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
O=C1CNC2=NSC=C2C1
O=C1CNc2nscc2C1
false
CC1CCC2CCCC2C1
O=C1CNc2nscc2C1
154.194
39.3147
0.6802
4
1
16
41.99
CCC=CCC1=CSC=C1
CCC=CCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
152.262
47.454
3.2568
1
0
22
0
O=S1(=O)OC=CCC2NC12
O=S1(=O)OC=CCC2NC21
false
CC1(C)CCCCC2CC21
O=S1(=O)OC=CCC2NC21
161.182
34.4735
-0.4519
4
1
17
65.31
ON=C1SC=C(CC#C)S1
C#CCc1csc(=NO)s1
false
CCCC1CCC(CC)C1
N=c1sccs1
171.246
42.0825
1.2752
4
1
15
32.59
CCNC1=NC(OC)=CS1
CCNc1nc(OC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
158.226
42.8297
1.5835
4
1
20
34.15
NCS(=O)(=O)NCCC=C
C=CCCNS(=O)(=O)CN
false
CCCCCC(C)(C)CC
164.23
40.7909
-0.6019
3
2
22
72.19
CC1=C(O)N2CCN=C2S1
CC1=C(O)N2CCN=C2S1
true
CC1CC2CCCC2C1C
C1=CN2CCN=C2S1
156.21
41.9278
1.1518
4
1
18
35.83
CNC1C2OCS(=O)(=O)C12
CNC1C2OCS(=O)(=O)C12
true
CCC1C2CCC(C)(C)C12
O=S1(=O)COC2CC21
163.198
35.2955
-1.2723
4
1
19
55.4
OCC1=C2SC=CN2N=C1
OCc1cnn2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccn2n1
154.194
38.9918
0.8881
4
1
16
37.53
CCOC1=C(O)SN=C1C
CCOc1c(C)nsc1O
false
CCCC1C(C)CCC1C
c1cnsc1
159.21
39.6848
1.55582
4
1
19
42.35
CC(=N)N1SC=C(O)C1=N
CC(=N)n1scc(O)c1=N
false
CC(C)C1CCC(C)C1C
N=c1ccs[nH]1
157.198
38.6272
0.57994
5
3
17
72.86
NC1=C2N(O)C=NC2=CS1
Nc1scc2ncn(O)c12
false
CC1CCC2CCC(C)C12
c1nc2cscc2[nH]1
155.182
39.2069
0.9173
5
2
15
64.07
CN1SC(=O)C(=N1)C1CC1
Cn1nc(C2CC2)c(=O)s1
false
CC1CC(C)C(C2CC2)C1
O=c1s[nH]nc1C1CC1
156.21
39.33
0.7192
4
0
18
34.89
CCC1CN1C1=NN=CS1
CCC1CN1c1nncs1
false
CCC1CC1C1CCCC1
c1nnc(N2CC2)s1
155.226
41.334
1.1367
4
0
19
28.79
CC1CS(=O)(=O)N(N)C=N1
CC1CS(=O)(=O)N(N)C=N1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCN=CN1
163.202
37.7672
-1.0777
4
1
19
75.76
CC(=O)NN1C=C(Cl)C=N1
CC(=O)Nn1cc(Cl)cn1
false
CC(C)CC1CCC(C)C1
c1cn[nH]c1
159.576
37.2787
0.6265
3
1
16
46.92
C=CC1CN=CNC(=S)N1
C=CC1CN=CNC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NC=NCCN1
155.226
46.2134
0.047
2
2
19
36.42
CN=CN1C=C(N)SC1=O
CN=Cn1cc(N)sc1=O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
157.198
42.8054
-0.0018
5
1
17
60.38
COC1=C(OC=C)N=CS1
C=COc1ncsc1OC
false
CCCC1CCCC1CC
c1cscn1
157.194
39.491
1.674
4
0
17
31.35
OC1C=CCC2=CSC=C12
OC1C=CCc2cscc21
false
CC1CCCC2CCCC12
C1=CCc2cscc2C1
152.218
42.1228
1.8938
