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(=CC=C)C1=CSN=C1
C=CC=C(C)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
151.234
45.962
2.7324
2
0
19
12.89
CCCN=C1SN=CN1O
CCCN=c1sncn1O
false
CCCCC1CCCC1C
N=c1[nH]cns1
159.214
38.0095
0.4926
5
1
19
50.41
O=C1NC=C(S1)C1CCC1
O=c1[nH]cc(C2CCC2)s1
false
CC1CCC(C2CCC2)C1
O=c1[nH]cc(C2CCC2)s1
155.222
41.5317
1.7039
2
1
19
32.86
NC1C2CONC(=S)NC12
NC1C2CONC(=S)NC12
true
CC1CCCC2C(C)C2C1
S=C1NOCC2CC2N1
159.214
40.0748
-1.2786
3
3
19
59.31
CC(=C)CC#CS(O)(=O)=O
C=C(C)CC#CS(=O)(=O)O
false
CC(C)CCCC(C)(C)C
160.194
38.7556
0.8013
2
1
18
54.37
CC=C(C)S(=O)(=O)ON=C
C=NOS(=O)(=O)C(C)=CC
false
CCCC(C)(C)C(C)CC
163.198
38.9848
0.8721
4
0
19
55.73
O=C1SNC2=C1NCCC2
O=c1s[nH]c2c1NCCC2
false
CC1CCC2CCCCC12
O=c1s[nH]c2c1NCCC2
156.21
41.7504
0.7945
3
2
18
44.89
CC1=CCN(N)C(=S)NC1
CC1=CCN(N)C(=S)NC1
true
CC1CCC(C)C(C)CC1
S=C1NCC=CCN1
157.242
45.2511
-0.0035
2
2
21
41.29
OC1CC1NS(=O)(=O)C#C
C#CS(=O)(=O)NC1CC1O
false
CCC(C)(C)CC1CC1C
C1CC1
161.182
35.3003
-1.3703
3
2
17
66.4
C=C1C2CN2C(=S)NC1=N
C=C1C(=N)NC(=S)N2CC12
false
CC1CC(C)C2CC2C1C
C=C1C(=N)NC(=S)N2CC12
153.21
43.0944
0.09217
2
2
17
38.89
O=S1(=O)NCC2(CNC2)N1
O=S1(=O)NCC2(CNC2)N1
true
CC1(C)CCC2(CCC2)C1
O=S1(=O)NCC2(CNC2)N1
163.202
35.6589
-2.234
3
3
19
70.23
NCCCC1=NNSC1=O
NCCCc1n[nH]sc1=O
false
CCCCC1CCCC1C
O=c1cn[nH]s1
159.214
40.1101
-0.2773
4
2
19
71.77
NC1=C2CCC=CC2=CS1
Nc1scc2c1CCC=C2
false
CC1CCC2CCCCC12
C1=Cc2cscc2CC1
151.234
46.0864
2.2897
2
1
19
26.02
CC(=O)S(=O)(=O)C#CCO
CC(=O)S(=O)(=O)C#CCO
true
CCCCC(C)(C)C(C)C
162.166
34.4626
-1.0991
4
1
16
71.44
CC1=C(NC(=O)S1)[N+]([O-])=O
Cc1sc(=O)[nH]c1[N+](=O)[O-]
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
160.154
36.3311
0.65302
4
1
14
76
CN1CCN(C=C)S1(=O)=O
C=CN1CCN(C)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)NCCN1
162.214
38.4528
-0.3779
2
0
20
40.62
NC1=C(O)SC(=C1)[N+]([O-])=O
Nc1cc([N+](=O)[O-])sc1O
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
160.154
37.0506
0.9441
5
2
14
89.39
CC1CN=C2C=C(C)SN12
CC1=CC2=NCC(C)N2S1
false
CC1CC2CCC(C)C2C1
C1=CC2=NCCN2S1
154.238
44.951
1.6546
3
0
20
15.6
NN=CC1=CC=NC=C1Cl
NN=Cc1ccncc1Cl
false
CCCC1CCCCC1C
c1ccncc1
155.588
41.0284
1.0276
3
1
16
51.27
NS(=O)(=O)C(=C)C=CC=C
C=CC=CC(=C)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
