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
CC1CC11CNNS1(=O)=O
CC1CC12CNNS2(=O)=O
false
CC1CC12CCCC2(C)C
O=S1(=O)NNCC12CC2
162.214
36.5702
-0.7974
3
2
20
58.2
CC(C=C)S(=O)(=O)C1CC1
C=CC(C)S(=O)(=O)C1CC1
false
CCC(C)C(C)(C)C1CC1
C1CC1
160.238
41.6008
1.1381
2
0
22
34.14
CNC1CC(C=O)S1(=O)=O
CNC1CC(C=O)S1(=O)=O
true
CCC1CC(CC)C1(C)C
O=S1(=O)CCC1
163.198
36.2365
-1.0821
4
1
19
63.24
COC=CCNC(=S)NN
COC=CCNC(=S)NN
true
CCCCCCC(C)CC
161.23
44.0728
-0.5157
3
3
21
59.31
OC1C2C1S(=O)(=O)NC2=N
N=C1NS(=O)(=O)C2C(O)C12
false
CC1CC(C)(C)C2C(C)C12
N=C1NS(=O)(=O)C2CC12
162.17
33.067
-1.74403
4
3
16
90.25
NC1=C2SNC(=O)C2=CN1
Nc1[nH]cc2c(=O)[nH]sc12
false
CC1CCC2C(C)CCC12
O=c1[nH]sc2c[nH]cc12
155.182
41.2088
0.4999
3
3
15
74.67
NC(=S)N(N=C)C(=O)C#C
C#CC(=O)N(N=C)C(N)=S
false
CCC(C)C(CC)C(C)C
155.182
42.0134
-0.6926
3
1
15
58.69
CN=C1ON=C(C)C(Cl)=C1
CN=c1cc(Cl)c(C)no1
false
CCC1CCC(C)C(C)C1
N=c1cccno1
158.588
37.737
1.16692
3
0
17
38.39
CN1C=C(SC1=N)C=NO
Cn1cc(C=NO)sc1=N
false
CCCC1CC(C)C(C)C1
N=c1[nH]ccs1
157.198
38.5252
0.37417
5
2
17
61.37
O=C1SC=NN1CCC#C
C#CCCn1ncsc1=O
false
CCCCC1CCCC1C
O=c1[nH]ncs1
154.194
39.824
0.3281
4
0
16
34.89
OCCCOC1=CSC=C1
OCCCOc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
158.222
41.5168
1.5093
3
1
20
29.46
CCC1C(C)N(C)S1(=O)=O
CCC1C(C)N(C)S1(=O)=O
true
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCN1
163.242
40.2238
0.4287
2
0
23
37.38
NC(=N)COC1=CSN=C1
N=C(N)COc1cnsc1
false
CC(C)CCC1CCCC1
c1cnsc1
157.198
39.5231
0.45787
4
2
17
71.99
CC1=CC(O)=C(Cl)C(C)=N1
Cc1cc(O)c(Cl)c(C)n1
false
CC1CC(C)C(C)C(C)C1
c1ccncc1
157.6
40.3858
2.05744
2
1
18
33.12
CCC1NC(=O)CS1(=O)=O
CCC1NC(=O)CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=C1CS(=O)(=O)CN1
163.198
36.0085
-0.7329
3
1
19
63.24
CC(C)C1=CC=C(Cl)C=C1
CC(C)c1ccc(Cl)cc1
false
CC1CCC(C(C)C)CC1
c1ccccc1
154.64
45.541
3.4634
0
0
21
0
CNC1CC1(N)S(N)(=O)=O
CNC1CC1(N)S(N)(=O)=O
true
CCC1CC1(C)C(C)(C)C
C1CC1
165.218
37.4903
-2.0784
4
3
21
98.21
C#CC1CC2=C(C1)N=NS2
C#CC1Cc2nnsc2C1
false
CCC1CC2CCCC2C1
C1Cc2nnsc2C1
150.206
39.64
0.8861
3
0
16
25.78
NC1=C(CC=C1)S(N)(=O)=O
NC1=C(S(N)(=O)=O)CC=C1
false
CC1CCCC1C(C)(C)C
C1=CCC=C1
160.198
38.0776
-0.5949
3
2
18
86.18
O=S1(=O)CNN2N=CC=C12
O=S1(=O)CNn2nccc21
