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
CCNC1=CSC(O)=C1Cl
CCNc1csc(O)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
177.656
45.1575
2.5389
3
2
18
32.26
N#CC1=NN2N=CSC2=C1
N#Cc1cc2scnn2n1
false
CCC1CC2CCCC2C1
c1cc2scnn2n1
150.166
35.579
0.66248
5
0
12
53.98
OC1CS(=O)(=O)C2CCC12
O=S1(=O)CC(O)C2CCC21
false
CC1CC(C)(C)C2CCC12
O=S1(=O)CCC2CCC21
162.21
36.3056
-0.4457
3
1
20
54.37
CC1C(N)CC2=C1N=CS2
CC1c2ncsc2CC1N
false
CC1CC2CCCC2C1C
c1nc2c(s1)CCC2
154.238
42.2084
1.13
3
1
20
38.91
CCCNC1=CC(=O)SN1
CCCNc1cc(=O)s[nH]1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
158.226
43.7204
1.2583
3
2
20
44.89
CC1=NC(=N)SN1CC#C
C#CCn1sc(=N)nc1C
false
CCCC1CC(C)CC1C
N=c1nc[nH]s1
153.21
39.5287
0.36569
4
1
17
41.67
CC1C(C)C1C1=CSN=N1
CC1C(C)C1c1csnn1
false
CC1C(C)C1C1CCCC1
c1snnc1C1CC1
154.238
40.978
1.9075
3
0
20
25.78
CC1(CN1)C1=C(Cl)C=CO1
CC1(c2occc2Cl)CN1
false
CC1CCCC1C1(C)CC1
c1coc(C2CN2)c1
157.6
39.0727
1.7514
2
1
18
35.08
NS(=O)(=O)C1=CN=CC1=O
NS(=O)(=O)C1=CN=CC1=O
true
CC1CCCC1C(C)(C)C
O=C1C=CN=C1
160.154
34.6892
-1.2302
4
1
14
89.59
NC12CC(OS1(=O)=O)C=C2
NC12C=CC(C1)OS2(=O)=O
false
CC1(C)CC2CCC1(C)C2
O=S1(=O)OC2C=CC1C2
161.182
34.4682
-0.6701
4
1
17
69.39
CN1NC(=O)C(=C)NC1=S
C=C1NC(=S)N(C)NC1=O
false
CC1CC(C)C(C)CC1C
C=C1NC(=S)NNC1=O
157.198
40.7794
-0.6488
2
2
17
44.37
CC1=C(NN=C)NC=C1Cl
C=NNc1[nH]cc(Cl)c1C
false
CCCC1CCC(C)C1C
c1cc[nH]c1
157.604
43.7114
2.00402
2
2
18
40.18
O=S1(=O)CC2=C(C1)N=NN2
O=S1(=O)Cc2nn[nH]c2C1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cc2nn[nH]c2C1
159.17
32.7105
-0.7669
4
1
15
75.71
NCC1=CC=C(NC=N)S1
N=CNc1ccc(CN)s1
false
CCCC1CCC(CC)C1
c1ccsc1
155.226
44.6168
1.22577
3
3
19
61.9
COC(=O)C1=C(C)SC=N1
COC(=O)c1ncsc1C
false
CCC(C)C1CCCC1C
c1cscn1
157.194
38.1905
1.23812
4
0
17
39.19
ClC1=C(ON=C1C=O)C#C
C#Cc1onc(C=O)c1Cl
false
CCC1CCC(CC)C1C
c1cnoc1
155.54
34.8355
1.1218
3
0
12
43.1
CC1OS(=O)(=O)NC2CC12
CC1OS(=O)(=O)NC2CC21
false
CC1CC(C)(C)CC2CC12
O=S1(=O)NC2CC2CO1
163.198
34.4975
-0.372
3
1
19
55.4
CC1=NC=NC2=C1SC=N2
Cc1ncnc2ncsc12
false
CC1CCCC2CCCC12
c1ncc2scnc2n1
151.194
39.947
1.39472
4
0
15
38.67
CN1CC(CO)NS1(=O)=O
CN1CC(CO)NS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)NCCN1
166.202
35.5593
-1.8729
3
2
20
69.64
CCC1(C)CC2=CSC=C12
CCC1(C)Cc2cscc21
false
