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
ON=C1CN=C2SNC=C12
ON=C1CN=C2SNC=C12
true
CCC1CCC2CCCC12
N=C1CN=C2SNC=C12
155.182
40.3332
0.364
5
2
15
56.98
CN1SC=C(C2CN2)C1=O
Cn1scc(C2CN2)c1=O
false
CC1CCC(C2CC2)C1C
O=c1[nH]scc1C1CN1
156.21
40.3037
0.0911
4
1
18
43.94
CN(C)C(=S)N(N)CCO
CN(C)C(=S)N(N)CCO
true
CCCC(C)C(C)C(C)C
163.246
44.2642
-0.9991
3
2
23
52.73
CC1=C(Cl)C(Cl)=C(CO)N1
Cc1[nH]c(CO)c(Cl)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
180.034
41.4725
2.12222
1
2
17
36.02
CN1SC(C=C1)=NN1CC1
Cn1ccc(=NN2CC2)s1
false
CC1CCC(CC2CC2)C1
c1cc(=NN2CC2)s[nH]1
155.226
40.426
0.2179
4
0
19
20.3
CC=CC1=CNS(=O)(=O)C1
CC=CC1=CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CN1
159.21
39.8195
0.3794
2
1
19
46.17
CCN1NC(C)CNC1=S
CCN1NC(C)CNC1=S
true
CCC1CC(C)CCC1C
S=C1NCCNN1
159.258
45.5784
0.0895
2
2
23
27.3
NC1=C(SN=C1)C1CCO1
Nc1cnsc1C1CCO1
false
CC1CCCC1C1CCC1
c1cc(C2CCO2)sn1
156.21
39.8364
1.1867
4
1
18
48.14
CC(=O)CCC1=CSC=N1
CC(=O)CCc1cscn1
false
CC(C)CCC1CCCC1
c1cscn1
155.222
41.116
1.6647
3
0
19
29.96
NC(=S)N1CC=CC(=O)C1
NC(=S)N1CC=CC(=O)C1
true
CC1CCCC(C(C)C)C1
O=C1C=CCNC1
156.21
42.5054
-0.3291
2
1
18
46.33
COC1=NN=C(C)S1(=O)=O
COC1=NN=C(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=NN=C1
162.17
36.4728
-0.2494
5
0
16
68.09
CC(=NO)C1=NN=C(C)S1
CC(=NO)c1nnc(C)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
157.198
38.6435
1.04472
5
1
17
58.37
NC1=C(CO)SC=C1C=O
Nc1c(C=O)csc1CO
false
CCC1CCC(CC)C1C
c1ccsc1
157.194
40.0417
0.6351
4
2
17
63.32
CCC(N)S(=O)(=O)NN=C
C=NNS(=O)(=O)C(N)CC
false
CCCC(C)(C)C(C)CC
165.218
39.8709
-0.7838
4
2
21
84.55
N=CNN1CC2=CSC=C12
N=CNN1Cc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CN2
153.21
42.4214
1.17977
3
2
17
39.12
C=NN=C1SNC(=C1)C#N
C=NN=c1cc(C#N)[nH]s1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
152.182
38.4967
0.46418
4
1
14
64.3
CCC1=C(SC=N1)C=CC
CC=Cc1scnc1CC
false
CCCC1CCCC1CC
c1cscn1
153.25
46.2
2.7386
2
0
21
12.89
CC1=C(N)C2=C(CCO2)S1
Cc1sc2c(c1N)OCC2
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCO2
155.222
42.6674
1.57362
3
1
19
35.25
CNC1=CSC=C1N(C)C
CNc1cscc1N(C)C
false
CCC1CCCC1C(C)C
c1ccsc1
156.254
48.1927
1.8558
3
1
22
15.27
CCC1=C(N)SC=C1NC
CCc1c(NC)csc1N
false
CCC1CCC(C)C1CC
