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
CCN1CC(C)N(O)C1=S
CCN1CC(C)N(O)C1=S
true
CCC1CC(C)C(C)C1C
S=C1NCCN1
160.242
42.9325
0.6865
2
1
22
26.71
ClC1=CNC=C1C(=O)C#C
C#CC(=O)c1c[nH]cc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
153.568
38.9662
1.484
1
1
14
32.86
C=CN1OCC2CN2C1=S
C=CN1OCC2CN2C1=S
true
CCC1CCC2CC2C1C
S=C1NOCC2CN12
156.21
41.08
0.3462
2
0
18
15.48
CC1=NSC(=O)N1CC=C
C=CCn1c(C)nsc1=O
false
CCCC1C(C)CCC1C
O=c1[nH]cns1
156.21
41.308
0.79922
4
0
18
34.89
CC1NNS(=O)(=O)C2OC12
CC1NNS(=O)(=O)C2OC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)NNCC2OC21
164.186
33.3142
-1.4626
4
2
18
70.73
C=CC12CC1S(=O)(=O)OC2
C=CC12COS(=O)(=O)C1C2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)OCC2CC21
160.194
35.9068
0.2911
3
0
18
43.37
NN(C(N)=S)C1=COCC1
NC(=S)N(N)C1=COCC1
false
CC(C)C(C)C1CCCC1
C1=COCC1
159.214
41.4638
-0.3326
3
2
19
64.51
ClC1=C2C=CCON2C=C1
Clc1ccn2c1C=CCO2
false
CC1CCC2CCCCC12
C1=Cc2cccn2OC1
155.584
39.923
1.5969
2
0
16
14.16
CCC(C=CC)S(O)(=O)=O
CC=CC(CC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
164.226
40.4416
1.2289
2
1
22
54.37
CC1OS(=O)(=O)C2CC12C
CC1OS(=O)(=O)C2CC12C
true
CC1CC(C)(C)C2CC12C
O=S1(=O)OCC2CC21
162.21
35.9788
0.5135
3
0
20
43.37
CC1=CC(Cl)=CN=C1CO
Cc1cc(Cl)cnc1CO
false
CCC1CCC(C)CC1C
c1ccncc1
157.6
39.9068
1.53572
2
1
18
33.12
NC1CC2=NSC=C2C=C1
NC1C=Cc2csnc2C1
false
CC1CCC2CCCC2C1
C1=Cc2csnc2CC1
152.222
42.8274
1.0397
3
1
18
38.91
NC1=CC(N)=C(Cl)C=C1Cl
Nc1cc(N)c(Cl)cc1Cl
false
CC1CC(C)C(C)CC1C
c1ccccc1
177.034
45.2868
2.1578
2
2
16
52.04
COC1=C(C)CNS1(=O)=O
COC1=C(C)CNS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCN1
163.198
36.6315
-0.2027
3
1
19
55.4
CCNN=CS(=O)(=O)C=O
CCNN=CS(=O)(=O)C=O
true
CCCCCC(C)(C)CC
164.186
37.839
-0.8558
5
1
18
75.6
NN1CC=C(NC1=S)C=C
C=CC1=CCN(N)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
155.226
44.9071
0.1201
2
2
19
41.29
CC1CCC1S(=O)(=O)CO
CC1CCC1S(=O)(=O)CO
true
CCC(C)(C)C1CCC1C
C1CCC1
164.226
38.1916
0.1495
3
1
22
54.37
CN=C1SC(O)=C2CCN12
CN=c1sc(O)c2n1CC2
false
CCC1CC(C)C2CCC12
N=c1scc2n1CC2
156.21
39.1648
0.3418
4
1
18
37.52
C=C1C=C2NC(=S)NC2=C1
C=C1C=c2[nH]c(=S)[nH]c2=C1
false
CC1CC2CC(C)CC2C1
C=C1C=c2[nH]c(=S)[nH]c2=C1
150.206
43.2974
0.20309
1
2
16
31.58
NN=C1SN2OCCC2=C1
