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
CN(O)S(=O)(=O)C1CCN1
CN(O)S(=O)(=O)C1CCN1
true
CC(C)C(C)(C)C1CCC1
C1CNC1
166.202
34.877
-1.0434
4
2
20
69.64
CC1=NN(CCO)C(=N)S1
Cc1nn(CCO)c(=N)s1
false
CCCC1CC(C)CC1C
N=c1[nH]ncs1
159.214
37.7815
-0.27521
5
2
19
61.9
CNC1=CC(=O)C(Cl)=CN1
CNc1cc(=O)c(Cl)c[nH]1
false
CCC1CCC(C)C(C)C1
O=c1cc[nH]cc1
158.588
41.6194
1.07
2
2
17
44.89
NN=CCN1SC(=O)C=C1
NN=CCn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
157.198
41.2584
-0.1457
5
1
17
60.38
C=C1CNC(C#N)S1(=O)=O
C=C1CNC(C#N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1CNCS1(=O)=O
158.182
35.4635
-0.63222
4
1
16
69.96
O=S1(=O)C2CNC2C2CN12
O=S1(=O)C2CNC2C2CN21
false
CC1(C)C2CCC2C2CC21
O=S1(=O)C2CNC2C2CN21
160.198
34.9925
-1.6456
3
1
18
49.18
CC1C2CC1N(O2)C(N)=S
CC1C2CC1N(C(N)=S)O2
false
CC(C)C1CC2CC1C2C
C1C2CC1ON2
158.226
41.0664
0.2542
2
1
20
38.49
OC1=C2C(=C)C=NC2=NS1
C=C1C=Nc2nsc(O)c21
false
CC1CCC2CCC(C)C12
C=C1C=Nc2nscc21
152.178
40.9648
1.5778
4
1
14
45.48
CC=C(CCO)S(N)(=O)=O
CC=C(CCO)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
165.214
38.567
-0.4389
3
2
21
80.39
C=CC1CC=NNC(=S)N1
C=CC1CC=NNC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NCCC=NN1
155.226
45.9634
0.3946
2
2
19
36.42
CC(O)C1=C(Cl)C=C(C)O1
Cc1cc(Cl)c(C(C)O)o1
false
CC1CC(C)C(C(C)C)C1
c1ccoc1
160.6
39.0888
2.29472
2
1
19
33.37
CC1NCS(=O)(=O)C1(C)O
CC1NCS(=O)(=O)C1(C)O
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CCNC1
165.214
37.0083
-0.9411
4
2
21
66.4
CNC1=C(N)SC(C=C)=N1
C=Cc1nc(NC)c(N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
155.226
46.1641
1.41
4
2
19
50.94
CC1N2CC(C)(C2)S1(=O)=O
CC1N2CC(C)(C2)S1(=O)=O
true
CC1C2CC(C)(C2)C1(C)C
O=S1(=O)CN2CC1C2
161.226
38.3598
-0.1649
3
0
21
37.38
CC1=CC2=C(S1)N(N)C=C2
Cc1cc2ccn(N)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2ccsc2[nH]1
152.222
44.7024
1.72502
3
1
18
30.95
NC(=O)CNC1=CSC=N1
NC(=O)CNc1cscn1
false
CC(C)CCC1CCCC1
c1cscn1
157.198
39.7981
0.0403
4
2
17
68.01
CN1C2CC2(C)N(C)C1=S
CN1C(=S)N(C)C2(C)CC12
false
CC1C(C)C2CC2(C)C1C
S=C1NC2CC2N1
156.254
44.934
0.6795
1
0
22
6.48
C=CN1N=C2SC=CC2=N1
C=Cn1nc2ccsc2n1
false
CCC1CC2CCCC2C1
c1cc2n[nH]nc2s1
151.194
41.792
1.5933
4
0
15
30.71
O=S1(=O)OCC2CCOC12
O=S1(=O)OCC2CCOC21
false
CC1(C)CCC2CCCC21