2
1
18
20.23
ON=CNCC1=CC=NS1
ON=CNCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
157.198
39.2322
0.6502
4
2
17
57.51
CC1=NSC2=C1C=CC2=O
Cc1nsc2c1C=CC2=O
false
CC1CCC2C(C)CCC12
O=C1C=Cc2cnsc21
151.19
40.2155
1.66102
3
0
15
29.96
COCCC1CNC(=S)N1
COCCC1CNC(=S)N1
true
CCCCC1CCC(C)C1
S=C1NCCN1
160.242
44.0174
-0.1308
2
2
22
33.29
O=S1(=O)CCNN=CC=C1
O=S1(=O)C=CC=NNCC1
false
CC1(C)CCCCCCC1
O=S1(=O)C=CC=NNCC1
160.198
39.4215
-0.4961
4
1
18
58.53
OCC12CC1CS(=O)(=O)C2
O=S1(=O)CC2CC2(CO)C1
false
CCC12CC1CC(C)(C)C2
O=S1(=O)CC2CC2C1
162.21
36.2796
-0.5866
3
1
20
54.37
CN(CC1=CN=NS1)C=O
CN(C=O)Cc1cnns1
false
CCC(C)CC1CCCC1
c1csnn1
157.198
37.44
0.1263
4
0
17
46.09
ClC1=CON=C1C1CCO1
Clc1conc1C1CCO1
false
CC1CCCC1C1CCC1
c1cc(C2CCO2)no1
159.572
34.823
1.7894
3
0
16
35.26
N=C1NC=CCCS1(=O)=O
N=C1NC=CCCS1(=O)=O
true
CC1CCCCCC1(C)C
N=C1NC=CCCS1(=O)=O
160.198
38.4062
-0.15703
3
2
18
70.02
CC(C)=CC1=C(O)SN=C1
CC(C)=Cc1cnsc1O
false
CC(C)CC1CCCC1C
c1cnsc1
155.222
43.1038
2.2719
3
1
19
33.12
CN(CC#C)C1=CSN=C1
C#CCN(C)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
152.222
44.217
1.2125
3
0
18
16.13
COCCC1=C(O)SC=C1
COCCc1ccsc1O
false
CCCCC1CCCC1C
c1ccsc1
158.222
41.5638
1.6426
3
1
20
29.46
CC(=C)CS(=O)(=O)N1CC1
C=C(C)CS(=O)(=O)N1CC1
false
CC(C)CC(C)(C)C1CC1
C1CN1
161.226
40.1738
0.2079
2
0
21
37.15
CC(CCO)C1=NN=CS1
CC(CCO)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
158.226
40.0268
1.024
4
1
20
46.01
CC=C1CNC(=S)NC=C1
CC=C1C=CNC(=S)NC1
false
CCC1CCCC(C)CC1
C=C1C=CNC(=S)NC1
154.238
46.6334
0.9241
1
2
20
24.06
O=C1OC2=C(S1)C1CC1C2
O=c1oc2c(s1)C1CC1C2
false
CC1CC2CC3CC3C2C1
O=c1oc2c(s1)C1CC1C2
154.19
37.407
1.3609
3
0
16
30.21
C=C1NC(=S)NOC1C#C
C#CC1ONC(=S)NC1=C
false
CCC1CCC(C)CC1C
C=C1CONC(=S)N1
154.194
41.7154
-0.0888
2
2
16
33.29
NS(=O)(=O)N1CCC=CC1
NS(=O)(=O)N1CC=CCC1
false
CC(C)(C)C1CCCCC1
C1=CCNCC1
162.214
38.4372
-0.5482
2
1
20
63.4
C=C1OC2=C(C=C1)N=NS2
C=C1C=Cc2nnsc2O1
false
CC1CCC2CCCC2C1
C=C1C=Cc2nnsc2O1
152.178
38.711
1.4574
4
0
14
35.01
CNC1=NC2=C(S1)N=CO2
CNc1nc2ocnc2s1
false
CCC1CC2CCCC2C1
c1nc2scnc2o1
155.182
39.2277
1.326
5
1
15
50.95
CS(=O)(=O)NC(=O)NC=C
C=CNC(=O)NS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
164.186
36.7082
-0.6113
3
2
18
75.27
N#CC1=CSC=C1C1CN1
N#Cc1cscc1C1CN1
false
CCC1CCCC1C1CC1
c1cc(C2CN2)cs1
