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
CC(=NO)C1=NC(N)=CS1
CC(=NO)c1nc(N)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.198
40.5239
0.9235
5
2
17
71.5
CS(=O)(=O)CC(O)C1CN1
CS(=O)(=O)CC(O)C1CN1
true
CC(CC(C)(C)C)C1CC1
C1CN1
165.214
37.5083
-1.6363
4
2
21
76.31
COC(C)=CCNC(N)=S
COC(C)=CCNC(N)=S
true
CCC(C)CCCC(C)C
160.242
45.5541
0.3698
2
2
22
47.28
NC1=NSN=C1C1COC1
Nc1nsnc1C1COC1
false
CC1CCCC1C1CCC1
c1nsnc1C1COC1
157.198
37.8814
0.2341
5
1
17
61.03
CON(CS(C)(=O)=O)C=N
CON(C=N)CS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
166.202
37.3425
-0.54103
4
1
20
70.46
CCC1=CN=C(S1)C#CC
CC#Cc1ncc(CC)s1
false
CCCC1CCC(CC)C1
c1cscn1
151.234
44.044
2.0769
2
0
19
12.89
ClC1=CN(C=N)N=C1C#C
C#Cc1nn(C=N)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
153.572
39.3537
0.97297
3
1
14
41.67
CCC1=C(O)C(=O)SN1C
CCc1c(O)c(=O)sn1C
false
CCC1C(C)CC(C)C1C
O=c1cc[nH]s1
159.21
40.6028
0.7148
4
1
19
42.23
CC=CCNC1=NC=CS1
CC=CCNc1nccs1
false
CCCCCC1CCCC1
c1cscn1
154.238
45.4177
2.1311
3
1
20
24.92
CC=CC1=C(Cl)C=CN1C
CC=Cc1c(Cl)ccn1C
false
CCCC1C(C)CCC1C
c1cc[nH]c1
155.628
45.131
2.7116
1
0
20
4.93
OCC1OCC=CS1(=O)=O
O=S1(=O)C=CCOC1CO
false
CCC1CCCCC1(C)C
O=S1(=O)C=CCOC1
164.182
34.8856
-0.7365
4
1
18
63.6
C1CC(=NO1)C1=CC=NS1
c1cc(C2=NOCC2)sn1
false
C1CCC(C2CCCC2)C1
c1cc(C2=NOCC2)sn1
154.194
39.22
1.2675
4
0
16
34.48
CN(N)C(=S)NC(C)(C)C
CN(N)C(=S)NC(C)(C)C
true
CC(C)C(C)CC(C)(C)C
161.274
47.4371
0.4649
2
2
25
41.29
O=S1(=O)OCC2(CN2)C=C1
O=S1(=O)C=CC2(CN2)CO1
false
CC1(C)CCC2(CC1)CC2
O=S1(=O)C=CC2(CN2)CO1
161.182
34.7455
-0.7979
4
1
17
65.31
CNC1C(C)ONS1(=O)=O
CNC1C(C)ONS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCON1
166.202
35.4502
-1.215
4
2
20
67.43
COCCC1=C(O)SC=N1
COCCc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
159.21
39.3588
1.0376
4
1
19
42.35
CS(=O)(=O)C(O)C(=O)C#C
C#CC(=O)C(O)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.166
34.6906
-1.4483
4
1
16
71.44
CC1=CC(O)=C(S1)C(N)=C
C=C(N)c1sc(C)cc1O
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
155.222
43.9422
1.69152
3
2
19
46.25
CN1C(=N)C(=C)N(O)C1=S
C=C1C(=N)N(C)C(=S)N1O
false
CC1C(C)C(C)C(C)C1C
C=C1NC(=S)NC1=N
157.198
40.8532
0.39887
3
2
17
50.56
OCC=CC1=C(O)SC=N1
OCC=Cc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
