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
NC(=S)NC1CC1CC#N
N#CCC1CC1NC(N)=S
false
CCCC1CC1CC(C)C
C1CC1
155.226
42.0461
0.12178
2
2
19
61.84
OC(CC#C)C1=CC=NS1
C#CCC(O)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
153.206
40.5238
1.1998
3
1
17
33.12
O=S1(=O)NC=CC1C1CC1
O=S1(=O)NC=CC1C1CC1
true
CC1(C)CCCC1C1CC1
O=S1(=O)NC=CC1C1CC1
159.21
37.7075
0.2117
2
1
19
46.17
COCC1=C(C)SC(=N)N1
COCc1[nH]c(=N)sc1C
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
158.226
39.9744
1.01049
3
2
20
48.87
OCCC(O)C1=CSC=C1
OCCC(O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
158.222
40.9816
1.1639
3
2
20
40.46
CC(C)=CS(=O)(=O)N1CC1
CC(C)=CS(=O)(=O)N1CC1
true
CC(C)CC(C)(C)C1CC1
C1CN1
161.226
39.9238
0.5555
2
0
21
37.15
CC(O)CS(=O)(=O)N(C)C
CC(O)CS(=O)(=O)N(C)C
true
CC(C)CC(C)(C)C(C)C
167.23
39.1546
-0.7414
3
1
23
57.61
CCCNCS(=O)(=O)C=C
C=CS(=O)(=O)CNCCC
false
CCCCCC(C)(C)CC
163.242
42.2775
0.5018
3
1
23
46.17
CC1C=CC2NC(=S)NC12
CC1C=CC2NC(=S)NC12
true
CC1CC2CCC(C)C2C1
S=C1NC2C=CCC2N1
154.238
44.7494
0.4072
1
2
20
24.06
CC(=C)NC(=S)N(O)C=N
C=C(C)NC(=S)N(O)C=N
false
CCC(C)C(C)CC(C)C
159.214
42.9569
0.69277
3
3
19
59.35
CN1C=C2N=CSC2=C1O
Cn1cc2ncsc2c1O
false
CC1CC2CCCC2C1C
c1nc2c[nH]cc2s1
154.194
40.2558
1.3404
4
1
16
38.05
CC#CS(=O)(=O)C(C)CO
CC#CS(=O)(=O)C(C)CO
true
CCCC(C)(C)C(C)CC
162.21
38.9176
-0.2372
3
1
20
54.37
C=CCCC1=NSC(=O)N1
C=CCCc1nsc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]cns1
156.21
41.2527
0.95
3
1
18
45.75
CNC(=S)N1CC(=C)C=C1
C=C1C=CN(C(=S)NC)C1
false
CCC(C)C1CCC(C)C1
C=C1C=CNC1
154.238
46.6437
0.8762
1
1
20
15.27
C1CC(=CO1)C1=NC=NS1
C1=C(c2ncns2)CCO1
false
C1CCC(C2CCCC2)C1
C1=C(c2ncns2)CCO1
154.194
38.455
1.2993
4
0
16
35.01
NC1=NC(=CS1)C#CCO
Nc1nc(C#CCO)cs1
false
CCCCC1CCC(C)C1
c1cscn1
154.194
40.4902
0.0691
4
2
16
59.14
CON1CCCN(N)C1=S
CON1CCCN(N)C1=S
true
CCC1CCCC(C)C1C
S=C1NCCCN1
161.23
41.8234
-0.2859
3
1
21
41.73
[O-][N+](=O)C1=C2NCC2=NS1
O=[N+]([O-])c1snc2c1NC2
false
CC(C)C1CCC2CCC21
c1snc2c1NC2
157.154
36.0951
0.9768
5
1
13
68.06
CN1CC(=O)NC(=S)N1C
CN1CC(=O)NC(=S)N1C
true
CC1CC(C)C(C)C(C)C1
O=C1CNNC(=S)N1
159.214
41.1337
-0.8203
3
1
19
35.58
CN1CC2=NSC=C2C=N1
CN1Cc2nscc2C=N1
false
CC1CCC2CCCC2C1
C1=NNCc2nscc21
153.21
41.175
0.9224
4
0
17
