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=NC=CC(Cl)=C1CO
Cc1nccc(Cl)c1CO
false
CCC1C(C)CCCC1C
c1ccncc1
157.6
39.9068
1.53572
2
1
18
33.12
O=S1(=O)C2CC3NC3C1N2
O=S1(=O)C2CC3NC3C1N2
true
CC1(C)C2CC3CC3C1C2
O=S1(=O)C2CC3NC3C1N2
160.198
34.9602
-1.5993
4
2
18
68.11
CC(=NO)C1=CSC(O)=C1
CC(=NO)c1csc(O)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.194
39.9813
1.6519
4
2
17
52.82
CN(C=O)C1=CSC(=N)N1
CN(C=O)c1csc(=N)[nH]1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
157.198
38.9914
0.14827
3
2
17
59.95
OC1=C(Cl)C=CC=C1C=C
C=Cc1cccc(Cl)c1O
false
CCC1CCCC(C)C1C
c1ccccc1
154.596
43.2078
2.6886
1
1
17
20.23
CC1=NC2=C(NC=NC2)S1
Cc1nc2c(s1)NC=NC2
false
CC1CC2CCCCC2C1
C1=NCc2ncsc2N1
153.21
42.6697
1.40532
4
1
17
37.28
CNC(=O)C1=NC(C)=CS1
CNC(=O)c1nc(C)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.21
40.2412
0.81112
3
1
18
41.99
CC1CCONS(=O)(=O)N1
CC1CCONS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)NCCCON1
166.202
35.2222
-0.8658
3
2
20
67.43
CC1CC1(N)CS(N)(=O)=O
CC1CC1(N)CS(N)(=O)=O
true
CC1CC1(C)CC(C)(C)C
C1CC1
164.23
38.6736
-0.9878
3
2
22
86.18
CC=C1CS(=O)(=O)C2OC12
CC=C1CS(=O)(=O)C2OC12
true
CCC1CC(C)(C)C2CC12
C=C1CS(=O)(=O)C2OC12
160.194
36.2048
0.086
3
0
18
46.67
C1CCC(C1)C1=NC=NS1
c1nsc(C2CCCC2)n1
false
C1CCC(C2CCCC2)C1
c1nsc(C2CCCC2)n1
154.238
41.118
2.1957
3
0
20
25.78
NC1=C(CO)S(=O)(=O)C=C1
NC1=C(CO)S(=O)(=O)C=C1
true
CCC1C(C)CCC1(C)C
O=S1(=O)C=CC=C1
161.182
36.359
-0.9089
4
2
17
80.39
C=CNS(=O)(=O)C#CC#C
C#CC#CS(=O)(=O)NC=C
false
CCCCC(C)(C)CCC
155.178
38.8615
-0.3566
2
1
15
46.17
CC1=CSC(N)=C1C=NN
Cc1csc(N)c1C=NN
false
CCCC1C(C)CCC1C
c1ccsc1
155.226
45.2498
0.93132
4
2
19
64.4
N=C1N2CC2C2=CSN=C12
N=C1c2nscc2C2CN12
false
CC1C2CCCC2C2CC12
N=C1c2nscc2C2CN12
151.194
38.3897
0.83877
3
1
15
39.75
CN1SC(=O)C(C)=C1CN
Cc1c(CN)n(C)sc1=O
false
CCC1C(C)CC(C)C1C
O=c1cc[nH]s1
158.226
42.1884
0.21392
4
1
20
48.02
CC1NC1C1=CSNC1=O
CC1NC1c1cs[nH]c1=O
false
CC1CCCC1C1CC1C
O=c1[nH]scc1C1CN1
156.21
40.2784
0.4692
3
2
18
54.8
CNCC1=NC(OC)=NS1
CNCc1nc(OC)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
159.214
39.2247
0.2661
5
1
19
47.04
ClC1=COC2=C1ONC=C2
Clc1coc2c1ONC=C2
false
CC1CCC2CCCCC12
C1=Cc2occc2ON1
157.556
36.5157
1.8007
3
1
14
34.4
CC(CN(C)C(N)=S)C#N
CC(C#N)CN(C)C(N)=S
