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=CC1=CCNS(=O)(=O)N1
C=CC1=CCNS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)NC=CCN1
160.198
38.3382
-0.5061
2
2
18
58.2
CC(N)C1=C(C)SN=C1N
Cc1snc(N)c1C(C)N
false
CC(C)C1C(C)CCC1C
c1cnsc1
157.242
43.8658
1.05342
4
2
21
64.93
CC(CC=C)C1=CSC=N1
C=CCC(C)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
153.25
45.343
2.8227
2
0
21
12.89
NCCC1=C(Cl)C=C(O)O1
NCCc1oc(O)cc1Cl
false
CCCC1CC(C)CC1C
c1ccoc1
161.588
38.1412
1.1398
3
2
18
59.39
NC(=S)NC(=C)CON=C
C=NOCC(=C)NC(N)=S
false
CCCCC(C)CC(C)C
159.214
44.5621
-0.0345
3
2
19
59.64
COC1=CSC(N)=C1CN
COc1csc(N)c1CN
false
CCC1CCC(C)C1CC
c1ccsc1
158.226
43.1748
0.7976
4
2
20
61.27
CC=CC(C)C1=CSC=C1
CC=CC(C)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
152.262
47.548
3.4277
1
0
22
0
CN1C=NC2=C(Cl)C=CN12
Cn1cnc2c(Cl)ccn21
false
CC1CCC2C(C)CCC12
c1cc2nc[nH]n2c1
155.588
39.173
1.3262
3
0
16
22.23
CNC(=S)NC1CCC1C
CNC(=S)NC1CCC1C
true
CCC(C)CC1CCC1C
C1CCC1
158.27
46.9794
0.8788
1
2
24
24.06
CC1=CS(=O)(=O)OC1C#N
CC1=CS(=O)(=O)OC1C#N
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCO1
159.166
33.1628
0.14238
4
0
15
67.16
COC1=NC(CO)=C(C)S1
COc1nc(CO)c(C)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
159.21
39.3258
0.95242
4
1
19
42.35
CC1CN1C1=CSN=C1N
CC1CN1c1csnc1N
false
CC1CCCC1C1CC1C
c1nscc1N1CC1
155.226
43.3344
0.9338
4
1
19
41.92
NNS(=O)(=O)C#CCC#C
C#CCC#CS(=O)(=O)NN
false
CCCCCC(C)(C)CC
158.182
37.4689
-1.2363
3
2
16
72.19
OC1CC(CC=C)S1(=O)=O
C=CCC1CC(O)S1(=O)=O
false
CCCC1CC(C)C1(C)C
O=S1(=O)CCC1
162.21
38.1456
0.068
3
1
20
54.37
CCC1=C(C)N(C)C(=O)S1
CCc1sc(=O)n(C)c1C
false
CCC1CC(C)C(C)C1C
O=c1[nH]ccs1
157.238
43.675
1.31762
3
0
21
22
CC1(C)C2N1C=NS2(=O)=O
CC1(C)C2N1C=NS2(=O)=O
true
CC1(C)CCC2C1C2(C)C
O=S1(=O)N=CN2CC21
160.198
37.1178
-0.2216
3
0
18
49.51
CC(C)CC1=NOC(=O)S1
CC(C)Cc1noc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1oncs1
159.21
39.192
1.2948
4
0
19
43.1
O=C1CC2NC2CS1(=O)=O
O=C1CC2NC2CS1(=O)=O
true
CC1CC2CC2CC1(C)C
O=C1CC2NC2CS1(=O)=O
161.182
34.1225
-1.3281
4
1
17
73.15
OC1CC1OC1=CSC=N1
OC1CC1Oc1cscn1
false
CC1CC1CC1CCCC1
c1nc(OC2CC2)cs1
157.194
37.1538
0.6551
4
1
17
42.35
CC#CC1=NSC(CO)=C1
CC#Cc1cc(CO)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