CCC1(C)CC2CCCC21
c1scc2c1CC2
152.262
45.666
2.9719
1
0
22
0
O=CC1=CCC2=NSC=C12
O=CC1=CCc2nscc21
false
CCC1CCC2CCCC12
C1=Cc2csnc2C1
151.19
39.859
1.2815
3
0
15
29.96
O=CC1CC2=NSC=C2O1
O=CC1Cc2nscc2O1
false
CCC1CC2CCCC2C1
c1snc2c1OCC2
155.178
36.298
0.6455
4
0
15
39.19
OC1=CC2=C(S1)C(=N)NC2
N=C1NCc2cc(O)sc21
false
CC1CC2CCC(C)C2C1
N=C1NCc2ccsc21
154.194
39.6522
0.88227
3
3
16
56.11
CCOC1=C(NC)C=CS1
CCOc1sccc1NC
false
CCCC1CCCC1CC
c1ccsc1
157.238
45.0347
2.1885
3
1
21
21.26
CC(=O)C1=CNC(N)=C1Cl
CC(=O)c1c[nH]c(N)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
158.588
40.2196
1.4529
2
2
17
58.88
O=S1(=O)OCC(=C1)N1CC1
O=S1(=O)C=C(N2CC2)CO1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)C=C(N2CC2)CO1
161.182
34.5278
-0.4966
4
0
17
46.38
CC1N=C(NS1(=O)=O)C#N
CC1N=C(C#N)NS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CN=CN1
159.17
34.5655
-0.81252
4
1
15
82.32
C=CC1=C(SC(=N)N1)N=O
C=Cc1[nH]c(=N)sc1N=O
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
155.182
40.0704
1.59657
4
2
15
69.07
OC1=CSC2=C1CCCO2
Oc1csc2c1CCCO2
false
CC1CCC2CCCCC12
c1cc2c(s1)OCCC2
156.206
39.7998
1.7787
3
1
18
29.46
CS(=O)(=O)C#CCCC=C
C=CCCC#CS(C)(=O)=O
false
CCCCCCC(C)(C)C
158.222
42.0508
0.9581
2
0
20
34.14
CC1=NC(NN)=CC=C1Cl
Cc1nc(NN)ccc1Cl
false
CCC1CCC(C)C(C)C1
c1ccncc1
157.604
41.7941
1.32902
3
2
18
50.94
CC(C)(N)C1=C(O)SN=N1
CC(C)(N)c1nnsc1O
false
CC1CCCC1C(C)(C)C
c1csnn1
159.214
38.7872
0.4375
5
2
19
72.03
CN1CC(N)S(=O)(=O)N=C1
CN1C=NS(=O)(=O)C(N)C1
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)CCNC=N1
163.202
38.0172
-1.4253
4
1
19
75.76
CN(C1CN(C)C1)C(N)=S
CN1CC(N(C)C(N)=S)C1
false
CC1CC(C(C)C(C)C)C1
C1CNC1
159.258
45.8334
-0.5242
2
1
23
32.5
CS(=O)(=O)C1=CN=NN=C1
CS(=O)(=O)c1cnnnc1
false
CC(C)(C)C1CCCCC1
c1cnnnc1
159.17
32.9368
-0.7249
5
0
15
72.81
C=CC12COS(=O)(=O)C1N2
C=CC12COS(=O)(=O)C1N2
true
CCC12CCC(C)(C)C1C2
O=S1(=O)OCC2NC21
161.182
34.7235
-0.7995
4
1
17
65.31
O=CC12OC1C=CS2(=O)=O
O=CC12OC1C=CS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)C=CC2OC21
160.15
31.7278
-0.7775
4
0
14
63.74
NC(=N)C1=CSN=C1C=O
N=C(N)c1csnc1C=O
false
CCC1CCCC1C(C)C
c1cnsc1
155.182
38.5176
0.23967
4
2
15
79.83
CC(C)C1=C(C)C=C(O)S1
Cc1cc(O)sc1C(C)C
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
156.25
44.8098
2.88552
2
1
22
