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
C=C1CNC2=C(O1)SN=N2
C=C1CNc2nnsc2O1
false
CC1CCC2CCCC2C1
C=C1CNc2nnsc2O1
155.182
38.1667
0.8561
5
1
15
47.04
NC1=CNC2=C1SC=C2N
Nc1csc2c(N)c[nH]c12
false
CC1CCC2C(C)CCC12
c1cc2sccc2[nH]1
153.21
45.0005
1.3938
3
3
17
67.83
OC1=CC(Cl)=CC=NC1=O
O=c1nccc(Cl)cc1O
false
CC1CCCC(C)C(C)C1
O=c1cccccn1
157.556
37.1818
0.8008
3
1
14
50.19
O=S1(=O)NOCCCC=C1
O=S1(=O)C=CCCCON1
false
CC1(C)CCCCCCC1
O=S1(=O)C=CCCCON1
163.198
36.3815
0.1449
3
1
19
55.4
O=COC1=CCCS1(=O)=O
O=COC1=CCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CCC1
162.166
33.6358
-0.1807
4
0
16
60.44
NN1C(=O)SC=C1N1CC1
Nn1c(N2CC2)csc1=O
false
CC1CCC(C2CC2)C1C
O=c1[nH]c(N2CC2)cs1
157.198
40.9424
-0.5564
5
1
17
51.03
O=CC1=NC2=C(OC=C2)S1
O=Cc1nc2ccoc2s1
false
CCC1CC2CCCC2C1
c1cc2ncsc2o1
153.162
37.2735
1.7018
4
0
13
43.1
NC(=O)C1=CSC(N)=C1N
NC(=O)c1csc(N)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
157.198
41.6617
0.0114
4
3
17
95.13
O=C1NC=C(S1)C1CNC1
O=c1[nH]cc(C2CNC2)s1
false
CC1CCC(C2CCC2)C1
O=c1[nH]cc(C2CNC2)s1
156.21
40.5504
0.1232
3
2
18
44.89
CC1C(N)C1C1=NN=CS1
CC1C(N)C1c1nncs1
false
CC1C(C)C1C1CCCC1
c1nnc(C2CC2)s1
155.226
39.7894
0.5987
4
1
19
51.8
ClC1=CN=CC2=CSC=C12
Clc1cncc2cscc12
false
CC1CCCC2CCCC12
c1cc2cscc2cn1
169.636
44.63
2.9497
2
0
14
12.89
CNC1=NSC2=C1NC=C2
CNc1nsc2cc[nH]c12
false
CCC1CCC2CCCC12
c1cc2sncc2[nH]1
153.21
43.5174
1.6661
3
2
17
40.71
CNC=CS(=O)(=O)N(C)N
CNC=CS(=O)(=O)N(C)N
true
CCCCC(C)(C)C(C)C
165.218
39.0699
-1.1877
4
2
21
75.43
CC(=O)CNC1=NN=CS1
CC(=O)CNc1nncs1
false
CC(C)CCC1CCCC1
c1nncs1
157.198
39.0797
0.539
5
1
17
54.88
CCC(=NNC)S(N)(=O)=O
CCC(=NNC)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
165.218
39.8929
-0.7822
4
2
21
84.55
NC(=S)N1CCCCC1=O
NC(=S)N1CCCCC1=O
true
CC(C)C1CCCCC1C
O=C1CCCCN1
158.226
42.3494
0.2425
2
1
20
46.33
ClC1=CN=CC(CC#C)=C1
C#CCc1cncc(Cl)c1
false
CCCC1CCCC(C)C1
c1ccncc1
151.596
41.784
1.9107
1
0
16
12.89
CS(=O)(=O)C1CNCC1=C
C=C1CNCC1S(C)(=O)=O
false
CC1CCCC1C(C)(C)C
C=C1CCNC1
161.226
40.6415
-0.441
3
1
21
46.17
O=C1NOCC2=CSC=C12
O=C1NOCc2cscc21
false
CC1CCCC2CCCC12
O=C1NOCc2cscc21
155.178
36.5742
0.9231
3
1
15
38.33
CC=CC1OC2=NSC=C12
CC=CC1Oc2nscc21
false
CCCC1CC2CCCC12
c1snc2c1CO2
153.206
40.297
2.1527
3
0
17
22.12
CC1=NC(CC2CO2)=CS1
Cc1nc(CC2CO2)cs1
false
CC1CCC(CC2CC2)C1
