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
O=CNC1=C2NCC2=CS1
O=CNc1scc2c1NC2
false
CCCC1CCC2CCC12
c1scc2c1CN2
154.194
41.3324
1.2419
3
2
16
41.13
CC12CC(C1)ONS2(=O)=O
CC12CC(C1)ONS2(=O)=O
true
CC1(C)CCC2CC1(C)C2
O=S1(=O)NOC2CC1C2
163.198
34.5675
-0.2279
3
1
19
55.4
CC1CC1S(=O)(=O)CC=O
CC1CC1S(=O)(=O)CC=O
true
CCCC(C)(C)C1CC1C
C1CC1
162.21
37.4198
0.0085
3
0
20
51.21
NC1=C(O)C=C(CC=O)S1
Nc1sc(CC=O)cc1O
false
CCCC1CC(C)C(C)C1
c1ccsc1
157.194
40.1642
0.7773
4
2
17
63.32
CC1COCC=CS1(=O)=O
CC1COCC=CS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=CCOCC1
162.21
38.3408
0.3336
3
0
20
43.37
C1C=NOC1C1=CSC=C1
C1=NOC(c2ccsc2)C1
false
C1CCC(C2CCCC2)C1
C1=NOC(c2ccsc2)C1
153.206
41.254
2.1953
3
0
17
21.59
OC1COCC=CS1(=O)=O
O=S1(=O)C=CCOCC1O
false
CC1CCCCCC1(C)C
O=S1(=O)C=CCOCC1
164.182
34.8856
-0.7365
4
1
18
63.6
CC1CS(=O)(=O)OC1CO
CC1CS(=O)(=O)OC1CO
true
CCC1CC(C)(C)CC1C
O=S1(=O)CCCO1
166.198
34.9096
-0.6566
4
1
20
63.6
CN1CC2=C(C=CS2)C1=N
CN1Cc2sccc2C1=N
false
CC1CC2CCCC2C1C
N=C1NCc2sccc21
152.222
42.6147
1.51887
2
1
18
27.09
CN1C=NCCCNC1=S
CN1C=NCCCNC1=S
true
CC1CCCCCCC1C
S=C1NC=NCCCN1
157.242
46.3397
0.2247
2
1
21
27.63
NCC1CC2=C(N1)SC=N2
NCC1Cc2ncsc2N1
false
CCC1CC2CCCC2C1
c1nc2c(s1)NCC2
155.226
42.2831
0.4384
4
2
19
50.94
CC1CS(=O)(=O)C1(O)C#N
CC1CS(=O)(=O)C1(O)C#N
true
CCC1(C)C(C)CC1(C)C
O=S1(=O)CCC1
161.182
33.5136
-0.73692
4
1
17
78.16
CC1=C2NCCN2C(=N)S1
Cc1sc(=N)n2c1NCC2
false
CC1CC(C)C2CCCC12
N=c1scc2n1CCN2
155.226
41.3904
0.76299
4
2
19
40.81
CN1CC(N)C2=C1C=NS2
CN1CC(N)c2sncc21
false
CC1CC(C)C2CCCC12
c1nsc2c1NCC2
155.226
42.3124
0.5927
4
1
19
42.15
CCC1NC(=S)N(C)N=C1
CCC1C=NN(C)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NCC=NN1
157.242
46.0677
0.5707
2
1
21
27.63
C=CCN1N=CONC1=S
C=CCN1N=CONC1=S
true
CCCC1CCCCC1C
S=C1NN=CON1
157.198
42.2137
0.2374
3
1
17
36.86
CC(N)=C(C#C)S(C)(=O)=O
C#CC(=C(C)N)S(C)(=O)=O
false
CCC(C(C)C)C(C)(C)C
159.21
40.5642
-0.1456
3
1
19
60.16
CC(C)N(CC=C)C(N)=S
C=CCN(C(N)=S)C(C)C
false
CCCC(C(C)C)C(C)C
158.27
48.8244
1.1264
1
1
24
29.26
NC(=O)NS(=O)(=O)C1CC1
NC(=O)NS(=O)(=O)C1CC1
true
CC(C)CC(C)(C)C1CC1
C1CC1
164.186
34.6609
-0.8531
3
2
18
89.26
CN1NC2(CC2)CNC1=S
CN1NC2(CC2)CNC1=S
true
CC1CCC2(CC2)CC1C
S=C1NCC2(CC2)NN1
157.242
43.4644
-0.1565
2
2
21
27.3
CCC(CC#N)S(O)(=O)=O
