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
C=C1CC2=C(SN=N2)C=C1
C=C1C=Cc2snnc2C1
false
CC1CCC2CCCC2C1
C=C1C=Cc2snnc2C1
150.206
41.787
1.6636
3
0
16
25.78
CC1=C(SC(=C1)C#C)C#C
C#Cc1cc(C)c(C#C)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
146.214
44.926
2.01912
1
0
16
0
CN=C1SNC(=N1)C(C)=C
C=C(C)c1nc(=NC)s[nH]1
false
CCC1CCC(C(C)C)C1
N=c1nc[nH]s1
155.226
42.6597
1.0348
3
1
19
41.04
C1CC2=C(N=CS2)N=CN1
C1=Nc2ncsc2CCN1
false
C1CCC2CCCC2CC1
C1=Nc2ncsc2CCN1
153.21
41.9727
0.9486
4
1
17
37.28
C1NC11C=CC2=NSN=C12
C1=CC2(CN2)c2nsnc21
false
C1CC2CCC3(CC3)C2C1
C1=CC2(CN2)c2nsnc21
151.194
38.6237
0.3634
4
1
15
47.72
CN(C=N)C1=CSN=C1C
Cc1nscc1N(C)C=N
false
CCC(C)C1CCCC1C
c1cnsc1
155.226
44.0377
1.49479
3
1
19
39.98
CC1=NC=NS(=O)(=O)C1=C
C=C1C(C)=NC=NS1(=O)=O
false
CC1CCCC(C)(C)C1C
C=C1C=NC=NS1(=O)=O
158.182
39.6608
0.3327
3
0
16
58.86
O=CCC1=C(SC=C1)C#N
N#Cc1sccc1CC=O
false
CCCC1CCCC1CC
c1ccsc1
151.19
38.802
1.36118
3
0
15
40.86
C=CNC(=S)NOC1CC1
C=CNC(=S)NOC1CC1
true
CCCC(C)CCC1CC1
C1CC1
158.226
43.1734
0.688
2
2
20
33.29
CC=CC=CC1=NC=CS1
CC=CC=Cc1nccs1
false
CCCCCC1CCCC1
c1cscn1
151.234
45.962
2.7324
2
0
19
12.89
CN(C=NO)C1=NSC=C1
CN(C=NO)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
157.198
40.7955
0.9968
4
1
17
48.72
CC1=NCC2=C(Cl)C=CN12
CC1=NCc2c(Cl)ccn21
false
CC1CCC2C(C)CCC12
C1=NCc2cccn21
154.6
41.653
1.9216
2
0
17
17.29
CC#CC(CN)S(O)(=O)=O
CC#CC(CN)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
163.198
37.841
-0.7752
3
2
19
80.39
CCC1=C(Cl)C(Cl)=C(N)N1
CCc1[nH]c(N)c(Cl)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
179.05
44.6031
2.4661
1
2
18
41.81
OS(=O)(=O)C1CC(C1)C=C
C=CC1CC(S(=O)(=O)O)C1
false
CCC1CC(C(C)(C)C)C1
C1CCC1
162.21
38.2576
0.8388
2
1
20
54.37
CCC1=C(C)SN=C1NO
CCc1c(NO)nsc1C
false
CCC1CCC(C)C1CC
c1cnsc1
158.226
41.6382
1.81502
4
2
20
45.15
O=S1(=O)C=CNCC2CC12
O=S1(=O)C=CNCC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)C=CNCC2CC21
159.21
37.9575
-0.1359
3
1
19
46.17
CCC1=C(Cl)C=NN1OC
CCc1c(Cl)cnn1OC
false
CCC1CCC(C)C1CC
c1cn[nH]c1
160.604
39.119
1.1573
3
0
19
27.05
NC1=NSC2=C1CCCC2
Nc1nsc2c1CCCC2
false
CC1CCC2CCCCC12
c1nsc2c1CCCC2
154.238
43.1684
1.6041
3
1
20
38.91
CN1CC=NN=CS1(=O)=O
CN1CC=NN=CS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=NN=CCN1