20.23
CNN1CC(=C)CS1(=O)=O
C=C1CN(NC)S(=O)(=O)C1
false
CCC1CC(C)CC1(C)C
C=C1CNS(=O)(=O)C1
162.214
38.6925
-0.6776
3
1
20
49.41
CC1CC2CN2C(=S)NN1
CC1CC2CN2C(=S)NN1
true
CC1CCC(C)C2CC2C1
S=C1NNCCC2CN12
157.242
43.4424
-0.1581
2
2
21
27.07
CC1C2CN(O)C(=S)NC12
CC1C2CN(O)C(=S)NC12
true
CC1CC2C(C)C2CC1C
S=C1NCC2CC2N1
158.226
40.6682
0.2002
2
2
20
35.5
OC1CC2CNC1S2(=O)=O
O=S1(=O)C2CNC1C(O)C2
false
CC1CC2CCC1C2(C)C
O=S1(=O)C2CCC1NC2
163.198
35.1223
-1.5363
4
2
19
66.4
CCN1SC(=NO)C(N)=C1
CCn1cc(N)c(=NO)s1
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
159.214
39.7449
0.4416
5
2
19
63.54
OC1CC2COC1S2(=O)=O
O=S1(=O)C2COC1C(O)C2
false
CC1CC2CCC1C2(C)C
O=S1(=O)C2CCC1OC2
164.182
33.0716
-1.1093
4
1
18
63.6
CC(OS(C)(=O)=O)=CC#N
CC(=CC#N)OS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
161.182
35.2988
0.38998
4
0
17
67.16
OCC1=CS(=O)(=O)C(=O)C1
O=C1CC(CO)=CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=C1CC=CS1(=O)=O
162.166
33.7126
-0.7923
4
1
16
71.44
OC(CS(=O)(=O)C=C)C#N
C=CS(=O)(=O)CC(O)C#N
false
CCC(C)CC(C)(C)CC
161.182
35.6036
-0.57082
4
1
17
78.16
COCC(=O)C1=CN=CS1
COCC(=O)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
157.194
38.3205
0.9722
4
0
17
39.19
ClC1=COC(CNC=N)=C1
N=CNCc1cc(Cl)co1
false
CCCCC1CCC(C)C1
c1ccoc1
158.588
39.3414
1.62967
2
2
17
49.02
ON1SC(=O)C=C1C1CC1
O=c1cc(C2CC2)n(O)s1
false
CC1CC(C)C(C2CC2)C1
O=c1cc(C2CC2)[nH]s1
157.194
37.7385
1.0245
4
1
17
42.23
CNN(C=CC=C)C(N)=S
C=CC=CN(NC)C(N)=S
false
CCCCC(CC)C(C)C
157.242
47.0211
0.3661
2
2
21
41.29
NC(=S)N(CC=C)N1CC1
C=CCN(C(N)=S)N1CC1
false
CCCC(C(C)C)C1CC1
C1CN1
157.242
45.2614
-0.0514
2
1
21
32.27
NC(=N)CC1=CNC(=O)S1
N=C(N)Cc1c[nH]c(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1[nH]ccs1
157.198
40.5578
-0.08513
3
3
17
82.73
CNCC(C)N(C)C(N)=S
CNCC(C)N(C)C(N)=S
true
CCCC(C)C(C)C(C)C
161.274
47.9371
-0.2303
2
2
25
41.29
CNNS(=O)(=O)C1(N)CC1
CNNS(=O)(=O)C1(N)CC1
true
CCCC(C)(C)C1(C)CC1
C1CC1
165.218
37.2676
-1.511
4
3
21
84.22
CN1C2CC(C2N)S1(=O)=O
CN1C2CC(C2N)S1(=O)=O
true
CC1C2CC1C(C)(C)C2C
O=S1(=O)NC2CC1C2
162.214
36.8512
-1.2702
3
1
20
63.4
CC1(C)C2CC(O2)S1(=O)=O
CC1(C)C2CC(O2)S1(=O)=O
true
CC1(C)C2CC(C2)C1(C)C
O=S1(=O)CC2CC1O2
162.21
36.2768
0.3084
3
0
20
43.37
CCNCC1=CC(C)=CS1
CCNCc1cc(C)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