28.49
OCC=CC1=CC(=O)NS1
O=c1cc(C=CCO)s[nH]1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
157.194
41.0595
0.4419
3
2
17
53.09
NN1C(=N)SC(O)=C1C#C
C#Cc1c(O)sc(=N)n1N
false
CCC1C(C)CC(C)C1C
N=c1[nH]ccs1
155.182
37.9139
-0.57023
5
3
15
75.03
ClC1=COC2=C1CN1CC21
Clc1coc2c1CN1CC21
false
CC1CCC2C1CC1CC12
c1cc2c(o1)C1CN1C2
155.584
36.869
1.8033
2
0
16
16.15
CC1C(O)CN(C)S1(=O)=O
CC1C(O)CN(C)S1(=O)=O
true
CC1CC(C)C(C)(C)C1C
O=S1(=O)CCCN1
165.214
37.0186
-0.989
3
1
21
57.61
C=CCCCC1=CSN=C1
C=CCCCc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
153.25
45.249
2.6518
2
0
21
12.89
CCC1=CN2C=CSC2=N1
CCc1cn2ccsc2n1
false
CCC1CC2CCCC2C1
c1cn2ccsc2n1
152.222
42.447
1.9582
3
0
18
17.3
C#CCC1=NSC(=N1)C#N
C#CCc1nsc(C#N)n1
false
CCCC1CCC(CC)C1
c1ncsn1
149.178
37.161
0.58548
4
0
13
49.57
CCC(C)(N)C1=NN=CS1
CCC(C)(N)c1nncs1
false
CCC(C)(C)C1CCCC1
c1nncs1
157.242
41.7394
1.122
4
1
21
51.8
CC1=NS(=O)(=O)N=CC1=C
C=C1C=NS(=O)(=O)N=C1C
false
CC1CCC(C)(C)CC1C
C=C1C=NS(=O)(=O)N=C1
158.182
39.6608
0.3327
2
0
16
58.86
CC1C2CC2COS1(=O)=O
CC1C2CC2COS1(=O)=O
true
CC1C2CC2CCC1(C)C
O=S1(=O)CC2CC2CO1
162.21
35.9308
0.371
3
0
20
43.37
CC=CN(CC#C)C(N)=S
C#CCN(C=CC)C(N)=S
false
CCCC(CCC)C(C)C
154.238
47.1384
0.6988
1
1
20
29.26
CNN1C=CCCS1(=O)=O
CNN1C=CCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCC=CN1
162.214
38.4425
-0.33
3
1
20
49.41
C=C1CS(=O)(=O)NC(=C)O1
C=C1CS(=O)(=O)NC(=C)O1
true
CC1CC(C)CC(C)(C)C1
C=C1CS(=O)(=O)NC(=C)O1
161.182
36.2875
-0.0791
3
1
17
55.4
NCC1CNC(=S)NC1=C
C=C1NC(=S)NCC1CN
false
CCC1CCC(C)CC1C
C=C1CCNC(=S)N1
157.242
45.4208
-0.4473
2
3
21
50.08
NCCN1CCOS1(=O)=O
NCCN1CCOS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)NCCO1
166.202
35.4992
-1.4779
4
1
20
72.63
CNC(=S)N1CC=CC1=O
CNC(=S)N1CC=CC1=O
true
CCC(C)C1CCCC1C
O=C1C=CCN1
156.21
42.5107
-0.1109
2
1
18
32.34
CC12CC3=NSC=C3C1O2
CC12Cc3nscc3C1O2
false
CC12CC3CCCC3C1C2
c1snc2c1C1OC1C2
153.206
38.049
1.5292
3
0
17
25.42
NC1=CC(C#C)=C(S1)C=C
C#Cc1cc(N)sc1C=C
false
CCC1CC(C)CC1CC
c1ccsc1
149.218
46.7574
1.9546
2
1
17
26.02
NC1=C(SC(CO)=N1)C=C
C=Cc1sc(CO)nc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
156.21
42.5402
0.8606
4
2
18
59.14
C=C1CNC2C1NS2(=O)=O
C=C1CNC2C1NS2(=O)=O
true
CC1CCC2C1CC2(C)C
C=C1CNC2C1NS2(=O)=O
160.198