153.206
40.5888
1.0068
3
1
17
33.12
CNCC1=C(O)SN=C1N
CNCc1c(N)nsc1O
false
CCCC1C(C)CCC1C
c1cnsc1
159.214
40.9549
0.1503
5
3
19
71.17
OC(CC1=CN=CS1)C=O
O=CC(O)Cc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
157.194
37.8888
0.2454
4
1
17
50.19
O=S1(=O)OC=CCOC=C1
O=S1(=O)C=COCC=CO1
false
CC1(C)CCCCCCC1
O=S1(=O)C=COCC=CO1
162.166
34.2368
0.3479
4
0
16
52.6
CC1C2C1S(=O)(=O)CC2C
CC1CS(=O)(=O)C2C(C)C12
false
CC1CC(C)(C)C2C(C)C12
O=S1(=O)CCC2CC21
160.238
39.3928
0.6854
2
0
22
34.14
OC1CNC(C=C)S1(=O)=O
C=CC1NCC(O)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CCNC1
163.198
36.9143
-1.1651
4
2
19
66.4
CC1(CNC(N)=S)CNC1
CC1(CNC(N)=S)CNC1
true
CC(C)CCC1(C)CCC1
C1CNC1
159.258
45.7648
-0.5709
2
3
23
50.08
O=S1(=O)C2NC1C=CC=C2
O=S1(=O)C2C=CC=CC1N2
false
CC1(C)C2CCCCC1C2
O=S1(=O)C2C=CC=CC1N2
157.194
37.9115
-0.2174
3
1
17
46.17
C=CC1CNC(=S)N1C=N
C=CC1CNC(=S)N1C=N
true
CCC1CCC(C)C1CC
S=C1NCCN1
155.226
45.2084
0.33817
2
2
19
39.12
C(NC1CC1)C1=CSN=N1
c1snnc1CNC1CC1
false
C1CCC(CCC2CC2)C1
c1snnc1CNC1CC1
155.226
39.7707
0.7901
4
1
19
37.81
NCC1=COS(=O)(=O)C1=C
C=C1C(CN)=COS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1C=COS1(=O)=O
161.182
36.2822
-0.2973
4
1
17
69.39
CCC1=CSC(C)=C1C#C
C#Cc1c(CC)csc1C
false
CCC1CCC(C)C1CC
c1ccsc1
150.246
46.369
2.60022
1
0
20
0
CC1OC2=CC=C(Cl)C=C12
CC1Oc2ccc(Cl)cc21
false
CC1CCC2CC(C)C2C1
c1ccc2c(c1)CO2
154.596
40.495
2.7934
1
0
17
9.23
CCC1=C(CCO)SC=C1
CCc1ccsc1CCO
false
CCCC1CCCC1CC
c1ccsc1
156.25
44.4868
1.8453
2
1
22
20.23
CCC1=CC(C)=C(S1)C#C
C#Cc1sc(CC)cc1C
false
CCC1CC(C)C(CC)C1
c1ccsc1
150.246
46.369
2.60022
1
0
20
0
CS(=O)(=O)CC1=NOCC1
CS(=O)(=O)CC1=NOCC1
true
CC(C)(C)CC1CCCC1
C1=NOCC1
163.198
37.7148
-0.1927
4
0
19
55.73
S=C1NCCCCCCN1
S=C1NCCCCCCN1
true
CC1CCCCCCCC1
S=C1NCCCCCCN1
158.27
47.0714
1.0245
1
2
24
24.06
CC(=C)N=C(N)S(N)(=O)=O
C=C(C)N=C(N)S(N)(=O)=O
false
CC(C)CC(C)C(C)(C)C
163.202
39.5436
-0.8768
3
2
19
98.54
ON1C(=C)CN(C=N)C1=S
C=C1CN(C=N)C(=S)N1O
false
CCC1CC(C)C(C)C1C
C=C1CNC(=S)N1
157.198
40.8532
0.39887
3
2
17
50.56
CN1C(CO)=CC(Cl)=C1C
Cc1c(Cl)cc(CO)n1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.616
41.0828
1.47922
2
1
20
25.16
NC=CC(=O)C1=CC=CS1
NC=CC(=O)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
153.206
41.9769
1.4032
3
