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
CCC1=C(O)OC(C)=C1Cl
CCc1c(O)oc(C)c1Cl
false
CCC1C(C)CC(C)C1C
c1ccoc1
160.6
39.4978
2.50942
2
1
19
33.37
COS(=O)(=O)C1OC1C=C
C=CC1OC1S(=O)(=O)OC
false
CCC1CC1C(C)(C)CC
C1CO1
164.182
34.7868
-0.1265
4
0
18
55.9
OC1CN2C(=O)SC=C2C1
O=c1scc2n1CC(O)C2
false
CC1CC2CCC(C)C2C1
O=c1scc2n1CCC2
157.194
38.2898
-0.1732
4
1
17
42.23
CC1CC2CCN2C(=S)N1
CC1CC2CCN2C(=S)N1
true
CC1CC(C)C2CCC2C1
S=C1NCCC2CCN12
156.254
44.9237
0.7274
1
1
22
15.27
CC12CN1C=NOS2(=O)=O
CC12CN1C=NOS2(=O)=O
true
CC1(C)CCCC2CC21C
O=S1(=O)ON=CN2CC21
162.17
33.6078
-0.6785
5
0
16
58.74
NCC1CN1S(=O)(=O)C=C
C=CS(=O)(=O)N1CC1CN
false
CCC1CC1C(C)(C)CC
C1CN1
162.214
38.6652
-0.8974
3
1
20
63.17
O1C=NC2=CSC=C2C=N1
C1=NOC=Nc2cscc21
false
C1CCC2CCCC2CC1
C1=NOC=Nc2cscc21
152.178
41.15
1.772
4
0
14
33.95
CN1C(=N)SC(C#C)=C1N
C#Cc1sc(=N)n(C)c1N
false
CCC1CC(C)C(C)C1C
N=c1[nH]ccs1
153.21
41.4921
0.12957
4
2
17
54.8
O=CN1N=CCCS1(=O)=O
O=CN1N=CCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCC=NN1
162.17
34.7988
-0.8359
4
0
16
66.81
NCC1=C(N)C(Cl)=C(N)S1
NCc1sc(N)c(Cl)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
177.66
46.0452
1.0246
4
3
18
78.06
NN=C1CS(=O)(=O)OC1=C
C=C1OS(=O)(=O)CC1=NN
false
CCC1CC(C)(C)CC1C
C=C1OS(=O)(=O)CC1=N
162.17
35.6342
-0.8252
5
1
16
81.75
NNS(=O)(=O)C=CC1CN1
NNS(=O)(=O)C=CC1CN1
true
CCC(C)(C)CCC1CC1
C1CN1
163.202
37.1736
-1.735
4
3
19
94.13
CC1C2CNC1S(=O)(=O)C2
CC1C2CNC1S(=O)(=O)C2
true
CC1C2CCC1C(C)(C)C2
O=S1(=O)CC2CNC1C2
161.226
38.2315
-0.4036
3
1
21
46.17
COCC(NC(N)=S)C#C
C#CC(COC)NC(N)=S
false
CCCC(CC)CC(C)C
158.226
44.4181
-0.5322
2
2
20
47.28
CC12CC1CS(=O)(=O)NC2
CC12CNS(=O)(=O)CC1C2
false
CC1(C)CCC2(C)CC2C1
O=S1(=O)CC2CC2CN1
161.226
38.0035
-0.0544
2
1
21
46.17
NC(=N)C1=C(C=C)N=CS1
C=Cc1ncsc1C(=N)N
false
CCC1CCCC1C(C)C
c1cscn1
153.21
43.2211
1.07017
3
2
17
62.76
NC1C(O)C1C1=CSN=N1
NC1C(O)C1c1csnn1
false
CC1C(C)C1C1CCCC1
c1snnc1C1CC1
157.198
36.6322
-0.6765
5
2
17
72.03
CCC=CS(=O)(=O)N(C)O
CCC=CS(=O)(=O)N(C)O
true
CCCCC(C)(C)C(C)C
165.214
37.9003
0.5609
3
1
21
57.61
NC1=CS(=O)(=O)NC2CC12
NC1=CS(=O)(=O)NC2CC12
true
CC1CC(C)(C)CC2CC12
O=S1(=O)C=CC2CC2N1
160.198
36.2209
-0.892
3
2
18
72.19
CC1CS(=O)(=O)C1CCO
CC1CS(=O)(=O)C1CCO
true
CCCC1C(C)CC1(C)C
O=S1(=O)CCC1
164.226
38.4416
