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
CCC1=NOC(S1)=NN=C
C=NN=c1onc(CC)s1
false
CCCC1CCC(CC)C1
N=c1oncs1
157.198
38.87
0.8148
5
0
17
50.75
CC1=CC(Cl)=C(N1)N1CC1
Cc1cc(Cl)c(N2CC2)[nH]1
false
CC1CC(C)C(C2CC2)C1
c1c[nH]c(N2CC2)c1
156.616
42.7527
1.79652
1
1
19
18.8
CC(C)=CCS(=O)(=O)C#N
CC(C)=CCS(=O)(=O)C#N
true
CCC(C)(C)CCC(C)C
159.21
38.8308
0.84848
3
0
19
57.93
CC1C2N1CS(=O)(=O)C2=O
CC1C2C(=O)S(=O)(=O)CN12
false
CC1C2CC(C)(C)C(C)C12
O=C1C2CN2CS1(=O)=O
161.182
33.8828
-1.0284
4
0
17
54.22
CC1OCS(=O)(=O)NC1=C
C=C1NS(=O)(=O)COC1C
false
CC1CCC(C)(C)CC1C
C=C1COCS(=O)(=O)N1
163.198
36.6095
-0.2043
3
1
19
55.4
CCNC1=NSC(C)=C1Cl
CCNc1nsc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cnsc1
176.672
46.0247
2.53672
3
1
19
24.92
CC1=C2CCON=C2SN1
CC1=C2CCON=C2SN1
true
CC1CCC2CCCCC12
C1=C2CCON=C2SN1
156.21
41.4307
1.2456
4
1
18
33.62
CN1C=C(C)C2=C1SC=N2
Cc1cn(C)c2scnc12
false
CC1CC(C)C2CCCC12
c1cc2ncsc2[nH]1
152.222
43.328
1.94322
3
0
18
17.82
CC=CC(C)(O)S(O)(=O)=O
CC=CC(C)(O)S(=O)(=O)O
false
CCCC(C)(C)C(C)(C)C
166.198
36.9864
0.1588
3
2
20
74.6
O=CC1C(NS1(=O)=O)C#C
C#CC1NS(=O)(=O)C1C=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
159.166
34.5285
-1.5113
3
1
15
63.24
C=CCC1=NSC(C=C)=N1
C=CCc1nsc(C=C)n1
false
CCCC1CCC(CC)C1
c1ncsn1
152.222
43.901
1.9096
3
0
18
25.78
NN=CN1C=CC(Cl)=C1O
NN=Cn1ccc(Cl)c1O
false
CCCC1CCC(C)C1C
c1cc[nH]c1
159.576
39.1842
0.5972
4
2
16
63.54
CN(C)S(=O)(=O)NC(C)=N
CC(=N)NS(=O)(=O)N(C)C
false
CC(C)CC(C)(C)C(C)C
165.218
39.1432
-0.62043
3
2
21
73.26
O=S1(=O)CNC(CC#C)C1
C#CCC1CS(=O)(=O)CN1
false
CCCC1CCC(C)(C)C1
O=S1(=O)CCNC1
159.21
39.0275
-0.6462
3
1
19
46.17
CN1C=CC2CCN2C1=S
CN1C=CC2CCN2C1=S
true
CC1CCC2CCC2C1C
S=C1NC=CC2CCN12
154.238
44.612
0.8047
1
0
20
6.48
O=S1(=O)CC2C=CCON12
O=S1(=O)CC2C=CCON21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2C=CCON21
161.182
34.5058
-0.4982
3
0
17
46.61
C=COCC1CNC(=S)N1
C=COCC1CNC(=S)N1
true
CCCCC1CCC(C)C1
S=C1NCCN1
158.226
43.6734
-0.0072
2
2
20
33.29
NC1=C2C=CSC2=C(O)O1
Nc1oc(O)c2sccc12
false
CC1CC(C)C2CCCC12
c1cc2cocc2s1
155.178
40.1682
1.7821
4
2
15
59.39
OC1CNC1C1=CSN=N1
OC1CNC1c1csnn1
false
CC1CCC1C1CCCC1
c1snnc1C1CCN1
157.198
36.6595
-0.4567
5
2
17
58.04
CC1=C(O)N2N=CSC2=N1
Cc1nc2scnn2c1O
false
CC1CC2CCCC2C1C
c1cn2ncsc2n1
