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
CN=CN(C)C(=S)N1CC1
CN=CN(C)C(=S)N1CC1
true
CCCC(C)C(C)C1CC1
C1CN1
157.242
46.35
0.1768
2
0
21
18.61
CC1=C2N(OC=C2Cl)C=N1
Cc1ncn2occ(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cncn2o1
156.572
37.205
1.88912
3
0
15
30.44
O=C1NSC(=N1)C1CCC1
O=c1nc(C2CCC2)s[nH]1
false
CC1CCC(C2CCC2)C1
O=c1nc(C2CCC2)s[nH]1
156.21
39.3267
1.0989
3
1
18
45.75
CC1OC2=C(CO)SN=C12
CC1Oc2c1nsc2CO
false
CCC1CCC2C(C)CC12
c1snc2c1OC2
157.194
37.0798
1.0888
4
1
17
42.35
CCNC1=C(SN=N1)C=C
C=Cc1snnc1NCC
false
CCCC1CCCC1CC
c1csnn1
155.226
44.1637
1.6129
4
1
19
37.81
N#CC1=CC=C2SC=NN12
N#Cc1ccc2scnn12
false
CCC1CCC2CCCC12
c1cc2scnn2c1
149.178
37.784
1.26748
4
0
13
41.09
CC(N)C1NC2=CSC=C12
CC(N)C1Nc2cscc21
false
CC(C)C1CC2CCCC21
c1scc2c1CN2
154.238
44.3321
1.5619
3
2
20
38.05
O=S1(=O)CC2C=CCC2=C1
O=S1(=O)C=C2CC=CC2C1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2CC=CC2C1
156.206
39.1168
0.8748
2
0
18
34.14
CCOCOC1=CC=NS1
CCOCOc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
159.21
39.235
1.5159
4
0
19
31.35
CC(N)C(C)C1=NSC=N1
CC(N)C(C)c1ncsn1
false
CC(C)C(C)C1CCCC1
c1ncsn1
157.242
41.9734
0.9888
4
1
21
51.8
NS(=O)(=O)C#CC(=O)C#C
C#CC(=O)C#CS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
157.15
34.7232
-1.5619
3
1
13
77.23
ClC1=C(ON=C1)C1CNC1
Clc1cnoc1C1CNC1
false
CC1CCCC1C1CCC1
c1cc(C2CNC2)on1
158.588
37.1237
1.0148
3
1
17
38.06
CC1=CSN2C(=O)NN=C12
Cc1csn2c(=O)[nH]nc12
false
CC1CCC2C(C)CCC12
O=c1[nH]nc2ccsn12
155.182
38.4267
0.39252
4
1
15
50.16
CN=C1NC=C(S1)C(N)=O
CN=c1[nH]cc(C(N)=O)s1
false
CCC1CCC(C(C)C)C1
N=c1[nH]ccs1
157.198
38.6746
-0.2944
3
2
17
71.24
CC1=C(C)C2=CSN=C2O1
Cc1oc2nscc2c1C
false
CC1CC2CCCC2C1C
c1cc2csnc2o1
153.206
41.36
2.50614
3
0
17
26.03
NCCC1OC2=CSC=C12
NCCC1Oc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CO2
155.222
41.3594
1.5304
3
1
19
35.25
NC(=S)N1CC2(CO2)C=C1
NC(=S)N1C=CC2(CO2)C1
false
CC(C)C1CCC2(CC2)C1
C1=CC2(CN1)CO2
156.21
41.3144
-0.1717
2
1
18
41.79
CN1NCC(CO)NC1=S
CN1NCC(CO)NC1=S
true
CCC1CCC(C)C(C)C1
S=C1NCCNN1
161.23
42.3732
-1.3282
3
3
21
47.53
ON=CC1=NSC=C1C#C
C#Cc1csnc1C=NO
false
CCCC1CCCC1CC
c1cnsc1
152.178
39.4295
0.9325
4
1
14
45.48
CN1OCC=CN(N)C1=S
CN1OCC=CN(N)C1=S
true
CC1CCCCC(C)C1C
S=C1NC=CCON1