161.186
38.5338
-0.7243
4
0
17
62.1
CCNC1=CC=C(CC)S1
CCNc1ccc(CC)s1
false
CCCC1CCC(CC)C1
c1ccsc1
155.266
47.8607
2.7423
2
1
23
12.03
C=CCON1SC(=N)N=C1
C=CCOn1cnc(=N)s1
false
CCCCC1CCC(C)C1
N=c1nc[nH]s1
157.198
37.6027
0.03867
5
1
17
50.9
CC#CCC1CNS1(=O)=O
CC#CCC1CNS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCN1
159.21
38.7775
-0.2986
2
1
19
46.17
CC1=C(N)SN=C1[N+]([O-])=O
Cc1c([N+](=O)[O-])nsc1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
159.17
37.9178
0.94192
5
1
15
82.05
O=S(=O)(CC#C)NCC#C
C#CCNS(=O)(=O)CC#C
false
CCCCC(C)(C)CCC
157.194
39.4555
-0.8278
2
1
17
46.17
O=C(C1CN1)C1=CSN=C1
O=C(c1cnsc1)C1CN1
false
CC(C1CCCC1)C1CC1
O=C(c1cnsc1)C1CN1
154.194
38.2352
0.2976
4
1
16
51.9
CCC(=C)C1=COC=C1Cl
C=C(CC)c1cocc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
156.612
43.043
3.3562
1
0
19
13.14
NCC1=CNC(CO)=C1Cl
NCc1c[nH]c(CO)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
160.604
39.6169
0.6191
2
3
19
62.04
CC#CCC1=C(Cl)C=CO1
CC#CCc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
154.596
40.872
2.4988
1
0
17
13.14
CC(=C)CC=CS(C)(=O)=O
C=C(C)CC=CS(C)(=O)=O
false
CC(C)CCCC(C)(C)C
160.238
43.4148
1.5109
2
0
22
34.14
CC1=C(O)N(C=C)C(=O)S1
C=Cn1c(O)c(C)sc1=O
false
CCC1C(C)CC(C)C1C
O=c1[nH]ccs1
157.194
41.3678
1.02432
4
1
17
42.23
CC1(C)OC=COS1(=O)=O
CC1(C)OC=COS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)COC=CO1
164.182
34.3088
0.5703
4
0
18
52.6
OC1=CC2=C(C1)C(O)=CS2
OC1=Cc2scc(O)c2C1
false
CC1CC2CCC(C)C2C1
C1=Cc2sccc2C1
154.19
40.2936
1.9087
3
2
16
40.46
NC(=S)NC(=N)C#CC=C
C=CC#CC(=N)NC(N)=S
false
CCCCC(C)CC(C)C
153.21
45.6208
-0.01373
2
3
17
61.9
N#CC=CCC1=CSN=N1
N#CC=CCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
151.194
38.366
1.16038
4
0
15
49.57
CC1(O)CCC1S(O)(=O)=O
CC1(O)CCC1S(=O)(=O)O
false
CC(C)(C)C1CCC1(C)C
C1CCC1
166.198
35.1944
-0.2124
3
2
20
74.6
CC1=C(CO)C(Cl)=C(N)N1
Cc1[nH]c(N)c(Cl)c1CO
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
40.8749
1.05102
2
3
19
62.04
CC(=O)NS(=O)(=O)CCN
CC(=O)NS(=O)(=O)CCN
true
CCCC(C)(C)CC(C)C
166.202
36.6579
-1.589
4
2
20
89.26
CN1OC2CC2N(N)C1=S
CN1OC2CC2N(N)C1=S
true
CC1CC2CC2C(C)C1C
S=C1NOC2CC2N1
159.214
39.6654
-0.5351
3
1
19
41.73
NN1C(C=CNC1=S)C#C
C#CC1C=CNC(=S)N1N
false
CCC1CCCC(C)C1C
S=C1NC=CCN1
