)C(=S)N(C)CC
CCN(C)C(=S)N(C)CC
true
CCC(C)C(C)C(C)CC
160.286
49.206
1.1747
1
0
26
6.48
CCC1CCOS(=O)(=O)N1
CCC1CCOS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)NCCCO1
165.214
36.7035
0.0197
3
1
21
55.4
CCC1OC1S(=O)(=O)C#C
C#CS(=O)(=O)C1OC1CC
false
CCC1CC1C(C)(C)CC
C1CO1
160.194
36.7048
0.1268
3
0
18
46.67
OC1C(C#C)C(O)S1(=O)=O
C#CC1C(O)S(=O)(=O)C1O
false
CCC1C(C)C(C)(C)C1C
O=S1(=O)CCC1
162.166
33.2564
-1.699
4
2
16
74.6
CC1OC(C)C2=NSN=C12
CC1OC(C)c2nsnc21
false
CC1CC(C)C2CCCC12
C1OCc2nsnc21
156.21
37.824
1.6903
4
0
18
35.01
CCC(=C)CC1=NSN=C1
C=C(CC)Cc1cnsn1
false
CCC(C)CC1CCCC1
c1cnsn1
154.238
43.044
2.0468
3
0
20
25.78
CC(=O)NC1=CC(C)=CS1
CC(=O)Nc1cc(C)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
155.222
43.3597
2.01492
2
1
19
29.1
ClC1=CC=NN(C=N)C1=O
N=Cn1nccc(Cl)c1=O
false
CCC1CCCC(C)C1C
O=c1cccn[nH]1
157.56
37.6887
0.35187
4
1
14
58.74
O=S1(=O)CC2CC3OC3C12
O=S1(=O)CC2CC3OC3C21
false
CC1(C)CC2CC3CC3C21
O=S1(=O)CC2CC3OC3C21
160.194
34.3428
-0.4293
3
0
18
46.67
C=CC1CS(=O)(=O)C(=O)N1
C=CC1CS(=O)(=O)C(=O)N1
true
CCC1CC(C)C(C)(C)C1
O=C1NCCS1(=O)=O
161.182
36.3035
-0.321
3
1
17
63.24
CS(=O)(=O)CC#CC(N)=O
CS(=O)(=O)CC#CC(N)=O
true
CC(C)CCCC(C)(C)C
161.182
36.6812
-1.4803
3
1
17
77.23
C=C1CCCC2=NSN=C12
C=C1CCCc2nsnc21
false
CC1CCCC2CCCC12
C=C1CCCc2nsnc21
152.222
41.881
1.8876
3
0
18
25.78
CNCC=CC1=NSN=C1
CNCC=Cc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
155.226
42.8697
0.7707
4
1
19
37.81
CC1=NC2=NSC=C2C=N1
Cc1ncc2csnc2n1
false
CC1CCC2CCCC2C1
c1ncc2csnc2n1
151.194
39.947
1.39472
4
0
15
38.67
CCC(=CCO)S(C)(=O)=O
CCC(=CCO)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
164.226
40.3036
0.3172
3
1
22
54.37
CC(N)C1=NSC(C)=C1C
Cc1snc(C(C)N)c1C
false
CC(C)C1CCC(C)C1C
c1cnsc1
156.254
44.1904
1.77964
3
1
22
38.91
N#CCNNC1=NSC=C1
N#CCNNc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
154.198
39.3524
0.58318
5
2
16
60.74
CCC(C)C1=C(N)C=CS1
CCC(C)c1sccc1N
false
CCC(C)C1CCCC1C
c1ccsc1
155.266
47.4374
2.8438
2
1
23
26.02
CC(CCC#N)S(N)(=O)=O
CC(CCC#N)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
162.214
37.4162
-0.03282
3
1
20
83.95
CC=CC(O)S(=O)(=O)C#C
C#CS(=O)(=O)C(O)C=CC
false
CCCC(C)C(C)(C)CC
160.194
38.5736
-0.1136
3
1
18
54.37
CC(=C)OC1=C(Cl)C=CN1
