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
CC1N(C)C2=CSC(N)=C12
CC1c2c(csc2N)N1C
false
CC1CCC2C(C)C(C)C12
c1scc2c1CN2
154.238
45.5494
1.8411
3
1
20
29.26
CC(=C)C=CCS(C)(=O)=O
C=C(C)C=CCS(C)(=O)=O
false
CC(C)CCCC(C)(C)C
160.238
43.6648
1.1633
2
0
22
34.14
OCCCC1=C(Cl)C=CO1
OCCCc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
160.6
39.1248
1.8579
2
1
19
33.37
CC(C)C1=C(O)NC(=O)S1
CC(C)c1sc(=O)[nH]c1O
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
159.21
40.6935
1.2654
3
2
19
53.09
COC1=NN(CC1)C(N)=S
COC1=NN(C(N)=S)CC1
false
CCC1CCC(C(C)C)C1
C1=NNCC1
159.214
42.5524
-0.1044
3
1
19
50.85
CC1=CC(OS1(=O)=O)=CO
CC1=CC(=CO)OS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1C=CS(=O)(=O)O1
162.166
34.4736
0.6496
4
1
16
63.6
CC(=NO)C(=C)S(C)(=O)=O
C=C(C(C)=NO)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
163.198
38.8793
0.3948
4
1
19
66.73
CC(=C)S(=O)(=O)CCCO
C=C(C)S(=O)(=O)CCCO
false
CCCCC(C)(C)C(C)C
164.226
40.3036
0.3172
3
1
22
54.37
C1C2OC2CC2=C1SC=N2
c1nc2c(s1)CC1OC1C2
false
C1CC2CC3CC3CC2C1
c1nc2c(s1)CC1OC1C2
153.206
38.183
1.0091
3
0
17
25.42
CCC1=C(SN=C1)C(O)=O
CCc1cnsc1C(=O)O
false
CCC1CCCC1C(C)C
c1cnsc1
157.194
38.4513
1.4037
3
1
17
50.19
CC1=C(N)SC2=C1CCO2
Cc1c(N)sc2c1CCO2
false
CC1CC2CCCC2C1C
c1cc2c(s1)OCC2
155.222
42.6674
1.57362
3
1
19
35.25
CN1SC(CN)=C(C)C1=O
Cc1c(CN)sn(C)c1=O
false
CCC1CC(C)C(C)C1C
O=c1ccs[nH]1
158.226
42.1884
0.21392
4
1
20
48.02
CN1OC2CNC2S1(=O)=O
CN1OC2CNC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=S1(=O)NOC2CNC21
164.186
33.3465
-1.5089
4
1
18
58.64
COC1=CC2=C(O1)C=CS2
COc1cc2sccc2o1
false
CCC1CC2CCCC2C1
c1cc2sccc2o1
154.19
40.643
2.5029
3
0
16
22.37
OCC1=C(Cl)C=C(O1)C#C
C#Cc1cc(Cl)c(CO)o1
false
CCC1CC(C)C(CC)C1
c1ccoc1
156.568
37.5758
1.4066
2
1
15
33.37
CN(C)C1=NS(=O)(=O)CC1
CN(C)C1=NS(=O)(=O)CC1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CCC=N1
162.214
39.5258
-0.32
3
0
20
49.74
CC(=O)C1=C(N)C=C(O)S1
CC(=O)c1sc(O)cc1N
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
157.194
40.4007
1.2385
4
2
17
63.32
CC1=CC=C(S1)C1CCO1
Cc1ccc(C2CCO2)s1
false
CC1CCC(C2CCC2)C1
c1csc(C2CCO2)c1
154.234
42.366
2.51792
2
0
20
9.23
CC1CC2=C(C)NSC2=N1
CC1=C2CC(C)N=C2SN1
false
CC1CC2CCC(C)C2C1
C1=C2CCN=C2SN1
154.238
44.9407
1.7025
3
1
20
24.39
CCS(=O)(=O)C=CN=CN