153.21
43.5211
-0.4343
2
2
17
41.29
COC1=CC(OC=C)=NS1
C=COc1cc(OC)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
157.194
39.491
1.674
4
0
17
31.35
CON1CC(CN)S1(=O)=O
CON1CC(CN)S1(=O)=O
true
CCC1CC(CC)C1(C)C
O=S1(=O)CCN1
166.202
35.4772
-1.4795
4
1
20
72.63
CN(C)C1=COC(O)=C1Cl
CN(C)c1coc(O)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccoc1
161.588
39.7098
1.7046
3
1
18
36.61
CCC1=CC(=CS1)N1CC1
CCc1cc(N2CC2)cs1
false
CCC1CCC(C2CC2)C1
c1cc(N2CC2)cs1
153.25
45.91
2.1305
2
0
21
3.01
OC1CNS(=O)(=O)N2CC12
O=S1(=O)NCC(O)C2CN21
false
CC1CCC(C)(C)C2CC12
O=S1(=O)NCCC2CN21
164.186
33.4233
-2.1205
3
2
18
69.41
C1NC1C#CC1=CSC=N1
C(#CC1CN1)c1cscn1
false
C1CCC(CCC2CC2)C1
C(#CC1CN1)c1cscn1
150.206
40.7827
0.4664
3
1
16
34.83
CCCNC1=NSC=C1O
CCCNc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
158.226
42.5595
1.6706
4
2
20
45.15
N#CC1=C2SN=CN2N=C1
N#Cc1cnn2cnsc12
false
CCC1CCC2CCCC12
c1cc2sncn2n1
150.166
35.579
0.66248
5
0
12
53.98
O=CC12CC1COS2(=O)=O
O=CC12CC1COS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)OCC2CC21
162.166
31.7738
-0.696
4
0
16
60.44
NC(=S)N1C2CON=CC12
NC(=S)N1C2C=NOCC21
false
CC(C)C1C2CCCCC21
C1=NOCC2NC12
157.198
40.6444
-0.7012
3
1
17
50.62
CC(N)C#CC1=NN=CS1
CC(N)C#Cc1nncs1
false
CC(C)CCC1CCCC1
c1nncs1
153.21
40.4364
0.2368
4
1
17
51.8
CCCC1=CSC(=C1)C#C
C#Cc1cc(CCC)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
150.246
46.249
2.6819
1
0
20
0
COC=C1OC=CS1(=O)=O
COC=C1OC=CS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1OC=CS1(=O)=O
162.166
34.2368
0.3479
4
0
16
52.6
CNCCCC1=CC=NS1
CNCCCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
156.254
44.3617
1.2951
3
1
22
24.92
CCC=CC=NNC(N)=S
CCC=CC=NNC(N)=S
true
CCCCCCCC(C)C
157.242
47.8441
0.7716
2
2
21
50.41
O=S1(=O)CC(=NN1)C1CC1
O=S1(=O)CC(C2CC2)=NN1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CC(C2CC2)=NN1
160.198
37.0815
-0.3146
3
1
18
58.53
CC1CCNCS(=O)(=O)C1
CC1CCNCS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCCCNC1
163.242
40.4375
-0.0119
3
1
23
46.17
OC(CC#C)S(=O)(=O)C=C
C#CCC(O)S(=O)(=O)C=C
false
CCCC(C)C(C)(C)CC
160.194
38.5736
-0.1136
3
1
18
54.37
CC(C#N)C1=NSC=C1C
Cc1csnc1C(C)C#N
false
CCC(C)C1CCCC1C
c1cnsc1
152.222
40.879
2.0786
3
0
18
36.68
CCCNC1=NNC=C1Cl
CCCNc1n[nH]cc1Cl
false
CCCCC1CCCC1C
