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
CN1C=C(Cl)C=CC1=NO
Cn1cc(Cl)ccc1=NO
false
CCC1CCC(C)CC1C
N=c1cccc[nH]1
158.588
37.7725
0.9684
3
1
17
37.52
C1N=CNOC2=C1SC=N2
C1=NCc2scnc2ON1
false
C1CCC2CCCC2CC1
C1=NCc2scnc2ON1
155.182
38.0737
0.5684
5
1
15
46.51
CC1C2CC2C2=C1C=CS2
CC1c2ccsc2C2CC12
false
CC1C2CCCC2C2CC12
c1cc2c(s1)C1CC1C2
150.246
43.582
2.9687
1
0
20
0
CC(CO)C1=NC(C)=NS1
Cc1nsc(C(C)CO)n1
false
CCC(C)C1CCC(C)C1
c1ncsn1
158.226
40.1468
0.94232
4
1
20
46.01
O=CCCS(=O)(=O)CC=O
O=CCCS(=O)(=O)CC=O
true
CCCCC(C)(C)CCC
164.182
35.3988
-0.8109
4
0
18
68.28
CC12CN1NC(=S)NOC2
CC12CONC(=S)NN1C2
false
CC1CCCC2(C)CC2C1
S=C1NOCC2CN2N1
159.214
39.9324
-0.615
3
2
19
36.3
COC1=NC(C)=C(S1)C=C
C=Cc1sc(OC)nc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
155.222
43.494
2.10312
3
0
19
22.12
CC1C2CNC(=S)N(N)C12
CC1C2CNC(=S)N(N)C12
true
CC1CCC2C(C)C2C1C
S=C1NCC2CC2N1
157.242
43.0691
-0.3153
2
2
21
41.29
O=S1(=O)CCC2CC(C2)O1
O=S1(=O)CCC2CC(C2)O1
true
CC1(C)CCC2CC(C2)C1
O=S1(=O)CCC2CC(C2)O1
162.21
36.0008
0.5151
3
0
20
43.37
CN=C1SC=C(CN)N1O
CN=c1scc(CN)n1O
false
CCC1CCC(CC)C1C
N=c1[nH]ccs1
159.214
38.8719
-0.2239
5
2
19
63.54
CC1OCC2NC1S2(=O)=O
CC1OCC2NC1S2(=O)=O
true
CC1CCC2CC1C2(C)C
O=S1(=O)C2COCC1N2
163.198
35.0455
-0.9247
4
1
19
55.4
CN1CS(=O)(=O)CC1C#N
CN1CS(=O)(=O)CC1C#N
true
CCC1CC(C)(C)CC1C
O=S1(=O)CCNC1
160.198
35.8178
-0.80372
4
0
18
61.17
CC=CS(=O)(=O)C(N)=NC
CC=CS(=O)(=O)C(N)=NC
true
CCCC(C)(C)C(C)CC
162.214
41.2802
-0.1207
3
1
20
72.52
O=S(=O)(C#C)C1=COCO1
C#CS(=O)(=O)C1=COCO1
false
CCC(C)(C)C1CCCC1
C1=COCO1
160.15
32.8728
-0.2049
4
0
14
52.6
NCC1=CC(Cl)=C(CN)S1
NCc1cc(Cl)c(CN)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
176.672
45.1118
1.3189
3
2
19
52.04
CCN1OCC(N)S1(=O)=O
CCN1OCC(N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CCON1
166.202
35.2272
-1.1319
4
1
20
72.63
OCC1=COC2=C1N=CS2
OCc1coc2scnc12
false
CCC1CCC2CCCC12
c1cc2ncsc2o1
155.178
37.8088
1.3816
4
1
15
46.26
NC1=C2C(Cl)=COC2=CN1
Nc1[nH]cc2occ(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2c[nH]cc2o1
156.572
39.9871
1.9965
2
2
15
54.95
CS(=O)(=O)NCC(O)CN
CS(=O)(=O)NCC(O)CN
true
CCC(C)CCC(C)(C)C
168.218
37.9077
-2.1448
4
3
22
92.42
COC(=C)C1NCS1(=O)=O
C=C(OC)C1NCS1(=O)=O
false
CCC(C)C1CCC1(C)C
O=S1(=O)CNC1
