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
CCNS(=O)(=O)CNN=C
C=NNCS(=O)(=O)NCC
false
CCCCC(C)(C)CCC
165.218
40.1482
-0.9116
4
2
21
70.56
CC(=CS(O)(=O)=O)C1CC1
CC(=CS(=O)(=O)O)C1CC1
false
CC(CC(C)(C)C)C1CC1
C1CC1
162.21
38.0296
1.188
2
1
20
54.37
COC=C(C)S(=O)(=O)C=C
C=CS(=O)(=O)C(C)=COC
false
CCCC(C)C(C)(C)CC
162.21
39.8828
1.0524
3
0
20
43.37
CC1CNC1CS(O)(=O)=O
CC1CNC1CS(=O)(=O)O
false
CC1CCC1CC(C)(C)C
C1CNC1
165.214
37.3703
-0.5179
3
2
21
66.4
CCC(O)C1=C(Cl)C=NS1
CCC(O)c1sncc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
177.656
42.3748
2.2399
3
1
18
33.12
CCOCC1=C(Cl)C=NN1
CCOCc1[nH]ncc1Cl
false
CCCCC1CCCC1C
c1cn[nH]c1
160.604
38.9277
1.5996
2
1
19
37.91
CC1CCN1C1=CN=CS1
CC1CCN1c1cncs1
false
CC1CCC1C1CCCC1
c1ncc(N2CCC2)s1
154.238
43.539
1.7417
3
0
20
16.13
CC1C(N)C1(C)S(O)(=O)=O
CC1C(N)C1(C)S(=O)(=O)O
false
CC1C(C)C1(C)C(C)(C)C
C1CC1
165.214
37.093
-0.3901
3
2
21
80.39
CC1=NNC(C2CO2)=C1Cl
Cc1n[nH]c(C2CO2)c1Cl
false
CC1CCC(C2CC2)C1C
c1cc(C2CO2)[nH]n1
158.588
37.0277
1.44282
2
1
17
41.21
CN(C=C)C(=S)NCC=O
C=CN(C)C(=S)NCC=O
false
CCCCC(C)C(C)CC
158.226
44.6247
0.1351
2
1
20
32.34
C=CC1=CNC(=S)NC=C1
C=CC1=CNC(=S)NC=C1
true
CCC1CCCC(C)CC1
S=C1NC=CC=CN1
152.222
46.2894
1.0477
1
2
18
24.06
NC1C=CC2=C1NC=C2Cl
NC1C=Cc2c(Cl)c[nH]c21
false
CC1CCC2C(C)CCC12
C1=Cc2cc[nH]c2C1
154.6
41.7651
1.6947
1
2
17
41.81
NC1=C(SN=C1NO)C=C
C=Cc1snc(NO)c1N
false
CCC1CCC(CC)C1C
c1cnsc1
157.198
42.0266
1.1694
5
3
17
71.17
CC(CN)=CC1=CSC=C1
CC(=Cc1ccsc1)CN
false
CCC(C)CC1CCCC1
c1ccsc1
153.25
47.0244
2.1101
2
1
21
26.02
CC(=C)C1=C(O)C(C)=CS1
C=C(C)c1scc(C)c1O
false
CC(C)C1CCC(C)C1C
c1ccsc1
154.234
45.4288
2.79522
2
1
20
20.23
NC1=C(C(Cl)=CN1)[N+]([O-])=O
Nc1[nH]cc(Cl)c1[N+](=O)[O-]
false
CC(C)C1C(C)CCC1C
c1cc[nH]c1
161.548
36.8695
1.1585
3
2
14
84.95
CC1C(C=C)C1S(N)(=O)=O
C=CC1C(C)C1S(N)(=O)=O
false
CCC1C(C)C1C(C)(C)C
C1CC1
161.226
39.7462
0.0954
2
1
21
60.16
COC1=NSC(C=CC)=C1
CC=Cc1cc(OC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
155.222
43.374
2.1848
3
0
19
22.12
CN(C)CS(=O)(=O)NN=C
C=NNS(=O)(=O)CN(C)C
false
CCCC(C)(C)CC(C)C
165.218
40.1585
-0.9595
4
1
21
61.77
CCN(CC)C1=CN=NS1
CCN(CC)c1cnns1
false
CCC(CC)C1CCCC1
c1csnn1
157.242
43.47
1.3843
4
0
21
29.02
CCNCC1=CSC(=O)N1