36.7742
-1.2265
3
2
18
58.2
C=CS(=O)(=O)C1CN1C=N
C=CS(=O)(=O)C1CN1C=N
true
CCC1CC1C(C)(C)CC
C1CN1
160.198
38.3945
-0.20653
3
1
18
61
CCC(C#C)N(C)C(N)=S
C#CC(CC)N(C)C(N)=S
false
CCC(CC)C(C)C(C)C
156.254
47.4604
0.5736
1
1
22
29.26
CCCN1SN=C(N)C1=O
CCCn1snc(N)c1=O
false
CCCC1CCC(C)C1C
O=c1cns[nH]1
159.214
41.0774
0.297
5
1
19
60.91
CNC(=S)N(CC#N)C=N
CNC(=S)N(C=N)CC#N
false
CCCC(CC)C(C)CC
156.214
42.7604
-0.07665
3
2
18
62.91
C#CC1=CC2=C(CNC2)S1
C#Cc1cc2c(s1)CNC2
false
CCC1CC2CCCC2C1
c1cc2c(s1)CNC2
149.218
42.7977
1.3326
2
1
17
12.03
CCN1C=CC(=C)NC1=S
C=C1C=CN(CC)C(=S)N1
false
CCC1CCC(C)CC1C
C=C1C=CNC(=S)N1
154.238
46.3937
1.2238
1
1
20
15.27
CCCC(=C)C1=CN=NS1
C=C(CCC)c1cnns1
false
CCCC(C)C1CCCC1
c1csnn1
154.238
43.851
2.3514
3
0
20
25.78
ClC1=C2C=NN=C2ON=C1
Clc1cnoc2nncc1-2
false
CC1CCCC2CCCC12
c1cc2cnnc-2on1
155.544
33.725
1.2228
4
0
12
51.81
CC(N)(C#C)C1=NSC=C1
C#CC(C)(N)c1ccsn1
false
CCC(C)(C)C1CCCC1
c1cnsc1
152.222
42.4864
0.9502
3
1
18
38.91
CC(N)C1=C(O)SC(C)=N1
Cc1nc(C(C)N)c(O)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
158.226
41.1182
1.17682
4
2
20
59.14
CC1=CSC(=C1)C(N)CN
Cc1csc(C(N)CN)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.254
45.0388
1.01502
3
2
22
52.04
CC1CC2OCC2S1(=O)=O
CC1CC2OCC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=S1(=O)CCC2OCC21
162.21
36.5268
-0.0392
3
0
20
43.37
C=COC1=C2CCC2=NS1
C=COc1snc2c1CC2
false
CCCC1CCC2CCC12
c1snc2c1CC2
153.206
40.347
1.764
3
0
17
22.12
CC1OS(=O)(=O)C2COC12
CC1OS(=O)(=O)C2COC12
true
CC1CC(C)(C)C2CCC12
O=S1(=O)OCC2OCC21
164.182
32.9948
-0.4977
4
0
18
52.6
CCC(CS(O)(=O)=O)=CC
CC=C(CC)CS(=O)(=O)O
false
CCC(CC)CC(C)(C)C
164.226
40.4636
1.2305
2
1
22
54.37
CC1=NOC2=C1C=C(N)S2
Cc1noc2sc(N)cc12
false
CC1CC2CCC(C)C2C1
c1cc2cnoc2s1
154.194
41.0354
1.77992
4
1
16
52.05
CC1=CNC2=C1SC(N)=N2
Cc1c[nH]c2nc(N)sc12
false
CC1CC2CCC(C)C2C1
c1cc2scnc2[nH]1
153.21
43.1201
1.51502
3
2
17
54.7
NS(=O)(=O)N1C=CCC1=C
C=C1CC=CN1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
C=C1CC=CN1
160.198
37.8432
-0.077
2
1
18
63.4
CC(=O)S(=O)(=O)C=CC=C
C=CC=CS(=O)(=O)C(C)=O
false
CCCCC(C)(C)C(C)C
160.194
38.9378
0.6474
3
0
18
51.21
S=C1NCC2NCCC2N1
S=C1NCC2NCCC2N1
true
CC1CCC2CCCC2C1
S=C1NCC2NCCC2N1
157.242
43.9321
-0.8054
2
3
21
36.09