c1nc(CC2CO2)cs1
155.222
40.295
1.39282
3
0
19
25.42
CC1=CC2=C(SC=C2)N1N
Cc1cc2ccsc2n1N
false
CC1CC2CCCC2C1C
c1cc2ccsc2[nH]1
152.222
44.7024
1.72502
3
1
18
30.95
ON=C1CC(=C)NC(=S)N1
C=C1CC(=NO)NC(=S)N1
false
CCC1CC(C)CC(C)C1
C=C1CC(=N)NC(=S)N1
157.198
41.8479
0.1556
3
3
17
56.65
CC12CC1C=NOS2(=O)=O
CC12CC1C=NOS2(=O)=O
true
CC1(C)CCCC2CC21C
O=S1(=O)ON=CC2CC21
161.182
35.0088
0.1108
4
0
17
55.73
C(N1CCC1)C1=CSN=N1
c1snnc1CN1CCC1
false
C1CCC(CC2CCC2)C1
c1snnc1CN1CCC1
155.226
39.803
0.7438
4
0
19
29.02
ON1C=C2CS(=O)(=O)C2=C1
O=S1(=O)Cc2cn(O)cc21
false
CC1CC2CC(C)(C)C2C1
O=S1(=O)Cc2c[nH]cc21
159.166
32.5063
0.0127
4
1
15
59.3
O=S1(=O)NC=CCC2CC12
O=S1(=O)NC=CCC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)NC=CCC2CC21
159.21
37.7075
0.2117
2
1
19
46.17
CC#CC(NC(N)=S)C=C
C=CC(C#CC)NC(N)=S
false
CCCC(CC)CC(C)C
154.238
47.3561
0.3975
1
2
20
38.05
CC(=C)COC1=CN=CS1
C=C(C)COc1cncs1
false
CC(C)CCC1CCCC1
c1cscn1
155.222
42.423
2.098
3
0
19
22.12
OC1CNC2=C(C1)C=CS2
OC1CNc2sccc2C1
false
CC1CCC2CCCC2C1
c1cc2c(s1)NCCC2
155.222
42.5195
1.077
3
2
19
32.26
CN(C)C(=N)S(=O)(=O)C#N
CN(C)C(=N)S(=O)(=O)C#N
true
CCC(C)(C)C(C)C(C)C
161.186
35.9465
-0.62135
4
1
17
85.02
NCC1NC(=S)NC1C=C
C=CC1NC(=S)NC1CN
false
CCC1CC(C)CC1CC
S=C1NCCN1
157.242
45.6968
-0.654
2
3
21
50.08
NC1=C(Cl)C=C(NC=O)N1
Nc1[nH]c(NC=O)cc1Cl
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
159.576
39.9018
0.8186
2
3
16
70.91
NC1=CC2=C(NCC2=C)S1
C=C1CNc2sc(N)cc21
false
CC1CC2CCC(C)C2C1
C=C1CNc2sccc21
152.222
46.2551
1.769
3
2
18
38.05
CCNC(=S)N1C(C)C1C
CCNC(=S)N1C(C)C1C
true
CCCC(C)C1C(C)C1C
C1CN1
158.27
47.0377
0.9734
1
1
24
15.04
OC1=C2C=CCN2C(=N)S1
N=c1sc(O)c2n1CC=C2
false
CC1CC(C)C2CCCC12
N=c1scc2n1CC=C2
154.194
38.8625
0.76147
4
2
16
49.01
O=S1(=O)CN=CNC=NC1
O=S1(=O)CN=CNC=NC1
true
CC1(C)CCCCCCC1
O=S1(=O)CN=CNC=NC1
161.186
38.7735
-1.024
5
1
17
70.89
COC1=CCS(=O)(=O)N1C
COC1=CCS(=O)(=O)N1C
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CN1
163.198
36.6418
-0.2506
3
0
19
46.61
O=S1(=O)CC2=C(N1)C=NO2
O=S1(=O)Cc2oncc2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cc2oncc2N1
160.154
32.7495
-0.0701
4
1
14
72.2
O=S1(=O)CC=COC2CC12
O=S1(=O)CC=COC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)CC=COC2CC21
160.194
36.2048
0.086
3
0
18
43.37
CN1OCC2(CC2)S1(=O)=O
