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
CN=C1C=C(C)NC=C1Cl
CN=c1cc(C)[nH]cc1Cl
false
CCC1CC(C)CCC1C
N=c1cc[nH]cc1
156.616
42.0267
1.50702
1
1
19
28.15
CN=CN1SC(O)=CC1=N
CN=Cn1sc(O)cc1=N
false
CCCC1CC(C)CC1C
N=c1ccs[nH]1
157.198
39.6425
0.24087
5
2
17
61.37
CC1(C)CN=C2SN=CN12
CC1(C)CN=C2SN=CN21
false
CC1(C)CCC2CCCC21
C1=NSC2=NCCN12
155.226
44.303
1.1267
4
0
19
27.96
NCC1=C(CCO)SC=C1
NCc1ccsc1CCO
false
CCCC1CCCC1CC
c1ccsc1
157.238
43.0002
0.7416
3
2
21
46.25
CCC1=CC(Cl)=C(C)N1O
CCc1cc(Cl)c(C)n1O
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.616
40.7415
2.24962
2
1
20
25.16
OS(=O)(=O)C=CCCC#C
C#CCCC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
160.194
38.7556
0.8013
2
1
18
54.37
CC1CN=C(NO)S1(=O)=O
CC1CN=C(NO)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=NCC1
164.186
35.606
-0.8619
5
2
18
78.76
CN1CC(C=O)=NNC1=S
CN1CC(C=O)=NNC1=S
true
CCC1CCC(C)C(C)C1
S=C1NCC=NN1
157.198
41.8627
-0.6388
3
1
17
44.7
CC1=CN(C=C1C)C(N)=S
Cc1cn(C(N)=S)cc1C
false
CC(C)C1CC(C)C(C)C1
c1cc[nH]c1
154.238
46.0894
1.19664
2
1
20
30.95
ClC1=C2CNC=NN2C=C1
Clc1ccn2c1CNC=N2
false
CC1CCC2CCCCC12
C1=Nn2cccc2CN1
155.588
40.1717
1.0361
3
1
16
29.32
CC(=C)C(C=C)S(O)(=O)=O
C=CC(C(=C)C)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
162.21
40.3476
1.0049
2
1
20
54.37
COCS(=O)(=O)C#CC#N
COCS(=O)(=O)C#CC#N
true
CCCCC(C)(C)CCC
159.166
34.1848
-0.51042
4
0
15
67.16
CC(C)C(=C)C1=NSC=N1
C=C(c1ncsn1)C(C)C
false
CC(C)C(C)C1CCCC1
c1ncsn1
154.238
43.781
2.2073
3
0
20
25.78
CCNN=C1NC(C)=CS1
CCNN=c1[nH]c(C)cs1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.242
42.6464
0.80982
3
2
21
40.18
CC=C(C#C)S(=O)(=O)NN
C#CC(=CC)S(=O)(=O)NN
false
CCC(CC)C(C)(C)CC
160.198
38.8329
-0.6835
3
2
18
72.19
CN1CC(=C)N=CNC1=S
C=C1CN(C)C(=S)NC=N1
false
CC1CCCC(C)C(C)C1
C=C1CNC(=S)NC=N1
155.226
45.9957
0.3483
2
1
19
27.63
O=S1(=O)CC2CCOC2=C1
O=S1(=O)C=C2OCCC2C1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2OCCC2C1
160.194
35.9288
0.2927
3
0
18
43.37
CN(NC1CC1O)C(N)=S
CN(NC1CC1O)C(N)=S
true
CC(C)C(C)CC1CC1C
C1CC1
161.23
42.0959
-1.2004
3
3
21
61.52
CC(C)C(=C)C1=NSN=C1
C=C(c1cnsn1)C(C)C
false
CC(C)C(C)C1CCCC1
c1cnsn1
154.238
43.781
2.2073
3
0
20
25.78
CC(C)(C#C)C1=CSC=N1
C#CC(C)(C)c1cscn1