-0.1981
3
1
22
54.37
CC(O)(CO)C1=CSC=C1
CC(O)(CO)c1ccsc1
false
CCC(C)(C)C1CCCC1
c1ccsc1
158.222
40.9756
0.9479
3
2
20
40.46
CC#CCC1=CSC(=O)N1
CC#CCc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
153.206
42.0937
1.0022
2
1
17
32.86
CC1(C)CNCCS1(=O)=O
CC1(C)CNCCS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CCNCC1
163.242
40.7355
-0.217
3
1
23
46.17
CC1C2OC2C2=CSC=C12
CC1c2cscc2C2OC12
false
CC1C2CCCC2C2CC12
c1scc2c1CC1OC21
152.218
40.348
2.3051
2
0
18
12.53
CC=CC1=C(N)C(O)=CS1
CC=Cc1scc(O)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
155.222
45.1042
2.069
3
2
19
46.25
CCC(=O)C1=C(C)SC=N1
CCC(=O)c1ncsc1C
false
CCC(C)C1CCCC1C
c1cscn1
155.222
41.4725
2.04422
3
0
19
29.96
CC1=CSC(N1)=NC=NO
Cc1csc(=NC=NO)[nH]1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.198
39.2482
0.70282
3
2
17
60.74
OCC1C(O)C2=CSN=C12
OCC1c2nscc2C1O
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
157.194
36.9006
0.266
4
2
17
53.35
CC#CCNC1=CSC=C1
CC#CCNc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
151.234
46.2587
2.1833
2
1
19
12.03
OS(=O)(=O)C12CC1CCN2
O=S(=O)(O)C12CC1CCN2
false
CC(C)(C)C12CCCC1C2
C1CC2CC2N1
163.198
35.0063
-0.4163
3
2
19
66.4
NC(=O)C1=C(N)SC(N)=C1
NC(=O)c1cc(N)sc1N
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
157.198
41.6617
0.0114
4
3
17
95.13
ClC1=COC2=C1C1OC1C2
Clc1coc2c1C1OC1C2
false
CC1CCC2CC3CC3C12
c1cc2c(o1)CC1OC21
156.568
35.036
1.929
2
0
15
25.67
CC(C)(C)C1=C(N)N=NS1
CC(C)(C)c1snnc1N
false
CC1CCCC1C(C)(C)C
c1csnn1
157.242
43.0214
1.4178
4
1
21
51.8
CC(C)C(N)C1=CC=NS1
CC(C)C(N)c1ccns1
false
CC(C)C(C)C1CCCC1
c1cnsc1
156.254
43.8804
1.7989
3
1
22
38.91
OC(C=C)C1=NSC=C1O
C=CC(O)c1nscc1O
false
CCC(C)C1CCCC1C
c1cnsc1
157.194
38.9356
1.0681
4
2
17
53.35
CC1(C)NS(=O)(=O)CC1O
CC1(C)NS(=O)(=O)CC1O
true
CC1CC(C)(C)CC1(C)C
O=S1(=O)CCCN1
165.214
37.0083
-0.9411
3
2
21
66.4
C=CNC(=N)S(=O)(=O)C#C
C#CS(=O)(=O)C(=N)NC=C
false
CCCC(C)C(C)(C)CC
158.182
38.8122
-0.34023
3
2
16
70.02
OC1=CSN2C(=N)CN=C12
N=C1CN=C2C(O)=CSN12
false
CC1CCC2C(C)CCC12
N=C1CN=C2C=CSN12
155.182
40.1705
0.73897
4
2
15
59.68
CC1=C2CCC(=C)C2=NS1
C=C1CCc2c1nsc2C
false
CC1CCC2C(C)CCC12
C=C1CCc2csnc21
151.234
44.206
2.41092
2
0
19
12.89
CN1CC1C1=C(O)SC=C1
CN1CC1c1ccsc1O
false
CC1CCCC1C1CC1C
c1cc(C2CN2)cs1
155.222
41.3548
1.4402