O=S1(=O)OCC2CCOC21
164.182
32.7188
-0.291
4
0
18
52.6
NCC(=C)C1=CNC(=O)S1
C=C(CN)c1c[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
156.21
43.0281
0.4083
3
2
18
58.88
C=C1C2CCC2NS1(=O)=O
C=C1C2CCC2NS1(=O)=O
true
CC1C2CCC2CC1(C)C
C=C1C2CCC2NS1(=O)=O
159.21
37.7075
0.2117
2
1
19
46.17
COC(C)OC1=CSC=C1
COC(C)Oc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
158.222
41.418
2.1193
3
0
20
18.46
CC#CCNC1=NN=CS1
CC#CCNc1nncs1
false
CCCCCC1CCCC1
c1nncs1
153.21
41.8487
0.9733
4
1
17
37.81
NC1=NC(=O)SN1CC#C
C#CCn1sc(=O)nc1N
false
CCCC1CC(C)CC1C
O=c1nc[nH]s1
155.182
39.6194
-0.4798
5
1
15
60.91
CC1CNS(=O)(=O)C1=NN
CC1CNS(=O)(=O)C1=NN
true
CCC1C(C)CCC1(C)C
N=C1CCNS1(=O)=O
163.202
37.7089
-1.1723
4
2
19
84.55
CC1=CNC(=S)NCCO1
CC1=CNC(=S)NCCO1
true
CC1CCCCC(C)CC1
S=C1NC=COCCN1
158.226
43.4454
0.342
2
2
20
33.29
CC1(C)COC2=C1SN=C2
CC1(C)COc2cnsc21
false
CC1(C)CCC2CCCC21
c1nsc2c1OCC2
155.222
40.635
1.8131
3
0
19
22.12
CC1CCNC(=S)NN1C
CC1CCNC(=S)NN1C
true
CC1CCCC(C)C(C)C1
S=C1NCCCNN1
159.258
45.5784
0.0895
2
2
23
27.3
C1C2CCC3=C(N=CS3)C12
c1nc2c(s1)CCC1CC21
false
C1CC2CCC3CC3C2C1
c1nc2c(s1)CCC1CC21
151.234
41.283
2.1928
2
0
19
12.89
CC1(C)OS(=O)(=O)C2NC12
CC1(C)OS(=O)(=O)C2NC21
false
CC1(C)CC(C)(C)C2CC21
O=S1(=O)OCC2NC21
163.198
34.7955
-0.5771
4
1
19
65.31
CCC(O)C1=C(Cl)C=NN1
CCC(O)c1[nH]ncc1Cl
false
CCC(C)C1CCCC1C
c1cn[nH]c1
160.604
38.8485
1.5065
2
2
19
48.91
CN1C2(C)CC(C2)S1(=O)=O
CN1C2(C)CC(C2)S1(=O)=O
true
CC1C2(C)CC(C2)C1(C)C
O=S1(=O)NC2CC1C2
161.226
38.1098
0.1827
2
0
21
37.38
C=C1C(=N)NC2=CSN=C12
C=C1C(=N)Nc2csnc21
false
CC1CC2CCCC2C1C
C=C1C(=N)Nc2csnc21
151.194
42.4974
1.55907
3
2
15
48.77
COC1=CC=C(S1)C=NO
COc1ccc(C=NO)s1
false
CCCC1CCC(CC)C1
c1ccsc1
157.194
40.2515
1.5648
4
1
17
41.82
CC(C)OC1=C(C)C=NS1
Cc1cnsc1OC(C)C
false
CC(C)CC1CCCC1C
c1cnsc1
157.238
42.615
2.23872
3
0
21
22.12
C1CC2=NSN=C2CCO1
C1Cc2nsnc2CCO1
false
C1CCC2CCCC2CC1
C1Cc2nsnc2CCO1
156.21
38.136
0.6533
4
0
18
35.01
COCS(=O)(=O)C1(O)CC1
COCS(=O)(=O)C1(O)CC1
true
CCCC(C)(C)C1(C)CC1
C1CC1
166.198
34.9796
-0.5125
4
1
20
63.6
NCCC1=C(O)C(N)=NS1
NCCc1snc(N)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
159.214
40.9496
-0.0679
5
3
19
85.16
CCC1ON(C=C1)C(N)=S
CCC1C=CN(C(N)=S)O1
false
CCC1CCC(C(C)C)C1
C1=CNOC1
158.226