159.214
41.4794
-0.1623
3
1
19
41.73
COCC1=CN=C(S1)C#N
COCc1cnc(C#N)s1
false
CCCC1CCC(CC)C1
c1cscn1
154.194
37.542
1.16118
4
0
16
45.91
CC1(N)CONS(=O)(=O)C1
CC1(N)CONS(=O)(=O)C1
true
CC1(C)CCCC(C)(C)C1
O=S1(=O)CCCON1
166.202
35.4669
-1.4316
4
2
20
81.42
CN1CCCCCNC1=S
CN1CCCCCNC1=S
true
CC1CCCCCCC1C
S=C1NCCCCCN1
158.27
47.0817
0.9766
1
1
24
15.27
O=S1(=O)OC2CC1(C2)C#C
C#CC12CC(C1)OS2(=O)=O
false
CCC12CC(CC1(C)C)C2
O=S1(=O)OC2CC1C2
158.178
34.5908
-0.1192
3
0
16
43.37
O=S1(=O)C2CC1(CN2)C#C
C#CC12CNC(C1)S2(=O)=O
false
CCC12CCC(C1)C2(C)C
O=S1(=O)C2CNC1C2
157.194
36.8915
-0.8938
3
1
17
46.17
COS(=O)(=O)CC(N)C#C
C#CC(N)CS(=O)(=O)OC
false
CCC(C)CC(C)(C)CC
163.198
37.6042
-1.0769
4
1
19
69.39
CCC1=C(OC)C(Cl)=CN1
CCc1[nH]cc(Cl)c1OC
false
CCC1CCC(C)C1CC
c1cc[nH]c1
159.616
41.7327
2.2391
1
1
20
25.02
NN=CCC1=CC(Cl)=CS1
NN=CCc1cc(Cl)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
174.656
45.7124
1.8885
3
1
17
38.38
CNC(=S)N1CCCCO1
CNC(=S)N1CCCCO1
true
CCC(C)C1CCCCC1
C1CCONC1
160.242
43.5497
0.5181
2
1
22
24.5
CC(C=C)C1=CC(=O)NS1
C=CC(C)c1cc(=O)[nH]s1
false
CCC(C)C1CCC(C)C1
O=c1ccs[nH]1
155.222
43.5517
1.7259
2
1
19
32.86
O1C=C(C=N1)C1=NSC=N1
c1nc(-c2cnoc2)ns1
false
C1CCC(C2CCCC2)C1
c1nc(-c2cnoc2)ns1
153.166
35.406
1.1931
5
0
13
51.81
C=CC1=CCNC(=S)NC1
C=CC1=CCNC(=S)NC1
true
CCC1CCCC(C)CC1
S=C1NCC=CCN1
154.238
46.8834
0.5765
1
2
20
24.06
CC1(CCO1)C1=NC=CS1
CC1(c2nccs2)CCO1
false
CC1(C2CCCC2)CCC1
c1csc(C2CCO2)n1
155.222
40.035
1.7786
3
0
19
22.12
CC1N(C)CCCS1(=O)=O
CC1N(C)CCCS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CCCNC1
163.242
40.4958
0.0827
3
0
23
37.38
O=S1(=O)CCC(C=C1)C#N
N#CC1C=CS(=O)(=O)CC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCCC1
157.194
36.6468
0.45838
3
0
17
57.93
CC(C)CC1=CNSC1=O
CC(C)Cc1c[nH]sc1=O
false
CC(C)CC1CCCC1C
O=c1cc[nH]s1
157.238
43.4817
1.6349
2
1
21
32.86
C=COC=CC1=NN=NS1
C=COC=Cc1nnns1
false
CCCCCC1CCCC1
c1nnns1
155.182
38.02
1.0639
5
0
15
47.9
CC(CCS(O)(=O)=O)C#N
CC(C#N)CCS(=O)(=O)O
false
CCC(C)CCC(C)(C)C
163.198
35.8096
0.42398
3
1
19
78.16
CN1NCCC(O)S1(=O)=O
CN1NCCC(O)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CCCNN1
166.202
35.3093
-1.5253
4
2
20
69.64
C=C1NC(=S)NC(=C)C1=C
C=C1NC(=S)NC(=C)C1=C
true
CC1CC(C)C(C)C(C)C1
C=C1NC(=S)NC(=C)C1=C