3
1
19
23.24
CCC(=C)OC1=CSN=C1
C=C(CC)Oc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
155.222
42.173
2.4456
3
0
19
22.12
CC1=CNC(=C1)S(N)(=O)=O
Cc1c[nH]c(S(N)(=O)=O)c1
false
CC1CCC(C(C)(C)C)C1
c1cc[nH]c1
160.198
36.9029
-0.02948
2
2
18
75.95
CC1OC1S(=O)(=O)N(C)N
CC1OC1S(=O)(=O)N(C)N
true
CC1CC1C(C)(C)C(C)C
C1CO1
166.202
35.2052
-1.1335
4
1
20
75.93
N=C1SN2OC=CCC2=N1
N=c1nc2n(s1)OC=CC2
false
CC1CC2CCCCC2C1
N=c1nc2n(s1)OC=CC2
155.182
35.3827
-0.07753
5
1
15
50.9
CON=C1N(C)NC=C1Cl
CON=c1c(Cl)c[nH]n1C
false
CCCC1C(C)CCC1C
N=c1cc[nH][nH]1
161.592
37.3457
0.4687
3
1
18
42.31
NC(=S)NC(=O)CCC#C
C#CCCC(=O)NC(N)=S
false
CCCCC(C)CC(C)C
156.21
42.9951
-0.2404
2
2
18
55.12
COC(C)(C)S(=O)(=O)CO
COC(C)(C)S(=O)(=O)CO
true
CCC(C)(C)C(C)(C)CC
168.214
37.0936
-0.2665
4
1
22
63.6
CS(=O)(=O)C=C(N)CC=C
C=CCC(N)=CS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
161.226
41.9282
0.4072
3
1
21
60.16
NS(=O)(=O)CCC#CC#C
C#CC#CCCS(N)(=O)=O
false
CCCCCCC(C)(C)C
157.194
39.2002
-0.6984
2
1
17
60.16
CC1=C(C#C)C(C=O)=CS1
C#Cc1c(C=O)csc1C
false
CCC1CCC(C)C1CC
c1ccsc1
150.202
42.3785
1.85032
2
0
16
17.07
CN1C2CCC2CNC1=S
CN1C(=S)NCC2CCC21
false
CC1CCC2CCC2C1C
S=C1NCC2CCC2N1
156.254
44.8757
0.5849
1
1
22
15.27
NC1=NSN(C2CC2)C1=O
Nc1nsn(C2CC2)c1=O
false
CC1CCC(C2CC2)C1C
O=c1cnsn1C1CC1
157.198
39.0574
0.2219
5
1
17
60.91
CNN=CC(C)S(O)(=O)=O
CNN=CC(C)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
166.202
38.5623
-0.5321
4
2
20
78.76
CC1C2OC3=NSC=C3C12
CC1C2Oc3nscc3C12
false
CC1C2CC3CCCC3C12
c1snc2c1C1CC1O2
153.206
38.435
1.6374
3
0
17
22.12
C=C1OCC2(CO2)S1(=O)=O
C=C1OCC2(CO2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
C=C1OCC2(CO2)S1(=O)=O
162.166
32.6948
-0.3709
4
0
16
55.9
CCN1CC1S(=O)(=O)CC
CCN1CC1S(=O)(=O)CC
true
CCC1CC1C(C)(C)CC
C1CN1
163.242
40.4958
0.0827
3
0
23
37.15
NC(=N)C1CCOS1(=O)=O
N=C(N)C1CCOS1(=O)=O
false
CC(C)C1CCCC1(C)C
O=S1(=O)CCCO1
164.186
35.1909
-0.95893
4
2
18
93.24
NC1=C(N=CS1)C1CCN1
Nc1scnc1C1CCN1
false
CC1CCCC1C1CCC1
c1nc(C2CCN2)cs1
155.226
41.8871
0.7597
4
2
19
50.94
CC1(C)CC=CS(=O)(=O)O1
CC1(C)CC=CS(=O)(=O)O1
true
CC1(C)CCCC(C)(C)C1
O=S1(=O)C=CCCO1
162.21
37.8408
1.0288
3
0
20
43.37
ClC1=CN(SC1=O)C1CC1
O=c1sn(C2CC2)cc1Cl
false
CC1CC(C2CC2)CC1C
O=c1ccn(C2CC2)s1
175.64
41.86
1.8981
3
0
16
22
CC1=CC2CN2CS1(=O)=O
