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
ClC1=CNN=C1C1COC1
Clc1c[nH]nc1C1COC1
false
CC1CCCC1C1CCC1
c1cc(C2COC2)n[nH]1
158.588
37.1577
1.1769
2
1
17
37.91
COC(C)S(=O)(=O)CC#N
COC(C)S(=O)(=O)CC#N
true
CCCC(C)(C)C(C)CC
163.198
35.8708
-0.08282
4
0
19
67.16
CC1=C(Cl)C(CC=C)=NN1
C=CCc1n[nH]c(C)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
156.616
42.2357
2.10002
1
1
19
28.68
CCC1=NC(C)=C(S1)C=O
CCc1nc(C)c(C=O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
155.222
41.6165
1.82642
3
0
19
29.96
NN(C=C)S(=O)(=O)CC=C
C=CCS(=O)(=O)N(N)C=C
false
CCCC(C)(C)C(C)CC
162.214
40.2072
-0.1786
3
1
20
63.4
CC(N)C1=C2CNC2=NS1
CC(N)c1snc2c1CN2
false
CC(C)C1CCC2CCC21
c1snc2c1CN2
155.226
42.0431
1.0883
4
2
19
50.94
CC1=C(C#N)C(=NS1)C#C
C#Cc1nsc(C)c1C#N
false
CCC1CCC(C)C1CC
c1cnsc1
148.19
39.501
1.3045
3
0
14
36.68
CNC1=C(Cl)C(C)=C(N)N1
CNc1[nH]c(N)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.62
44.4988
1.60042
2
3
20
53.84
CC1(CCO1)S(=O)(=O)C=C
C=CS(=O)(=O)C1(C)CCO1
false
CCC(C)(C)C1(C)CCC1
C1COC1
162.21
38.0908
0.6812
3
0
20
43.37
CCCC(CO)S(N)(=O)=O
CCCC(CO)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
167.23
38.889
-0.5641
3
2
23
80.39
O=S(=O)(C=NN1CC1)C#N
N#CS(=O)(=O)C=NN1CC1
false
CCC(C)(C)CCC1CC1
C1CN1
159.17
34.5978
-0.85882
5
0
15
73.3
C=CN1SC(=CC1=N)C#N
C=Cn1sc(C#N)cc1=N
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
151.194
39.2657
1.00125
4
1
15
52.57
NN=C1SN(C=C)C(O)=C1
C=Cn1sc(=NN)cc1O
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
157.198
40.1112
0.1301
5
2
17
63.54
CC1(CO1)C1=CNC(=O)S1
CC1(c2c[nH]c(=O)s2)CO1
false
CC1CCC(C2(C)CC2)C1
O=c1[nH]cc(C2CO2)s1
157.194
38.2437
0.6818
3
1
17
45.39
COC(=C)C(O)S(C)(=O)=O
C=C(OC)C(O)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
166.198
36.9996
-0.4905
4
1
20
63.6
OC(C1CO1)C1=CN=CS1
OC(c1cncs1)C1CO1
false
CC(C1CCCC1)C1CC1
c1ncc(CC2CO2)s1
157.194
36.8138
0.5753
4
1
17
45.65
C1C2CC3=C(N=CS3)C1N2
c1nc2c(s1)CC1CC2N1
false
C1CC2CC3CC(C3)C2C1
c1nc2c(s1)CC1CC2N1
152.222
40.0997
1.1022
3
1
18
24.92
ClC1=CN=C2OC(=O)C2=C1
O=C1Oc2ncc(Cl)cc21
false
CC1CCC2CC(C)C2C1
O=C1Oc2ncccc21
155.54
34.2055
1.2676
3
0
12
39.19
NC1=NC=C(C=C)C=C1Cl
C=Cc1cnc(N)c(Cl)c1
false
CCC1CCC(C)C(C)C1
c1ccncc1
154.6
43.7504
