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Compound Detail

CHEMBL5092352

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COc1ccc(-c2ncc(C(=O)NCCCCCCC(=O)NO)[nH]2)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5092352
Phase Preclinical
Structure Type MOL
InChI Key ZKSQKXYNAYAFIG-UHFFFAOYSA-N
11
Targets
12
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

390.4
MW (Da)
2.28
ALogP
6
HBA
4
HBD
125.6
PSA (Ų)
0.26
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H26N4O5
MW 390.44
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.35

Activity Summary

IC50 12 meas. best 7.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.32 7.32 48.0 1
Histone deacetylase
CHEMBL2093865
 IC50 7.1 7.1 80.0 1
Jurkat
CHEMBL397
 IC50 6.64 6.64 230.0 1
HCT-116
CHEMBL394
 IC50 5.93 5.93 1170.0 1
Unchecked
CHEMBL612545
 IC50 5.89 5.855 1280.0 2
A549
CHEMBL392
 IC50 5.65 5.65 2220.0 1
MCF7
CHEMBL387
 IC50 5.57 5.57 2680.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.33 5.33 4660.0 1
B16-F10
CHEMBL612656
 IC50 5.28 5.28 5260.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 5.15 5.15 7120.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 4.84 4.84 14560.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 48.0 nM 7.32 Inhibition of recombinant human N-terminal GST tagged HDAC6 expressed in baculov... 35043615
Histone deacetylase IC50 = 80.0 nM 7.1 Inhibition of HDAC in human HeLa nuclear extracts using fluorometric substrate i... 35043615
Jurkat IC50 = 230.0 nM 6.64 Cytotoxicity against human Jurkat cells assessed as reduction in cell viability ... 35043615
HCT-116 IC50 = 1170.0 nM 5.93 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 35043615
Unchecked IC50 = 1280.0 nM 5.89 Antiproliferative activity against human YCC-11 cells assessed as cell growth in... 35043615
Unchecked IC50 = 1520.0 nM 5.82 Antiproliferative activity against human YCC3/7 cells assessed as cell growth in... 35043615
A549 IC50 = 2220.0 nM 5.65 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 35043615
MCF7 IC50 = 2680.0 nM 5.57 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 35043615
Histone deacetylase 1 IC50 = 4660.0 nM 5.33 Inhibition of recombinant human HDAC1 expressed in baculovirus expression system... 35043615
B16-F10 IC50 = 5260.0 nM 5.28 Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of... 35043615
Histone deacetylase 3 IC50 = 7120.0 nM 5.15 Inhibition of recombinant human His-tagged HDAC3 expressed in baculovirus insect... 35043615
Histone deacetylase 8 IC50 = 14560.0 nM 4.84 Inhibition of full length recombinant human C-terminal His tagged HDAC8 expresse... 35043615

Literature References

PubMed DOI Target Context # Activities
35043615 10.1021/acs.jmedchem.1c01863 Unchecked 15
35043615 10.1021/acs.jmedchem.1c01863 B16-F10 6
35043615 10.1021/acs.jmedchem.1c01863 Jurkat 5
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 2
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 1 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 3 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 6 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 8 1
35043615 10.1021/acs.jmedchem.1c01863 HCT-116 1
35043615 10.1021/acs.jmedchem.1c01863 A549 1
35043615 10.1021/acs.jmedchem.1c01863 MCF7 1

Data from ChEMBL 36 via Core Engine