155.182
37.2658
0.80482
5
1
15
50.42
CC1=COS(=O)(=O)CNC1
CC1=COS(=O)(=O)CNC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CNCC=CO1
163.198
36.6315
-0.2027
4
1
19
55.4
CC1CN2C=CSC2=NO1
CC1CN2C=CSC2=NO1
true
CC1CCC2CCCC2C1
C1=CN2CCON=C2S1
156.21
41.419
1.1961
4
0
18
24.83
NC1CON2C(=N)SC=C12
N=c1scc2n1OCC2N
false
CC1CCC2C(C)CCC12
N=c1scc2n1OCC2
157.198
36.5391
-0.52893
5
2
17
64.03
CN=C1N=CSN1CC#C
C#CCn1scnc1=NC
false
CCCC1CCCC1CC
N=c1ncs[nH]1
153.21
40.424
0.1083
4
0
17
30.18
NCC1=CC2=C(NC=C2)S1
NCc1cc2cc[nH]c2s1
false
CCC1CC2CCCC2C1
c1cc2ccsc2[nH]1
152.222
44.0671
1.6881
2
2
18
41.81
CC1=CC(Cl)=C(S1)[N+]([O-])=O
Cc1cc(Cl)c([N+](=O)[O-])s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
177.612
40.7204
2.61812
3
0
14
43.14
O=CC1=CCCOS1(=O)=O
O=CC1=CCCOS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=CCCO1
162.166
33.6358
-0.1807
4
0
16
60.44
CS(=O)(=O)C(CO)N1CC1
CS(=O)(=O)C(CO)N1CC1
true
CCC(C1CC1)C(C)(C)C
C1CN1
165.214
37.2906
-1.335
4
1
21
57.38
N=C1COS(=O)(=O)CCN1
N=C1COS(=O)(=O)CCN1
true
CC1CCCC(C)(C)CC1
N=C1COS(=O)(=O)CCN1
164.186
35.4682
-1.08673
4
2
18
79.25
CC12CC(C=C1)S(=O)(=O)O2
CC12C=CC(C1)S(=O)(=O)O2
false
CC12CCC(C1)C(C)(C)C2
O=S1(=O)OC2C=CC1C2
160.194
35.9548
0.4336
3
0
18
43.37
NNS(=O)(=O)CC#CCO
NNS(=O)(=O)CC#CCO
true
CCCCCC(C)(C)CC
164.186
35.9717
-2.2248
4
3
18
92.42
NN=CC1=NSC(CO)=C1
NN=Cc1cc(CO)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
157.198
39.8182
-0.072
5
2
17
71.5
CN(C1CC1)C1=CC=NS1
CN(c1ccns1)C1CC1
false
CC(C1CCCC1)C1CC1
c1cc(NC2CC2)sn1
154.238
43.539
1.7417
3
0
20
16.13
CC1CCC2=CSC(=N)N12
CC1CCc2csc(=N)n21
false
CC1CCC2CCC(C)C12
N=c1scc2n1CCC2
154.238
41.1957
1.53627
3
1
20
28.78
CCC1(C)CC1S(C)(=O)=O
CCC1(C)CC1S(C)(=O)=O
true
CCC1(C)CC1C(C)(C)C
C1CC1
162.254
41.6468
1.2196
2
0
24
34.14
CC(C#N)C1=C(O)SC=N1
CC(C#N)c1ncsc1O
false
CCC(C)C1CCCC1C
c1cscn1
154.194
37.8068
1.47578
4
1
16
56.91
CN1N2CC2(C)CS1(=O)=O
CN1N2CC2(C)CS1(=O)=O
true
CC1C2CC2(C)CC1(C)C
O=S1(=O)CC2CN2N1
162.214
36.6608
-0.7491
3
0
20
40.39
CC1(C)OS(=O)(=O)OC=C1
CC1(C)C=COS(=O)(=O)O1
false
CC1(C)CCCC(C)(C)C1
O=S1(=O)OC=CCO1
164.182
34.3088
0.5703
4
0
18
52.6
CNN1C(O)=CSC1=NC
CN=c1scc(O)n1NC
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
159.214
40.7455
-0.041
5
2
19
49.55
