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
CC1=CSC2=C1C=NC2=O
Cc1csc2c1C=NC2=O
false
CC1CCC2C(C)CCC12
O=C1N=Cc2ccsc21
151.19
40.9805
1.62922
2
0
15
29.43
CC(C=C)=CC1=NSN=N1
C=CC(C)=Cc1nnsn1
false
CCC(C)CC1CCCC1
c1nnsn1
153.21
41.552
1.5224
4
0
17
38.67
C=CC1NCS(=O)(=O)C1=C
C=CC1NCS(=O)(=O)C1=C
true
CCC1CCC(C)(C)C1C
C=C1CNCS1(=O)=O
159.21
40.0475
0.0302
3
1
19
46.17
ClC1=COC=C1NC1CC1
Clc1cocc1NC1CC1
false
CC1CCCC1CC1CC1
c1cc(NC2CC2)co1
157.6
40.3627
2.5073
2
1
18
25.17
NS(=O)(=O)C1(COC1)C=C
C=CC1(S(N)(=O)=O)COC1
false
CCC1(C(C)(C)C)CCC1
C1COC1
163.198
36.8542
-0.7701
3
1
19
69.39
CC(C)=CC1=CC(=N)SN1
CC(C)=Cc1cc(=N)s[nH]1
false
CC(C)CC1CCC(C)C1
N=c1cc[nH]s1
154.238
43.8494
1.97887
2
2
20
39.64
NS(=O)(=O)CC1NCC1O
NS(=O)(=O)CC1NCC1O
true
CC1CCC1CC(C)(C)C
C1CNC1
166.202
35.7717
-2.3924
4
3
20
92.42
CC(C=CC=C)S(C)(=O)=O
C=CC=CC(C)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
160.238
43.6428
1.1617
2
0
22
34.14
CC1=CC2=C(OC3CC23)S1
Cc1cc2c(s1)OC1CC21
false
CC1CC2CC3CC3C2C1
c1cc2c(s1)OC1CC21
152.218
40.83
2.30482
2
0
18
9.23
C=C1CC2NC(=S)NC2=C1
C=C1C=C2NC(=S)NC2C1
false
CC1CC2CC(C)CC2C1
C=C1C=C2NC(=S)NC2C1
152.222
44.4974
0.6765
1
2
18
24.06
CC1(OC1C=C)S(O)(=O)=O
C=CC1OC1(C)S(=O)(=O)O
false
CCC1CC1(C)C(C)(C)C
C1CO1
164.182
35.0236
0.1752
3
1
18
66.9
NCC1=NSC(OC=C)=N1
C=COc1nc(CN)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
157.198
38.6254
0.5191
5
1
17
61.03
C=CC1=NSC2=C1CNC2
C=Cc1nsc2c1CNC2
false
CCC1CCC2CCCC12
c1nsc2c1CNC2
152.222
42.7487
1.3893
3
1
18
24.92
CN=C1N(O)SN=C1C=C
C=Cc1nsn(O)c1=NC
false
CCC1CCC(C)C1CC
N=c1cns[nH]1
157.198
38.8665
0.3554
5
1
17
50.41
NC(=O)N(CC=C)C(N)=S
C=CCN(C(N)=O)C(N)=S
false
CCCC(C(C)C)C(C)C
159.214
43.2718
-0.2033
2
2
19
72.35
CN(C=N)S(=O)(=O)N1CC1
CN(C=N)S(=O)(=O)N1CC1
true
CCC(C)C(C)(C)C1CC1
C1CN1
163.202
37.0395
-0.91433
3
1
19
64.24
NCCCCC1=NSC=C1
NCCCCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
156.254
44.1064
1.4245
3
1
22
38.91
N=CNS(=O)(=O)N1CCC1
N=CNS(=O)(=O)N1CCC1
true
CCCC(C)(C)C1CCC1
C1CNC1
163.202
37.0292
-0.86643
3
2
19
73.26
CS(=O)(=O)C=CCON=C
C=NOCC=CS(C)(=O)=O
false
CCCCCCC(C)(C)C
163.198
39.4848
0.1769
4
0
19
55.73
CC1NC(=S)NC1CC#N
CC1NC(=S)NC1CC#N
true
CCCC1CC(C)CC1C
S=C1NCCN1
155.226
42.3494
0.13488
2
2