false
CCC(C)(C)C1CCCC1
c1cscn1
151.234
43.973
2.0539
2
0
19
12.89
CC(C)(C)NS(=O)(=O)C=C
C=CS(=O)(=O)NC(C)(C)C
false
CCC(C)(C)CC(C)(C)C
163.242
42.0055
0.8478
2
1
23
46.17
CCC1=C(SC(=O)N1)C#C
C#Cc1sc(=O)[nH]c1CC
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
153.206
42.2527
0.9801
2
1
17
32.86
COCS(=O)(=O)CN(C)C
COCS(=O)(=O)CN(C)C
true
CCCC(C)(C)CC(C)C
167.23
39.3498
-0.4758
4
0
23
46.61
C1COC(C1)C1=CN=NS1
c1nnsc1C1CCCO1
false
C1CCC(C2CCCC2)C1
c1nnsc1C1CCCO1
156.21
37.836
1.3896
4
0
18
35.01
CC=C1COC2=C1N=CS2
CC=C1COc2scnc21
false
CCC1CCC2CCCC12
C=C1COc2scnc21
153.206
41.26
1.9388
3
0
17
22.12
O=CS(=O)(=O)C1C=NN=C1
O=CS(=O)(=O)C1C=NN=C1
true
CCC(C)(C)C1CCCC1
C1=NN=CC1
160.154
36.4423
-0.9698
5
0
14
75.93
CC1=CCC2=C1SC=C2Cl
CC1=CCc2c(Cl)csc21
false
CC1CCC2C(C)CCC12
C1=Cc2sccc2C1
170.664
46.684
3.3609
1
0
17
0
O=S1(=O)CCC1C#CC#C
C#CC#CC1CCS1(=O)=O
false
CCCCC1CCC1(C)C
O=S1(=O)CCC1
154.19
38.8008
-0.1899
2
0
16
34.14
CC1CN(C=N)C(=S)N1C
CC1CN(C=N)C(=S)N1C
true
CCC1CC(C)C(C)C1C
S=C1NCCN1
157.242
45.3127
0.51427
2
1
21
30.33
CCCCOS(=O)(=O)NC
CCCCOS(=O)(=O)NC
true
CCCCCC(C)(C)CC
167.23
38.8395
0.2673
3
1
23
55.4
ClC1=C2COC(C=C2)=C1Cl
Clc1c2ccc(c1Cl)OC2
false
CC1C2CCC(CC2)C1C
c1cc2ccc1CO2
175.014
40.794
2.8858
1
0
14
9.23
CC1=C(NC=C1Cl)C1CC1
Cc1c(Cl)c[nH]c1C1CC1
false
CC1CCC(C2CC2)C1C
c1c[nH]c(C2CC2)c1
155.628
42.5147
2.85392
0
1
20
15.79
ClC1=CNC2=C1OCCN2
Clc1c[nH]c2c1OCCN2
false
CC1CCC2CCCCC12
c1cc2c([nH]1)NCCO2
158.588
39.7874
1.4724
2
2
17
37.05
NCCC1=C(SC=N1)C=C
C=Cc1scnc1CCN
false
CCCC1CCCC1CC
c1cscn1
154.238
44.9634
1.2873
3
1
20
38.91
CN1CCN2CC2S1(=O)=O
CN1CCN2CC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)NCCN2CC21
162.214
36.9108
-1.0967
3
0
20
40.39
NCC1CS(=O)(=O)OC1=C
C=C1OS(=O)(=O)CC1CN
false
CCC1CC(C)(C)CC1C
C=C1CCS(=O)(=O)O1
163.198
36.5562
-0.565
4
1
19
69.39
O=S1(=O)CCNCCOC1
O=S1(=O)CCNCCOC1
true
CC1(C)CCCCCCC1
O=S1(=O)CCNCCOC1
165.214
37.4755
-1.0215
4
1
21
55.4
CC(N)CC1CS(=O)(=O)O1
CC(N)CC1CS(=O)(=O)O1
true
CC(C)CC1CC(C)(C)C1
O=S1(=O)CCO1
165.214
36.9262
-0.5477
4
1
21
69.39
CN(CC1CCC1)C(N)=S
CN(CC1CCC1)C(N)=S
true
CC(C)C(C)CC1CCC1
C1CCC1
158.27
46.7564
0.9619
1
1
24
29.26
CN=C1C=NSN1CC=C
C=CCn1sncc1=NC
false
CCCC1CCCC1CC
N=c1cns[nH]1