CCC(CC#N)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
163.198
35.8576
0.56648
3
1
19
78.16
CCC1=NC(C#N)=C(C)S1
CCc1nc(C#N)c(C)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
152.222
40.944
1.8856
3
0
18
36.68
NCC1=C(Cl)C=C(N)N1O
NCc1c(Cl)cc(N)n1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
161.592
38.9303
0.4197
4
3
18
77.2
OC(CC#N)C1=NC=CS1
N#CCC(O)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
154.194
37.3038
1.09018
4
1
16
56.91
CC1CCC2=C(O1)N=CS2
CC1CCc2scnc2O1
false
CC1CCC2CCCC2C1
c1nc2c(s1)CCCO2
155.222
40.525
1.8566
3
0
19
22.12
NC1C(=C)CC2=C1C=CS2
C=C1Cc2sccc2C1N
false
CC1CC2CCCC2C1C
C=C1Cc2ccsc2C1
151.234
44.0914
1.8602
2
1
19
26.02
C=C1OCC2=C1NC(=N)S2
C=C1OCc2sc(=N)[nH]c21
false
CC1CC2CCC(C)C2C1
C=C1OCc2sc(=N)[nH]c21
154.194
38.3474
1.05657
3
2
16
48.87
CCC=CC1=NSC=C1Cl
CCC=Cc1nscc1Cl
false
CCCCC1CCCC1C
c1cnsc1
173.668
46.449
3.2197
2
0
18
12.89
CCC1=C(CCN)SN=C1
CCc1cnsc1CCN
false
CCCC1CCCC1CC
c1cnsc1
156.254
44.2504
1.2067
3
1
22
38.91
CN(NC=O)C(=S)N1CC1
CN(NC=O)C(=S)N1CC1
true
CCCC(C)C(C)C1CC1
C1CN1
159.214
41.1337
-0.8203
2
1
19
35.35
O=CN1OCC2=CSC=C12
O=CN1OCc2cscc21
false
CCC1CCC2CCCC12
c1scc2c1CON2
155.178
37.651
1.1561
3
0
15
29.54
CC1C2C=C(C)C1S2(=O)=O
CC1=CC2C(C)C1S2(=O)=O
false
CC1CC2C(C)C1C2(C)C
O=S1(=O)C2C=CC1C2
158.222
39.4168
0.748
2
0
20
34.14
NC(=N)C1=CC(CO)=CS1
N=C(N)c1cc(CO)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
156.21
41.2579
0.52447
3
3
18
70.1
CCN(C=O)C1=CN=NS1
CCN(C=O)c1cnns1
false
CCC(CC)C1CCCC1
c1csnn1
157.198
38.993
0.5208
4
0
17
46.09
COCC1N=CNS1(=O)=O
COCC1N=CNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CN=CN1
164.186
36.2115
-1.0798
4
1
18
67.76
OC1=C2CCCC(S2)=C1O
Oc1c2sc(c1O)CCC2
false
CC1C2CCCC(C2)C1C
c1cc2sc1CCC2
156.206
39.6736
1.648
3
2
18
40.46
O=S1(=O)C=C2CCOC2=C1
O=S1(=O)C=C2CCOC2=C1
true
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2CCOC2=C1
158.178
35.6548
0.5604
3
0
16
43.37
COC1=C(C)SC(=N)N1N
COc1c(C)sc(=N)n1N
false
CCC1C(C)CC(C)C1C
N=c1[nH]ccs1
159.214
39.6031
0.05989
5
2
19
64.03
NC(=S)NC1(CNC1)C=C
C=CC1(NC(N)=S)CNC1
false
CCC1(CC(C)C)CCC1
C1CNC1
157.242
45.7188
-0.6524
2
3
21
50.08
OC1CCOC2=C1C=CS2
OC1CCOc2sccc21
false
CC1CCCC2CCCC12
c1cc2c(s1)OCCC2
156.206
39.3908
1.564
3
1
18
29.46
CC1NC(=O)C2=C1C=CS2