CC1=CC2CN2CS1(=O)=O
true
CC1CC2CC2CC1(C)C
O=S1(=O)C=CC2CN2C1
159.21
38.0378
-0.0397
3
0
19
37.15
CCCON1C=NSC1=N
CCCOn1cnsc1=N
false
CCCCC1CCCC1C
N=c1[nH]cns1
159.214
37.6967
0.26267
5
1
19
50.9
CC(C1(C)CN1)S(N)(=O)=O
CC(C1(C)CN1)S(N)(=O)=O
true
CC(C(C)(C)C)C1(C)CC1
C1CN1
164.23
38.9769
-0.9747
3
2
22
82.1
CC(=NN)C#CS(O)(=O)=O
CC(C#CS(=O)(=O)O)=NN
false
CCC(C)CCC(C)(C)C
162.17
36.621
-0.8303
4
2
16
92.75
NC(C#C)C1=NSC(=O)N1
C#CC(N)c1nsc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]cns1
155.182
38.4961
-0.5356
4
2
15
71.77
CN=C1SC(C=C)=CN1N
C=Cc1cn(N)c(=NC)s1
false
CCC1CC(C)C(CC)C1
N=c1[nH]ccs1
155.226
44.0374
0.4369
4
1
19
43.31
COC1=CNC2=C1SN=N2
COc1c[nH]c2nnsc12
false
CCC1CCC2CCCC12
c1cc2snnc2[nH]1
155.182
38.3177
1.028
4
1
15
50.8
CC1=C(O)C(=CS1)N1CC1
Cc1scc(N2CC2)c1O
false
CC1CCC(C2CC2)C1C
c1cc(N2CC2)cs1
155.222
42.9338
1.58212
3
1
19
23.24
CC1=CSC2=NC=C(C)N12
Cc1cnc2scc(C)n12
false
CC1CCC2CCC(C)C12
c1cn2ccsc2n1
152.222
42.543
2.01264
3
0
18
17.3
OC1=CC(C2CC2)=C(O)S1
Oc1cc(C2CC2)c(O)s1
false
CC1CC(C)C(C2CC2)C1
c1cc(C2CC2)cs1
156.206
39.6236
2.0367
3
2
18
40.46
CC12NC1S(=O)(=O)NC2=C
C=C1NS(=O)(=O)C2NC12C
false
CC1CC(C)(C)C2CC12C
C=C1NS(=O)(=O)C2NC12
160.198
36.5242
-0.8789
3
2
18
68.11
COC1CNS(=O)(=O)C1C
COC1CNS(=O)(=O)C1C
true
CCC1CCC(C)(C)C1C
O=S1(=O)CCCN1
165.214
37.1815
-0.6771
3
1
21
55.4
C=CC1=C(CC#C)N=NS1
C#CCc1nnsc1C=C
false
CCCC1CCCC1CC
c1csnn1
150.206
42.537
1.3568
3
0
16
25.78
O=S1(=O)OC2=COCC2=C1
O=S1(=O)C=C2COC=C2O1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2COC=C2O1
160.15
32.1228
0.1019
4
0
14
52.6
O=S1(=O)NC2CNCCC12
O=S1(=O)NC2CNCCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)NC2CNCCC21
162.214
37.1182
-1.3501
3
2
20
58.2
NN1SC(=NO)C(=C1)C#C
C#Cc1cn(N)sc1=NO
false
CCC1CC(C)CC1CC
N=c1cc[nH]s1
155.182
37.7439
-0.4654
5
2
15
63.54
ClC1=CN2N=CCCC2=C1
Clc1cc2n(c1)N=CCC2
false
CC1CC2CCCCC2C1
C1=Nn2cccc2CC1
154.6
41.653
1.9216
2
0
17
17.29
CN(C=O)C(=S)NCC=C
C=CCNC(=S)N(C)C=O
false
CCCCC(C)C(C)CC
158.226
44.6247
0.1351
2
1
20
32.34
CC1CNCC2=C1SC=C2
CC1CNCc2ccsc21
false
CC1CCCC2CCCC12
c1cc2c(s1)CCNC2
153.25
44.4407
1.9548
2
1
21
12.03
NC1=C(C=C)S(=O)(=O)CC1
C=CC1=C(N)CCS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCC1
159.21
39.8142
0.1612
3
1
19
60.16
CN(C)S(=O)(=O)CC(N)=N
