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
N#CC=CCC1=NN=NS1
N#CC=CCc1nnns1
false
CCCCCC1CCCC1
c1nnns1
152.182
36.161
0.55538
5
0
14
62.46
CC1(C)CC2=CSC(N)=C12
CC1(C)Cc2csc(N)c21
false
CC1CCC2CC(C)(C)C12
c1scc2c1CC2
153.25
45.4614
2.164
2
1
21
26.02
CC1=C2CCC2=C(S1)C=O
Cc1sc(C=O)c2c1CC2
false
CCC1CC(C)C2CCC12
c1scc2c1CC2
152.218
41.8515
1.96762
2
0
18
17.07
C=CC=C1CS(=O)(=O)CO1
C=CC=C1CS(=O)(=O)CO1
true
CCCC1CCC(C)(C)C1
C=C1CS(=O)(=O)CO1
160.194
38.0188
0.4588
3
0
18
43.37
C=CC1=CN=C(S1)C1CO1
C=Cc1cnc(C2CO2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CO2)n1
153.206
40.898
1.8574
3
0
17
25.42
C=CCCNC(=S)NC=N
C=CCCNC(=S)NC=N
true
CCCCCC(C)CCC
157.242
47.3341
0.63367
2
3
21
47.91
CC(C)C1=NS(=O)(=O)N=C1
CC(C)C1=NS(=O)(=O)N=C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)N=CC=N1
160.198
39.6848
0.4126
2
0
18
58.86
ClC1=CNC(=C1)C(=C)C=O
C=C(C=O)c1cc(Cl)c[nH]1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
155.584
40.9007
1.8802
1
1
16
32.86
CC1=NC=CN1S(N)(=O)=O
Cc1nccn1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
c1c[nH]cn1
161.186
35.4692
-0.75688
4
1
17
77.98
ClC1=COC=C2N=CN=C12
Clc1cocc2ncnc1-2
false
CC1CCCC2CCCC12
c1nc2ccocc-2n1
154.556
35.93
1.8278
3
0
13
38.92
OC(CC=C)C1=NN=NS1
C=CCC(O)c1nnns1
false
CCCC(C)C1CCCC1
c1nnns1
157.198
37.4778
0.5426
5
1
17
58.9
C=CCN1CC2CN2C1=S
C=CCN1CC2CN2C1=S
true
CCCC1CC2CC2C1C
S=C1NCC2CN12
154.238
44.862
0.4571
1
0
20
6.25
CCC1CNC(=S)N1N=C
C=NN1C(=S)NCC1CC
false
CCC1CCC(C)C1CC
S=C1NCCN1
157.242
46.0677
0.5707
2
1
21
27.63
CNC1=C(C)C(=O)N(C)S1
CNc1sn(C)c(=O)c1C
false
CCC1CC(C)C(C)C1C
O=c1ccs[nH]1
158.226
43.8437
0.79692
4
1
20
34.03
C1OC11CC2=CSN=C2C1
c1snc2c1CC1(CO1)C2
false
C1CC2CC3(CC3)CC2C1
c1snc2c1CC1(CO1)C2
153.206
38.205
1.0107
3
0
17
25.42
CCC1=C(O)C(C)=C(O)S1
CCc1sc(O)c(C)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
158.222
41.7636
2.03012
3
2
20
40.46
CC(=CC#C)N(N)C(N)=S
C#CC=C(C)N(N)C(N)=S
false
CCCC(C)C(C)C(C)C
155.226
45.4018
-0.0573
2
2
19
55.28
CNC1=C(C)SC(CN)=N1
CNc1nc(CN)sc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
157.242
44.2891
0.95192
4
2
21
50.94
O=S1(=O)CCN2CCC1C2
O=S1(=O)CCN2CCC1C2
true
CC1(C)CCC2CCC1C2
O=S1(=O)CCN2CCC1C2
161.226
38.6318
-0.5109
3
0
21
37.38
NCC1CC2=CSC(O)=C12
NCC1Cc2csc(O)c21
false
CCC1CC2CCC(C)C12
c1scc2c1CC2
155.222
