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Compound Detail

CHEMBL471043

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COC(=O)c1ccc(CO/N=C/c2ccc(/C=C/C(=O)NO)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL471043
Phase Preclinical
Structure Type MOL
InChI Key IHHUORPGTIDVFD-JOESBUEISA-N
14
Targets
14
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

354.4
MW (Da)
2.54
ALogP
6
HBA
2
HBD
97.2
PSA (Ų)
0.26
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H18N2O5
MW 354.36
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.47

Activity Summary

IC50 14 meas. best 7.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.03 7.03 94.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.22 6.22 603.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 6.18 6.18 659.0 1
NB-4
CHEMBL614188
 IC50 6.09 6.09 820.0 1
HCT-116
CHEMBL394
 IC50 5.77 5.77 1700.0 1
NCI-H460
CHEMBL396
 IC50 5.77 5.77 1700.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.74 5.74 1820.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 5.43 5.43 3670.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 5.26 5.26 5430.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 5.19 5.19 6430.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 4.97 4.97 10800.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 4.89 4.89 12900.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 4.8 4.8 15800.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 4.44 4.44 36300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 94.0 nM 7.03 Inhibition of human HDAC6 19285395
Histone deacetylase 8 IC50 = 603.0 nM 6.22 Inhibition of human HDAC8 19285395
Histone deacetylase 3 IC50 = 659.0 nM 6.18 Inhibition of human HDAC3 19285395
NB-4 IC50 = 820.0 nM 6.09 Cytotoxicity against human NB4 cells after 48 hrs by SRB assay 19285395
NCI-H460 IC50 = 1700.0 nM 5.77 Cytotoxicity against human NCI-H460 cells after 48 hrs by SRB assay 19285395
HCT-116 IC50 = 1700.0 nM 5.77 Cytotoxicity against human HCT116 cells after 48 hrs by SRB assay 19285395
Histone deacetylase 1 IC50 = 1820.0 nM 5.74 Inhibition of human HDAC1 19285395
Histone deacetylase 5 IC50 = 3670.0 nM 5.43 Inhibition of human HDAC5 19285395
Polyamine deacetylase HDAC10 IC50 = 5430.0 nM 5.26 Inhibition of human HDAC10 19285395
Histone deacetylase 9 IC50 = 6430.0 nM 5.19 Inhibition of human HDAC9 19285395
Histone deacetylase 11 IC50 = 10800.0 nM 4.97 Inhibition of human HDAC11 19285395
Histone deacetylase 4 IC50 = 12900.0 nM 4.89 Inhibition of human HDAC4 19285395
Histone deacetylase 2 IC50 = 15800.0 nM 4.8 Inhibition of human HDAC2 19285395
Histone deacetylase 7 IC50 = 36300.0 nM 4.44 Inhibition of human HDAC7 19285395

Literature References

PubMed DOI Target Context # Activities
19285395 10.1016/j.bmcl.2009.02.029 NB-4 1
19285395 10.1016/j.bmcl.2009.02.029 NCI-H460 1
19285395 10.1016/j.bmcl.2009.02.029 HCT-116 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 1 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 2 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 3 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 4 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 5 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 6 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 7 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 8 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 9 1
19285395 10.1016/j.bmcl.2009.02.029 Polyamine deacetylase HDAC10 1
19285395 10.1016/j.bmcl.2009.02.029 Histone deacetylase 11 1

Data from ChEMBL 36 via Core Engine