155.226
41.788
0.6611
4
0
19
30.18
CN(C=N)C1=C(C)SC=N1
Cc1scnc1N(C)C=N
false
CCC(C)C1CCCC1C
c1cscn1
155.226
44.0377
1.49479
3
1
19
39.98
CCC1=C(Cl)C(=CO1)C#N
CCc1occ(C#N)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
155.584
37.811
2.36708
2
0
16
36.93
CC=C1NC(=S)NC1=CC
CC=c1[nH]c(=S)[nH]c1=CC
false
CCC1CC(C)CC1CC
C=c1[nH]c(=S)[nH]c1=C
154.238
45.5054
0.67309
1
2
20
31.58
CCC1=C(Cl)C=CN1C=N
CCc1c(Cl)ccn1C=N
false
CCC1CCC(C)C1CC
c1cc[nH]c1
156.616
43.0017
2.15907
2
1
19
28.78
CNN1N=CC2=CSC=C12
CNn1ncc2cscc21
false
CCC1CCC2CCCC12
c1n[nH]c2cscc12
153.21
42.8947
1.2711
4
1
17
29.85
NCC1=CC2=CSN=C2C1
NCC1=Cc2csnc2C1
false
CCC1CC2CCCC2C1
C1=Cc2csnc2C1
152.222
42.8494
1.0413
3
1
18
38.91
CC1OC=CC2=C1SN=C2
CC1OC=Cc2cnsc21
false
CC1CCCC2CCCC12
C1=Cc2cnsc2CO1
153.206
40.648
2.205
3
0
17
22.12
OC1=CN(CC=O)C=C1Cl
O=CCn1cc(O)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
159.572
37.1708
1.046
3
1
16
42.23
NS(=O)(=O)C1C2CC1C=C2
NS(=O)(=O)C1C2C=CC1C2
false
CC(C)(C)C1C2CCC1C2
C1=CC2CC1C2
159.21
37.6322
-0.1506
2
1
19
60.16
CC(C)=CCN(O)C(N)=S
CC(C)=CCN(O)C(N)=S
true
CC(C)CCC(C)C(C)C
160.242
44.7089
0.8874
2
2
22
49.49
CC1=NC=C(CCCO)S1
Cc1ncc(CCCO)s1
false
CCCCC1CCC(C)C1
c1cscn1
157.238
42.2578
1.37642
3
1
21
33.12
OC1=CC2=NCC=NN2S1
OC1=CC2=NCC=NN2S1
true
CC1CC2CCCCC2C1
C1=CC2=NCC=NN2S1
155.182
40.9358
0.7475
5
1
15
48.19
CC(C1CCN1)S(N)(=O)=O
CC(C1CCN1)S(N)(=O)=O
true
CC(C1CCC1)C(C)(C)C
C1CNC1
164.23
38.9769
-0.9747
3
2
22
72.19
COC=CC1=CC(=N)SN1
COC=Cc1cc(=N)s[nH]1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
156.21
40.5674
1.17277
3
2
18
48.87
C=CNS(=O)(=O)C1CCN1
C=CNS(=O)(=O)C1CCN1
true
CCCC(C)(C)C1CCC1
C1CNC1
162.214
38.6602
-0.6313
3
2
20
58.2
CCC(=C)N1C=CSC1=N
C=C(CC)n1ccsc1=N
false
CCC(C)C1CCCC1C
N=c1[nH]ccs1
154.238
43.7847
1.90977
3
1
20
28.78
CC=C(C#CC)S(C)(=O)=O
CC#CC(=CC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
158.222
42.0508
0.9581
2
0
20
34.14
C=CCNS(=O)(=O)C1CO1
C=CCNS(=O)(=O)C1CO1
true
CCCCC(C)(C)C1CC1
C1CO1
163.198
36.8595
-0.5519
3
1
19
58.7
CS(=O)(=O)CC=CC(N)=O
CS(=O)(=O)CC=CC(N)=O
true
CC(C)CCCC(C)(C)C
163.198
38.0452
-0.9275
3
1
19
77.23
CN(C)C1=C(N)C(Cl)=CS1
CN(C)c1scc(Cl)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
