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
NCC1CN(C=O)C(=S)N1
NCC1CN(C=O)C(=S)N1
true
CCC1CC(C)C(CC)C1
S=C1NCCN1
159.214
41.3461
-1.3398
3
2
19
58.36
O=CC1NC1S(=O)(=O)C#C
C#CS(=O)(=O)C1NC1C=O
false
CCC1CC1C(C)(C)CC
C1CN1
159.166
34.5285
-1.5113
4
1
15
73.15
CCN1NCC(O)S1(=O)=O
CCN1NCC(O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CCNN1
166.202
35.3093
-1.5253
4
2
20
69.64
CC1=NN=C(S1)C1(O)CC1
Cc1nnc(C2(O)CC2)s1
false
CC1CCC(C2(C)CC2)C1
c1nnc(C2CC2)s1
156.21
37.7768
0.82792
4
1
18
46.01
C=CC=CS(=O)(=O)NC=N
C=CC=CS(=O)(=O)NC=N
true
CCCCC(C)(C)CCC
160.198
40.1762
0.21257
3
2
18
70.02
N=C1NCC2=CC(=O)SN12
N=C1NCc2cc(=O)sn21
false
CC1CC2CCC(C)C2C1
N=C1NCc2cc(=O)sn21
155.182
38.5434
-0.20413
4
2
15
57.88
CC1=CC2=C(S1)N=C(N)S2
Cc1cc2sc(N)nc2s1
false
CC1CC2CC(C)CC2C1
c1nc2sccc2s1
170.262
46.6464
2.24842
4
1
16
38.91
CC1OS(=O)(=O)CC2CC12
CC1OS(=O)(=O)CC2CC21
false
CC1CC(C)(C)CC2CC12
O=S1(=O)CC2CC2CO1
162.21
35.9308
0.371
3
0
20
43.37
CC1CCN2N=CC(Cl)=C12
CC1CCn2ncc(Cl)c21
false
CC1CCC2CCC(C)C12
c1cc2n(n1)CCC2
156.616
40.269
2.0437
2
0
19
17.82
C=NNC1CCNS1(=O)=O
C=NNC1CCNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCCN1
163.202
38.0122
-1.1592
4
2
19
70.56
CS(=O)(=O)C=CC(=O)C=O
CS(=O)(=O)C=CC(=O)C=O
true
CCC(C)CCC(C)(C)C
162.166
35.0548
-0.6873
4
0
16
68.28
C#CC1CN=C2SC=NN12
C#CC1CN=C2SC=NN21
false
CCC1CCC2CCCC12
C1=NN2CCN=C2S1
151.194
42.845
0.3499
4
0
15
27.96
CC1=CCNC(=S)NOC1
CC1=CCNC(=S)NOC1
true
CC1CCCC(C)CCC1
S=C1NCC=CCON1
158.226
43.4454
0.342
2
2
20
33.29
O=CCCC1=CSC(=O)N1
O=CCCc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.194
39.3247
0.5679
3
1
17
49.93
ClC1=C(OC(C=C)=C1)C#N
C=Cc1cc(Cl)c(C#N)o1
false
CCC1CC(C)C(CC)C1
c1ccoc1
153.568
38.524
2.44768
2
0
14
36.93
CNS(=O)(=O)NCCCO
CNS(=O)(=O)NCCCO
true
CCCCCC(C)(C)CC
168.218
37.685
-1.5774
3
3
22
78.43
COC1=CSC(NC=N)=C1
COc1csc(NC=N)c1
false
CCCC1CCC(CC)C1
c1ccsc1
156.21
43.2774
1.77567
3
2
18
45.11
CC1C2NNC(=S)NC12C
CC1C2NNC(=S)NC12C
true
CC1CCC2C(C)C2(C)C1
S=C1NNC2CC2N1
157.242
43.3621
-0.2543
2
3
21
36.09
CC(C=C)C1=C(C)C=NS1
C=CC(C)c1sncc1C
false
CCC(C)C1CCCC1C
c1cnsc1
153.25
45.463
2.74102
2
0
21
12.89
O=S1(=O)NC2CC2C2CN12
O=S1(=O)NC2CC2C2CN21
false
CC1(C)CC2CC2C2CC21
O=S1(=O)NC2CC2C2CN21
160.198
34.4445
-1.0929