NN=c1cc2n(s1)OCC2
false
CCC1CC2CCCC2C1
N=c1cc2n(s1)OCC2
157.198
37.2104
-0.6913
5
1
17
52.54
CC1NC(=S)N2NCCC12
CC1NC(=S)N2NCCC12
true
CC1CC(C)C2CCCC12
S=C1NCC2CCNN12
157.242
43.4424
-0.1581
2
2
21
27.3
CS(=O)(=O)OCC=CC#N
CS(=O)(=O)OCC=CC#N
true
CCCCCCC(C)(C)C
161.182
35.5488
0.04238
4
0
17
67.16
NC(=S)N1C=CC2(O)CC12
NC(=S)N1C=CC2(O)CC12
true
CC(C)C1CCC2(C)CC12
C1=CC2CC2N1
156.21
41.1192
-0.4373
2
2
18
49.49
OS(=O)(=O)CC=NN1CC1
O=S(=O)(O)CC=NN1CC1
false
CC(C)(C)CCCC1CC1
C1CN1
164.186
36.4806
-0.8244
4
1
18
69.74
CCOC(=C)S(=O)(=O)CC
C=C(OCC)S(=O)(=O)CC
false
CCCC(C)C(C)(C)CC
164.226
40.2268
0.9288
3
0
22
43.37
COC1=NS(=O)(=O)CCN1
COC1=NS(=O)(=O)CCN1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCNC=N1
164.186
36.2335
-1.0782
4
1
18
67.76
CC(C)S(=O)(=O)OCC=C
C=CCOS(=O)(=O)C(C)C
false
CCCCC(C)(C)C(C)C
164.226
40.2048
0.9272
3
0
22
43.37
[O-][N+](=O)C1=C(SN=C1)C=C
C=Cc1sncc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1cnsc1
156.166
38.8594
1.6943
4
0
14
56.03
CCC(C=O)C1=CSN=C1
CCC(C=O)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
155.222
41.21
1.8356
3
0
19
29.96
CC1=C(C#C)S(=O)(=O)NC1
C#CC1=C(C)CNS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCN1
157.194
38.4555
-0.1734
2
1
17
46.17
OS(=O)(=O)C=NNCC=C
C=CCNN=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
164.186
38.2403
-0.4069
4
2
18
78.76
CN1C=CC(Cl)=CC1=NN
Cn1ccc(Cl)cc1=NN
false
CCC1CC(C)CCC1C
N=c1cccc[nH]1
157.604
40.1734
0.4529
3
1
18
43.31
C=C1CC2CC2OS1(=O)=O
C=C1CC2CC2OS1(=O)=O
true
CC1CC2CC2CC1(C)C
C=C1CC2CC2OS1(=O)=O
160.194
35.6568
0.6387
3
0
18
43.37
OCCCOC1=CSC=N1
OCCCOc1cscn1
false
CCCCCC1CCCC1
c1cscn1
159.21
39.3118
0.9043
4
1
19
42.35
NC(=N)C1=C(O)C(Cl)=CN1
N=C(N)c1[nH]cc(Cl)c1O
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
159.576
38.4836
0.65777
2
4
16
85.89
CC1=C(O)SC=C1[N+]([O-])=O
Cc1c([N+](=O)[O-])csc1O
false
CC(C)C1CCC(C)C1C
c1ccsc1
159.166
37.3752
1.67032
4
1
15
63.37
CC(O)CN(N)S(C)(=O)=O
CC(O)CN(N)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
168.218
37.418
-1.4975
4
2
22
83.63
CC(NN=C)=CS(C)(=O)=O
C=NNC(C)=CS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
162.214
41.2855
0.0975
4
1
20
58.53
NC(=S)N1CCC(N1)C#N
N#CC1CCN(C(N)=S)N1
false
CCC1CCC(C(C)C)C1
C1CNNC1
156.214
