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
C=C(C=O)N1SN=CC1=N
C=C(C=O)n1sncc1=N
false
CCC(C)C1CCCC1C
N=c1cns[nH]1
155.182
37.3527
0.09367
5
1
15
58.74
CC1=C2NC(=N)SN2C=C1
Cc1ccn2sc(=N)[nH]c12
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2cccn2s1
153.21
40.2164
1.11679
3
2
17
44.05
C=CN(C=N)C(=S)NC=O
C=CN(C=N)C(=S)NC=O
true
CCCC(C)C(CC)CC
157.198
42.6174
0.06987
3
2
17
56.19
NC1=CN2SC=CC2=C1Cl
Nc1cn2sccc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ccsn2c1
172.64
44.6964
2.2364
3
1
15
30.43
NC1=CN(CC=C)C(=O)S1
C=CCn1cc(N)sc1=O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
156.21
43.1884
0.678
4
1
18
48.02
CC12CC1N(C=N)C(=S)N2
CC12CC1N(C=N)C(=S)N2
true
CCC1C(C)CC2(C)CC12
S=C1NC2CC2N1
155.226
43.1664
0.31457
2
2
19
39.12
CCOC(=C)S(=O)(=O)CO
C=C(OCC)S(=O)(=O)CO
false
CCCC(C)C(C)(C)CC
166.198
36.7716
-0.1413
4
1
20
63.6
CC1=C(O)SC=C1C1CC1
Cc1c(C2CC2)csc1O
false
CC1CCC(C2CC2)C1C
c1cc(C2CC2)cs1
154.234
42.6958
2.63952
2
1
20
20.23
CC(=O)C#CC1=CSN=N1
CC(=O)C#Cc1csnn1
false
CC(C)CCC1CCCC1
c1csnn1
152.178
37.468
0.4786
4
0
14
42.85
CC(O)S(=O)(=O)OC1CC1
CC(O)S(=O)(=O)OC1CC1
true
CC(C)C(C)(C)CC1CC1
C1CC1
166.198
34.7076
-0.1665
4
1
20
63.6
CC1=C(OC=NN)SC=C1
Cc1ccsc1OC=NN
false
CCCCC1CCCC1C
c1ccsc1
156.21
42.3634
1.33732
4
1
18
47.61
C=CS(=O)(=O)C1OCCO1
C=CS(=O)(=O)C1OCCO1
true
CCC(C)(C)C1CCCC1
C1COCO1
164.182
34.8088
-0.1249
4
0
18
52.6
C=C1CCN=CNS1(=O)=O
C=C1CCN=CNS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1CCN=CNS1(=O)=O
160.198
39.1715
-0.1485
3
1
18
58.53
CC1=NC=C2NC(=O)SN12
Cc1ncc2[nH]c(=O)sn12
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2cncn2s1
155.182
38.4267
0.39252
4
1
15
50.16
COCCCC1=CSC=N1
COCCCc1cscn1
false
CCCCCC1CCCC1
c1cscn1
157.238
42.311
1.7221
3
0
21
22.12
CC1CN(C1C)S(C)(=O)=O
CC1CN(S(C)(=O)=O)C1C
false
CC1CC(C(C)(C)C)C1C
C1CNC1
163.242
40.1758
0.2862
2
0
23
37.38
OC1CC2=CSC(C=O)=C12
O=Cc1scc2c1C(O)C2
false
CCC1CCC2CC(C)C12
c1scc2c1CC2
154.19
38.3703
1.1501
3
1
16
37.3
CCS(=O)(=O)CN(C)C=N
CCS(=O)(=O)CN(C)C=N
true
CCC(C)CC(C)(C)CC
164.23
40.8745
-0.08253
3
1
22
61.23
CC1=NN(C=CO1)C(N)=S
CC1=NN(C(N)=S)C=CO1
false
CC1CCCC(C(C)C)C1
C1=COC=NN1
157.198
41.9584
0.3668
3
1
17
50.85