41.4832
1.0521
3
2
19
46.25
CCC1CCNS(=O)(=O)N1
CCC1CCNS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)NCCCN1
164.23
38.7542
-0.4073
2
2
22
58.2
CCC(=NO)S(=O)(=O)C#C
C#CS(=O)(=O)C(CC)=NO
false
CCC(CC)C(C)(C)CC
161.182
37.2653
0.1896
4
1
17
66.73
CC1=C(Cl)C(CC=C)=NS1
C=CCc1nsc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cnsc1
173.668
45.762
2.83342
2
0
18
12.89
N=C(NC=O)C1=CSN=C1
N=C(NC=O)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
155.182
38.1424
0.21447
4
2
15
65.84
CC(CO)CC1=CC=CS1
CC(CO)Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
156.25
44.2728
1.919
2
1
22
20.23
C=CN(C=C)S(=O)(=O)C=C
C=CN(C=C)S(=O)(=O)C=C
true
CCC(CC)C(C)(C)CC
159.21
41.3498
1.0487
2
0
19
37.38
CC(CNN=C)S(C)(=O)=O
C=NNCC(C)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
164.23
41.8575
-0.3753
4
1
22
58.53
COC=CC#CS(O)(=O)=O
COC=CC#CS(=O)(=O)O
false
CCCCCCC(C)(C)C
162.166
35.4736
-0.0048
3
1
16
63.6
OC12CC1OS(=O)(=O)C=C2
O=S1(=O)C=CC2(O)CC2O1
false
CC1(C)CCC2(C)CC2C1
O=S1(=O)C=CC2CC2O1
162.166
32.4996
-0.6365
4
1
16
63.6
NC1CCNS(=O)(=O)C=C1
NC1C=CS(=O)(=O)NCC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)C=CCCCN1
162.214
38.6549
-0.8495
3
2
20
72.19
CC(C(N)=O)S(=O)(=O)C=C
C=CS(=O)(=O)C(C)C(N)=O
false
CCC(C)(C)C(C)C(C)C
163.198
37.7732
-0.5815
3
1
19
77.23
CC(NC(=S)N1CC1)C#N
CC(C#N)NC(=S)N1CC1
false
CCC(C)CC(C)C1CC1
C1CN1
155.226
42.3817
0.08858
2
1
19
38.83
CS(=O)(=O)C(NN=C)C=O
C=NNC(C=O)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
164.186
37.3805
-1.2388
5
1
18
75.6
CNCCC(=O)S(C)(=O)=O
CNCCC(=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
165.214
38.3945
-0.8329
4
1
21
63.24
NS(=O)(=O)C1(CC1)NC=O
NS(=O)(=O)C1(NC=O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
164.186
34.2719
-1.489
3
2
18
89.26
CCC(C)N(CC)C(N)=S
CCC(C)N(CC)C(N)=S
true
CCC(C)C(CC)C(C)C
160.286
48.9184
1.3504
1
1
26
29.26
CC1=C(O)C2=C(N1)SC=C2
Cc1[nH]c2sccc2c1O
false
CC1CC2CCCC2C1C
c1cc2ccsc2[nH]1
153.206
42.5775
2.24342
2
2
17
36.02
CC1=CN=CC(CN)=C1Cl
Cc1cncc(CN)c1Cl
false
CCC1CCCC(C)C1C
c1ccncc1
156.616
41.8754
1.50212
2
1
19
38.91
CCCC1CS(=O)(=O)CO1
CCCC1CS(=O)(=O)CO1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCOC1
164.226
38.4348
0.5576
3
0
22
43.37
ON1C=C(Cl)C(=C1)C1CN1
On1cc(Cl)c(C2CN2)c1
false
CC1CC(C)C(C2CC2)C1
c1cc(C2CN2)c[nH]1
