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
CCN1C=C(Cl)C(NC)=C1
CCn1cc(Cl)c(NC)c1
false
CCC1CC(C)C(CC)C1
c1cc[nH]c1
158.632
44.6627
2.2031
2
1
21
16.96
NN=CC1C=COS1(=O)=O
NN=CC1C=COS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CC=CO1
162.17
35.6122
-0.8268
5
1
16
81.75
CC1=CC2=C(C1)C(O)=CS2
CC1=Cc2scc(O)c2C1
false
CC1CC2CCC(C)C2C1
C1=Cc2sccc2C1
152.218
43.3388
2.4131
2
1
18
20.23
COC1C2CS(=O)(=O)NC12
COC1C2CS(=O)(=O)NC21
false
CCC1C2CC(C)(C)CC12
O=S1(=O)CC2CC2N1
163.198
34.9975
-1.0672
3
1
19
55.4
C=C1CN=C2SNC=C2O1
C=C1CN=C2SNC=C2O1
true
CC1CCC2CCCC2C1
C=C1CN=C2SNC=C2O1
154.194
41.3367
1.0216
4
1
16
33.62
CC(C)C1=CC(NN)=NS1
CC(C)c1cc(NN)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
157.242
44.0131
1.5521
4
2
21
50.94
CN1C=CC2=C1SC(O)=C2
Cn1ccc2cc(O)sc21
false
CC1CC2CCC(C)C2C1
c1cc2ccsc2[nH]1
153.206
42.4608
1.9454
3
1
17
25.16
CC1=CC(CCC=O)=NS1
Cc1cc(CCC=O)ns1
false
CCCCC1CCC(C)C1
c1cnsc1
155.222
41.236
1.58302
3
0
19
29.96
CNC(C=O)C1=CSN=C1
CNC(C=O)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
156.21
39.9787
0.6025
4
1
18
41.99
C=C1COCC2=C1SN=C2
C=C1COCc2cnsc21
false
CC1CCCC2CCCC12
C=C1COCc2cnsc21
153.206
40.804
1.6865
3
0
17
22.12
CCC1NC2=C1NSC2=N
CCC1Nc2c1[nH]sc2=N
false
CCC1CC2C(C)CCC12
N=c1s[nH]c2c1NC2
155.226
41.1791
1.43227
3
3
19
51.67
CC1=C(SC=N1)C#CC=O
Cc1ncsc1C#CC=O
false
CCCCC1CCCC1C
c1cscn1
151.19
39.793
1.00192
3
0
15
29.96
CNC(=S)NC(=O)C1CC1
CNC(=S)NC(=O)C1CC1
true
CCC(C)CC(C)C1CC1
C1CC1
158.226
42.5244
0.0169
2
2
20
41.13
CNC(=S)N(C)N=CC#N
CNC(=S)N(C)N=CC#N
true
CCCCC(C)C(C)CC
156.214
43.5257
-0.06812
3
1
18
51.42
CNC(=S)N1CC2CC2N1
CNC(=S)N1CC2CC2N1
true
CCC(C)C1CC2CC2C1
C1NNC2CC12
157.242
43.3944
-0.3006
2
2
21
27.3
CC1=NC(=CS1)C(=N)NO
Cc1nc(C(=N)NO)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.198
38.6019
0.75569
4
3
17
69
CC1=C(CC#N)C(N)=NS1
Cc1snc(N)c1CC#N
false
CCCC1C(C)CCC1C
c1cnsc1
153.21
40.5804
1.0998
4
1
17
62.7
CON1C(=C)CN(N)C1=S
C=C1CN(N)C(=S)N1OC
false
CCC1C(C)CC(C)C1C
C=C1CNC(=S)N1
159.214
41.4794
-0.1623
3
1
19
41.73
CC1NCC2C1NS2(=O)=O
CC1NCC2C1NS2(=O)=O
true
CC1CCC2C1CC2(C)C
O=S1(=O)NC2CNCC21
162.214
37.0962
-1.3517
3
2
20
58.2
OC1CCC1CS(O)(=O)=O
O=S(=O)(O)CC1CCC1O
false
CC1CCC1CC(C)(C)C
C1CCC1
166.198
35.1464
-0.3549
3
2
20