1
17
43.09
CNC1=CS(=O)(=O)NC1=N
CNC1=CS(=O)(=O)NC1=N
true
CCC1CC(C)(C)CC1C
N=C1C=CS(=O)(=O)N1
161.186
36.9249
-1.04253
4
3
17
82.05
CC12CC1OC1=NSN=C21
CC12CC1Oc1nsnc12
false
CC12CC1CC1CCCC12
C1C2Oc3nsnc3C12
154.194
36.294
0.9605
4
0
16
35.01
NC1C(N)S(=O)(=O)NC1=C
C=C1NS(=O)(=O)C(N)C1N
false
CC1CC(C)(C)C(C)C1C
C=C1CCS(=O)(=O)N1
163.202
37.1463
-1.9548
4
3
19
98.21
NS(=O)(=O)COC=CC=C
C=CC=COCS(N)(=O)=O
false
CCCCCCC(C)(C)C
163.198
38.3962
-0.0513
3
1
19
69.39
CCC=CS(=O)(=O)C(N)=O
CCC=CS(=O)(=O)C(N)=O
true
CCCCC(C)(C)C(C)C
163.198
37.9342
0.4036
3
1
19
77.23
CC1=C(C=C)C(=O)N(O)S1
C=Cc1c(C)sn(O)c1=O
false
CCC1C(C)CC(C)C1C
O=c1ccs[nH]1
157.194
40.5915
1.09852
4
1
17
42.23
ClC1=C(CN2CC2)SC=C1
Clc1ccsc1CN1CC1
false
CC1CCCC1CC1CC1
c1csc(CN2CC2)c1
173.668
44.606
2.2171
2
0
18
3.01
CNC=C1OC=CS1(=O)=O
CNC=C1OC=CS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1OC=CS1(=O)=O
161.182
36.2875
-0.0791
4
1
17
55.4
O=C(C1CO1)C1=CC=CS1
O=C(c1cccs1)C1CO1
false
CC(C1CCCC1)C1CC1
O=C(c1cccs1)C1CO1
154.19
38.3895
1.3296
3
0
16
29.6
CN1C=C(Cl)C(=N1)C1CC1
Cn1cc(Cl)c(C2CC2)n1
false
CC1CC(C)C(C2CC2)C1
c1cc(C2CC2)n[nH]1
156.616
40.193
1.9509
2
0
19
17.82
C=CN1C(=C)COS1(=O)=O
C=CN1C(=C)COS1(=O)=O
true
CCC1C(C)CCC1(C)C
C=C1COS(=O)(=O)N1
161.182
36.0478
0.2206
3
0
17
46.61
CCC1=C(C)N=C(S1)C=C
C=Cc1nc(C)c(CC)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
153.25
46.32
2.65692
2
0
21
12.89
ON=CC1=CSC=C1C#C
C#Cc1cscc1C=NO
false
CCCC1CCCC1CC
c1ccsc1
151.19
41.6345
1.5375
3
1
15
32.59
O=S1(=O)NC2=CONC2=C1
O=S1(=O)C=C2NOC=C2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2NOC=C2N1
160.154
32.4422
-0.863
4
2
14
67.43
CC(C)CC1=C(C)SN=C1
Cc1sncc1CC(C)C
false
CC(C)CC1CCCC1C
c1cnsc1
155.266
45.393
2.65002
2
0
23
12.89
CC1=C(N)SN(C=O)C1=N
Cc1c(N)sn(C=O)c1=N
false
CCC1CC(C)C(C)C1C
N=c1ccs[nH]1
157.198
39.4616
-0.04201
5
2
17
71.87
C=COCS(=O)(=O)C1CO1
C=COCS(=O)(=O)C1CO1
true
CCCCC(C)(C)C1CC1
C1CO1
164.182
34.8088
-0.1249
4
0
18
55.9
C=C(NC=O)C1=CN=CS1
C=C(NC=O)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
154.194
40.3477
0.8598
3
1
16
41.99
CCC1=NC=C(Cl)C=C1C
CCc1ncc(Cl)cc1C
false
CCC1CCC(C)CC1C
c1ccncc1
155.628
43.362
2.60582
1
0
20
12.89
CN(C)N1SC(=O)N=C1C
Cc1nc(=O)sn1N(C)C
false
CC1CC(C)C(C(C)C)C1
O=c1nc[nH]s1
159.214
