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
OC1CNCC2=CSC=C12
OC1CNCc2cscc21
false
CC1CCCC2CCCC12
c1scc2c1CCNC2
155.222
40.9855
0.8847
3
2
19
32.26
ClC1=CNC=C1C1CCN1
Clc1c[nH]cc1C1CCN1
false
CC1CCCC1C1CCC1
c1cc(C2CCN2)c[nH]1
156.616
41.1634
1.7025
1
2
19
27.82
CC(=C)NS(=O)(=O)C1CC1
C=C(C)NS(=O)(=O)C1CC1
false
CC(C)CC(C)(C)C1CC1
C1CC1
161.226
39.8915
0.6018
2
1
21
46.17
CC1CC1(CO)S(N)(=O)=O
CC1CC1(CO)S(N)(=O)=O
true
CCC1(C(C)(C)C)CC1C
C1CC1
165.214
36.705
-0.9542
3
2
21
80.39
CCCC#CCS(O)(=O)=O
CCCC#CCS(=O)(=O)O
false
CCCCCCC(C)(C)C
162.21
39.0996
0.6777
2
1
20
54.37
CC1C2NC(=S)NN(C)C12
CC1C2NC(=S)NN(C)C12
true
CC1CC(C)C2C(C)C2C1
S=C1NNC2CC2N1
157.242
43.3724
-0.3022
2
2
21
27.3
CCC1=C(N)C(N)=C(N)S1
CCc1sc(N)c(N)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
157.242
46.9342
1.0571
4
3
21
78.06
O=S1(=O)CC=COC=NN1
O=S1(=O)CC=COC=NN1
true
CC1(C)CCCCCCC1
O=S1(=O)CC=COC=NN1
162.17
35.6395
-0.607
4
1
16
67.76
OCCCOC1=NSC=C1
OCCCOc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
159.21
39.3118
0.9043
4
1
19
42.35
NC1=CC=CC2=CSN=C12
Nc1cccc2csnc12
false
CC1CCCC2CCCC12
c1ccc2nscc2c1
150.206
44.0324
1.8785
3
1
16
38.91
CNC(=S)N(C)C1CC1C
CNC(=S)N(C)C1CC1C
true
CCC(C)C(C)C1CC1C
C1CC1
158.27
46.9897
0.8309
1
1
24
15.27
CC(C=C)C1=CSC(C)=N1
C=CC(C)c1csc(C)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
153.25
45.463
2.74102
2
0
21
12.89
C=CC1=C(NSC1=O)C#N
C=Cc1c(C#N)[nH]sc1=O
false
CCC1CCC(C)C1CC
O=c1cc[nH]s1
152.178
39.7457
0.95108
3
1
14
56.65
CN1NCS(=O)(=O)CC1=N
CN1NCS(=O)(=O)CC1=N
true
CC1CCC(C)(C)CC1C
N=C1CS(=O)(=O)CNN1
163.202
37.2792
-1.21403
4
2
19
73.26
CC1NC(=S)N(C=O)C=C1
CC1C=CN(C=O)C(=S)N1
false
CCC1CCC(C)CC1C
S=C1NC=CCN1
156.21
42.2387
0.2351
2
1
18
32.34
CCN(C=N)C(=S)N1CC1
CCN(C=N)C(=S)N1CC1
true
CCC(CC)C(C)C1CC1
C1CN1
157.242
45.3347
0.51587
2
1
21
30.1
NS(=O)(=O)C1=C(O)NC=C1
NS(=O)(=O)c1cc[nH]c1O
false
CC1CCCC1C(C)(C)C
c1cc[nH]c1
162.17
33.8307
-0.6323
3
3
16
96.18
CCC1=CC(C#C)=C(O)S1
C#Cc1cc(CC)sc1O
false
CCC1CC(C)C(CC)C1
c1ccsc1
152.218
43.2968
1.9974
2
1
18
20.23
CCCCCNS(C)(=O)=O
CCCCCNS(C)(=O)=O
true
CCCCCCC(C)(C)C
165.258
42.3715
0.7258
2
1
25
46.17
CC1C(C)C2=NC(=O)SN12
CC1c2nc(=O)sn2C1C
false
CC1CC2C(C)C(C)C2C1
O=c1nc2n(s1)CC2
156.21
39.5
0.9829
4
0