CCS(=O)(=O)C=CN=CN
true
CCCCCC(C)(C)CC
162.214
41.2802
-0.1207
3
1
20
72.52
CC1=CC(O)C2=C1SC=N2
CC1=CC(O)c2ncsc21
false
CC1CC(C)C2CCCC12
C1=Cc2scnc2C1
153.206
40.7248
1.5934
3
1
17
33.12
ClC1=CNC(=C1)C#CC#C
C#CC#Cc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
149.58
41.5137
1.6528
0
1
14
15.79
CN(N)S(=O)(=O)C(=C)C#C
C#CC(=C)S(=O)(=O)N(C)N
false
CCC(C)C(C)(C)C(C)C
160.198
38.8432
-0.7314
3
1
18
63.4
CC1=C(CC2CN2)SC=C1
Cc1ccsc1CC1CN1
false
CC1CCCC1CC1CC1
c1csc(CC2CN2)c1
153.25
44.5507
1.57082
2
1
21
21.94
C=C1CCC=CNS1(=O)=O
C=C1CCC=CNS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1CCC=CNS1(=O)=O
159.21
39.5695
0.727
2
1
19
46.17
OS(=O)(=O)CCNC1CC1
O=S(=O)(O)CCNC1CC1
false
CC(C)(C)CCCC1CC1
C1CC1
165.214
37.4403
-0.3738
3
2
21
66.4
CCC(CN)C1=CSN=N1
CCC(CN)c1csnn1
false
CCC(CC)C1CCCC1
c1csnn1
157.242
41.9954
0.9904
4
1
21
51.8
CS(=O)(=O)N1C=COC=N1
CS(=O)(=O)N1C=COC=N1
true
CC(C)(C)C1CCCCC1
C1=COC=NN1
162.17
35.3998
-0.3073
4
0
16
58.97
OC1CNC2C1NS2(=O)=O
O=S1(=O)NC2C(O)CNC21
false
CC1CCC2C1CC2(C)C
O=S1(=O)NC2CCNC21
164.186
33.641
-2.4218
4
3
18
78.43
C=C1CNNS(=O)(=O)C=C1
C=C1C=CS(=O)(=O)NNC1
false
CC1CCCC(C)(C)CC1
C=C1C=CS(=O)(=O)NNC1
160.198
38.3382
-0.5061
3
2
18
58.2
O=S1(=O)CCCN2CC1C2
O=S1(=O)CCCN2CC1C2
true
CC1(C)CCCC2CC1C2
O=S1(=O)CCCN2CC1C2
161.226
38.6318
-0.5109
3
0
21
37.38
OC1=C2CCCC2=C(O)S1
Oc1sc(O)c2c1CCC2
false
CC1CC(C)C2CCCC12
c1scc2c1CCC2
156.206
39.6736
1.648
3
2
18
40.46
CC(=O)C1=NC(C)=C(O)S1
CC(=O)c1nc(C)c(O)s1
false
CC(C)C1CC(C)C(C)C1
c1cscn1
157.194
38.5203
1.35972
4
1
17
50.19
NC1=C(OCC#C)SN=C1
C#CCOc1sncc1N
false
CCCCC1CCCC1C
c1cnsc1
154.194
40.8544
0.7373
4
1
16
48.14
NC1=CSN2CCON=C12
NC1=CSN2CCON=C12
true
CC1CCC2CCCCC12
C1=CC2=NOCCN2S1
157.198
39.9544
0.094
5
1
17
50.85
NC(=S)N1CC=CC(O)C1
NC(=S)N1CC=CC(O)C1
true
CC1CCCC(C(C)C)C1
C1=CCNCC1
158.226
43.5052
-0.5373
2
2
20
49.49
CC(=N)NC1=CN=C(C)S1
CC(=N)Nc1cnc(C)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
155.226
43.8744
1.86059
3
2
19
48.77
COCC(=C)S(=O)(=O)C=C
C=CS(=O)(=O)C(=C)COC
false
CCCC(C)C(C)(C)CC
162.21
40.1328
0.7048
3
0
20
43.37
C=CC1CCS(=O)(=O)C1=O
C=CC1CCS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
O=C1CCCS1(=O)=O
160.194
37.0978
0.1337
3
0
18
51.21
CC12ON=CC1NS2(=O)=O
CC12ON=CC1NS2(=O)=O
true
CC1(C)CC2CCCC21C
O=S1(=O)NC2C=NOC21
