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
NC1=CN2NC(=O)SC2=C1
Nc1cc2sc(=O)[nH]n2c1
false
CC1CC2CC(C)CC2C1
O=c1[nH]n2cccc2s1
155.182
40.3071
0.2713
4
2
15
63.29
CCC(=O)NC1=CSN=C1
CCC(=O)Nc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
156.21
41.0347
1.4916
3
1
18
41.99
CC1=NNC(C)(C)S1(=O)=O
CC1=NNC(C)(C)S1(=O)=O
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)C=NNC1
162.214
39.2435
0.0739
4
1
20
58.53
COC=CS(=O)(=O)CC=O
COC=CS(=O)(=O)CC=O
true
CCCCC(C)(C)CCC
164.182
35.9998
-0.2823
4
0
18
60.44
O=S1(=O)C2CC1C=NNC2
O=S1(=O)C2C=NNCC1C2
false
CC1(C)C2CCCCC1C2
O=S1(=O)C2C=NNCC1C2
160.198
37.6075
-0.8689
4
1
18
58.53
CC(NC(N)=S)(C=C)C=C
C=CC(C)(C=C)NC(N)=S
false
CCC(C)(CC)CC(C)C
156.254
48.7201
0.9503
1
2
22
38.05
ClC1=CC=C(Cl)C2=C1CN2
Clc1ccc(Cl)c2c1CN2
false
CC1CCC(C)C2CCC12
c1ccc2c(c1)CN2
174.03
43.7887
2.9189
1
1
15
12.03
O=S1(=O)CC2=CN=CC=C12
O=S1(=O)Cc2cnccc21
false
CC1(C)CC2CCCCC21
O=S1(=O)Cc2cnccc21
155.178
35.1268
0.3689
3
0
15
47.03
CC1OC1CCS(C)(=O)=O
CC1OC1CCS(C)(=O)=O
true
CC1CC1CCC(C)(C)C
C1CO1
164.226
38.6628
0.2084
3
0
22
46.67
CC(=C)C1COCS1(=O)=O
C=C(C)C1COCS1(=O)=O
false
CC(C)C1CCCC1(C)C
O=S1(=O)CCOC1
162.21
38.3408
0.3336
3
0
20
43.37
C1CNC2=C(NC1)C=CS2
c1cc2c(s1)NCCCN2
false
C1CCC2CCCC2CC1
c1cc2c(s1)NCCCN2
154.238
45.9154
1.9756
3
2
20
24.06
C1NC(C=C1)C1=NSN=C1
C1=CC(c2cnsn2)NC1
false
C1CCC(C2CCCC2)C1
C1=CC(c2cnsn2)NC1
153.21
39.7927
0.7386
4
1
17
37.81
NC(C1CO1)C1=CC=CS1
NC(c1cccs1)C1CO1
false
CC(C1CCCC1)C1CC1
c1csc(CC2CO2)c1
155.222
40.9874
1.1467
3
1
19
38.55
CCNC1=CC(Cl)=C(O)S1
CCNc1cc(Cl)c(O)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
177.656
45.1575
2.5389
3
2
18
32.26
CC1(CON=C1)NC(N)=S
CC1(NC(N)=S)C=NOC1
false
CC(C)CC1(C)CCCC1
C1=NOCC1
159.214
42.7701
-0.4057
3
2
19
59.64
COC1C(N)C1NC(N)=S
COC1C(N)C1NC(N)=S
true
CCC1C(C)C1CC(C)C
C1CC1
161.23
42.4815
-1.4559
3
3
21
73.3
CCC1CNNC(=S)NO1
CCC1CNNC(=S)NO1
true
CCC1CCCC(C)CC1
S=C1NNCCON1
161.23
42.0361
-0.3211
3
3
21
45.32
CC1=C(Cl)C(Cl)=CN1N=C
C=Nn1cc(Cl)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
177.034
44.136
2.56702
2
0
16
17.29
CC1OCC=CNS1(=O)=O
CC1OCC=CNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)COCC=CN1
163.198
36.6095
-0.2043
3
1
19
55.4
CC(C(C)=C)C1=CSC=C1
C=C(C)C(C)c1ccsc1