18
34.89
CC(C)C1=C(C)C(Cl)=CS1
Cc1c(Cl)csc1C(C)C
false
CC(C)C1CCC(C)C1C
c1ccsc1
174.696
48.155
3.83332
1
0
21
0
NN1C=CC(Cl)=C1C(N)=O
NC(=O)c1c(Cl)ccn1N
false
CC(C)C1C(C)CCC1C
c1cc[nH]c1
159.576
38.1103
-0.0458
3
2
16
74.04
CNC1=CSC(COC)=C1
CNc1csc(COC)c1
false
CCCC1CCC(CC)C1
c1ccsc1
157.238
44.5787
1.9362
3
1
21
21.26
CC1(O)CCNS(=O)(=O)C1
CC1(O)CCNS(=O)(=O)C1
true
CC1(C)CCCC(C)(C)C1
O=S1(=O)CCCCN1
165.214
37.0303
-0.9395
3
2
21
66.4
NC(C#C)C1=NNSC1=O
C#CC(N)c1n[nH]sc1=O
false
CCC(C)C1CCCC1C
O=c1cn[nH]s1
155.182
38.4961
-0.5356
4
2
15
71.77
CC(CN)C1=C(C)N=CS1
Cc1ncsc1C(C)CN
false
CCC(C)C1CCCC1C
c1cscn1
156.254
44.3204
1.51372
3
1
22
38.91
CC1=C(Cl)C(N)=C(CO)O1
Cc1oc(CO)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccoc1
161.588
38.7902
1.31592
3
2
18
59.39
OC12CN(C1)C1=C2C=NS1
OC12CN(C1)c1sncc12
false
CC12CC(C1)C1CCCC12
c1nsc2c1C1CN2C1
154.194
38.2238
0.1643
4
1
16
36.36
CCCC(N)C1=NSC=N1
CCCC(N)c1ncsn1
false
CCCC(C)C1CCCC1
c1ncsn1
157.242
41.7454
1.338
4
1
21
51.8
CC(N)C1=C(Cl)C=C(O)S1
CC(N)c1sc(O)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
177.656
43.5962
2.1268
3
2
18
46.25
COC(=CC#C)S(N)(=O)=O
C#CC=C(OC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
161.182
37.0322
-0.6041
3
1
17
69.39
CC1ONS(=O)(=O)C11CC1
CC1ONS(=O)(=O)C12CC2
false
CC1CCC(C)(C)C12CC2
O=S1(=O)NOCC12CC2
163.198
34.5675
-0.2279
3
1
19
55.4
CC(CS(=O)(=O)C=C)C#N
C=CS(=O)(=O)CC(C)C#N
false
CCC(C)CC(C)(C)CC
159.21
38.7608
0.70438
3
0
19
57.93
S=C1NC(C#C)C2CN2N1
C#CC1NC(=S)NN2CC12
false
CCC1CC(C)CC2CC12
S=C1NCC2CN2N1
153.21
41.9844
-0.9349
2
2
17
27.07
CCNC1=CSN=C1CC
CCNc1csnc1CC
false
CCCC1CCCC1CC
c1cnsc1
156.254
45.6557
2.1373
3
1
22
24.92
O=S1(=O)C=CC2COC1C2
O=S1(=O)C=CC2COC1C2
true
CC1(C)CCC2CCC1C2
O=S1(=O)C=CC2COC1C2
160.194
35.9068
0.2911
3
0
18
43.37
CC(=O)C1=CC(C)=C(C)S1
CC(=O)c1cc(C)c(C)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
154.234
43.7975
2.56754
2
0
20
17.07
NC1=C(N=CS1)C#CC#C
C#CC#Cc1ncsc1N
false
CCCCC1CCCC1C
c1cscn1
148.19
42.2374
0.71
3
1
14
38.91
NC1CCC2=C1OC(=O)S2
NC1CCc2sc(=O)oc21
false
CC1CC2CCC(C)C2C1
O=c1oc2c(s1)CCC2
157.194
38.1044
0.6473
4
1
17
56.23
CS(=O)(=O)C(O)C1(O)CC1
CS(=O)(=O)C(O)C1(O)CC1
true
CC(C(C)(C)C)C1(C)CC1
C1CC1
166.198
35.0344
-1.1257
4
2
20
74.6