162.17
33.8255
-0.9798
4
1
16
67.76
CC(O)C1=CCNS1(=O)=O
CC(O)C1=CCNS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)C=CCN1
163.198
36.6863
-0.8159
3
2
19
66.4
CC1CC(C)S(=O)(=O)NO1
CC1CC(C)S(=O)(=O)NO1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CCCON1
165.214
36.6815
0.0181
3
1
21
55.4
CC1CC=CN(O)S1(=O)=O
CC1CC=CN(O)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CCC=CN1
163.198
35.7643
0.3133
3
1
19
57.61
CC(=C)C=C(C)S(O)(=O)=O
C=C(C)C=C(C)S(=O)(=O)O
false
CC(C)CC(C)C(C)(C)C
162.21
40.1196
1.3541
2
1
20
54.37
CC1C2OC3=C(SN=C3)C12
CC1C2Oc3cnsc3C12
false
CC1C2CC3CCCC3C12
c1nsc2c1OC1CC21
153.206
38.435
1.6374
3
0
17
22.12
NCC1=C(CN)C(=O)NS1
NCc1s[nH]c(=O)c1CN
false
CCC1CCC(C)C1CC
O=c1ccs[nH]1
159.214
40.7225
-0.6462
4
3
19
84.9
NC(=S)NNC1CCC=C1
NC(=S)NNC1C=CCC1
false
CC(C)CCC1CCCC1
C1=CCCC1
157.242
45.2188
0.0428
2
3
21
50.08
O=CCC1CNNC(=S)N1
O=CCC1CNNC(=S)N1
true
CCCC1CCCC(C)C1
S=C1NCCNN1
159.214
41.3411
-1.0737
3
3
19
53.16
OC1CC1C1=C(Cl)C=NO1
OC1CC1c1oncc1Cl
false
CC1CCCC1C1CC1C
c1cc(C2CC2)on1
159.572
34.8778
1.1762
3
1
16
46.26
ON=CC(O)C1=CSC=C1
ON=CC(O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
157.194
39.5573
1.2415
4
2
17
52.82
N=CNNCC1=CC=CS1
N=CNNCc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
155.226
43.0781
0.94937
3
3
19
47.91
NC1=C(NCC=O)N=CS1
Nc1scnc1NCC=O
false
CCCCC1CCCC1C
c1cscn1
157.198
41.0801
0.3361
5
2
17
68.01
CC1=C(C=CC1)S(O)(=O)=O
CC1=C(S(=O)(=O)O)C=CC1
false
CC1CCCC1C(C)(C)C
C1=CCC=C1
160.194
38.0056
1.1081
2
1
18
54.37
C=C1CC2OS(=O)(=O)C2C1
C=C1CC2OS(=O)(=O)C2C1
true
CC1CC2CC(C)(C)C2C1
C=C1CC2OS(=O)(=O)C2C1
160.194
35.9548
0.4336
3
0
18
43.37
O=CCCNS(=O)(=O)C#C
C#CS(=O)(=O)NCCC=O
false
CCCCCC(C)(C)CC
161.182
36.4365
-0.9145
3
1
17
63.24
NS(=O)(=O)C=CCOC=C
C=COCC=CS(N)(=O)=O
false
CCCCCCC(C)(C)C
163.198
38.3962
-0.0513
3
1
19
69.39
CC1=CN(CC#C)SC1=O
C#CCn1cc(C)c(=O)s1
false
CCCC1CC(C)C(C)C1
O=c1cc[nH]s1
153.206
42.149
0.85142
3
0
17
22
C=C1COS(=O)(=O)C(=O)C1
C=C1COS(=O)(=O)C(=O)C1
true
CC1CCC(C)(C)C(C)C1
C=C1COS(=O)(=O)C(=O)C1
162.166
33.6358
-0.1807
4
0
16
60.44
CN1C=CNS(=O)(=O)C=C1
CN1C=CNS(=O)(=O)C=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)C=CNC=CN1
160.198
38.0985
-0.2064
3
1
18
49.41
CCCS(=O)(=O)COCC
CCCS(=O)(=O)COCC
true
CCCCC(C)(C)CCC
166.242
40.5708
0.8052