c1ccsc1
156.254
47.6561
1.9344
3
2
22
38.05
CC1=NSC(C#N)=C1C#C
C#Cc1c(C)nsc1C#N
false
CCC1CCC(C)C1CC
c1cnsc1
148.19
39.501
1.3045
3
0
14
36.68
CC#CC1=CC(Cl)=C(C)S1
CC#Cc1cc(Cl)c(C)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
170.664
46.618
3.08132
1
0
17
0
NC1CC1C1=C(Cl)C=NN1
NC1CC1c1[nH]ncc1Cl
false
CC1CCCC1C1CC1C
c1cc(C2CC2)[nH]n1
157.604
38.9311
0.8777
2
2
18
54.7
N=C1NCC2=CSN=C2O1
N=C1NCc2csnc2O1
false
CC1CCC2CCCC2C1
N=C1NCc2csnc2O1
155.182
37.3084
0.55987
4
2
15
58
CC(O)(C=C)S(=O)(=O)C#N
C=CC(C)(O)S(=O)(=O)C#N
false
CCC(C)(C)C(C)(C)CC
161.182
35.3536
-0.22322
4
1
17
78.16
CS(=O)(=O)C1=CNCC1O
CS(=O)(=O)C1=CNCC1O
true
CC1CCCC1C(C)(C)C
C1=CNCC1
163.198
36.9363
-1.1635
4
2
19
66.4
CCN(N=CC)S(N)(=O)=O
CC=NN(CC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
165.218
39.6532
-0.4825
3
1
21
75.76
CC1=CN2OC=C(Cl)C2=N1
Cc1cn2occ(Cl)c2n1
false
CC1CC2CCC(C)C2C1
c1cn2occc2n1
156.572
37.205
1.88912
3
0
15
30.44
NC1=C(O)SC2=C1CNC2
Nc1c(O)sc2c1CNC2
false
CC1CC2CCCC2C1C
c1cc2c(s1)CNC2
156.21
40.9399
0.6391
4
3
18
58.28
NC1=C(CCO)C(O)=CS1
Nc1scc(O)c1CCO
false
CCCC1C(C)CCC1C
c1ccsc1
159.21
41.186
0.5707
4
3
19
66.48
NC1=CC2=NSC=C2C=C1
Nc1ccc2csnc2c1
false
CC1CCC2CCCC2C1
c1ccc2nscc2c1
150.206
44.0324
1.8785
3
1
16
38.91
CC1(CO)NC2=NSN=C12
CC1(CO)Nc2nsnc21
false
CCC1(C)CC2CCCC21
C1Nc2nsnc21
157.198
37.9695
0.1711
5
2
17
58.04
CC1C(O)C1N(C)C(N)=S
CC1C(O)C1N(C)C(N)=S
true
CC(C)C(C)C1C(C)C1C
C1CC1
160.242
43.5072
-0.459
2
2
22
49.49
C1CNC2=C(OC1)N=NS2
C1CNc2snnc2OC1
false
C1CCC2CCCC2CC1
C1CNc2snnc2OC1
157.198
38.5107
0.7325
5
1
17
47.04
CC(C)C(C)C1=NN=NS1
CC(C)C(C)c1nnns1
false
CC(C)C(C)C1CCCC1
c1nnns1
157.242
40.957
1.6926
4
0
21
38.67
NN1CCCCNS1(=O)=O
NN1CCCCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)NCCCCN1
165.218
37.0499
-1.2097
3
2
21
75.43
NCC1=CSC(NC=O)=C1
NCc1csc(NC=O)c1
false
CCCC1CCC(CC)C1
c1ccsc1
156.21
41.8971
0.7751
3
2
18
55.12
ClC1=CC=CC=C1CC=C
C=CCc1ccccc1Cl
false
CCCC1CCCCC1C
c1ccccc1
152.624
45.353
3.0685
0
0
19
0
CCC1=C2C=COC2=CS1
CCc1scc2occc12
false
CCC1CCC2CCCC12
c1cc2cscc2o1
152.218
43.469
3.0567
2
0
18
13.14
O=NC1=CNC(=S)NC=C1
O=NC1=CNC(=S)NC=C1
true
CCC1CCCC(C)CC1
S=C1NC=CC=CN1
155.182
41.8874
0.5856
3
2
15
53.49
NC(C=C)C1=CSC(=N)N1