OC12CCC1OS(=O)(=O)C2
O=S1(=O)CC2(O)CCC2O1
false
CC1(C)CC2CCC2(C)C1
O=S1(=O)CC2CCC2O1
164.182
32.8436
-0.7601
4
1
18
63.6
CC(N)C1=C(C)SC(=N)N1
Cc1sc(=N)[nH]c1C(C)N
false
CC1CC(C)C(C(C)C)C1
N=c1[nH]ccs1
157.242
41.8638
0.88379
3
3
21
65.66
COC(=C)C1=CC(Cl)=CS1
C=C(OC)c1cc(Cl)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
174.652
45.372
3.0186
2
0
17
9.23
CCNC(=S)N(C)C(C)C
CCNC(=S)N(C)C(C)C
true
CCCC(C)C(C)C(C)C
160.286
49.1737
1.221
1
1
26
15.27
O=CC1OC2CC2S1(=O)=O
O=CC1OC2CC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)COC2CC21
162.166
32.0498
-0.9027
4
0
16
60.44
NS(=O)(=O)N1CCCCO1
NS(=O)(=O)N1CCCCO1
true
CC(C)(C)C1CCCCC1
C1CCONC1
166.202
34.9992
-0.7827
3
1
20
72.63
S=C1NCC2(CC2)N=CN1
S=C1NC=NC2(CC2)CN1
false
CC1CCCC2(CC1)CC2
S=C1NC=NC2(CC2)CN1
155.226
44.1934
0.025
2
2
19
36.42
NC1=NSC(=C1)C(=C)C=O
C=C(C=O)c1cc(N)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
154.194
41.6244
0.9374
4
1
16
55.98
OCC1=NC2=CSC=C2O1
OCc1nc2cscc2o1
false
CCC1CC2CCCC2C1
c1nc2cscc2o1
155.178
37.8088
1.3816
4
1
15
46.26
CC1=NN(C=C1Cl)N1CC1
Cc1nn(N2CC2)cc1Cl
false
CC1CC(C2CC2)CC1C
c1cnn(N2CC2)c1
157.604
39.925
0.79652
3
0
18
20.83
CC1=NN(CC#N)C(=N)S1
Cc1nn(CC#N)c(=N)s1
false
CCCC1CC(C)CC1C
N=c1[nH]ncs1
154.198
36.3087
0.25607
5
1
16
65.46
CCNC1=NC(=NS1)C#N
CCNc1nc(C#N)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
154.198
38.7877
0.84158
5
1
16
61.6
CC1NCS(=O)(=O)CC=C1
CC1C=CCS(=O)(=O)CN1
false
CC1CCCC(C)(C)CC1
O=S1(=O)CC=CCNC1
161.226
40.3915
-0.0934
3
1
21
46.17
CC(C=O)C1=NOC=C1Cl
CC(C=O)c1nocc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
159.572
35.992
1.6304
3
0
16
43.1
NC1=CS(=O)(=O)NC(=C)O1
C=C1NS(=O)(=O)C=C(N)O1
false
CC1CC(C)CC(C)(C)C1
C=C1NS(=O)(=O)C=CO1
162.17
34.5509
-0.8352
4
2
16
81.42
CC(C)(N)C1=CSC(N)=N1
CC(C)(N)c1csc(N)n1
false
CC1CCC(C(C)(C)C)C1
c1cscn1
157.242
43.7398
0.9191
4
2
21
64.93
CC1=CC(Cl)=CC(O)=C1N
Cc1cc(Cl)cc(O)c1N
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
157.6
42.2662
1.93622
2
2
18
46.25
CC1=CSC(CC#N)=C1O
Cc1csc(CC#N)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
153.206
40.0378
1.8282
3
1
17
44.02
CN1CC=CCN(C)C1=S
CN1CC=CCN(C)C1=S
true
CC1CCCCC(C)C1C
S=C1NCC=CCN1
156.254
46.998
0.7047
1
0
22
6.48
O=S1(=O)CN(CCC#C)C1