false
CCC(C)CC(C)C(C)C
157.242
44.1924
0.32148
2
1
21
53.05
CC(C)NN1SC=CC1=O
CC(C)Nn1sccc1=O
false
CC(C)CC1CCCC1C
O=c1ccs[nH]1
158.226
43.0757
0.8617
4
1
20
34.03
CCOC1=CSC(=N)N1N
CCOc1csc(=N)n1N
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
159.214
39.4831
0.14157
5
2
19
64.03
CC1=C(NC(=S)NC1)C#N
CC1=C(C#N)NC(=S)NC1
false
CCC1CC(C)CCC1C
S=C1NC=CCN1
153.21
42.0494
0.26168
2
2
17
47.85
CC(C)CCS(=O)(=O)CO
CC(C)CCS(=O)(=O)CO
true
CCC(C)(C)CCC(C)C
166.242
40.3276
0.3971
3
1
24
54.37
C=C(OC1=NSC=C1)C=O
C=C(C=O)Oc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
155.178
37.946
1.2345
4
0
15
39.19
CC1=CC(=O)OC(N)=C1Cl
Cc1cc(=O)oc(N)c1Cl
false
CC1CC(C)C(C)C(C)C1
O=c1cccco1
159.572
39.1374
1.18382
3
1
16
56.23
COCS(=O)(=O)C(C)OC
COCS(=O)(=O)C(C)OC
true
CCCC(C)(C)C(C)CC
168.214
37.2668
-0.0025
4
0
22
52.6
OC1CC2CN2S(=O)(=O)C1
O=S1(=O)CC(O)CC2CN21
false
CC1CC2CC2C(C)(C)C1
O=S1(=O)CCCC2CN21
163.198
34.9046
-1.235
3
1
19
57.38
CC(C=C)N1C=CSC1=O
C=CC(C)n1ccsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]ccs1
155.222
43.487
1.6568
3
0
19
22
O=C1CCC=NNS1(=O)=O
O=C1CCC=NNS1(=O)=O
true
CC1CCCCCC1(C)C
O=C1CCC=NNS1(=O)=O
162.17
34.7885
-0.788
4
1
16
75.6
CC1=NC(=NC=C1Cl)C#C
C#Cc1ncc(Cl)c(C)n1
false
CCC1CCC(C)C(C)C1
c1cncnc1
152.584
39.714
1.41972
2
0
15
25.78
CNC(=S)N(CCO)C=C
C=CN(CCO)C(=S)NC
false
CCCC(CC)C(C)CC
160.242
45.6465
-0.0715
2
2
22
35.5
COC1=CN2N=CN=C2S1
COc1cn2ncnc2s1
false
CCC1CC2CCCC2C1
c1nc2sccn2n1
155.182
37.416
0.7994
5
0
15
39.42
CC(O)C=CC1=CC=NS1
CC(O)C=Cc1ccns1
false
CC(C)CCC1CCCC1
c1cnsc1
155.222
42.8288
1.5371
3
1
19
33.12
CC1=C(O)C(OC=C)=NS1
C=COc1nsc(C)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
157.194
39.3408
1.67942
4
1
17
42.35
S=C1NCCCOC=CN1
S=C1NC=COCCCN1
false
CC1CCCCCCCC1
S=C1NC=COCCCN1
158.226
43.4454
0.342
2
2
20
33.29
OC1=C(Cl)C=C2CCNN12
Oc1c(Cl)cc2n1NCC2
false
CC1CC2CCCC2C1C
c1cc2n(c1)NCC2
158.588
39.0385
0.9467
3
2
17
37.19
CCNC1=C(NC)N=CS1
CCNc1scnc1NC
false
CCCC1CCCC1CC
c1cscn1
157.242
45.8244
1.6166
4
2
21
36.95
CC1=CC(C=CNN)=CS1
Cc1cc(C=CNN)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
154.238
45.4131
1.49052
3
2
20
38.05
CCC(C#N)C1=CC=CS1
CCC(C#N)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
151.234
42.964
2.76528
2
0
19
23.79
