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
NC1=CC=CC(Cl)=C1C#C
C#Cc1c(N)cccc1Cl
false
CCC1C(C)CCCC1C
c1ccccc1
151.596
43.7994
1.9035
1
1
16
26.02
O=S1(=O)OC2COC2C=C1
O=S1(=O)C=CC2OCC2O1
false
CC1(C)CCC2CCC2C1
O=S1(=O)C=CC2OCC2O1
162.166
32.6728
-0.3725
4
0
16
52.6
CCC(C)C(C)NC(N)=S
CCC(C)C(C)NC(N)=S
true
CCC(C)C(C)CC(C)C
160.286
48.8381
1.2542
1
2
26
38.05
CN1NCC(=O)N(C)C1=S
CN1NCC(=O)N(C)C1=S
true
CC1CCC(C)C(C)C1C
O=C1CNNC(=S)N1
159.214
41.1337
-0.8203
3
1
19
35.58
CNC(=S)N(C)C(=C)C=C
C=CC(=C)N(C)C(=S)NC
false
CCC(C)C(C)C(C)CC
156.254
48.7577
1.1222
1
1
22
15.27
NC1=C2C=CSN2C(=N)O1
N=c1oc(N)c2ccsn12
false
CC1CC(C)C2CCCC12
N=c1occ2ccsn12
155.182
37.8071
0.65547
5
2
15
67.42
CC1=C(N)S(=O)(=O)NC1=O
CC1=C(N)S(=O)(=O)NC1=O
true
CC1CC(C)(C)C(C)C1C
O=C1C=CS(=O)(=O)N1
162.17
33.9499
-1.3638
4
2
16
89.26
OC1CC1N=C1NN=CS1
OC1CC1N=c1[nH]ncs1
false
CC1CC1CC1CCCC1
c1n[nH]c(=NC2CC2)s1
157.198
36.4395
-0.4949
4
2
17
61.27
O=S1(=O)OC2CC=CCC12
O=S1(=O)OC2CC=CCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)OC2CC=CCC21
160.194
35.9548
0.4336
3
0
18
43.37
CCN(O)C(=S)NCC=C
C=CCNC(=S)N(O)CC
false
CCCCC(C)C(C)CC
160.242
44.9642
0.758
2
2
22
35.5
CC1(C)CNS(=O)(=O)NC1
CC1(C)CNS(=O)(=O)NC1
true
CC1(C)CCC(C)(C)CC1
O=S1(=O)NCCCN1
164.23
38.7062
-0.5498
2
2
22
58.2
NC1C2CN2C2=CSN=C12
NC1c2nscc2N2CC12
false
CC1C2CCCC2C2CC12
c1snc2c1N1CC1C2
153.21
40.1764
0.3451
4
1
17
41.92
COC(=O)CS(=O)(=O)C#C
C#CS(=O)(=O)CC(=O)OC
false
CCC(C)CC(C)(C)CC
162.166
34.6358
-0.8351
4
0
16
60.44
O=S1(=O)C2NC2C2OCC12
O=S1(=O)C2COC2C2NC21
false
CC1(C)C2CCC2C2CC21
O=S1(=O)C2COC2C2NC21
161.182
33.1595
-1.5199
4
1
17
65.31
ON1N=CSC1=NCC=C
C=CCN=c1scnn1O
false
CCCCC1CCCC1C
N=c1[nH]ncs1
157.198
37.9155
0.2686
5
1
17
50.41
CC1=NOCCNS1(=O)=O
CC1=NOCCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=NOCCN1
164.186
35.9835
-0.7306
4
1
18
67.76
CCNNS(=O)(=O)CCN
CCNNS(=O)(=O)CCN
true
CCCCC(C)(C)CCC
167.234
39.6536
-1.611
4
3
23
84.22
C=C1CS(=O)(=O)OC(=N)N1
C=C1CS(=O)(=O)OC(=N)N1
true
CC1CC(C)CC(C)(C)C1
C=C1CS(=O)(=O)OC(=N)N1
162.17
34.8742
-0.61553
4
2
16
79.25
CC=CN1N=C(C)SC1=O
CC=Cn1nc(C)sc1=O
false
CCCC1CC(C)CC1C
O=c1[nH]ncs1
156.21
42.115
1.10382
4
0
18
34.89
CC1OC2=C(O1)N=C(C)S2
Cc1nc2c(s1)OC(C)O2
false
CC1CC2CC(C)CC2C1
c1nc2c(s1)OCO2