19
47.85
CC#CC(O)C1=CSC=N1
CC#CC(O)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
153.206
40.5238
1.1998
3
1
17
33.12
C=CCC1=NN=C(S1)C#C
C#Cc1nnc(CC=C)s1
false
CCCC1CCC(CC)C1
c1nncs1
150.206
41.745
1.2479
3
0
16
25.78
O=CN1C2CS(=O)(=O)CC12
O=CN1C2CS(=O)(=O)CC21
false
CCC1C2CC(C)(C)CC12
O=S1(=O)CC2NC2C1
161.182
34.1328
-1.376
3
0
17
54.22
CC1=CC=C2NCC2=C1Cl
Cc1ccc2c(c1Cl)CN2
false
CC1CCC2CCC2C1C
c1ccc2c(c1)CN2
153.612
43.5157
2.57392
1
1
18
12.03
S=C1NC2CC2N1CC#C
C#CCN1C(=S)NC2CC21
false
CCCC1C(C)CC2CC21
S=C1NC2CC2N1
152.222
43.4657
-0.0494
1
1
18
15.27
CNCC1=C(C)C(Cl)=CS1
CNCc1scc(Cl)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
175.684
46.8297
2.42932
2
1
20
12.03
CN1N=CC(NC1=S)C=C
C=CC1C=NN(C)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NCC=NN1
155.226
45.9737
0.3467
2
1
19
27.63
NC1=C(O)NC2=C1N=CS2
Nc1c(O)[nH]c2scnc12
false
CC1CC2CCCC2C1C
c1cc2ncsc2[nH]1
155.182
40.0479
0.9122
4
3
15
74.93
CC1C2CC(=C)S(=O)(=O)C12
C=C1CC2C(C)C2S1(=O)=O
false
CC1C2CC(C)C(C)(C)C12
C=C1CC2CC2S1(=O)=O
158.222
39.1188
0.9531
2
0
20
34.14
CC1(N)CC=NNS1(=O)=O
CC1(N)CC=NNS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CCC=NN1
163.202
37.7569
-1.0298
4
2
19
84.55
O=C(NC1=NSC=N1)C#C
C#CC(=O)Nc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
153.166
37.3717
0.1098
4
1
13
54.88
C#CCC1NC2=CSN=C12
C#CCC1Nc2csnc21
false
CCCC1CC2CCCC12
c1snc2c1NC2
150.206
41.9277
1.633
3
1
16
24.92
O=S1(=O)CC2(CCC=C2)N1
O=S1(=O)CC2(C=CCC2)N1
false
CC1(C)CC2(CCCC2)C1
O=S1(=O)CC2(C=CCC2)N1
159.21
38.0275
0.0082
2
1
19
46.17
CN(N)C1=NS(=O)(=O)CC1
CN(N)C1=NS(=O)(=O)CC1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CCC=N1
163.202
37.7892
-1.0761
4
1
19
75.76
CCCCC1=CSC=C1O
CCCCc1cscc1O
false
CCCCC1CCCC1C
c1ccsc1
156.25
44.5958
2.7963
2
1
22
20.23
CCC(CC)NC(=S)NC
CCC(CC)NC(=S)NC
true
CCC(C)CC(CC)CC
160.286
49.1634
1.2689
1
2
26
24.06
CC1=CC=C(CC(N)=N)S1
Cc1ccc(CC(=N)N)s1
false
CC(C)CC1CCC(C)C1
c1ccsc1
154.238
44.6741
1.53499
2
2
20
49.87
O=CC1=NSC(=N1)C1CC1
O=Cc1nsc(C2CC2)n1
false
CCC1CCC(C2CC2)C1
c1nsc(C2CC2)n1
154.194
37.2715
1.228
4
0
16
42.85
CC(N)C1=C(C)NSC1=N
Cc1[nH]sc(=N)c1C(C)N
false
CC(C)C1C(C)CCC1C
N=c1cc[nH]s1
157.242
41.8638
0.88379
3
3
21
65.66
CC1NC1(C)CS(O)(=O)=O
CC1NC1(C)CS(=O)(=O)O
false