CCNCc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
158.226
42.3204
0.5459
3
2
20
44.89
CC1C2=CC=NN2S1(=O)=O
CC1c2ccnn2S1(=O)=O
false
CC1C2CCCC2C1(C)C
O=S1(=O)Cc2ccnn21
158.182
34.9598
0.1356
4
0
16
51.96
CN=C(C)NC1=NSC=C1
CN=C(C)Nc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
155.226
44.7697
1.6032
3
1
19
37.28
CC(CO)C(=C)S(O)(=O)=O
C=C(C(C)CO)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
166.198
36.9384
0.0163
3
2
20
74.6
CC1=CSC(C(N)=O)=C1O
Cc1csc(C(N)=O)c1O
false
CC(C)C1CCC(C)C1C
c1ccsc1
157.194
39.2387
0.86102
3
2
17
63.32
NN1C=C(Cl)C(=O)N1C=C
C=Cn1c(=O)c(Cl)cn1N
false
CCC1C(C)CC(C)C1C
O=c1cc[nH][nH]1
159.576
40.2394
0.1175
4
1
16
52.95
OC1CNC2=C(C1)SC=C2
OC1CNc2ccsc2C1
false
CC1CCC2CCCC2C1
c1cc2c(s1)CCCN2
155.222
42.5195
1.077
3
2
19
32.26
COC1=CCN(C1)C(N)=S
COC1=CCN(C(N)=S)C1
false
CCC1CCC(C(C)C)C1
C1=CCNC1
158.226
43.4504
0.0759
2
1
20
38.49
CC1(O)CNC(=S)NN=C1
CC1(O)C=NNC(=S)NC1
false
CC1CCCC(C)(C)CC1
S=C1NCCC=NN1
159.214
42.8522
-0.7991
3
3
19
56.65
NC1=C2SC=C(O)C2=CS1
Nc1scc2c(O)csc12
false
CC1CCC2C(C)CCC12
c1cc2cscc2s1
171.246
45.7792
2.2506
4
2
15
46.25
CC(N)C1=CSC(=N1)C#C
C#Cc1nc(C(C)N)cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
152.222
42.6514
1.1441
3
1
18
38.91
CCC1CC1NC(=S)NN
CCC1CC1NC(=S)NN
true
CCC(C)CC1CC1CC
C1CC1
159.258
45.2428
0.1227
2
3
23
50.08
CNC(=S)NC=C(C)C#C
C#CC(C)=CNC(=S)NC
false
CCC(C)CCC(C)CC
154.238
47.3834
0.6173
1
2
20
24.06
ON1NC2=CC=CN2C1=S
On1[nH]c2cccn2c1=S
false
CC1CC2CCCC2C1C
S=c1[nH][nH]c2cccn12
155.182
37.7562
1.03569
4
2
15
45.36
CN(C)C1=C(C=O)N=NS1
CN(C)c1snnc1C=O
false
CCC1CCCC1C(C)C
c1csnn1
157.198
39.6235
0.4166
5
0
17
46.09
CC=CC1=CC(SN1)=NN
CC=Cc1cc(=NN)s[nH]1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
155.226
43.1281
0.8837
3
2
19
54.17
CC1=NC2=C(NC(O)=C2)S1
Cc1nc2cc(O)[nH]c2s1
false
CC1CC2CC(C)CC2C1
c1cc2ncsc2[nH]1
154.194
40.3725
1.63842
3
2
16
48.91
O=S1(=O)CCNCC2OC12
O=S1(=O)CCNCC2OC21
false
CC1(C)CCCCC2CC21
O=S1(=O)CCNCC2OC21
163.198
35.3175
-1.2707
4
1
19
58.7
O=S1(=O)CN2CC2CON1
O=S1(=O)CN2CC2CON1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CN2CC2CON1
164.186
33.3685
-1.5073
4
1
18
58.41
C=CC1CC1C1=CN=NS1
C=CC1CC1c1cnns1
false
CCC1CC1C1CCCC1
c1nnsc1C1CC1
152.222
40.954
1.8276
3
0
18
25.78
CNC1=NC2=NSC=C2O1