74.6
CCOC=CC1=NSN=C1
CCOC=Cc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
156.21
40.569
1.5453
4
0
18
35.01
CC(O)=C1OC=CS1(=O)=O
CC(O)=C1OC=CS1(=O)=O
true
CC(C)C1CCCC1(C)C
C=C1OC=CS1(=O)=O
162.166
34.4736
0.6496
4
1
16
63.6
NC1=NCCC1S(N)(=O)=O
NC1=NCCC1S(N)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=NCCC1
163.202
38.0016
-1.5956
4
2
19
98.54
NN=COCC1=CN=CS1
NN=COCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
157.198
39.5824
0.5617
5
1
17
60.5
CCC1(N)CC2=CSN=C12
CCC1(N)Cc2csnc21
false
CCC1(C)CC2CCCC21
c1snc2c1CC2
154.238
41.9744
1.2632
3
1
20
38.91
CCC1=C(N=C(C)S1)C#N
CCc1sc(C)nc1C#N
false
CCC1CC(C)CC1CC
c1cscn1
152.222
40.944
1.8856
3
0
18
36.68
NC1CC1C1=CC(O)=CS1
NC1CC1c1cc(O)cs1
false
CC1CCC(C2CC2C)C1
c1csc(C2CC2)c1
155.222
41.3172
1.2683
3
2
19
46.25
CNC1=CC(NC)=C(N)S1
CNc1cc(NC)c(N)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
157.242
47.8248
1.4137
4
3
21
50.08
CN1C(N)=CC=C(Cl)C1=N
Cn1c(N)ccc(Cl)c1=N
false
CC1CCC(C)C(C)C1C
N=c1cccc[nH]1
157.604
40.6901
0.74017
3
2
18
54.8
CNC(C)CCNC(N)=S
CNC(C)CCNC(N)=S
true
CCC(C)CCCC(C)C
161.274
47.9268
-0.1824
2
3
25
50.08
CON1SC(=NC1=N)C#C
C#Cc1nc(=N)n(OC)s1
false
CCC1CC(C)C(CC)C1
N=c1ncs[nH]1
155.182
36.3977
-0.53623
5
1
15
50.9
CC1NC2=C(C=CS2)C1=C
C=C1c2ccsc2NC1C
false
CC1CC2CCCC2C1C
C=C1CNc2sccc21
151.234
46.4377
2.5753
2
1
19
12.03
O=CC1CCC2=CSC=C12
O=CC1CCc2cscc21
false
CCC1CCC2CCCC12
c1scc2c1CCC2
152.218
41.445
1.9768
2
0
18
17.07
NS(=O)(=O)C(=O)C=CC#C
C#CC=CC(=O)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
159.166
36.0872
-1.0091
3
1
15
77.23
CNN1C(N)=CC(Cl)=C1C
CNn1c(N)cc(Cl)c1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.62
43.8761
1.20542
3
2
20
42.98
CC=CCN(C)S(C)(=O)=O
CC=CCN(C)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
163.242
42.2878
0.4539
2
0
23
37.38
C#CC1=NC2=C(ON=N2)S1
C#Cc1nc2nnoc2s1
false
CCC1CC2CCCC2C1
c1nc2nnoc2s1
151.15
35.411
0.6606
5
0
11
51.81
CCC1=C(O)SC(C)=C1Cl
CCc1c(O)sc(C)c1Cl
false
CCC1C(C)CC(C)C1C
c1ccsc1
176.668
45.1088
2.97792
2
1
19
20.23
CC1(OS(=O)(=O)C1N)C=C
C=CC1(C)OS(=O)(=O)C1N
false
CCC1(C)CC(C)(C)C1C
O=S1(=O)CCO1
163.198
36.5822
-0.4241
4
1
19
69.39
COC1=COC(C=C)=C1Cl
C=Cc1occ(OC)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
158.584
40.361
2.5846
2