1.9602
2
1
17
38.91
C#CC1=CC2=C(N1)N=CS2
C#Cc1cc2scnc2[nH]1
false
CCC1CC2CCCC2C1
c1cc2scnc2[nH]1
148.19
41.9057
1.6057
2
1
14
28.68
CNN=CS(=O)(=O)N1CC1
CNN=CS(=O)(=O)N1CC1
true
CCCCC(C)(C)C1CC1
C1CN1
163.202
38.0445
-1.2055
4
1
19
61.54
NN(C(=C)C#C)C(=S)NO
C#CC(=C)N(N)C(=S)NO
false
CCC(C)C(C)C(C)CC
157.198
41.5196
-0.4273
3
3
17
61.52
NCCNCC1=CN=CS1
NCCNCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
157.242
42.8751
0.1914
4
2
21
50.94
CNCC1=CSC(=N1)C#N
CNCc1csc(C#N)n1
false
CCCC1CCC(CC)C1
c1cscn1
153.21
39.5927
0.73418
4
1
17
48.71
NC1=C2CC3CN3C2=CS1
Nc1scc2c1CC1CN21
false
CC1CCC2C1CC1CC12
c1scc2c1CC1CN21
152.222
43.5694
1.075
3
1
18
29.03
CCC1C2CN2NS1(=O)=O
CCC1C2CN2NS1(=O)=O
true
CCC1C2CC2CC1(C)C
O=S1(=O)CC2CN2N1
162.214
36.6285
-0.7028
3
1
20
49.18
C=CC1CC2=C(C1)N=NS2
C=CC1Cc2nnsc2C1
false
CCC1CC2CCCC2C1
C1Cc2nnsc2C1
152.222
41.004
1.4389
3
0
18
25.78
CC1CC1C1=CNSC1=O
CC1CC1c1c[nH]sc1=O
false
CC1CCCC1C1CC1C
O=c1s[nH]cc1C1CC1
155.222
41.4617
1.5598
2
1
19
32.86
S=C1NC2CC2N1C1CC1
S=C1NC2CC2N1C1CC1
true
CC1CC2CC2C1C1CC1
S=C1NC2CC2N1C1CC1
154.238
42.7877
0.4798
1
1
20
15.27
ClC1=C(SC=C1C#C)C#N
C#Cc1csc(C#N)c1Cl
false
CCC1CCC(CC)C1C
c1ccsc1
167.62
41.979
2.25448
2
0
12
23.79
CNC(C)S(=O)(=O)NC=O
CNC(C)S(=O)(=O)NC=O
true
CCCC(C)(C)C(C)CC
166.202
36.6412
-1.3724
4
2
20
75.27
ClC1=CN(C=O)C=NC1=N
N=c1ncn(C=O)cc1Cl
false
CCC1CCC(C)C(C)C1
N=c1cc[nH]cn1
157.56
35.2402
0.05427
4
1
14
58.74
CC=C(CO)C1=CC=NS1
CC=C(CO)c1ccns1
false
CCC(CC)C1CCCC1
c1cnsc1
155.222
42.8508
1.5387
3
1
19
33.12
OCC1=CC2=C(O1)SC=N2
OCc1cc2ncsc2o1
false
CCC1CC2CCCC2C1
c1cc2ncsc2o1
155.178
37.8088
1.3816
4
1
15
46.26
CCCC1=C(Cl)C=C(O)S1
CCCc1sc(O)cc1Cl
false
CCCC1CC(C)CC1C
c1ccsc1
176.668
44.9888
3.0596
2
1
19
20.23
CCC1(C)NN=CS1(=O)=O
CCC1(C)NN=CS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)C=NNC1
162.214
39.2435
0.0739
4
1
20
58.53
CCCC1=C(CO)SN=N1
CCCc1nnsc1CO
false
CCCC1CCCC1CC
c1csnn1
158.226
39.8268
0.9829
4
1
20
46.01
O=C1CC2CC2S(=O)(=O)N1
O=C1CC2CC2S(=O)(=O)N1
true
CC1CC2CC2C(C)(C)C1
O=C1CC2CC2S(=O)(=O)N1
161.182
33.5745
-0.7754
3
1
17
63.24
CC(C=O)C1=CSC=C1O
CC(C=O)c1cscc1O
false
CCC(C)C1CCCC1C
c1ccsc1
156.206
40.4628
1.7561
3
1
18
37.3
CNCCC(=C)S(C)(=O)=O
C=C(CCNC)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