157.194
39.8986
0.8542
4
2
17
53.35
CNCC(C)CS(C)(=O)=O
CNCC(C)CS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
165.258
42.8015
-0.1135
3
1
25
46.17
CON=C1CCCS1(=O)=O
CON=C1CCCS1(=O)=O
true
CCCC1CCCC1(C)C
N=C1CCCS1(=O)=O
163.198
37.4648
0.1549
4
0
19
55.73
CCCC1=CC(=NS1)C#N
CCCc1cc(C#N)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
152.222
40.824
1.96728
3
0
18
36.68
CCC(C)C1=C(O)SN=N1
CCC(C)c1nnsc1O
false
CCC(C)C1CCCC1C
c1csnn1
158.226
40.2798
1.7572
4
1
20
46.01
NCC1=C(NC=O)C=NS1
NCc1sncc1NC=O
false
CCCC1CCCC1CC
c1cnsc1
157.198
39.6921
0.1701
4
2
17
68.01
N=C(N1CC1)S(=O)(=O)C#C
C#CS(=O)(=O)C(=N)N1CC1
false
CCC(C)(C)C(C)C1CC1
C1CN1
158.182
37.0525
-0.75773
3
1
16
61
CNC(=S)NC1=CSC=C1
CNC(=S)Nc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
172.278
49.5994
1.6643
2
2
18
24.06
OC=C1OCC2=C1C=CS2
OC=C1OCc2sccc21
false
CCC1CCC2CCCC12
C=C1OCc2sccc21
154.19
39.7138
2.1347
3
1
16
29.46
CN1C=C2OS(=O)(=O)C2=C1
Cn1cc2c(c1)S(=O)(=O)O2
false
CC1CC2CC(C)(C)C2C1
O=S1(=O)Oc2c[nH]cc21
159.166
33.2268
0.1062
4
0
15
48.3
CCN1C=NC=C(Cl)C1=N
CCn1cncc(Cl)c1=N
false
CCC1CCCC(C)C1C
N=c1ccnc[nH]1
157.604
38.7657
1.03587
3
1
18
41.67
ClC1=CN(C=C1)N1CCC1
Clc1ccn(N2CCC2)c1
false
CC1CCC(C2CCC2)C1
c1ccn(N2CCC2)c1
156.616
42.01
1.4832
2
0
19
8.17
C=CC1=NC2=C(SC=N2)S1
C=Cc1nc2ncsc2s1
false
CCC1CC2CCCC2C1
c1nc2ncsc2s1
168.246
45.383
2.3958
4
0
14
25.78
O1N=C2C3=CSC=C3C2=N1
c1scc2c1-c1nonc1-2
false
C1CC2C(C1)C1CCCC21
c1scc2c1-c1nonc1-2
150.162
36.605
1.7785
4
0
12
38.92
CN1C(=C)CC(=O)NC1=S
C=C1CC(=O)NC(=S)N1C
false
CC1CC(C)C(C)C(C)C1
C=C1CC(=O)NC(=S)N1
156.21
42.2607
0.2367
2
1
18
32.34
O=CN1CCC2CN2C1=S
O=CN1CCC2CN2C1=S
true
CCC1CCC2CC2C1C
S=C1NCCC2CN12
156.21
40.479
-0.1824
2
0
18
23.32
CC(C)N=C1NN=C(C)S1
Cc1n[nH]c(=NC(C)C)s1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ncs1
157.242
41.9007
1.08872
3
1
21
41.04
CC1CNN(C=C1)C(N)=S
CC1C=CN(C(N)=S)NC1
false
CC1CCC(C(C)C)CC1
C1=CNNCC1
157.242
44.9311
0.2
2
2
21
41.29
CC1=C(C)C(C=NN)=CS1
Cc1scc(C=NN)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
154.238
45.5744
1.65754
3
1
20
38.38
O=CN1C2CC2CNC1=S
O=CN1C(=S)NCC2CC21
false
CCC1C(C)CCC2CC21
S=C1NCC2CC2N1
156.21
40.3987
-0.2786
2
1
18
32.34
CC(C=CCN)S(N)(=O)=O
CC(C=CCN)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