3
0
24
43.37
CC1(CCC1)C1=NC=NS1
CC1(c2ncns2)CCC1
false
CC1(C2CCCC2)CCC1
c1nsc(C2CCC2)n1
154.238
41.112
1.9797
3
0
20
25.78
NC1C2NC(=S)N(C=O)C12
NC1C2NC(=S)N(C=O)C12
true
CCC1C(C)CC2C(C)C12
S=C1NC2CC2N1
157.198
39.1881
-1.589
3
2
17
58.36
NC(=O)C(=C)C1=CC=CS1
C=C(C(N)=O)c1cccs1
false
CC(C)C(C)C1CCCC1
c1ccsc1
153.206
42.5474
1.2466
2
1
17
43.09
O=S1(=O)OCC=COC=C1
O=S1(=O)C=COC=CCO1
false
CC1(C)CCCCCCC1
O=S1(=O)C=COC=CCO1
162.166
34.2368
0.3479
4
0
16
52.6
NC1=CSC2=NC3CC3N12
NC1=CSC2=NC3CC3N12
true
CC1CCC2CC3CC3C12
C1=CN2C(=NC3CC32)S1
153.21
41.3284
0.3033
4
1
17
41.62
C=NNS(=O)(=O)C(=C)C#C
C#CC(=C)S(=O)(=O)NN=C
false
CCCC(C)(C)C(C)CC
158.182
39.5775
-0.3317
3
1
16
58.53
CN1NC(C#N)=C(Cl)C1=N
Cn1[nH]c(C#N)c(Cl)c1=N
false
CCC1CC(C)C(C)C1C
N=c1cc[nH][nH]1
156.576
35.3434
0.35775
3
2
15
68.36
CS(=O)(=O)C1CC(=C)CO1
C=C1COC(S(C)(=O)=O)C1
false
CC1CCC(C(C)(C)C)C1
C=C1CCOC1
162.21
38.3408
0.3336
3
0
20
43.37
OC1=C2CN(C=N)C2=CS1
N=CN1Cc2c1csc2O
false
CCC1CC2C(C)CCC12
c1scc2c1CN2
154.194
40.9505
1.38077
3
2
16
47.32
CCC1=C(Cl)C(C)=C(N)N1
CCc1[nH]c(N)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
158.632
44.3301
2.12112
1
2
21
41.81
CC(O)C1=C(N)SN=C1N
CC(O)c1c(N)nsc1N
false
CC(C)C1C(C)CCC1C
c1cnsc1
159.214
41.5726
0.3608
5
3
19
85.16
CC(C)C1=NC(O)=C(O)S1
CC(C)c1nc(O)c(O)s1
false
CC(C)C1CC(C)C(C)C1
c1cscn1
159.21
39.5326
1.6777
4
2
19
53.35
NCC1=NC(=CS1)C(N)=O
NCc1nc(C(N)=O)cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
157.198
38.5233
-0.2993
4
2
17
82
ON1C=C(Cl)C=C1N1CC1
On1cc(Cl)cc1N1CC1
false
CC1CC(C)C(C2CC2)C1
c1c[nH]c(N2CC2)c1
158.588
38.8395
1.1988
3
1
17
28.17
CCC1=NC2=CSC=C2N1
CCc1nc2cscc2[nH]1
false
CCC1CC2CCCC2C1
c1nc2cscc2[nH]1
152.222
43.3487
2.1868
2
1
18
28.68
C=CCC1=C(SN=C1)C#N
C=CCc1cnsc1C#N
false
CCCC1CCCC1CC
c1cnsc1
150.206
40.73
1.74328
3
0
16
36.68
OC1=CC(Cl)=C2COC2=N1
Oc1cc(Cl)c2c(n1)OC2
false
CC1CC(C)C2CCC2C1
c1cnc2c(c1)CO2
157.556
35.2438
1.333
3
1
14
42.35
O=S1(=O)NNC2=CC=CN12
O=S1(=O)NNc2cccn21
false
CC1(C)CCC2CCCC21
O=S1(=O)NNc2cccn21
159.17
35.5082
-0.4889
4
2
15
63.13
CC1=NSC(C)=C1[N+]([O-])=O
Cc1nsc(C)c1[N+](=O)[O-]
false
CC(C)C1C(C)CCC1C
c1cnsc1
158.182
38.2424
1.66814
4
0
16
56.03
COC1=C(C#C)C(N)=NS1
C#Cc1c(N)nsc1OC
false
CCC1CCC(C)C1CC
c1cnsc1
154.194
41.0134
0.7152
4
1
16
48.14
CCN(C)C1=CNSC1=N