false
CC(C)C(C)C1CCCC1
c1ccsc1
152.262
47.548
3.4277
1
0
22
0
CN=C1SNC=C1C(C)O
CN=c1s[nH]cc1C(C)O
false
CCC1CCCC1C(C)C
N=c1cc[nH]s1
158.226
40.7905
0.66
3
2
20
48.38
NS(=O)(=O)NC1CC=CC1
NS(=O)(=O)NC1CC=CC1
true
CC(C)(C)CC1CCCC1
C1=CCCC1
162.214
38.4049
-0.5019
2
2
20
72.19
CC1CC(N1)S(=O)(=O)C#C
C#CS(=O)(=O)C1CC(C)N1
false
CCC(C)(C)C1CC(C)C1
C1CNC1
159.21
38.7555
-0.3002
3
1
19
46.17
C=C1NS(=O)(=O)C2CC1C2
C=C1NS(=O)(=O)C2CC1C2
true
CC1CC(C)(C)C2CC1C2
C=C1NS(=O)(=O)C2CC1C2
159.21
37.7075
0.2117
2
1
19
46.17
CC1=NSC(C(N)=O)=C1N
Cc1nsc(C(N)=O)c1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
157.198
39.7813
0.13262
4
2
17
82
CNS(=O)(=O)C(OC)C#C
C#CC(OC)S(=O)(=O)NC
false
CCC(CC)C(C)(C)CC
163.198
37.6095
-0.8587
3
1
19
55.4
CNC1=CC(=CS1)C(N)=O
CNc1cc(C(N)=O)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
156.21
42.3836
0.8887
3
2
18
55.12
CC1=C(OCCO)N=CS1
Cc1scnc1OCCO
false
CCCCC1CCCC1C
c1cscn1
159.21
39.4318
0.82262
4
1
19
42.35
O=S1(=O)CC=CC=NN=C1
O=S1(=O)C=NN=CC=CC1
false
CC1(C)CCCCCCC1
O=S1(=O)C=NN=CC=CC1
158.182
39.9108
-0.0149
4
0
16
58.86
CCC(C)=CS(=O)(=O)NC
CCC(C)=CS(=O)(=O)NC
true
CCC(C)CC(C)(C)CC
163.242
42.0275
0.8494
2
1
23
46.17
CC1=C(C)C2=C(NC=C2)S1
Cc1sc2[nH]ccc2c1C
false
CC1CC2CCCC2C1C
c1cc2ccsc2[nH]1
151.234
45.6497
2.84624
1
1
19
15.79
OC1C2CCC(O2)S1(=O)=O
O=S1(=O)C2CCC(O2)C1O
false
CC1C2CCC(C2)C1(C)C
O=S1(=O)CC2CCC1O2
164.182
32.8216
-0.7617
4
1
18
63.6
CC#CCCN(C)C(N)=S
CC#CCCN(C)C(N)=S
true
CCCCCC(C)C(C)C
156.254
47.4824
0.5752
1
1
22
29.26
CCC(=O)C1=CC(C)=CS1
CCC(=O)c1cc(C)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
154.234
43.6775
2.64922
2
0
20
17.07
C1C2CC1N1N=CSC1=N2
C1=NN2C(=NC3CC2C3)S1
false
C1CC2CC3CC(C3)C2C1
C1=NN2C(=NC3CC2C3)S1
153.21
42.167
0.8791
4
0
17
27.96
CN=C1NC(NC=O)=CS1
CN=c1[nH]c(NC=O)cs1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
157.198
39.8434
0.175
3
2
17
57.25
NC1C2CC1C1=C2SC=C1
NC1C2CC1c1sccc12
false
CC1C2CC1C1CCCC21
c1cc2c(s1)C1CC2C1
151.234
42.3934
1.6599
2
1
19
26.02
O=CC1=CCC2=C1SC=N2
O=CC1=CCc2ncsc21
false
CCC1CCC2CCCC12
C1=Cc2scnc2C1
151.19
39.859
1.2815
3
0
15
29.96
CCC1=NOC2=CSC=C12
CCc1noc2cscc12
false
CCC1CCC2CCCC12
c1noc2cscc12
153.206
41.264
2.4517
3
0
17
26.03
CC(C)(C)COS(C)(=O)=O
CC(C)(C)COS(C)(=O)=O
true