CNc1nc2nscc2o1
false
CCC1CC2CCCC2C1
c1nc2nscc2o1
155.182
39.2277
1.326
5
1
15
50.95
CN(CC=C)C1=CC=NS1
C=CCN(C)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
154.238
45.581
1.7653
3
0
20
16.13
OC1C(CS1(=O)=O)NN=C
C=NNC1CS(=O)(=O)C1O
false
CCCC1CC(C)(C)C1C
O=S1(=O)CCC1
164.186
36.2663
-1.693
5
2
18
78.76
N=CNCC1=CSC(=O)N1
N=CNCc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.198
40.5631
0.13307
3
3
17
68.74
C=C1NC(=S)NC=NC1=C
C=C1N=CNC(=S)NC1=C
false
CC1CCCC(C)C(C)C1
C=C1N=CNC(=S)NC1=C
153.21
45.6414
0.5198
2
2
17
36.42
CNC1=CC(=CS1)C(C)C
CNc1cc(C(C)C)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
155.266
47.9547
2.9132
2
1
23
12.03
CC1(C)C2C=CS(=O)(=O)C12
CC1(C)C2C=CS(=O)(=O)C21
false
CC1(C)CCC2C1C2(C)C
O=S1(=O)C=CC2CC21
158.222
39.1188
0.9531
2
0
20
34.14
CCNC(C)C1=CC=CS1
CCNC(C)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
155.266
46.4107
2.4186
2
1
23
12.03
CC1CC1C1=CSC(C)=N1
Cc1nc(C2CC2C)cs1
false
CC1CCC(C2CC2C)C1
c1nc(C2CC2)cs1
153.25
43.373
2.57492
2
0
21
12.89
CN=C1SNC=C1CC#N
CN=c1s[nH]cc1CC#N
false
CCCC1CCCC1CC
N=c1cc[nH]s1
153.21
39.4737
0.67278
3
1
17
51.94
CC1=NC(=N)C(=O)S1(=O)=O
CC1=NC(=N)C(=O)S1(=O)=O
true
CC1CC(C)C(C)(C)C1C
N=C1N=CS(=O)(=O)C1=O
160.154
34.7625
-0.66293
4
1
14
87.42
NNS(=O)(=O)OCCC#C
C#CCCOS(=O)(=O)NN
false
CCCCCC(C)(C)CC
164.186
35.6449
-1.2656
4
2
18
81.42
CC(NC(N)=S)=CCCO
CC(=CCCO)NC(N)=S
false
CCCCC(C)CC(C)C
160.242
45.3809
0.1058
2
3
22
58.28
O=S1(=O)COC2=NNCC12
O=S1(=O)COC2=NNCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)COC2=NNCC21
162.17
34.0975
-1.3258
5
1
16
67.76
CCOS(=O)(=O)C#CCN
CCOS(=O)(=O)C#CCN
true
CCCCC(C)(C)CCC
163.198
37.3762
-0.7277
4
1
19
69.39
CC12CC3CC1C2S3(=O)=O
CC12CC3CC1C2S3(=O)=O
true
CC1(C)C2CC3C1C3(C)C2
O=S1(=O)C2CC3C(C2)C31
158.222
37.3268
0.5819
2
0
20
34.14
CC1=CC(NNC=O)=CS1
Cc1cc(NNC=O)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
156.21
41.8784
1.12942
3
2
18
41.13
CC=CCC1=CSC(=N)N1
CC=CCc1csc(=N)[nH]1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
154.238
43.0424
1.67427
2
2
20
39.64
C=CC12CN1C=NS2(=O)=O
C=CC12CN1C=NS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)N=CN2CC21
158.182
37.0458
-0.444
3
0
16
49.51
CC=CCOC1=CC=CS1
CC=CCOc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