0
17
22.37
CN1SC=C(C2CN2)C1=N
Cn1scc(C2CN2)c1=N
false
CC1CCC(C2CC2)C1C
N=c1[nH]scc1C1CN1
155.226
39.8884
0.21037
4
2
19
50.72
CC(C)C(C)(N)S(O)(=O)=O
CC(C)C(C)(N)S(=O)(=O)O
false
CC(C)C(C)(C)C(C)(C)C
167.23
38.979
0.2051
3
2
23
80.39
CCNC1=C(SC=N1)C=O
CCNc1ncsc1C=O
false
CCCC1CCCC1CC
c1cscn1
156.21
41.6652
1.3874
4
1
18
41.99
OC1=C(NCC#N)C=CS1
N#CCNc1ccsc1O
false
CCCCC1CCCC1C
c1ccsc1
154.194
40.0865
1.38918
4
2
16
56.05
CC(C=C)C1=CC(Cl)=CO1
C=CC(C)c1cc(Cl)co1
false
CCC(C)C1CCC(C)C1
c1ccoc1
156.612
42.33
3.2225
1
0
19
13.14
C1ON=C2C=NSN2C=C1
C1=CN2SN=CC2=NOC1
false
C1CCC2CCCC2CC1
C1=CN2SN=CC2=NOC1
155.182
40.449
0.7934
5
0
15
37.19
CC(=O)C(=O)C1=CC=NS1
CC(=O)C(=O)c1ccns1
false
CC(C)C(C)C1CCCC1
c1cnsc1
155.178
37.1255
0.9148
4
0
15
47.03
NC12CC1NC(=S)NC2=O
NC12CC1NC(=S)NC2=O
true
CC1CC(C)C2(C)CC2C1
O=C1NC(=S)NC2CC12
157.198
39.1998
-1.5395
3
3
17
67.15
CC1=C(Cl)C2=NC=NN2O1
Cc1on2ncnc2c1Cl
false
CC1CC2CCCC2C1C
c1nc2ccon2n1
157.56
35
1.28412
4
0
14
43.33
ClC1=CC=NC=C1CC=C
C=CCc1cnccc1Cl
false
CCCC1CCCCC1C
c1ccncc1
153.612
43.148
2.4635
1
0
18
12.89
CC1=CC2=NSN=C2CO1
CC1=Cc2nsnc2CO1
false
CC1CCC2CCCC2C1
C1=Cc2nsnc2CO1
154.194
38.349
1.4291
4
0
16
35.01
C=CN1SN=C2CON=C12
C=CN1SN=C2CON=C21
false
CCC1CCC2CCCC12
C1ON=C2NSN=C12
155.182
40.449
0.7934
5
0
15
37.19
CC=CCN1N=CSC1=N
CC=CCn1ncsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ncs1
155.226
40.7727
1.00017
4
1
19
41.67
CC1CC2CN2C(=S)N1C
CC1CC2CN2C(=S)N1C
true
CC1CC2CC2C(C)C1C
S=C1NCCC2CN12
156.254
44.934
0.6795
1
0
22
6.25
CN1C(=C)C=CNS1(=O)=O
C=C1C=CNS(=O)(=O)N1C
false
CC1CCCC(C)(C)C1C
C=C1C=CNS(=O)(=O)N1
160.198
38.0985
-0.2064
2
1
18
49.41
O=CC1=CCNS(=O)(=O)N1
O=CC1=CCNS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)NC=CCN1
162.17
34.2052
-1.4932
3
2
16
75.27
CC=COCCS(C)(=O)=O
CC=COCCS(C)(=O)=O
true
CCCCCCC(C)(C)C
164.226
40.4768
0.5812
3
0
22
43.37
CN=C1NSC(=N1)C(C)=O
CN=c1nc(C(C)=O)s[nH]1
false
CCC1CCC(C(C)C)C1
N=c1ncs[nH]1
157.198
37.9562
0.2043
4
1
17
58.11
CC(=N)NC1=C(N)SC=C1
CC(=N)Nc1ccsc1N
false
CC(C)CC1CCCC1C
c1ccsc1
155.226
45.7548
1.73937
3
3
19
61.9
CN1C(=S)N2CC2(C)C1=N
CN1C(=N)C2(C)CN2C1=S
false
CC1C(C)C2CC2(C)C1C
N=C1NC(=S)N2CC12
155.226
43.1987
0.26827
2
1
19
30.1
CC(=C)C1=C(N)C(N)=NS1
C=C(C)c1snc(N)c1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