false
CC1(C)CCC2CCCC21
O=S1(=O)CNn2nccc21
159.17
33.6405
-0.8286
5
1
15
63.99
CC(C)=C(C)S(=O)(=O)NO
CC(C)=C(C)S(=O)(=O)NO
true
CCC(C)(C)C(C)C(C)C
165.214
37.89
0.6088
3
2
21
66.4
NC(=S)NC1CNCC1O
NC(=S)NC1CNCC1O
true
CC(C)CC1CCCC1C
C1CCNC1
161.23
42.5856
-1.8477
3
4
21
70.31
O=S1(=O)OCC11CNN=C1
O=S1(=O)OCC12C=NNC2
false
CC1(C)CCC12CCCC2
O=S1(=O)OCC12C=NNC2
162.17
34.0975
-1.3258
5
1
16
67.76
CC1=CCOCS(=O)(=O)O1
CC1=CCOCS(=O)(=O)O1
true
CC1CCCCC(C)(C)C1
O=S1(=O)COCC=CO1
164.182
34.5808
0.2243
4
0
18
52.6
NCC1=NN=C(S1)C1CC1
NCc1nnc(C2CC2)s1
false
CCC1CCC(C2CC2)C1
c1nnc(C2CC2)s1
155.226
39.7754
0.8742
4
1
19
51.8
ClC1=CC(=N)N(C=O)C=C1
N=c1cc(Cl)ccn1C=O
false
CCC1CCC(C)CC1C
N=c1cccc[nH]1
156.572
37.4452
0.65927
3
1
15
45.85
N=C1C=CNC2=CSN=C12
N=c1cc[nH]c2csnc12
false
CC1CCCC2CCCC12
N=c1cc[nH]c2csnc12
151.194
39.8254
1.10387
3
2
15
52.53
C=C1CC2=C(N=CS2)C1=C
C=C1Cc2scnc2C1=C
false
CC1CC2CCCC2C1C
C=C1Cc2scnc2C1=C
149.218
43.992
2.2686
2
0
17
12.89
CC1=NSC=C1CCC=O
Cc1nscc1CCC=O
false
CCCCC1CCCC1C
c1cnsc1
155.222
41.236
1.58302
3
0
19
29.96
OCC1OC1S(=O)(=O)C=C
C=CS(=O)(=O)C1OC1CO
false
CCC1CC1C(C)(C)CC
C1CO1
164.182
34.8636
-0.7381
4
1
18
66.9
COC(=C)C1COS1(=O)=O
C=C(OC)C1COS1(=O)=O
false
CCC(C)C1CCC1(C)C
O=S1(=O)CCO1
164.182
34.8088
-0.1249
4
0
18
52.6
O=S1(=O)NC(C#C)C2OC12
C#CC1NS(=O)(=O)C2OC12
false
CCC1CC(C)(C)C2CC12
O=S1(=O)NCC2OC21
159.166
33.3375
-1.3539
3
1
15
58.7
NCCNCC1=CC=CS1
NCCNCc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
156.254
45.0801
0.7964
3
2
22
38.05
NN1C=C(Cl)C(O)=C1C#C
C#Cc1c(O)c(Cl)cn1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.572
39.1922
0.5422
3
2
15
51.18
NS(=O)(=O)C1CN(C1)N=C
C=NN1CC(S(N)(=O)=O)C1
false
CCC1CC(C(C)(C)C)C1
C1CNC1
163.202
38.0172
-1.4253
4
1
19
75.76
CC(NC=N)C1=CN=CS1
CC(NC=N)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
155.226
42.4484
1.40077
3
2
19
48.77
CNC(=S)NC(=N)C#CC
CC#CC(=N)NC(=S)NC
false
CCCC(C)CC(C)CC
155.226
45.9701
0.08087
2
3
19
47.91
CC1=CS(=O)(=O)N=CC1=O
CC1=CS(=O)(=O)N=CC1=O
true
CC1CCC(C)(C)CC1C
O=C1C=CS(=O)(=O)N=C1
159.166
36.1758
-0.1265
3
0
15
63.57
ClC1=CN=CC=C1CC=O
O=CCc1ccncc1Cl
false
CCCC1CCCCC1C
c1ccncc1
155.584
39.015
1.4764
2
0
16
29.96
CNCS(=O)(=O)C1(C)CO1
CNCS(=O)(=O)C1(C)CO1
true