150.206
39.7777
1.26408
3
1
16
45.73
CC1=NSC2=C1C(=C)C=N2
C=C1C=Nc2snc(C)c21
false
CC1CCC2CCC(C)C12
C=C1C=Nc2sncc21
150.206
44.037
2.18062
3
0
16
25.25
CCN1C=C2C=CSC2=N1
CCn1cc2ccsc2n1
false
CCC1CC2CCCC2C1
c1cc2c[nH]nc2s1
152.222
43.284
2.1177
3
0
18
17.82
CC1=CC2=C(C1)C(=N)SN2
CC1=Cc2[nH]sc(=N)c2C1
false
CC1CC2CCC(C)C2C1
N=c1s[nH]c2c1CC=C2
152.222
41.8794
1.51507
2
2
18
39.64
CNC(C)S(=O)(=O)C#CC
CC#CS(=O)(=O)C(C)NC
false
CCCC(C)(C)C(C)CC
161.226
40.8915
-0.0526
3
1
21
46.17
N#CC1=C(SC=C1)C1CO1
N#Cc1ccsc1C1CO1
false
CCC1CCCC1C1CC1
c1csc(C2CO2)c1
151.19
37.727
1.69108
3
0
15
36.32
O=S1(=O)OCC(C=C1)C#N
N#CC1C=CS(=O)(=O)OC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCCO1
159.166
33.1148
-0.00012
4
0
15
67.16
CNC12CC1COS2(=O)=O
CNC12CC1COS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)OCC2CC21
163.198
34.7695
-0.718
4
1
19
55.4
CN=C(N1CC1)S(C)(=O)=O
CN=C(N1CC1)S(C)(=O)=O
true
CCC(C1CC1)C(C)(C)C
C1CN1
162.214
39.7758
-0.6676
3
0
20
49.51
CC1=C(C(N)=N)C(O)=CS1
Cc1scc(O)c1C(=N)N
false
CC(C)C1C(C)CCC1C
c1ccsc1
156.21
41.7369
1.04619
3
3
18
70.1
CCC(N)(CC)S(O)(=O)=O
CCC(N)(CC)S(=O)(=O)O
false
CCC(C)(CC)C(C)(C)C
167.23
39.049
0.3492
3
2
23
80.39
NC1=NC=C(Cl)C2=C1CO2
Nc1ncc(Cl)c2c1CO2
false
CC1CCC(C)C2CCC12
c1cc2c(cn1)CO2
156.572
37.9914
1.2096
3
1
15
48.14
OC1CC1CC1=NSN=C1
OC1CC1Cc1cnsn1
false
CC1CC1CC1CCCC1
c1nsnc1CC1CC1
156.21
37.7268
0.4614
4
1
18
46.01
CC1=CSC2=C1CNC2=N
Cc1csc2c1CNC2=N
false
CC1CCC2C(C)CCC12
N=C1NCc2ccsc21
152.222
42.7244
1.48509
2
2
18
35.88
OC1=CSC2=C1CNC2=O
O=C1NCc2c(O)csc21
false
CC1CCC2C(C)CCC12
O=C1NCc2ccsc21
155.178
37.154
0.6971
3
2
15
49.33
NC(C1CC1)C1=NSN=C1
NC(c1cnsn1)C1CC1
false
CC(C1CCCC1)C1CC1
c1nsnc1CC1CC1
155.226
39.5614
0.9479
4
1
19
51.8
CC1=CC=C(Cl)C(=N)N1N
Cc1ccc(Cl)c(=N)n1N
false
CC1CCC(C)C(C)C1C
N=c1cccc[nH]1
157.604
40.1841
0.64319
3
2
18
54.8
CN(C)C1=C(O)N=C(C)S1
Cc1nc(O)c(N(C)C)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
158.226
42.8428
1.22312
4
1
20
36.36
OCCCC1=CC=C(O)S1
OCCCc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
158.222
41.3906
1.3786
3
2
20
40.46
COS(=O)(=O)CC1(C)CO1
COS(=O)(=O)CC1(C)CO1
true
CCC(C)(C)CC1(C)CC1
C1CO1
166.198
35.1528
-0.2485
4
0
20
55.9
CON1C=CS(=O)(=O)C1=N
CON1C=CS(=O)(=O)C1=N
true
CCC1CCC(C)(C)C1C
N=C1NC=CS1(=O)=O
162.17
34.6345
-0.31583