C#CCCN1CS(=O)(=O)C1
false
CCCCC1CC(C)(C)C1
O=S1(=O)CNC1
159.21
38.8098
-0.3449
3
0
19
37.38
CCNC1=CNC(S1)=NO
CCNc1c[nH]c(=NO)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
159.214
40.1829
0.7979
4
3
19
60.41
CC(=C)C(C)=CS(O)(=O)=O
C=C(C)C(C)=CS(=O)(=O)O
false
CC(C)C(C)CC(C)(C)C
162.21
40.1196
1.3541
2
1
20
54.37
O=CN1NCC2=CSC=C12
O=CN1NCc2cscc21
false
CCC1CCC2CCCC12
c1scc2c1CNN2
154.194
39.7017
0.7291
3
1
16
32.34
CCCC(C)S(=O)(=O)CO
CCCC(C)S(=O)(=O)CO
true
CCCC(C)C(C)(C)CC
166.242
40.3756
0.5396
3
1
24
54.37
C1C2CN1C1=C(C2)SC=N1
c1nc2c(s1)CC1CN2C1
false
C1CC2CC3CC(C3)C2C1
c1nc2c(s1)CC1CN2C1
152.222
41.521
1.1354
3
0
18
16.13
N=C1CCC2=C(N1)C=CS2
N=C1CCc2sccc2N1
false
CC1CCC2CCCC2C1
N=C1CCc2sccc2N1
152.222
43.9894
2.08347
2
2
18
35.88
CC1(NC2=NSC=C12)C=O
CC1(C=O)Nc2nscc21
false
CCC1(C)CC2CCCC21
c1snc2c1CN2
154.194
39.1527
0.9827
4
1
16
41.99
CN1CC(C=NN)S1(=O)=O
CN1CC(C=NN)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
163.202
38.0172
-1.4253
4
1
19
75.76
CC1C(=N)NOCS1(=O)=O
CC1C(=N)NOCS1(=O)=O
true
CC1CCCC(C)(C)C1C
N=C1CS(=O)(=O)CON1
164.186
35.1962
-0.74073
4
2
18
79.25
OC1CC=CC2=C1C=CS2
OC1CC=Cc2sccc21
false
CC1CCCC2CCCC12
C1=Cc2sccc2CC1
152.218
42.9298
2.1984
2
1
18
20.23
CCC1=NSC(CCN)=N1
CCc1nsc(CCN)n1
false
CCCC1CCC(CC)C1
c1ncsn1
157.242
42.0454
0.6017
4
1
21
51.8
CC1C2N1CC1=C2SN=N1
CC1C2c3snnc3CN12
false
CC1C2CC3CCCC3C12
C1c2nnsc2C2CN12
153.21
37.655
0.7969
4
0
17
28.79
OCCC#CC1=NSN=C1
OCCC#Cc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
154.194
38.4898
0.272
4
1
16
46.01
CC1=CC2=C(CNCC2)S1
Cc1cc2c(s1)CNCC2
false
CC1CC2CCCCC2C1
c1cc2c(s1)CNCC2
153.25
44.4667
1.70222
2
1
21
12.03
NCC1CC1OS(N)(=O)=O
NCC1CC1OS(N)(=O)=O
true
CCC1CC1CC(C)(C)C
C1CC1
166.202
35.1416
-1.4463
4
2
20
95.41
CCC(=C)C(C)NC(N)=S
C=C(CC)C(C)NC(N)=S
false
CCC(C)C(C)CC(C)C
158.27
48.8141
1.1743
1
2
24
38.05
O=C1SN2C=NCCC2=N1
O=c1nc2n(s1)C=NCC2
false
CC1CC2CCCCC2C1
O=c1nc2n(s1)C=NCC2
155.182
38.835
-0.2627
5
0
15
47.25
NNS(=O)(=O)NC=CC=C
C=CC=CNS(=O)(=O)NN
false
CCCCCC(C)(C)CC
163.202
38.7156
-1.0162
3
3
19
84.22
O=S1(=O)NC2CC3NC2C13
O=S1(=O)NC2CC3NC2C31
false
CC1(C)CC2CC3CC2C31
O=S1(=O)NC2CC3NC2C31
160.198
34.9602
-1.5993
3
2
18
58.2
CC1CCC(=C)S(=O)(=O)O1