c1cn[nH]c1
159.62
42.3784
1.885
2
2
20
40.71
O=S1(=O)N=CC2=CON=C12
O=S1(=O)N=Cc2conc21
false
CC1(C)CCC2CCCC21
O=S1(=O)N=Cc2conc21
158.138
31.2828
-0.2042
4
0
12
72.53
NN=CC1=CC(=NS1)C#C
C#Cc1cc(C=NN)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
151.194
41.8304
0.417
4
1
15
51.27
CC1=CC(C)(C)NC(=S)N1
CC1=CC(C)(C)NC(=S)N1
true
CC1CC(C)CC(C)(C)C1
S=C1NC=CCN1
156.254
46.7054
1.1465
1
2
22
24.06
OS(=O)(=O)C1CC1CC=O
O=CCC1CC1S(=O)(=O)O
false
CCCC1CC1C(C)(C)C
C1CC1
164.182
34.1246
-0.1483
3
1
18
71.44
CC1=CC2=C(S1)C=C(O)N2
Cc1cc2[nH]c(O)cc2s1
false
CC1CC2CC(C)CC2C1
c1cc2sccc2[nH]1
153.206
42.5775
2.24342
2
2
17
36.02
CC1CC2OS(=O)(=O)C2C1
CC1CC2OS(=O)(=O)C2C1
true
CC1CC2CC(C)(C)C2C1
O=S1(=O)OC2CCCC21
162.21
35.9788
0.5135
3
0
20
43.37
CC#CC1=NC=C(S1)C=O
CC#Cc1ncc(C=O)s1
false
CCCC1CCC(CC)C1
c1cscn1
151.19
40.0535
1.327
3
0
15
29.96
O=S1(=O)CCC2(CCC2)C1
O=S1(=O)CCC2(CCC2)C1
true
CC1(C)CCC2(CCC2)C1
O=S1(=O)CCC2(CCC2)C1
160.238
39.5548
0.9752
2
0
22
34.14
CON=CC(=C)S(N)(=O)=O
C=C(C=NOC)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
164.186
37.7482
-0.5792
4
1
18
81.75
COCS(=O)(=O)C(=C)C=C
C=CC(=C)S(=O)(=O)COC
false
CCCC(C)(C)C(C)CC
162.21
40.1328
0.7048
3
0
20
43.37
CCC#CCS(=O)(=O)CO
CCC#CCS(=O)(=O)CO
true
CCCCCC(C)(C)CC
162.21
38.9396
-0.2356
3
1
20
54.37
CC(C=CS(C)(=O)=O)C#N
CC(C#N)C=CS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
159.21
38.7608
0.70438
3
0
19
57.93
C=NN1CC=CCNC1=S
C=NN1CC=CCNC1=S
true
CCC1CCCCCC1C
S=C1NCC=CCN1
155.226
45.9957
0.3483
2
1
19
27.63
CC1=CN2SC(=N)N=C2C1
CC1=Cn2sc(=N)nc2C1
false
CC1CC2CC(C)CC2C1
N=c1nc2n(s1)C=CC2
153.21
39.6097
0.84097
4
1
17
41.67
CN1C=NC2=C1SNC2=O
Cn1cnc2c(=O)[nH]sc21
false
CC1CCC2C(C)CCC12
O=c1[nH]sc2[nH]cnc12
155.182
39.2117
0.3231
4
1
15
50.68
C=C1CC2=NSN=C2C=C1
C=C1C=Cc2nsnc2C1
false
CC1CCC2CCCC2C1
C=C1C=Cc2nsnc2C1
150.206
41.787
1.6636
3
0
16
25.78
NCC1CC(N)S(=O)(=O)O1
NCC1CC(N)S(=O)(=O)O1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCCO1
166.202
35.4396
-1.6514
5
2
20
95.41
CC(C1CN1)S(=O)(=O)C=C
C=CS(=O)(=O)C(C)C1CN1
false
CCC(C)(C)C(C)C1CC1
C1CN1
161.226
40.3695
-0.095
3
1
21
56.08
OCC=C1NC(=S)N2CC12
OCC=C1NC(=S)N2CC12
true
CCCC1CC(C)C2CC12
C=C1NC(=S)N2CC12
156.21
41.3965
-0.5651
2
2
18
35.27
NC1=NC(C=C)=C(CO)S1
C=Cc1nc(N)sc1CO