CNC1=COC(=N)C=C1Cl
CNc1coc(=N)cc1Cl
false
CCC1CCC(C)CC1C
N=c1cccco1
158.588
39.1194
1.45417
3
2
17
49.02
OC1=C(NC=N)NC=C1Cl
N=CNc1[nH]cc(Cl)c1O
false
CCCC1CCC(C)C1C
c1cc[nH]c1
159.576
39.8739
1.39267
2
4
16
71.9
CC1=C(C=NO)C(Cl)=CS1
Cc1scc(Cl)c1C=NO
false
CCCC1C(C)CCC1C
c1ccsc1
175.64
43.4465
2.51802
3
1
16
32.59
NC(CCO)CNC(N)=S
NC(=S)NCC(N)CCO
false
CCCC(C)CCC(C)C
163.246
44.4663
-1.4707
3
4
23
84.3
CC1(CC1)NNS(C)(=O)=O
CC1(NNS(C)(=O)=O)CC1
false
CC(C)(C)CCC1(C)CC1
C1CC1
164.23
38.7542
-0.4073
3
2
22
58.2
CC(O)=C(O)C1=CC=CS1
CC(O)=C(O)c1cccs1
false
CC(C)C(C)C1CCCC1
c1ccsc1
156.206
42.1706
2.5526
3
2
18
40.46
CC(C)CS(=O)(=O)C(C)C
CC(C)CS(=O)(=O)C(C)C
true
CC(C)CC(C)(C)C(C)C
164.27
43.7608
1.4656
2
0
26
34.14
O=S1(=O)ON=CN2CCC12
O=S1(=O)ON=CN2CCC21
false
CC1(C)CCCC2CCC21
O=S1(=O)ON=CN2CCC21
162.17
33.6078
-0.6785
5
0
16
58.97
C=CC1=NN=C(CC#N)S1
C=Cc1nnc(CC#N)s1
false
CCCC1CCC(CC)C1
c1nncs1
151.194
39.317
1.24718
4
0
15
49.57
CC(=O)C1=NC(C=C)=CS1
C=Cc1csc(C(C)=O)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
153.206
42.2095
1.9887
3
0
17
29.96
CCS(=O)(=O)C(C)CNC
CCS(=O)(=O)C(C)CNC
true
CCCC(C)C(C)(C)CC
165.258
42.8495
0.029
3
1
25
46.17
CN1SC(CN)=C(Cl)C1=N
Cn1sc(CN)c(Cl)c1=N
false
CCC1CC(C)C(C)C1C
N=c1ccs[nH]1
177.66
42.0461
0.67817
4
2
18
54.8
CN(NC(=S)NC=C)C=O
C=CNC(=S)NN(C)C=O
false
CCCC(C)CC(C)CC
159.214
42.8934
-0.4028
2
2
19
44.37
CC(N)CNC(=S)NC=C
C=CNC(=S)NCC(C)N
false
CCCC(C)CCC(C)C
159.258
47.5828
-0.0588
2
3
23
50.08
S=C1NCCCON=CN1
S=C1NC=NOCCCN1
false
CC1CCCCCCCC1
S=C1NC=NOCCCN1
159.214
42.7974
-0.1859
3
2
19
45.65
O=S1(=O)CC(CO1)C1CN1
O=S1(=O)CC(C2CN2)CO1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CC(C2CN2)CO1
163.198
35.0195
-1.0656
4
1
19
65.31
O=S1(=O)C=CC(=C1)C1CN1
O=S1(=O)C=CC(C2CN2)=C1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)C=CC(C2CN2)=C1
157.194
37.9335
-0.2158
3
1
17
56.08
O=S1(=O)CCCNN=CO1
O=S1(=O)CCCNN=CO1
true
CC1(C)CCCCCCC1
O=S1(=O)CCCNN=CO1
164.186
35.9835
-0.7306
5
1
18
67.76
CN(C=O)C1=C(Cl)C=CN1
CN(C=O)c1[nH]ccc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
158.588
40.2697
1.2607
1
1
17
36.1
CS(=O)(=O)CC1=CC=CN1
CS(=O)(=O)Cc1ccc[nH]1
false
CC(C)(C)CC1CCCC1
c1cc[nH]c1
159.21
39.3405
0.5593
2
1
19
49.93
CCN(C)C1=CN=C(N)S1