CN1OCC2(CC2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
O=S1(=O)NOCC12CC2
163.198
34.5998
-0.2742
3
0
19
46.61
CC(C)(NS(C)(=O)=O)C=C
C=CC(C)(C)NS(C)(=O)=O
false
CCC(C)(C)CC(C)(C)C
163.242
42.2555
0.5002
2
1
23
46.17
NC1=CN=NC2=C1SC=C2
Nc1cnnc2ccsc12
false
CC1CCCC2CCCC12
c1cc2sccc2nn1
151.194
41.8274
1.2735
4
1
15
51.8
C=CCC1CC2=CSN=C12
C=CCC1Cc2csnc21
false
CCCC1CC2CCCC12
c1snc2c1CC2
151.234
43.373
2.3589
2
0
19
12.89
C=C1C2CC2NNS1(=O)=O
C=C1C2CC2NNS1(=O)=O
true
CC1C2CC2CCC1(C)C
C=C1C2CC2NNS1(=O)=O
160.198
36.2262
-0.6738
3
2
18
58.2
CC1=CCC(O)S(=O)(=O)N1
CC1=CCC(O)S(=O)(=O)N1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCC=CN1
163.198
36.4363
-0.4683
3
2
19
66.4
NC1=C(N=C(S1)C=C)C#C
C#Cc1nc(C=C)sc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
150.206
44.5524
1.3496
3
1
16
38.91
CC1=NC(C=C)=C(S1)C#C
C#Cc1sc(C)nc1C=C
false
CCC1CC(C)CC1CC
c1cscn1
149.218
44.877
2.07582
2
0
17
12.89
CCCOC1=CNC(=N)S1
CCCOc1c[nH]c(=N)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
158.226
40.3104
1.34447
3
2
20
48.87
NC1=CN=C(S1)C1CC1O
Nc1cnc(C2CC2O)s1
false
CC1CCC(C2CC2C)C1
c1csc(C2CC2)n1
156.21
39.8912
0.5735
4
2
18
59.14
CNS(=O)(=O)CC#CCN
CNS(=O)(=O)CC#CCN
true
CCCCCC(C)(C)CC
162.214
39.6769
-1.5023
3
2
20
72.19
CC1(CC1)N1C=NSC1=N
CC1(n2cnsc2=N)CC1
false
CC1CCCC1C1(C)CC1
N=c1sncn1C1CC1
155.226
38.8407
0.93307
4
1
19
41.67
NC1=NN2C(O)=CSC2=C1
Nc1cc2scc(O)n2n1
false
CC1CC2CCC(C)C2C1
c1cc2sccn2n1
155.182
39.1462
0.6836
5
2
15
63.55
O=COC1CC2=CSC=C12
O=COC1Cc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CC2
154.19
37.913
1.5183
3
0
16
26.3
ClC1=CC=CC(CC=O)=C1
O=CCc1cccc(Cl)c1
false
CCCC1CCCC(C)C1
c1ccccc1
154.596
41.22
2.0814
1
0
17
17.07
NN1CC(CS1(=O)=O)C=C
C=CC1CN(N)S(=O)(=O)C1
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCCN1
162.214
38.3672
-0.6923
3
1
20
63.4
NC1=C(O)SC(C#C)=C1N
C#Cc1sc(O)c(N)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
154.194
42.7436
0.5994
4
3
16
72.27
CN1SC(=NC1=O)[N+]([O-])=O
Cn1sc([N+](=O)[O-])nc1=O
false
CC(C)C1CC(C)C(C)C1
O=c1ncs[nH]1
161.142
34.0094
-0.25
6
0
13
78.03
C1CN1C1=C2COC2=NS1
C1Oc2nsc(N3CC3)c21
false
C1CC1C1CCC2CCC21
C1Oc2nsc(N3CC3)c21
154.194
38.659
0.8555
4
0
16
25.13
CC1CS(=O)(=O)N(C)C=C1
CC1C=CN(C)S(=O)(=O)C1
false
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCC=CN1
161.226
39.8538
0.4114
2
