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
CC1CC1C1=C(C)SC=C1
Cc1sccc1C1CC1C
false
CC1CCCC1C1CC1C
c1cc(C2CC2)cs1
152.262
45.578
3.17992
1
0
22
0
NS(=O)(=O)CN(C=C)C=O
C=CN(C=O)CS(N)(=O)=O
false
CCC(CC)CC(C)(C)C
164.186
36.0742
-1.1657
3
1
18
80.47
ClC1=CSC(C=CC#N)=C1
N#CC=Cc1cc(Cl)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
169.636
43.976
2.93828
2
0
14
23.79
CC1CC2=CSC(C)=C2C1
Cc1scc2c1CC(C)C2
false
CC1CC2CCC(C)C2C1
c1scc2c1CCC2
152.262
45.628
2.79122
1
0
22
0
CN1SC(NC=O)=CC1=N
Cn1sc(NC=O)cc1=N
false
CCCC1CC(C)C(C)C1
N=c1ccs[nH]1
157.198
38.8314
0.13437
4
2
17
57.88
O=CN1CC2=C(N1)C=CS2
O=CN1Cc2sccc2N1
false
CCC1CC2CCCC2C1
c1cc2c(s1)CNN2
154.194
39.5487
1.047
3
1
16
32.34
O=S1(=O)CCOC(=C1)C#C
C#CC1=CS(=O)(=O)CCO1
false
CCC1CCCC(C)(C)C1
O=S1(=O)C=COCC1
158.178
36.6548
-0.094
3
0
16
43.37
CN(C)C1=C(N)SC=C1N
CN(C)c1c(N)csc1N
false
CC(C)C1C(C)CCC1C
c1ccsc1
157.242
47.4708
0.9785
4
2
21
55.28
ClC1=C(CC2CO2)OC=C1
Clc1ccoc1CC1CO1
false
CC1CCCC1CC1CC1
c1coc(CC2CO2)c1
158.584
37.162
1.8743
2
0
17
25.67
CC1=CSC(C#N)=C1CO
Cc1csc(C#N)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
153.206
39.6938
1.4205
3
1
17
44.02
CC1C(CN1C(N)=S)C=C
C=CC1CN(C(N)=S)C1C
false
CCC1CC(C(C)C)C1C
C1CNC1
156.254
46.6404
0.7363
1
1
22
29.26
S=C1NOCC2(CN12)C#C
C#CC12CONC(=S)N1C2
false
CCC12CCCC(C)C1C2
S=C1NOCC2CN12
154.194
39.9557
-0.5063
2
1
16
24.27
O=S1(=O)CCC(CC#C)N1
C#CCC1CCS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
O=S1(=O)CCCN1
159.21
38.7775
-0.2986
2
1
19
46.17
CN1CCC(C1)NC(N)=S
CN1CCC(NC(N)=S)C1
false
CC(C)CC1CCC(C)C1
C1CCNC1
159.258
45.8231
-0.4763
2
2
23
41.29
NC1=C(C=CS1)C1COC1
Nc1sccc1C1COC1
false
CC1CCCC1C1CCC1
c1cc(C2COC2)cs1
155.222
42.2914
1.4441
3
1
19
35.25
NC1=CSC2=C1OCOC2
Nc1csc2c1OCOC2
false
CC1CCC2CCCCC12
c1cc2c(s1)COCO2
157.194
39.0154
1.1968
4
1
17
44.48
O=S1(=O)CC2COCCC12
O=S1(=O)CC2COCCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2COCCC21
162.21
36.5008
-0.1801
3
0
20
43.37
ClC1=CSC(C#C)=C1C=C
C#Cc1scc(Cl)c1C=C
false
CCC1CCC(C)C1CC
c1ccsc1
168.648
47.355
3.0258
1
0
15
0
O=S1(=O)NC2C3CC1OC23
O=S1(=O)NC2C3CC1OC32
false
CC1(C)CC2C3CC1CC32
O=S1(=O)NC2C3CC1OC32
161.182
32.6115
-0.9672
3
1
17
55.4
CC1=CN=C(S1)C(=C)CO
C=C(CO)c1ncc(C)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