155.266
46.4367
2.16602
2
1
23
12.03
CCC1=NSC2=C1N=CS2
CCc1nsc2scnc12
false
CCC1CCC2CCCC12
c1nc2cnsc2s1
170.262
44.67
2.3152
4
0
16
25.78
CNCCC1=CC(=O)NS1
CNCCc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
158.226
42.5704
0.1983
3
2
20
44.89
CN1N2CC2C=CNC1=S
CN1C(=S)NC=CC2CN21
false
CC1CCCC2CC2C1C
S=C1NC=CC2CN2N1
155.226
43.1307
-0.0808
2
1
19
18.28
O=CC1CN1C1=CN=NS1
O=CC1CN1c1cnns1
false
CCC1CC1C1CCCC1
c1nnsc1N1CC1
155.182
37.107
-0.0744
5
0
15
45.86
NC1=CN(C=C)C(O)=C1Cl
C=Cn1cc(N)c(Cl)c1O
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
158.588
41.9062
1.5298
3
2
17
51.18
NC(=S)NCC1=COCC1
NC(=S)NCC1=COCC1
true
CC(C)CCC1CCCC1
C1=COCC1
158.226
43.4401
0.1238
2
2
20
47.28
CC1(CC1)NS(=O)(=O)CO
CC1(NS(=O)(=O)CO)CC1
false
CCC(C)(C)CC1(C)CC1
C1CC1
165.214
36.7803
-0.5919
3
2
21
66.4
CC(O)C1=NC(=N)N(C)S1
CC(O)c1nc(=N)n(C)s1
false
CC(C)C1CC(C)C(C)C1
N=c1ncs[nH]1
159.214
37.5735
0.01437
5
2
19
61.9
CN(CC=O)C(=S)NN=C
C=NNC(=S)N(C)CC=O
false
CCCC(C)C(C)CCC
159.214
43.9767
-0.3928
3
1
19
44.7
ON=CC1=NC=C(S1)C=C
C=Cc1cnc(C=NO)s1
false
CCCC1CCC(CC)C1
c1cscn1
154.194
41.5855
1.5942
4
1
16
45.48
OC1=CC(Cl)=C2SC=CN12
Oc1cc(Cl)c2sccn12
false
CC1CC(C)C2CCCC12
c1cc2sccn2c1
173.624
41.9488
2.3598
3
1
14
24.64
NC1=CS(=O)(=O)C(C1)C=O
NC1=CS(=O)(=O)C(C=O)C1
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCC1
161.182
35.6592
-0.8275
4
1
17
77.23
CC=C(CN)C1=NSN=C1
CC=C(CN)c1cnsn1
false
CCC(CC)C1CCCC1
c1cnsn1
155.226
42.6144
0.9001
4
1
19
51.8
O=S1(=O)NC2=CC=CN2O1
O=S1(=O)Nc2cccn2O1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Nc2cccn2O1
160.154
33.5545
-0.413
4
1
14
60.33
O=C1CC2COC2S1(=O)=O
O=C1CC2COC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=C1CC2COC2S1(=O)=O
162.166
31.7738
-0.696
4
0
16
60.44
NN1C(COS1(=O)=O)C#C
C#CC1COS(=O)(=O)N1N
false
CCC1CCC(C)(C)C1C
O=S1(=O)NCCO1
162.17
33.5192
-1.5611
4
1
16
72.63
CCC#CC1=CC(=O)SN1
CCC#Cc1cc(=O)s[nH]1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
153.206
42.1087
1.1979
2
1
17
32.86
S=C1NCC2(CCO2)CN1
S=C1NCC2(CCO2)CN1
true
CC1CCC2(CCC2)CC1
S=C1NCC2(CCO2)CN1
158.226
41.9034
-0.3768
2
2
20
33.29
C=COCOC1=CSC=C1
C=COCOc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
156.206
41.096
2.2445
3
0
18
18.46
C=CC1=CCCS(=O)(=O)N1