2
1
18
49.18
COC(C)CC1=CN=NS1
COC(C)Cc1cnns1
false
CCC(C)CC1CCCC1
c1csnn1
158.226
40.084
1.1155
4
0
20
35.01
NC1=CSC2=C1NC=C2O
Nc1csc2c(O)c[nH]c12
false
CC1CCC2C(C)CCC12
c1cc2sccc2[nH]1
154.194
42.2529
1.5172
3
3
16
62.04
NC(=S)N1OCC2CCC12
NC(=S)N1OCC2CCC21
false
CC(C)C1CCC2CCC21
C1CC2NOCC12
158.226
41.0884
0.2558
2
1
20
38.49
NN1CCCC(O)S1(=O)=O
NN1CCCC(O)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CCCCN1
166.202
35.054
-1.3959
4
2
20
83.63
CC(C)N1C=C(O)C(Cl)=C1
CC(C)n1cc(O)c(Cl)c1
false
CC(C)C1CC(C)C(C)C1
c1cc[nH]c1
159.616
41.4918
2.428
2
1
20
25.16
S=C1NCC2(CN2)CON1
S=C1NCC2(CN2)CON1
true
CC1CCCC2(CC1)CC2
S=C1NCC2(CN2)CON1
159.214
40.4221
-1.2623
3
3
19
55.23
ON1C(=N)SN=C1C1CC1
N=c1snc(C2CC2)n1O
false
CC1CCC(C2CC2)C1C
N=c1[nH]c(C2CC2)ns1
157.198
35.1182
0.53877
5
2
17
61.9
CN=C1CCNS(=O)(=O)N1
CN=C1CCNS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
N=C1CCNS(=O)(=O)N1
163.202
38.0342
-1.1576
3
2
19
70.56
CC1NC2C1C=CS2(=O)=O
CC1NC2C1C=CS2(=O)=O
true
CC1CC2C1CCC2(C)C
O=S1(=O)C=CC2CNC21
159.21
37.9355
-0.1375
3
1
19
46.17
CC(N)(C#C)C1=CN=CS1
C#CC(C)(N)c1cncs1
false
CCC(C)(C)C1CCCC1
c1cscn1
152.222
42.4864
0.9502
3
1
18
38.91
COCC#CC1=NN=CS1
COCC#Cc1nncs1
false
CCCCCC1CCCC1
c1nncs1
154.194
38.663
0.536
4
0
16
35.01
CC(CC#C)S(=O)(=O)C#C
C#CCC(C)S(=O)(=O)C#C
false
CCCC(C)C(C)(C)CC
156.206
40.6648
0.4037
2
0
18
34.14
CC(=C)CNCS(C)(=O)=O
C=C(C)CNCS(C)(=O)=O
false
CC(C)CCCC(C)(C)C
163.242
42.5275
0.1542
3
1
23
46.17
CN(C1CC1(C)C)C(N)=S
CN(C(N)=S)C1CC1(C)C
false
CC(C)C(C)C1CC1(C)C
C1CC1
158.27
46.7344
0.9603
1
1
24
29.26
CNC1=C(SC=C1)C(N)=N
CNc1ccsc1C(=N)N
false
CCC1CCCC1C(C)C
c1ccsc1
155.226
44.8818
1.07387
3
3
19
61.9
CC(C)(C)C1COS1(=O)=O
CC(C)(C)C1COS1(=O)=O
true
CC(C)(C)C1CCC1(C)C
O=S1(=O)CCO1
164.226
38.1148
0.7611
3
0
22
43.37
CNC(=O)NS(=O)(=O)C=C
C=CS(=O)(=O)NC(=O)NC
false
CCC(C)CC(C)(C)CC
164.186
36.7082
-0.6113
3
2
18
75.27
ON1C(C=C)=CCS1(=O)=O
C=CC1=CCS(=O)(=O)N1O
false
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CN1
161.182
35.6923
0.0909
3
1
17
57.61
C#CC1=CSC(CC#N)=N1
C#Cc1csc(CC#N)n1
false
CCCC1CCC(CC)C1
c1cscn1
148.19
39.366
1.19048
3
0
14
36.68
CC1=NNC2=C(N1)SC=C2
CC1=NNc2ccsc2N1
false
CC1CCC2CCCC2C1
C1=NNc2ccsc2N1
153.21
44.6734
1.9189
4
2
17
36.42
CC(C#CC#C)S(O)(=O)=O
