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
CC(C)(C)NC1=NN=CS1
CC(C)(C)Nc1nncs1
false
CC(C)(C)CC1CCCC1
c1nncs1
157.242
43.2847
1.7485
4
1
21
37.81
O=S1(=O)OCC2=C1CC=C2
O=S1(=O)OCC2=C1CC=C2
true
CC1(C)CCC2CCCC21
O=S1(=O)OCC2=C1CC=C2
158.178
35.6548
0.5604
3
0
16
43.37
CC(C=O)C(=N)NC(N)=S
CC(C=O)C(=N)NC(N)=S
true
CCC(C)C(C)CC(C)C
159.214
42.8758
-0.36813
3
3
19
78.97
CCN=C1C=NSN1C=O
CCN=c1cnsn1C=O
false
CCCC1CCCC1CC
N=c1cns[nH]1
157.198
38.3565
-0.0965
5
0
17
47.25
CN1C(CN)C2CN2C1=S
CN1C(=S)N2CC2C1CN
false
CCC1C(C)C(C)C2CC12
S=C1NCC2CN12
157.242
43.6974
-0.7718
2
1
21
32.27
CC1=C(CC2CC2)SC=C1
Cc1ccsc1CC1CC1
false
CC1CCCC1CC1CC1
c1csc(CC2CC2)c1
152.262
45.484
3.00902
1
0
22
0
CN(C(=N)C=C)S(N)(=O)=O
C=CC(=N)N(C)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
163.202
38.7939
-0.71503
3
2
19
87.25
CC1=CC=C(S1)C(N)C#C
C#CC(N)c1ccc(C)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
151.234
44.8174
1.68952
2
1
19
26.02
O=C1NC=C(CCC#C)S1
C#CCCc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
153.206
42.0937
1.0022
2
1
17
32.86
C=C(OC1=NSN=C1)C#C
C#CC(=C)Oc1cnsn1
false
CCC(C)CC1CCCC1
c1cnsn1
152.178
38.51
1.0638
4
0
14
35.01
CC1C=CCC2=CSN=C12
CC1C=CCc2csnc21
false
CC1CCCC2CCCC12
C1=CCc2nscc2C1
151.234
43.373
2.3589
2
0
19
12.89
CNN=C(C)NS(C)(=O)=O
CNN=C(C)NS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
165.218
40.1482
-0.9116
4
2
21
70.56
OCC(=C)C1=C(O)SN=C1
C=C(CO)c1cnsc1O
false
CCC(C)C1CCCC1C
c1cnsc1
157.194
39.8986
0.8542
4
2
17
53.35
O=CN1CS(=O)(=O)CC=N1
O=CN1CS(=O)(=O)CC=N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CC=NNC1
162.17
35.0488
-1.1835
4
0
16
66.81
CCC1=NSC(=C1)C(C)N
CCc1cc(C(C)N)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
156.254
44.0944
1.7252
3
1
22
38.91
COC1=CN=C2C=NSN12
COc1cnc2cnsn12
false
CCC1CCC2CCCC12
c1cn2sncc2n1
155.182
37.416
0.7994
5
0
15
39.42
CCCS(=O)(=O)C1CCN1
CCCS(=O)(=O)C1CCN1
true
CCCC(C)(C)C1CCC1
C1CNC1
163.242
40.4855
0.1306
3
1
23
46.17
NCC#CC1=CSC(=N)N1
N=c1[nH]c(C#CCN)cs1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
153.21
40.4568
-0.13413
3
3
17
65.66
CNC1=NSC=C1C(C)O
CNc1nscc1C(C)O
false
CCC1CCCC1C(C)C
c1cnsc1
158.226
42.2945
1.2381
4
2
20
45.15
CC(CN)(CN)S(N)(=O)=O
CC(CN)(CN)S(N)(=O)=O
true