CCN(C)c1c[nH]sc1=N
false
CCC(C)C1CCCC1C
N=c1cc[nH]s1
157.242
43.4684
1.01177
3
2
21
42.88
N=C1SC=C2C3NC3CN12
N=c1scc2n1CC1NC21
false
CC1CCC2C1CC1CC12
N=c1scc2n1CC1NC21
153.21
37.8284
0.05557
4
2
17
50.72
O=S1(=O)CC2=C(COC2)O1
O=S1(=O)CC2=C(COC2)O1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2=C(COC2)O1
162.166
32.7168
-0.3693
4
0
16
52.6
CC(N)C1=CSC(C=C)=C1
C=Cc1cc(C(C)N)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
153.25
47.0124
2.4108
2
1
21
26.02
CNC1=C(N)SC(OC)=N1
CNc1nc(OC)sc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
159.214
42.6251
0.7756
5
2
19
60.17
CN1C(=S)NC2CC12C#N
CN1C(=S)NC2CC21C#N
false
CCC12CC1CC(C)C2C
S=C1NC2CC2N1
153.21
40.2457
-0.15902
2
1
17
39.06
O1C=CC(=N1)C1=CN=CS1
c1cc(-c2cncs2)no1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cncs2)no1
152.178
37.611
1.7981
4
0
14
38.92
O=C1ON=CC2=C1SC=C2
O=c1oncc2ccsc12
false
CC1CCCC2CCCC12
O=c1oncc2ccsc12
153.162
38.156
1.2495
4
0
13
43.1
CC#CC1=CC(C=O)=CS1
CC#Cc1cc(C=O)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
150.202
42.2585
1.932
2
0
16
17.07
N=C1CC2=C(CN1)SN=C2
N=C1Cc2cnsc2CN1
false
CC1CCC2CCCC2C1
N=C1Cc2cnsc2CN1
153.21
40.3844
0.76607
3
2
17
48.77
NCC1=CSN=C1NC=O
NCc1csnc1NC=O
false
CCCC1CCCC1CC
c1cnsc1
157.198
39.6921
0.1701
4
2
17
68.01
C=C1NC(=S)NC1=CC#N
C=c1[nH]c(=S)[nH]c1=CC#N
false
CCCC1CC(C)CC1C
C=c1[nH]c(=S)[nH]c1=C
151.194
40.8274
-0.21333
2
2
15
55.37
NC=C(C=C)S(=O)(=O)CO
C=CC(=CN)S(=O)(=O)CO
false
CCC(CC)C(C)(C)CC
163.198
38.473
-0.6629
4
2
19
80.39
CC1CN(N=CN)S1(=O)=O
CC1CN(N=CN)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
163.202
37.7672
-1.0777
3
1
19
75.76
COCC1=NN=NC=C1Cl
COCc1nnncc1Cl
false
CCCC1CCCCC1C
c1cnnnc1
159.576
35.55
0.6714
4
0
16
47.9
O=C1SN2CC=CCC2=N1
O=c1nc2n(s1)CC=CC2
false
CC1CC2CCCCC2C1
O=c1nc2n(s1)CC=CC2
154.194
39.218
0.4171
4
0
16
34.89
O=C1SN(CCC#C)C=C1
C#CCCn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
153.206
42.029
0.9331
3
0
17
22
C=CC1C2N1C(=S)NC2=O
C=CC1C2C(=O)NC(=S)N12
false
CCC1C2C(C)CC(C)C12
O=C1NC(=S)N2CC12
154.194
40.3527
-0.3601
2
1
16
32.11
OC12CC1NC1=CSN=C21
OC12CC1Nc1csnc12
false
CC12CC1CC1CCCC12
c1snc2c1NC1CC21
154.194
38.0385
0.5285
4
2
16
45.15
CS(=O)(=O)C(CO)=CC#C
C#CC=C(CO)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
160.194
38.8456
-0.4596
3
1
18
54.37