163.198
36.8595
-0.5519
4
1
19
55.4
CC(O)(C#C)C1=NC=CS1
C#CC(C)(O)c1nccs1
false
CCC(C)(C)C1CCCC1
c1cscn1
153.206
40.5178
0.9838
3
1
17
33.12
COC1=CSC(N)=C1C=C
C=Cc1c(OC)csc1N
false
CCC1CCC(C)C1CC
c1ccsc1
155.222
45.3744
1.9819
3
1
19
35.25
CNCC1=CN=CS1(=O)=O
CNCC1=CN=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CN=C1
160.198
39.4215
-0.4961
4
1
18
58.53
CNC1C(C)NCS1(=O)=O
CNC1C(C)NCS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCNC1
164.23
39.2322
-1.1041
4
2
22
58.2
NC1=NC(=NS1)C(=C)C=C
C=CC(=C)c1nsc(N)n1
false
CCC(C)C1CCC(C)C1
c1ncsn1
153.21
43.5524
1.3195
4
1
17
51.8
NC1=C(Cl)C2=C(N1)N=CO2
Nc1[nH]c2ncoc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ocnc2[nH]1
157.56
37.7821
1.3915
3
2
14
67.84
CC1=CN2NC=C(Cl)C2=C1
Cc1cc2c(Cl)c[nH]n2c1
false
CC1CC2CCC(C)C2C1
c1cc2cc[nH]n2c1
154.6
41.4947
2.22922
1
1
17
20.2
O1C=COC1C1=CN=CS1
C1=COC(c2cncs2)O1
false
C1CCC(C2CCCC2)C1
C1=COC(c2cncs2)O1
155.178
36.165
1.6597
4
0
15
31.35
CC1=C(C)C(NC=N)=NS1
Cc1snc(NC=N)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
155.226
43.9944
1.77891
3
2
19
48.77
CC1CCS(=O)(=O)N1C=C
C=CN1C(C)CCS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)CCCN1
161.226
39.9018
0.5539
2
0
21
37.38
N=C1SC=CN1N=CC#C
C#CC=Nn1ccsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ccs1
151.194
40.8867
0.49617
4
1
15
41.14
NCC1CC(=C)OS1(=O)=O
C=C1CC(CN)S(=O)(=O)O1
false
CCC1CC(C)CC1(C)C
C=C1CCS(=O)(=O)O1
163.198
36.6042
-0.4225
4
1
19
69.39
O=S1(=O)CNC2C=NOC12
O=S1(=O)CNC2C=NOC21
false
CC1(C)CCC2CCCC21
O=S1(=O)CNC2C=NOC21
162.17
34.0755
-1.3274
5
1
16
67.76
O=C1CC=COCS1(=O)=O
O=C1CC=COCS1(=O)=O
true
CC1CCCCCC1(C)C
O=C1CC=COCS1(=O)=O
162.166
33.6358
-0.1807
4
0
16
60.44
CC1=CC(=NS1)C(=N)NO
Cc1cc(C(=N)NO)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
157.198
38.6019
0.75569
4
3
17
69
NN=C1CCNS(=O)(=O)C1
NN=C1CCNS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
N=C1CCNS(=O)(=O)C1
163.202
38.0289
-1.3758
4
2
19
84.55
CNCC1(C)CCS1(=O)=O
CNCC1(C)CCS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CCC1
163.242
40.7355
-0.217
3
1
23
46.17
NC1=NC(=CS1)C(=C)C=C
C=CC(=C)c1csc(N)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
152.222
45.7574
1.9245
3
1
18
38.91
OC1=C2C3NC3CC2=NS1
Oc1snc2c1C1NC1C2
false
CC1CCC2CC3CC3C12