CCC(C)(CC)C(C)(C)C
167.234
39.621
-2.049
4
3
23
112.2
ON=CCCC1=NSC=N1
ON=CCCc1ncsn1
false
CCCCCC1CCCC1
c1ncsn1
157.198
38.5085
0.9307
5
1
17
58.37
OC12CC3C(N3C1)S2(=O)=O
O=S1(=O)C2C3CC1(O)CN32
false
CC12CC3C(C1)C3C2(C)C
O=S1(=O)C2CC3C1N3C2
161.182
32.7686
-1.4826
4
1
17
57.38
O=CCCCC1=CSC=C1
O=CCCCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
154.234
43.321
2.2697
2
0
20
17.07
CNC1=C(COC)N=NS1
CNc1snnc1COC
false
CCCC1CCCC1CC
c1csnn1
159.214
40.1687
0.7262
5
1
19
47.04
C#CC1=CNC2=C1SC=C2
C#Cc1c[nH]c2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccc2[nH]1
147.202
44.1107
2.2107
1
1
15
15.79
CNC1=CC(O)=C(S1)C#C
C#Cc1sc(NC)cc1O
false
CCC1CC(C)C(CC)C1
c1ccsc1
153.206
43.4655
1.4767
3
2
17
32.26
C=C1CNC(=S)NC(=O)N1
C=C1CNC(=S)NC(=O)N1
true
CC1CCC(C)CC(C)C1
C=C1CNC(=S)NC(=O)N1
157.198
41.4081
-0.3126
2
3
17
53.16
CC(O)(CO)C1=CSN=C1
CC(O)(CO)c1cnsc1
false
CCC(C)(C)C1CCCC1
c1cnsc1
159.21
38.7706
0.3429
4
2
19
53.35
O=CS(=O)(=O)C#CCC#C
C#CCC#CS(=O)(=O)C=O
false
CCCCCC(C)(C)CC
156.162
36.8963
-0.4244
3
0
14
51.21
CC1N(C)CC2=C1SC=C2
CC1c2sccc2CN1C
false
CC1CC2CCCC2C1C
c1cc2c(s1)CNC2
153.25
44.201
2.2545
2
0
21
3.24
CC=C1NS(=O)(=O)N2CC12
CC=C1NS(=O)(=O)N2CC12
true
CCC1CC(C)(C)C2CC12
C=C1NS(=O)(=O)N2CC12
160.198
36.3065
-0.5776
2
1
18
49.18
CC1=C(C=O)S(=O)(=O)NC1
CC1=C(C=O)S(=O)(=O)NC1
true
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCN1
161.182
35.6865
-0.6077
3
1
17
63.24
CNC(=S)N(O)C1CNC1
CNC(=S)N(O)C1CNC1
true
CCC(C)C(C)C1CCC1
C1CNC1
161.23
41.9409
-0.8463
3
3
21
47.53
CCNC1=NSC(C=C)=N1
C=Cc1nc(NCC)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
155.226
44.1637
1.6129
4
1
19
37.81
OC1=CC=C(C#C)C(Cl)=C1
C#Cc1ccc(O)cc1Cl
false
CCC1CCC(C)CC1C
c1ccccc1
152.58
41.0518
2.0269
1
1
15
20.23
CCC#CC(N)S(N)(=O)=O
CCC#CC(N)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
162.214
39.1496
-1.0269
3
2
20
86.18
COC(C)C1=NOC=C1Cl
COC(C)c1nocc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
161.588
36.937
2.0354
3
0
18
35.26
CCN1OC(C)=C(Cl)C1=O
CCn1oc(C)c(Cl)c1=O
false
CCC1CC(C)C(C)C1C
O=c1cco[nH]1
161.588
38.389
1.42302
3
0
18
35.14
CCOC1=CSC(C=C)=N1
C=Cc1nc(OCC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
155.222
43.374
2.1848
3
0
19
22.12
OC1=CN2CC=NN=C2S1