CN(C)S(=O)(=O)CC(=N)N
false
CC(C)CC(C)(C)C(C)C
165.218
39.3879
-1.18623
3
2
21
87.25
NC1=CC2=C(CNC2=O)S1
Nc1cc2c(s1)CNC2=O
false
CC1CC2CCC(C)C2C1
O=C1NCc2sccc21
154.194
39.9016
0.5737
3
2
16
55.12
CC(=NN)C1CS(=O)(=O)O1
CC(=NN)C1CS(=O)(=O)O1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCO1
164.186
35.9562
-0.9504
5
1
18
81.75
CS(=O)(=O)N=C1NC=CN1
CS(=O)(=O)N=c1[nH]cc[nH]1
false
CC(C)(C)CC1CCCC1
N=c1[nH]cc[nH]1
161.186
35.5502
-0.7969
2
2
17
78.08
C=CC1NS(=O)(=O)C1C#N
C=CC1NS(=O)(=O)C1C#N
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
158.182
35.4415
-0.63382
3
1
16
69.96
O=S1(=O)C=C2CCOC2=N1
O=S1(=O)C=C2CCOC2=N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2CCOC2=N1
159.166
35.0068
0.0325
3
0
15
55.73
CS(=O)(=O)C(C=O)=C(N)N
CS(=O)(=O)C(C=O)=C(N)N
true
CCC(C(C)C)C(C)(C)C
164.186
36.3086
-1.6836
5
2
18
103.25
CNC(=S)NC(CN)C=C
C=CC(CN)NC(=S)NC
false
CCC(C)CC(CC)CC
159.258
47.8328
-0.4064
2
3
23
50.08
CC(CN)C1=CN=C(C)S1
Cc1ncc(C(C)CN)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.254
44.3204
1.51372
3
1
22
38.91
C#CC1CN2SN=CC2=N1
C#CC1CN2SN=CC2=N1
true
CCC1CC2CCCC2C1
C1=NSN2CCN=C12
151.194
42.845
0.3499
4
0
15
27.96
NC1=CC(Cl)=C2OCC2=C1
Nc1cc(Cl)c2c(c1)CO2
false
CC1CC(C)C2CCC2C1
c1ccc2c(c1)CO2
155.584
40.1964
1.8146
2
1
16
35.25
CNC1=CN=CC(Cl)=C1C
CNc1cncc(Cl)c1C
false
CCC1CCCC(C)C1C
c1ccncc1
156.616
43.5307
2.08512
2
1
19
24.92
COS(=O)(=O)C(O)C(C)=C
C=C(C)C(O)S(=O)(=O)OC
false
CCC(C)(C)C(C)C(C)C
166.198
36.7496
-0.1429
4
1
20
63.6
CCS(=O)(=O)NC(C)C=O
CCS(=O)(=O)NC(C)C=O
true
CCC(C)CC(C)(C)CC
165.214
38.1225
-0.4869
3
1
21
63.24
NC1=CSC(CON=C)=N1
C=NOCc1nc(N)cs1
false
CCCCC1CCC(C)C1
c1cscn1
157.198
40.8644
0.8575
5
1
17
60.5
CN=C1NC(=O)NC=C1Cl
CN=c1[nH]c(=O)[nH]cc1Cl
false
CCC1CC(C)CCC1C
N=c1cc[nH]c(=O)[nH]1
159.576
37.9104
-0.1131
2
2
16
61.01
C=C1COCCS(=O)(=O)O1
C=C1COCCS(=O)(=O)O1
true
CC1CCCCC(C)(C)C1
C=C1COCCS(=O)(=O)O1
164.182
34.8308
-0.1233
4
0
18
52.6
CC1CC=C(CO)S1(=O)=O
CC1CC=C(CO)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CCC1
162.21
38.1676
0.0696
3
1
20
54.37
CC1CN=C2NSC(=O)N12
CC1CN=C2NSC(=O)N21
false
CC1CCC2CCC(C)C12
O=C1SNC2=NCCN12
157.198
39.7257
0.4179
4
1
17
44.7
CCNC1=CN(N)SC1=O
CCNc1cn(N)sc1=O
false
CCCC1CC(C)CC1C
O=c1cc[nH]s1
159.214
42.8931
0.0554
5
2
19
60.05