CC1CC1(C)CC(C)(C)C
C1CN1
165.214
37.4183
-0.3754
3
2
21
76.31
CNC1C(O)C2=NSN=C12
CNC1c2nsnc2C1O
false
CCC1C(C)C2CCCC12
C1Cc2nsnc21
157.198
36.6695
-0.1544
5
2
17
58.04
NC1=COC(CCO)=C1Cl
Nc1coc(CCO)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
161.588
38.9202
1.05
3
2
18
59.39
CC1(CC2=CSN=C12)C#C
C#CC1(C)Cc2csnc21
false
CCC1(C)CC2CCCC21
c1snc2c1CC2
149.218
42.003
1.5901
2
0
17
12.89
ClC1=CN2CC=CCC2=C1
Clc1cc2n(c1)CC=CC2
false
CC1CC2CCCCC2C1
C1=CCn2cccc2C1
153.612
42.286
2.2538
1
0
18
4.93
NC1=CN2SC=CC2=C1N
Nc1cn2sccc2c1N
false
CC1CC2CCCC2C1C
c1cc2ccsn2c1
153.21
44.0988
1.1652
4
2
17
56.45
C=C1CN2CC1S(=O)(=O)C2
C=C1CN2CC1S(=O)(=O)C2
true
CC1CC2CC1C(C)(C)C2
C=C1CN2CC1S(=O)(=O)C2
159.21
38.2878
-0.3873
3
0
19
37.38
CC1=C(N)CC(=C)S1(=O)=O
C=C1CC(N)=C(C)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1CC=CS1(=O)=O
159.21
39.5642
0.5088
3
1
19
60.16
CN(C=NC(C)=O)C(N)=S
CC(=O)N=CN(C)C(N)=S
false
CC(C)CCC(C)C(C)C
159.214
43.7214
-0.2634
2
1
19
58.69
CCN1SN=C(CO)C1=N
CCn1snc(CO)c1=N
false
CCC1CCC(CC)C1C
N=c1cns[nH]1
159.214
37.5555
-0.06373
5
2
19
61.9
CC1C2OS(=O)(=O)CC12N
CC1C2OS(=O)(=O)CC12N
true
CC1C2CC(C)(C)CC12C
O=S1(=O)CC2CC2O1
163.198
34.7422
-0.9378
4
1
19
69.39
CCON(C)C(=S)NN=C
C=NNC(=S)N(C)OCC
false
CCCC(C)C(C)CCC
161.23
44.6717
0.3598
3
1
21
36.86
CC=CCCC1=NSN=N1
CC=CCCc1nnsn1
false
CCCCCC1CCCC1
c1nnsn1
155.226
40.839
1.4418
4
0
19
38.67
CN1CC(O)CN(C)C1=S
CN1CC(O)CN(C)C1=S
true
CC1CC(C)C(C)C(C)C1
S=C1NCCCN1
160.242
43.8648
-0.4906
2
1
22
26.71
CC=CN(N=C)S(C)(=O)=O
C=NN(C=CC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
162.214
41.0458
0.3972
3
0
20
49.74
NC1=NSN=C1C1CCC1
Nc1nsnc1C1CCC1
false
CC1CCCC1C1CCC1
c1nsnc1C1CCC1
155.226
40.9134
1.3878
4
1
19
51.8
OCC1CC2=C(O)SC=C12
OCC1Cc2c1csc2O
false
CCC1CC2C(C)CCC12
c1scc2c1CC2
156.206
39.5146
1.0857
3
2
18
40.46
O=CCC1=NC=C(S1)C#C
C#Cc1cnc(CC=O)s1
false
CCCC1CCC(CC)C1
c1cscn1
151.19
39.817
0.8658
3
0
15
29.96
CCC(CN)C1=NSC=N1
CCC(CN)c1ncsn1
false
CCC(CC)C1CCCC1
c1ncsn1
157.242
41.9954
0.9904
4
1
21
51.8
CNCC(C)(C)S(C)(=O)=O
CNCC(C)(C)S(C)(=O)=O
true
CCCC(C)(C)C(C)(C)C
165.258
42.8495
0.029
3
1
25
46.17
CC(CCN)C1=CSC=C1
CC(CCN)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
155.266
46.4054
2.2004
2
1
23
26.02