CCCC(C)(C)C1(C)CC1
C1CO1
165.214
37.2035
-0.6755
4
1
21
58.7
CC(CCO)NC(=S)NN
CC(CCO)NC(=S)NN
true
CCCC(C)CC(C)CC
163.246
44.2216
-0.9049
3
4
23
70.31
C=COC=CC1=NSN=C1
C=COC=Cc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
154.194
40.225
1.6689
4
0
16
35.01
CC1(CNC(=S)N1)C=NO
CC1(C=NO)CNC(=S)N1
false
CCCC1(C)CCC(C)C1
S=C1NCCN1
159.214
42.4199
-0.3172
3
3
19
56.65
N=C1CCNC(=S)N1C=O
N=C1CCNC(=S)N1C=O
true
CCC1C(C)CCCC1C
N=C1CCNC(=S)N1
157.198
40.8474
-0.29973
3
2
17
56.19
CC1NC1C1CN1C(N)=S
CC1NC1C1CN1C(N)=S
true
CC(C)C1CC1C1CC1C
C1NC1C1CN1
157.242
43.6651
-0.7255
2
2
21
50.97
CC(=CCO)S(=O)(=O)C#N
CC(=CCO)S(=O)(=O)C#N
true
CCCC(C)C(C)(C)CC
161.182
35.3756
-0.22162
4
1
17
78.16
CC(NC(=S)NC=C)C#C
C#CC(C)NC(=S)NC=C
false
CCCC(C)CC(C)CC
154.238
47.3614
0.6157
1
2
20
24.06
NC(C=C)C1=NC(N)=CS1
C=CC(N)c1nc(N)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
155.226
43.6518
0.9111
4
2
19
64.93
COCC1=C(N)OC=C1Cl
COCc1c(Cl)coc1N
false
CCCC1C(C)CCC1C
c1ccoc1
161.588
38.8434
1.6616
3
1
18
48.39
CC1=C(Cl)C=C(O)NC1=O
Cc1c(Cl)cc(O)[nH]c1=O
false
CC1CC(C)C(C)C(C)C1
O=c1cccc[nH]1
159.572
38.4745
1.04232
2
2
16
53.09
CC(C)(C#C)S(=O)(=O)C#N
C#CC(C)(C)S(=O)(=O)C#N
false
CCC(C)(C)C(C)(C)CC
157.194
37.4448
0.29408
3
0
17
57.93
CC1C=CNC(=S)NC1=N
CC1C=CNC(=S)NC1=N
true
CC1CCCC(C)C(C)C1
N=C1CC=CNC(=S)N1
155.226
44.9001
0.59117
2
3
19
47.91
CN(CC=C)C1=CSC=N1
C=CCN(C)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
154.238
45.581
1.7653
3
0
20
16.13
NC1=C(SN=C1CO)C=C
C=Cc1snc(CO)c1N
false
CCC1CCC(CC)C1C
c1cnsc1
156.21
42.5402
0.8606
4
2
18
59.14
O=S1(=O)CC2(CC2)N=CN1
O=S1(=O)CC2(CC2)N=CN1
true
CC1(C)CCCC2(CC2)C1
O=S1(=O)CC2(CC2)N=CN1
160.198
37.3795
-0.5197
3
1
18
58.53
CN=C1N=CC2=C1N=CS2
CN=C1N=Cc2scnc21
false
CCC1CCC2CCCC12
N=C1N=Cc2scnc21
151.194
42.169
0.952
3
0
15
37.61
CCNCC1=NC(C)=NS1
CCNCc1nc(C)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
157.242
42.0267
0.95602
4
1
21
37.81
CN=CN(C)CS(C)(=O)=O
CN=CN(C)CS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
164.23
41.8898
-0.4216
3
0
22
49.74
N=CN=C1NC(=CS1)C#C
C#Cc1csc(=NC=N)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
151.194
40.9514
0.56527
2
2
15
52
CN=C1N=CC2=C1SC=C2
CN=C1N=Cc2ccsc21
false
CCC1CCC2CCCC12