C=C1CCC(C)OS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1CCCOS1(=O)=O
162.21
37.8408
1.0288
3
0
20
43.37
C#CC(C#C)C1=NC=NS1
C#CC(C#C)c1ncns1
false
CCC(CC)C1CCCC1
c1ncsn1
148.19
40.316
0.8881
3
0
14
25.78
CCCC1=C(OC)SC=N1
CCCc1ncsc1OC
false
CCCC1CCCC1CC
c1cscn1
157.238
42.661
2.1042
3
0
21
22.12
CCC1=CSC=C1CC=O
CCc1cscc1CC=O
false
CCCC1CCCC1CC
c1ccsc1
154.234
43.465
2.0519
2
0
20
17.07
CCS(=O)(=O)OCC(C)=O
CCS(=O)(=O)OCC(C)=O
true
CCC(C)(C)CCC(C)C
166.198
36.0938
-0.0583
4
0
20
60.44
C=C1CNN2C(=O)SC=C12
C=C1CNn2c1csc2=O
false
CC1CCC2C(C)CCC12
C=C1CNn2c1csc2=O
154.194
41.8407
0.4801
4
1
16
34.03
CC1=C(OC(N)=N)SC=C1
Cc1ccsc1OC(=N)N
false
CC(C)CC1CCCC1C
c1ccsc1
156.21
41.5981
1.32879
3
2
18
59.1
CNNC(=S)NC(C)C=O
CNNC(=S)NC(C)C=O
true
CCCC(C)CC(C)CC
161.23
43.4551
-0.8277
3
3
21
53.16
CN(C)C1=NC(O)=C(C)S1
Cc1sc(N(C)C)nc1O
false
CC(C)C1CC(C)C(C)C1
c1cscn1
158.226
42.8428
1.22312
4
1
20
36.36
CCNN1CC(=C)NC1=S
C=C1CN(NCC)C(=S)N1
false
CCCC1CC(C)CC1C
C=C1CNC(=S)N1
157.242
45.2564
0.2147
2
2
21
27.3
ONC1=NSC=C1CC=C
C=CCc1csnc1NO
false
CCCC1CCCC1CC
c1cnsc1
156.21
41.4242
1.6727
4
2
18
45.15
ON1CC(=C)CCNC1=S
C=C1CCNC(=S)N(O)C1
false
CC1CCCC(C)C(C)C1
C=C1CCNC(=S)NC1
158.226
42.8502
0.512
2
2
20
35.5
OC1=C(NC=C1Cl)C1CO1
Oc1c(Cl)c[nH]c1C1CO1
false
CC1CCC(C2CC2)C1C
c1c[nH]c(C2CO2)c1
159.572
36.1605
1.445
2
2
16
48.55
CC(=C)C1(C)OCS1(=O)=O
C=C(C)C1(C)OCS1(=O)=O
false
CC(C)C1(C)CCC1(C)C
O=S1(=O)COC1
162.21
38.0908
0.6812
3
0
20
43.37
CC(ON=C)C1=CN=CS1
C=NOC(C)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
156.21
41.163
1.8363
4
0
18
34.48
CC(CN)=NNS(C)(=O)=O
CC(CN)=NNS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
165.218
40.1429
-1.1298
4
2
21
84.55
CC1=CC(N)=CC(C)=C1Cl
Cc1cc(N)cc(C)c1Cl
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
155.628
45.3384
2.53904
1
1
20
26.02
CC1C(O)C1CS(O)(=O)=O
CC1C(O)C1CS(=O)(=O)O
false
CC1C(C)C1CC(C)(C)C
C1CC1
166.198
35.0764
-0.499
3
2
20
74.6
CC(C)NC1=CSNC1=O
CC(C)Nc1cs[nH]c1=O
false
CC(C)CC1CCCC1C
O=c1ccs[nH]1
158.226
43.6984
1.2567
3
2
20
44.89
CC1CCC(O)CS1(=O)=O
CC1CCC(O)CS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCCCC1
164.226
38.4896
-0.0556
3
1
22
54.37
CCC1=C(Cl)C(=O)C=NO1
CCc1oncc(=O)c1Cl
false
CCC1CCCC(C)C1C
O=c1cconc1
159.572
37.161
1.2506
3
0
16
43.1