NC1=C2OC(=O)CC2=CS1
Nc1scc2c1OC(=O)C2
false
CC1CC2CCC(C)C2C1
O=C1Cc2cscc2O1
155.178
38.0704
0.7918
4
1
15
52.32
NCC1NC1C1=CC=CS1
NCC1NC1c1cccs1
false
CCC1CC1C1CCCC1
c1csc(C2CN2)c1
154.238
43.0381
0.7197
3
2
20
47.96
CNN=CCC1=CSC=C1
CNN=CCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
154.238
45.5747
1.4958
3
1
20
24.39
CN1NCC(=C)N(C)C1=S
C=C1CNN(C)C(=S)N1C
false
CC1CCC(C)C(C)C1C
C=C1CNNC(=S)N1
157.242
45.2667
0.1668
2
1
21
18.51
CCS(=O)(=O)OCC(C)O
CCS(=O)(=O)OCC(C)O
true
CCC(C)(C)CCC(C)C
168.214
37.0936
-0.2665
4
1
22
63.6
CCCCN(C=C)C(N)=S
C=CN(CCCC)C(N)=S
false
CCCCC(CC)C(C)C
158.27
48.5964
1.4756
1
1
24
29.26
C1CC1C1CC2=CSC=C12
c1scc2c1CC2C1CC1
false
C1CC2CC(C3CC3)C2C1
c1scc2c1CC2C1CC1
150.246
43.488
2.7978
1
0
20
0
CC1C(O)CC2=CSC=C12
CC1c2cscc2CC1O
false
CC1CC2CCCC2C1C
c1scc2c1CCC2
154.234
42.4448
1.7686
2
1
20
20.23
CC1(NC1C#N)S(C)(=O)=O
CC1(S(C)(=O)=O)NC1C#N
false
CCC1CC1(C)C(C)(C)C
C1CN1
160.198
35.7855
-0.75742
4
1
18
79.87
C=NNC(=S)N1CCC1=O
C=NNC(=S)N1CCC1=O
true
CCCC(C)C1CCC1C
O=C1CCN1
157.198
41.6127
-0.2912
3
1
17
44.7
CC1CC1NC(=S)NN=C
C=NNC(=S)NC1CC1C
false
CCCC(C)CC1CC1C
C1CC1
157.242
45.9874
0.4745
2
2
21
36.42
NN=C(CO)C1=CC=CS1
NN=C(CO)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
156.21
42.1292
0.4032
4
2
18
58.61
CC(C)N1CCN(O)C1=S
CC(C)N1CCN(O)C1=S
true
CC(C)C1CCC(C)C1C
S=C1NCCN1
160.242
42.9325
0.6865
2
1
22
26.71
OC1CCC2C1NS2(=O)=O
O=S1(=O)NC2C(O)CCC21
false
CC1CCC2C1CC2(C)C
O=S1(=O)NC2CCCC21
163.198
34.8723
-1.1887
3
2
19
66.4
OC12CNC1S(=O)(=O)CC2
O=S1(=O)CCC2(O)CNC21
false
CC1(C)CCC2(C)CCC12
O=S1(=O)CCC2CNC21
163.198
35.1443
-1.5347
4
2
19
66.4
O=C(CC#C)C1=CN=NS1
C#CCC(=O)c1cnns1
false
CCCC(C)C1CCCC1
c1csnn1
152.178
37.6895
0.7441
4
0
14
42.85
CNC(=S)NC=NCCO
CNC(=S)NC=NCCO
true
CCCCCCC(C)CC
161.23
45.2382
-0.8991
3
3
21
56.65
NC1=CSN=C1C1CCO1
Nc1csnc1C1CCO1
false
CC1CCCC1C1CCC1
c1cc(C2CCO2)ns1
156.21
39.8364
1.1867
4
1
18
48.14
CC1CS(=O)(=O)C2(O)CC12
CC1CS(=O)(=O)C2(O)CC12
true
CC1CC(C)(C)C2(C)CC12
O=S1(=O)CCC2CC21
162.21
36.0076
-0.2406
3
1
20
54.37
CNC(=C)C1=C(Cl)C=CS1
C=C(NC)c1sccc1Cl
false
CCC(C)C1CCCC1C
c1ccsc1
173.668
47.4227
2.5916
2
1
18
12.03
CC1=CSC2=C1C1CC2O1
Cc1csc2c1C1CC2O1
false
CC1CCC2C3CC(C3)C12