C=CN=C1CCS(=O)(=O)N1
C=CN=C1CCS(=O)(=O)N1
true
CCCC1CCC(C)(C)C1
N=C1CCS(=O)(=O)N1
160.198
39.1715
-0.1485
3
1
18
58.53
CC1=CSC(CC#C)=C1O
C#CCc1scc(C)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
152.218
43.2578
1.93782
2
1
18
20.23
NC1=C(OC(=O)S1)C1CC1
Nc1sc(=O)oc1C1CC1
false
CC1CC(C)C(C2CC2)C1
O=c1oc(C2CC2)cs1
157.194
39.2424
1.1609
4
1
17
56.23
COC1=CSN(N)C1=NC
CN=c1c(OC)csn1N
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
159.214
40.4984
-0.1975
5
1
19
52.54
CCC(OC)S(=O)(=O)NC
CCC(OC)S(=O)(=O)NC
true
CCC(CC)C(C)(C)CC
167.23
39.0675
-0.0819
3
1
23
55.4
CCC(=C)N(O)C(=S)NC
C=C(CC)N(O)C(=S)NC
false
CCC(C)C(C)C(C)CC
160.242
44.7142
1.1056
2
2
22
35.5
COC1=CC=C2N=CSN12
COc1ccc2ncsn12
false
CCC1CCC2CCCC12
c1cc2ncsn2c1
154.194
39.621
1.4044
4
0
16
26.53
OCC1=CSC2=C1SN=C2
OCc1csc2cnsc12
false
CCC1CCC2CCCC12
c1cc2sncc2s1
171.246
43.4198
1.8501
4
1
15
33.12
C=C1NC(=S)NC(=N1)C#C
C#CC1=NC(=C)NC(=S)N1
false
CCC1CC(C)CC(C)C1
C=C1N=CNC(=S)N1
151.194
44.2774
-0.033
2
2
15
36.42
COCC1CNNS1(=O)=O
COCC1CNNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCNN1
166.202
35.7222
-1.561
4
2
20
67.43
CN1CC2CCN2C(=S)N1
CN1CC2CCN2C(=S)N1
true
CC1CC(C)C2CCC2C1
S=C1NNCC2CCN12
157.242
43.4747
-0.2044
2
1
21
18.51
CC(=C)CC1=NSC(N)=N1
C=C(C)Cc1nsc(N)n1
false
CC(C)CC1CCC(C)C1
c1ncsn1
155.226
42.8394
1.2389
4
1
19
51.8
COC1=CCNC(=S)N1C
COC1=CCNC(=S)N1C
true
CCC1CCCC(C)C1C
S=C1NC=CCN1
158.226
43.4557
0.2941
2
1
20
24.5
CC1=C(Cl)C=NN1CC#C
C#CCn1ncc(Cl)c1C
false
CCCC1CCC(C)C1C
c1cn[nH]c1
154.6
40.807
1.47812
2
0
17
17.82
CNC(=S)N(N=C)C(C)C
C=NN(C(=S)NC)C(C)C
false
CCC(C)C(CC)C(C)C
159.258
48.1817
0.8167
2
1
23
27.63
CCC1=NC(C=O)=C(N)S1
CCc1nc(C=O)c(N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
156.21
41.2919
1.1002
4
1
18
55.98
CCN(C1CC1)S(N)(=O)=O
CCN(C1CC1)S(N)(=O)=O
true
CCC(C1CC1)C(C)(C)C
C1CC1
164.23
38.5092
-0.3258
2
1
22
63.4
NC(=N)S(=O)(=O)C=CC=O
N=C(N)S(=O)(=O)C=CC=O
false
CCCCC(C)(C)C(C)C
162.17
36.0379
-0.99273
4
2
16
101.08
CCNC=CS(=O)(=O)CC
CCNC=CS(=O)(=O)CC
true
CCCCCC(C)(C)CC
163.242
42.2775
0.5018
3
1
23
46.17
O=S1(=O)CCNC2CC2O1
O=S1(=O)CCNC2CC2O1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CCNC2CC2O1
163.198
35.0675
-0.9231
4
1
19
55.4
CCCNCC1=NC=NS1
CCCNCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