152.222
46.2894
1.0477
1
2
18
24.06
CCS(=O)(=O)NCCNC
CCS(=O)(=O)NCCNC
true
CCCCCC(C)(C)CC
166.246
41.3902
-0.8549
3
2
24
58.2
NC=C1C2CC(O2)S1(=O)=O
NC=C1C2CC(O2)S1(=O)=O
true
CCC1C2CC(C2)C1(C)C
C=C1C2CC(O2)S1(=O)=O
161.182
34.4682
-0.6701
4
1
17
69.39
CS(=O)(=O)NCCC1CC1
CS(=O)(=O)NCCC1CC1
true
CC(C)(C)CCCC1CC1
C1CC1
163.242
40.1875
0.3357
2
1
23
46.17
NC(=O)S(=O)(=O)C(=C)C=C
C=CC(=C)S(=O)(=O)C(N)=O
false
CCC(C)C(C)(C)C(C)C
161.182
37.8402
0.1796
3
1
17
77.23
CC1N(N)S(=O)(=O)CC1=C
C=C1CS(=O)(=O)N(N)C1C
false
CC1CC(C)(C)C(C)C1C
C=C1CNS(=O)(=O)C1
162.214
38.4152
-0.5498
3
1
20
63.4
CC(CO)OCS(C)(=O)=O
CC(CO)OCS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
168.214
37.3436
-0.6141
4
1
22
63.6
OC12CC1CNS(=O)(=O)C2
O=S1(=O)CC2(O)CC2CN1
false
CC1(C)CCC2CC2(C)C1
O=S1(=O)CC2CC2CN1
163.198
34.8463
-1.3296
3
2
19
66.4
C=CCN1SC(=N)NC1=O
C=CCn1sc(=N)[nH]c1=O
false
CCCC1CC(C)CC1C
N=c1[nH]c(=O)[nH]s1
157.198
38.9814
-0.09663
4
2
17
61.64
C=C(CS(=O)(=O)C=O)C#N
C=C(C#N)CS(=O)(=O)C=O
false
CCC(C)CC(C)(C)CC
159.166
35.2903
-0.32882
4
0
15
75
NC=C1C(=C)COS1(=O)=O
C=C1COS(=O)(=O)C1=CN
false
CCC1C(C)CCC1(C)C
C=C1COS(=O)(=O)C1=C
161.182
36.2822
-0.2973
4
1
17
69.39
CC(C)N=C(N)S(N)(=O)=O
CC(C)N=C(N)S(N)(=O)=O
true
CC(C)CC(C)C(C)(C)C
165.218
39.8656
-1.002
3
2
21
98.54
NC(=S)NN=CC=CC#C
C#CC=CC=NNC(N)=S
false
CCCCCCCC(C)C
153.21
46.3861
-0.0052
2
2
17
50.41
NCC1=C(C=C(O)S1)C#C
C#Cc1cc(O)sc1CN
false
CCC1CC(C)CC1CC
c1ccsc1
153.206
41.8102
0.8937
3
2
17
46.25
CC1=CCN(C1)S(N)(=O)=O
CC1=CCN(S(N)(=O)=O)C1
false
CC1CCC(C(C)(C)C)C1
C1=CCNC1
162.214
38.4372
-0.5482
2
1
20
63.4
CCC1=C2OC=CC2=CS1
CCc1scc2ccoc12
false
CCC1CCC2CCCC12
c1cc2cscc2o1
152.218
43.469
3.0567
2
0
18
13.14
CC#CCN1C=NSC1=O
CC#CCn1cnsc1=O
false
CCCCC1CCCC1C
O=c1[nH]cns1
154.194
39.824
0.3281
4
0
16
34.89
CC1=CN(O)C(S1)=NN=C
C=NN=c1sc(C)cn1O
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
157.198
39.3425
0.61162
5
1
17
49.88
CC(=C)C1=NC=C(S1)C=C
C=Cc1cnc(C(=C)C)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
151.234
46.913
2.8192
2
0
19
12.89
CC1=C(Cl)C2=C(CCO2)O1
Cc1oc2c(c1Cl)OCC2
false
CC1CC2CCCC2C1C
c1cc2c(o1)CCO2
158.584
37.654
2.17632
2
0
17
22.37
NC1=C(O)C=C(CCO)S1
Nc1sc(CCO)cc1O
false
CCCC1CC(C)C(C)C1
c1ccsc1
159.21
41.186