4
1
16
70.46
O=S1(=O)CNC2=NOC=C12
O=S1(=O)CNc2nocc21
false
CC1(C)CCC2CCCC21
O=S1(=O)CNc2nocc21
160.154
32.1785
-0.1687
5
1
14
72.2
CC1C2N1S(=O)(=O)C=C2N
CC1C2C(N)=CS(=O)(=O)N12
false
CC1CC(C)(C)C2C(C)C12
O=S1(=O)C=CC2CN21
160.198
36.2792
-0.7974
3
1
18
63.17
ONC(=S)NC1CCNC1
ONC(=S)NC1CCNC1
true
CCC(C)CC1CCCC1
C1CCNC1
161.23
41.9306
-0.7984
3
4
21
56.32
CC(C)(OC=C)S(O)(=O)=O
C=COC(C)(C)S(=O)(=O)O
false
CCCC(C)(C)C(C)(C)C
166.198
36.9096
0.7704
3
1
20
63.6
CC(=C)C1=NC(C=O)=CS1
C=C(C)c1nc(C=O)cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
153.206
42.2095
1.9887
3
0
17
29.96
O=S1(=O)OCC2=C1CCC2
O=S1(=O)OCC2=C1CCC2
true
CC1(C)CCC2CCCC21
O=S1(=O)OCC2=C1CCC2
160.194
35.7488
0.7844
3
0
18
43.37
CC12CC(N1)C1=C2N=CS1
CC12CC(N1)c1scnc12
false
CC12CC(C1)C1CCCC12
c1nc2c(s1)C1CC2N1
152.222
39.9597
1.4063
3
1
18
24.92
NC=C1CCC(=O)S1(=O)=O
NC=C1CCC(=O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1CCC(=O)S1(=O)=O
161.182
35.4312
-0.4783
4
1
17
77.23
NCC1C(O)C1S(N)(=O)=O
NCC1C(O)C1S(N)(=O)=O
true
CCC1C(C)C1C(C)(C)C
C1CC1
166.202
35.4464
-2.4071
4
3
20
106.41
C=NN1C=CC2CN2C1=S
C=NN1C=CC2CN2C1=S
true
CCC1CCC2CC2C1C
S=C1NC=CC2CN12
153.21
43.62
0.4004
2
0
17
18.61
CC1CNN=CS(=O)(=O)C1
CC1CNN=CS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)C=NNCCC1
162.214
39.4455
-0.4162
4
1
20
58.53
OCC1=CSC(NC=N)=C1
N=CNc1cc(CO)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
156.21
42.6482
1.25937
3
3
18
56.11
O=S1(=O)CC=CC2CC2C1
O=S1(=O)CC=CC2CC2C1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CC=CC2CC2C1
158.222
39.3908
0.6071
2
0
20
34.14
CN(C)C1=NS(=O)(=O)C=C1
CN(C)C1=NS(=O)(=O)C=C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)C=CC=N1
160.198
39.1818
-0.1964
3
0
18
49.74
NC1CNS(=O)(=O)C2NC12
NC1CNS(=O)(=O)C2NC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)NCCC2NC21
163.202
35.6096
-2.4554
4
3
19
94.13
C1NC2CC3=CSC=C3C12
c1scc2c1CC1NCC21
false
C1CC2CC3CCC3C2C1
c1scc2c1CC1NCC21
151.234
42.5547
1.3596
2
1
19
12.03
CC1=CC=C(C=C1Cl)C#C
C#Cc1ccc(C)c(Cl)c1
false
CCC1CCC(C)C(C)C1
c1ccccc1
150.608
44.124
2.62972
0
0
17
0
COC(=C)C1=CNC=C1Cl
C=C(OC)c1c[nH]cc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
157.6
41.8457
2.2852
1
1
18
25.02
OC1(CCS1(=O)=O)C1CC1
O=S1(=O)CCC1(O)C1CC1
false
CC1(C)CCC1(C)C1CC1
O=S1(=O)CCC1C1CC1