157.242
41.9067
1.0377
4
1
21
37.81
C=CN1OCC=CNC1=S
C=CN1OCC=CNC1=S
true
CCC1CCCCCC1C
S=C1NC=CCON1
156.21
42.8617
0.7653
2
1
18
24.5
CN(C)C1=NC=C(CN)S1
CN(C)c1ncc(CN)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
157.242
44.3324
0.6678
4
1
21
42.15
C=NN1C2C=CC1S2(=O)=O
C=NN1C2C=CC1S2(=O)=O
true
CCC1C2CCC1C2(C)C
O=S1(=O)C2C=CC1N2
158.182
37.0238
-0.4456
4
0
16
49.74
CCC(=C)CNNC(N)=S
C=C(CC)CNNC(N)=S
false
CCC(C)CCCC(C)C
159.258
47.3548
0.2904
2
3
23
50.08
C(CC1=NSN=C1)N1CC1
c1nsnc1CCN1CC1
false
C1CCC(CCC2CC2)C1
c1nsnc1CCN1CC1
155.226
40.053
0.3962
4
0
19
28.79
CC1=CCC2=CC(=O)SN12
CC1=CCc2cc(=O)sn21
false
CC1CC2CCC(C)C2C1
O=c1cc2n(s1)C=CC2
153.206
42.23
1.3267
3
0
17
22
NC1=C(N=NS1)C#CCO
Nc1snnc1C#CCO
false
CCCCC1CCCC1C
c1csnn1
155.182
38.2852
-0.5359
5
2
15
72.03
CC#CC=NOS(N)(=O)=O
CC#CC=NOS(N)(=O)=O
true
CCCCCCC(C)(C)C
162.17
36.1342
-0.7844
4
1
16
81.75
CCN1SN=C2CCN=C12
CCN1SN=C2CCN=C21
false
CCC1CCC2CCCC12
C1CC2=NSNC2=N1
155.226
44.325
1.1283
4
0
19
27.96
ClC1=CNN(CC=O)C1=N
N=c1c(Cl)c[nH]n1CC=O
false
CCCC1CCC(C)C1C
N=c1cc[nH][nH]1
159.576
35.7114
0.14797
3
2
16
61.64
ClC1=CC=C2CNNC2=C1
Clc1ccc2c(c1)NNC2
false
CC1CCC2CCCC2C1
c1ccc2c(c1)CNN2
154.6
41.9144
1.7701
2
2
17
24.06
O=S1(=O)CC2C3CC3CC12
O=S1(=O)CC2C3CC3CC21
false
CC1(C)CC2C3CC3CC21
O=S1(=O)CC2C3CC3CC21
158.222
37.2788
0.4394
2
0
20
34.14
CC1=NC2CC(N1)S2(=O)=O
CC1=NC2CC(N1)S2(=O)=O
true
CC1CC2CC(C1)C2(C)C
O=S1(=O)C2CC1NC=N2
160.198
37.3575
-0.5213
4
1
18
58.53
C=NOCCS(=O)(=O)C#C
C#CS(=O)(=O)CCON=C
false
CCCCCC(C)(C)CC
161.182
38.1208
-0.3759
4
0
17
55.73
CC(C)NC(=S)N(C)N=C
C=NN(C)C(=S)NC(C)C
false
CCC(C)C(C)CC(C)C
159.258
48.1817
0.8167
2
1
23
27.63
CONS(=O)(=O)C1CC1N
CONS(=O)(=O)C1CC1N
true
CCCC(C)(C)C1CC1C
C1CC1
166.202
35.4449
-1.4332
4
2
20
81.42
NC1(CCNS1(=O)=O)C=C
C=CC1(N)CCNS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCCN1
162.214
38.6549
-0.8495
3
2
20
72.19
ClC1=CN(C=O)N=C1C=C
C=Cc1nn(C=O)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
156.572
39.4765
1.2178
3
0
15
34.89
NS(=O)(=O)C=C1CCCO1
NS(=O)(=O)C=C1CCCO1
true
CC(C)(C)CC1CCCC1
C=C1CCCO1
163.198
36.3762
-0.0733
3
1
19
69.39
CCC1=C(SC=C1)C(O)=O
CCc1ccsc1C(=O)O
false
CCC1CCCC1C(C)C
c1ccsc1
156.206
40.6563
2.0087
2
1
18
37.3
CC(O)CNC(=S)N(C)C