OC1=CN2CC=NN=C2S1
true
CC1CC2CCCCC2C1
C1=CN2CC=NN=C2S1
155.182
40.9358
0.7475
5
1
15
48.19
ON=C1C=NC2=C1N=CS2
ON=C1C=Nc2scnc21
false
CCC1CCC2CCCC12
N=C1C=Nc2scnc21
153.166
38.5895
1.0373
5
1
13
57.84
CNN=C(C)C1=NC=CS1
CNN=C(C)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
155.226
43.3847
1.0865
4
1
19
37.28
CC1=CC(Cl)=C2C(O)CN12
Cc1cc(Cl)c2n1CC2O
false
CC1CC(C)C2C(C)CC12
c1cc2n(c1)CC2
157.6
39.1388
1.49692
2
1
18
25.16
CN1SC=C2C3CC3N=C12
CN1SC=C2C1=NC1CC21
false
CC1CCC2C1CC1CC12
C1=C2C(=NC3CC23)NS1
152.222
42.767
1.2645
3
0
18
15.6
O=S1(=O)C2CC2OC2CC12
O=S1(=O)C2CC2OC2CC21
false
CC1(C)C2CC2CC2CC21
O=S1(=O)C2CC2OC2CC21
160.194
34.3908
-0.2868
3
0
18
43.37
CCN1C(=C)OCS1(=O)=O
C=C1OCS(=O)(=O)N1CC
false
CCC1C(C)CCC1(C)C
C=C1NS(=O)(=O)CO1
163.198
36.3918
0.097
3
0
19
46.61
CNC(=O)NC(=S)N(C)C
CNC(=O)NC(=S)N(C)C
true
CCC(C)CC(C)C(C)C
161.23
43.8764
-0.2381
2
2
21
44.37
C=CC1CC2=C(N1)N=CS2
C=CC1Cc2scnc2N1
false
CCC1CC2CCCC2C1
c1nc2c(s1)CCN2
152.222
43.4257
1.6657
3
1
18
24.92
CS(=O)(=O)NCC(N)C#C
C#CC(N)CNS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
162.214
39.6549
-1.5039
3
2
20
72.19
CC1(CC1)NC(=S)N1CC1
CC1(NC(=S)N2CC2)CC1
false
CC(CC1(C)CC1)C1CC1
S=C(NC1CC1)N1CC1
156.254
44.9457
0.729
1
1
22
15.04
CC1=C(Cl)C(C=NN)=CS1
Cc1scc(C=NN)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
174.656
45.8474
2.00252
3
1
17
38.38
CC(=C)N1SC(N)=NC1=O
C=C(C)n1sc(N)nc1=O
false
CC1CC(C)C(C(C)C)C1
O=c1ncs[nH]1
157.198
41.7904
0.3776
5
1
17
60.91
C1CN2C1CC1=CSC=C21
c1scc2c1CC1CCN21
false
C1CC2CC3CCC3C2C1
c1scc2c1CC1CCN21
151.234
43.774
1.8829
2
0
19
3.24
CNN1C=CC(Cl)=C1CO
CNn1ccc(Cl)c1CO
false
CCC1CCC(C)C1CC
c1cc[nH]c1
160.604
40.6495
0.8071
3
2
19
37.19
OCC1NC(=S)NN2CC12
OCC1NC(=S)NN2CC12
true
CCC1CC(C)CC2CC12
S=C1NCC2CN2N1
159.214
40.2372
-1.5758
3
3
19
47.3
NC1=CC2=C(N1)C(Cl)=CN2
Nc1cc2[nH]cc(Cl)c2[nH]1
false
CC1CC2CCC(C)C2C1
c1cc2[nH]ccc2[nH]1
155.588
42.0718
1.7316
1
3
16
57.6
CC=CN(C)S(=O)(=O)NO
CC=CN(C)S(=O)(=O)NO
true
CCCC(C)C(C)(C)CC
166.202
36.419
-0.3246
3
2
20
69.64
C#CC1=CCC2=C1SC=C2
C#CC1=CCc2ccsc21
false
CCC1CCC2CCCC12
C1=Cc2sccc2C1
146.214
44.833
2.3208
1
0
16
0
CNN(C1CC1)C(=S)NO
CNN(C(=S)NO)C1CC1
false
CCC(C)C(CC)C1CC1
C1CC1
161.23
41.4409
-0.1511
3
3
21
47.53