159.21
41.5842
0.5308
2
1
19
60.16
NC1=C(Cl)C(CC#N)=NN1
N#CCc1n[nH]c(N)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
156.576
37.3271
0.71138
3
2
15
78.49
OS(=O)(=O)C=C1CC=NN1
O=S(=O)(O)C=C1CC=NN1
false
CC(C)(C)CC1CCCC1
C=C1CC=NN1
162.17
35.8763
-0.3053
4
2
16
78.76
OC(C1CN1)C1=CC=CS1
OC(c1cccs1)C1CN1
false
CC(C1CCCC1)C1CC1
c1csc(CC2CN2)c1
155.222
41.0695
0.7533
3
2
19
42.17
C=CC(=O)C1NCS1(=O)=O
C=CC(=O)C1NCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CNC1
161.182
35.9145
-0.9569
4
1
17
63.24
CC1N(C)C=NOS1(=O)=O
CC1N(C)C=NOS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CNC=NO1
164.186
35.7218
-0.4325
5
0
18
58.97
CC(=O)C1=CC(C=O)=NS1
CC(=O)c1cc(C=O)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
155.178
37.506
1.1582
4
0
15
47.03
CNS(=O)(=O)N(O)C=CC
CC=CN(O)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
166.202
36.419
-0.3246
3
2
20
69.64
COC1CS(=O)(=O)CC1=O
COC1CS(=O)(=O)CC1=O
true
CCC1CC(C)(C)CC1C
O=C1CCS(=O)(=O)C1
164.182
34.4578
-1.0011
4
0
18
60.44
C=CC12CN1C(=S)NC2=O
C=CC12CN1C(=S)NC2=O
true
CCC12CC1C(C)CC2C
O=C1NC(=S)N2CC12
154.194
40.3747
-0.3585
2
1
16
32.11
CC1=CSC(O)=C1OC=C
C=COc1c(C)csc1O
false
CCCC1C(C)CCC1C
c1ccsc1
156.206
41.5458
2.28442
3
1
18
29.46
CNC(=S)N(C)CC1CN1
CNC(=S)N(C)CC1CN1
true
CCC(C)C(C)CC1CC1
C1CN1
159.258
46.0784
-0.6057
2
2
23
37.21
CC1=CC(N)S(=O)(=O)N1O
CC1=CC(N)S(=O)(=O)N1O
true
CC1CC(C)C(C)(C)C1C
O=S1(=O)CC=CN1
164.186
34.2777
-0.7904
4
2
18
83.63
O=C1NC2=C(S1)C=COC2
O=c1[nH]c2c(s1)C=COC2
false
CC1CC2CCCCC2C1
O=c1[nH]c2c(s1)C=COC2
155.178
38.7627
0.9373
3
1
15
42.09
CC1(CN)CCNC(=S)N1
CC1(CN)CCNC(=S)N1
true
CCC1(C)CCCC(C)C1
S=C1NCCCN1
159.258
45.8128
-0.4284
2
3
23
50.08
CC=CN1CC(C)NC1=S
CC=CN1CC(C)NC1=S
true
CCCC1CC(C)CC1C
S=C1NCCN1
156.254
46.7157
1.0986
1
1
22
15.27
CCC1(O)C=NNS1(=O)=O
CCC1(O)C=NNS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CC=NN1
164.186
35.7883
-0.9962
4
2
18
78.76
NC1=C(CO)SC(C=C)=C1
C=Cc1cc(N)c(CO)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
155.222
44.7452
1.4656
3
2
19
46.25
CCN(C)C1=CSC(C)=C1
CCN(C)c1csc(C)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
155.266
48
2.51262
2
0
23
3.24
NC1=C(O)SC(C=C)=C1O
C=Cc1sc(O)c(N)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
157.194
42.152
1.3845
4
3
17
66.48
CC1(C)NCCCS1(=O)=O