158.588
37.3702
1.0231
3
2
17
47.1
CC1CC(O)S(=O)(=O)CN1
CC1CC(O)S(=O)(=O)CN1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CCCNC1
165.214
37.0083
-0.9411
4
2
21
66.4
N=C1COC2=C(N1)C=CS2
N=C1COc2sccc2N1
false
CC1CCC2CCCC2C1
N=C1COc2sccc2N1
154.194
41.1634
1.52967
3
2
16
45.11
O=S1(=O)CC=CN1C1CC1
O=S1(=O)CC=CN1C1CC1
true
CC1(C)CCCC1C1CC1
O=S1(=O)CC=CN1C1CC1
159.21
37.7878
0.3079
2
0
19
37.38
CC1=CN(N2CC2)C(=N)S1
Cc1cn(N2CC2)c(=N)s1
false
CC1CC(C)C(C2CC2)C1
N=c1sccn1N1CC1
155.226
40.8517
0.28909
4
1
19
31.79
CC(CC#C)S(=O)(=O)C=C
C#CCC(C)S(=O)(=O)C=C
false
CCCC(C)C(C)(C)CC
158.222
42.0288
0.9565
2
0
20
34.14
CC=C(C=C)N(N)C(N)=S
C=CC(=CC)N(N)C(N)=S
false
CCC(CC)C(C)C(C)C
157.242
46.7658
0.4955
2
2
21
55.28
CC=CNC(=S)NCCN
CC=CNC(=S)NCCN
true
CCCCC(C)CCCC
159.258
47.6048
-0.0572
2
3
23
50.08
CC(N)C1=C(C)NC(=O)S1
Cc1[nH]c(=O)sc1C(C)N
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
158.226
42.2791
0.76452
3
2
20
58.88
NC1CC2=C(SC=N2)C1N
NC1Cc2ncsc2C1N
false
CC1CC2CCCC2C1C
c1nc2c(s1)CCC2
155.226
40.7218
0.0263
4
2
19
64.93
CC1=NC(C2CO2)=C(N)S1
Cc1nc(C2CO2)c(N)s1
false
CC1CC(C)C(C2CC2)C1
c1nc(C2CO2)cs1
156.21
39.9564
1.10502
4
1
18
51.44
S=C1NCCOCC=CN1
S=C1NC=CCOCCN1
false
CC1CCCCCCCC1
S=C1NC=CCOCCN1
158.226
43.6954
-0.0056
2
2
20
33.29
CC=C(C)C1NCS1(=O)=O
CC=C(C)C1NCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CNC1
161.226
40.1415
0.2542
3
1
21
46.17
CNC1=NC(CCO)=NS1
CNc1nc(CCO)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
159.214
40.2455
0.1146
5
2
19
58.04
CN(C)C(C#N)S(C)(=O)=O
CN(C)C(C#N)S(C)(=O)=O
true
CCC(C(C)C)C(C)(C)C
162.214
37.9318
-0.55772
4
0
20
61.17
CCC(C)(C=C)S(O)(=O)=O
C=CC(C)(CC)S(=O)(=O)O
false
CCC(C)(CC)C(C)(C)C
164.226
40.4416
1.2289
2
1
22
54.37
CC1=C(O)C(Cl)=C2CCN12
Cc1c(O)c(Cl)c2n1CC2
false
CC1C(C)C2CCC2C1C
c1cc2n(c1)CC2
157.6
39.5478
1.71162
2
1
18
25.16
CC1=CSC2=C1NC(=O)N2
Cc1csc2[nH]c(=O)[nH]c12
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2ccsc2[nH]1
154.194
41.5334
1.22612
2
2
16
48.65
CCOC=NN(C)C(N)=S
CCOC=NN(C)C(N)=S
true
CCCCCC(C)C(C)C
161.23
44.6664
0.1416
3
1
21
50.85
CNC(=S)NCCC#CC
CC#CCCNC(=S)NC
false
CCCCCCC(C)CC
156.254
47.7274
0.4937
1
2
22
24.06
CCCC1=CSC(=N)N1O
CCCc1csc(=N)n1O
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
158.226
39.3432
1.21887
4
2
20
49.01