c1snc2c1C1NC1C2
154.194
37.1475
0.4177
4
2
16
55.06
C=CC1=CC2=C(OC=C2)S1
C=Cc1cc2ccoc2s1
false
CCC1CC2CCCC2C1
c1cc2ccsc2o1
150.202
44.182
3.1373
2
0
16
13.14
CNNS(=O)(=O)C(C)CO
CNNS(=O)(=O)C(C)CO
true
CCCC(C)(C)C(C)CC
168.218
37.663
-1.579
4
3
22
78.43
CC#CCC1=NNSC1=O
CC#CCc1n[nH]sc1=O
false
CCCCC1CCCC1C
O=c1cn[nH]s1
154.194
39.8887
0.3972
3
1
16
45.75
NC(=N)C1=C(N)OC=C1Cl
N=C(N)c1c(Cl)coc1N
false
CC(C)C1C(C)CCC1C
c1ccoc1
159.576
39.1465
0.79927
3
3
16
89.03
NS(=O)(=O)C(=C)OC1CC1
C=C(OC1CC1)S(N)(=O)=O
false
CC(CC1CC1)C(C)(C)C
C1CC1
163.198
36.3542
-0.0749
3
1
19
69.39
O=CC1=CSC2=C1CCC2
O=Cc1csc2c1CCC2
false
CCC1CCC2CCCC12
c1cc2c(s1)CCC2
152.218
41.7315
2.0493
2
0
18
17.07
CN1CCS(=O)(=O)NC1=N
CN1CCS(=O)(=O)NC1=N
true
CC1CCC(C)(C)CC1C
N=C1NCCS(=O)(=O)N1
163.202
37.2792
-1.21403
3
2
19
73.26
C=NN=C1NC(=CS1)C#C
C#Cc1csc(=NN=C)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
151.194
41.7167
0.5738
3
1
15
40.51
ClC1=CN2NC(=N)CC2=C1
N=C1Cc2cc(Cl)cn2N1
false
CC1CC2CC(C)CC2C1
N=C1Cc2cccn2N1
155.588
40.2334
1.21837
2
2
16
40.81
CCN1CC2=CSN=C2N1
CCN1Cc2csnc2N1
false
CCC1CC2CCCC2C1
c1snc2c1CNN2
155.226
41.8207
1.3055
4
1
19
28.16
CC1=NC2=C(S1)C=NC2=O
Cc1nc2c(s1)C=NC2=O
false
CC1CC2CCC(C)C2C1
O=C1N=Cc2scnc21
152.178
38.7755
1.02422
3
0
14
42.32
CC(N)C1=NSN(C)C1=O
CC(N)c1nsn(C)c1=O
false
CC(C)C1CCC(C)C1C
O=c1cns[nH]1
159.214
39.9574
-0.1385
5
1
19
60.91
NNC(=O)C1=C(N)SC=C1
NNC(=O)c1ccsc1N
false
CCC(C)C1CCCC1C
c1ccsc1
157.198
40.385
-0.0662
4
3
17
81.14
C=CCOC1=NC(=N)SN1
C=CCOc1nc(=N)s[nH]1
false
CCCCC1CCC(C)C1
N=c1nc[nH]s1
157.198
38.0114
0.51547
4
2
17
61.76
CC1C=CC2=NSC(=N)N12
CC1C=Cc2nsc(=N)n21
false
CC1CCC2CCC(C)C12
N=c1snc2n1CC=C2
153.21
39.7037
1.01187
4
1
17
41.67
COCCOC1=NSC=C1
COCCOc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
159.21
39.485
1.1683
4
0
19
31.35
O=CCC1CNCS1(=O)=O
O=CCC1CNCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCNC1
163.198
36.2585
-1.0805
4
1
19
63.24
CCN(C=N)C(=S)NC=O
CCN(C=N)C(=S)NC=O
true
CCCC(C)C(CC)CC
159.214
42.9614
-0.05373
3
2
19
56.19
C1OC2=CN3SC=CC3=C12
c1cc2c3c(cn2s1)OC3
false
C1CC2CC3CCC3C2C1
c1cc2c3c(cn2s1)OC3
151.19
39.606
1.8932
3
0
15
13.64
ONC(=S)N1NCC2CC12
ONC(=S)N1NCC2CC21
false
CCC(C)C1CCC2CC21
C1NNC2CC12
159.214
39.2569
-0.5412
3
3
19
47.53