CC(C)(C)CCC(C)(C)C
166.242
40.2508
1.0087
3
0
24
43.37
CC#CC1CC2=CSC=C12
CC#CC1Cc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CC2
148.23
44.214
2.4111
1
0
18
0
CNC(=S)NC1=CN=CO1
CNC(=S)Nc1cnco1
false
CCC(C)CC1CCCC1
c1cocn1
157.198
41.7834
0.5908
3
2
17
50.09
NC1C(O)C1C1=CN=NS1
NC1C(O)C1c1cnns1
false
CC1C(C)C1C1CCCC1
c1nnsc1C1CC1
157.198
36.6322
-0.6765
5
2
17
72.03
O=C1SN2CC=CCC2=C1
O=c1cc2n(s1)CC=CC2
false
CC1CC2CCCCC2C1
O=c1cc2n(s1)CC=CC2
153.206
41.423
1.0221
3
0
17
22
NC1=C(O)C=C(S1)[N+]([O-])=O
Nc1sc([N+](=O)[O-])cc1O
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
160.154
37.0506
0.9441
5
2
14
89.39
N#CC1COC2=C1SC=N2
N#CC1COc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CCO2
152.178
35.963
1.14268
4
0
14
45.91
C=C1C(OCS1(=O)=O)C#N
C=C1C(C#N)OCS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1COCS1(=O)=O
159.166
33.4128
-0.20522
4
0
15
67.16
CCC1=C(C#N)C(=O)SN1
CCc1[nH]sc(=O)c1C#N
false
CCC1CCC(C)C1CC
O=c1cc[nH]s1
154.194
39.0327
0.87048
3
1
16
56.65
CC12CNC1CNC(=S)N2
CC12CNC1CNC(=S)N2
true
CC1CCC2CCC2(C)C1
S=C1NCC2NCC2N1
157.242
43.9321
-0.8054
2
3
21
36.09
CN1C=CS(=O)(=O)C2CC12
CN1C=CS(=O)(=O)C2CC21
false
CC1CCC(C)(C)C2CC12
O=S1(=O)C=CNC2CC21
159.21
38.0158
-0.0413
3
0
19
37.38
OC1=CSN=C1COC=C
C=COCc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
157.194
38.7648
1.5088
4
1
17
42.35
CNC(=S)N(OC)C(C)=C
C=C(C)N(OC)C(=S)NC
false
CCC(C)C(CC)C(C)C
160.242
45.3197
0.8877
2
1
22
24.5
OC1=C(C=CS1)C1CNC1
Oc1sccc1C1CNC1
false
CC1CCCC1C1CCC1
c1cc(C2CNC2)cs1
155.222
41.5945
1.1405
3
2
19
32.26
CNS(=O)(=O)C(C)(C)C#N
CNS(=O)(=O)C(C)(C)C#N
true
CCC(C)(C)C(C)(C)CC
162.214
37.6715
-0.16222
3
1
20
69.96
NC1=CC(=CN1)S(N)(=O)=O
Nc1cc(S(N)(=O)=O)c[nH]1
false
CC1CCC(C(C)(C)C)C1
c1cc[nH]c1
161.186
36.5783
-0.7557
3
3
17
101.97
CNC(CS(N)(=O)=O)C=O
CNC(C=O)CS(N)(=O)=O
false
CCC(CC)CC(C)(C)C
166.202
36.8859
-1.9382
4
2
20
89.26
O=S1(=O)COC1C#CC#N
N#CC#CC1OCS1(=O)=O
false
CCCCC1CCC1(C)C
O=S1(=O)COC1
157.15
32.0488
-0.75802
4
0
13
67.16
CC1CCNN(C)S1(=O)=O
CC1CCNN(C)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CCCNN1
164.23
38.7645
-0.4552
3
1
22
49.41
CC1C(N)CS(=O)(=O)N1C
CC1C(N)CS(=O)(=O)N1C
true
CC1CC(C)(C)C(C)C1C
O=S1(=O)CCCN1
164.23
38.9872
-1.0226
3
1
22
63.4
CC#CC1=C(O)SC(C)=C1
