Compound Detail

CHEMBL4087616

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CN1C(=O)C2CN(Cc3c2c2ccccc2n3Cc2ccc(C(=O)NO)cc2)C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4087616
Phase	Preclinical
Structure Type	MOL
InChI Key	ZCAIUGLOTHAUQX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

404.4

MW (Da)

2.30

ALogP

HBA

HBD

94.9

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H20N4O4
MW	404.43
Aromatic Rings	3
Heavy Atoms	30
NP-Likeness	-0.75

Activity Summary

Ki 15 meas. best 9.15

IC50 8 meas. best 9.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 6 CHEMBL1865	IC50	9.15	8.775	0.7	2
Histone deacetylase 6 CHEMBL1865	Ki	9.15	9.15	0.7	2
Histone deacetylase 8 CHEMBL3192	Ki	6.76	6.76	173.0	2
Histone deacetylase 8 CHEMBL3192	IC50	6.6	6.6	250.0	1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) CHEMBL2111363	Ki	6.51	6.51	306.0	1
Histone deacetylase 3 CHEMBL1829	Ki	6.51	6.51	306.0	1
Histone deacetylase 1 CHEMBL325	Ki	6.45	6.45	358.0	2
Histone deacetylase 7 CHEMBL2716	Ki	6.36	6.36	442.0	1
Polyamine deacetylase HDAC10 CHEMBL5103	Ki	6.34	6.34	452.0	1
Histone deacetylase 11 CHEMBL3310	Ki	6.3	6.3	495.0	1
Histone deacetylase 5 CHEMBL2563	Ki	6.15	6.15	701.0	1
Histone deacetylase 2 CHEMBL1937	Ki	6.11	6.11	774.0	2
Histone deacetylase 5 CHEMBL2563	IC50	5.8	5.8	1570.0	1
Histone deacetylase 4 CHEMBL3524	Ki	5.74	5.74	1821.0	1
Histone deacetylase 1 CHEMBL325	IC50	5.44	5.44	3620.0	1
Histone deacetylase 4 CHEMBL3524	IC50	5.42	5.42	3820.0	1
Histone deacetylase 2 CHEMBL1937	IC50	5.13	5.13	7450.0	1
Polyamine deacetylase HDAC10 CHEMBL5103	IC50	4.98	4.98	10500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 6	IC50	=	0.7	nM	9.15	Inhibition of human HDAC6	34479038
Histone deacetylase 6	Ki	=	0.7	nM	9.15	Inhibition of purified recombinant human HDAC6 assessed as inhibition constant u...	39067437
Histone deacetylase 6	Ki	=	0.7	nM	9.15	Inhibition of full length recombinant human N-terminal GST-tagged HDAC6 expresse...	29589441
Histone deacetylase 6	IC50	=	4.0	nM	8.4	Inhibition of human HDAC6 using RHKKAc as substrate by fluorescence assay	28453994
Histone deacetylase 8	Ki	=	173.0	nM	6.76	Inhibition of purified recombinant human HDAC8 assessed as inhibition constant u...	39067437
Histone deacetylase 8	Ki	=	173.0	nM	6.76	Inhibition of recombinant human C-terminal His-tagged HDAC8 (1 to 377 residues) ...	29589441
Histone deacetylase 8	IC50	=	250.0	nM	6.6	Inhibition of human HDAC8 using RHKKAc as substrate by fluorescence assay	28453994
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	Ki	=	306.0	nM	6.51	Inhibition of full length recombinant human C-terminal His-tagged HDAC3/N-termin...	29589441
Histone deacetylase 3	Ki	=	306.0	nM	6.51	Inhibition of purified recombinant human HDAC3 assessed as inhibition constant u...	39067437
Histone deacetylase 1	Ki	=	358.0	nM	6.45	Inhibition of recombinant human C-terminal FLAG/His-tagged HDAC1 expressed in ba...	29589441
Histone deacetylase 1	Ki	=	358.0	nM	6.45	Inhibition of purified recombinant human HDAC1 assessed as inhibition constant u...	39067437
Histone deacetylase 7	Ki	=	442.0	nM	6.36	Inhibition of recombinant human N-terminal GST-tagged HDAC7 (518 to 991 residues...	29589441
Polyamine deacetylase HDAC10	Ki	=	452.0	nM	6.34	Inhibition of recombinant human HDAC10 expressed in baculovirus-infected insect ...	29589441
Histone deacetylase 11	Ki	=	495.0	nM	6.3	Inhibition of recombinant human N-terminal His-tagged HDAC11 (1 to 347 residues)...	29589441
Histone deacetylase 5	Ki	=	701.0	nM	6.15	Inhibition of recombinant human C-terminal His-tagged HDAC5 (656 to 1122 residue...	29589441
Histone deacetylase 2	Ki	=	774.0	nM	6.11	Inhibition of purified recombinant human HDAC2 assessed as inhibition constant u...	39067437
Histone deacetylase 2	Ki	=	774.0	nM	6.11	Inhibition of full length recombinant human C-terminal GST-tagged HDAC2 expresse...	29589441
Histone deacetylase 5	IC50	=	1570.0	nM	5.8	Inhibition of human HDAC5 using RHKKAc as substrate by fluorescence assay	28453994
Histone deacetylase 4	Ki	=	1821.0	nM	5.74	Inhibition of recombinant human C-terminal GST-tagged HDAC4 expressed in baculov...	29589441
Histone deacetylase 1	IC50	=	3620.0	nM	5.44	Inhibition of human HDAC1 using RHKKAc as substrate by fluorescence assay	28453994

Literature References

PubMed	DOI	Target Context	# Activities
29589441	10.1021/acs.jmedchem.7b01593	Mus musculus	14
29589441	10.1021/acs.jmedchem.7b01593	Histone deacetylase 6	11
39067437	10.1016/j.ejmech.2024.116676	Histone deacetylase 6	4
29589441	10.1021/acs.jmedchem.7b01593	Unchecked	3
29589441	10.1021/acs.jmedchem.7b01593	Jurkat	1
39067437	10.1016/j.ejmech.2024.116676	Polyamine deacetylase HDAC10	1
29589441	10.1021/acs.jmedchem.7b01593	Histone deacetylase 4	1
29589441	10.1021/acs.jmedchem.7b01593	Histone deacetylase 5	1
29589441	10.1021/acs.jmedchem.7b01593	Histone deacetylase 7	1
29589441	10.1021/acs.jmedchem.7b01593	Polyamine deacetylase HDAC10	1
29589441	10.1021/acs.jmedchem.7b01593	Histone deacetylase 11	1
29589441	10.1021/acs.jmedchem.7b01593	MV4-11	1
29589441	10.1021/acs.jmedchem.7b01593	HEL	1
28453994	10.1016/j.ejmech.2017.04.013	Histone deacetylase 1	1
29589441	10.1021/acs.jmedchem.7b01593	PBMC	1
28453994	10.1016/j.ejmech.2017.04.013	Polyamine deacetylase HDAC10	1
28453994	10.1016/j.ejmech.2017.04.013	Histone deacetylase 8	1
28453994	10.1016/j.ejmech.2017.04.013	Histone deacetylase 6	1
28453994	10.1016/j.ejmech.2017.04.013	Histone deacetylase 5	1
28453994	10.1016/j.ejmech.2017.04.013	Histone deacetylase 4	1

Data from ChEMBL 36 via Core Engine