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
CC1(C)NC(=S)NNC1=O
CC1(C)NC(=S)NNC1=O
true
CC1CCC(C)C(C)(C)C1
O=C1CNC(=S)NN1
159.214
41.0911
-0.7261
2
3
19
53.16
CN1N(C)C(O)=C(Cl)C1=N
Cn1c(O)c(Cl)c(=N)n1C
false
CC1C(C)C(C)C(C)C1C
N=c1cc[nH][nH]1
161.592
36.9135
0.20207
4
2
18
53.94
CC=NN(C)C(=S)NC=O
CC=NN(C)C(=S)NC=O
true
CCCC(C)C(C)CCC
159.214
43.7267
-0.0452
3
1
19
44.7
NC1=CC2=C(O1)N=C(N)S2
Nc1cc2sc(N)nc2o1
false
CC1CC2CC(C)CC2C1
c1cc2scnc2o1
155.182
40.7108
1.0537
5
2
15
78.07
CC(OCS(N)(=O)=O)C#C
C#CC(C)OCS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
163.198
37.3542
-0.7293
3
1
19
69.39
NC1=C(NS(=O)(=O)C1)C=O
NC1=C(C=O)NS(=O)(=O)C1
false
CCC1CC(C)(C)CC1C
O=S1(=O)CC=CN1
162.17
34.1999
-1.7114
4
2
16
89.26
CC=C(C=O)S(=O)(=O)C#N
CC=C(C=O)S(=O)(=O)C#N
true
CCC(CC)C(C)(C)CC
159.166
34.3538
-0.01502
4
0
15
75
CCC(O)S(=O)(=O)C(N)=N
CCC(O)S(=O)(=O)C(=N)N
false
CCC(C)C(C)(C)C(C)C
166.202
37.1317
-0.97693
4
3
20
104.24
CCC1CC2NC2S1(=O)=O
CCC1CC2NC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)CCC2NC21
161.226
38.3275
-0.1186
3
1
21
56.08
NN=C1C=CSN1OC=C
C=COn1sccc1=NN
false
CCCC1CCCC1CC
N=c1ccs[nH]1
157.198
38.8364
-0.1039
5
1
17
52.54
COC1=CC(Cl)=C(O1)C#C
C#Cc1oc(OC)cc1Cl
false
CCC1CC(C)C(CC)C1
c1ccoc1
156.568
38.205
1.9229
2
0
15
22.37
CC(=C)C1=NSC=C1C#N
C=C(C)c1nscc1C#N
false
CCC1CCCC1C(C)C
c1cnsc1
150.206
41.537
2.04788
3
0
16
36.68
C=NNS(=O)(=O)CC1CC1
C=NNS(=O)(=O)CC1CC1
true
CCCC(C)(C)CC1CC1
C1CC1
162.214
39.1955
-0.0686
3
1
20
58.53
NC1=C(Cl)C=C2CC=CN12
Nc1c(Cl)cc2n1C=CC2
false
CC1CC2CCCC2C1C
C1=Cn2cccc2C1
154.6
42.8884
1.7505
2
1
17
30.95
CC1CC(O)(C#N)S1(=O)=O
CC1CC(O)(C#N)S1(=O)=O
true
CCC1(C)CC(C)C1(C)C
O=S1(=O)CCC1
161.182
33.5616
-0.59442
4
1
17
78.16
NC1=C(SN=C1C#C)C#N
C#Cc1nsc(C#N)c1N
false
CCC1CCC(CC)C1C
c1cnsc1
149.178
39.1764
0.57828
4
1
13
62.7
NN1SC(=O)C(C=C)=C1N
C=Cc1c(N)n(N)sc1=O
false
CCC1C(C)CC(C)C1C
O=c1cc[nH]s1
157.198
43.2328
-0.1512
5
2
17
74.04
CC=CCC1=C(C)SN=N1
CC=CCc1nnsc1C
false
CCCCC1CCCC1C
c1csnn1
154.238
43.164
1.96512
3
0
20
25.78
NC1=CC2=C(C=CS2)N1O
Nc1cc2sccc2n1O
false
CC1CC2CCCC2C1C
c1cc2sccc2[nH]1
154.194
41.4119
1.5223
4
2
16
51.18
CON1C(=S)NC(C)C1=N
CON1C(=N)C(C)NC1=S
false
CCC1C(C)CC(C)C1C
N=C1CNC(=S)N1
159.214
41.7704
0.10367
3