41.176
-0.18918
5
0
19
38.13
CC1=CSC(O)=C1N1CC1
Cc1csc(O)c1N1CC1
false
CC1CCC(C)C1C1CC1
c1cc(N2CC2)cs1
155.222
42.9338
1.58212
3
1
19
23.24
OCC1=CC(=C)NC(=S)N1
C=C1C=C(CO)NC(=S)N1
false
CCC1CC(C)CC(C)C1
C=C1C=CNC(=S)N1
156.21
43.1782
-0.146
2
3
18
44.29
C#CC1=C(N=CS1)C1CO1
C#Cc1scnc1C1CO1
false
CCC1CCCC1C1CC1
c1nc(C2CO2)cs1
151.19
38.742
1.1957
3
0
15
25.42
CC(C)N1N=C(C)SC1=N
Cc1nn(C(C)C)c(=N)s1
false
CC1CC(C)C(C(C)C)C1
N=c1[nH]ncs1
157.242
41.0807
1.31339
4
1
21
41.67
CCCCNNS(C)(=O)=O
CCCCNNS(C)(=O)=O
true
CCCCCCC(C)(C)C
166.246
40.8902
-0.1597
3
2
24
58.2
CNS(=O)(=O)N1OCC=C1
CNS(=O)(=O)N1C=CCO1
false
CCC(C)(C)C1CCCC1
C1=CNOC1
164.186
34.9105
-0.7885
3
1
18
58.64
CCS(=O)(=O)C(OC)OC
CCS(=O)(=O)C(OC)OC
true
CCC(CC)C(C)(C)CC
168.214
37.2668
-0.0025
4
0
22
52.6
CCN1C=NSC1=NC=O
CCn1cnsc1=NC=O
false
CCCC1CCCC1CC
N=c1[nH]cns1
157.198
37.405
0.0216
4
0
17
47.25
O=S1(=O)CCC2CNC2C1
O=S1(=O)CCC2CNC2C1
true
CC1(C)CCC2CCC2C1
O=S1(=O)CCC2CNC2C1
161.226
38.5515
-0.6071
3
1
21
46.17
ONC(=S)N1C2CCCC12
ONC(=S)N1C2CCCC21
false
CCC(C)C1C2CCCC21
C1CC2NC2C1
158.226
40.7862
0.4868
2
2
20
35.27
O=S(=O)(C#C)C1=CN=NN1
C#CS(=O)(=O)c1cnn[nH]1
false
CCC(C)(C)C1CCCC1
c1c[nH]nn1
157.154
32.4015
-0.8309
4
1
13
75.71
CC1=C(CO)C(=NS1)C#C
C#Cc1nsc(C)c1CO
false
CCC1CCC(C)C1CC
c1cnsc1
153.206
40.7088
0.92512
3
1
17
33.12
CNC(=S)N(C=C)N(C)C
C=CN(C(=S)NC)N(C)C
false
CCC(C)C(CC)C(C)C
159.258
47.3807
0.4128
2
1
23
18.51
ClC1=C2COC1=CC=C2Cl
Clc1ccc2c(Cl)c1CO2
false
CC1CCC2CCC1C2C
c1cc2cc(c1)OC2
175.014
40.794
2.8858
1
0
14
9.23
OS(=O)(=O)C12CC(O1)C=C2
O=S(=O)(O)C12C=CC(C1)O2
false
CC(C)(C)C12CCC(C1)C2
C1=CC2CC1O2
162.166
32.9096
-0.0708
3
1
16
63.6
CC(=O)C=C(N)S(N)(=O)=O
CC(=O)C=C(N)S(N)(=O)=O
true
CC(C)CC(C)C(C)(C)C
164.186
36.0586
-1.336
4
2
18
103.25
CC1=CCN2SC(=O)N=C12
CC1=CCn2sc(=O)nc21
false
CC1CC2CCC(C)C2C1
O=c1nc2n(s1)CC=C2
154.194
40.025
0.7217
4
0
16
34.89
CC(=CC=O)S(=O)(=O)C=O
CC(=CC=O)S(=O)(=O)C=O
true
CCCC(C)C(C)(C)CC
162.166
35.4913
-0.3059
4
0
16
68.28
C=C1OC(=C)S(=O)(=O)C1=O
C=C1OC(=C)S(=O)(=O)C1=O
true
CC1CC(C)C(C)(C)C1C
C=C1OC(=C)S(=O)(=O)C1=O
160.15
33.2918
-0.0571
4
0
14
60.44
NC1=CS(=O)(=O)N=CC1=C
C=C1C=NS(=O)(=O)C=C1N
false
CC1CCC(C)(C)CC1C
C=C1C=CS(=O)(=O)N=C1
158.182
38.8222
-0.2431
3
1
16
72.52
CCC1C2CN(C)C(=S)N12