CC1NC(=O)c2sccc21
false
CC1CC(C)C2CCCC12
O=C1NCc2ccsc21
153.206
40.2002
1.5525
2
1
17
29.1
CC(C=NNC(N)=S)C#N
CC(C#N)C=NNC(N)=S
false
CCC(C)CCCC(C)C
156.214
43.1901
-0.03492
3
2
18
74.2
C1COC2=C(CO1)C=NS2
c1nsc2c1COCCO2
false
C1CCC2CCCC2CC1
c1nsc2c1COCCO2
157.194
37.265
1.0521
4
0
17
31.35
CCS(=O)(=O)NNC1CC1
CCS(=O)(=O)NNC1CC1
true
CCC(C)(C)CCC1CC1
C1CC1
164.23
38.7542
-0.4073
3
2
22
58.2
C=C1N=CNNCS1(=O)=O
C=C1N=CNNCS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1N=CNNCS1(=O)=O
161.186
37.6902
-1.034
5
2
17
70.56
CC(O)CS(=O)(=O)CC#C
C#CCS(=O)(=O)CC(C)O
false
CCCC(C)(C)CC(C)C
162.21
39.1676
-0.5848
3
1
20
54.37
CCC1=NC2=NSN=C2O1
CCc1nc2nsnc2o1
false
CCC1CC2CCCC2C1
c1nc2nsnc2o1
155.182
36.854
1.2417
5
0
15
51.81
ON1C(=S)NC2CC12C=C
C=CC12CC1NC(=S)N2O
false
CCC12CC1CC(C)C2C
S=C1NC2CC2N1
156.21
40.6922
0.2628
2
2
18
35.5
NN1SC(=CC1=NO)C#C
C#Cc1cc(=NO)n(N)s1
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
155.182
37.7439
-0.4654
5
2
15
63.54
NC1CC(N)C2=C1SN=C2
NC1CC(N)c2sncc21
false
CC1CC(C)C2CCCC12
c1nsc2c1CCC2
155.226
40.5878
0.5464
4
2
19
64.93
O=S1(=O)NCC(ON1)C#C
C#CC1CNS(=O)(=O)NO1
false
CCC1CCC(C)(C)CC1
O=S1(=O)NCCON1
162.17
33.7642
-1.6426
3
2
16
67.43
CCOC1=C(SN=N1)C=C
C=Cc1snnc1OCC
false
CCCC1CCCC1CC
c1csnn1
156.21
41.169
1.5798
4
0
18
35.01
ClC1=C(OC=C1)C1CNC1
Clc1ccoc1C1CNC1
false
CC1CCCC1C1CCC1
c1coc(C2CNC2)c1
157.6
39.3287
1.6198
2
1
18
25.17
CC(N(C)N=C)S(C)(=O)=O
C=NN(C)C(C)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
164.23
41.6178
-0.0756
4
0
22
49.74
COS(=O)(=O)C(O)CC#C
C#CCC(O)S(=O)(=O)OC
false
CCCC(C)C(C)(C)CC
164.182
35.3856
-0.6957
4
1
18
63.6
CC1CN(C=C)C(=S)N1O
C=CN1CC(C)N(O)C1=S
false
CCC1CC(C)C(C)C1C
S=C1NCCN1
158.226
42.5885
0.8101
2
1
20
26.71
CNC1=C(SC=N1)[N+]([O-])=O
CNc1ncsc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1cscn1
159.17
38.3151
1.093
5
1
15
68.06
O=S1(=O)NC2C=CC1C=C2
O=S1(=O)NC2C=CC1C=C2
true
CC1(C)CC2CCC1CC2
O=S1(=O)NC2C=CC1C=C2
157.194
37.9115
-0.2174
2
1
17
46.17
CC1(CN)CN(O)C(=S)N1
CC1(CN)CN(O)C(=S)N1
true
CCC1(C)CC(C)C(C)C1
S=C1NCCN1
161.23
41.6856
-0.7169
3
3
21
61.52
CC1=CC2=C(O1)SC(N)=C2
Cc1cc2cc(N)sc2o1
false
CC1CC2CC(C)CC2C1
c1cc2ccsc2o1
153.206
43.2404
2.38492
3
1
17
39.16
OC12C3CC(OC13)S2(=O)=O
O=S1(=O)C2CC3C(O2)C31O
false
CC1(C)C2CC3C(C2)C31C