CN(C)C1CN(N)S1(=O)=O
CN(C)C1CN(N)S1(=O)=O
true
CC(C)C1CC(C)C1(C)C
O=S1(=O)CCN1
165.218
37.2882
-1.6068
4
1
21
66.64
CC1NC2=CSN=C2C1C
CC1Nc2csnc2C1C
false
CC1CC2CCCC2C1C
c1snc2c1NCC2
154.238
43.6137
2.0606
3
1
20
24.92
CNC1=NSC(CN)=C1C
CNc1nsc(CN)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
157.242
44.2891
0.95192
4
2
21
50.94
COC=NN=C1SNC=C1
COC=NN=c1cc[nH]s1
false
CCCCCC1CCCC1
N=c1cc[nH]s1
157.198
39.7337
0.5666
4
1
17
49.74
O=C1NC=C2N1CS2(=O)=O
O=c1[nH]cc2n1CS2(=O)=O
false
CC1CCC2C1CC2(C)C
O=c1[nH]cc2n1CS2(=O)=O
160.154
32.2385
-1.0788
4
1
14
71.93
CON(C=N)C1=NC=CS1
CON(C=N)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
157.198
40.3857
1.11797
4
1
17
49.21
CON1CCNCS1(=O)=O
CON1CCNCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CNCCN1
166.202
35.5045
-1.2597
4
1
20
58.64
NS(=O)(=O)C1=CC(=O)N=C1
NS(=O)(=O)C1=CC(=O)N=C1
true
CC1CCC(C(C)(C)C)C1
O=C1C=CC=N1
160.154
34.6892
-1.2302
3
1
14
89.59
CC1(N)CCC2=C1SN=N2
CC1(N)CCc2nnsc21
false
CC1(C)CCC2CCCC21
C1Cc2nnsc2C1
155.226
39.7694
0.6582
4
1
19
51.8
CC1=CSN=C1C(=C)CO
C=C(CO)c1nscc1C
false
CCC(C)C1CCCC1C
c1cnsc1
155.222
42.9708
1.45702
3
1
19
33.12
NC(=S)N1CC2CC1C=C2
NC(=S)N1CC2C=CC1C2
false
CC(C)C1CC2CCC1C2
C1=CC2CC1CN2
154.238
44.5264
0.4903
1
1
20
29.26
CCC1CNS(=O)(=O)OC1
CCC1CNS(=O)(=O)OC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)NCCCO1
165.214
36.6555
-0.1228
3
1
21
55.4
N=C1SC=CN1NCC#C
C#CCNn1ccsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ccs1
153.21
41.2244
0.20577
4
2
17
40.81
ClC1=CC=CC2=C1CCN2
Clc1cccc2c1CCN2
false
CC1CCCC2CCCC12
c1ccc2c(c1)CCN2
153.612
43.6457
2.308
1
1
18
12.03
CC1(N)C2CC2NS1(=O)=O
CC1(N)C2CC2NS1(=O)=O
true
CC1(C)CC2CC2C1(C)C
O=S1(=O)CC2CC2N1
162.214
36.5429
-1.0172
3
2
20
72.19
CCS(=O)(=O)C(C=C)C#N
C=CC(C#N)S(=O)(=O)CC
false
CCC(CC)C(C)(C)CC
159.21
39.0588
0.49928
3
0
19
57.93
CC(=O)C1=CC=C(S1)C#C
C#Cc1ccc(C(C)=O)s1
false
CCC1CCC(C(C)C)C1
c1ccsc1
150.202
42.2585
1.932
2
0
16
17.07
CON=C1C=CNC=C1Cl
CON=c1cc[nH]cc1Cl
false
CCCC1CCCCC1C
N=c1cc[nH]cc1
158.588
38.3747
1.1302
2
1
17
37.38
NC1=C(CC=C)NSC1=O
C=CCc1[nH]sc(=O)c1N
false
CCCC1CCC(C)C1C
O=c1cc[nH]s1
156.21
43.2531
0.7471
3
2
18
58.88
CN(C)C1=C(O)C=C(O)S1
CN(C)c1sc(O)cc1O
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
159.21
41.9756
1.2253
4
2
19
43.7
CN(C=NO)C1=NC=CS1