40.6451
-0.66752
3
2
18
65.08
ClC1=C2N(N=CC2=C)N=C1
C=c1cnn2ncc(Cl)c12
false
CC1CCC2CCC(C)C12
C=c1cnn2nccc12
153.572
38.737
0.5119
3
0
14
30.19
CN1C=CC2=C1SN=C2C
Cc1nsc2c1ccn2C
false
CC1CCC2C(C)CCC12
c1cc2cnsc2[nH]1
152.222
43.328
1.94322
3
0
18
17.82
CCN(C)C1=CSC(=O)O1
CCN(C)c1csc(=O)o1
false
CCC(C)C1CCC(C)C1
O=c1occs1
159.21
41.799
1.1574
4
0
19
33.45
CC1(C)CC=NOS1(=O)=O
CC1(C)CC=NOS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CCC=NO1
163.198
37.1928
0.5009
4
0
19
55.73
CN(C=O)C(=S)NC(C)=C
C=C(C)NC(=S)N(C)C=O
false
CCC(C)C(C)CC(C)C
158.226
44.3747
0.4827
2
1
20
32.34
CC1=C(O)NC2=C1N=CS2
Cc1c(O)[nH]c2scnc12
false
CC1CC2CCCC2C1C
c1cc2ncsc2[nH]1
154.194
40.3725
1.63842
3
2
16
48.91
NC(=N)NCC1=CC=CS1
N=C(N)NCc1cccs1
false
CC(C)CCC1CCCC1
c1ccsc1
155.226
43.0728
0.73117
2
3
19
61.9
CCCN1OCCNC1=S
CCCN1OCCNC1=S
true
CCCC1CCCCC1C
S=C1NCCON1
160.242
43.5497
0.5181
2
1
22
24.5
C#CC1=CSC2=NCCN12
C#CC1=CSC2=NCCN12
true
CCC1CCC2CCCC12
C1=CN2CCN=C2S1
150.206
43.515
0.8794
3
0
16
15.6
N#CC1CNC2=C1N=CS2
N#CC1CNc2scnc21
false
CCC1CCC2CCCC12
c1nc2c(s1)NCC2
151.194
38.9577
1.17578
4
1
15
48.71
C1CC2=CSC=C2C=NO1
C1=NOCCc2cscc21
false
C1CCC2CCCC2CC1
C1=NOCCc2cscc21
153.206
41.569
1.6547
3
0
17
21.59
CC(C#N)C1=C(N)N=NS1
CC(C#N)c1snnc1N
false
CCC(C)C1CCCC1C
c1csnn1
154.198
38.3494
0.74738
5
1
16
75.59
O=S1(=O)CC2CC1CC=C2
O=S1(=O)CC2C=CCC1C2
false
CC1(C)CC2CCCC1C2
O=S1(=O)CC2C=CCC1C2
158.222
39.4388
0.7496
2
0
20
34.14
CC(=N)NC1=C(C)C=CS1
CC(=N)Nc1sccc1C
false
CC(C)CC1CCCC1C
c1ccsc1
154.238
46.0794
2.46559
2
2
20
35.88
O=C1NC2=C(CC=CC2)S1
O=c1[nH]c2c(s1)CC=CC2
false
CC1CC2CCCCC2C1
O=c1[nH]c2c(s1)CC=CC2
153.206
41.4877
1.0912
2
1
17
32.86
CN1CC2CC2S(=O)(=O)N1
CN1CC2CC2S(=O)(=O)N1
true
CC1CC2CC2C(C)(C)C1
O=S1(=O)NNCC2CC21
162.214
36.5805
-0.8453
3
1
20
49.41
ClC1=CNC2=C1C1CC1N2
Clc1c[nH]c2c1C1CC1N2
false
CC1CCC2CC3CC3C12
c1cc2c([nH]1)NC1CC21
154.6
40.5714
1.9495
1
2
17
27.82
OS(=O)(=O)C=CCC1CN1
O=S(=O)(O)C=CCC1CN1
false
CC(C)(C)CCCC1CC1
C1CN1
163.198
37.0963
-0.2502
3
2
19
76.31
C=C1C(C=CS1(=O)=O)C#N
C=C1C(C#N)C=CS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1CC=CS1(=O)=O
155.178
36.3028
0.58198
3
0
15
57.93
CC1CC2=C(Cl)C(O)=C1N2
CC1Cc2[nH]c1c(O)c2Cl
false
CC1CC2CC1C(C)C2C
c1cc2[nH]c1CC2
157.6
39.5865