NC(=N)OCS(=O)(=O)C=C
C=CS(=O)(=O)COC(=N)N
false
CCC(C)(C)CCC(C)C
164.186
36.9829
-0.58773
4
2
18
93.24
CC(C)(CC=C)S(O)(=O)=O
C=CCC(C)(C)S(=O)(=O)O
false
CCCC(C)(C)C(C)(C)C
164.226
40.4416
1.2289
2
1
22
54.37
CC1C2N1CC1=NSN=C21
CC1C2c3nsnc3CN12
false
CC1C2CC3CCCC3C12
C1c2nsnc2C2CN12
153.21
37.655
0.7969
4
0
17
28.79
CC1NC2CC1OS2(=O)=O
CC1NC2CC1OS2(=O)=O
true
CC1CC2CC1CC2(C)C
O=S1(=O)OC2CNC1C2
163.198
34.7955
-0.5771
4
1
19
55.4
OCCC1=NC=C(CO)S1
OCCc1ncc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
159.21
38.8266
0.1702
4
2
19
53.35
CC(N)C1=CCS(=O)(=O)N1
CC(N)C1=CCS(=O)(=O)N1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CC=CN1
162.214
38.6549
-0.8495
3
2
20
72.19
CC(C)C(C)CNC(N)=S
CC(C)C(C)CNC(N)=S
true
CC(C)CCC(C)C(C)C
160.286
48.7901
1.1117
1
2
26
38.05
CC1=C2C(Cl)=CSC2=CS1
Cc1scc2scc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cscc2s1
188.704
49.449
3.92462
2
0
15
0
CC1=C(N=NN1)S(C)(=O)=O
Cc1[nH]nnc1S(C)(=O)=O
false
CC1CCCC1C(C)(C)C
c1c[nH]nn1
161.186
34.2295
-0.48338
4
1
17
75.71
NCC1=C(Cl)C(=CO1)C#C
C#Cc1coc(CN)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
155.584
39.5444
1.373
2
1
16
39.16
CC1(O)COC2=C1N=CS2
CC1(O)COc2scnc21
false
CC1(C)CCC2CCCC21
c1nc2c(s1)OCC2
157.194
37.1798
0.743
4
1
17
42.35
CCCON1N=CSC1=N
CCCOn1ncsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ncs1
159.214
37.6967
0.26267
5
1
19
50.9
CC1CC(C)S(=O)(=O)N1N
CC1CC(C)S(=O)(=O)N1N
true
CC1CC(C)C(C)(C)C1C
O=S1(=O)CCCN1
164.23
38.4872
-0.3274
3
1
22
63.4
CNC1=CSC(CN)=C1N
CNc1csc(CN)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
157.242
46.1695
0.8307
4
3
21
64.07
NCCOC1=C(N)N=CS1
NCCOc1scnc1N
false
CCCCC1CCCC1C
c1cscn1
159.214
41.0758
0.0628
5
2
19
74.16
NC1C(O)C1C1=CSC=N1
NC1C(O)C1c1cscn1
false
CC1C(C)C1C1CCCC1
c1nc(C2CC2)cs1
156.21
38.8372
-0.0715
4
2
18
59.14
CCN(CC#N)S(N)(=O)=O
CCN(CC#N)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
163.202
35.9672
-0.96462
3
1
19
87.19
COCCN=C1NSC=N1
COCCN=c1ncs[nH]1
false
CCCCCC1CCCC1
N=c1ncs[nH]1
159.214
38.7707
0.0183
4
1
19
50.27
CNS(=O)(=O)C1CCC1=O
CNS(=O)(=O)C1CCC1=O
true
CCC(C)(C)C1CCC1C
O=C1CCC1
163.198
36.0085
-0.7329
3
1
19
63.24
CCC(=C)C1=C(O)SC=N1
C=C(CC)c1ncsc1O
false
CCC(C)C1CCCC1C
c1cscn1
155.222
43.1038
2.2719
3
1
19
33.12
CC=CC(N)C1=NC=NS1