C=CC(N)c1csc(=N)[nH]1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
155.226
41.6498
0.74147
3
3
19
65.66
O=CN1CC=CNC(=S)N1
O=CN1CC=CNC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NC=CCNN1
157.198
40.7794
-0.6488
2
2
17
44.37
CN=C1N(C)SC(N)=C1C
CN=c1c(C)c(N)sn1C
false
CCC1C(C)CC(C)C1C
N=c1ccs[nH]1
157.242
43.9264
0.50772
4
1
21
43.31
C#CCCN=C1NN=CS1
C#CCCN=c1[nH]ncs1
false
CCCCCC1CCCC1
N=c1[nH]ncs1
153.21
40.3447
0.3952
3
1
17
41.04
CN1C(CN)=CCS1(=O)=O
CN1C(CN)=CCS1(=O)=O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CN1
162.214
38.6872
-0.8958
3
1
20
63.4
CCN(C)C1=CNC(=O)S1
CCN(C)c1c[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
158.226
43.8837
0.8925
3
1
20
36.1
CON=CCC1=CSN=N1
CON=CCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
157.198
39.114
0.7128
5
0
17
47.37
COC(C#C)C1=NSC=N1
C#CC(OC)c1ncsn1
false
CCC(CC)C1CCCC1
c1ncsn1
154.194
38.492
0.8588
4
0
16
35.01
CCC1(CC1)NC(=S)NO
CCC1(NC(=S)NO)CC1
false
CCC(C)CC1(CC)CC1
C1CC1
160.242
42.9119
0.7823
2
3
22
44.29
O=C1CC2=C(C1)SC(=O)N2
O=C1Cc2[nH]c(=O)sc2C1
false
CC1CC2CC(C)CC2C1
O=C1Cc2[nH]c(=O)sc2C1
155.178
37.3547
0.1041
3
1
15
49.93
NC1=CN=CC2=C1N=CS2
Nc1cncc2scnc12
false
CC1CCCC2CCCC12
c1cc2ncsc2cn1
151.194
41.8274
1.2735
4
1
15
51.8
O=CC1=C2N=CNC2=CS1
O=Cc1scc2[nH]cnc12
false
CCC1CCC2CCCC12
c1nc2cscc2[nH]1
152.178
39.3582
1.4369
3
1
14
45.75
OC1=C(C=CC#N)N=CS1
N#CC=Cc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
152.178
38.4258
1.38548
4
1
14
56.91
CC1(CS(=O)(=O)CO)CO1
CC1(CS(=O)(=O)CO)CO1
true
CCC(C)(C)CC1(C)CC1
C1CO1
166.198
35.2296
-0.8601
4
1
20
66.9
CC1OCC(=C)CS1(=O)=O
C=C1COC(C)S(=O)(=O)C1
false
CC1CCC(C)C(C)(C)C1
C=C1COCS(=O)(=O)C1
162.21
38.3408
0.3336
3
0
20
43.37
C#CCC1=CSC(=C1)C#N
C#CCc1csc(C#N)c1
false
CCCC1CCC(CC)C1
c1ccsc1
147.202
41.571
1.79548
2
0
15
23.79
CN1OC2CC2(N)S1(=O)=O
CN1OC2CC2(N)S1(=O)=O
true
CC1CC2CC2(C)C1(C)C
O=S1(=O)NOC2CC21
164.186
33.0912
-1.3795
4
1
18
72.63
CC1=CC2=C(N=CS2)C1=O
CC1=Cc2scnc2C1=O
false
CC1CC2CCCC2C1C
O=C1C=Cc2scnc21
151.19
40.0955
1.7427
3
0
15
29.96
CCN1C2C(C)C2NC1=S
CCN1C(=S)NC2C(C)C21
false
CCC1C(C)CC2C(C)C12
S=C1NC2CC2N1
156.254
44.8537
0.5833
1
1
22
15.27
C1OC2C1CC1=NSC=C21
c1snc2c1C1OCC1C2
false
C1CC2CC3CCC3C2C1
c1snc2c1C1OCC1C2
153.206
38.001