2.0333
1
2
18
36.02
CC(=C)CC1=NN=C(N)S1
C=C(C)Cc1nnc(N)s1
false
CC(C)CC1CCC(C)C1
c1nncs1
155.226
42.8394
1.2389
4
1
19
51.8
NC1=C2C=COCC2=CS1
Nc1scc2c1C=COC2
false
CC1CCC2CCCCC12
C1=Cc2cscc2CO1
153.206
42.5544
1.8312
3
1
17
35.25
CC(=C)C1=C(C=NS1)C#C
C#Cc1cnsc1C(=C)C
false
CCC1CCCC1C(C)C
c1cnsc1
149.218
44.757
2.1575
2
0
17
12.89
NS(=O)(=O)CCCCC#N
N#CCCCCS(N)(=O)=O
false
CCCCCCC(C)(C)C
162.214
37.4382
-0.03122
3
1
20
83.95
NCC1CN1C(=S)NC=C
C=CNC(=S)N1CC1CN
false
CCCC(C)C1CC1CC
C1CN1
157.242
45.4791
-0.3527
2
2
21
41.06
N=CNC1=C(C=NS1)C#C
C#Cc1cnsc1NC=N
false
CCCC1CCCC1CC
c1cnsc1
151.194
42.4554
1.14337
3
2
15
48.77
NC1=NSC2=C1OC1CC21
Nc1nsc2c1OC1CC21
false
CC1CCC2C1CC1CC12
c1nsc2c1OC1CC21
154.194
38.3004
0.9736
4
1
16
48.14
O=C1NC=C(S1)C1CCN1
O=c1[nH]cc(C2CCN2)s1
false
CC1CCC(C2CCC2)C1
O=c1[nH]cc(C2CCN2)s1
156.21
40.3004
0.4708
3
2
18
44.89
CC(C1CC1)C1=CN=CS1
CC(c1cncs1)C1CC1
false
CC(C1CCCC1)C1CC1
c1ncc(CC2CC2)s1
153.25
43.253
2.6566
2
0
21
12.89
CN(C)C1=C(O)C(Cl)=CN1
CN(C)c1[nH]cc(Cl)c1O
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
160.604
41.7945
1.4397
2
2
19
39.26
CC1=NC=C(Cl)C(CN)=N1
Cc1ncc(Cl)c(CN)n1
false
CCC1CC(C)CCC1C
c1cncnc1
157.604
39.6704
0.89712
3
1
18
51.8
CC#CC1=NC(=O)N(N)S1
CC#Cc1nc(=O)n(N)s1
false
CCCC1CC(C)C(C)C1
O=c1ncs[nH]1
155.182
39.0764
-0.61
5
1
15
60.91
COS(=O)(=O)CC1NC1C
COS(=O)(=O)CC1NC1C
true
CCC(C)(C)CC1CC1C
C1CN1
165.214
37.1815
-0.6771
4
1
21
65.31
NN=CC1=CC=C(S1)C=C
C=Cc1ccc(C=NN)s1
false
CCCC1CCC(CC)C1
c1ccsc1
152.222
46.1914
1.6837
3
1
18
38.38
CC1CC1C1=NNC(=O)S1
CC1CC1c1n[nH]c(=O)s1
false
CC1CCC(C2CC2C)C1
O=c1[nH]nc(C2CC2)s1
156.21
39.2567
0.9548
3
1
18
45.75
CCNS(=O)(=O)NC=NC
CCNS(=O)(=O)NC=NC
true
CCCCC(C)(C)CCC
165.218
40.1482
-0.9116
3
2
21
70.56
C1OCC1NC1=NSN=C1
c1nsnc1NC1COC1
false
C1CCC(CC2CCC2)C1
c1nsnc1NC1COC1
157.198
38.1387
0.3488
5
1
17
47.04
OC1CNCS(=O)(=O)NC1
O=S1(=O)CNCC(O)CN1
false
CC1CCCC(C)(C)CC1
O=S1(=O)CNCCCN1
166.202
35.799
-2.1726
4
3
20
78.43
CC1NN(C2CC12)C(N)=S
CC1NN(C(N)=S)C2CC12
false
CC(C)C1CC(C)C2CC12
C1NNC2CC12
157.242
43.1171
-0.1728
2
2
21
41.29
NCCC1=COS(=O)(=O)C1
NCCC1=COS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CO1
163.198
36.6262
-0.4209
4
1
19
69.39
CCC12CCC(O1)S2(=O)=O
CCC12CCC(O1)S2(=O)=O
true