2
19
48.35
CN(NC(C)(C)C)C(N)=S
CN(NC(C)(C)C)C(N)=S
true
CC(C)C(C)CC(C)(C)C
161.274
47.4371
0.4649
2
2
25
41.29
N=C1CCC2=C(N1)SC=C2
N=C1CCc2ccsc2N1
false
CC1CCC2CCCC2C1
N=C1CCc2ccsc2N1
152.222
43.9894
2.08347
2
2
18
35.88
CC1=C2OC(=O)SC2=CN1
Cc1[nH]cc2sc(=O)oc12
false
CC1CC2CCC(C)C2C1
O=c1oc2c[nH]cc2s1
155.178
39.4487
1.49102
3
1
15
46
CNCC1=C(N)SC=C1Cl
CNCc1c(Cl)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
176.672
46.5051
1.7031
3
2
19
38.05
CC1=CC(=C)C=NS1(=O)=O
C=C1C=NS(=O)(=O)C(C)=C1
false
CC1CCC(C)(C)C(C)C1
C=C1C=CS(=O)(=O)N=C1
157.194
40.3088
0.8606
2
0
17
46.5
O=C1SN=C2C=CC=CN12
O=c1snc2ccccn12
false
CC1CCC2CCCCC12
O=c1snc2ccccn12
152.178
39.339
0.756
4
0
14
34.37
CC=COC1=C(O)SN=C1
CC=COc1cnsc1O
false
CCCCC1CCCC1C
c1cnsc1
157.194
39.2208
1.7611
4
1
17
42.35
C=CC1=NN=C2SC=CN12
C=Cc1nnc2sccn12
false
CCC1CCC2CCCC12
c1cn2cnnc2s1
151.194
40.955
1.4338
4
0
15
30.19
O=S1(=O)CC2(C1)NCC=C2
O=S1(=O)CC2(C=CCN2)C1
false
CC1(C)CC2(CCCC2)C1
O=S1(=O)CC2(C=CCN2)C1
159.21
38.5275
-0.687
3
1
19
46.17
CCN1SC(C=C1C)=NO
CCn1sc(=NO)cc1C
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
158.226
40.0695
1.16782
4
1
20
37.52
CN1CC(CO)S(=O)(=O)N1
CN1CC(CO)S(=O)(=O)N1
true
CCC1CC(C)CC1(C)C
O=S1(=O)CCNN1
166.202
35.5593
-1.8729
4
2
20
69.64
CC1NC(CS1(=O)=O)C=O
CC1NC(C=O)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCNC1
163.198
36.2365
-1.0821
4
1
19
63.24
CCNS(=O)(=O)C(C)(C)C
CCNS(=O)(=O)C(C)(C)C
true
CCCC(C)(C)C(C)(C)C
165.258
42.3495
0.7242
2
1
25
46.17
CCCS(=O)(=O)C(C)CO
CCCS(=O)(=O)C(C)CO
true
CCCC(C)(C)C(C)CC
166.242
40.6256
0.192
3
1
24
54.37
NC12CC(C1)C1=C2C=NS1
NC12CC(C1)c1sncc12
false
CC12CC(C1)C1CCCC12
c1nsc2c1C1CC2C1
152.222
39.9544
1.1881
3
1
18
38.91
OS(=O)(=O)CC(C=C)C#C
C#CC(C=C)CS(=O)(=O)O
false
CCC(CC)CC(C)(C)C
160.194
38.9356
0.3096
2
1
18
54.37
CC1OC2C1CCS2(=O)=O
CC1OC2C1CCS2(=O)=O
true
CC1CC2C1CCC2(C)C
O=S1(=O)CCC2COC21
162.21
36.2288
0.1659
3
0
20
43.37
NCCCNC(=S)NC=C
C=CNC(=S)NCCCN
false
CCCCCC(C)CCC
159.258
47.6048
-0.0572
2
3
23
50.08
NC1CCC2=C1C(O)=CS2
NC1CCc2scc(O)c21
false
CC1CCC2CCC(C)C12
c1cc2c(s1)CCC2
155.222
41.2332
1.3997
3
2
19
46.25
CCC1=C2C(=O)CC2=CS1
CCc1scc2c1C(=O)C2
false
CCC1CCC2CC(C)C12
O=C1Cc2cscc21
152.218
41.7315
2.0493
2
0
18
17.07
CC#CCS(=O)(=O)N(C)C