163.242
42.5275
0.1542
3
1
23
46.17
CC(C)C=CC1=NC=NS1
CC(C)C=Cc1ncns1
false
CC(C)CCC1CCCC1
c1ncsn1
154.238
43.781
2.2073
3
0
20
25.78
NC(=S)NCC1=CC=CC1
NC(=S)NCC1=CC=CC1
true
CC(C)CCC1CCCC1
C1=CCC=C1
154.238
46.6281
0.7059
1
2
20
38.05
CN(C)C(C#N)S(N)(=O)=O
CN(C)C(C#N)S(N)(=O)=O
true
CCC(C(C)C)C(C)(C)C
163.202
36.1952
-1.31382
4
1
19
87.19
CC(O)C1=NN=CS1(=O)=O
CC(O)C1=NN=CS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)C=NN=C1
162.17
36.5276
-0.8626
5
1
16
79.09
CN=C1SC=C(O)N1C=N
CN=c1scc(O)n1C=N
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
157.198
39.6425
0.24087
5
2
17
61.37
CC(NC1=NSN=C1)C=O
CC(C=O)Nc1cnsn1
false
CCC(C)CC1CCCC1
c1cnsn1
157.198
39.0577
0.5374
5
1
17
54.88
C=NN=COC1=CN=CS1
C=NN=COc1cncs1
false
CCCCCC1CCCC1
c1cscn1
155.182
40.783
1.1658
5
0
15
46.84
CCNCCS(=O)(=O)NO
CCNCCS(=O)(=O)NO
true
CCCCCC(C)(C)CC
168.218
37.2527
-1.0955
4
3
22
78.43
CC1=CCOC2=C1SN=N2
CC1=CCOc2nnsc21
false
CC1CCCC2CCCC12
C1=Cc2snnc2OC1
154.194
39.055
1.3338
4
0
16
35.01
CC(C)OC1=C(N)N=CS1
CC(C)Oc1scnc1N
false
CC(C)CC1CCCC1C
c1cscn1
158.226
42.2904
1.5125
4
1
20
48.14
CCC(O)C1=NNC(=N)S1
CCC(O)c1n[nH]c(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ncs1
159.214
37.5702
0.39407
4
3
19
72.76
NC(=S)N(O)C(C=C)C#C
C#CC(C=C)N(O)C(N)=S
false
CCC(CC)C(C)C(C)C
156.21
43.2289
0.109
2
2
18
49.49
O=NC1=CC2=CNSC2=N1
O=Nc1cc2c[nH]sc-2n1
false
CCC1CC2CCCC2C1
c1cc2c[nH]sc-2n1
153.166
38.5417
1.9739
4
1
13
58.11
C=CCC1=NSC=C1C#N
C=CCc1nscc1C#N
false
CCCC1CCCC1CC
c1cnsc1
150.206
40.73
1.74328
3
0
16
36.68
NN(C=O)C1=C(Cl)C=CN1
NN(C=O)c1[nH]ccc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
159.576
38.5331
0.5046
2
2
16
62.12
CC1(C)CN2SN=CC2=N1
CC1(C)CN2SN=CC2=N1
true
CC1(C)CC2CCCC2C1
C1=NSN2CCN=C12
155.226
44.303
1.1267
4
0
19
27.96
CN1C(=O)C2=C(N)SC=C12
CN1C(=O)c2c1csc2N
false
CC1CCC2C(C)C(C)C12
O=C1Nc2cscc21
154.194
41.4649
0.9203
3
1
16
46.33
CN1C(O)=CC2=CSC=C12
Cn1c(O)cc2cscc21
false
CC1CC2CCCC2C1C
c1cc2cscc2[nH]1
153.206
42.4608
1.9454
3
1
17
25.16
OCC1=NSC(=N1)N1CC1
OCc1nsc(N2CC2)n1
false
CCC1CCC(C2CC2)C1
c1nsc(N2CC2)n1
157.198
38.0448
-0.1496
5
1
17
49.02
C#CC1=CC2=NSC=C2N1
C#Cc1cc2nscc2[nH]1
false
CCC1CC2CCCC2C1
c1cc2nscc2[nH]1
148.19
41.9057