C=C(C)Oc1[nH]ccc1Cl
false
CC(C)CC1CCCC1C
c1cc[nH]c1
157.6
41.2447
2.5805
1
1
18
25.02
NC1=CN(C=N)C(O)=C1Cl
N=Cn1cc(N)c(Cl)c1O
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.576
39.7009
0.88447
4
3
16
75.03
C#CCC1OC2=CSC=C12
C#CCC1Oc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CO2
150.202
41.138
2.2049
2
0
16
9.23
CC(=C)C1=C(SC=C1)C#C
C#Cc1sccc1C(=C)C
false
CCC1CCCC1C(C)C
c1ccsc1
148.23
46.962
2.7625
1
0
18
0
CC(=O)NCC1=NC=CS1
CC(=O)NCc1nccs1
false
CC(C)CCC1CCCC1
c1cscn1
156.21
39.6347
0.7792
3
1
18
41.99
CCN(C=C)C(=S)N(C)O
C=CN(CC)C(=S)N(C)O
false
CCC(CC)C(C)C(C)C
160.242
44.7245
1.0577
2
1
22
26.71
OCC1COC2=C1C=CS2
OCC1COc2sccc21
false
CCC1CCC2CCCC12
c1cc2c(s1)OCC2
156.206
39.6408
1.2164
3
1
18
29.46
ON1C2C(NC1=S)C2C=C
C=CC1C2NC(=S)N(O)C12
false
CCC1C2CC(C)C(C)C12
S=C1NC2CC2N1
156.21
40.6222
0.1187
2
2
18
35.5
CC1CNC(C)(C)S1(=O)=O
CC1CNC(C)(C)S1(=O)=O
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CCNC1
163.242
40.4635
0.129
3
1
23
46.17
CC1=C(SC(C=O)=N1)C#N
Cc1nc(C=O)sc1C#N
false
CCC1CC(C)C(CC)C1
c1cscn1
152.178
36.9535
1.1357
4
0
14
53.75
CC1=CN2N=CSC2=NC1
CC1=CN2N=CSC2=NC1
true
CC1CCC2CCCC2C1
C1=CN2N=CSC2=NC1
153.21
43.981
1.2519
4
0
17
27.96
CC(C)NCC1=NN=CS1
CC(C)NCc1nncs1
false
CC(C)CCC1CCCC1
c1nncs1
157.242
41.8847
1.0361
4
1
21
37.81
O=S1(=O)CC=CN1N1CC1
O=S1(=O)CC=CN1N1CC1
true
CC1(C)CCCC1C1CC1
O=S1(=O)CC=CN1N1CC1
160.198
36.3388
-0.6239
3
0
18
40.39
CC1=NCCON1C(N)=S
CC1=NCCON1C(N)=S
true
CC(C)C1CCCCC1C
C1=NCCON1
159.214
42.5524
-0.1044
3
1
19
50.85
ClC1=CN(NC1=O)C1CC1
O=c1[nH]n(C2CC2)cc1Cl
false
CC1CC(C2CC2)CC1C
O=c1ccn(C2CC2)[nH]1
158.588
38.3337
1.1647
2
1
17
37.79
CNC1=C(SC=N1)C(C)N
CNc1ncsc1C(C)N
false
CCC1CCCC1C(C)C
c1cscn1
157.242
44.2631
1.2045
4
2
21
50.94
CCC(C#N)S(=O)(=O)NC
CCC(C#N)S(=O)(=O)NC
true
CCC(CC)C(C)(C)CC
162.214
37.6715
-0.16222
3
1
20
69.96
NN(C=N)C1=C(O)SC=C1
N=CN(N)c1ccsc1O
false
CCC(C)C1CCCC1C
c1ccsc1
157.198
41.4339
0.74087
4
3
17
73.34
NC(C#C)C1=NC(=O)NS1
C#CC(N)c1nc(=O)[nH]s1
false
CCC(C)C1CCC(C)C1
O=c1ncs[nH]1
155.182
38.4961
-0.5356
4
2
15
71.77
C1CC2OC1C1=C2N=CS1
c1nc2c(s1)C1CCC2O1
false
C1CC2C3CCC(C3)C2C1
c1nc2c(s1)C1CCC2O1
153.206
37.915
2.0493
3
0
17
22.12
C=CN1C(=C)C2CN2C1=S
C=CN1C(=C)C2CN2C1=S
true