C#CC#CC(C)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
158.178
37.6196
-0.1007
2
1
16
54.37
CC1=COC2=C1SC=C2O
Cc1coc2c(O)csc12
false
CC1CCC2C(C)CCC12
c1cc2sccc2o1
154.19
40.4928
2.50832
3
1
16
33.37
OS(=O)(=O)CC1CC1C#N
N#CC1CC1CS(=O)(=O)O
false
CCC1CC1CC(C)(C)C
C1CC1
161.182
33.6256
0.03388
3
1
17
78.16
O=S1(=O)N=CC2=C1CCC2
O=S1(=O)N=CC2=C1CCC2
true
CC1(C)CCC2CCCC21
O=S1(=O)N=CC2=C1CCC2
157.194
38.2888
0.8386
2
0
17
46.5
COC(C=C)C1=NN=CS1
C=CC(OC)c1nncs1
false
CCC(CC)C1CCCC1
c1nncs1
156.21
39.856
1.4116
4
0
18
35.01
O=S1(=O)CC(CN1)C1CO1
O=S1(=O)CC(C2CO2)CN1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CC(C2CO2)CN1
163.198
35.0195
-1.0656
3
1
19
58.7
CC(O)CN1C=NSC1=N
CC(O)Cn1cnsc1=N
false
CC(C)CC1CCCC1C
N=c1[nH]cns1
159.214
37.6395
-0.19513
5
2
19
61.9
CC1NC1C1=C(C)SN=C1
Cc1sncc1C1NC1C
false
CC1CCCC1C1CC1C
c1nscc1C1CN1
154.238
42.1897
1.48432
3
1
20
34.83
NC1=C2CON=CC2=CS1
Nc1scc2c1CON=C2
false
CC1CCC2CCCCC12
C1=NOCc2cscc21
154.194
41.1144
1.1944
4
1
16
47.61
CCC1=CC(=CS1)C(C)C
CCc1cc(C(C)C)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
154.278
47.786
3.4339
1
0
24
0
CC1N=CN=CNS1(=O)=O
CC1N=CN=CNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CN=CN=CN1
161.186
38.5015
-0.678
4
1
17
70.89
NC1=NN=C(OC2CC2)S1
Nc1nnc(OC2CC2)s1
false
CC1CCC(CC2CC2)C1
c1nnc(OC2CC2)s1
157.198
37.9714
0.6615
5
1
17
61.03
CON1C(CNC1=S)C=C
C=CC1CNC(=S)N1OC
false
CCC1CCC(C)C1CC
S=C1NCCN1
158.226
43.4337
0.2925
2
1
20
24.5
CC(CN)C1=CSC(C)=N1
Cc1nc(C(C)CN)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.254
44.3204
1.51372
3
1
22
38.91
OC=C(C#C)C1=CC=CS1
C#CC(=CO)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
150.202
43.7578
2.2802
2
1
16
20.23
CCCCNC1=CSC=C1
CCCCNc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
155.266
47.7167
2.9601
2
1
23
12.03
CC1=C(O)C=CC(Cl)=C1O
Cc1c(O)ccc(Cl)c1O
false
CC1CCC(C)C(C)C1C
c1ccccc1
158.584
39.5186
2.05962
2
2
17
40.46
OCC1=NNC2=CSN=C12
OCc1n[nH]c2csnc12
false
CCC1CCC2CCCC12
c1n[nH]c2csnc12
155.182
37.6885
0.5117
4
2
15
61.8
CC=CC1=C2OCC2=NS1
CC=Cc1snc2c1OC2
false
CCCC1CCC2CCC12
c1snc2c1OC2
153.206
41.154
2.0686
3
0
17
22.12
O=S1(=O)NN=C2OC=CC12
O=S1(=O)NN=C2OC=CC21
false
CC1(C)CCC2CCCC21
O=S1(=O)NN=C2OC=CC21
160.154
33.5035
-0.8546
4
1