1.3867
3
0
17
22.12
OCC1OC1C1=CC=NS1
OCC1OC1c1ccns1
false
CCC1CC1C1CCCC1
c1cc(C2CO2)sn1
157.194
36.8138
0.5753
4
1
17
45.65
CC(C)CC1CCS1(=O)=O
CC(C)CC1CCS1(=O)=O
true
CC(C)CC1CCC1(C)C
O=S1(=O)CCC1
162.254
41.6468
1.2196
2
0
24
34.14
C=CC1=CCS(=O)(=O)C1=C
C=CC1=CCS(=O)(=O)C1=C
true
CCC1CCC(C)(C)C1C
C=C1C=CCS1(=O)=O
156.206
41.2068
1.0409
2
0
18
34.14
C=C1CN2SC(=O)N=C2C1
C=C1Cc2nc(=O)sn2C1
false
CC1CC2CC(C)CC2C1
C=C1Cc2nc(=O)sn2C1
154.194
39.218
0.4171
4
0
16
34.89
CC1NCC1OS(N)(=O)=O
CC1NCC1OS(N)(=O)=O
true
CC1CCC1CC(C)(C)C
C1CNC1
166.202
35.4449
-1.4332
4
2
20
81.42
O=S1(=O)C=C2OCCC2=N1
O=S1(=O)C=C2OCCC2=N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2OCCC2=N1
159.166
35.0068
0.0325
3
0
15
55.73
CS(=O)(=O)C=C(N)CCO
CS(=O)(=O)C=C(N)CCO
true
CCCC(C)CC(C)(C)C
165.214
38.817
-0.7865
4
2
21
80.39
CCC1=NC=C(S1)C(C)N
CCc1ncc(C(C)N)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
156.254
44.0944
1.7252
3
1
22
38.91
CN(N)C(=S)NCCC=C
C=CCCNC(=S)N(C)N
false
CCCCCC(C)C(C)C
159.258
47.3651
0.2425
2
2
23
41.29
CN(C=O)N(C=C)C(N)=S
C=CN(C(N)=S)N(C)C=O
false
CCC(C)C(CC)C(C)C
159.214
42.6484
-0.3213
2
1
19
49.57
CC1=C(NC=N)OC=C1Cl
Cc1c(Cl)coc1NC=N
false
CCCC1CCC(C)C1C
c1ccoc1
158.588
40.8614
2.26039
2
2
17
49.02
O=S1(=O)OC(C#N)C1C#C
C#CC1C(C#N)OS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCO1
157.15
32.0268
-0.75962
4
0
13
67.16
CNC1C(=O)CNS1(=O)=O
CNC1C(=O)CNS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=C1CNS(=O)(=O)C1
164.186
34.7772
-1.966
4
2
18
75.27
CC=CCC1CS(=O)(=O)C1
CC=CCC1CS(=O)(=O)C1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCC1
160.238
41.5748
0.9972
2
0
22
34.14
CNC1=NSC(C=C)=C1C
C=Cc1snc(NC)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
154.238
46.4887
2.13622
3
1
20
24.92
CCC1=C2SC=NC2=NO1
CCc1onc2ncsc12
false
CCC1CCC2CCCC12
c1nc2nocc2s1
154.194
39.059
1.8467
4
0
16
38.92
CC12CC1NC(=S)N(O)C2
CC12CC1NC(=S)N(O)C2
true
CC1CC2CC2(C)CC1C
S=C1NCC2CC2N1
158.226
40.7382
0.3443
2
2
20
35.5
CC(C)(NS(N)(=O)=O)C#C
C#CC(C)(C)NS(N)(=O)=O
false
CCC(C)(C)CC(C)(C)C
162.214
39.1549
-0.8087
2
2
20
72.19
CC1NC(C)C2=C1SN=C2
CC1NC(C)c2sncc21
false
CC1CC(C)C2CCCC12
c1nsc2c1CNC2
154.238
42.0797
1.8683
3
1
20
24.92
NC(=O)CC1CNC(=S)N1
NC(=O)CC1CNC(=S)N1
true