CC#CCS(=O)(=O)N(C)C
true
CCCCC(C)(C)C(C)C
161.226
40.9238
-0.0989
2
0
21
37.38
N#CC1=CC2=CSN=C2N1
N#Cc1cc2csnc2[nH]1
false
CCC1CC2CCCC2C1
c1cc2csnc2[nH]1
149.178
38.6857
1.49608
3
1
13
52.47
NC1CNC2=C1C=C(N)S2
Nc1cc2c(s1)NCC2N
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)NCC2
155.226
44.1495
0.7556
4
3
19
64.07
CC12CC(C1)CNS2(=O)=O
CC12CC(CNS1(=O)=O)C2
false
CC1(C)CCC2CC1(C)C2
O=S1(=O)NCC2CC1C2
161.226
38.0515
0.0881
2
1
21
46.17
CS(=O)(=O)C#CC#CCO
CS(=O)(=O)C#CC#CCO
true
CCCCCCC(C)(C)C
158.178
37.4816
-1.0124
3
1
16
54.37
CS(=O)(=O)C1CCC=CC1
CS(=O)(=O)C1CC=CCC1
false
CC(C)(C)C1CCCCC1
C1=CCCCC1
160.238
41.6228
1.1397
2
0
22
34.14
CC12COC(CS1(=O)=O)O2
CC12COC(CS1(=O)=O)O2
true
CC1(C)CC2CCC1(C)C2
O=S1(=O)CC2OCC1O2
164.182
33.0168
-0.4961
4
0
18
52.6
CNC1=C2CNC2=C(C)S1
CNc1sc(C)c2c1CN2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
154.238
45.9294
2.02372
3
2
20
24.06
CC(=O)S(=O)(=O)OCC#C
C#CCOS(=O)(=O)C(C)=O
false
CCCCC(C)(C)C(C)C
162.166
34.3858
-0.4875
4
0
16
60.44
CC12CC(N1)C1=C2SC=N1
CC12CC(N1)c1ncsc12
false
CC12CC(C1)C1CCCC12
c1nc2c(s1)C1CC2N1
152.222
39.9597
1.4063
3
1
18
24.92
CNC1=C(C)C(Cl)=C(C)N1
CNc1[nH]c(C)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
158.632
44.8234
2.32664
1
2
21
27.82
CC(C)(N)C1COS1(=O)=O
CC(C)(N)C1COS1(=O)=O
true
CC(C)(C)C1CCC1(C)C
O=S1(=O)CCO1
165.214
36.9262
-0.5477
4
1
21
69.39
CN(C1CC1)C1=NN=CS1
CN(c1nncs1)C1CC1
false
CC(C1CCCC1)C1CC1
c1nnc(NC2CC2)s1
155.226
41.334
1.1367
4
0
19
29.02
CC1=NN=CCNS1(=O)=O
CC1=NN=CCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=NN=CCN1
161.186
38.5235
-0.6764
4
1
17
70.89
C=CC1CS(=O)(=O)NC=N1
C=CC1CS(=O)(=O)NC=N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCN=CN1
160.198
39.3995
-0.4977
3
1
18
58.53
CN=C(C)N(N)S(C)(=O)=O
CN=C(C)N(N)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
165.218
39.9032
-0.8301
4
1
21
75.76
CC1=C(SN=C1)C#CCN
Cc1cnsc1C#CCN
false
CCCCC1CCCC1C
c1cnsc1
152.222
42.7834
0.76172
3
1
18
38.91
CC1=CCC2NS(=O)(=O)C12
CC1=CCC2NS(=O)(=O)C12
true
CC1CCC2CC(C)(C)C12
O=S1(=O)NC2CC=CC21
159.21
38.0055
0.0066
2
1
19
46.17
CC1=C(CC#C)OC=C1Cl
C#CCc1occ(Cl)c1C
false
CCCC1CCC(C)C1C
c1ccoc1
154.596
40.992
2.41712
1
0
17
13.14
COC1=C(CC=O)C=NS1
COc1sncc1CC=O
false
CCCC1CCCC1CC