NCC=CC1=C(Cl)C=NS1
NCC=Cc1sncc1Cl
false
CCCCC1CCCC1C
c1cnsc1
174.656
45.2124
1.7684
3
1
17
38.91
C=CN1C(=N)SC=C1C=O
C=Cn1c(C=O)csc1=N
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
154.194
39.9382
0.94207
4
1
16
45.85
CCCC1=CSC(O1)=NN
CCCc1csc(=NN)o1
false
CCCC1CCC(CC)C1
N=c1occs1
158.226
40.3304
1.068
4
1
20
51.52
CC1=C(Cl)C(O)=C(CN)S1
Cc1sc(CN)c(O)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccsc1
177.656
43.6222
1.87422
3
2
18
46.25
O=S1(=O)CC=NN=CCO1
O=S1(=O)CC=NN=CCO1
true
CC1(C)CCCCCCC1
O=S1(=O)CC=NN=CCO1
162.17
36.7228
-0.597
5
0
16
68.09
NS(=O)(=O)C=C1CNN=C1
NS(=O)(=O)C=C1C=NNC1
false
CC(C)(C)CC1CCCC1
C=C1C=NNC1
161.186
37.6849
-1.2522
4
2
17
84.55
O=S1(=O)OCC=CC1C#C
C#CC1C=CCOS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)CC=CCO1
158.178
36.6328
-0.0956
3
0
16
43.37
CCN1C=C(Cl)C=C1C#N
CCn1cc(Cl)cc1C#N
false
CCC1CC(C)CC1CC
c1cc[nH]c1
154.6
39.831
2.03308
2
0
17
28.72
CCC1COC2=C1SC=C2
CCC1COc2ccsc21
false
CCC1CCC2CCCC12
c1cc2c(s1)CCO2
154.234
42.846
2.6341
2
0
20
9.23
NC(=N)C1=C(CO)SC=N1
N=C(N)c1ncsc1CO
false
CCC1CCCC1C(C)C
c1cscn1
157.198
39.0529
-0.08053
4
3
17
82.99
CC1CC(C)=CN1C(N)=S
CC1=CN(C(N)=S)C(C)C1
false
CC1CC(C)C(C(C)C)C1
C1=CNCC1
156.254
46.4604
1.228
1
1
22
29.26
CC=CCS(=O)(=O)CCO
CC=CCS(=O)(=O)CCO
true
CCCCC(C)(C)CCC
164.226
40.5536
-0.0304
3
1
22
54.37
CCC1(C)CN(C)C(=S)N1
CCC1(C)CN(C)C(=S)N1
true
CCC1(C)CC(C)C(C)C1
S=C1NCCN1
158.27
47.0597
0.975
1
1
24
15.27
O=S1(=O)NNC2CC=CC12
O=S1(=O)NNC2CC=CC21
false
CC1(C)CCC2CCCC21
O=S1(=O)NNC2CC=CC21
160.198
36.5242
-0.8789
3
2
18
58.2
CNC1C2C=CC1S2(=O)=O
CNC1C2C=CC1S2(=O)=O
true
CCC1C2CCC1C2(C)C
O=S1(=O)C2C=CC1C2
159.21
38.4835
-0.6902
3
1
19
46.17
NC1=C(SN=N1)C1CC1O
Nc1nnsc1C1CC1O
false
CC1CCCC1C1CC1C
c1nnsc1C1CC1
157.198
37.6862
-0.0315
5
2
17
72.03
CC#CCC1=NSC(O)=C1
CC#CCc1cc(O)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
153.206
40.9328
1.4145
3
1
17
33.12
NCCC1OC2=CSN=C12
NCCC1Oc2csnc21
false
CCCC1CC2CCCC12
c1snc2c1OC2
156.21
39.1544
0.9254
4
1
18
48.14
CNC1=CSC(=NC)N1C
CN=c1scc(NC)n1C
false
CCC1CCC(CC)C1C
N=c1[nH]ccs1
157.242
44.3237
0.6588
4
1
21
29.32
CC=CS(=O)(=O)C(O)C#C
C#CC(O)S(=O)(=O)C=CC
false
CCCC(C)(C)C(C)CC
160.194
38.5736
-0.1136
3
1
18
54.37
CC1=C(O)C(N)=C(CO)S1