157.194
37.569
1.56872
4
0
17
31.35
OC1CC11CNS(=O)(=O)C1
O=S1(=O)CC2(CN1)CC2O
false
CC1CC12CCC(C)(C)C2
O=S1(=O)CC2(CC2)CN1
163.198
34.8463
-1.3296
3
2
19
66.4
CCNC(=S)NC(=N)CC
CCNC(=S)NC(=N)CC
true
CCCC(C)CC(C)CC
159.258
47.4281
0.85767
2
3
23
47.91
CC1(C)OC2=NSC(N)=C12
CC1(C)Oc2nsc(N)c21
false
CC1CCC2CC(C)(C)C12
c1snc2c1CO2
156.21
40.1804
1.3528
4
1
18
48.14
O=S1(=O)CNC2CCC1C2
O=S1(=O)CNC2CCC1C2
true
CC1(C)CCC2CCC1C2
O=S1(=O)CNC2CCC1C2
161.226
38.3495
-0.117
3
1
21
46.17
OC1=CC2=C(C=CS2)C=N1
Oc1cc2sccc2cn1
false
CC1CCC2CCCC2C1
c1cc2sccc2cn1
151.19
41.2848
2.0019
3
1
15
33.12
CC1=C(N=CS1)C#CCO
Cc1scnc1C#CCO
false
CCCCC1CCCC1C
c1cscn1
153.206
40.8148
0.79532
3
1
17
33.12
C=CN(C=O)C1=CN=CS1
C=CN(C=O)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
154.194
40.854
1.2494
3
0
16
33.2
CC=C(C)S(=O)(=O)N(C)O
CC=C(C)S(=O)(=O)N(C)O
true
CCC(C)C(C)(C)C(C)C
165.214
37.9003
0.5609
3
1
21
57.61
C=C1N2SC=NC2=NC1=O
C=C1C(=O)N=C2N=CSN12
false
CC1CC2CCCC2C1C
C=C1C(=O)N=C2N=CSN12
153.166
39.504
0.3884
4
0
13
45.03
NN=CCOC1=CSC=C1
NN=CCOc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
156.21
42.4934
1.0714
4
1
18
47.61
NC1(COC1)C1=NC=CS1
NC1(c2nccs2)COC1
false
CC1(C2CCCC2)CCC1
c1csc(C2COC2)n1
156.21
38.7984
0.3273
4
1
18
48.14
CC1=CC(N)S(=O)(=O)OC1
CC1=CC(N)S(=O)(=O)OC1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CC=CCO1
163.198
36.6042
-0.4225
4
1
19
69.39
CC1NC(=S)NC2CC1C2
CC1NC(=S)NC2CC1C2
true
CC1CC2CC(C2)C(C)C1
S=C1NCC2CC(C2)N1
156.254
44.8434
0.6312
1
2
22
24.06
CC1NC1C=CS(C)(=O)=O
CC1NC1C=CS(C)(=O)=O
true
CC1CC1CCC(C)(C)C
C1CN1
161.226
40.3695
-0.095
3
1
21
56.08
OC1CC1NC(=S)NC=C
C=CNC(=S)NC1CC1O
false
CCCC(C)CC1CC1C
C1CC1
158.226
43.4782
-0.2728
2
3
20
44.29
C=C1CNN2SC(=O)N=C12
C=C1CNn2sc(=O)nc21
false
CC1CC2CCC(C)C2C1
C=C1CNn2sc(=O)nc21
155.182
39.6357
-0.1249
5
1
15
46.92
COC(=O)C1=C(N)SC=C1
COC(=O)c1ccsc1N
false
CCC(C)C1CCCC1C
c1ccsc1
157.194
40.0709
1.1169
4
1
17
52.32
CC(C=O)N(C)S(C)(=O)=O
CC(C=O)N(C)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
165.214
38.1328
-0.5348
3
0
21
54.45
O=S1(=O)CC2OC2C2CC12
O=S1(=O)CC2OC2C2CC21
false
CC1(C)CC2CC2C2CC21
O=S1(=O)CC2OC2C2CC21
160.194
34.3428
-0.4293
3
0
18
46.67
O=CC1=NC2=C(S1)N=CN2
O=Cc1nc2[nH]cnc2s1
false
CCC1CC2CCCC2C1