42.9284
0.7695
2
1
20
38.49
NC1=NC(OCC#C)=NS1
C#CCOc1nsc(N)n1
false
CCCCC1CCC(C)C1
c1ncsn1
155.182
38.6494
0.1323
5
1
15
61.03
NC1=C(N)C(=CS1)C1CO1
Nc1scc(C2CO2)c1N
false
CC1CCC(C2CC2)C1C
c1cc(C2CO2)cs1
156.21
41.8368
0.9838
4
2
18
64.57
CC(=O)NC1=C(Cl)C=CS1
CC(=O)Nc1sccc1Cl
false
CC(C)CC1CCCC1C
c1ccsc1
175.64
43.6327
2.3599
2
1
16
29.1
S=C1NCC(CNN1)C#N
N#CC1CNNC(=S)NC1
false
CCC1CCCC(C)CC1
S=C1NCCCNN1
156.214
40.8421
-0.89152
3
3
18
59.88
C=CCC1=NN=C(S1)C=O
C=CCc1nnc(C=O)s1
false
CCCC1CCC(CC)C1
c1nncs1
154.194
39.1975
1.0791
4
0
16
42.85
CCC(N)C1=CSC(C)=C1
CCC(N)c1csc(C)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
155.266
46.2754
2.46632
2
1
23
26.02
CNCCN1SC=CC1=N
CNCCn1sccc1=N
false
CCCCC1CCCC1C
N=c1ccs[nH]1
157.242
42.0904
0.24847
4
2
21
40.81
CC1N(C)CC2=NSC=C12
CC1c2csnc2CN1C
false
CC1CC2CCCC2C1C
c1snc2c1CNC2
154.238
41.996
1.6495
3
0
20
16.13
C#CC1=NSN=C1C1CO1
C#Cc1nsnc1C1CO1
false
CCC1CCCC1C1CC1
c1nsnc1C1CO1
152.178
36.537
0.5907
4
0
14
38.31
C#CCC1CC2=NSN=C12
C#CCC1Cc2nsnc21
false
CCCC1CC2CCCC12
C1Cc2nsnc21
150.206
39.804
1.2011
3
0
16
25.78
CCC1C(C)C2=CSN=C12
CCC1c2nscc2C1C
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
153.25
43.561
2.7538
2
0
21
12.89
CN(C)C(=S)NC(=C)CO
C=C(CO)NC(=S)N(C)C
false
CCC(C)CC(C)C(C)C
160.242
45.6465
-0.0715
2
2
22
35.5
C1CN=C(N1)C1=CC=NS1
c1cc(C2=NCCN2)sn1
false
C1CCC(C2CCCC2)C1
c1cc(C2=NCCN2)sn1
153.21
41.5207
0.4929
4
1
17
37.28
CC1=NSC(O)=C1OC=C
C=COc1c(C)nsc1O
false
CCCC1C(C)CCC1C
c1cnsc1
157.194
39.3408
1.67942
4
1
17
42.35
CC=C1CNC(=S)N(N)C1
CC=C1CNC(=S)N(N)C1
true
CCC1CCC(C)C(C)C1
C=C1CNC(=S)NC1
157.242
45.2511
-0.0035
2
2
21
41.29
CCC1=C(O)C(CN)=CS1
CCc1scc(CN)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
157.238
43.2532
1.4748
3
2
21
46.25
CC1(CN(O)S1(=O)=O)C=C
C=CC1(C)CN(O)S1(=O)=O
false
CCC1(C)CC(C)C1(C)C
O=S1(=O)CCN1
163.198
36.0143
-0.0343
3
1
19
57.61
CS(=O)(=O)C1CC(=O)CN1
CS(=O)(=O)C1CC(=O)CN1
true
CC1CCC(C(C)(C)C)C1
O=C1CCNC1
163.198
36.2585
-1.0805
4
1
19
63.24
NCC=CC1=NSC(=O)N1
NCC=Cc1nsc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]cns1
157.198
40.8231
-0.1967
4
2
17
71.77
O=S1(=O)OC2=CC=NN=C12
O=S1(=O)Oc2ccnnc21
false
CC1(C)CC2CCCCC21
O=S1(=O)Oc2ccnnc21
158.138
29.8458
-0.4423
5
0
12
69.15
CN(C)CCS(=O)(=O)CO