14
67.76
CC12CCC(C=C1)S2(=O)=O
CC12C=CC(CC1)S2(=O)=O
false
CC12CCC(CC1)C2(C)C
O=S1(=O)C2C=CC1CC2
158.222
39.4868
0.8921
2
0
20
34.14
ClC1=CC=NN2CCN=C12
ClC1=CC=NN2CCN=C12
true
CC1CCCC2CCCC12
C1=CC2=NCCN2N=C1
155.588
41.436
0.8226
3
0
16
27.96
OC(=O)CC1CCS1(=O)=O
O=C(O)CC1CCS1(=O)=O
false
CC(C)CC1CCC1(C)C
O=S1(=O)CCC1
164.182
34.4446
-0.3518
3
1
18
71.44
OCC1=CSC(O)=C1C=C
C=Cc1c(CO)csc1O
false
CCC1CCC(C)C1CC
c1ccsc1
156.206
41.9976
1.589
3
2
18
40.46
CNC1=NOC2=C1SC=C2
CNc1noc2ccsc12
false
CCC1CCC2CCCC12
c1cc2oncc2s1
154.194
41.4327
1.931
4
1
16
38.06
CCOC1(C)CNS1(=O)=O
CCOC1(C)CNS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CCN1
165.214
36.9535
-0.3279
3
1
21
55.4
CCC1(CC)OCS1(=O)=O
CCC1(CC)OCS1(=O)=O
true
CCC1(CC)CCC1(C)C
O=S1(=O)COC1
164.226
38.1848
0.9052
3
0
22
43.37
CC1=C(SN=C1NO)C=C
C=Cc1snc(NO)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
156.21
42.3512
1.89562
4
2
18
45.15
CCC(=O)OC1=NC=CS1
CCC(=O)Oc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
157.194
38.04
1.4585
4
0
17
39.19
CC=C(C#C)C1=NN=NS1
C#CC(=CC)c1nnns1
false
CCC(CC)C1CCCC1
c1nnns1
151.194
40.188
0.9696
4
0
15
38.67
CC1CC2CC1N2C(N)=S
CC1CC2CC1N2C(N)=S
true
CC(C)C1C2CC(C)C1C2
C1CC2CC1N2
156.254
44.5984
0.7127
1
1
22
29.26
CC1=C(N=CS1)N1CCC1
Cc1scnc1N1CCC1
false
CC1CCCC1C1CCC1
c1nc(N2CCC2)cs1
154.238
43.681
1.66162
3
0
20
16.13
COCC1=NSN=C1CN
COCc1nsnc1CN
false
CCCC1CCCC1CC
c1cnsn1
159.214
38.5134
0.1432
5
1
19
61.03
CC=CC1=C(C)C(O)=CS1
CC=Cc1scc(O)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
154.234
45.4288
2.79522
2
1
20
20.23
O=C1CNC1C1=CN=CS1
O=C1CNC1c1cncs1
false
CC1CCC1C1CCCC1
O=C1CNC1c1cncs1
154.194
37.8647
0.3565
4
1
16
41.99
CC1COS(=O)(=O)C1CN
CC1COS(=O)(=O)C1CN
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCCO1
165.214
36.8782
-0.6902
4
1
21
69.39
CCC1OC1C1=CSC=N1
CCC1OC1c1cscn1
false
CCC1CC1C1CCCC1
c1nc(C2CO2)cs1
155.222
40.019
1.993
3
0
19
25.42
COC1CC2=C(O1)SN=C2
COC1Cc2cnsc2O1
false
CCC1CC2CCCC2C1
c1nsc2c1CCO2
157.194
37.243
1.0505
4
0
17
31.35
CC#CCOC1=NN=CS1
CC#CCOc1nncs1
false
CCCCCC1CCCC1
c1nncs1
154.194
38.854
0.9402
4
0
16
35.01
CCOC(C)S(=O)(=O)NN
CCOC(C)S(=O)(=O)NN
true
CCCC(C)C(C)(C)CC
168.218
37.3309
-0.838
4
2
22
81.42
CC1=C(N)SC2=C1COC2
Cc1c(N)sc2c1COC2
false