155.226
45.6468
1.3406
4
2
19
64.93
O=C1SN2C=CC=CC2=N1
O=c1nc2ccccn2s1
false
CC1CC2CCCCC2C1
O=c1nc2ccccn2s1
152.178
39.339
0.756
4
0
14
34.37
CCCN1SC(C)=CC1=O
CCCn1sc(C)cc1=O
false
CCCC1CC(C)CC1C
O=c1ccs[nH]1
157.238
43.607
1.62822
3
0
21
22
C=C1C=C(NS1(=O)=O)C#C
C#CC1=CC(=C)S(=O)(=O)N1
false
CCC1CC(C)C(C)(C)C1
C=C1C=CNS1(=O)=O
155.178
38.1115
-0.0498
2
1
15
46.17
O=C1SN(C=CC#N)C=C1
N#CC=Cn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
152.178
39.522
0.90408
4
0
14
45.79
C(N=C1NC=CS1)C1CC1
c1csc(=NCC2CC2)[nH]1
false
C1CCC(CCC2CC2)C1
c1csc(=NCC2CC2)[nH]1
154.238
41.8237
1.3869
2
1
20
28.15
O=S1(=O)NCC2CC(C2)O1
O=S1(=O)NCC2CC(C2)O1
true
CC1(C)CCC2CC(C2)C1
O=S1(=O)NCC2CC(C2)O1
163.198
34.5195
-0.3704
3
1
19
55.4
O=C1CC(=O)C2=C1SN=C2
O=C1CC(=O)c2sncc21
false
CC1CC(C)C2CCCC12
O=C1CC(=O)c2sncc21
153.162
35.392
0.9122
4
0
13
47.03
NCC1=CC(N)=C(CO)S1
NCc1cc(N)c(CO)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
158.226
42.5456
0.2813
4
3
20
72.27
ClC1=CN=C2OCC2=C1Cl
Clc1cnc2c(c1Cl)CO2
false
CC1CCC2CCC2C1C
c1cnc2c(c1)CO2
176.002
38.589
2.2808
2
0
13
22.12
CC(N)C1=CSC(N)=C1N
CC(N)c1csc(N)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
157.242
45.7462
0.9322
4
3
21
78.06
CC1=CNNC(=S)NC1=O
CC1=CNNC(=S)NC1=O
true
CC1CCCC(C)C(C)C1
O=C1C=CNNC(=S)N1
157.198
40.7691
-0.6009
3
3
17
53.16
CC=C(C)C1=CSC(O)=C1
CC=C(C)c1csc(O)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
154.234
45.3088
2.8769
2
1
20
20.23
CC1(C)CCC(=O)S1(=O)=O
CC1(C)CCC(=O)S1(=O)=O
true
CC1CCC(C)(C)C1(C)C
O=C1CCCS1(=O)=O
162.21
37.2398
0.5002
3
0
20
51.21
CS(=O)(=O)C1(CC1)OC=O
CS(=O)(=O)C1(OC=O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
164.182
33.9578
-0.3059
4
0
18
60.44
CC1C(O)S(=O)(=O)C1(C)O
CC1C(O)S(=O)(=O)C1(C)O
true
CC1C(C)C(C)(C)C1(C)C
O=S1(=O)CCC1
166.198
34.7144
-0.9222
4
2
20
74.6
CC=CN(N=C)C(=S)NO
C=NN(C=CC)C(=S)NO
false
CCCC(CC)C(C)CC
159.214
43.7222
0.7013
3
2
19
47.86
CC1=NSC2=C1C(N)CC2
Cc1nsc2c1C(N)CC2
false
CC1CCC2CCC(C)C12
c1nsc2c1CCC2
154.238
42.1004
1.39752
3
1
20
38.91
CN1C2CCC1(C)S2(=O)=O
CN1C2CCC1(C)S2(=O)=O
true
CC1C2CCC1(C)C2(C)C
O=S1(=O)C2CCC1N2
161.226
38.1098
0.1827
3
0
21
37.38
CCC(O)C1=NC=C(N)S1
CCC(O)c1ncc(N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