c1cc2c(s1)C1CC2O1
152.218
40.24
2.57262
2
0
18
9.23
CNC1=C(N)C(=CS1)C#C
C#Cc1csc(NC)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
152.222
46.2131
1.3533
3
2
18
38.05
NS(=O)(=O)OC1CCCC1
NS(=O)(=O)OC1CCCC1
true
CC(C)(C)CC1CCCC1
C1CCCC1
165.214
36.4482
0.1491
3
1
21
69.39
CCC1NC(=S)N(N)C1C
CCC1NC(=S)N(N)C1C
true
CCC1CC(C)C(C)C1C
S=C1NCCN1
159.258
45.3011
0.2173
2
2
23
41.29
CCC1CC(=C)NC(=S)N1
C=C1CC(CC)NC(=S)N1
false
CCC1CC(C)CC(C)C1
C=C1CCNC(=S)N1
156.254
46.7054
1.1465
1
2
22
24.06
CC1=C(CC=O)C(C)=NS1
Cc1nsc(C)c1CC=O
false
CCCC1C(C)CCC1C
c1cnsc1
155.222
41.356
1.50134
3
0
19
29.96
CC(NC(=S)NN)=CC=C
C=CC=C(C)NC(=S)NN
false
CCCC(C)CC(C)CC
157.242
47.0108
0.414
2
3
21
50.08
CC1OCC1C1=CC=NS1
CC1OCC1c1ccns1
false
CC1CCC1C1CCCC1
c1cc(C2COC2)sn1
155.222
40.269
1.6454
3
0
19
22.12
O=C1CC(O1)C1=CN=CS1
O=C1CC(c2cncs2)O1
false
CC1CC(C2CCCC2)C1
O=C1CC(c2cncs2)O1
155.178
35.564
1.1311
4
0
15
39.19
COC1=CSN=C1C(N)=N
COc1csnc1C(=N)N
false
CCC1CCCC1C(C)C
c1cnsc1
157.198
39.6821
0.43577
4
2
17
71.99
CC1OC2=CSC(C#C)=C12
C#Cc1scc2c1C(C)O2
false
CCC1CCC2CC(C)C12
c1scc2c1CO2
150.202
41.297
2.1828
2
0
16
9.23
NCC1C(O)C2=CSN=C12
NCC1c2nscc2C1O
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
156.21
38.8692
0.2324
4
2
18
59.14
O=S(=O)(CC#N)C1CNC1
N#CCS(=O)(=O)C1CNC1
false
CCCC(C)(C)C1CCC1
C1CNC1
160.198
36.0575
-1.10342
4
1
18
69.96
CCCC1=CC(Cl)=CC=N1
CCCc1cc(Cl)ccn1
false
CCCC1CCCC(C)C1
c1ccncc1
155.628
43.242
2.6875
1
0
20
12.89
CC1=C(C=C)S(=O)(=O)N=C1
C=CC1=C(C)C=NS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)C=CC=N1
157.194
40.3088
0.8606
2
0
17
46.5
CCOS(=O)(=O)CNN=C
C=NNCS(=O)(=O)OCC
false
CCCCC(C)(C)CCC
166.202
38.0975
-0.4846
5
1
20
67.76
CCOS(=O)(=O)NC=NC
CCOS(=O)(=O)NC=NC
true
CCCCC(C)(C)CCC
166.202
38.0975
-0.4846
4
1
20
67.76
OC(=O)C#CC1=CN=CS1
O=C(O)C#Cc1cncs1
false
CC(C)CCC1CCCC1
c1cscn1
153.162
36.6278
0.5792
3
1
13
50.19
CCCN1SC(=N)N=C1C
CCCn1sc(=N)nc1C
false
CCCC1CC(C)CC1C
N=c1nc[nH]s1
157.242
40.9867
1.14249
4
1
21
41.67
O=C1N=CN=C2C=CSN12
O=c1ncnc2ccsn12
false
CC1CCCC2CCCC12
O=c1ncnc2ccsn12
153.166
37.134
0.151
5
0
13
47.26
CCS(=O)(=O)CCC(N)=O
CCS(=O)(=O)CCC(N)=O
true
CCC(C)(C)CCC(C)C
165.214
38.1392
-0.7035
3
1
21
77.23