CCC1C(C)C2CC2C1C
C=C1NC(=S)N2CC12
152.222
44.268
0.9283
1
0
18
6.25
CC1(CCO)NCS1(=O)=O
CC1(CCO)NCS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CNC1
165.214
37.0303
-0.9395
4
2
21
66.4
CCC1(C)CS(=O)(=O)C1C
CCC1(C)CS(=O)(=O)C1C
true
CCC1(C)CC(C)(C)C1C
O=S1(=O)CCC1
162.254
41.6468
1.2196
2
0
24
34.14
C=CC1CNC(=S)NC=N1
C=CC1CNC(=S)NC=N1
true
CCC1CCCC(C)CC1
S=C1NC=NCCN1
155.226
46.2134
0.047
2
2
19
36.42
CC1OC1C1=C(C)N=CS1
Cc1ncsc1C1OC1C
false
CC1CCCC1C1CC1C
c1ncc(C2CO2)s1
155.222
40.139
1.91132
3
0
19
25.42
N=C1N=C2SC=CN2C1=O
N=C1N=C2SC=CN2C1=O
true
CC1CC2CCCC2C1C
N=C1N=C2SC=CN2C1=O
153.166
38.7387
0.37987
3
1
13
56.52
CC1(CC=CO1)S(C)(=O)=O
CC1(S(C)(=O)=O)CC=CO1
false
CC(C)(C)C1(C)CCCC1
C1=COCC1
162.21
38.0908
0.6812
3
0
20
43.37
CC1ON=CS(=O)(=O)C1C
CC1ON=CS(=O)(=O)C1C
true
CC1CCCC(C)(C)C1C
O=S1(=O)C=NOCC1
163.198
37.4208
0.1517
4
0
19
55.73
NC1=C(N)C=C(CC#C)S1
C#CCc1cc(N)c(N)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
152.222
45.6808
1.0882
3
2
18
52.04
NC(=N)CC1=C(N)C=CS1
N=C(N)Cc1sccc1N
false
CC(C)CC1CCCC1C
c1ccsc1
155.226
44.3495
0.80877
3
3
19
75.89
NCC(O)CCS(N)(=O)=O
NCC(O)CCS(N)(=O)=O
true
CCC(C)CCC(C)(C)C
168.218
37.6524
-2.0154
4
3
22
106.41
C=C1CC=CCS(=O)(=O)C1
C=C1CC=CCS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
C=C1CC=CCS(=O)(=O)C1
158.222
41.5508
0.9173
2
0
20
34.14
CC1(N)CCN(C1)C(N)=S
CC1(N)CCN(C(N)=S)C1
false
CC(C)C1CCC(C)(C)C1
C1CCNC1
159.258
45.5678
-0.3469
2
2
23
55.28
COCC(N)C1=NN=CS1
COCC(N)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
159.214
38.7134
0.1843
5
1
19
61.03
COCS(=O)(=O)CC(C)=O
COCS(=O)(=O)CC(C)=O
true
CCCC(C)(C)CC(C)C
166.198
36.3438
-0.4059
4
0
20
60.44
CC1=CCC2=C(C1)SN=C2
CC1=CCc2cnsc2C1
false
CC1CCC2CCCC2C1
C1=CCc2sncc2C1
151.234
43.279
2.188
2
0
19
12.89
NC1=CSC(N)=C1CCO
Nc1csc(N)c1CCO
false
CCCC1C(C)CCC1C
c1ccsc1
158.226
43.9336
0.4473
4
3
20
72.27
CC(N)C1=CSC(=N)N1C
CC(N)c1csc(=N)n1C
false
CC(C)C1CCC(C)C1C
N=c1[nH]ccs1
157.242
41.7471
0.58577
4
2
21
54.8
CC12CS(=O)(=O)C1C=CO2
CC12CS(=O)(=O)C1C=CO2
true
CC1(C)CC2(C)CCCC12
O=S1(=O)CC2OC=CC21
160.194
36.2048
0.086
3
0
18
43.37
CN1SC(O)=C2CNN=C12
CN1SC(O)=C2CNN=C21
false
CC1CC(C)C2CCCC12
C1=C2CNN=C2NS1
157.198
40.4465
0.2663
5
2
17
47.86
COC1CC2=CSC=C2O1