O=S1(=O)C2CC3C(O2)C31
162.166
30.6376
-1.1518
4
1
16
63.6
N=C(C#C)N1SC(=O)C=C1
C#CC(=N)n1ccc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1cc[nH]s1
152.178
40.5367
0.36837
4
1
14
45.85
O=CNC=NC1=NC=CS1
O=CNC=Nc1nccs1
false
CCCCCC1CCCC1
c1cscn1
155.182
39.4657
0.5489
4
1
15
54.35
C=C(C1CO1)S(=O)(=O)C=O
C=C(C1CO1)S(=O)(=O)C=O
true
CCC(C)(C)C(C)C1CC1
C1CO1
162.166
34.5503
-0.4961
4
0
16
63.74
CC1=C(CCO1)S(O)(=O)=O
CC1=C(S(=O)(=O)O)CCO1
false
CC1CCCC1C(C)(C)C
C1=COCC1
164.182
34.8176
0.526
3
1
18
63.6
CC1=C(Cl)C(N)=C(O)N1N
Cc1c(Cl)c(N)c(O)n1N
false
CC1C(C)C(C)C(C)C1C
c1cc[nH]c1
161.592
40.4066
0.45152
4
3
18
77.2
OC1CC1N1SC(=N)N=C1
N=c1ncn(C2CC2O)s1
false
CC1CCC(C2CC2C)C1
N=c1ncn(C2CC2)s1
157.198
35.6195
-0.27023
5
2
17
61.9
NCC(=NO)C1=CSC=C1
NCC(=NO)c1ccsc1
false
CCC(CC)C1CCCC1
c1ccsc1
156.21
41.6969
0.8851
4
2
18
58.61
OC1CCC2=C1C(Cl)=CN2
OC1CCc2[nH]cc(Cl)c21
false
CC1CCC2CCC(C)C12
c1cc2c([nH]1)CCC2
157.6
39.0835
1.6477
1
2
18
36.02
C=NN1CCS(=O)(=O)C1=N
C=NN1CCS(=O)(=O)C1=N
true
CCC1CCC(C)(C)C1C
N=C1NCCS1(=O)=O
161.186
37.7685
-0.73283
4
1
17
73.59
OC1C(=N)N2CC2S1(=O)=O
N=C1C(O)S(=O)(=O)C2CN12
false
CC1C2CC2C(C)(C)C1C
N=C1CS(=O)(=O)C2CN12
162.17
33.1473
-1.64783
4
2
16
81.23
N=C1NN=C(CC2CO2)S1
N=c1[nH]nc(CC2CO2)s1
false
CC1CCC(CC2CC2)C1
N=c1[nH]nc(CC2CO2)s1
157.198
35.7634
-0.10803
4
2
17
65.06
CC1C(C)N1NS(C)(=O)=O
CC1C(C)N1NS(C)(=O)=O
true
CC1C(C)C1CC(C)(C)C
C1CN1
164.23
38.7425
-0.4568
3
1
22
49.18
NC1=C(N)N=C(CC#C)S1
C#CCc1nc(N)c(N)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
153.21
43.4758
0.4832
4
2
17
64.93
CCNS(=O)(=O)C1(C)CO1
CCNS(=O)(=O)C1(C)CO1
true
CCCC(C)(C)C1(C)CC1
C1CO1
165.214
36.9535
-0.3279
3
1
21
58.7
CC(=C)C1=C(Cl)C=C(O)O1
C=C(C)c1oc(O)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1ccoc1
158.584
40.0908
2.6717
2
1
17
33.37
CN(N=CC=C)S(C)(=O)=O
C=CC=NN(C)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
162.214
41.2958
0.0496
3
0
20
49.74
CCC(O)S(=O)(=O)CC#N
CCC(O)S(=O)(=O)CC#N
true
CCCC(C)(C)C(C)CC
163.198
35.6976
-0.34682
4
1
19
78.16
OCC1C=CC(O)S1(=O)=O
O=S1(=O)C(O)C=CC1CO
false
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CC1
164.182
34.9404
-1.3497
4
2
18
74.6
NCC1=C(OC=O)C=CS1
NCc1sccc1OC=O
false
CCCC1CCCC1CC
c1ccsc1
157.194
38.9024
0.742
4
1
17
52.32
CC1C2CS(=O)(=O)N=CN12