N=C1N=Cc2ccsc21
150.206
44.374
1.557
2
0
16
24.72
NC(=O)C1=NN=C(S1)C=C
C=Cc1nnc(C(N)=O)s1
false
CCC1CCC(C(C)C)C1
c1nncs1
155.182
38.5179
0.28
4
1
15
68.87
CC1NC(=S)NC(=O)C1N
CC1NC(=S)NC(=O)C1N
true
CC1CC(C)C(C)C(C)C1
O=C1CCNC(=S)N1
159.214
41.3138
-1.2935
3
3
19
67.15
NCC1=CC(OC=C)=NS1
C=COc1cc(CN)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
156.21
40.8304
1.1241
4
1
18
48.14
ClC1=CSN2C(=N)CN=C12
N=C1CN=C2C(Cl)=CSN12
false
CC1CCC2C(C)CCC12
N=C1CN=C2C=CSN12
173.628
43.3947
1.41977
3
1
14
39.45
CN(C)C1=NC(=NS1)C#C
C#Cc1nsc(N(C)C)n1
false
CCC1CCC(C(C)C)C1
c1ncsn1
153.21
42.171
0.5854
4
0
17
29.02
ONC(=S)N1C=CCC=C1
ONC(=S)N1C=CCC=C1
true
CCC(C)C1CCCCC1
C1=CNC=CC1
156.21
42.2562
0.9832
2
2
18
35.5
C=CC1=C2OC(=O)C2=NS1
C=Cc1snc2c1OC2=O
false
CCC1CCC2C(C)CC12
O=C1Oc2csnc21
153.162
37.1635
1.3187
4
0
13
39.19
N#CC1=CSC2=C1C=NS2
N#Cc1csc2sncc12
false
CCC1CCC2CCCC12
c1cc2cnsc2s1
166.23
42.212
2.22948
4
0
12
36.68
C=NN=COC1=CSN=C1
C=NN=COc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
155.182
40.783
1.1658
5
0
15
46.84
CC1=CSC2=C1C(N)CN2
Cc1csc2c1C(N)CN2
false
CC1CCC2CCC(C)C12
c1cc2c(s1)NCC2
154.238
44.4741
1.48182
3
2
20
38.05
CC1=CNC(=S)NCC1N
CC1=CNC(=S)NCC1N
true
CC1CCC(C)C(C)CC1
S=C1NC=CCCN1
157.242
45.4688
-0.3048
2
3
21
50.08
O=S1(=O)C2OC2C2CNC12
O=S1(=O)C2NCC2C2OC21
false
CC1(C)C2CCC2C2CC21
O=S1(=O)C2NCC2C2OC21
161.182
32.8615
-1.3148
4
1
17
58.7
C=CC1CCC2=C1C=CS2
C=CC1CCc2sccc21
false
CCC1CCC2CCCC12
c1cc2c(s1)CCC2
150.246
45.578
2.9639
1
0
20
0
CCCN(O)C(=S)N(C)N
CCCN(O)C(=S)N(C)N
true
CCCC(C)C(C)C(C)C
163.246
43.3319
0.178
3
2
23
52.73
CCC1=NC(OC=C)=CS1
C=COc1csc(CC)n1
false
CCCC1CCC(CC)C1
c1cscn1
155.222
42.317
2.2278
3
0
19
22.12
CC1=C2CC(O)CC2=CS1
Cc1scc2c1CC(O)C2
false
CC1CC2CCC(C)C2C1
c1scc2c1CCC2
154.234
42.4708
1.51602
2
1
20
20.23
COC(C)=CN(N)C(N)=S
COC(C)=CN(N)C(N)=S
true
CCC(C)CC(C)C(C)C
161.23
43.5778
-0.0866
3
2
21
64.51
CN1C=CC(NC(N)=S)=C1
Cn1ccc(NC(N)=S)c1
false
CC(C)CC1CCC(C)C1
c1cc[nH]c1
155.226
45.8211
0.6806
2
2
19
42.98
O=S1(=O)CC2COC1OC2
O=S1(=O)CC2COC1OC2
true
CC1(C)CC2CCC1CC2
O=S1(=O)CC2COC1OC2
164.182
32.9688
-0.6386
4
0
18
52.6
CC(=C)C1NC(=S)NC1=N
C=C(C)C1NC(=S)NC1=N
false
CC1CC(C)C(C(C)C)C1
N=C1CNC(=S)N1
155.226
45.1981
0.38607
2
3
19
47.91