155.222
42.9708
1.45702
3
1
19
33.12
CC(C)C(N)C1=CSN=C1
CC(C)C(N)c1cnsc1
false
CC(C)C(C)C1CCCC1
c1cnsc1
156.254
43.8804
1.7989
3
1
22
38.91
CN1SC2=C(OC=C2)C1=O
Cn1sc2ccoc2c1=O
false
CC1CC2CCCC2C1C
O=c1[nH]sc2ccoc12
155.178
39.332
1.193
4
0
15
35.14
NS(=O)(=O)C=CCC1CO1
NS(=O)(=O)C=CCC1CO1
true
CC(C)(C)CCCC1CC1
C1CO1
163.198
36.6042
-0.4225
3
1
19
72.69
CC1(C)C(OS1(=O)=O)C#C
C#CC1OS(=O)(=O)C1(C)C
false
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCO1
160.194
36.7048
0.1268
3
0
18
43.37
CCC1=C(SC(C)=N1)C#C
C#Cc1sc(C)nc1CC
false
CCC1CC(C)CC1CC
c1cscn1
151.234
44.164
1.99522
2
0
19
12.89
CC=CC1=C(O)C(=O)NS1
CC=Cc1s[nH]c(=O)c1O
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
157.194
41.3125
1.1751
3
2
17
53.09
CC(CO)C1=C(C)C=CS1
Cc1ccsc1C(C)CO
false
CCC(C)C1CCCC1C
c1ccsc1
156.25
44.5568
2.15232
2
1
22
20.23
N=C1SC=NN1C=CC#N
N#CC=Cn1ncsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ncs1
152.182
36.9017
0.41835
5
1
14
65.46
CN(CC(O)C#C)C(N)=S
C#CC(O)CN(C)C(N)=S
false
CCC(C)CC(C)C(C)C
158.226
44.2552
-0.8441
2
2
20
49.49
CC1=C(Cl)C=CN(N)C1=N
Cc1c(Cl)ccn(N)c1=N
false
CC1CCC(C)C(C)C1C
N=c1cccc[nH]1
157.604
40.1841
0.64319
3
2
18
54.8
CC(=O)OCC1=CSC=C1
CC(=O)OCc1ccsc1
false
CC(C)CCC1CCCC1
c1ccsc1
156.206
39.789
1.8112
3
0
18
26.3
CC1=CC2=C(S1)C=CC2N
Cc1cc2c(s1)C=CC2N
false
CC1CC2CCC(C)C2C1
C1=Cc2sccc2C1
151.234
45.0184
2.08312
2
1
19
26.02
O=S1(=O)CC(CC#N)=CN1
N#CCC1=CNS(=O)(=O)C1
false
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CN1
158.182
35.2355
-0.28302
3
1
16
69.96
C1C2ON=C3C=NSN3C12
C1=NSN2C1=NOC1CC12
false
C1CC2CCC3CC3C2C1
C1=NSN2C1=NOC1CC12
155.182
38.635
0.4206
5
0
15
37.19
CC(=C)OC1=NC(C)=NS1
C=C(C)Oc1nc(C)ns1
false
CC(C)CC1CCC(C)C1
c1ncsn1
156.21
40.088
1.75892
4
0
18
35.01
C=C1OCC=CCS1(=O)=O
C=C1OCC=CCS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1OCC=CCS1(=O)=O
160.194
38.0188
0.4588
3
0
18
43.37
CNC(=S)N1CCOC=N1
CNC(=S)N1CCOC=N1
true
CCC(C)C1CCCCC1
C1=NNCCO1
159.214
42.8077
-0.2338
3
1
19
36.86
CC1=CC2=NNC(=S)N2O1
Cc1cc2n[nH]c(=S)n2o1
false
CC1CC2CCC(C)C2C1
S=c1[nH]nc2ccon12
155.182
37.3797
1.29331
4
1
15
46.23
CC=CS(=O)(=O)CCCO
CC=CS(=O)(=O)CCCO
true
CCCCC(C)(C)CCC
164.226
40.3036
0.3172
3
1
22
54.37
CNC1=CSN=C1CCN
CNc1csnc1CCN
false
CCCC1CCCC1CC
c1cnsc1