c1nc2scnc2[nH]1
153.166
37.1532
0.8319
4
1
13
58.64
CC1=C(C=NS1)C(O)=CO
Cc1sncc1C(O)=CO
false
CCC(C)C1CCCC1C
c1cnsc1
157.194
40.0856
1.86592
4
2
17
53.35
CC(CN)CC1=NSC=N1
CC(CN)Cc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
157.242
41.8314
0.6754
4
1
21
51.8
OCCC1=NC=CC=C1Cl
OCCc1ncccc1Cl
false
CCCC1CCCCC1C
c1ccncc1
157.6
40.0368
1.2698
2
1
18
33.12
CC1ON(C)C(=S)NC=C1
CC1C=CNC(=S)N(C)O1
false
CC1CCCC(C)C(C)C1
S=C1NC=CCON1
158.226
43.1837
0.6401
2
1
20
24.5
CS(=O)(=O)C1=NC(=O)N=C1
CS(=O)(=O)C1=NC(=O)N=C1
true
CC1CCC(C(C)(C)C)C1
O=C1N=CC=N1
160.154
36.1668
-0.3661
3
0
14
75.93
NC1=C2OC(=C)CC2=CS1
C=C1Cc2csc(N)c2O1
false
CC1CC2CCC(C)C2C1
C=C1Cc2cscc2O1
153.206
42.2034
1.7789
3
1
17
35.25
NS(=O)(=O)C1=CCC(=O)N1
NS(=O)(=O)C1=CCC(=O)N1
true
CC1CCC(C(C)(C)C)C1
O=C1CC=CN1
162.17
33.9499
-1.3638
3
2
16
89.26
C(NC1CC1)C1=NN=CS1
c1nnc(CNC2CC2)s1
false
C1CCC(CCC2CC2)C1
c1nnc(CNC2CC2)s1
155.226
39.7707
0.7901
4
1
19
37.81
C1C2C=CC3=C(N=NS3)N12
C1=CC2CN2c2nnsc21
false
C1CC2CCC3CC3C2C1
C1=CC2CN2c2nnsc21
151.194
40.077
0.7535
4
0
15
28.79
ClC1=CC=CN=C1NC=C
C=CNc1ncccc1Cl
false
CCCC1CCCCC1C
c1ccncc1
154.6
43.0667
2.2904
2
1
17
24.92
CC1=NSN2N=CC(C)=C12
Cc1cnn2snc(C)c12
false
CC1CCC2CCC(C)C12
c1cc2cnsn2n1
153.21
40.338
1.40764
4
0
17
30.19
CC1CN2SC(N)=CC2=N1
CC1CN2SC(N)=CC2=N1
true
CC1CC2CC(C)CC2C1
C1=CC2=NCCN2S1
155.226
43.4644
0.5509
4
1
19
41.62
ON=CNC(=S)NC1CC1
ON=CNC(=S)NC1CC1
true
CCCCC(C)CC1CC1
C1CC1
159.214
42.1699
0.0304
3
3
19
56.65
CC(C=O)C1=CN=C(N)S1
CC(C=O)c1cnc(N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.21
41.0054
1.0277
4
1
18
55.98
C=C1CC(OS1(=O)=O)C#N
C=C1CC(C#N)OS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1CCOS1(=O)=O
159.166
33.1628
0.14238
4
0
15
67.16
O=CC1=CN=C(S1)C1CN1
O=Cc1cnc(C2CN2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CN2)n1
154.194
38.2452
0.5999
4
1
16
51.9
CC=C1CS(=O)(=O)NC1=C
C=C1NS(=O)(=O)CC1=CC
false
CCC1CC(C)(C)CC1C
C=C1CS(=O)(=O)NC1=C
159.21
39.8195
0.3794
2
1
19
46.17
CNC1=NC=CC(Cl)=C1N
CNc1nccc(Cl)c1N
false
CCC1CCCC(C)C1C
c1ccncc1
157.604
43.2061
1.3589
3
2
18
50.94
COCCN1N=CSC1=N
COCCn1ncsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ncs1
159.214
37.8347
0.07047
5
1
19
50.9
OC1=C2NCCOC2=CS1
Oc1scc2c1NCCO2
false
CC1CCC2CCCCC12