COC1Cc2cscc2O1
false
CCC1CC2CCCC2C1
c1scc2c1CCO2
156.206
39.448
1.6555
3
0
18
18.46
CC(C)(O)C(=C)S(O)(=O)=O
C=C(C(C)(C)O)S(=O)(=O)O
false
CC(C(C)(C)C)C(C)(C)C
166.198
36.9864
0.1588
3
2
20
74.6
CN1C(CN(N)C1=S)C=C
C=CC1CN(N)C(=S)N1C
false
CCC1CC(C)C(C)C1C
S=C1NCCN1
157.242
45.2394
-0.053
2
1
21
32.5
CN1C=C(Cl)C=C(N)C1=O
Cn1cc(Cl)cc(N)c1=O
false
CC1CC(C)C(C)C(C)C1
O=c1cccc[nH]1
158.588
41.1054
0.6209
3
1
17
48.02
CC(=CNS(C)(=O)=O)C#C
C#CC(C)=CNS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
159.21
40.5695
0.0726
2
1
19
46.17
CC(=N)NS(=O)(=O)CCO
CC(=N)NS(=O)(=O)CCO
true
CCCC(C)(C)CC(C)C
166.202
37.409
-1.10473
4
3
20
90.25
CNC1=NOC(NC)=C1Cl
CNc1noc(NC)c1Cl
false
CCC1CCC(CC)C1C
c1cnoc1
161.592
40.6064
1.4114
4
2
18
50.09
C1CC=CC2=C(C1)C=NS2
C1=Cc2sncc2CCC1
false
C1CCC2CCCC2CC1
C1=Cc2sncc2CCC1
151.234
44.086
2.4926
2
0
19
12.89
CN=C1N(C)C=NC=C1Cl
CN=c1c(Cl)cncn1C
false
CCC1C(C)CCCC1C
N=c1ccnc[nH]1
157.604
39.705
0.604
3
0
18
30.18
CC=C1CC2=C(O1)SN=N2
CC=C1Cc2nnsc2O1
false
CCC1CC2CCCC2C1
C=C1Cc2nnsc2O1
154.194
37.998
1.3768
4
0
16
35.01
ClC1=CSN=C1C1CCC1
Clc1csnc1C1CCC1
false
CC1CCCC1C1CCC1
c1cc(C2CCC2)ns1
173.668
43.716
3.064
2
0
18
12.89
C=C1COC(=N)NS1(=O)=O
C=C1COC(=N)NS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
C=C1COC(=N)NS1(=O)=O
162.17
34.8742
-0.61553
4
2
16
79.25
CC1C2C(C)S(=O)(=O)CN12
CC1C2C(C)S(=O)(=O)CN12
true
CC1C2CC(C)(C)C(C)C12
O=S1(=O)CC2CN2C1
161.226
38.3378
-0.1665
3
0
21
37.15
CC=CS(=O)(=O)CCC=O
CC=CS(=O)(=O)CCC=O
true
CCCCC(C)(C)CCC
162.21
39.2818
0.5238
3
0
20
51.21
CC1=C(C#C)C(=N)N(N)S1
C#Cc1c(C)sn(N)c1=N
false
CCC1C(C)CC(C)C1C
N=c1ccs[nH]1
153.21
40.9861
0.03259
4
2
17
54.8
CC1OS(=O)(=O)C(C=O)=C1
CC1C=C(C=O)S(=O)(=O)O1
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCO1
162.166
33.6138
-0.1823
4
0
16
60.44
CNN1N=CC(Cl)=C1CO
CNn1ncc(Cl)c1CO
false
CCC1CCC(C)C1CC
c1cn[nH]c1
161.592
38.4445
0.2021
4
2
18
50.08
CC1NC1S(=O)(=O)C1CC1
CC1NC1S(=O)(=O)C1CC1
true
CC1CC1C(C)(C)C1CC1
O=S(=O)(C1CC1)C1CN1
161.226
38.3275
-0.1186
3
1
21
56.08
CC1CC(O1)S(=O)(=O)C=C
C=CS(=O)(=O)C1CC(C)O1
false
CCC(C)(C)C1CC(C)C1
C1COC1
162.21
38.0688
0.6796
3
0
20
43.37
NC1=C(Cl)C=NC(=O)C=N1
Nc1ncc(=O)ncc1Cl
false
CC1CCC(C)C(C)CC1
O=c1cncccn1
157.56
37.7244
0.0724
4
1
14
68.87