157.242
44.4191
0.686
4
2
21
50.94
CON=C(C)C1=NN=CS1
CON=C(C)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
157.198
39.129
0.9085
5
0
17
47.37
CNN(C(N)=S)C(=C)C#N
C=C(C#N)N(NC)C(N)=S
false
CCC(C)C(CC)C(C)C
156.214
42.4371
-0.29632
3
2
18
65.08
CCC1OC1C1=CN=CS1
CCC1OC1c1cncs1
false
CCC1CC1C1CCCC1
c1ncc(C2CO2)s1
155.222
40.019
1.993
3
0
19
25.42
CC1=CN(N)C(=O)C=C1Cl
Cc1cn(N)c(=O)cc1Cl
false
CC1CC(C)C(C)CC1C
O=c1cccc[nH]1
158.588
40.5994
0.52392
3
1
17
48.02
O=S1(=O)OC2CCCC2O1
O=S1(=O)OC2CCCC2O1
true
CC1(C)CC2CCCC2C1
O=S1(=O)OC2CCCC2O1
164.182
32.5168
0.1991
4
0
18
52.6
CC1CNS(=O)(=O)C1(C)N
CC1CNS(=O)(=O)C1(C)N
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CCCN1
164.23
38.6789
-0.7696
3
2
22
72.19
CNC1=NSC(N)=C1C=C
C=Cc1c(NC)nsc1N
false
CCC1CCC(C)C1CC
c1cnsc1
155.226
46.1641
1.41
4
2
19
50.94
COC1=CSN=C1C=NN
COc1csnc1C=NN
false
CCCC1CCCC1CC
c1cnsc1
157.198
40.4474
0.4443
5
1
17
60.5
CC(CN)OCS(N)(=O)=O
CC(CN)OCS(N)(=O)=O
true
CCC(C)CCC(C)(C)C
168.218
37.5756
-1.4038
4
2
22
95.41
COC1=NS(=O)(=O)C2CN12
COC1=NS(=O)(=O)C2CN12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)N=CN2CC21
162.17
33.8578
-1.0261
4
0
16
58.74
CN=C(NC=C)S(O)(=O)=O
C=CNC(=NC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
164.186
38.2403
-0.4069
3
2
18
78.76
CC1=C(C(Cl)=CN1)[N+]([O-])=O
Cc1[nH]cc(Cl)c1[N+](=O)[O-]
false
CC(C)C1C(C)CCC1C
c1cc[nH]c1
160.56
37.1941
1.88472
2
1
15
58.93
NC(=S)NC1=CC=CC1=C
C=C1C=CC=C1NC(N)=S
false
CC(C)CC1CCCC1C
C=C1C=CC=C1
152.222
46.2841
0.8295
1
2
18
38.05
CC(CC#C)ONC(N)=S
C#CCC(C)ONC(N)=S
false
CCCC(C)CCC(C)C
158.226
43.9181
0.163
2
2
20
47.28
NN=C1CS(=O)(=O)N2CC12
NN=C1CS(=O)(=O)N2CC12
true
CCC1CC(C)(C)C2CC12
N=C1CS(=O)(=O)N2CC12
161.186
35.9032
-1.6713
4
1
17
75.53
ONC(=S)NCCCC=C
C=CCCCNC(=S)NO
false
CCCCCCC(C)CC
160.242
44.9539
0.8059
2
3
22
44.29
CNCC(C)S(=O)(=O)OC
CNCC(C)S(=O)(=O)OC
true
CCCC(C)C(C)(C)CC
167.23
39.3175
-0.4295
4
1
23
55.4
CC1=NSC(C=C)=C1C=C
C=Cc1snc(C)c1C=C
false
CCC1CCC(C)C1CC
c1cnsc1
151.234
47.033
2.73752
2
0
19
12.89
CC(C)C1=C(C)C(Cl)=CN1
Cc1c(Cl)c[nH]c1C(C)C
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
157.644
44.6287
3.09992
0
1
22
15.79
CN1C=NC=C1S(N)(=O)=O
Cn1cncc1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
c1c[nH]cn1
161.186
34.5812