c1cnsc1
157.194
38.434
0.8931
4
0
17
39.19
OCC#CC1=CNSC1=N
N=c1s[nH]cc1C#CCO
false
CCCCC1CCCC1C
N=c1cc[nH]s1
154.194
38.4882
-0.10053
3
3
16
59.87
CC12NC1C=NNS2(=O)=O
CC12NC1C=NNS2(=O)=O
true
CC1(C)CCCC2CC21C
O=S1(=O)NN=CC2NC21
161.186
35.8762
-1.4068
4
2
17
80.47
CN1CC2=CSN=C2C=N1
CN1Cc2csnc2C=N1
false
CC1CCC2CCCC2C1
C1=NNCc2csnc21
153.21
41.175
0.9224
4
0
17
28.49
CC1=C(N)C(Cl)=CN1N=C
C=Nn1cc(Cl)c(N)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.604
43.5384
1.49582
3
1
18
43.31
CS(=O)(=O)C1=NC(=N)C=N1
CS(=O)(=O)C1=NC(=N)C=N1
true
CC1CCC(C(C)(C)C)C1
N=C1C=NC=N1
159.17
38.4975
-0.55133
4
1
15
82.71
CONS(=O)(=O)C1NC1C
CONS(=O)(=O)C1NC1C
true
CCCC(C)(C)C1CC1C
C1CN1
166.202
35.4502
-1.215
4
2
20
77.34
CCC1=C(Cl)C=NOC1=N
CCc1c(Cl)cnoc1=N
false
CCC1C(C)CCCC1C
N=c1cccno1
158.588
36.7457
1.36987
3
1
17
49.88
O=S1(=O)CCC2=C1N=NO2
O=S1(=O)CCc2onnc21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCc2onnc21
160.154
30.0548
-0.6006
5
0
14
73.06
ON=C1C=C(Cl)C=CN=N1
ON=c1cc(Cl)ccnn1
false
CCC1CCCCC(C)C1
N=c1ccccnn1
157.56
34.3915
0.4199
4
1
14
58.37
NC1=C(OCC=O)SC=C1
Nc1ccsc1OCC=O
false
CCCCC1CCCC1C
c1ccsc1
157.194
40.2904
0.908
4
1
17
52.32
CNN=CCC1=NSC=C1
CNN=CCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
155.226
43.3697
0.8908
4
1
19
37.28
NC1(CCC1)C1=CC=NS1
NC1(c2ccns2)CCC1
false
CC1(C2CCCC2)CCC1
c1cc(C2CCC2)sn1
154.238
41.8304
1.481
3
1
20
38.91
NC1(CCC1)C1=CSC=N1
NC1(c2cscn2)CCC1
false
CC1(C2CCCC2)CCC1
c1nc(C2CCC2)cs1
154.238
41.8304
1.481
3
1
20
38.91
NC1C(=C)CCNS1(=O)=O
C=C1CCNS(=O)(=O)C1N
false
CC1CCCC(C)(C)C1C
C=C1CCNS(=O)(=O)C1
162.214
38.6549
-0.8495
3
2
20
72.19
N=C1NS(=O)(=O)C2CC1O2
N=C1NS(=O)(=O)C2CC1O2
true
CC1CC(C)(C)C2CC1C2
N=C1NS(=O)(=O)C2CC1O2
162.17
33.0602
-0.98833
4
2
16
79.25
CC#CC1=NC=C(S1)C#C
C#Cc1cnc(C#CC)s1
false
CCCC1CCC(CC)C1
c1cscn1
147.202
42.601
1.4958
2
0
15
12.89
CC(=NN)C1=C(C)C=CS1
CC(=NN)c1sccc1C
false
CCC(C)C1CCCC1C
c1ccsc1
154.238
45.4544
1.73922
3
1
20
38.38
CCS(=O)(=O)CC1(C)CO1
CCS(=O)(=O)CC1(C)CO1
true
CCC(C)(C)CC1(C)CC1
C1CO1
164.226
38.6848
0.21
3
0
22
46.67
CC1C(N)C11CNC(=S)N1
CC1C(N)C12CNC(=S)N2
false
CC1CCC2(C1)C(C)C2C
S=C1NCC2(CC2)N1
157.242
43.6068
-0.8201
2
3
21
50.08
ClC1=CNC(=O)C2=C1CC2
O=c1[nH]cc(Cl)c2c1CC2
false
CC1CCC(C)C2CCC12