CN(C)CCS(=O)(=O)CO
true
CCC(C)(C)CCC(C)C
167.23
39.4266
-1.0874
4
1
23
57.61
ClC1=CNC2=C1CC=CC2
Clc1c[nH]c2c1CC=CC2
false
CC1CCC2CCCCC12
C1=CCc2[nH]ccc2C1
153.612
42.3507
2.3229
0
1
18
15.79
NC1=CSC(N)=C1C1CN1
Nc1csc(N)c1C1CN1
false
CC1CCC(C)C1C1CC1
c1cc(C2CN2)cs1
155.226
43.8875
0.5568
4
3
19
73.98
O=C1CCC1C1=CSN=C1
O=C1CCC1c1cnsc1
false
CC1CCC1C1CCCC1
O=C1CCC1c1cnsc1
153.206
39.096
1.5896
3
0
17
29.96
CNN1C=C(Cl)C(C=O)=N1
CNn1cc(Cl)c(C=O)n1
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
159.576
37.9092
0.5223
4
1
16
46.92
CC(C)C1=C(Cl)C(Cl)=CO1
CC(C)c1occ(Cl)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccoc1
179.046
42.817
3.7098
1
0
18
13.14
NC1=CSC(C=NO)=C1N
Nc1csc(C=NO)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
157.198
42.5243
0.7206
5
3
17
84.63
NC(=N)C1=C(SN=C1)C#N
N#Cc1sncc1C(=N)N
false
CCC1CCCC1C(C)C
c1cnsc1
152.182
37.8451
0.29885
4
2
14
86.55
NC1=CSN=C1CCCO
Nc1csnc1CCCO
false
CCCCC1CCCC1C
c1cnsc1
158.226
41.9332
0.6502
4
2
20
59.14
CC1=C(NCC#C)C=CS1
C#CCNc1ccsc1C
false
CCCCC1CCCC1C
c1ccsc1
151.234
46.3787
2.10162
2
1
19
12.03
CC1=C(Cl)C=CN(O)C1=N
Cc1c(Cl)ccn(O)c1=N
false
CC1CCC(C)C(C)C1C
N=c1cccc[nH]1
158.588
37.2182
1.16669
3
2
17
49.01
O=S1(=O)NNCC2CNC12
O=S1(=O)NNCC2CNC21
false
CC1(C)CCCC2CCC21
O=S1(=O)NNCC2CNC21
163.202
35.3389
-2.0305
4
3
19
70.23
CC(=O)C(=C)C1=NSN=N1
C=C(C(C)=O)c1nnsn1
false
CC(C)C(C)C1CCCC1
c1nnsn1
155.182
37.419
0.5353
5
0
15
55.74
CNC(C)S(=O)(=O)C=CN
CNC(C)S(=O)(=O)C=CN
true
CCCC(C)(C)C(C)CC
164.23
40.7689
-0.6035
4
2
22
72.19
CC1CN(C=NN)S1(=O)=O
CC1CN(C=NN)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
163.202
37.7672
-1.0777
4
1
19
75.76
CCC=C(C)C1=CSC=C1
CCC=C(C)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
152.262
48.261
3.5614
1
0
22
0
C1C2C=CC3=C(N=CS3)N12
C1=CC2CN2c2ncsc21
false
C1CC2CCC3CC3C2C1
C1=CC2CN2c2ncsc21
150.206
42.282
1.3585
3
0
16
15.9
CC1=CNC(=S)NC1CN
CC1=CNC(=S)NC1CN
true
CCC1CC(C)CCC1C
S=C1NC=CCN1
157.242
45.4688
-0.3048
2
3
21
50.08
COCC1=NC(C=C)=NS1
C=Cc1nsc(COC)n1
false
CCCC1CCC(CC)C1
c1ncsn1
156.21
40.713
1.3275
4
0
18
35.01
CC(CO)=CC1=CN=CS1
CC(=Cc1cncs1)CO
false
CCC(C)CC1CCCC1
c1cscn1
155.222
42.8508
1.5387
3
1
19
33.12
CC=CC(=C)C1=NSN=N1
C=C(C=CC)c1nnsn1
false
CCCC(C)C1CCCC1
c1nnsn1
153.21
41.552