CC(C)CC1CCC(C)C1
S=C1NCCN1
159.214
41.3358
-1.2919
2
3
19
67.15
CCC(O)C1=CC=C(C)S1
CCC(O)c1ccc(C)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.25
44.3068
2.49992
2
1
22
20.23
NC1=NSC=C1CCC#C
C#CCCc1csnc1N
false
CCCCC1CCCC1C
c1cnsc1
152.222
43.6804
1.2911
3
1
18
38.91
CC=C(C#N)C1=CSN=C1
CC=C(C#N)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
150.206
41.378
2.06998
3
0
16
36.68
CCCS(=O)(=O)N(O)C=N
CCCS(=O)(=O)N(O)C=N
true
CCCC(C)(C)C(C)CC
166.202
36.487
0.02447
4
2
20
81.46
ClC1=CNC2=C1C(=O)OC2
O=C1OCc2[nH]cc(Cl)c21
false
CC1CCC2CCC(C)C12
O=C1OCc2[nH]ccc21
157.556
34.9222
1.3385
2
1
14
42.09
CC(C)(CNC(N)=S)C#N
CC(C)(C#N)CNC(N)=S
false
CCC(C)(C)CCC(C)C
157.242
44.1821
0.36938
2
2
21
61.84
CCS(=O)(=O)CON=CC
CC=NOCS(=O)(=O)CC
false
CCCCCC(C)(C)CC
165.214
39.5788
0.4009
4
0
21
55.73
COCCC(C)S(C)(=O)=O
COCCC(C)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
166.242
40.7988
0.456
3
0
24
43.37
CC=CC1=C(C)SC(=O)S1
CC=Cc1sc(=O)sc1C
false
CCCC1CC(C)CC1C
O=c1sccs1
172.274
47.911
2.51132
3
0
18
17.07
NS(=O)(=O)NC(CO)C#C
C#CC(CO)NS(N)(=O)=O
false
CCC(CC)CC(C)(C)C
164.186
35.9497
-2.2264
3
3
18
92.42
CC(N)CN(C)S(N)(=O)=O
CC(N)CN(C)S(N)(=O)=O
true
CC(C)CC(C)C(C)(C)C
167.234
39.3866
-1.5311
3
2
23
89.42
C1CC(CO1)C1=NC=CS1
c1csc(C2CCOC2)n1
false
C1CCC(C2CCCC2)C1
c1csc(C2CCOC2)n1
155.222
40.291
1.647
3
0
19
22.12
CC1=C(SC=C1)C(=N)NO
Cc1ccsc1C(=N)NO
false
CCC(C)C1CCCC1C
c1ccsc1
156.21
40.8069
1.36069
3
3
18
56.11
CN=C(NN=C)S(C)(=O)=O
C=NNC(=NC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
163.202
40.8875
-0.778
4
1
19
70.89
CCC(CC)=CS(N)(=O)=O
CCC(=CS(N)(=O)=O)CC
false
CCC(CC)CC(C)(C)C
163.242
41.7722
0.9788
2
1
23
60.16
CCC1CN1S(=O)(=O)OC
CCC1CN1S(=O)(=O)OC
true
CCC1CC1C(C)(C)CC
C1CN1
165.214
36.7138
-0.0282
3
0
21
46.38
S1C=NC(=N1)N1C=CC=C1
c1ccn(-c2ncsn2)c1
false
C1CCC(C2CCCC2)C1
c1ccn(-c2ncsn2)c1
151.194
39.236
1.3288
4
0
15
30.71
CC1=CCON1S(N)(=O)=O
CC1=CCON1S(N)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CNOC1
164.186
34.6552
-0.6591
3
1
18
72.63
CC(=CCO)C1=CC=CS1
CC(=CCO)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
154.234
45.0558
2.1437
2
1
20
20.23
NC(=O)C1CC2=CSC=C12
NC(=O)C1Cc2cscc21
false
CC(C)C1CC2CCCC21
c1scc2c1CC2
153.206
39.9584
0.8731
2
1
17
43.09