O=c1[nH]ccc2c1CC2
155.584
39.4807
1.1269
1
1
16
32.86
O1C=NN=CC2=C1C=NS2
C1=NN=Cc2sncc2O1
false
C1CCC2CCCC2CC1
C1=NN=Cc2sncc2O1
153.166
38.828
0.8977
5
0
13
46.84
CC(C)S(=O)(=O)N(C)C=N
CC(C)S(=O)(=O)N(C)C=N
true
CCC(C)C(C)(C)C(C)C
164.23
40.6025
0.26347
3
1
22
61.23
CC(C)C#CC1=CSN=N1
CC(C)C#Cc1csnn1
false
CC(C)CCC1CCCC1
c1csnn1
152.222
41.625
1.5456
3
0
18
25.78
NCCC1=CC(Cl)=CC=N1
NCCc1cc(Cl)ccn1
false
CCCC1CCCC(C)C1
c1ccncc1
156.616
42.0054
1.2362
2
1
19
38.91
CC1CNC2=C1N=C(C)S2
Cc1nc2c(s1)NCC2C
false
CC1CC2CCC(C)C2C1
c1nc2c(s1)NCC2
154.238
43.7557
1.98052
3
1
20
24.92
OC1CCNC(=S)NN=C1
OC1C=NNC(=S)NCC1
false
CC1CCCC(C)CCC1
S=C1NCCCC=NN1
159.214
42.8522
-0.7991
3
3
19
56.65
CC1=C(O)C(Cl)=C(O1)C=C
C=Cc1oc(C)c(O)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccoc1
158.584
40.2108
2.59002
2
1
17
33.37
NC(=S)N(O)C1CC=CC1
NC(=S)N(O)C1CC=CC1
true
CC(C)C(C)C1CCCC1
C1=CCCC1
158.226
42.5729
0.6398
2
2
20
49.49
CC(C)C1=C(C=C)C=NS1
C=Cc1cnsc1C(C)C
false
CCC1CCCC1C(C)C
c1cnsc1
153.25
46.294
2.9095
2
0
21
12.89
CC1=CN=C(S1)C1(C)CO1
Cc1cnc(C2(C)CO2)s1
false
CC1CCC(C2(C)CC2)C1
c1csc(C2CO2)n1
155.222
40.155
1.69692
3
0
19
25.42
NCC1CC2=C(C1)C=NS2
NCC1Cc2cnsc2C1
false
CCC1CC2CCCC2C1
c1nsc2c1CCC2
154.238
42.0664
0.8166
3
1
20
38.91
CC12NC(=S)NC1=NC=C2
CC12C=CN=C1NC(=S)N2
false
CC1CC2CCCC2(C)C1
S=C1NC2=NC=CC2N1
153.21
43.8494
0.1486
2
2
17
36.42
CS(=O)(=O)N(CC=O)C=N
CS(=O)(=O)N(C=N)CC=O
false
CCCC(CC)C(C)(C)C
164.186
36.3975
-0.94603
4
1
18
78.3
N=C1CS(=O)(=O)CC=NN1
N=C1CS(=O)(=O)CC=NN1
true
CC1CCCCC(C)(C)C1
N=C1CS(=O)(=O)CC=NN1
161.186
38.0082
-1.03253
4
2
17
82.38
OCCCNC1=CC=CS1
OCCCNc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
157.238
44.5115
1.5424
3
2
21
32.26
CC1=C(SC=C1)C(=C)CO
C=C(CO)c1sccc1C
false
CCC(C)C1CCCC1C
c1ccsc1
154.234
45.1758
2.06202
2
1
20
20.23
NCC1=C(C=C)C(Cl)=CO1
C=Cc1c(Cl)coc1CN
false
CCC1CCC(C)C1CC
c1ccoc1
157.6
41.7004
2.0347
2
1
18
39.16
CC(C#C)S(=O)(=O)N(C)N
C#CC(C)S(=O)(=O)N(C)N
false
CCC(C)C(C)(C)C(C)C
162.214
39.1652
-0.8566
3
1
20
63.4
CNC1=CC(O)=C(S1)C#N
CNc1cc(O)c(C#N)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
154.194
40.2455
1.36708
4
2
16
56.05
ClC1=CC=CN=C1OC=C
C=COc1ncccc1Cl
false
CCCC1CCCCC1C
c1ccncc1
155.584
40.072
2.2573
2
0
16
22.12