CC#Cc1cc(C)sc1O
false
CCCC1CC(C)CC1C
c1ccsc1
152.218
43.2728
2.13352
2
1
18
20.23
C1NC11C=CC2=CSC=C12
C1=CC2(CN2)c2cscc21
false
C1CC2CCC3(CC3)C2C1
C1=CC2(CN2)c2cscc21
149.218
43.0337
1.5734
2
1
17
21.94
CC(CO)C(=N)NC(N)=S
CC(CO)C(=N)NC(N)=S
true
CCC(C)C(C)CC(C)C
161.23
43.8976
-0.57473
3
4
21
82.13
CC#CC1=C(CN)SN=C1
CC#Cc1cnsc1CN
false
CCCC1CCCC1CC
c1cnsc1
152.222
42.5574
0.9732
3
1
18
38.91
CNC(C)C1=NSC=C1Cl
CNC(C)c1nscc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
176.672
44.5987
2.0769
3
1
19
24.92
OC1=C(Cl)C2=C(N1)C=CO2
Oc1[nH]c2ccoc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2occc2[nH]1
157.556
37.2395
2.1199
2
2
14
49.16
CC1=CC=C(Cl)C(C=C)=N1
C=Cc1nc(C)ccc1Cl
false
CCC1CC(C)CCC1C
c1ccncc1
153.612
44.075
2.68642
1
0
18
12.89
CC1=CC=C(S1)C(O)CN
Cc1ccc(C(O)CN)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.238
43.0702
1.04862
3
2
21
46.25
O=CNC1=NSN=C1C#C
C#Cc1nsnc1NC=O
false
CCCC1CCCC1CC
c1cnsn1
153.166
37.5307
0.0877
4
1
13
54.88
CCC1=C(CO)C=C(O)S1
CCc1sc(O)cc1CO
false
CCC1CC(C)CC1CC
c1ccsc1
158.222
41.2846
1.5084
3
2
20
40.46
CCCC(=O)C1=CSC=N1
CCCC(=O)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
155.222
41.3525
2.1259
3
0
19
29.96
COCC1=CC(=N)N(C)S1
COCc1cc(=N)n(C)s1
false
CCCC1CC(C)C(C)C1
N=c1ccs[nH]1
158.226
39.8577
0.71247
4
1
20
38.01
CC(C)=NN1SC=CC1=O
CC(C)=Nn1sccc1=O
false
CC(C)CC1CCCC1C
O=c1ccs[nH]1
156.21
42.76
1.1537
4
0
18
34.36
CC(C)=CN1C=CC(Cl)=C1
CC(C)=Cn1ccc(Cl)c1
false
CC(C)CC1CCC(C)C1
c1cc[nH]c1
155.628
45.063
3.0222
1
0
20
4.93
CCOCC1=NC(=N)SN1
CCOCc1nc(=N)s[nH]1
false
CCCCC1CCC(C)C1
N=c1nc[nH]s1
159.214
37.6494
0.48717
4
2
19
61.76
N#CC1=CNC2=NSN=C12
N#Cc1c[nH]c2nsnc12
false
CCC1CCC2CCCC12
c1cc2nsnc2[nH]1
150.166
36.4807
0.89108
4
1
12
65.36
ClC1=CC=NC2=C1CCC2
Clc1ccnc2c1CCC2
false
CC1CCCC2CCCC12
c1cnc2c(c1)CCC2
153.612
41.272
2.2237
1
0
18
12.89
ClC1=C(C#N)N(C=C)C=C1
C=Cn1ccc(Cl)c1C#N
false
CCC1CCC(C)C1CC
c1cc[nH]c1
152.584
40.544
2.11368
2
0
15
28.72
C=C(CC1=CSN=C1)C#N
C=C(C#N)Cc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
150.206
40.571
1.76538
3
0
16
36.68
C=CC1=CN2N=CN=C2S1
C=Cc1cn2ncnc2s1
false
CCC1CC2CCCC2C1
c1nc2sccn2n1
151.194
40.955
1.4338
4
0
15
30.19
NCCC1=NC(CO)=NS1
NCCc1nc(CO)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