CC12OC1S(=O)(=O)C1OC21
CC12OC1S(=O)(=O)C1OC12
false
CC1(C)C2CC2C2(C)CC12
O=S1(=O)C2OC2C2OC21
162.166
30.8588
-0.7453
4
0
16
59.2
C=C1C2NC2C(=C)S1(=O)=O
C=C1C2NC2C(=C)S1(=O)=O
true
CC1C2CC2C(C)C1(C)C
C=C1C2NC2C(=C)S1(=O)=O
157.194
37.9115
-0.2174
3
1
17
56.08
CC(C=C)C#CS(O)(=O)=O
C=CC(C)C#CS(=O)(=O)O
false
CCC(C)CCC(C)(C)C
160.194
38.6856
0.6572
2
1
18
54.37
CNCCS(=O)(=O)OC=C
C=COS(=O)(=O)CCNC
false
CCCCC(C)(C)CCC
165.214
38.9955
-0.3043
4
1
21
55.4
CCC(C)C(O)S(C)(=O)=O
CCC(C)C(O)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.242
40.3056
0.3955
3
1
24
54.37
CCC=CC1=CSC=C1O
CCC=Cc1cscc1O
false
CCCCC1CCCC1C
c1ccsc1
154.234
45.3088
2.8769
2
1
20
20.23
NC1=CSC=C1NCC=C
C=CCNc1cscc1N
false
CCCCC1CCCC1C
c1ccsc1
154.238
47.4181
1.9282
3
2
20
38.05
ONS(=O)(=O)CCC1CC1
O=S(=O)(CCC1CC1)NO
false
CCC(C)(C)CCC1CC1
C1CC1
165.214
36.05
0.0951
3
2
21
66.4
CN=C(N)C1CNS1(=O)=O
CN=C(N)C1CNS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
163.202
38.2569
-1.725
3
2
19
84.55
COC1=C(SC=N1)C1CC1
COc1ncsc1C1CC1
false
CCC1CCCC1C1CC1
c1ncc(C2CC2)s1
155.222
40.641
2.0291
3
0
19
22.12
COC1CN2C1=NSC2=N
COC1Cn2c1nsc2=N
false
CCC1CC2C(C)CCC12
N=c1snc2n1CC2
157.198
35.7087
0.12517
5
1
17
50.9
CC1CC2=NC(=N)SN2O1
CC1Cc2nc(=N)sn2O1
false
CC1CC2CC(C)CC2C1
N=c1nc2n(s1)OCC2
157.198
35.7047
-0.20273
5
1
17
50.9
C1OC11CNC2=CSC=C12
c1scc2c1NCC21CO1
false
C1CC2CCC3(CC3)C2C1
c1scc2c1NCC21CO1
153.206
40.4387
1.3991
3
1
17
24.56
COC(C)C1=C(Cl)C=CO1
COC(C)c1occc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
160.6
39.142
2.6404
2
0
19
22.37
OS(=O)(=O)C1=NC=CC=N1
O=S(=O)(O)c1ncccn1
false
CC(C)(C)C1CCCCC1
c1cncnc1
160.154
31.8466
-0.2767
4
1
14
80.15
CCN1C=C(Cl)C(C=C)=N1
C=Cc1nn(CC)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
156.616
43.002
2.1994
2
0
19
17.82
CNCC(C)(N)S(O)(=O)=O
CNCC(C)(N)S(=O)(=O)O
false
CCCC(C)(C)C(C)(C)C
168.218
38.0677
-1.2315
4
3
22
92.42
CC1(CS(=O)(=O)C1)OC=C
C=COC1(C)CS(=O)(=O)C1
false
CCCC1(C)CC(C)(C)C1
O=S1(=O)CCC1
162.21
38.3408
0.3336
3
0
20
43.37
OC1=C(SC=C1Cl)C1CC1
Oc1c(Cl)csc1C1CC1
false
CC1CCC(C2CC2)C1C
c1csc(C2CC2)c1
174.652
42.9688
2.9845
2
1
17
20.23
NC1=NC=C(OCC=C)S1
C=CCOc1cnc(N)s1
false
CCCCC1CCC(C)C1
c1cscn1
156.21
42.2184