CCN(C)c1cnc(N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.242
45.4704
1.1814
4
1
21
42.15
NN1CC=C(C=C)S1(=O)=O
C=CC1=CCN(N)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)C=CCN1
160.198
38.0932
-0.4246
3
1
18
63.4
CC(O)S(=O)(=O)C=C(C)N
CC(N)=CS(=O)(=O)C(C)O
false
CC(C)CC(C)(C)C(C)C
165.214
38.545
-0.4405
4
2
21
80.39
CCS(=O)(=O)N(N)C=CC
CC=CN(N)S(=O)(=O)CC
false
CCCC(C)C(C)(C)CC
164.23
40.3012
0.0454
3
1
22
63.4
OC1CNC2=C1SC(=N)N2
N=c1[nH]c2c(s1)C(O)CN2
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2c(s1)CCN2
157.198
37.9739
0.01457
4
4
17
71.9
CCN(OCC#C)C(N)=S
C#CCON(CC)C(N)=S
false
CCCCC(CC)C(C)C
158.226
43.9504
0.1167
2
1
20
38.49
OC1=CC=C(S1)N1CCC1
Oc1ccc(N2CCC2)s1
false
CC1CCC(C2CCC2)C1
c1csc(N2CCC2)c1
155.222
42.8138
1.6638
3
1
19
23.47
N=C1SN=CN1C1COC1
N=c1sncn1C1COC1
false
CC1CCCC1C1CCC1
N=c1sncn1C1COC1
157.198
35.8147
-0.00463
5
1
17
50.9
NCC1=C(SC(=O)N1)C=C
C=Cc1sc(=O)[nH]c1CN
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
156.21
42.9221
0.5381
3
2
18
58.88
O=S1(=O)CC2CCCC1N2
O=S1(=O)CC2CCCC1N2
true
CC1(C)CC2CCCC1C2
O=S1(=O)CC2CCCC1N2
161.226
38.3495
-0.117
3
1
21
46.17
C=C1C2CC2CCS1(=O)=O
C=C1C2CC2CCS1(=O)=O
true
CC1C2CC2CCC1(C)C
C=C1C2CC2CCS1(=O)=O
158.222
39.1408
0.9547
2
0
20
34.14
C=NN1C(=O)CCS1(=O)=O
C=NN1C(=O)CCS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=C1CCS(=O)(=O)N1
162.17
34.7988
-0.8359
4
0
16
66.81
OCC1CN2SN=CC2=N1
OCC1CN2SN=CC2=N1
true
CCC1CC2CCCC2C1
C1=NSN2CCN=C12
157.198
41.0978
-0.291
5
1
17
48.19
C1OCC1NC1=CN=CS1
c1ncc(NC2COC2)s1
false
C1CCC(CC2CCC2)C1
c1ncc(NC2COC2)s1
156.21
40.3437
0.9538
4
1
18
34.15
CCONS(=O)(=O)C(C)C
CCONS(=O)(=O)C(C)C
true
CCCCC(C)(C)C(C)C
167.23
38.8175
0.2657
3
1
23
55.4
NC(=S)N1C=CC=C1C=C
C=Cc1cccn1C(N)=S
false
CCC1CCCC1C(C)C
c1cc[nH]c1
152.222
46.7064
1.2228
2
1
18
30.95
CC1C2CC1S(=O)(=O)CC2
CC1C2CCS(=O)(=O)C1C2
false
CC1C2CCC(C)(C)C1C2
O=S1(=O)CCC2CC1C2
160.238
39.4628
0.8295
2
0
22
34.14
C=C(CC1=CN=NS1)C#N
C=C(C#N)Cc1cnns1
false
CCC(C)CC1CCCC1
c1csnn1
151.194
38.366
1.16038
4
0
15
49.57
CC1CN=C2N(C)SC=C12
CC1CN=C2C1=CSN2C
false
CC1CCC2C(C)CCC12
C1=C2CCN=C2NS1
154.238
44.903
1.5121
3
0
20
15.6
CCC(C)(C)OS(C)(=O)=O
CCC(C)(C)OS(C)(=O)=O
true
CCC(C)(C)CC(C)(C)C
166.242
40.2988
1.1512
3
0
24
43.37