0.5707
4
3
19
66.48
CC(C#N)S(=O)(=O)C1CO1
CC(C#N)S(=O)(=O)C1CO1
true
CCC(C)C(C)(C)C1CC1
C1CO1
161.182
33.7348
-0.33042
4
0
17
70.46
NN1C=CC=C(Cl)C1=NO
Nn1cccc(Cl)c1=NO
false
CCC1C(C)CCCC1C
N=c1cccc[nH]1
159.576
36.9419
0.1452
4
2
16
63.54
CNC(=S)NC1(C)CNC1
CNC(=S)NC1(C)CNC1
true
CCC(C)CC1(C)CCC1
C1CNC1
159.258
46.0681
-0.5578
2
3
23
36.09
CNC(=S)N1CC(N)C1C
CNC(=S)N1CC(N)C1C
true
CCC(C)C1CC(C)C1C
C1CNC1
159.258
45.8011
-0.4779
2
2
23
41.29
C=CNC(=S)NC=CC=O
C=CNC(=S)NC=CC=O
true
CCCCCC(C)CCC
156.21
44.2704
0.3066
2
2
18
41.13
CC(=NN)C1=CC(Cl)=CO1
CC(=NN)c1cc(Cl)co1
false
CCC(C)C1CCC(C)C1
c1ccoc1
158.588
40.1164
1.6157
3
1
17
51.52
CC=CCN1CCNC1=S
CC=CCN1CCNC1=S
true
CCCCC1CCCC1C
S=C1NCCN1
156.254
46.9877
0.7526
1
1
22
15.27
CNN(C=O)C1=CN=CS1
CNN(C=O)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
157.198
39.7167
0.2403
4
1
17
45.23
CC12CN1NS(=O)(=O)C2=C
C=C1C2(C)CN2NS1(=O)=O
false
CC1C(C)(C)CC2CC21C
C=C1C2CN2NS1(=O)=O
160.198
36.3065
-0.5776
3
1
18
49.18
C=NN=C1OC=CS1(=O)=O
C=NN=C1OC=CS1(=O)=O
true
CCCC1CCCC1(C)C
N=C1OC=CS1(=O)=O
160.154
36.1288
-0.1258
5
0
14
68.09
O=S1(=O)OCC11C=NN=C1
O=S1(=O)OCC12C=NN=C2
false
CC1(C)CCC12CCCC2
O=S1(=O)OCC12C=NN=C2
160.154
34.5868
-0.8446
5
0
14
68.09
CC1=CC2NC(=S)NC2C1
CC1=CC2NC(=S)NC2C1
true
CC1CC2CC(C)CC2C1
S=C1NC2C=CCC2N1
154.238
44.8194
0.5513
1
2
20
24.06
CNS(=O)(=O)C1(O)CC1C
CNS(=O)(=O)C1(O)CC1C
true
CCC(C)(C)C1(C)CC1C
C1CC1
165.214
36.7103
-0.736
3
2
21
66.4
CNC1C=CC2=C1SC=N2
CNC1C=Cc2ncsc21
false
CCC1CCC2CCCC12
C1=Cc2ncsc2C1
152.222
42.9487
1.4304
3
1
18
24.92
CNC1=NSC=C1C(C)C
CNc1nscc1C(C)C
false
CCC1CCCC1C(C)C
c1cnsc1
156.254
45.7497
2.3082
3
1
22
24.92
O=C(C1CN1)C1=NSC=N1
O=C(c1ncsn1)C1CN1
false
CC(C1CCCC1)C1CC1
O=C(c1ncsn1)C1CN1
155.182
36.0302
-0.3074
5
1
15
64.79
O=C1C2OC2C2=C1C=CS2
O=C1c2ccsc2C2OC12
false
CC1C2CCCC2C2CC12
O=C1c2ccsc2C2OC12
152.174
36.2635
1.3843
3
0
14
29.6
COC1=CCS(=O)(=O)NC1
COC1=CCS(=O)(=O)NC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CC=CCN1
163.198
36.8815
-0.5503
3
1
19
55.4
CC(C=O)C1CN1C(N)=S
CC(C=O)C1CN1C(N)=S
true
CCC(C)C1CC1C(C)C
C1CN1
158.226
42.5074
-0.2508
2
1
20
46.1
CN(C)S(=O)(=O)C=CCO
CN(C)S(=O)(=O)C=CCO
true
CCCCC(C)(C)C(C)C
165.214
38.8326
-0.6162
3
1
21
57.61
CC=CC1OCCS1(=O)=O