CC1=NC(CN)=CC=C1Cl
Cc1nc(CN)ccc1Cl
false
CCC1CCC(C)C(C)C1
c1ccncc1
156.616
41.8754
1.50212
2
1
19
38.91
CN1CC1S(=O)(=O)C(C)=C
C=C(C)S(=O)(=O)C1CN1C
false
CC1CC1C(C)(C)C(C)C
C1CN1
161.226
40.1518
0.2063
3
0
21
37.15
CC12CC1C=CS(=O)(=O)N2
CC12CC1C=CS(=O)(=O)N2
true
CC1(C)CCC2CC2(C)C1
O=S1(=O)C=CC2CC2N1
159.21
37.7075
0.2117
2
1
19
46.17
N=CNC1=CC=C(S1)C#N
N#Cc1ccc(NC=N)s1
false
CCCC1CCC(CC)C1
c1ccsc1
151.194
41.4404
1.63875
3
2
15
59.67
CC=C1N(C)C(=S)NC1=N
CC=C1C(=N)NC(=S)N1C
false
CCC1C(C)CC(C)C1C
C=C1NC(=S)NC1=N
155.226
44.9804
0.68737
2
2
19
39.12
NC1=CSC(=N)N1CC#C
C#CCn1c(N)csc1=N
false
CCCC1C(C)CCC1C
N=c1[nH]ccs1
153.21
41.4091
0.24447
4
2
17
54.8
COC(C)C(C)NC(N)=S
COC(C)C(C)NC(N)=S
true
CCC(C)C(C)CC(C)C
162.258
45.8541
0.243
2
2
24
47.28
OC1=CSC(CC2CC2)=C1
Oc1csc(CC2CC2)c1
false
CC1CCC(CC2CC2)C1
c1csc(CC2CC2)c1
154.234
42.4118
2.4062
2
1
20
20.23
CC1NC(=S)NC1C(C)=C
C=C(C)C1NC(=S)NC1C
false
CC1CC(C)C(C(C)C)C1
S=C1NCCN1
156.254
46.9334
0.7973
1
2
22
24.06
CN1C(=S)NCCC1(C)C
CN1C(=S)NCCC1(C)C
true
CC1CCCC(C)(C)C1C
S=C1NCCCN1
158.27
47.0597
0.975
1
1
24
15.27
NC1=NSC2=C1CCCO2
Nc1nsc2c1CCCO2
false
CC1CCC2CCCCC12
c1nsc2c1CCCO2
156.21
40.3424
1.0503
4
1
18
48.14
C=CC=COC1=NSC=C1
C=CC=COc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
153.206
42.079
2.2216
3
0
17
22.12
CC1OCC1CS(O)(=O)=O
CC1OCC1CS(=O)(=O)O
false
CC1CCC1CC(C)(C)C
C1COC1
166.198
35.3196
-0.0909
3
1
20
63.6
CN1SC2=NOCCC2=C1
CN1C=C2CCON=C2S1
false
CC1CC2CCCCC2C1
C1=C2CCON=C2SN1
156.21
41.441
1.1977
4
0
18
24.83
OC12CC1S(=O)(=O)NC=C2
O=S1(=O)NC=CC2(O)CC21
false
CC1(C)CCCC2(C)CC12
O=S1(=O)NC=CC2CC21
161.182
34.5503
-1.0635
3
2
17
66.4
CC1(C)NC2=C1NSC2=N
CC1(C)Nc2c1[nH]sc2=N
false
CC1CCC2C1CC2(C)C
N=c1s[nH]c2c1NC2
155.226
41.1731
1.21627
3
3
19
51.67
CC1C(C)(NS1(=O)=O)C#C
C#CC1(C)NS(=O)(=O)C1C
false
CCC1(C)CC(C)(C)C1C
O=S1(=O)CCN1
159.21
38.7555
-0.3002
2
1
19
46.17
CC(O)C1=NSC(C=C)=C1
C=Cc1cc(C(C)O)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
155.222
42.8388
1.8394
3
1
19
33.12
CC(N)C1=CSC(C)=C1C
Cc1scc(C(C)N)c1C
false
CC(C)C1CCC(C)C1C
c1ccsc1
155.266
46.3954
2.38464
2
1
23
26.02
C=C1NC(=O)S(=O)(=O)N=C1
C=C1C=NS(=O)(=O)C(=O)N1
false
CC1CCC(C)(C)C(C)C1
C=C1C=NS(=O)(=O)C(=O)N1
160.154
35.0835
-0.3761
3
1
14
75.6