c1scc2c1NCCO2
157.194
39.9685
1.258
4
2
17
41.49
CN1NC(=S)NC2CCC12
CN1NC(=S)NC2CCC21
false
CC1CC(C)C2CCC2C1
S=C1NNC2CCC2N1
157.242
43.4424
-0.1581
2
2
21
27.3
O=C1SN(C=N1)C1CNC1
O=c1ncn(C2CNC2)s1
false
CC1CCC(C2CCC2)C1
O=c1ncn(C2CNC2)s1
157.198
38.2807
-0.5509
5
1
17
46.92
CC(N)C1=C(CN)SC=N1
CC(N)c1ncsc1CN
false
CCC1CCCC1C(C)C
c1cscn1
157.242
42.6078
0.6215
4
2
21
64.93
OCC12CN1CCS2(=O)=O
O=S1(=O)CCN2CC21CO
false
CCC12CC1CCC2(C)C
O=S1(=O)CCN2CC21
163.198
35.1766
-1.581
4
1
19
57.38
O=S1(=O)CC=CC2NCC12
O=S1(=O)CC=CC2NCC21
false
CC1(C)CCCC2CCC21
O=S1(=O)CC=CC2NCC21
159.21
38.5055
-0.6886
3
1
19
46.17
OCC(C=C)C1=CN=CS1
C=CC(CO)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
155.222
42.1378
1.405
3
1
19
33.12
CC1C(C#C)C1S(O)(=O)=O
C#CC1C(C)C1S(=O)(=O)O
false
CCC1C(C)C1C(C)(C)C
C1CC1
160.194
36.8236
0.1419
2
1
18
54.37
CCC1=NN(NC)C=C1Cl
CCc1nn(NC)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
159.62
41.8997
1.2722
3
1
20
29.85
CC(=O)N1C=C(O)C(Cl)=C1
CC(=O)n1cc(O)c(Cl)c1
false
CC(C)C1CC(C)C(C)C1
c1cc[nH]c1
159.572
37.4073
1.5072
3
1
16
42.23
CC(CC#N)C1=CSC=N1
CC(CC#N)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
152.222
40.759
2.16028
3
0
18
36.68
OCC1=CNC(=O)C(Cl)=C1
O=c1[nH]cc(CO)cc1Cl
false
CCC1CCC(C)C(C)C1
O=c1cccc[nH]1
159.572
37.9955
0.5206
2
2
16
53.09
CC1OS(=O)(=O)C2C(N)C12
CC1OS(=O)(=O)C2C(N)C12
true
CC1CC(C)(C)C2C(C)C12
O=S1(=O)OCC2CC21
163.198
34.7202
-0.9394
4
1
19
69.39
O=S1(=O)NC=CC1CC#N
N#CCC1C=CNS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)CC=CN1
158.182
35.2135
-0.28462
3
1
16
69.96
C=NN1C2COS(=O)(=O)C12
C=NN1C2COS(=O)(=O)C21
false
CCC1C2CCC(C)(C)C12
O=S1(=O)OCC2NC21
162.17
33.8358
-1.0277
5
0
16
58.74
CC1=CSC=C1C(O)C=O
Cc1cscc1C(O)C=O
false
CCC(C)C1CCCC1C
c1ccsc1
156.206
40.0798
1.28882
3
1
18
37.3
CN1N(O)C(=N)C(Cl)=C1C
Cc1c(Cl)c(=N)n(O)n1C
false
CC1C(C)C(C)C(C)C1C
N=c1cc[nH][nH]1
161.592
36.1892
0.50519
4
2
18
53.94
NC1=CSC(NC=O)=C1N
Nc1csc(NC=O)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
157.198
42.8305
0.4808
4
3
17
81.14
CC(NC(N)=S)C=CCN
CC(C=CCN)NC(N)=S
false
CCCCC(C)CC(C)C
159.258
47.5775
-0.277
2
3
23
64.07
CCC1=NSC(=O)N1NC
CCc1nsc(=O)n1NC
false
CCC1CCC(C)C1CC
O=c1[nH]cns1
159.214
41.0367
0.0405
5
1
19
46.92
CNC1=C(CCO)N=CS1