CC=CC1OCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCOC1
162.21
38.3408
0.3336
3
0
20
43.37
CCC(N)C1=NOC=C1Cl
CCC(N)c1nocc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
160.604
38.7324
1.7378
3
1
19
52.05
CC(C)NC(=S)NC(C)=C
C=C(C)NC(=S)NC(C)C
false
CC(C)CC(C)CC(C)C
158.27
48.8194
1.3925
1
2
24
24.06
CCS(=O)(=O)C1CC=CC1
CCS(=O)(=O)C1CC=CC1
true
CCC(C)(C)C1CCCC1
C1=CCCC1
160.238
41.6228
1.1397
2
0
22
34.14
CCC(O)CC1=CSN=N1
CCC(O)Cc1csnn1
false
CCC(C)CC1CCCC1
c1csnn1
158.226
39.9108
0.8515
4
1
20
46.01
CC=NNCC1=CSC=C1
CC=NNCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
154.238
45.3247
1.8434
3
1
20
24.39
CNN1C=CC2CN2C1=S
CNN1C=CC2CN2C1=S
true
CCC1CCC2CC2C1C
S=C1NC=CC2CN12
155.226
43.1307
-0.0808
2
1
19
18.28
COCCC1=C(C)SC=C1
COCCc1ccsc1C
false
CCCCC1CCCC1C
c1ccsc1
156.25
44.636
2.24542
2
0
22
9.23
CC1=C(NC=C1)S(N)(=O)=O
Cc1cc[nH]c1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
c1cc[nH]c1
160.198
36.9029
-0.02948
2
2
18
75.95
CNS(=O)(=O)C1CC1CN
CNS(=O)(=O)C1CC1CN
true
CCC1CC1C(C)(C)CC
C1CC1
164.23
38.9289
-1.1172
3
2
22
72.19
C=CN=C1NS(=O)(=O)C=C1
C=CN=C1C=CS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
N=C1C=CS(=O)(=O)N1
158.182
38.8275
-0.0249
3
1
16
58.53
CC1=NC2=C(C)SN=C2N1
Cc1nc2c(C)snc2[nH]1
false
CC1CC2CCC(C)C2C1
c1nc2csnc2[nH]1
153.21
41.2397
1.63624
3
1
17
41.57
ClC1=COC(=C1)C#CC#N
N#CC#Cc1cc(Cl)co1
false
CCCCC1CCC(C)C1
c1ccoc1
151.552
36.209
1.80808
2
0
12
36.93
CC=C1CN(C=C1)C(N)=S
CC=C1C=CN(C(N)=S)C1
false
CCC1CCC(C(C)C)C1
C=C1C=CNC1
154.238
46.3884
1.0056
1
1
20
29.26
CC1=CN(NC=N)C(=O)S1
Cc1cn(NC=N)c(=O)s1
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
157.198
41.4604
0.36879
4
2
17
57.88
C=COC1=CC(=CS1)C#N
C=COc1cc(C#N)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
151.19
39.859
2.14208
3
0
15
33.02
CC=C(C)CC1=CC=NS1
CC=C(C)Cc1ccns1
false
CCC(C)CC1CCCC1
c1cnsc1
153.25
45.249
2.6518
2
0
21
12.89
O=S1(=O)CCCCN2CC12
O=S1(=O)CCCCN2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)CCCCN2CC21
161.226
38.3818
-0.1633
3
0
21
37.15
CCS(=O)(=O)NC1CCC1
CCS(=O)(=O)NC1CCC1
true
CCC(C)(C)CC1CCC1
C1CCC1
163.242
40.2355
0.4782
2
1
23
46.17
O=C1CNS(=O)(=O)C11CN1
O=C1CNS(=O)(=O)C12CN2
false
CC1CCC(C)(C)C12CC2
O=C1CNS(=O)(=O)C12CN2
162.17
32.6632
-2.212
4
2
16
85.18