158.226
41.7772
1.1687
4
2
20
59.14
OC1=C(SC=C1)C=CC=C
C=CC=Cc1sccc1O
false
CCCCC1CCCC1C
c1ccsc1
152.218
45.2148
2.6529
2
1
18
20.23
CCC(=N)N(O)S(C)(=O)=O
CCC(=N)N(O)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.202
36.487
0.02447
4
2
20
81.46
NCC(=C)N1SC=CC1=O
C=C(CN)n1sccc1=O
false
CCC(C)C1CCCC1C
O=c1ccs[nH]1
156.21
42.9634
0.3392
4
1
18
48.02
COCC1=C(Cl)C(N)=CS1
COCc1scc(N)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
177.656
44.4544
2.1301
3
1
18
35.25
CN1SC(=O)C(C#C)=C1O
C#Cc1c(O)n(C)sc1=O
false
CCC1C(C)CC(C)C1C
O=c1cc[nH]s1
155.178
39.1598
0.1337
4
1
15
42.23
CCCC1=CC(=N)N(N)S1
CCCc1cc(=N)n(N)s1
false
CCCC1CC(C)C(C)C1
N=c1ccs[nH]1
157.242
42.3091
0.69537
4
2
21
54.8
OC1=C2C(NC2=CS1)C=C
C=CC1Nc2csc(O)c21
false
CCC1CC2CCC(C)C12
c1scc2c1CN2
153.206
42.5445
2.1063
3
2
17
32.26
O=CC1=NNC2=NSC=C12
O=Cc1n[nH]c2nscc12
false
CCC1CCC2CCCC12
c1n[nH]c2nscc12
153.166
37.1532
0.8319
4
1
13
58.64
OCC1=C(CC=O)SC=C1
O=CCc1sccc1CO
false
CCCC1CCCC1CC
c1ccsc1
156.206
40.0098
0.9818
3
1
18
37.3
CCCC1=C2NCC2=CS1
CCCc1scc2c1NC2
false
CCCC1CCC2CCC12
c1scc2c1CN2
153.25
45.6407
2.6261
2
1
21
12.03
CNCC=CS(=O)(=O)C=O
CNCC=CS(=O)(=O)C=O
true
CCCCCC(C)(C)CC
163.198
38.737
-0.6755
4
1
19
63.24
CN1CCNS(=O)(=O)C=C1
CN1C=CS(=O)(=O)NCC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)C=CNCCN1
162.214
38.6925
-0.6776
3
1
20
49.41
CON1C(C)CNS1(=O)=O
CON1C(C)CNS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)NCCN1
166.202
35.2325
-0.9137
3
1
20
58.64
OC1CC2CNC(=S)NC12
OC1CC2CNC(=S)NC12
true
CC1CCC2CC(C)C2C1
S=C1NCC2CCC2N1
158.226
41.6382
-0.7865
2
3
20
44.29
NC1=NN(C2CC2)C(=O)S1
Nc1nn(C2CC2)c(=O)s1
false
CC1CC(C)C(C2CC2)C1
O=c1scnn1C1CC1
157.198
39.0574
0.2219
5
1
17
60.91
COS(=O)(=O)C(C)CCN
COS(=O)(=O)C(C)CCN
true
CCCC(C)C(C)(C)CC
167.23
39.0622
-0.3001
4
1
23
69.39
C=C1CCNNC(=S)NC1
C=C1CCNNC(=S)NC1
true
CC1CCCCC(C)CC1
C=C1CCNNC(=S)NC1
157.242
45.4961
-0.085
2
3
21
36.09
CC1=C(O)N=CC(O)=C1Cl
Cc1c(O)ncc(O)c1Cl
false
CC1CCC(C)C(C)C1C
c1ccncc1
159.572
37.3136
1.45462
3
2
16
53.35
CC1=CCC=C1S(C)(=O)=O
CC1=CCC=C1S(C)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CCC=C1
158.222
41.3008
1.2649
2
0
20
34.14
CC(C)=CC1=NSC=C1C
CC(C)=Cc1nscc1C
false
CC(C)CC1CCCC1C
c1cnsc1
153.25
46.176
2.87472
2
0
21
12.89