C=C1CNS(=O)(=O)C1C=O
C=C1CNS(=O)(=O)C1C=O
true
CCC1C(C)CCC1(C)C
C=C1CNS(=O)(=O)C1
161.182
35.9145
-0.9569
3
1
17
63.24
CCC(=C)C1=NSC=C1O
C=C(CC)c1nscc1O
false
CCC(C)C1CCCC1C
c1cnsc1
155.222
43.1038
2.2719
3
1
19
33.12
CC(C)N1SC(=O)C(Cl)=C1
CC(C)n1cc(Cl)c(=O)s1
false
CC(C)C1CC(C)C(C)C1
O=c1cc[nH]s1
177.656
43.974
2.1441
3
0
18
22
CCC(C=C)=CS(O)(=O)=O
C=CC(=CS(=O)(=O)O)CC
false
CCC(CC)CC(C)(C)C
162.21
40.1196
1.3541
2
1
20
54.37
CCN=C1C=CSN1C=C
C=Cn1sccc1=NCC
false
CCCC1CCCC1CC
N=c1ccs[nH]1
154.238
44.8
1.5707
3
0
20
17.29
CC1(C)ON(C=C1)C(N)=S
CC1(C)C=CN(C(N)=S)O1
false
CC(C)C1CCC(C)(C)C1
C1=CNOC1
158.226
42.9284
0.7695
2
1
20
38.49
CC(=C)CN(C=C)C(N)=S
C=CN(CC(=C)C)C(N)=S
false
CCC(CC(C)C)C(C)C
156.254
48.5024
1.2516
1
1
22
29.26
CC1CC(=C)CNS1(=O)=O
C=C1CNS(=O)(=O)C(C)C1
false
CC1CCC(C)(C)C(C)C1
C=C1CCS(=O)(=O)NC1
161.226
40.1415
0.2542
2
1
21
46.17
O=S1(=O)CCC=CCCN1
O=S1(=O)CCC=CCCN1
true
CC1(C)CCCCCCC1
O=S1(=O)CCC=CCCN1
161.226
40.1635
0.2558
2
1
21
46.17
COC1=CC(=NS1)C1CO1
COc1cc(C2CO2)ns1
false
CCC1CCC(C2CC2)C1
c1cc(C2CO2)ns1
157.194
37.359
1.223
4
0
17
34.65
CONC1=NSC(C=C)=C1
C=Cc1cc(NOC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
156.21
42.8367
1.7594
4
1
18
34.15
CONC(=S)NC(=C)C=C
C=CC(=C)NC(=S)NOC
false
CCCC(C)CC(C)CC
158.226
45.2154
0.7116
2
2
20
33.29
NC1=CC(Cl)=C(Cl)C=C1Cl
Nc1cc(Cl)c(Cl)cc1Cl
false
CC1CC(C)C(C)CC1C
c1ccccc1
196.464
45.8844
3.229
1
1
14
26.02
NC(=S)N1N=CC(=C)C1=O
C=C1C=NN(C(N)=S)C1=O
false
CC(C)C1CCC(C)C1C
C=C1C=NNC1=O
155.182
41.2634
-0.3858
3
1
15
58.69
CC=COC(=C)S(N)(=O)=O
C=C(OC=CC)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
163.198
38.1462
0.2963
3
1
19
69.39
NS(=O)(=O)CCC(O)C=C
C=CC(O)CCS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
165.214
38.795
-0.7881
3
2
21
80.39
CCN=C(NC)S(C)(=O)=O
CCN=C(NC)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
164.23
41.8795
-0.3737
3
1
22
58.53
CC(CC1CC1)NC(N)=S
CC(CC1CC1)NC(N)=S
true
CC(C)CC(C)CC1CC1
C1CC1
158.27
46.7241
1.0082
1
2
24
38.05
N#CC1CC1C1=CC=CS1
N#CC1CC1c1cccs1
false
CCC1CC1C1CCCC1
c1csc(C2CC2)c1
149.218
40.78
2.37518
2
0
17
23.79
CC1C2NC(=S)NC1C=C2
CC1C2C=CC1NC(=S)N2
false
CC1CC2CCC(C1)C2C
S=C1NC2C=CC(C2)N1
154.238
44.7494
0.4072
1
2
20
24.06
CCCONC(=S)NCC
CCCONC(=S)NCC
true