159.214
38.5902
-0.4684
5
2
19
72.03
CN1C(=C)C=CN(O)C1=S
C=C1C=CN(O)C(=S)N1C
false
CC1CCC(C)C(C)C1C
C=C1C=CNC(=S)N1
156.21
42.2665
0.9353
2
1
18
26.71
CC#CC(CO)S(N)(=O)=O
CC#CC(CO)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
163.198
37.431
-1.3409
3
2
19
80.39
CCCC1=NSC=C1NC
CCCc1nscc1NC
false
CCCC1CCCC1CC
c1cnsc1
156.254
45.6557
2.1373
3
1
22
24.92
CNC(=S)N(C)NC(C)=O
CNC(=S)N(C)NC(C)=O
true
CCC(C)C(C)CC(C)C
161.23
43.2374
-0.5264
2
2
21
44.37
CC(=C)CN1N=CSC1=N
C=C(C)Cn1ncsc1=N
false
CC(C)CC1CCCC1C
N=c1[nH]ncs1
155.226
40.7727
1.00017
4
1
19
41.67
CC1=CS(=O)(=O)C(CO)C1
CC1=CS(=O)(=O)C(CO)C1
true
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCC1
162.21
38.1676
0.0696
3
1
20
54.37
CS(=O)(=O)OC1(CC1)C#C
C#CC1(OS(C)(=O)=O)CC1
false
CCC1(CC(C)(C)C)CC1
C1CC1
160.194
36.7268
0.1284
3
0
18
43.37
OC1=C2CNC(=S)N2C=C1
Oc1ccn2c1CNC2=S
false
CC1CCC2C(C)CCC12
S=C1NCc2cccn21
154.194
40.9325
0.4299
3
2
16
37.19
OC1=C2NC(C#N)C2=CS1
N#CC1Nc2c1csc2O
false
CCC1CC2C(C)CCC12
c1scc2c1CN2
152.178
37.9605
1.44388
4
2
14
56.05
OCC1C=COCS1(=O)=O
O=S1(=O)COC=CC1CO
false
CCC1CCCCC1(C)C
O=S1(=O)CC=COC1
164.182
34.8856
-0.7365
4
1
18
63.6
CC#CC1=CNSC1=NN
CC#Cc1c[nH]sc1=NN
false
CCCC1CCCC1CC
N=c1cc[nH]s1
153.21
40.9721
0.222
3
2
17
54.17
CCCC1=NN(O)C=C1Cl
CCCc1nn(O)cc1Cl
false
CCCC1CC(C)CC1C
c1cn[nH]c1
160.604
38.4165
1.7263
3
1
19
38.05
C1NCC1N=C1NC=CS1
c1csc(=NC2CNC2)[nH]1
false
C1CCC(CC2CCC2)C1
c1csc(=NC2CNC2)[nH]1
155.226
40.8904
-0.0513
3
2
19
40.18
C1C2CN1C1=C(C2)N=CS1
c1nc2c(s1)N1CC(C2)C1
false
C1CC2CC3CC(C3)C2C1
c1nc2c(s1)N1CC(C2)C1
152.222
41.521
1.1354
3
0
18
16.13
C1NC2C1NC1=C2N=CS1
c1nc2c(s1)NC1CNC21
false
C1CC2CC3CCC3C2C1
c1nc2c(s1)NC1CNC21
153.21
40.2684
0.5815
4
2
17
36.95
CC(=O)C1C2NC(=S)NC12
CC(=O)C1C2NC(=S)NC21
false
CC1CC2C(C1)C2C(C)C
S=C1NC2CC2N1
156.21
40.6164
-0.5799
2
2
18
41.13
COC1=C(C)CNC(=S)N1
COC1=C(C)CNC(=S)N1
true
CCC1CC(C)CCC1C
S=C1NC=CCN1
158.226
43.4454
0.342
2
2
20
33.29
OC=C1N=NC2=C1SC=N2
OC=C1N=Nc2ncsc21
false
CCC1CCC2CCCC12
C=C1N=Nc2ncsc21
153.166
37.2358
2.0968
5
1
13
57.84
NC1=C(O)C2=C(N1)SC=C2
Nc1[nH]c2sccc2c1O
false
CC1CC2CCCC2C1C
c1cc2ccsc2[nH]1
154.194
42.2529
1.5172
3
3
16
62.04
CC1=CSC=C1C=CC=O
Cc1cscc1C=CC=O
false
CCCCC1CCCC1C
c1ccsc1
152.218
44.154
2.26862
2
0
18
17.07