CC(O)CNC(=S)N(C)C
true
CC(C)CCC(C)C(C)C
162.258
45.9685
-0.1967
2
2
24
35.5
C=C1OCC2NC(=S)NC12
C=C1OCC2NC(=S)NC12
true
CC1CC2CCC(C)C2C1
C=C1OCC2NC(=S)NC12
156.21
41.5374
-0.2548
2
2
18
33.29
CN1CC2OS(=O)(=O)CC12
CN1CC2OS(=O)(=O)CC21
false
CC1CC2CC(C)(C)CC12
O=S1(=O)CC2NCC2O1
163.198
35.0778
-0.971
4
0
19
46.61
O=S1(=O)C2CC=CC1CO2
O=S1(=O)C2C=CCC1OC2
false
CC1(C)C2CCCC1CC2
O=S1(=O)C2C=CCC1OC2
160.194
36.2048
0.086
3
0
18
43.37
NC(CO)C1=CC(N)=CS1
Nc1csc(C(N)CO)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
158.226
42.7456
0.3224
4
3
20
72.27
NC1=CSC(C=CCO)=C1
Nc1csc(C=CCO)c1
false
CCCCC1CCC(C)C1
c1ccsc1
155.222
44.8512
1.3358
3
2
19
46.25
CC=CC1=NC(=N)SN1C
CC=Cc1nc(=N)sn1C
false
CCCC1CC(C)CC1C
N=c1nc[nH]s1
155.226
41.6477
0.99417
4
1
19
41.67
CNCC1OC2=NSC=C12
CNCC1Oc2nscc21
false
CCCC1CC2CCCC12
c1snc2c1CO2
156.21
39.4097
0.796
4
1
18
34.15
CC1CC1(NC(N)=S)C#C
C#CC1(NC(N)=S)CC1C
false
CCC1(CC(C)C)CC1C
C1CC1
154.238
45.2661
0.2314
1
2
20
38.05
NC1C2OCC2NS1(=O)=O
NC1C2OCC2NS1(=O)=O
true
CC1C2CCC2CC1(C)C
O=S1(=O)CC2OCC2N1
164.186
33.5589
-2.0284
4
2
18
81.42
CC(C)C1=CC(=N)N(C)S1
CC(C)c1cc(=N)n(C)s1
false
CC(C)C1CC(C)C(C)C1
N=c1ccs[nH]1
156.254
43.2337
1.68947
3
1
22
28.78
O=S1(=O)CC2C3CC3ON12
O=S1(=O)CC2C3CC3ON21
false
CC1(C)CC2C3CC3CC21
O=S1(=O)CC2C3CC3ON21
161.182
32.3938
-0.6659
3
0
17
46.61
O=S1(=O)OC2CCC1OC2
O=S1(=O)OC2CCC1OC2
true
CC1(C)CC2CCC1CC2
O=S1(=O)OC2CCC1OC2
164.182
32.7668
-0.1485
4
0
18
52.6
CC1CS(=O)(=O)C(=C)C1O
C=C1C(O)C(C)CS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1CCCS1(=O)=O
162.21
38.0976
-0.0745
3
1
20
54.37
CC1=NC2=C(O)SC=C2N1
Cc1nc2c(O)scc2[nH]1
false
CC1CC2CCC(C)C2C1
c1nc2cscc2[nH]1
154.194
40.3725
1.63842
3
2
16
48.91
CC1=CC2=C(S1)N=C(C)O2
Cc1nc2sc(C)cc2o1
false
CC1CC2CC(C)CC2C1
c1nc2sccc2o1
153.206
41.36
2.50614
3
0
17
26.03
CN(O)C(=S)N1CCCN1
CN(O)C(=S)N1CCCN1
true
CC(C)C(C)C1CCCC1
C1CNNC1
161.23
41.4732
-0.1974
3
2
21
38.74
CC1OC2=C(SC=C2)C1C
CC1Oc2ccsc2C1C
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCO2
154.234
42.824
2.6325
2
0
20
9.23
CC1OC2COC1S2(=O)=O
CC1OC2COC1S2(=O)=O
true
CC1CC2CCC1C2(C)C
O=S1(=O)C2COC1CO2
164.182
32.9948
-0.4977
4
0
18
52.6
NCC1=NC=C(S1)C1CC1
NCc1ncc(C2CC2)s1
false
CCC1CCC(C2CC2)C1
c1ncc(C2CC2)s1
154.238
41.9804
1.4792
3
1
20
38.91