CC1C(O)C2=CSC(C)=C12
Cc1scc2c1C(C)C2O
false
CC1CCC2C(C)C(C)C12
c1scc2c1CC2
154.234
42.4308
2.20702
2
1
20
20.23
NCC1COC2=C1C=NS2
NCC1COc2sncc21
false
CCC1CCC2CCCC12
c1nsc2c1CCO2
156.21
39.4044
0.5778
4
1
18
48.14
CC1C2N1CCOS2(=O)=O
CC1C2N1CCOS2(=O)=O
true
CC1C2CCCC(C)(C)C12
O=S1(=O)OCCN2CC21
163.198
34.8278
-0.6234
4
0
19
46.38
CC1CCN(C1C)C(N)=S
CC1CCN(C(N)=S)C1C
false
CC(C)C1CCC(C)C1C
C1CCNC1
158.27
46.7344
0.9603
1
1
24
29.26
CN1C(=S)NCC=C1C=O
CN1C(=S)NCC=C1C=O
true
CCC1CCCC(C)C1C
S=C1NC=CCN1
156.21
42.5107
-0.1109
2
1
18
32.34
CC(NC1=NC=CS1)C=O
CC(C=O)Nc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
156.21
41.2627
1.1424
4
1
18
41.99
O=S1(=O)CC(N1)(C#C)C#N
C#CC1(C#N)CS(=O)(=O)N1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCN1
156.166
34.0995
-1.18502
3
1
14
69.96
CC1CS(=O)(=O)OCC1=C
C=C1COS(=O)(=O)CC1C
false
CC1CCC(C)(C)CC1C
C=C1CCS(=O)(=O)OC1
162.21
38.0428
0.5387
3
0
20
43.37
OC1(COC1)C1=CSN=C1
OC1(c2cnsc2)COC1
false
CC1(C2CCCC2)CCC1
c1nscc1C1COC1
157.194
36.8298
0.3609
4
1
17
42.35
CCC1=C(N=NS1)C(N)=O
CCc1snnc1C(N)=O
false
CCC1CCCC1C(C)C
c1csnn1
157.198
37.8049
0.1994
4
1
17
68.87
NC12CC1S(=O)(=O)NC=C2
NC12C=CNS(=O)(=O)C1C2
false
CC1(C)CCCC2(C)CC12
O=S1(=O)NC=CC2CC21
160.198
36.5189
-1.0971
3
2
18
72.19
OS(=O)(=O)C1CNC2CC12
O=S(=O)(O)C1CNC2CC21
false
CC(C)(C)C1CCC2CC21
C1CC2CC2N1
163.198
35.2343
-0.7655
3
2
19
66.4
O=S1(=O)CCC1OCC#C
C#CCOC1CCS1(=O)=O
false
CCCCC1CCC1(C)C
O=S1(=O)CCC1
160.194
36.9768
-0.2192
3
0
18
43.37
C1CC2=C(CC=C1)C=CS2
C1=CCc2ccsc2CC1
false
C1CCC2CCCC2CC1
C1=CCc2ccsc2CC1
150.246
45.484
2.793
1
0
20
0
CCCC1=CC=C(S1)C#N
CCCc1ccc(C#N)s1
false
CCCC1CCC(CC)C1
c1ccsc1
151.234
43.029
2.57228
2
0
19
23.79
CC1=NC(C2CN2)=C(O)S1
Cc1nc(C2CN2)c(O)s1
false
CC1CC(C)C(C2CC2)C1
c1nc(C2CN2)cs1
156.21
39.2595
0.80142
4
2
18
55.06
OC1=CC2=CC(Cl)=CN2O1
Oc1cc2cc(Cl)cn2o1
false
CC1CC2CC(C)CC2C1
c1cc2ccon2c1
157.556
36.3378
1.8913
3
1
14
37.78
CC(CN)=COS(C)(=O)=O
CC(=COS(C)(=O)=O)CN
false
CCC(C)CCC(C)(C)C
165.214
38.7402
-0.1749
4
1
21
69.39
CC1=C(N)C(O)=CC=C1Cl
Cc1c(Cl)ccc(O)c1N
false
CC1CCC(C)C(C)C1C
c1ccccc1
157.6
42.2662
1.93622
2
2
18
46.25
CCONS(=O)(=O)CC#C
C#CCS(=O)(=O)NOCC
false
CCCCC(C)(C)CCC
163.198
37.3815
-0.5095
3
1
19
55.4
OC1CN2C(=N)SN=C2C1
N=c1snc2n1CC(O)C2
false
CC1CC2CCC(C)C2C1