0
21
37.38
CC1C2C1S(=O)(=O)CC2=O
CC1C2C(=O)CS(=O)(=O)C12
false
CC1CC(C)(C)C2C(C)C12
O=C1CS(=O)(=O)C2CC12
160.194
35.2358
-0.3816
3
0
18
51.21
NCCCNC(=S)NC=O
NCCCNC(=S)NC=O
true
CCCCCC(C)CCC
161.23
43.4718
-1.0443
3
3
21
67.15
NC1C2NC2C2=C1SN=C2
NC1c2sncc2C2NC12
false
CC1C2CCCC2C2CC12
c1nsc2c1C1NC1C2
153.21
38.7071
0.1694
4
2
17
60.85
CC1=CN=C(S1)C(C)(C)N
Cc1cnc(C(C)(C)N)s1
false
CC1CCC(C(C)(C)C)C1
c1cscn1
156.254
44.0644
1.64532
3
1
22
38.91
COC=CC1=NC(C)=NS1
COC=Cc1nc(C)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
156.21
40.689
1.46362
4
0
18
35.01
CC12CNC(C1)S(=O)(=O)N2
CC12CNC(C1)S(=O)(=O)N2
true
CC12CCC(C1)C(C)(C)C2
O=S1(=O)NC2CNC1C2
162.214
36.8682
-1.0025
3
2
20
58.2
OCC1=C(NC=C1Cl)C#N
N#Cc1[nH]cc(Cl)c1CO
false
CCC1CCC(C)C1CC
c1cc[nH]c1
156.572
36.4405
1.03208
2
2
15
59.81
CC1(C)N(N)C(=S)NC1=O
CC1(C)C(=O)NC(=S)N1N
false
CC1CC(C)C(C)(C)C1C
O=C1CNC(=S)N1
159.214
40.8461
-0.6446
3
2
19
58.36
C1COC(C1)C1=CC=CS1
c1csc(C2CCCO2)c1
false
C1CCC(C2CCCC2)C1
c1csc(C2CCCO2)c1
154.234
42.246
2.5996
2
0
20
9.23
CC1(C)CCN(O)C(=S)N1
CC1(C)CCN(O)C(=S)N1
true
CC1CCC(C)(C)CC1C
S=C1NCCCN1
160.242
42.9222
0.7344
2
2
22
35.5
CNCS(=O)(=O)C(=C)OC
C=C(OC)S(=O)(=O)CNC
false
CCCC(C)(C)C(C)CC
165.214
38.9955
-0.3043
4
1
21
55.4
CC1=CCC2=C1SC(=O)N2
CC1=CCc2[nH]c(=O)sc21
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2c(s1)C=CC2
153.206
42.2947
1.3958
2
1
17
32.86
NCC1=CN(SC1=O)N=C
C=Nn1cc(CN)c(=O)s1
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
157.198
41.4174
-0.1678
5
1
17
60.38
OC(C#C)C1=C(Cl)C=CN1
C#CC(O)c1[nH]ccc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
155.584
39.5955
1.3347
1
2
16
36.02
CC1=NSC(C=NO)=C1C
Cc1nsc(C=NO)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
156.21
40.9685
1.56804
4
1
18
45.48
O=S1(=O)C2CN2CC2CN12
O=S1(=O)C2CN2CC2CN21
false
CC1(C)C2CC2CC2CC21
O=S1(=O)C2CN2CC2CN21
160.198
34.7748
-1.3443
3
0
18
40.16
CC(O)CCC1=CSC=C1
CC(O)CCc1ccsc1
false
CC(C)CCC1CCCC1
c1ccsc1
156.25
44.3208
2.0615
2
1
22
20.23
C1C2N1C=NC1=C2C=NS1
C1=Nc2sncc2C2CN12
false
C1CC2CCC3CC3C2C1
C1=Nc2sncc2C2CN12
151.194
39.713
1.1732
4
0
15
28.26
CC1=C(CC2CN2)SN=C1
Cc1cnsc1CC1CN1
false
CC1CCCC1CC1CC1
c1cc(CC2CN2)sn1
154.238
42.3457
0.96582
3
1
20
34.83
CC1=CSN=C1NCCN
Cc1csnc1NCCN
false
CCCCC1CCCC1C
c1cnsc1
157.242
44.3951
0.82212
4
2
21
50.94