CCC1C2CN(C)C(=S)N12
true
CCC1C2CC(C)C(C)C12
S=C1NCC2CN12
156.254
44.934
0.6795
1
0
22
6.25
O=S1(=O)C=CCN1CC#C
C#CCN1CC=CS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)C=CCN1
157.194
38.4658
-0.2213
2
0
17
37.38
CCC1=C(SC=C1)N1CC1
CCc1ccsc1N1CC1
false
CCC1CCCC1C1CC1
c1csc(N2CC2)c1
153.25
45.91
2.1305
2
0
21
3.01
CN1C(=O)CS(=O)(=O)C1=C
C=C1N(C)C(=O)CS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1NC(=O)CS1(=O)=O
161.182
35.6968
-0.6556
3
0
17
54.45
C#CC1=CSC2=C1N=CN2
C#Cc1csc2[nH]cnc12
false
CCC1CCC2CCCC12
c1nc2ccsc2[nH]1
148.19
41.9057
1.6057
2
1
14
28.68
CN(C)N=C1SC=CN1O
CN(C)N=c1sccn1O
false
CC(C)CC1CCCC1C
N=c1[nH]ccs1
159.214
38.7435
0.1642
5
1
19
40.76
O=S(=O)(C#C)C1=NNC=N1
C#CS(=O)(=O)c1nc[nH]n1
false
CCC(C)(C)C1CCCC1
c1nc[nH]n1
157.154
32.4015
-0.8309
4
1
13
75.71
CC#CCNCS(O)(=O)=O
CC#CCNCS(=O)(=O)O
false
CCCCCCC(C)(C)C
163.198
37.8683
-0.5554
3
2
19
66.4
CC1CC=COS(=O)(=O)C1
CC1CC=COS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCCC=CO1
162.21
37.7928
0.8863
3
0
20
43.37
O=C(C1CN1)C1=CC=NS1
O=C(c1ccns1)C1CN1
false
CC(C1CCCC1)C1CC1
O=C(c1ccns1)C1CN1
154.194
38.2352
0.2976
4
1
16
51.9
CC1=C(N)SC(C#C)=C1O
C#Cc1sc(N)c(C)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
153.206
43.0682
1.32562
3
2
17
46.25
CNC(C)=CS(=O)(=O)C#C
C#CS(=O)(=O)C=C(C)NC
false
CCC(C)CC(C)(C)CC
159.21
40.5695
0.0726
3
1
19
46.17
CC1=C(C=O)N=C(S1)C#C
C#Cc1nc(C=O)c(C)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
151.19
40.1735
1.24532
3
0
15
29.96
NC1=NSC=C1C1CNC1
Nc1nscc1C1CNC1
false
CC1CCCC1C1CCC1
c1nscc1C1CNC1
155.226
42.1371
0.4121
4
2
19
50.94
NCCC1=NC=C(S1)C#C
C#Cc1cnc(CCN)s1
false
CCCC1CCC(CC)C1
c1cscn1
152.222
42.8074
0.6256
3
1
18
38.91
CCC1=CC(Cl)=C(N)C=N1
CCc1cc(Cl)c(N)cn1
false
CCC1CCC(C)C(C)C1
c1ccncc1
156.616
43.0374
1.8796
2
1
19
38.91
CC(N)C1=CSC(N1)=NO
CC(N)c1csc(=NO)[nH]1
false
CCC1CCC(C(C)C)C1
N=c1[nH]ccs1
159.214
38.6216
0.3858
4
3
19
74.4
CN1CC2=C(C=CS2)C1=O
CN1Cc2sccc2C1=O
false
CC1CC2CCCC2C1C
O=C1NCc2sccc21
153.206
40.1165
1.3337
2
0
17
20.31
CNC12CC1OCS2(=O)=O
CNC12CC1OCS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)COC2CC21
163.198
35.0675
-0.9231
4
1
19
55.4
C1COC2=CSC=C2CN1
c1scc2c1CNCCO2
false
C1CCC2CCCC2CC1
c1scc2c1CNCCO2
155.222
41.5207
1.2301
3
1
19
21.26