Cc1sc(CO)c(N)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.21
41.056
0.83662
4
3
19
66.48
COS(=O)(=O)C(O)C(C)C
COS(=O)(=O)C(O)C(C)C
true
CCC(C)(C)C(C)C(C)C
168.214
36.7736
-0.063
4
1
22
63.6
C=CS(=O)(=O)C1=CC=CC1
C=CS(=O)(=O)C1=CC=CC1
true
CCC(C)(C)C1CCCC1
C1=CCC=C1
156.206
40.9568
1.3885
2
0
18
34.14
CC1=CSC2=C1C=NNC2
Cc1csc2c1C=NNC2
false
CC1CCC2CCCCC12
C1=NNCc2sccc21
152.222
43.4897
1.49362
3
1
18
24.39
CCC(CS(C)(=O)=O)C=C
C=CC(CC)CS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
162.254
43.6888
1.2432
2
0
24
34.14
CNC1=C(SN=C1)N1CC1
CNc1cnsc1N1CC1
false
CCC1CCCC1C1CC1
c1cc(N2CC2)sn1
155.226
43.8737
1.0048
4
1
19
27.93
ClC1=CN2CCC=CC2=C1
Clc1cc2n(c1)CCC=C2
false
CC1CC2CCCCC2C1
C1=Cc2cccn2CC1
153.612
43.093
2.5584
1
0
18
4.93
NC(=N)C1=CN=C(S1)C=O
N=C(N)c1cnc(C=O)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
155.182
38.5176
0.23967
4
2
15
79.83
CNS(=O)(=O)C=CCC#C
C#CCC=CS(=O)(=O)NC
false
CCCCCC(C)(C)CC
159.21
40.5695
0.0726
2
1
19
46.17
NC(=S)N1C=CC(=O)C=N1
NC(=S)n1ccc(=O)cn1
false
CC1CCC(C(C)C)CC1
O=c1cc[nH]nc1
155.182
40.6804
-0.665
4
1
15
60.91
O=S1(=O)OC2CC1NN=C2
O=S1(=O)OC2C=NNC1C2
false
CC1(C)CC2CCCC1C2
O=S1(=O)OC2C=NNC1C2
162.17
33.8255
-0.9798
5
1
16
67.76
COC1=C(C)C(N)=C(O)S1
COc1sc(O)c(N)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.21
41.6852
1.35292
4
2
19
55.48
CC1=CC(O)=CC(O)=C1Cl
Cc1cc(O)cc(O)c1Cl
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
158.584
39.5186
2.05962
2
2
17
40.46
CN(N)C(=S)N(O)CC=C
C=CCN(O)C(=S)N(C)N
false
CCCC(C)C(C)C(C)C
161.23
43.2379
-0.046
3
2
21
52.73
O=S1(=O)CC2CN2C11CC1
O=S1(=O)CC2CN2C12CC2
false
CC1(C)CC2CC2C12CC2
O=S1(=O)CC2CN2C12CC2
159.21
36.2458
-0.4109
3
0
19
37.15
CN(C)C1=CC(=O)N(N)S1
CN(C)c1cc(=O)n(N)s1
false
CC(C)C1CC(C)C(C)C1
O=c1ccs[nH]1
159.214
43.0564
-0.3104
5
1
19
51.26
C=CC1NS(=O)(=O)C2NC12
C=CC1NS(=O)(=O)C2NC12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)NCC2NC21
160.198
36.7522
-1.2281
3
2
18
68.11
CCS(=O)(=O)N(O)C=CC
CC=CN(O)S(=O)(=O)CC
false
CCCC(C)C(C)(C)CC
165.214
37.9003
0.5609
3
1
21
57.61
CC1=C(CO)SC(CN)=C1
Cc1cc(CN)sc1CO
false
CCC1CC(C)C(CC)C1
c1ccsc1
157.238
42.8702
1.00752
3
2
21
46.25
CN1C=C(N)C(Cl)=CC1=N
Cn1cc(N)c(Cl)cc1=N
false
CC1CC(C)C(C)CC1C
N=c1cccc[nH]1
157.604
40.6901
0.74017
3
2
18
54.8