CCCC1=C(CN)SN=N1
CCCc1nnsc1CN
false
CCCC1CCCC1CC
c1csnn1
157.242
41.7954
0.9493
4
1
21
51.8
CC1=CC2=NSC=C2C1N
CC1=Cc2nscc2C1N
false
CC1CC2CCCC2C1C
C1=Cc2nscc2C1
152.222
42.6934
1.5598
3
1
18
38.91
OC1CCCS(=O)(=O)C1O
O=S1(=O)CCCC(O)C1O
false
CC1CCCC(C)(C)C1C
O=S1(=O)CCCCC1
166.198
35.0344
-1.1257
4
2
20
74.6
CC1=C(N)C(=NS1)[N+]([O-])=O
Cc1snc([N+](=O)[O-])c1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
159.17
37.9178
0.94192
5
1
15
82.05
OC1=CC=C(S1)C#CC#N
N#CC#Cc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
149.174
38.4748
1.32878
3
1
13
44.02
CC#CC1=CCOS1(=O)=O
CC#CC1=CCOS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CCO1
158.178
36.4048
0.2536
3
0
16
43.37
CN1N=CS(=O)(=O)C1(C)C
CN1N=CS(=O)(=O)C1(C)C
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)C=NNC1
162.214
39.2538
0.026
4
0
20
49.74
CC(C)(O)C(N)S(N)(=O)=O
CC(C)(O)C(N)S(N)(=O)=O
true
CC(C(C)(C)C)C(C)(C)C
168.218
37.3804
-1.6694
4
3
22
106.41
CC1(N)CCS(=O)(=O)OC1
CC1(N)CCS(=O)(=O)OC1
true
CC1(C)CCC(C)(C)CC1
O=S1(=O)CCCCO1
165.214
36.9482
-0.5461
4
1
21
69.39
CCC1=C(C)OS(=O)(=O)C1
CCC1=C(C)OS(=O)(=O)C1
true
CCC1CC(C)(C)CC1C
O=S1(=O)CC=CO1
162.21
37.8628
1.0304
3
0
20
43.37
ClC1=CN2CCCN2C1=N
N=c1c(Cl)cn2n1CCC2
false
CC1CC2CCCC2C1C
N=c1ccn2n1CCC2
157.604
37.9037
0.82617
3
1
18
33.71
CCN1C(=O)NCS1(=O)=O
CCN1C(=O)NCS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=C1NCS(=O)(=O)N1
164.186
34.6985
-0.6812
3
1
18
66.48
OS(=O)(=O)CCOCC#C
C#CCOCCS(=O)(=O)O
false
CCCCCCC(C)(C)C
164.182
36.0676
-0.476
3
1
18
63.6
OC1=C(CC#N)NC=C1Cl
N#CCc1[nH]cc(Cl)c1O
false
CCCC1CCC(C)C1C
c1cc[nH]c1
156.572
36.7845
1.43978
2
2
15
59.81
CCC1=C(CO)SNC1=O
CCc1c(CO)s[nH]c1=O
false
CCC1CCC(C)C1CC
O=c1ccs[nH]1
159.21
40.2405
0.4911
3
2
19
53.09
CC(C)C1=CC(C)=C(C)S1
Cc1cc(C(C)C)sc1C
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
154.278
47.882
3.48834
1
0
24
0
CC1=C(SC=C1C#N)C#C
C#Cc1scc(C#N)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
147.202
41.706
1.9095
2
0
15
23.79
CS(=O)(=O)C(=CN)C(N)=N
CS(=O)(=O)C(=CN)C(=N)N
false
CCC(C(C)C)C(C)(C)C
163.202
39.0283
-1.23293
4
3
19
110.03
CC=CC(=CC)S(O)(=O)=O
CC=CC(=CC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
162.21
40.1196
1.3541
2
1
20
54.37
CC1=NSC=C1CC(N)=N
Cc1nscc1CC(=N)N
false
CC(C)CC1CCCC1C
c1cnsc1
155.226
42.4691
0.92999
3
2
19
62.76