164.23
40.7636
-0.8217
3
2
22
86.18
CC1=CCCN1S(C)(=O)=O
CC1=CCCN1S(C)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CNCC1
161.226
39.9238
0.5555
2
0
21
37.38
OS(=O)(=O)C1CC=CCN1
O=S(=O)(O)C1CC=CCN1
false
CC(C)(C)C1CCCCC1
C1=CCNCC1
163.198
37.0963
-0.2502
3
2
19
66.4
CC1=C(SC(C=O)=C1)C=C
C=Cc1sc(C=O)cc1C
false
CCC1CC(C)C(CC)C1
c1ccsc1
152.218
44.5345
2.51202
2
0
18
17.07
CC1C(CS1(=O)=O)C=NO
CC1C(C=NO)CS1(=O)=O
false
CCCC1CC(C)(C)C1C
O=S1(=O)CCC1
163.198
37.0173
-0.1205
4
1
19
66.73
NCC1=C(C=NO)C=NS1
NCc1sncc1C=NO
false
CCCC1CCCC1CC
c1cnsc1
157.198
39.3859
0.4099
5
2
17
71.5
CC(=O)C1=C(O)SC=C1C
CC(=O)c1c(C)csc1O
false
CC(C)C1C(C)CCC1C
c1ccsc1
156.206
40.7253
1.96472
3
1
18
37.3
O=S1(=O)CC2CCCN2C1
O=S1(=O)CC2CCCN2C1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2CCCN2C1
161.226
38.3818
-0.1633
3
0
21
37.38
CC(N)=C(CN)S(N)(=O)=O
CC(N)=C(CN)S(N)(=O)=O
true
CCC(C(C)C)C(C)(C)C
165.218
39.049
-1.5762
4
3
21
112.2
CC=C(CS(C)(=O)=O)C#C
C#CC(=CC)CS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
158.222
42.3008
0.6105
2
0
20
34.14
ClC1=COC(=C1)C1CCN1
Clc1coc(C2CCN2)c1
false
CC1CCC(C2CCC2)C1
c1coc(C2CCN2)c1
157.6
39.0787
1.9674
2
1
18
25.17
NC1=C(C2CC2)C(Cl)=CN1
Nc1[nH]cc(Cl)c1C1CC1
false
CC1CCC(C)C1C1CC1
c1cc(C2CC2)c[nH]1
156.616
42.1901
2.1277
1
2
19
41.81
N=CNC(=S)N1CC1C=O
N=CNC(=S)N1CC1C=O
true
CCCC(C)C1CC1CC
C1CN1
157.198
41.0754
-0.64893
3
2
17
55.96
N=C1NC=C(S1)C#CC#C
C#CC#Cc1c[nH]c(=N)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
148.19
40.2354
0.54037
2
2
14
39.64
CC#CC(C)(C)S(C)(=O)=O
CC#CC(C)(C)S(C)(=O)=O
true
CCCC(C)(C)C(C)(C)C
160.238
42.3728
0.8329
2
0
22
34.14
CCC=CC1=CNC=C1Cl
CCC=Cc1c[nH]cc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
155.628
45.1277
3.0913
0
1
20
15.79
CC#CC1=C(N)C(Cl)=CN1
CC#Cc1[nH]cc(Cl)c1N
false
CCCC1CCC(C)C1C
c1cc[nH]c1
154.6
42.7671
1.6217
1
2
17
41.81
OCC1=CC2=CSC=C2N1
OCc1cc2cscc2[nH]1
false
CCC1CC2CCCC2C1
c1cc2cscc2[nH]1
153.206
42.0985
1.7217
2
2
17
36.02
COC1C(CN)NS1(=O)=O
COC1C(CN)NS1(=O)=O
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
166.202
35.6949
-1.7808
4
2
20
81.42
CC1=C2CC(=O)NC2=NS1
Cc1snc2c1CC(=O)N2
false
CC1CC2CCC(C)C2C1
O=C1Cc2csnc2N1
154.194
39.1847
0.94612
3
1
16
41.99
S=C1NCC=C2CC=CN12
S=C1NCC=C2CC=CN12
true
CC1CCCC2CCCC12