CN(C=NO)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
157.198
40.7955
0.9968
4
1
17
48.72
CC(=O)N=C1SC=CN1N
CC(=O)N=c1sccn1N
false
CC(C)CC1CCCC1C
N=c1[nH]ccs1
157.198
38.7034
-0.2894
4
1
17
60.38
CC=CN1SC(=O)C=C1O
CC=Cn1sc(=O)cc1O
false
CCCC1CC(C)CC1C
O=c1cc[nH]s1
157.194
41.2478
1.106
4
1
17
42.23
N#CC1=CSC2=C1OC=C2
N#Cc1csc2ccoc12
false
CCC1CCC2CCCC12
c1cc2sccc2o1
149.174
38.806
2.36598
3
0
13
36.93
CN1N=C(C)C(Cl)=C1C=C
C=Cc1c(Cl)c(C)nn1C
false
CCC1C(C)CC(C)C1C
c1cn[nH]c1
156.616
43.046
2.02492
2
0
19
17.82
CC1(C)CC2NC1S2(=O)=O
CC1(C)CC2NC1S2(=O)=O
true
CC1(C)CC2CC1C2(C)C
O=S1(=O)C2CCC1N2
161.226
38.0295
0.0865
3
1
21
46.17
CC1=C(SC(=N1)C#C)C=O
C#Cc1nc(C)c(C=O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
151.19
40.1735
1.24532
3
0
15
29.96
ClC1=CC=C(NC1=O)C=C
C=Cc1ccc(Cl)c(=O)[nH]1
false
CCC1CCC(C)C(C)C1
O=c1cccc[nH]1
155.584
42.1637
1.6713
1
1
16
32.86
CC1=C(O)SC2=C1OCC2
Cc1c(O)sc2c1OCC2
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCO2
156.206
39.9198
1.69702
3
1
18
29.46
CC1CN(OS1(=O)=O)C=N
CC1CN(C=N)OS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCNO1
164.186
34.9565
-0.44103
4
1
18
70.46
CN1C=COC(=C)S1(=O)=O
C=C1OC=CN(C)S1(=O)=O
false
CC1CCCC(C)C1(C)C
C=C1OC=CNS1(=O)=O
161.182
36.0478
0.2206
3
0
17
46.61
C=C1C=NNS(=O)(=O)N=C1
C=C1C=NNS(=O)(=O)N=C1
true
CC1CCCC(C)(C)CC1
C=C1C=NNS(=O)(=O)N=C1
159.17
38.1795
-0.5528
3
1
15
70.89
COC(C#C)S(=O)(=O)C#N
C#CC(OC)S(=O)(=O)C#N
false
CCC(CC)C(C)(C)CC
159.166
34.1628
-0.51202
4
0
15
67.16
CNC1=C(CN)NC=C1Cl
CNc1c(Cl)c[nH]c1CN
false
CCC1CCC(C)C1CC
c1cc[nH]c1
159.62
43.2408
1.1685
2
3
20
53.84
CC(N)(C=C)C1=NN=CS1
C=CC(C)(N)c1nncs1
false
CCC(C)(C)C1CCCC1
c1nncs1
155.226
41.6454
0.898
4
1
19
51.8
CC1CC2=C(N1)SC=C2O
CC1Cc2c(O)csc2N1
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)NCC2
155.222
42.7725
1.8102
3
2
19
32.26
CN1C2CNC2CNC1=S
CN1C(=S)NCC2NCC21
false
CC1CCC2CCC2C1C
S=C1NCC2NCC2N1
157.242
43.9424
-0.8533
2
2
21
27.3
CCC1CS(=O)(=O)C(=C)O1
C=C1OC(CC)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1OCCS1(=O)=O
162.21
38.0908
0.6812
3
0
20
43.37
CC1CCC2=C1SC=C2N
CC1CCc2c(N)csc21
false
CC1CCC2C(C)CCC12
c1cc2c(s1)CCC2
153.25
45.4674
2.38
2
1
21
26.02
CC(C)CN1SC(=O)N=N1
CC(C)Cn1nnc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1nn[nH]s1
159.214
39.007
0.3558
5
0
19
47.78