1.2901
4
1
18
48.14
CN(O)C(=S)NN1CCC1
CN(O)C(=S)NN1CCC1
true
CC(C)C(C)CC1CCC1
C1CNC1
161.23
41.4732
-0.1974
3
2
21
38.74
C=CCCC1=CNSC1=N
C=CCCc1c[nH]sc1=N
false
CCCCC1CCCC1C
N=c1cc[nH]s1
154.238
43.0424
1.67427
2
2
20
39.64
CC(C)C(O)S(=O)(=O)C=O
CC(C)C(O)S(=O)(=O)C=O
true
CCC(C)(C)C(C)C(C)C
166.198
36.5151
-0.4342
4
1
20
71.44
CNC(=S)NC1=CNC=C1
CNC(=S)Nc1cc[nH]c1
false
CCC(C)CC1CCCC1
c1cc[nH]c1
155.226
46.0731
0.9309
1
3
19
39.85
CC(C)OC1=CNC(=O)S1
CC(C)Oc1c[nH]c(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1[nH]ccs1
159.21
40.7037
1.2236
3
1
19
42.09
CCC1C(C)NC(=S)N1O
CCC1C(C)NC(=S)N1O
true
CCC1C(C)CC(C)C1C
S=C1NCCN1
160.242
42.9002
0.7328
2
2
22
35.5
COC1=C(Cl)C=NN1N=C
C=Nn1ncc(Cl)c1OC
false
CCC1CCC(C)C1CC
c1cn[nH]c1
159.576
38.736
1.0088
4
0
16
39.41
NCCOC1=CSN=C1N
NCCOc1csnc1N
false
CCCCC1CCCC1C
c1cnsc1
159.214
41.0758
0.0628
5
2
19
74.16
OC1=CSC2=C1C1OC1C2
Oc1csc2c1C1OC1C2
false
CC1CCC2CC3CC3C12
c1cc2c(s1)CC1OC21
154.19
37.3018
1.4497
3
1
16
32.76
N=CN1CCC(=O)NC1=S
N=CN1CCC(=O)NC1=S
true
CCC1CCC(C)CC1C
O=C1CCNC(=S)N1
157.198
40.8474
-0.29973
3
2
17
56.19
C=C1OCC2=C1SC(=N)N2
C=C1OCc2[nH]c(=N)sc21
false
CC1CC2CCC(C)C2C1
C=C1OCc2[nH]c(=N)sc21
154.194
38.3474
1.05657
3
2
16
48.87
OC1=CSC2=C1C(=C)OC2
C=C1OCc2scc(O)c21
false
CC1CCC2CCC(C)C12
C=C1OCc2sccc21
154.19
39.8068
1.9546
3
1
16
29.46
NC1=C(NC=N)SC(O)=C1
N=CNc1sc(O)cc1N
false
CCCC1CC(C)CC1C
c1ccsc1
157.198
42.8026
1.05487
4
4
17
82.13
O=C1NOCC2=C1SC=C2
O=C1NOCc2ccsc21
false
CC1CCCC2CCCC12
O=C1NOCc2ccsc21
155.178
36.5742
0.9231
3
1
15
38.33
CCC(=O)CC1=CC=CS1
CCC(=O)Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
154.234
43.321
2.2697
2
0
20
17.07
C=COC(=O)S(=O)(=O)C#C
C#CS(=O)(=O)C(=O)OC=C
false
CCCC(C)C(C)(C)CC
160.15
34.4308
0.272
4
0
14
60.44
NCCC1CS(=O)(=O)NO1
NCCC1CS(=O)(=O)NO1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCON1
166.202
35.4669
-1.4316
4
2
20
81.42
CON(CC1CC1)C(N)=S
CON(CC1CC1)C(N)=S
true
CCC(CC1CC1)C(C)C
C1CC1
160.242
43.2244
0.5034
2
1
22
38.49
CN(C)C(=O)C1=NC=NS1
CN(C)C(=O)c1ncns1
false
CC(C)C(C)C1CCCC1
c1ncsn1
157.198
37.9265
0.2399
4
0
17
46.09
CCC1=NC(N)=CC=C1Cl
CCc1nc(N)ccc1Cl
false
CCC1CC(C)CCC1C
c1ccncc1
156.616
43.0374
1.8796
2
1
19
38.91