S=C1NCC=C2CC=CN12
152.222
44.2797
0.9778
1
1
18
15.27
CC1=C(CC#N)C(=O)SN1
Cc1[nH]sc(=O)c1CC#N
false
CCCC1C(C)CCC1C
O=c1cc[nH]s1
154.194
38.9937
0.8109
3
1
16
56.65
C1CC2=CSC=C2C2NC12
c1scc2c1CCC1NC21
false
C1CC2CCC3CC3C2C1
c1scc2c1CCC1NC21
151.234
42.3047
1.7072
2
1
19
21.94
CC(C)(C)C1=C(N)N=CS1
CC(C)(C)c1scnc1N
false
CC1CCCC1C(C)(C)C
c1cscn1
156.254
45.2264
2.0228
3
1
22
38.91
CC=CS(=O)(=O)NC(C)=O
CC=CS(=O)(=O)NC(C)=O
true
CCCC(C)(C)CC(C)C
163.198
37.5505
-0.0141
3
1
19
63.24
NN1C(=C)OC(=C)NC1=S
C=C1NC(=S)N(N)C(=C)O1
false
CC1CC(C)C(C)C(C)C1
C=C1NC(=S)NC(=C)O1
157.198
41.1251
0.0092
3
2
17
50.52
CCC1=CC=NNC(=S)N1
CCC1=CC=NNC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NC=CC=NN1
155.226
45.7354
0.7438
2
2
19
36.42
CON(C)S(=O)(=O)C=CC
CC=CS(=O)(=O)N(C)OC
false
CCCC(C)(C)C(C)CC
165.214
38.5058
0.343
3
0
21
46.61
ClC1=CSC2=C1C1CC1C2
Clc1csc2c1C1CC1C2
false
CC1CCC2CC3CC3C12
c1cc2c(s1)CC1CC21
170.664
43.881
3.0611
1
0
17
0
O=CN1N=CC=CNC1=S
O=CN1N=CC=CNC1=S
true
CCC1CCCCCC1C
S=C1NC=CC=NN1
155.182
41.2687
-0.1676
3
1
15
44.7
CC(N)C1=C(C)C(N)=NS1
Cc1c(N)nsc1C(C)N
false
CC(C)C1CCC(C)C1C
c1cnsc1
157.242
43.8658
1.05342
4
2
21
64.93
ClC1=C(Cl)C=CC(=N)C=C1
N=c1ccc(Cl)c(Cl)cc1
false
CC1CCC(C)C(C)CC1
N=c1cccccc1
174.03
42.3167
2.47287
1
1
15
23.85
CCS(=O)(=O)C(O)C#CC
CC#CC(O)S(=O)(=O)CC
false
CCCC(C)C(C)(C)CC
162.21
38.9176
-0.2372
3
1
20
54.37
ON1C=NCC2=C1SN=C2
ON1C=NCc2cnsc21
false
CC1CCCC2CCCC12
C1=NCc2cnsc2N1
155.182
38.5755
0.8806
5
1
15
48.72
NN1N=C(SC1=O)C1CC1
Nn1nc(C2CC2)sc1=O
false
CC1CC(C2CC2)CC1C
O=c1[nH]nc(C2CC2)s1
157.198
38.4994
-0.104
5
1
17
60.91
CC(=C)C1=NN(N)C(=O)S1
C=C(C)c1nn(N)c(=O)s1
false
CC(C)C1CC(C)C(C)C1
O=c1[nH]ncs1
157.198
41.2324
0.0517
5
1
17
60.91
CCC(C)N=C1NC=CS1
CCC(C)N=c1[nH]ccs1
false
CCC(C)CC1CCCC1
N=c1[nH]ccs1
156.254
43.9857
1.7754
2
1
22
28.15
CS(=O)(=O)NC1C=NN=C1
CS(=O)(=O)NC1C=NN=C1
true
CC(C)(C)CC1CCCC1
C1=NN=CC1
161.186
38.7515
-1.0256
4
1
17
70.89
C=C1OC=CCOS1(=O)=O
C=C1OC=CCOS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1OC=CCOS1(=O)=O
162.166
34.2368
0.3479
4
0
16
52.6
O=C1CCCC2=C1C=NS2
O=C1CCCc2sncc21
false
CC1CCCC2CCCC12
O=C1CCCc2sncc21
153.206
39.3825
1.6621
3
0
17
29.96
NC1=CSC(=N1)C(=O)C=C
C=CC(=O)c1nc(N)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