CC1(C)NCCCS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CCCNC1
163.242
40.4855
0.1306
3
1
23
46.17
CC1(CN1S(C)(=O)=O)C=O
CC1(C=O)CN1S(C)(=O)=O
false
CCC1(C)CC1C(C)(C)C
C1CN1
163.198
36.0188
-0.7808
3
0
19
54.22
COC1=NSC(=C1)C1CO1
COc1cc(C2CO2)sn1
false
CCC1CCC(C2CC2)C1
c1cc(C2CO2)sn1
157.194
37.359
1.223
4
0
17
34.65
CCCCOC1=NC=NS1
CCCCOc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
158.226
40.312
1.717
4
0
20
35.01
CCN1C=C(Cl)C(Cl)=C1N
CCn1cc(Cl)c(Cl)c1N
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
179.05
44.5384
2.397
2
1
18
30.95
CN1CC1C(N)S(O)(=O)=O
CN1CC1C(N)S(=O)(=O)O
false
CC1CC1C(C)C(C)(C)C
C1CN1
166.202
35.942
-1.527
4
2
20
83.4
ClC1=C2CC(C#C)N2C=C1
C#CC1Cc2c(Cl)ccn21
false
CCC1CC2C(C)CCC12
c1cc2n(c1)CC2
151.596
41.016
1.8719
1
0
16
4.93
C1NC2=C(OC=C1)N=CS2
C1=COc2ncsc2NC1
false
C1CCC2CCCC2CC1
C1=COc2ncsc2NC1
154.194
40.3717
1.4611
4
1
16
34.15
O=C1C=CC2=CNSC2=N1
O=c1ccc2c[nH]sc-2n1
false
CC1CCC2CCCC2C1
O=c1ccc2c[nH]sc-2n1
152.178
39.3567
0.9362
3
1
14
45.75
CC1=C2OCCCC2=CS1
Cc1scc2c1OCCC2
false
CC1CCC2CCCCC12
c1scc2c1CCCO2
154.234
42.872
2.38152
2
0
20
9.23
O=C1COC1C1=NC=CS1
O=C1COC1c1nccs1
false
CC1CCC1C1CCCC1
O=C1COC1c1nccs1
155.178
35.814
0.7835
4
0
15
39.19
CC1COC2=C1C=C(N)S2
CC1COc2sc(N)cc21
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)OCC2
155.222
42.6414
1.8262
3
1
19
35.25
CCCC1=NCS(=O)(=O)N1
CCCC1=NCS(=O)(=O)N1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CN=CN1
162.214
39.2655
0.0755
3
1
20
58.53
CNC1=C(CN)SC=C1N
CNc1c(N)csc1CN
false
CCC1CCC(C)C1CC
c1ccsc1
157.242
46.1695
0.8307
4
3
21
64.07
NCC1=CCON1C(N)=S
NCC1=CCON1C(N)=S
true
CCC1CCCC1C(C)C
C1=CNOC1
159.214
41.7138
-0.6802
3
2
19
64.51
CC1=CN(CCN)C=C1Cl
Cc1cn(CCN)cc1Cl
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
158.632
43.2334
1.40862
2
1
21
30.95
CC1=C(C=CNO)C=CS1
Cc1sccc1C=CNO
false
CCCCC1CCCC1C
c1ccsc1
155.222
43.0122
2.00602
3
2
19
32.26
CC1C(=O)C2=C(O)SN=C12
CC1C(=O)c2c1nsc2O
false
CC1CCC2C(C)C(C)C12
O=C1Cc2nscc21
155.178
36.5243
1.1485
4
1
15
50.19
CC(CC1=CSN=C1)C=C
C=CC(C)Cc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
153.25
45.179
2.5077
2
0
21
12.89
O=S(=O)(CC#C)C1COC1
C#CCS(=O)(=O)C1COC1
false
CCCC(C)(C)C1CCC1
C1COC1
160.194
37.2268
-0.5668
3
0
18
43.37
CC1(CC=O)CNS1(=O)=O
CC1(CC=O)CNS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CCN1