CC1CC2CCCC2C1C
c1cc2c(s1)COC2
155.222
41.9614
1.66892
3
1
19
35.25
O=S1(=O)CC2CCC3C1N23
O=S1(=O)CC2CCC3C1N23
true
CC1(C)CC2CCC3C2C31
O=S1(=O)CC2CCC3C1N23
159.21
36.2238
-0.4125
3
0
19
37.15
CC1NC(=S)NOCC1=C
C=C1CONC(=S)NC1C
false
CC1CCCC(C)C(C)C1
C=C1CNC(=S)NOC1
158.226
43.4234
0.3404
2
2
20
33.29
OC1=C(CC2CC2)SC=N1
Oc1ncsc1CC1CC1
false
CC1CCCC1CC1CC1
c1ncc(CC2CC2)s1
155.222
40.2068
1.8012
3
1
19
33.12
CN1SC(=O)C2=C1C=NN2
Cn1sc(=O)c2[nH]ncc21
false
CC1CC(C)C2CCCC12
O=c1s[nH]c2cn[nH]c12
155.182
39.2117
0.3231
4
1
15
50.68
CNC(=NC)C1=CC=NS1
CN=C(NC)c1ccns1
false
CCC(CC)C1CCCC1
c1cnsc1
155.226
43.6347
0.7389
3
1
19
37.28
CCNCC1=CC(Cl)=CN1
CCNCc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
158.632
43.1834
1.7776
1
2
21
27.82
C=C1NCC2=C1C(=O)SN2
C=C1NCc2[nH]sc(=O)c21
false
CC1CCC2CCC(C)C12
C=C1NCc2[nH]sc(=O)c21
154.194
40.8134
0.5103
3
2
16
44.89
N#CC1CCC2=C1N=NS2
N#CC1CCc2snnc21
false
CCC1CCC2CCCC12
C1Cc2nnsc2C1
151.194
36.584
1.09148
4
0
15
49.57
CN1N=CC2OC2S1(=O)=O
CN1N=CC2OC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)NN=CC2OC21
162.17
33.8358
-1.0277
4
0
16
62.27
CC12OC1CS(=O)(=O)C2O
CC12OC1CS(=O)(=O)C2O
true
CC1C(C)(C)CC2CC21C
O=S1(=O)CC2OC2C1
164.182
33.0716
-1.1093
4
1
18
66.9
C=NNCS(=O)(=O)C1CN1
C=NNCS(=O)(=O)C1CN1
true
CCCCC(C)(C)C1CC1
C1CN1
163.202
38.2622
-1.5068
5
2
19
80.47
CCC1CCC2=C1SC=N2
CCC1CCc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CCC2
153.25
43.467
2.5829
2
0
21
12.89
CC1N(C)C(=S)NC11CC1
CC1N(C)C(=S)NC12CC2
false
CC1CC2(CC2)C(C)C1C
S=C1NCC2(CC2)N1
156.254
44.9237
0.7274
1
1
22
15.27
CC1CN(N(C)C)C(=S)N1
CC1CN(N(C)C)C(=S)N1
true
CC1CC(C)C(C(C)C)C1
S=C1NCCN1
159.258
45.5887
0.0416
2
1
23
18.51
CC1=NNCCNS1(=O)=O
CC1=NNCCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=NNCCN1
163.202
38.0342
-1.1576
4
2
19
70.56
CC12CN1S(=O)(=O)C=CC2
CC12CC=CS(=O)(=O)N1C2
false
CC1(C)CCCC2(C)CC12
O=S1(=O)C=CCC2CN21
159.21
37.7878
0.3079
2
0
19
37.15
ClC1=CN2CC(=N)NC2=C1
N=C1Cn2cc(Cl)cc2N1
false
CC1CC2CC(C)CC2C1
N=C1Cn2cccc2N1
155.588
40.7914
1.54427
2
2
16
40.81
NC1=C(N=C(S1)C=C)C#N
C=Cc1nc(C#N)c(N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
151.194
41.3324
1.23998
4
1
15
62.7
COC=CNC(=S)NN=C
C=NNC(=S)NC=COC
false
CCCCCC(C)CCC
159.214
44.5674
0.1837
3
2
19
45.65