CCC12CCC(C1)C2(C)C
O=S1(=O)C2CCC1O2
162.21
36.0488
0.6576
3
0
20
43.37
NC1C(O)C1CS(N)(=O)=O
NC1C(O)C1CS(N)(=O)=O
true
CC1C(C)C1CC(C)(C)C
C1CC1
166.202
35.4464
-2.4071
4
3
20
106.41
CC1CCN(C)C(=S)N1C
CC1CCN(C)C(=S)N1C
true
CC1CCC(C)C(C)C1C
S=C1NCCCN1
158.27
47.07
0.9271
1
0
24
6.48
N=C1COC2=CSN=C2N1
N=C1COc2csnc2N1
false
CC1CCC2CCCC2C1
N=C1COc2csnc2N1
155.182
38.9584
0.92467
4
2
15
58
CC1=C(O)SC(O)=C1CN
Cc1c(O)sc(O)c1CN
false
CCC1C(C)CC(C)C1C
c1ccsc1
159.21
40.277
0.92642
4
3
19
66.48
CN1CC(=C)C2=C1SC=N2
C=C1CN(C)c2scnc21
false
CC1CC(C)C2CCCC12
C=C1CNc2scnc21
152.222
44.418
1.6061
3
0
18
16.13
CC(C)=CN1C=NSC1=N
CC(C)=Cn1cnsc1=N
false
CC(C)CC1CCCC1C
N=c1[nH]cns1
155.226
41.5797
1.30477
4
1
19
41.67
CN1C(=O)SN=C1CC#C
C#CCc1nsc(=O)n1C
false
CCCC1CCC(C)C1C
O=c1[nH]cns1
154.194
39.892
0.0175
4
0
16
34.89
CCC(=O)NC1=CSC=C1
CCC(=O)Nc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
155.222
43.2397
2.0966
2
1
19
29.1
CC1CCN=C2SNC=C12
CC1CCN=C2SNC=C21
false
CC1CCCC2CCCC12
C1=C2CCCN=C2SN1
154.238
44.8927
1.56
3
1
20
24.39
CC1=NSC(NC=O)=C1N
Cc1nsc(NC=O)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
157.198
40.9501
0.60202
4
2
17
68.01
CC1=C(COC=C)SN=C1
C=COCc1sncc1C
false
CCCCC1CCCC1C
c1cnsc1
155.222
41.837
2.11162
3
0
19
22.12
NC1=C(Cl)C2=C(CC=C2)S1
Nc1sc2c(c1Cl)C=CC2
false
CC1CC2CCCC2C1C
C1=Cc2ccsc2C1
171.652
46.4794
2.553
2
1
16
26.02
CC1NCC1C1=NC=CS1
CC1NCC1c1nccs1
false
CC1CCC1C1CCCC1
c1csc(C2CNC2)n1
154.238
42.3197
1.2184
3
1
20
24.92
CC(C#N)C1=CC(Cl)=CO1
CC(C#N)c1cc(Cl)co1
false
CCC(C)C1CCC(C)C1
c1ccoc1
155.584
37.746
2.56008
2
0
16
36.93
O=C1OC(=CS1)C1CCN1
O=c1oc(C2CCN2)cs1
false
CC1CCC(C2CCC2)C1
O=c1oc(C2CCN2)cs1
157.194
38.2157
0.7357
4
1
17
42.24
CN(C=CC1CN1)C(N)=S
CN(C=CC1CN1)C(N)=S
true
CC(C)C(C)CCC1CC1
C1CN1
157.242
45.4791
-0.3527
2
2
21
51.2
CCOC1CC2=NSN=C12
CCOC1Cc2nsnc21
false
CCCC1CC2CCCC12
C1Cc2nsnc21
156.21
37.98
1.1718
4
0
18
35.01
NN=C(CO)C1=NSC=C1
NN=C(CO)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
157.198
39.9242
-0.2018
5
2
17
71.5
N=CNCC1CS(=O)(=O)N1
N=CNCC1CS(=O)(=O)N1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCN1
163.202
37.4969
-1.51533
3
3
19
82.05
CC(=O)C1=C(C)C(N)=CS1
CC(=O)c1scc(N)c1C
false
CC(C)C1CCC(C)C1C
c1ccsc1
155.222
43.4729
1.84132
3
1
19
43.09