CCCCCC(C)CCC
162.258
45.6534
0.812
2
2
24
33.29
NC1=C(Cl)C=C(CC#C)S1
C#CCc1cc(Cl)c(N)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
171.652
46.2784
2.1594
2
1
16
26.02
OCCC#CC1=CSN=C1
OCCC#Cc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
153.206
40.6948
0.877
3
1
17
33.12
COC=C(C#N)S(C)(=O)=O
COC=C(C#N)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
161.182
35.5488
0.04238
4
0
17
67.16
COCCC1NCS1(=O)=O
COCCC1NCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CNC1
165.214
37.2035
-0.6755
4
1
21
55.4
S=C1NCC(N1)=CC1CO1
S=C1NCC(=CC2CO2)N1
false
CC1CCC(CC2CC2)C1
S=C1NCC(=CC2CO2)N1
156.21
41.5594
-0.2532
2
2
18
36.59
C#CCCOC1=CSN=N1
C#CCCOc1csnn1
false
CCCCCC1CCCC1
c1csnn1
154.194
38.854
0.9402
4
0
16
35.01
CC(C)=CC1=CSC(=O)N1
CC(C)=Cc1csc(=O)[nH]1
false
CC(C)CC1CCC(C)C1
O=c1[nH]ccs1
155.222
44.2647
1.8596
2
1
19
32.86
CC1CN(C(N)=N)S1(=O)=O
CC1CN(C(=N)N)S1(=O)=O
false
CC(C)C1CC(C)C1(C)C
O=S1(=O)CCN1
163.202
37.0019
-1.08623
3
2
19
87.25
CC=C(CO)C1=NN=CS1
CC=C(CO)c1nncs1
false
CCC(CC)C1CCCC1
c1nncs1
156.21
40.6458
0.9337
4
1
18
46.01
CNC1=C(C=CS1)C(C)=C
C=C(C)c1ccsc1NC
false
CCC1CCCC1C(C)C
c1ccsc1
153.25
48.5737
2.8229
2
1
21
12.03
CCCOC1=CC(=O)NS1
CCCOc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
159.21
40.7257
1.2252
3
1
19
42.09
NCC1=CC(NC=N)=CS1
N=CNc1csc(CN)c1
false
CCCC1CCC(CC)C1
c1ccsc1
155.226
44.6168
1.22577
3
3
19
61.9
CN1C(=C)C(N)CS1(=O)=O
C=C1C(N)CS(=O)(=O)N1C
false
CC1CC(C)(C)C(C)C1C
C=C1CCS(=O)(=O)N1
162.214
38.6652
-0.8974
3
1
20
63.4
CNC(=S)NC1=NOCC1
CNC(=S)NC1=NOCC1
true
CCC(C)CC1CCCC1
C1=NOCC1
159.214
42.7974
-0.1859
3
2
19
45.65
CCC(C)(O)S(=O)(=O)C=C
C=CS(=O)(=O)C(C)(O)CC
false
CCC(C)(C)C(C)(C)CC
164.226
40.0316
0.6632
3
1
22
54.37
O=CS(=O)(=O)C1CCCO1
O=CS(=O)(=O)C1CCCO1
true
CCC(C)(C)C1CCCC1
C1CCOC1
164.182
34.6443
-0.2721
4
0
18
60.44
CC#CCN=C1NN=CS1
CC#CCN=c1[nH]ncs1
false
CCCCCC1CCCC1
N=c1[nH]ncs1
153.21
40.3447
0.3952
3
1
17
41.04
CC#CC1=C2CCC2=CS1
CC#Cc1scc2c1CC2
false
CCCC1CCC2CCC12
c1scc2c1CC2
148.23
44.279
2.2181
1
0
18
0
O=CNC1=CSC=C1C#C
C#Cc1cscc1NC=O
false
CCCC1CCCC1CC
c1ccsc1
151.19
41.9407
1.2977
2
1
15
29.1
N=C1N=CC2=CSC(=O)N12
N=C1N=Cc2csc(=O)n21
false
CC1CCC2CCC(C)C12
N=C1N=Cc2csc(=O)n21
153.166
39.2977
0.12517
4
1
13
58.21