1.5224
4
0
17
38.67
NC1=NC(=NS1)C(=C)C#C
C#CC(=C)c1nsc(N)n1
false
CCC(C)C1CCC(C)C1
c1ncsn1
151.194
42.1884
0.7667
4
1
15
51.8
CNC1CC(NC)S1(=O)=O
CNC1CC(NC)S1(=O)=O
true
CCC1CC(CC)C1(C)C
O=S1(=O)CCC1
164.23
39.2322
-1.1041
4
2
22
58.2
OC1C2CC1S(=O)(=O)NN2
O=S1(=O)NNC2CC1C2O
false
CC1C2CCC(C)(C)C1C2
O=S1(=O)NNC2CC1C2
164.186
33.391
-2.0742
4
3
18
78.43
CCC(O)C1CS(=O)(=O)N1
CCC(O)C1CS(=O)(=O)N1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCN1
165.214
37.0083
-0.9411
3
2
21
66.4
CC1CC2CN2C(=S)NO1
CC1CC2CN2C(=S)NO1
true
CC1CCC(C)C2CC2C1
S=C1NOCCC2CN12
158.226
41.3917
0.2689
2
1
20
24.27
CC=CC1=C(CN)C=CS1
CC=Cc1sccc1CN
false
CCCC1CCCC1CC
c1ccsc1
153.25
46.9184
2.2399
2
1
21
26.02
CC1=NS(=O)(=O)C(=N)N=C1
CC1=NS(=O)(=O)C(=N)N=C1
true
CC1CCC(C)C(C)(C)C1
N=C1N=CC=NS1(=O)=O
159.17
38.2475
-0.20373
3
1
15
82.71
CC(=C)C1=NNSC1=NO
C=C(C)c1n[nH]sc1=NO
false
CCC1CCCC1C(C)C
N=c1cn[nH]s1
157.198
38.5222
0.7942
4
2
17
61.27
S=C1NCCC(CN1)C#C
C#CC1CCNC(=S)NC1
false
CCC1CCCC(C)CC1
S=C1NCCCCN1
154.238
45.5434
0.1036
1
2
20
24.06
CNS(=O)(=O)NN1CC1C
CNS(=O)(=O)NN1CC1C
true
CCC(C)(C)CC1CC1C
C1CN1
165.218
37.2832
-1.3407
3
2
21
61.21
CC1OC(CC=O)S1(=O)=O
CC1OC(CC=O)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)COC1
164.182
33.9358
-0.3075
4
0
18
60.44
NCCCC1=CC(Cl)=CN1
NCCCc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
158.632
43.1781
1.5594
1
2
21
41.81
CC1=CN=CN1S(N)(=O)=O
Cc1cncn1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
c1c[nH]cn1
161.186
35.4692
-0.75688
4
1
17
77.98
CC1(CS(=O)(=O)CO)CC1
CC1(CS(=O)(=O)CO)CC1
true
CCC(C)(C)CC1(C)CC1
C1CC1
164.226
38.2136
0.1511
3
1
22
54.37
OC1=C(CN2CC2)SN=C1
Oc1cnsc1CN1CC1
false
CC1CCCC1CC1CC1
c1cc(CN2CC2)sn1
156.21
39.0558
0.6643
4
1
18
36.13
NNC=NC1=CC=C(O)S1
NNC=Nc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
157.198
41.4589
0.5768
4
3
17
70.64
NC1=CSC(NCC=C)=N1
C=CCNc1nc(N)cs1
false
CCCCC1CCC(C)C1
c1cscn1
155.226
45.2131
1.3232
4
2
19
50.94
CC1=NC(C=C)=C(CO)S1
C=Cc1nc(C)sc1CO
false
CCC1CC(C)CC1CC
c1cscn1
155.222
42.8648
1.58682
3
1
19
33.12
OC12CC1NC1=NSC=C21
OC12CC1Nc1nscc12
false
CC12CC1CC1CCCC12
c1snc2c1C1CC1N2
154.194
38.0385
0.5285
4
2
16
45.15
CNS(=O)(=O)CCOC=C
C=COCCS(=O)(=O)NC
false
CCCCCC(C)(C)CC
165.214
38.9955
-0.3043
3
1
21
55.4