163.198
36.0085
-0.7329
3
1
19
63.24
CCCC1=C(N)C(=O)NS1
CCCc1s[nH]c(=O)c1N
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
158.226
43.3471
0.9711
3
2
20
58.88
CS(=O)(=O)C(=O)C1COC1
CS(=O)(=O)C(=O)C1COC1
true
CC(C1CCC1)C(C)(C)C
C1COC1
164.182
34.1598
-0.796
4
0
18
60.44
C1OC=C(O1)C1=CC=NS1
C1=C(c2ccns2)OCO1
false
C1CCC(C2CCCC2)C1
C1=C(c2ccns2)OCO1
155.178
37.128
1.4458
4
0
15
31.35
N=C1SNC=C1C=CC#C
C#CC=Cc1c[nH]sc1=N
false
CCCCC1CCCC1C
N=c1cc[nH]s1
150.206
42.3914
1.20207
2
2
16
39.64
N=C1SNC=C1N1CCC1
N=c1s[nH]cc1N1CCC1
false
CC1CCCC1C1CCC1
N=c1s[nH]cc1N1CCC1
155.226
41.3544
0.76577
3
2
19
42.88
CC(C)C1=C(SC=C1)C#C
C#Cc1sccc1C(C)C
false
CCC1CCCC1C(C)C
c1ccsc1
150.246
46.343
2.8528
1
0
20
0
CCNN=C1ONC=C1Cl
CCNN=c1o[nH]cc1Cl
false
CCCCC1CCCC1C
N=c1cc[nH]o1
161.592
37.3084
0.6863
3
2
18
53.32
OCC1=C(O)SC(=N1)C#C
C#Cc1nc(CO)c(O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
155.178
37.6366
0.3223
4
2
15
53.35
CC1C2C(O)CS(=O)(=O)N12
CC1C2C(O)CS(=O)(=O)N12
true
CC1CC(C)(C)C2C(C)C12
O=S1(=O)CCC2CN21
163.198
34.8826
-1.2366
3
1
19
57.38
CCNC1=NOC(C)=C1Cl
CCNc1noc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cnoc1
160.604
40.4137
2.06822
3
1
19
38.06
C=CC(=O)N1C=CSC1=O
C=CC(=O)n1ccsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]ccs1
155.178
39.4025
0.736
4
0
15
39.07
CN(C)C(=S)NN=CC#C
C#CC=NNC(=S)N(C)C
false
CCCCCC(C)C(C)C
155.226
46.7457
0.0415
2
1
19
27.63
CC=CN(C(C)C)C(N)=S
CC=CN(C(N)=S)C(C)C
false
CCCC(C(C)C)C(C)C
158.27
48.5744
1.474
1
1
24
29.26
OC1=C(Cl)C=C(O1)N1CC1
Oc1oc(N2CC2)cc1Cl
false
CC1CC(C2CC2)CC1C
c1coc(N2CC2)c1
159.572
37.5958
1.4586
3
1
16
36.38
NC=CC(=O)C1=CSN=N1
NC=CC(=O)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
155.182
37.5669
0.1932
5
1
15
68.87
OCC1=CC2=C(S1)N=CS2
OCc1cc2scnc2s1
false
CCC1CC2CCCC2C1
c1nc2sccc2s1
171.246
43.4198
1.8501
4
1
15
33.12
CC1C=C(NS1(=O)=O)C#C
C#CC1=CC(C)S(=O)(=O)N1
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CN1
157.194
38.4335
-0.175
2
1
17
46.17
CC1CC1C1=CSC(N)=N1
CC1CC1c1csc(N)n1
false
CC1CCC(C2CC2C)C1
c1nc(C2CC2)cs1
154.238
43.0484
1.8487
3
1
20
38.91
C=CCCC1CS(=O)(=O)O1
C=CCCC1CS(=O)(=O)O1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCO1
162.21
38.0908
0.6812
3
0
20
43.37
CN1CC(O)C=CS1(=O)=O
