Compound Detail

CHEMBL4554270

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COc1ccccc1CCn1c(=O)c2ccccc2n(Cc2ccc(C(=O)NO)cc2)c1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4554270
Phase	Preclinical
Structure Type	MOL
InChI Key	TZMPRXBHGFILQT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

445.5

MW (Da)

2.58

ALogP

HBA

HBD

102.6

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H23N3O5
MW	445.48
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-1.04

Activity Summary

IC50 13 meas. best 7.96

Ki 2 meas. best 8.68

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 6 CHEMBL1865	Ki	8.68	8.635	2.1	2
Histone deacetylase 6 CHEMBL1865	IC50	7.96	7.9467	11.0	3
Histone deacetylase 8 CHEMBL3192	IC50	6.28	6.28	525.0	3
NIH3T3 CHEMBL614822	IC50	5.02	5.02	9550.0	1
Histone deacetylase 1 CHEMBL325	IC50	4.98	4.98	10400.0	3
A549 CHEMBL392	IC50	4.93	4.93	11780.0	1
Histone deacetylase 11 CHEMBL3310	IC50	4.46	4.46	34370.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 6	Ki	=	2.1	nM	8.68	Inhibition of human full-length recombinant HDAC6 expressed in baculovirus infec...	30525585
Histone deacetylase 6	Ki	=	2.6	nM	8.59	Inhibition of human HDAC6 CD2 expressed in Escherichia coli BL21 (RIL) using Boc...	30525585
Histone deacetylase 6	IC50	=	11.0	nM	7.96	Inhibition of human HDAC6 expressed in baculovirus expression system in Sf9 cell...	37463500
Histone deacetylase 6	IC50	=	11.0	nM	7.96	Enzymatic Assay: The IC50 values for aforementioned compounds against HDACs were...	-
Histone deacetylase 6	IC50	=	12.0	nM	7.92	Inhibition of human full-length recombinant HDAC6 expressed in baculovirus infec...	30525585
Histone deacetylase 8	IC50	=	525.0	nM	6.28	Inhibition of human full-length recombinant HDAC8 expressed in baculovirus infec...	30525585
Histone deacetylase 8	IC50	=	525.0	nM	6.28	Inhibition of human HDAC8 expressed in baculovirus expression system in Sf9 cell...	37463500
Histone deacetylase 8	IC50	=	525.0	nM	6.28	Enzymatic Assay: The IC50 values for aforementioned compounds against HDACs were...	-
NIH3T3	IC50	=	9550.0	nM	5.02	Antiproliferative activity against mouse NIH3T3 cells assessed as reduction in c...	37463500
Histone deacetylase 1	IC50	=	10430.0	nM	4.98	Inhibition of human full-length recombinant HDAC1 expressed in baculovirus infec...	30525585
Histone deacetylase 1	IC50	=	10400.0	nM	4.98	Inhibition of human HDAC1 expressed in baculovirus expression system in Sf9 cell...	37463500
Histone deacetylase 1	IC50	=	10430.0	nM	4.98	Enzymatic Assay: The IC50 values for aforementioned compounds against HDACs were...	-
A549	IC50	=	11780.0	nM	4.93	Cytotoxicity against human A549 cells after 72 hrs by MTT assay	30525585
Histone deacetylase 11	IC50	=	34370.0	nM	4.46	Inhibition of human full-length recombinant HDAC11 expressed in baculovirus infe...	30525585
Histone deacetylase 11	IC50	=	34370.0	nM	4.46	Enzymatic Assay: The IC50 values for aforementioned compounds against HDACs were...	-

Literature References

PubMed	DOI	Target Context	# Activities
30525585	10.1021/acs.jmedchem.8b01590	Histone deacetylase 6	7
37463500	10.1021/acs.jmedchem.3c00644	NIH3T3	3
30525585	10.1021/acs.jmedchem.8b01590	Histone deacetylase 1	1
30525585	10.1021/acs.jmedchem.8b01590	Histone deacetylase 8	1
30525585	10.1021/acs.jmedchem.8b01590	Histone deacetylase 11	1
30525585	10.1021/acs.jmedchem.8b01590	Unchecked	1
30525585	10.1021/acs.jmedchem.8b01590	A549	1
37463500	10.1021/acs.jmedchem.3c00644	Histone deacetylase 1	1
37463500	10.1021/acs.jmedchem.3c00644	Histone deacetylase 6	1
37463500	10.1021/acs.jmedchem.3c00644	Histone deacetylase 8	1

Data from ChEMBL 36 via Core Engine