CNc1scnc1CCO
false
CCCC1CCCC1CC
c1cscn1
158.226
42.4505
0.7196
4
2
20
45.15
CNN1C=CC(Cl)=C1C#C
C#Cc1c(Cl)ccn1NC
false
CCC1CCC(C)C1CC
c1cc[nH]c1
154.6
42.6617
1.2961
2
1
17
16.96
NC1=C(CNC=O)N=CS1
Nc1scnc1CNC=O
false
CCCCC1CCCC1C
c1cscn1
157.198
39.4301
-0.0287
4
2
17
68.01
COC(=C)C1=C(O)C=CS1
C=C(OC)c1sccc1O
false
CCC(C)C1CCCC1C
c1ccsc1
156.206
42.0268
2.0708
3
1
18
29.46
C=C1CON=CNS1(=O)=O
C=C1CON=CNS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1CON=CNS1(=O)=O
162.17
35.6395
-0.607
4
1
16
67.76
CS(=O)(=O)NCC(=C)CO
C=C(CO)CNS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
165.214
39.0723
-0.9159
3
2
21
66.4
CNNC(=O)C1=CSC=C1
CNNC(=O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
156.21
40.8449
0.6123
3
2
18
41.13
NC=CS(=O)(=O)C#CC#C
C#CC#CS(=O)(=O)C=CN
false
CCCCC(C)(C)CCC
155.178
38.8562
-0.5748
3
1
15
60.16
NCC1CC1C1=CN=CS1
NCC1CC1c1cncs1
false
CCC1CC1C1CCCC1
c1ncc(C2CC2)s1
154.238
42.0164
1.2053
3
1
20
38.91
CC(CC=O)C1=NSN=N1
CC(CC=O)c1nnsn1
false
CCCC(C)C1CCCC1
c1nnsn1
157.198
36.8
0.6256
5
0
17
55.74
C=CC(=C)N1CCNC1=S
C=CC(=C)N1CCNC1=S
true
CCC(C)C1CCCC1C
S=C1NCCN1
154.238
46.6437
0.8762
1
1
20
15.27
CCC#CC1=NSC(C)=N1
CCC#Cc1nsc(C)n1
false
CCCCC1CCC(C)C1
c1ncsn1
152.222
41.815
1.60802
3
0
18
25.78
CC1=CC(Cl)=C(C)C=C1Cl
Cc1cc(Cl)c(C)cc1Cl
false
CC1CC(C)C(C)CC1C
c1ccccc1
175.058
45.936
3.61024
0
0
18
0
NN=CC1=NSC=C1CO
NN=Cc1nscc1CO
false
CCCC1CCCC1CC
c1cnsc1
157.198
39.8182
-0.072
5
2
17
71.5
CN1C(=N)CCOS1(=O)=O
CN1C(=N)CCOS1(=O)=O
true
CC1CCCC(C)(C)C1C
N=C1CCOS(=O)(=O)N1
164.186
34.9785
-0.43943
4
1
18
70.46
CONS(=O)(=O)N(C)C=C
C=CN(C)S(=O)(=O)NOC
false
CCCC(C)(C)C(C)CC
166.202
37.0245
-0.5425
3
1
20
58.64
O=C1SNC2=C1CCNC2
O=c1s[nH]c2c1CCNC2
false
CC1CCC2CCCCC12
O=c1s[nH]c2c1CCNC2
156.21
40.3504
0.0821
3
2
18
44.89
CC(N)C1NC1S(N)(=O)=O
CC(N)C1NC1S(N)(=O)=O
true
CC(C)C1CC1C(C)(C)C
C1CN1
165.218
37.4683
-2.08
4
3
21
108.12
CNC1=C(Cl)C=C(CN)O1
CNc1oc(CN)cc1Cl
false
CCC1CC(C)C(CC)C1
c1ccoc1
160.604
41.1561
1.4334
3
2
19
51.19
CC1=C(N)C=C(S1)C(N)=O
Cc1sc(C(N)=O)cc1N
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
156.21
41.9863
0.73762
3
2
18
69.11
CN1C=C(Cl)C(=O)NC1=N
Cn1cc(Cl)c(=O)[nH]c1=N
false
CC1CC(C)C(C)CC1C
N=c1[nH]ccc(=O)[nH]1
159.576
36.8984
-0.15373
3
2
16
61.64