CC=CC(N)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
155.226
41.6514
1.114
4
1
19
51.8
CCC(=C)C(N)S(N)(=O)=O
C=C(CC)C(N)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
164.23
40.5136
-0.4741
3
2
22
86.18
CC1=C(O)SC(=N1)C1CC1
Cc1nc(C2CC2)sc1O
false
CC1CC(C2CC2)CC1C
c1csc(C2CC2)n1
155.222
40.4908
2.03452
3
1
19
33.12
OC1C=CCCOS1(=O)=O
O=S1(=O)OCCC=CC1O
false
CC1CCCCCC1(C)C
O=S1(=O)CC=CCCO1
164.182
34.6356
-0.3889
4
1
18
63.6
CC(C)S(=O)(=O)NCC#N
CC(C)S(=O)(=O)NCC#N
true
CCCCC(C)(C)C(C)C
162.214
37.6715
-0.16222
3
1
20
69.96
NS(=O)(=O)C=CCC=NO
NS(=O)(=O)C=CCC=NO
true
CCCCCCC(C)(C)C
164.186
37.1427
-0.3613
4
2
18
92.75
CCC(C#C)C1=NC=NS1
C#CC(CC)c1ncns1
false
CCC(CC)C1CCCC1
c1ncsn1
152.222
41.774
1.6649
3
0
18
25.78
CN1CC1C1=CSC(O)=C1
CN1CC1c1csc(O)c1
false
CC1CCC(C2CC2C)C1
c1cc(C2CN2)cs1
155.222
41.3548
1.4402
3
1
19
23.24
CC1CNC(=S)N1NC=O
CC1CNC(=S)N1NC=O
true
CCCC1C(C)CCC1C
S=C1NCCN1
159.214
41.1014
-0.774
2
2
19
44.37
CCNS(=O)(=O)OC(C)C
CCNS(=O)(=O)OC(C)C
true
CCCC(C)(C)CC(C)C
167.23
38.8175
0.2657
3
1
23
55.4
OC1C(CC#N)CS1(=O)=O
N#CCC1CS(=O)(=O)C1O
false
CCCC1CC(C)(C)C1C
O=S1(=O)CCC1
161.182
33.5136
-0.73692
4
1
17
78.16
OC1=C(Cl)C2=C(N1)OCC2
Oc1[nH]c2c(c1Cl)CCO2
false
CC1CC2CCCC2C1C
c1cc2c([nH]1)OCC2
159.572
36.6665
1.3086
2
2
16
45.25
C1NC1C1=C2OCC2=NS1
C1Oc2c1nsc2C1CN1
false
C1CC1C1CCC2CCC21
C1Oc2c1nsc2C1CN1
154.194
37.1897
0.6798
4
1
16
44.06
CC1=C(C)C(CO)=C(N)S1
Cc1sc(N)c(CO)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
157.238
44.1282
1.43944
3
2
21
46.25
NS(=O)(=O)NCC(=C)C=O
C=C(C=O)CNS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
164.186
36.3139
-1.4654
3
2
18
89.26
CCC1=C(N=NS1)[N+]([O-])=O
CCc1snnc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1csnn1
159.17
35.9414
1.0087
5
0
15
68.92
CC1N2C(=S)NCC12C#N
CC1N2C(=S)NCC12C#N
true
CCC12CCC(C)C1C2C
S=C1NCC2CN12
153.21
40.2457
-0.15902
2
1
17
38.83
CCOC1=C(C)C(Cl)=CS1
CCOc1scc(Cl)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
176.668
45.235
3.10862
2
0
19
9.23
CNC1=C(N)SC(=C1)C#N
CNc1cc(C#N)sc1N
false
CCC1CC(C)C(CC)C1
c1ccsc1
153.21
42.9931
1.24368
4
2
17
61.84
CC1(O)CC1C1=CC=CS1
CC1(O)CC1c1cccs1
false
CC1(C)CC1C1CCCC1
c1csc(C2CC2)c1
154.234
42.3008
1.9864
2
1
20
20.23
C=CC1=CC2=NSC=C2C1
C=CC1=Cc2nscc2C1