154.234
44.628
2.703
2
0
20
9.23
CC1C2CN(N)C(=S)NC12
CC1C2CN(N)C(=S)NC12
true
CC1CC2C(C)C2CC1C
S=C1NCC2CC2N1
157.242
43.0691
-0.3153
2
2
21
41.29
CN1CC1(C#N)S(N)(=O)=O
CN1CC1(C#N)S(N)(=O)=O
true
CCC1(C(C)(C)C)CC1C
C1CN1
161.186
34.0812
-1.55982
4
1
17
86.96
COC1=C(N)C(N)=C(N)S1
COc1sc(N)c(N)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.214
44.1082
0.5033
5
3
19
87.29
CC1NCC=NNS1(=O)=O
CC1NCC=NNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CNCC=NN1
163.202
38.0122
-1.1592
4
2
19
70.56
CS(=O)(=O)CCCC1CO1
CS(=O)(=O)CCCC1CO1
true
CC(C)(C)CCCC1CC1
C1CO1
164.226
38.6848
0.21
3
0
22
46.67
NN1CC2CC(=O)N2C1=S
NN1CC2CC(=O)N2C1=S
true
CC1CC2CC(C)C2C1C
O=C1CC2CNC(=S)N12
157.198
38.7424
-0.9385
3
1
17
49.57
CC1=C2COCCC2=NS1
Cc1snc2c1COCC2
false
CC1CCC2CCCCC12
c1snc2c1COCC2
155.222
40.211
1.52422
3
0
19
22.12
CCC(=C)C1CCS1(=O)=O
C=C(CC)C1CCS1(=O)=O
false
CCC(C)C1CCC1(C)C
O=S1(=O)CCC1
160.238
41.6228
1.1397
2
0
22
34.14
CCCOC1=CC(C)=NS1
CCCOc1cc(C)ns1
false
CCCCC1CCC(C)C1
c1cnsc1
157.238
42.637
2.24032
3
0
21
22.12
COC1=C2C=CSC2=CN1
COc1[nH]cc2sccc12
false
CCC1CCC2CCCC12
c1cc2c[nH]cc2s1
153.206
42.7277
2.238
2
1
17
25.02
OC1=CC(=NS1)C(=C)C#C
C#CC(=C)c1cc(O)sn1
false
CCC(C)C1CCC(C)C1
c1cnsc1
151.19
41.6458
1.4951
3
1
15
33.12
CNN1C=C(Cl)C(=O)C=N1
CNn1cc(Cl)c(=O)cn1
false
CCC1CCC(C)C(C)C1
O=c1cc[nH]nc1
159.576
38.7917
0.07
4
1
16
46.92
OC1CCC2=NSN=C2C1
OC1CCc2nsnc2C1
false
CC1CCC2CCCC2C1
C1CCc2nsnc2C1
156.21
37.9408
0.3877
4
1
18
46.01
CNC1=C(O)SC(=N1)C#C
C#Cc1nc(NC)c(O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
154.194
41.2605
0.8717
4
2
16
45.15
CC(C)C1=C(N)OC=C1Cl
CC(C)c1c(Cl)coc1N
false
CC(C)C1C(C)CCC1C
c1ccoc1
159.616
42.2194
2.6386
2
1
20
39.16
C1ON=CC1C1=NC=NS1
C1=NOCC1c1ncns1
false
C1CCC(C2CCCC2)C1
C1=NOCC1c1ncns1
155.182
37.094
0.6377
5
0
15
47.37
N=C1SC=C2NCC(=O)N12
N=c1scc2n1C(=O)CN2
false
CC1CCC2CCC(C)C12
N=c1scc2n1C(=O)CN2
155.182
37.2799
0.09477
5
2
15
57.88
CNCC1(C)NCS1(=O)=O
CNCC1(C)NCS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CNC1
164.23
39.2542
-1.1025
4
2
22
58.2
CC(C=C)=CS(=O)(=O)C#N
C=CC(C)=CS(=O)(=O)C#N
false
CCC(C)CC(C)(C)CC
157.194
38.4868
0.97208
3
0
17
57.93
NC1=C(O)SC2=C1C=CN2
Nc1c(O)sc2[nH]ccc12
false
CC1CC2CCCC2C1C
c1cc2ccsc2[nH]1
154.194