1.6057
2
1
14
28.68
NC1=C(Cl)C(=CO1)C1CO1
Nc1occ(C2CO2)c1Cl
false
CC1CCC(C2CC2)C1C
c1cc(C2CO2)co1
159.572
36.8234
1.5865
3
1
16
51.69
CC(C(=O)C#N)S(C)(=O)=O
CC(C(=O)C#N)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
161.182
34.9258
-0.48782
4
0
17
75
CCCS(=O)(=O)N(C)N=C
C=NN(C)S(=O)(=O)CCC
false
CCCC(C)(C)C(C)CC
164.23
41.3898
0.2736
3
0
22
49.74
C1OC2=C(OC=C1)SN=C2
C1=COc2sncc2OC1
false
C1CCC2CCCC2CC1
C1=COc2sncc2OC1
155.178
37.377
1.428
4
0
15
31.35
NC(=S)N1N=CCC1C#N
N#CC1CC=NN1C(N)=S
false
CCC1CCCC1C(C)C
C1=NNCC1
154.198
41.1344
-0.18632
3
1
16
65.41
O=CC(C=O)C1=CC=CS1
O=CC(C=O)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
154.19
39.188
1.2295
3
0
16
34.14
N=CN=C1NS(=O)(=O)C=C1
N=CN=C1C=CS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
N=C1C=CS(=O)(=O)N1
159.17
37.4142
-0.56133
3
2
15
82.38
C=CN1CCN=CNC1=S
C=CN1CCN=CNC1=S
true
CCC1CCCCCC1C
S=C1NC=NCCN1
155.226
45.9957
0.3483
2
1
19
27.63
CCC(C#C)N(O)C(N)=S
C#CC(CC)N(O)C(N)=S
false
CCC(CC)C(C)C(C)C
158.226
43.3229
0.333
2
2
20
49.49
CN1C(=S)NN2C=CC=C12
Cn1c(=S)[nH]n2cccc12
false
CC1CC2CCCC2C1C
S=c1[nH]c2cccn2[nH]1
153.21
41.5527
1.33539
3
1
17
25.13
CN1CCC2=C(O)SC=C12
CN1CCc2c1csc2O
false
CC1CCC2C(C)CCC12
c1scc2c1CCN2
155.222
42.9578
1.446
3
1
19
23.47
CC(=C)C1=C(O)SNC1=O
C=C(C)c1c(O)s[nH]c1=O
false
CC(C)C1C(C)CCC1C
O=c1ccs[nH]1
157.194
41.3125
1.1751
3
2
17
53.09
NS(=O)(=O)N1CCC1C=C
C=CC1CCN1S(N)(=O)=O
false
CCC1CCC1C(C)(C)C
C1CNC1
162.214
38.4152
-0.5498
2
1
20
63.4
OCC(=O)NC1=CSC=C1
O=C(CO)Nc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
157.194
40.0345
0.6789
3
2
17
49.33
CCC(=NC)N(C)C(N)=S
CCC(=NC)N(C)C(N)=S
true
CCC(CC)C(C)C(C)C
159.258
48.1984
0.6001
2
1
23
41.62
OC1C(C#C)C2=CSC=C12
C#CC1c2cscc2C1O
false
CCC1C(C)C2CCCC12
c1scc2c1CC2
150.202
40.8528
1.5119
2
1
16
20.23
CCN(C1COC1)C(N)=S
CCN(C(N)=S)C1COC1
false
CCC(C(C)C)C1CCC1
C1COC1
160.242
43.7724
-0.0493
2
1
22
38.49
NNC(=S)N1CCC1C=C
C=CC1CCN1C(=S)NN
false
CCC(C)C1CCC1CC
C1CNC1
157.242
45.2291
-0.0051
2
2
21
41.29
NCC1=C2N=COC2=CS1
NCc1scc2ocnc12
false
CCC1CCC2CCCC12
c1nc2cscc2o1
154.194
39.7774
1.348
4
1
16
52.05
NC1=CC=C2SC(O)=CN12
Nc1ccc2sc(O)cn12
false
CC1CC2CCC(C)C2C1
c1cc2sccn2c1
154.194
41.3512
1.2886
4
2
16
50.66
OC1=C2CN(C=N)C2=NS1