C=CC1=CCCS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCC=CN1
159.21
39.8195
0.3794
2
1
19
46.17
CCC(=O)C1=NC(N)=NS1
CCC(=O)c1nc(N)ns1
false
CCC(C)C1CCC(C)C1
c1ncsn1
157.198
38.9429
0.713
5
1
17
68.87
CNC(=S)NN=C(C)C=O
CNC(=S)NN=C(C)C=O
true
CCC(C)CCC(C)CC
159.214
43.9664
-0.3449
3
2
19
53.49
CCS(=O)(=O)NC(=O)CN
CCS(=O)(=O)NC(=O)CN
true
CCC(C)CC(C)(C)CC
166.202
36.6579
-1.589
4
2
20
89.26
C1C=NNC1C1=NC=CS1
C1=NNC(c2nccs2)C1
false
C1CCC(C2CCCC2)C1
C1=NNC(c2nccs2)C1
153.21
41.0997
1.1633
4
1
17
37.28
CCC(=C)C1=NC(=N)NS1
C=C(CC)c1nc(=N)[nH]s1
false
CCC(C)C1CCC(C)C1
N=c1ncs[nH]1
155.226
41.6444
1.37387
3
2
19
52.53
CS(=O)(=O)OCCC(N)=N
CS(=O)(=O)OCCC(=N)N
false
CC(C)CCCC(C)(C)C
166.202
37.3269
-0.71133
4
2
20
93.24
CCC1=C2C=CSC2=NS1
CCc1snc2sccc12
false
CCC1CCC2CCCC12
c1cc2csnc2s1
169.274
46.875
2.9202
3
0
17
12.89
CCCNC1=C(O)N=NS1
CCCNc1snnc1O
false
CCCCC1CCCC1C
c1csnn1
159.214
40.3545
1.0656
5
2
19
58.04
O=NC1=C2NNCC2=CS1
O=Nc1scc2c1NNC2
false
CCC1CCC2CCCC12
c1scc2c1CNN2
155.182
40.2364
1.5761
5
2
15
53.49
CN(CC1CO1)NC(N)=S
CN(CC1CO1)NC(N)=S
true
CC(C)CC(C)CC1CC1
C1CO1
161.23
42.2911
-0.9348
3
2
21
53.82
CN(C)C1=C(C)SN=C1N
Cc1snc(N)c1N(C)C
false
CC(C)C1C(C)CCC1C
c1cnsc1
157.242
45.5904
1.09972
4
1
21
42.15
CNC1=CSC=C1CCN
CNc1cscc1CCN
false
CCCC1CCCC1CC
c1ccsc1
156.254
46.6241
1.291
3
2
22
38.05
CC1=C(O)SC=C1CC#N
Cc1c(CC#N)csc1O
false
CCCC1CCC(C)C1C
c1ccsc1
153.206
40.0378
1.8282
3
1
17
44.02
CC1OC1S(=O)(=O)CC=C
C=CCS(=O)(=O)C1OC1C
false
CCCC(C)(C)C1CC1C
C1CO1
162.21
38.3188
0.332
3
0
20
46.67
O=C1NC(CCC#C)=CS1
C#CCCc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
153.206
42.0937
1.0022
2
1
17
32.86
CC(NN)=CC1=CSN=C1
CC(=Cc1cnsc1)NN
false
CCC(C)CC1CCCC1
c1cnsc1
155.226
43.0881
0.9672
4
2
19
50.94
C=CC1=NC=C2SC=NN12
C=Cc1ncc2scnn12
false
CCC1CCC2CCCC12
c1nn2cncc2s1
151.194
40.955
1.4338
4
0
15
30.19
CN(C)C1(C)CCS1(=O)=O
CN(C)C1(C)CCS1(=O)=O
true
CC(C)C1(C)CCC1(C)C
O=S1(=O)CCC1
163.242
40.4958
0.0827
3
0
23
37.38
CC(C)C1=C(C)C(=N)SN1
Cc1c(C(C)C)[nH]sc1=N
false
CC(C)C1CCC(C)C1C
N=c1cc[nH]s1
156.254
43.3504
1.98749
2
2
22
39.64
O=C1C=CC2=NSNC2=N1
O=c1ccc2ns[nH]c-2n1
false
CC1CCC2CCCC2C1
O=c1ccc2ns[nH]c-2n1
153.166
37.1517
0.3312
4
1
13
58.64
C=C1CC2=NSC=C2C1=C
C=C1Cc2nscc2C1=C
false
CC1CC2CCCC2C1C
C=C1Cc2nscc2C1=C
149.218
43.992
2.2686
2
0
17
12.89