162.21
36.0776
-0.0965
3
1
20
54.37
O1N=CC=C1C1=CC=NS1
c1cc(-c2ccns2)on1
false
C1CCC(C2CCCC2)C1
c1cc(-c2ccns2)on1
152.178
37.611
1.7981
4
0
14
38.92
O=S1(=O)C2NC3CC2NC13
O=S1(=O)C2NC3CC2NC31
false
CC1(C)C2CC3CC2CC31
O=S1(=O)C2NC3CC2NC31
160.198
34.9602
-1.5993
4
2
18
58.2
CC1=CN=C(S1)C(=C)C=C
C=CC(=C)c1ncc(C)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
151.234
46.082
2.65072
2
0
19
12.89
CN1C=C2SC=C(O)C2=N1
Cn1cc2scc(O)c2n1
false
CC1CC2CCC(C)C2C1
c1cc2n[nH]cc2s1
154.194
40.2558
1.3404
4
1
16
38.05
CCN1SC=C2C=NN=C12
CCn1scc2cnnc1-2
false
CCC1CCC2CCCC12
c1nnc2[nH]scc1-2
153.21
40.195
1.4643
4
0
17
30.71
NC1=C(SN=C1)C1CCC1
Nc1cnsc1C1CCC1
false
CC1CCCC1C1CCC1
c1cc(C2CCC2)sn1
154.238
43.1184
1.9928
3
1
20
38.91
NC1COC2C1NS2(=O)=O
NC1COC2C1NS2(=O)=O
true
CC1CCC2C1CC2(C)C
O=S1(=O)NC2CCOC21
164.186
33.5589
-2.0284
4
2
18
81.42
CCNCCS(=O)(=O)CC
CCNCCS(=O)(=O)CC
true
CCCCCC(C)(C)CC
165.258
42.8715
0.0306
3
1
25
46.17
[O-][N+](=O)C1=NN=C(S1)C#C
C#Cc1nnc([N+](=O)[O-])s1
false
CCC1CCC(C(C)C)C1
c1nncs1
155.138
34.4984
0.4276
5
0
11
68.92
CS(=O)(=O)CC(O)C(N)=N
CS(=O)(=O)CC(O)C(=N)N
false
CC(C)C(C)CC(C)(C)C
166.202
37.6317
-1.67213
4
3
20
104.24
NC1=C(C#C)S(=O)(=O)NC1
C#CC1=C(N)CNS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCN1
158.182
36.9689
-1.2771
3
2
16
72.19
CC1=CN(C=N)C(N)=C1Cl
Cc1cn(C=N)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.604
42.7731
1.48729
3
2
18
54.8
NC1=NC(CC2CN2)=CS1
Nc1nc(CC2CN2)cs1
false
CC1CCC(CC2CC2)C1
c1nc(CC2CN2)cs1
155.226
42.0211
0.2396
4
2
19
60.85
O=C1CCC2=C(N1)SN=N2
O=C1CCc2nnsc2N1
false
CC1CCC2CCCC2C1
O=C1CCc2nnsc2N1
155.182
36.8597
0.4228
4
1
15
54.88
CC1CC1NS(=O)(=O)NO
CC1CC1NS(=O)(=O)NO
true
CCC(C)(C)CC1CC1C
C1CC1
166.202
34.5467
-0.792
3
3
20
78.43
NC(=S)NCCC#CC=C
C=CC#CCCNC(N)=S
false
CCCCCCCC(C)C
154.238
47.3781
0.3991
1
2
20
38.05
CC1=C(Cl)C=C(N1)C=CO
Cc1[nH]c(C=CO)cc1Cl
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
157.6
42.2025
2.50522
1
2
18
36.02
OC1C2NC1C1=C2SN=N1
OC1C2NC1c1snnc12
false
CC1C2CC1C1CCCC21
C1C2NC1c1snnc12
155.182
34.5335
-0.402
5
2
15
58.04
CNC1=C(O)C(C)=C(C)S1
CNc1sc(C)c(C)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
157.238
45.0045
2.11224
3
2
21
32.26
CNN=CCS(=O)(=O)C#N
CNN=CCS(=O)(=O)C#N
true
CCCCCC(C)(C)CC
161.186
36.9515
-0.91252
5
1
17
82.32