154.194
41.0539
1.094
4
1
16
55.98
CCCNC1=CC=C(C)S1
CCCNc1ccc(C)s1
false
CCCCC1CCC(C)C1
c1ccsc1
155.266
47.8367
2.87842
2
1
23
12.03
NC(=S)N1CC1C=CC=C
C=CC=CC1CN1C(N)=S
false
CCCCC1CC1C(C)C
C1CN1
154.238
46.6164
0.6564
1
1
20
29.03
CC1CN1N=CS(C)(=O)=O
CC1CN1N=CS(C)(=O)=O
true
CC1CC1CCC(C)(C)C
C1CN1
162.214
39.5038
-0.3216
4
0
20
49.51
OCCC(=C)S(=O)(=O)C=O
C=C(CCO)S(=O)(=O)C=O
false
CCCC(C)C(C)(C)CC
164.182
36.5131
-0.5125
4
1
18
71.44
COC1(CCS1(=O)=O)OC
COC1(OC)CCS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCC1
166.198
35.1528
-0.2485
4
0
20
52.6
N#CC1=C2SN=CN2C=N1
N#Cc1ncn2cnsc12
false
CCC1CCC2CCCC12
c1ncn2cnsc12
150.166
35.579
0.66248
5
0
12
53.98
CCON(C=C)S(N)(=O)=O
C=CN(OCC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
166.202
36.7692
-0.4131
3
1
20
72.63
CN1NCC(NC1=S)C#C
C#CC1CNN(C)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NCCNN1
155.226
44.1204
-0.6873
2
2
19
27.3
CCC1=COC(CO)=C1Cl
CCc1coc(CO)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
160.6
39.0188
1.9877
2
1
19
33.37
O=S1(=O)CNCCC2OC12
O=S1(=O)CNCCC2OC21
false
CC1(C)CCCCC2CC21
O=S1(=O)CNCCC2OC21
163.198
35.0675
-0.9231
4
1
19
58.7
NC1CC=CC2=C1SC=C2
NC1CC=Cc2ccsc21
false
CC1CCCC2CCCC12
C1=Cc2ccsc2CC1
151.234
44.8984
2.1648
2
1
19
26.02
COC(CCO)S(C)(=O)=O
COC(CCO)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
168.214
37.3436
-0.6141
4
1
22
63.6
N=C1NCCC=CS1(=O)=O
N=C1NCCC=CS1(=O)=O
true
CC1CCCCCC1(C)C
N=C1NCCC=CS1(=O)=O
160.198
38.4062
-0.15703
3
2
18
70.02
OC1=C(CC=C)NC(=O)S1
C=CCc1[nH]c(=O)sc1O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
157.194
40.5055
0.8705
3
2
17
53.09
CCC1(C)OC(C)S1(=O)=O
CCC1(C)OC(C)S1(=O)=O
true
CCC1(C)CC(C)C1(C)C
O=S1(=O)COC1
164.226
38.1628
0.9036
3
0
22
43.37
C=CC=CC1CCS1(=O)=O
C=CC=CC1CCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCC1
158.222
41.5288
0.9157
2
0
20
34.14
CNS(=O)(=O)C1=NOC=C1
CNS(=O)(=O)c1ccon1
false
CCC(C)(C)C1CCCC1
c1cnoc1
162.17
32.7485
-0.4173
4
1
16
72.2
COC1=CC(N)=C(S1)C#C
C#Cc1sc(OC)cc1N
false
CCC1CC(C)C(CC)C1
c1ccsc1
153.206
43.2184
1.3202
3
1
17
35.25
NC(=N)CC1=C(O)SC=N1
N=C(N)Cc1ncsc1O
false
CC(C)CC1CCCC1C
c1cscn1
157.198
39.3969
0.32717
4
3
17
82.99
NNS(=O)(=O)C=CCCO
NNS(=O)(=O)C=CCCO
true
CCCCCC(C)(C)CC
166.202
37.0857
-1.3244
4
3
20
92.42