false
CCC1CC(C)CC1CC
c1cscn1
156.21
42.5402
0.8606
4
2
18
59.14
NS(=O)(=O)C1CNC(=O)C1
NS(=O)(=O)C1CNC(=O)C1
true
CC1CCC(C(C)(C)C)C1
O=C1CCCN1
164.186
34.5219
-1.8366
3
2
18
89.26
CC(C)CC1=CSC(N)=N1
CC(C)Cc1csc(N)n1
false
CC(C)CC1CCC(C)C1
c1cscn1
156.254
45.0684
1.9238
3
1
22
38.91
CC1CN(C=N)C(=S)N1O
CC1CN(C=N)C(=S)N1O
true
CCC1CC(C)C(C)C1C
S=C1NCCN1
159.214
41.1752
0.27367
3
2
19
50.56
COCC1=CSC(N1)=NC
CN=c1[nH]c(COC)cs1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
158.226
40.8697
0.7531
3
1
20
37.38
OCC1=CSC=C1C1CN1
OCc1cscc1C1CN1
false
CCC1CCCC1C1CC1
c1cc(C2CN2)cs1
155.222
40.9855
0.8847
3
2
19
42.17
CCN=CNC(=S)NC=O
CCN=CNC(=S)NC=O
true
CCCCCC(C)CCC
159.214
43.9664
-0.3449
3
2
19
53.49
NC1=CC(=CS1)C(=C)C#C
C#CC(=C)c1csc(N)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
149.218
46.5984
1.9767
2
1
17
26.02
COC1=C(CCO)N=CS1
COc1scnc1CCO
false
CCCC1CCCC1CC
c1cscn1
159.21
39.4558
0.6865
4
1
19
42.35
NCCC1=CC(=N)N(O)S1
N=c1cc(CCN)sn1O
false
CCCC1CC(C)C(C)C1
N=c1ccs[nH]1
159.214
38.1066
-0.23243
5
3
19
75.03
CCC1=C(N)SC(C)=C1Cl
CCc1c(N)sc(C)c1Cl
false
CCC1C(C)CC(C)C1C
c1ccsc1
175.684
47.8564
2.85452
2
1
20
26.02
CNS(=O)(=O)NOC1CC1
CNS(=O)(=O)NOC1CC1
true
CCC(C)(C)CCC1CC1
C1CC1
166.202
35.2222
-0.8658
3
2
20
67.43
C=C1CCC(C=O)S1(=O)=O
C=C1CCC(C=O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1CCCS1(=O)=O
160.194
37.1458
0.2762
3
0
18
51.21
CC1=CC=NOS(=O)(=O)C1
CC1=CC=NOS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CC=CC=NO1
161.182
37.1208
0.2785
4
0
17
55.73
CN(CC1CN1)C(=S)NO
CN(CC1CN1)C(=S)NO
true
CCC(C)C(C)CC1CC1
C1CN1
161.23
41.9409
-0.8463
3
3
21
57.44
CCOC1=CCCS1(=O)=O
CCOC1=CCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CCC1
162.21
38.1128
0.6828
3
0
20
43.37
CC1=CCN(C=C1)C(N)=S
CC1=CCN(C(N)=S)C=C1
false
CC1CCC(C(C)C)CC1
C1=CCNC=C1
154.238
46.3884
1.0056
1
1
20
29.26
OC1=C2C(NC2=NS1)C#C
C#CC1Nc2nsc(O)c21
false
CCC1CC2CCC(C)C12
c1snc2c1CN2
152.178
38.9755
0.9485
4
2
14
45.15
OCC1NC2=C(O)SC=C12
OCC1Nc2c1csc2O
false
CCC1CC2C(C)CCC12
c1scc2c1CN2
157.194
39.4333
0.9126
4
3
17
52.49
CC1(CO1)C(=C)NC(N)=S
C=C(NC(N)=S)C1(C)CO1
false
CC(C)CC(C)C1(C)CC1
C1CO1
158.226
43.4181
0.1222
2
2
20
50.58
CNCC1=C(CO)SC=N1
CNCc1ncsc1CO
false
CCCC1CCCC1CC
c1cscn1
158.226
40.8005
0.3548
4
2
20
45.15