N=c1snc2n1CCC2
157.198
35.6695
-0.65893
5
2
17
61.9
NC1C(CO)CNS1(=O)=O
NC1C(CO)CNS1(=O)=O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CCCN1
166.202
35.4737
-2.1873
4
3
20
92.42
NC(=S)NCC(O)CC=C
C=CCC(O)CNC(N)=S
false
CCCC(C)CCC(C)C
160.242
45.6089
-0.2434
2
3
22
58.28
CCCC(N)C1=NC=NS1
CCCC(N)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
157.242
41.7454
1.338
4
1
21
51.8
CCCN1C=CSC1=NN
CCCn1ccsc1=NN
false
CCCC1CCCC1CC
N=c1[nH]ccs1
157.242
42.3504
0.734
4
1
21
43.31
CC(C)CN(C)S(C)(=O)=O
CC(C)CN(C)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
165.258
42.3118
0.5338
2
0
25
37.38
CCC(C=O)C1=NSN=N1
CCC(C=O)c1nnsn1
false
CCC(CC)C1CCCC1
c1nnsn1
157.198
36.8
0.6256
5
0
17
55.74
NC(=S)N1CC2CC2CO1
NC(=S)N1CC2CC2CO1
true
CC(C)C1CCC2CC2C1
C1NOCC2CC12
158.226
41.0404
0.1133
2
1
20
38.49
C=C1CC2OC2S(=O)(=O)O1
C=C1CC2OC2S(=O)(=O)O1
true
CC1CC2CC2C(C)(C)C1
C=C1CC2OC2S(=O)(=O)O1
162.166
32.4228
-0.0249
4
0
16
55.9
CC(C)C(C=C)S(O)(=O)=O
C=CC(C(C)C)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
164.226
40.3716
1.0848
2
1
22
54.37
N=C1NC2=C(CC=CC2)S1
N=c1[nH]c2c(s1)CC=CC2
false
CC1CC2CCCCC2C1
N=c1[nH]c2c(s1)CC=CC2
152.222
41.0724
1.21047
2
2
18
39.64
ON1SC=C2CN=CN=C12
ON1SC=C2CN=CN=C21
false
CC1CCC2CCCCC12
C1=NCC2=CSNC2=N1
155.182
40.0935
0.6637
5
1
15
48.19
CC(C)C1CC=CS1(=O)=O
CC(C)C1CC=CS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)C=CCC1
160.238
41.3028
1.3432
2
0
22
34.14
CC(=O)CCC1=NSN=C1
CC(=O)CCc1cnsn1
false
CC(C)CCC1CCCC1
c1cnsn1
156.21
38.911
1.0597
4
0
18
42.85
CN(C)C(=S)NN=CC=O
CN(C)C(=S)NN=CC=O
true
CCCCCC(C)C(C)C
159.214
43.9767
-0.3928
3
1
19
44.7
CN=CN1C=C(Cl)C=C1C
CN=Cn1cc(Cl)cc1C
false
CCCC1CC(C)CC1C
c1cc[nH]c1
156.616
43.993
1.95612
2
0
19
17.29
CN1C=CC2=CSC(C)=C12
Cc1scc2ccn(C)c12
false
CC1CCC2CCC(C)C12
c1cc2cscc2[nH]1
151.234
45.533
2.54822
2
0
19
4.93
CC(NC(N)=S)C1CN1C
CC(NC(N)=S)C1CN1C
true
CC(C)CC(C)C1CC1C
C1CN1
159.258
45.8011
-0.4779
2
2
23
41.06
C=CC1CCS(=O)(=O)NN1
C=CC1CCS(=O)(=O)NN1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCCNN1
162.214
38.6602
-0.6313
3
2
20
58.2
CNC1=CC(N)=NC=C1Cl
CNc1cc(N)ncc1Cl
false
CCC1CC(C)CCC1C
c1ccncc1
157.604
43.2061
1.3589
3
2
18
50.94
CONC(=S)NCC=CC
CC=CCNC(=S)NOC
false
CCCCCC(C)CCC
160.242
45.5594
0.588
2
2
22
33.29