N=CN1Cc2c1nsc2O
false
CCC1CC2C(C)CCC12
c1snc2c1CN2
155.182
38.7455
0.77577
4
2
15
60.21
ClC1=C2N=CN=C2OC=C1
Clc1ccoc2ncnc1-2
false
CC1CCCC2CCCC12
c1coc2ncnc-2c1
154.556
35.93
1.8278
3
0
13
38.92
CC1=C(Cl)C(C=O)=CN1O
Cc1c(Cl)c(C=O)cn1O
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.572
36.751
1.49972
3
1
16
42.23
CC(C)(C)C1CCS1(=O)=O
CC(C)(C)C1CCS1(=O)=O
true
CC(C)(C)C1CCC1(C)C
O=S1(=O)CCC1
162.254
41.6468
1.2196
2
0
24
34.14
CN1N=CC2=C(C)SN=C12
Cc1snc2c1cnn2C
false
CC1CCC2C(C)CCC12
c1n[nH]c2nscc12
153.21
41.123
1.33822
4
0
17
30.71
C=CCC#CC1=NN=NS1
C=CCC#Cc1nnns1
false
CCCCCC1CCCC1
c1nnns1
151.194
39.396
0.8607
4
0
15
38.67
CC1N2CC1(C)S(=O)(=O)C2
CC1N2CC1(C)S(=O)(=O)C2
true
CC1C2CC(C)(C)C1(C)C2
O=S1(=O)CN2CC1C2
161.226
38.3598
-0.1649
3
0
21
37.38
CN(NC=O)C1=NC=CS1
CN(NC=O)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
157.198
39.7167
0.2403
4
1
17
45.23
NS(=O)(=O)C1=CNC(=O)C1
NS(=O)(=O)C1=CNC(=O)C1
true
CC1CCC(C(C)(C)C)C1
O=C1CC=CN1
162.17
33.9499
-1.3638
3
2
16
89.26
C=CCC1=NC(=CS1)C#C
C#Cc1csc(CC=C)n1
false
CCCC1CCC(CC)C1
c1cscn1
149.218
43.95
1.8529
2
0
17
12.89
OS(=O)(=O)C=C1CCCC1
O=S(=O)(O)C=C1CCCC1
false
CC(C)(C)CC1CCCC1
C=C1CCCC1
162.21
38.0996
1.3321
2
1
20
54.37
CC12CC(C)(C1)S(=O)(=O)O2
CC12CC(C)(C1)S(=O)(=O)O2
true
CC12CC(C)(C)C(C)(C1)C2
O=S1(=O)OC2CC1C2
162.21
36.0488
0.6576
3
0
20
43.37
CC1(CN1S(N)(=O)=O)C#C
C#CC1(C)CN1S(N)(=O)=O
false
CCC1(C)CC1C(C)(C)C
C1CN1
160.198
37.0512
-1.1026
2
1
18
63.17
C=C1COS(=O)(=O)C=CC1
C=C1CC=CS(=O)(=O)OC1
false
CC1CCCC(C)(C)CC1
C=C1CC=CS(=O)(=O)OC1
160.194
37.7688
0.8064
3
0
18
43.37
CC(=C)C=CN(N)C(N)=S
C=C(C)C=CN(N)C(N)=S
false
CC(C)CCC(C)C(C)C
157.242
46.7658
0.4955
2
2
21
55.28
COC(=C)C1=CSC(=O)N1
C=C(OC)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
157.194
40.9827
1.0535
3
1
17
42.09
OC1CCNC2=C1SN=N2
OC1CCNc2nnsc21
false
CC1CCCC2CCCC12
C1CNc2nnsc2C1
157.198
37.9755
0.3871
5
2
17
58.04
CC1=CSC=C1CNC=N
Cc1cscc1CNC=N
false
CCCCC1CCCC1C
c1ccsc1
154.238
44.6794
1.75319
2
2
20
35.88
CC1=NC2=C(CC=CO2)S1
Cc1nc2c(s1)CC=CO2
false
CC1CC2CCCCC2C1
C1=COc2ncsc2C1
153.206
40.323
1.90012
3
0
17
22.12
CC(C#N)C1=CSC(N)=N1
CC(C#N)c1csc(N)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
153.21
40.5544
1.35238
4
1
17
62.7