false
CCC1CC2CCCC2C1
C1=Cc2nscc2C1
149.218
43.992
2.2686
2
0
17
12.89
O=CN1C=C2C=NSC2=N1
O=Cn1cc2cnsc2n1
false
CCC1CC2CCCC2C1
c1nsc2n[nH]cc12
153.166
37.5535
0.5311
5
0
13
47.78
N=CN1C=CC2=C1SC=C2
N=Cn1ccc2ccsc21
false
CCC1CCC2CCCC12
c1cc2ccsc2[nH]1
150.206
43.9967
2.15797
3
1
16
28.78
CC1=CC(SN1)=NCCO
Cc1cc(=NCCO)s[nH]1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
158.226
40.9225
0.27762
3
2
20
48.38
CN1CC(NNC1=S)C=C
C=CC1CN(C)C(=S)NN1
false
CCC1CCC(C)C(C)C1
S=C1NCCNN1
157.242
45.4844
-0.1345
2
2
21
27.3
NCC(N)(C#C)S(O)(=O)=O
C#CC(N)(CN)S(=O)(=O)O
false
CCC(C)(CC)C(C)(C)C
164.186
36.3544
-1.8789
4
3
18
106.41
NN=C1OC=C(N)C=C1Cl
NN=c1occ(N)cc1Cl
false
CCC1CCC(C)CC1C
N=c1cccco1
159.576
37.8808
0.2896
4
2
16
77.54
CCS(=O)(=O)NNCCN
CCS(=O)(=O)NNCCN
true
CCCCCC(C)(C)CC
167.234
39.6536
-1.611
4
3
23
84.22
CC1=CC(N)S(=O)(=O)NC1
CC1=CC(N)S(=O)(=O)NC1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CC=CCN1
162.214
38.6549
-0.8495
3
2
20
72.19
NC(=S)N1CCC2C(O)C12
NC(=S)N1CCC2C(O)C21
false
CC(C)C1CCC2C(C)C12
C1CC2CC2N1
158.226
41.3932
-0.705
2
2
20
49.49
CCC1=NC=C(S1)[N+]([O-])=O
CCc1ncc([N+](=O)[O-])s1
false
CCC1CCC(C(C)C)C1
c1cscn1
158.182
38.1464
1.6137
4
0
16
56.03
NC(C=C)C1=CSC(=O)N1
C=CC(N)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
156.21
42.0651
0.6222
3
2
18
58.88
C=C1CN=C2C=NSN2C1
C=C1CN=C2C=NSN2C1
true
CC1CCC2CCCC2C1
C=C1CN=C2C=NSN2C1
153.21
44.231
0.9043
4
0
17
27.96
CC1NN(C=C1C)C(N)=S
CC1=CN(C(N)=S)NC1C
false
CC(C)C1CC(C)C(C)C1
C1=CNNC1
157.242
44.9791
0.3425
2
2
21
41.29
OC1=C2CCC2=C(S1)C#C
C#Cc1sc(O)c2c1CC2
false
CCC1CC(C)C2CCC12
c1scc2c1CC2
150.202
41.3268
1.5336
2
1
16
20.23
OC12CNCC1CS2(=O)=O
O=S1(=O)CC2CNCC21O
false
CC1(C)CC2CCCC21C
O=S1(=O)CC2CNCC21
163.198
35.0963
-1.6772
4
2
19
66.4
N=CN1OCS(=O)(=O)C=C1
N=CN1C=CS(=O)(=O)CO1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CNOC1
162.17
34.6345
-0.31583
4
1
16
70.46
CC1=CNN2SC(=N)C=C12
Cc1c[nH]n2sc(=N)cc12
false
CC1CC2CCC(C)C2C1
N=c1cc2cc[nH]n2s1
153.21
40.2164
1.11679
3
2
17
44.05
CNS(=O)(=O)C1=NNC=C1
CNS(=O)(=O)c1cc[nH]n1
false
CCC(C)(C)C1CCCC1
c1cn[nH]c1
161.186
34.8332
-0.6822
3
2
17
74.85
C=CNC(=O)C1=NC=NS1
C=CNC(=O)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
155.182
37.5722
0.4114
4
1
15
54.88