CC1C2CS(=O)(=O)N=CN12
true
CC1C2CCC(C)(C)CC12
O=S1(=O)CC2CN2C=N1
160.198
37.3678
-0.5692
3
0
18
49.51
COCC1COS(=O)(=O)C1
COCC1COS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCCO1
166.198
35.1048
-0.391
4
0
20
52.6
CC(N)CC1=CSNC1=O
CC(N)Cc1cs[nH]c1=O
false
CC(C)CC1CCCC1C
O=c1ccs[nH]1
158.226
42.2931
0.3261
3
2
20
58.88
CC1=C(CS(=O)(=O)C1)C=C
C=CC1=C(C)CS(=O)(=O)C1
false
CCC1CC(C)(C)CC1C
O=S1(=O)CC=CC1
158.222
41.5508
0.9173
2
0
20
34.14
O=C1NSC(CC2CN2)=C1
O=c1cc(CC2CN2)s[nH]1
false
CC1CCC(CC2CC2)C1
O=c1cc(CC2CN2)s[nH]1
156.21
40.4344
-0.0493
3
2
18
54.8
CCC(N)C1=CN=C(N)S1
CCC(N)c1cnc(N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.242
43.7458
1.1351
4
2
21
64.93
NN1CCN(C2CC2)C1=S
NN1CCN(C2CC2)C1=S
true
CC1CCC(C2CC2)C1C
S=C1NCCN1C1CC1
157.242
43.2194
-0.075
2
1
21
32.5
CC1=C(N=CS1)C1CCC1
Cc1scnc1C1CCC1
false
CC1CCCC1C1CCC1
c1nc(C2CCC2)cs1
153.25
43.443
2.71902
2
0
21
12.89
O=S1(=O)OCC2=NNCC12
O=S1(=O)OCC2=NNCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)OCC2=NNCC21
162.17
34.0975
-1.3258
5
1
16
67.76
CC(O)C1=CC(O)=C(C)S1
Cc1sc(C(C)O)cc1O
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
158.222
41.3546
1.81542
3
2
20
40.46
C(CC1=CN=NS1)C1CN1
c1nnsc1CCC1CN1
false
C1CCC(CCC2CC2)C1
c1nnsc1CCC1CN1
155.226
40.0207
0.4425
4
1
19
47.72
CC1=NSC2=C1C=CN2N
Cc1nsc2c1ccn2N
false
CC1CCC2C(C)CCC12
c1cc2cnsc2[nH]1
153.21
42.4974
1.12002
4
1
17
43.84
CC1C2CN1CS(=O)(=O)C2
CC1C2CN1CS(=O)(=O)C2
true
CC1C2CC1CC(C)(C)C2
O=S1(=O)CC2CN(C2)C1
161.226
38.3118
-0.3074
3
0
21
37.38
C#CC1=NC2=C(O1)C=CS2
C#Cc1nc2sccc2o1
false
CCC1CC2CCCC2C1
c1nc2sccc2o1
149.174
39.821
1.8706
3
0
13
26.03
CC(O)C(C)NC(=S)NN
CC(O)C(C)NC(=S)NN
true
CCC(C)CC(C)C(C)C
163.246
44.1996
-0.9065
3
4
23
70.31
N=C1NC(=S)NC2CC1C2
N=C1NC(=S)NC2CC1C2
true
CC1CC2CC(C2)C(C)C1
N=C1NC(=S)NC2CC1C2
155.226
43.1081
0.21997
2
3
19
47.91
CNN1NC(=O)C(Cl)=C1C
CNn1[nH]c(=O)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
O=c1cc[nH][nH]1
161.592
40.0844
0.31152
3
2
18
49.82
CS(=O)(=O)NCCCCO
CS(=O)(=O)NCCCCO
true
CCCCCCC(C)(C)C
167.23
39.1663
-0.6919
3
2
23
66.4
CS(=O)(=O)NCCN1CC1
CS(=O)(=O)NCCN1CC1
true
CC(C)(C)CCCC1CC1
C1CN1
164.23
39.2865
-1.1488
3
1
22
49.18
CNC(=S)N(N)CC1CC1
CNC(=S)N(N)CC1CC1
true
CCC(C)C(C)CC1CC1
C1CC1
159.258
45.2751
0.0764
2
2
23
41.29