176.672
48.0684
2.0497
3
1
19
29.26
COC(C=C)=CS(N)(=O)=O
C=CC(=CS(N)(=O)=O)OC
false
CCC(CC)CC(C)(C)C
163.198
38.3962
-0.0513
3
1
19
69.39
CC1C2C1(N)COS2(=O)=O
CC1C2C1(N)COS2(=O)=O
true
CC1C2C(C)(C)CCC12C
O=S1(=O)OCC2CC21
163.198
34.7422
-0.9378
4
1
19
69.39
O=S1(=O)CC2CNCC2N1
O=S1(=O)CC2CNCC2N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2CNCC2N1
162.214
37.0702
-1.4926
3
2
20
58.2
COC1CC1C1=NSN=N1
COC1CC1c1nnsn1
false
CCC1CC1C1CCCC1
C1CC1c1nnsn1
157.198
35.859
0.4354
5
0
17
47.9
CC(N)=C(C#N)S(C)(=O)=O
CC(N)=C(C#N)S(C)(=O)=O
true
CCC(C(C)C)C(C)(C)C
160.198
37.3442
-0.25522
4
1
18
83.95
C=COS(=O)(=O)OCC#C
C#CCOS(=O)(=O)OC=C
false
CCCCC(C)(C)CCC
162.166
34.9868
0.0411
4
0
16
52.6
CC(N)C1=C(Cl)C=CN1O
CC(N)c1c(Cl)ccn1O
false
CC(C)C1C(C)CCC1C
c1cc[nH]c1
160.604
39.2289
1.3985
3
2
19
51.18
C1CC11NCC2=NSN=C12
C1NC2(CC2)c2nsnc21
false
C1CC2CCC3(CC3)C2C1
C1NC2(CC2)c2nsnc21
153.21
37.6607
0.6304
4
1
17
37.81
CCN1C(N)=CC(Cl)=C1N
CCn1c(N)cc(Cl)c1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.62
43.9408
1.3258
3
2
20
56.97
CC1=NC2=C(N=NS2)C1=C
C=C1C(C)=Nc2snnc21
false
CC1CC2CCCC2C1C
C=C1C=Nc2snnc21
151.194
41.712
1.6573
4
0
15
38.14
CS(=O)(=O)C=C1NCCN1
CS(=O)(=O)C=C1NCCN1
true
CC(C)(C)CC1CCCC1
C=C1NCCN1
162.214
38.9322
-0.9773
4
2
20
58.2
CC1=C2C=CN(N)C2=CS1
Cc1scc2c1ccn2N
false
CC1CCC2C(C)CCC12
c1cc2cscc2[nH]1
152.222
44.7024
1.72502
3
1
18
30.95
CC1CC1C1=CSC(N)=C1
CC1CC1c1csc(N)c1
false
CC1CCC(C2CC2C)C1
c1cc(C2CC2)cs1
153.25
45.2534
2.4537
2
1
21
26.02
CNC1=C(C)C(O)=C(C)S1
CNc1sc(C)c(O)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
157.238
45.0045
2.11224
3
2
21
32.26
CCN1C=C2C=NSC2=N1
CCn1cc2cnsc2n1
false
CCC1CC2CCCC2C1
c1nsc2n[nH]cc12
153.21
41.079
1.5127
4
0
17
30.71
CNC(=S)N1CC1(C)C#N
CNC(=S)N1CC1(C)C#N
true
CCC(C)C1CC1(C)CC
C1CN1
155.226
42.3817
0.08858
2
1
19
38.83
C1CON=C2C=CSN2N1
C1=CC2=NOCCNN2S1
false
C1CCC2CCCC2CC1
C1=CC2=NOCCNN2S1
157.198
39.9597
0.3122
5
1
17
36.86
CC1=C(N)SC(C#C)=C1C
C#Cc1sc(N)c(C)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
151.234
46.1404
1.92844
2
1
19
26.02
CN1OC2CCC2NC1=S
CN1OC2CCC2NC1=S
true
CC1CC2CCC2CC1C
S=C1NOC2CCC2N1
158.226
41.3917
0.2689
2
1
20
24.5
CC1=CSC(=NN)N1C=O
Cc1csc(=NN)n1C=O