CN1CC(O)C=CS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)C=CCCN1
163.198
36.6966
-0.8638
3
1
19
57.61
CC1C(N1N=C)S(C)(=O)=O
C=NN1C(C)C1S(C)(=O)=O
false
CCC1C(C)C1C(C)(C)C
C1CN1
162.214
39.4818
-0.3232
4
0
20
49.51
CC=CC1=CSC(CN)=C1
CC=Cc1csc(CN)c1
false
CCCC1CCC(CC)C1
c1ccsc1
153.25
46.9184
2.2399
2
1
21
26.02
OS(=O)(=O)C1C2OC1C=C2
O=S(=O)(O)C1C2C=CC1O2
false
CC(C)(C)C1C2CCC1C2
C1=CC2CC1O2
162.166
33.1376
-0.42
3
1
16
63.6
CC(CO)=CC1=NN=CS1
CC(=Cc1nncs1)CO
false
CCC(C)CC1CCCC1
c1nncs1
156.21
40.6458
0.9337
4
1
18
46.01
CC1CC(=C)COS1(=O)=O
C=C1COS(=O)(=O)C(C)C1
false
CC1CCC(C)(C)C(C)C1
C=C1CCS(=O)(=O)OC1
162.21
38.0908
0.6812
3
0
20
43.37
CNN1C=C(Cl)C=C1C=C
C=Cc1cc(Cl)cn1NC
false
CCC1CC(C)CC1CC
c1cc[nH]c1
156.616
44.8177
1.9578
2
1
19
16.96
CCN(C)N(C)C(=S)NO
CCN(C)N(C)C(=S)NO
true
CCC(C)C(C)C(C)CC
163.246
43.5872
0.0486
3
2
23
38.74
CC1=CC(OCC=C)=CS1
C=CCOc1csc(C)c1
false
CCCCC1CCC(C)C1
c1ccsc1
154.234
44.748
2.62132
2
0
20
9.23
CCCN1CC=NNC1=S
CCCN1CC=NNC1=S
true
CCCC1CCCCC1C
S=C1NCC=NN1
157.242
46.0897
0.5723
2
1
21
27.63
OCC(=C)C1=CNC(=N)S1
C=C(CO)c1c[nH]c(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
156.21
40.6442
0.56117
3
3
18
59.87
OS(=O)(=O)C1C2CNCC12
O=S(=O)(O)C1C2CNCC21
false
CC(C)(C)C1C2CCCC21
C1NCC2CC12
163.198
35.1863
-0.908
3
2
19
66.4
OS(=O)(=O)CC1CNN=C1
O=S(=O)(O)CC1C=NNC1
false
CC(C)(C)CC1CCCC1
C1=NNCC1
164.186
36.4003
-0.9206
4
2
18
78.76
COC1=CSC(CC#C)=N1
C#CCc1nc(OC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
41.203
1.3274
3
0
17
22.12
CC1=CN=C(S1)C#CCO
Cc1cnc(C#CCO)s1
false
CCCCC1CCC(C)C1
c1cscn1
153.206
40.8148
0.79532
3
1
17
33.12
C=C(CC1=NSN=N1)C#C
C#CC(=C)Cc1nnsn1
false
CCC(C)CC1CCCC1
c1nnsn1
151.194
39.381
0.665
4
0
15
38.67
CC1=C(O)C(Cl)=CN1C=C
C=Cn1cc(Cl)c(O)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.6
42.2308
2.25602
2
1
18
25.16
C=CC1=C(SC(=O)N1)C#C
C#Cc1sc(=O)[nH]c1C=C
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
151.19
42.9657
1.0607
2
1
15
32.86
NC1=C(Cl)C(CC=O)=CN1
Nc1[nH]cc(CC=O)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
158.588
39.9831
0.9917
2
2
17
58.88
O=S1(=O)NCC2=CCOC12
O=S1(=O)NCC2=CCOC21
false
CC1(C)CCC2CCCC21
O=S1(=O)NCC2=CCOC21
161.182
34.7455
-0.7979
3
1
17
55.4
N=C1COC2=CSC(=N)N12
N=C1COc2csc(=N)n21
false
CC1CCC2CCC(C)C12
N=C1COc2csc(=N)n21
155.182
36.7834
0.24684
5
2
15
61.86