-0.9325
4
1
17
77.98
CNN=C1OC(N)=C(C)S1
CNN=c1oc(N)c(C)s1
false
CCCC1CC(C)C(C)C1
N=c1occs1
159.214
40.3571
0.26682
5
2
19
63.55
CC=C(C)C1=NSN=C1N
CC=C(C)c1nsnc1N
false
CCC(C)C1CCCC1C
c1cnsn1
155.226
43.6464
1.5435
4
1
19
51.8
COS(=O)(=O)OC=C(C)C
COS(=O)(=O)OC=C(C)C
true
CCC(C)(C)CCC(C)C
166.198
36.4448
0.8179
4
0
20
52.6
C#CC1=CCC2=C1SN=N2
C#CC1=CCc2nnsc21
false
CCC1CCC2CCCC12
C1=Cc2snnc2C1
148.19
40.423
1.1108
3
0
14
25.78
CC1CC2=CSC=C2C1C
CC1Cc2cscc2C1C
false
CC1CC2CCCC2C1C
c1scc2c1CCC2
152.262
45.602
3.0438
1
0
22
0
CC(=COC=O)S(C)(=O)=O
CC(=COC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
164.182
35.7498
0.0653
4
0
18
60.44
CC1=CC2=C(S1)C(C)=CO2
Cc1cc2occ(C)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2sccc2o1
152.218
43.565
3.11114
2
0
18
13.14
CNC1=C(C#N)C(Cl)=CN1
CNc1[nH]cc(Cl)c1C#N
false
CCC1CCC(C)C1CC
c1cc[nH]c1
155.588
40.0644
1.58148
2
2
16
51.61
CC(=O)N1C(=N)CNC1=S
CC(=O)N1C(=N)CNC1=S
true
CC(C)C1C(C)CCC1C
N=C1CNC(=S)N1
157.198
40.8474
-0.29973
3
2
17
56.19
NC1CC2NC(=S)NCC12
NC1CC2NC(=S)NCC12
true
CC1CCC2C(C)CC2C1
S=C1NCC2CCC2N1
157.242
43.6068
-0.8201
2
3
21
50.08
NC1C2CNS(=O)(=O)C1O2
NC1C2CNS(=O)(=O)C1O2
true
CC1C2CCC(C)(C)C1C2
O=S1(=O)NCC2CC1O2
164.186
33.5589
-2.0284
4
2
18
81.42
O=CN1SC2=NC=NC2=C1
O=Cn1cc2ncnc-2s1
false
CCC1CC2CCCC2C1
c1nc2c[nH]sc-2n1
153.166
36.6695
0.4827
5
0
13
47.78
C=CC1CC=CS(=O)(=O)O1
C=CC1CC=CS(=O)(=O)O1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCO1
160.194
37.7468
0.8048
3
0
18
43.37
CCC#CC1=CC=C(O)S1
CCC#Cc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
152.218
43.1528
2.2152
2
1
18
20.23
CC1CN(C(C)=C)C(=S)N1
C=C(C)N1CC(C)NC1=S
false
CC1CC(C)C(C(C)C)C1
S=C1NCCN1
156.254
46.7157
1.0986
1
1
22
15.27
C=C1CCONC(=S)NC1
C=C1CCONC(=S)NC1
true
CC1CCCCC(C)CC1
C=C1CCONC(=S)NC1
158.226
43.4454
0.342
2
2
20
33.29
OC1=CC2=C(CC1)SC=C2
OC1=Cc2ccsc2CC1
false
CC1CCC2CCCC2C1
C1=Cc2ccsc2CC1
152.218
43.2458
2.5932
2
1
18
20.23
CC(C=O)C1=CC(N)=CS1
CC(C=O)c1cc(N)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
155.222
43.2104
1.6327
3
1
19
43.09
O=CCC1=CC(=NS1)C#C
C#Cc1cc(CC=O)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
151.19
39.817
0.8658
3
0
15
29.96
ClC1=CSN=C1C=CC#N
N#CC=Cc1nscc1Cl
false
CCCCC1CCCC1C
c1cnsc1
170.624
41.771
2.33328
3
0
13