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
157.198
38.9449
-0.32928
5
1
17
60.38
CC(C)CC1=CC=C(C)S1
Cc1ccc(CC(C)C)s1
false
CC(C)CC1CCC(C)C1
c1ccsc1
154.278
47.598
3.25502
1
0
24
0
CC1(COC1)C1=CSN=C1
CC1(c2cnsc2)COC1
false
CC1(C2CCCC2)CCC1
c1nscc1C1COC1
155.222
40.285
1.431
3
0
19
22.12
CC12CC1N(N=C)C(=S)N2
C=NN1C(=S)NC2(C)CC12
false
CCC1C(C)CC2(C)CC12
S=C1NC2CC2N1
155.226
43.9317
0.3231
2
1
19
27.63
CN(N)C(=S)NOCC=C
C=CCONC(=S)N(C)N
false
CCCCCC(C)C(C)C
161.23
43.8331
-0.216
3
2
21
50.52
CNN=CS(=O)(=O)C(C)=C
C=C(C)S(=O)(=O)C=NNC
false
CCCCC(C)(C)C(C)C
162.214
41.2855
0.0975
4
1
20
58.53
COC(C)(C)CS(C)(=O)=O
COC(C)(C)CS(C)(=O)=O
true
CCC(C)(C)CC(C)(C)C
166.242
40.7988
0.456
3
0
24
43.37
CC(C)NC(=O)S(C)(=O)=O
CC(C)NC(=O)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
165.214
38.5115
0.149
3
1
21
63.24
NC1=CC=C(Cl)C=C1C#C
C#Cc1cc(Cl)ccc1N
false
CCC1CC(C)CCC1C
c1ccccc1
151.596
43.7994
1.9035
1
1
16
26.02
CC1CC(C)C2=NSC=C12
CC1CC(C)c2nscc21
false
CC1CC(C)C2CCCC12
c1snc2c1CCC2
153.25
43.561
2.7538
2
0
21
12.89
C1CN2SC=CC2=NC=N1
C1=CC2=NC=NCCN2S1
false
C1CCC2CCCC2CC1
C1=CC2=NC=NCCN2S1
153.21
44.231
0.9043
4
0
17
27.96
CC12CC1CCS(=O)(=O)O2
CC12CC1CCS(=O)(=O)O2
true
CC1(C)CCC2CC2(C)C1
O=S1(=O)CCC2CC2O1
162.21
36.0008
0.5151
3
0
20
43.37
CC(NC(N)=S)=CCCN
CC(=CCCN)NC(N)=S
false
CCCCC(C)CC(C)C
159.258
47.3495
0.0722
2
3
23
64.07
C=COC1=C(SN=N1)C=C
C=COc1nnsc1C=C
false
CCCC1CCCC1CC
c1csnn1
154.194
40.825
1.7034
4
0
16
35.01
O=CC1=NSC=C1N1CC1
O=Cc1nscc1N1CC1
false
CCC1CCCC1C1CC1
c1nscc1N1CC1
154.194
39.7145
0.7756
4
0
16
32.97
CCC1=C(C)SN=C1CO
CCc1c(CO)nsc1C
false
CCC1CCC(C)C1CC
c1cnsc1
157.238
42.1518
1.50622
3
1
21
33.12
O=C1CNS(=O)(=O)C11CC1
O=C1CNS(=O)(=O)C12CC2
false
CC1CCC(C)(C)C12CC2
O=C1CNS(=O)(=O)C12CC2
161.182
33.8945
-0.9789
3
1
17
63.24
COCCN(C=N)C(N)=S
COCCN(C=N)C(N)=S
true
CCCCC(CC)C(C)C
161.23
44.1511
-0.21453
3
2
21
62.34
ClC1=C2CC(=O)CN2C=C1
O=C1Cc2c(Cl)ccn2C1
false
CC1CC2CCC(C)C2C1
O=C1Cc2cccn2C1
155.584
38.153
1.2667
2
0
16
22
NC1=CC2=C(S1)N=CC2=C
C=C1C=Nc2sc(N)cc21
false
CC1CC2CCC(C)C2C1
C=C1C=Nc2sccc21
150.206
45.9174
2.0594
3
1
16
38.38
CC1CC=NNS(=O)(=O)C1
CC1CC=NNS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCCC=NN1
162.214
39.1955
-0.0686
3
1
20
58.53