42.2529
1.5172
3
3
16
62.04
CC12CN(N)S(=O)(=O)C1N2
CC12CN(N)S(=O)(=O)C1N2
true
CC1CC2(C)CC2C1(C)C
O=S1(=O)NCC2NC21
163.202
35.1419
-1.8065
4
2
19
85.34
CN1C(C=O)C1S(C)(=O)=O
CN1C(C=O)C1S(C)(=O)=O
true
CCC1C(C)C1C(C)(C)C
C1CN1
163.198
36.2468
-1.13
4
0
19
54.22
CN=CNC1=NSC(C)=C1
CN=CNc1cc(C)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
155.226
44.8897
1.52152
3
1
19
37.28
CNC1=CC(Cl)=C(CN)S1
CNc1cc(Cl)c(CN)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
176.672
46.7671
1.9019
3
2
19
38.05
CC1=C(CC#N)C=C(O)S1
Cc1sc(O)cc1CC#N
false
CCCC1CC(C)CC1C
c1ccsc1
153.206
40.0378
1.8282
3
1
17
44.02
C=NOS(=O)(=O)C(=C)C#C
C#CC(=C)S(=O)(=O)ON=C
false
CCCC(C)(C)C(C)CC
159.166
37.5268
0.0953
4
0
15
55.73
CC(C)C1=C(SN=N1)C=O
CC(C)c1nnsc1C=O
false
CCC1CCCC1C(C)C
c1csnn1
156.21
39.3855
1.474
4
0
18
42.85
NCCC1=CSN=C1CN
NCCc1csnc1CN
false
CCCC1CCCC1CC
c1cnsc1
157.242
42.7638
0.103
4
2
21
64.93
C1CC2C1NC1=C2SC=N1
c1nc2c(s1)C1CCC1N2
false
C1CC2CC3CCC3C2C1
c1nc2c(s1)C1CCC1N2
152.222
41.4997
1.8146
3
1
18
24.92
OCC1=C(NSC1=N)C#C
C#Cc1[nH]sc(=N)c1CO
false
CCC1CCC(C)C1CC
N=c1cc[nH]s1
154.194
38.3822
0.02927
3
3
16
59.87
OC=C1OCC2=NSC=C12
OC=C1OCc2nscc21
false
CCC1CCC2CCCC12
C=C1OCc2nscc21
155.178
37.5088
1.5297
4
1
15
42.35
CNCC1CNS(=O)(=O)N1
CNCC1CNS(=O)(=O)N1
true
CCCC1CCC(C)(C)C1
O=S1(=O)NCCN1
165.218
37.7729
-1.988
3
3
21
70.23
CNC1CC(C#C)S1(=O)=O
C#CC1CC(NC)S1(=O)=O
false
CCC1CC(CC)C1(C)C
O=S1(=O)CCC1
159.21
39.0055
-0.6478
3
1
19
46.17
CC=NOCS(=O)(=O)C=C
C=CS(=O)(=O)CON=CC
false
CCCCCC(C)(C)CC
163.198
39.2348
0.5245
4
0
19
55.73
CNNS(=O)(=O)CC=CC
CC=CCS(=O)(=O)NNC
false
CCCCC(C)(C)CCC
164.23
40.7962
-0.3837
3
2
22
58.2
CS(=O)(=O)C#CC(=C)C#N
C=C(C#N)C#CS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
155.178
37.3728
0.07168
3
0
15
57.93
NC1=CC2=C(NCC=C2)S1
Nc1cc2c(s1)NCC=C2
false
CC1CC2CCCCC2C1
C1=Cc2ccsc2NC1
152.222
46.2551
1.769
3
2
18
38.05
C1NC2C1CC1=C2C=CS1
c1cc2c(s1)CC1CNC21
false
C1CC2CC3CCC3C2C1
c1cc2c(s1)CC1CNC21
151.234
42.2567
1.5647
2
1
19
12.03
CN1C=CS(=O)(=O)CN=C1
CN1C=CS(=O)(=O)CN=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)C=CNC=NC1
160.198
39.1818
-0.1964
4
0
18
49.74
CC(O)(C#C)C1=NSC=N1
C#CC(C)(O)c1ncsn1
false
CCC(C)(C)C1CCCC1
c1ncsn1
154.194
38.3128
0.3788
4
1
16
46.01