36.68
CS(=O)(=O)C1CC1NN=C
C=NNC1CC1S(C)(=O)=O
false
CCCC1CC1C(C)(C)C
C1CC1
162.214
39.7215
-0.6229
4
1
20
58.53
CC=CN(O)C(=S)NC=C
C=CNC(=S)N(O)C=CC
false
CCCC(C)C(C)CCC
158.226
44.3702
1.2292
2
2
20
35.5
C=C1COC2=NC(=N)SN12
C=C1COc2nc(=N)sn21
false
CC1CC2CCC(C)C2C1
C=C1COc2nc(=N)sn21
155.182
36.7837
0.28717
5
1
15
50.9
CN1C(C=C)=CC(Cl)=C1O
C=Cc1cc(Cl)c(O)n1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.6
42.1788
2.0271
2
1
18
25.16
CC1=CSC2=C1N1CC2C1
Cc1csc2c1N1CC2C1
false
CC1CCC2C3CC(C3)C12
c1cc2c(s1)C1CN2C1
151.234
44.01
1.97372
2
0
19
3.24
O=C1OC2CC1S(=O)(=O)C2
O=C1OC2CC1S(=O)(=O)C2
true
CC1CC2CC1C(C)(C)C2
O=C1OC2CC1S(=O)(=O)C2
162.166
32.0718
-0.9011
4
0
16
60.44
CC1=NN=CC2=CSC=C12
Cc1nncc2cscc12
false
CC1CCCC2CCCC12
c1nncc2cscc12
150.206
42.152
1.99972
3
0
16
25.78
NC1=NN2C(=O)CC2=C1Cl
Nc1nn2c(c1Cl)CC2=O
false
CC1CC2C(C)CC2C1C
O=C1Cc2ccnn21
157.56
35.9799
0.315
4
1
14
60.91
COC1=CC2=C(SC=C2)S1
COc1cc2ccsc2s1
false
CCC1CC2CCCC2C1
c1cc2ccsc2s1
170.258
46.254
2.9714
3
0
16
9.23
CN=CNC1=CC(=O)NS1
CN=CNc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
157.198
42.9784
0.5064
3
2
17
57.25
CC1=C(O)SC(=C1)C1CO1
Cc1cc(C2CO2)sc1O
false
CC1CC(C2CC2)CC1C
c1csc(C2CO2)c1
156.206
39.4138
1.83342
3
1
18
32.76
OCCS(=O)(=O)C1(O)CC1
O=S(=O)(CCO)C1(O)CC1
false
CCCC(C)(C)C1(C)CC1
C1CC1
166.198
35.0564
-1.1241
4
2
20
74.6
CCC1=C(CC)C(Cl)=CO1
CCc1occ(Cl)c1CC
false
CCC1CCC(C)C1CC
c1ccoc1
158.628
42.474
3.0578
1
0
21
13.14
CC1CC2=C(N1)NC(=O)S2
CC1Cc2sc(=O)[nH]c2N1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2c(s1)CCN2
156.21
41.7284
0.7929
3
2
18
44.89
CC1=C(OC=N1)S(C)(=O)=O
Cc1ncoc1S(C)(=O)=O
false
CC1CCCC1C(C)(C)C
c1cocn1
161.182
34.3498
0.38652
4
0
17
60.17
OS(=O)(=O)C1=CC(=C)CO1
C=C1C=C(S(=O)(=O)O)OC1
false
CC1CCC(C(C)(C)C)C1
C=C1C=COC1
162.166
34.7236
0.302
3
1
16
63.6
COC1=C(C)N(C)C(=O)S1
COc1sc(=O)n(C)c1C
false
CCC1CC(C)C(C)C1C
O=c1[nH]ccs1
159.21
40.849
0.76382
4
0
19
31.23
OC12CC1S(=O)(=O)CCC2
O=S1(=O)CCCC2(O)CC21
false
CC1(C)CCCC2(C)CC12
O=S1(=O)CCCC2CC21
162.21
36.3756
-0.3016
3
1
20
54.37
C1NC2=C(N=CS2)C2NC12
c1nc2c(s1)NCC1NC21
false
C1CC2CCC3CC3C2C1
c1nc2c(s1)NCC1NC21
153.21
40.2684
0.5815
4
2
17
46.86
CCCN1OC=NNC1=S
CCCN1OC=NNC1=S
true
CCCC1CCCCC1C
S=C1NN=CON1
159.214
42.3077
0.4614
3
1
19
36.86