Compound Detail

CHEMBL468595

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Nc1cccc(-c2cc(C(=O)NCCCCCCC(=O)NO)no2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL468595
Phase	Preclinical
Structure Type	MOL
InChI Key	BYKMCJLDXBMWTO-UHFFFAOYSA-N

Known Names

WR301849

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

346.4

MW (Da)

2.11

ALogP

HBA

HBD

130.5

PSA (Å²)

0.24

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H22N4O4
MW	346.39
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	-1.14

Activity Summary

IC50 16 meas. best 8.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 6 CHEMBL1865	IC50	8.6	8.6	2.5	1
Histone deacetylase 3 CHEMBL1829	IC50	8.39	8.39	4.0	1
Polyamine deacetylase HDAC10 CHEMBL5103	IC50	7.76	7.76	17.5	1
Histone deacetylase 1 CHEMBL325	IC50	7.68	7.68	20.7	1
Plasmodium falciparum CHEMBL364	IC50	7.55	7.3925	28.0	4
Histone deacetylase 2 CHEMBL1937	IC50	7.25	7.25	56.7	1
HuP-T3 CHEMBL1075477	IC50	7.0	7.0	100.0	1
MIA PaCa-2 CHEMBL614725	IC50	7.0	7.0	100.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.7	6.375	200.0	2
ADMET CHEMBL612558	IC50	6.7	6.7	200.0	1
BXPC-3 CHEMBL614530	IC50	6.16	6.16	700.0	1
Histone deacetylase 8 CHEMBL3192	IC50	6.03	6.03	938.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 6	IC50	=	2.54	nM	8.6	Inhibition of HDAC6 after 17 hrs	18642892
Histone deacetylase 3	IC50	=	4.04	nM	8.39	Inhibition of HDAC3 after 17 hrs	18642892
Polyamine deacetylase HDAC10	IC50	=	17.5	nM	7.76	Inhibition of HDAC10 after 17 hrs	18642892
Histone deacetylase 1	IC50	=	20.7	nM	7.68	Inhibition of HDAC1 after 17 hrs	18642892
Plasmodium falciparum	IC50	=	28.0	nM	7.55	Antimalarial activity against drug-resistant Plasmodium falciparum TM90C2A	18644969
Plasmodium falciparum	IC50	=	33.2	nM	7.48	Antimalarial activity against drug-resistant Plasmodium falciparum D6 infected i...	18644969
Plasmodium falciparum	IC50	=	42.2	nM	7.38	Antimalarial activity against drug-resistant Plasmodium falciparum TM91C235	18644969
Histone deacetylase 2	IC50	=	56.7	nM	7.25	Inhibition of HDAC2 after 17 hrs	18642892
Plasmodium falciparum	IC50	=	69.8	nM	7.16	Antimalarial activity against drug-resistant Plasmodium falciparum W2	18644969
HuP-T3	IC50	=	100.0	nM	7.0	Antiproliferative activity against human HupT3 cells after 72 hrs by MTT assay	18642892
MIA PaCa-2	IC50	=	100.0	nM	7.0	Antiproliferative activity against human MiaPaca2 cells after 72 hrs by MTT assa...	18642892
NON-PROTEIN TARGET	IC50	=	200.0	nM	6.7	Antiproliferative activity against human SU.86.86 cells after 72 hrs by MTT assa...	18642892
ADMET	IC50	=	200.0	nM	6.7	Cytotoxicity against HPDE 6c7 cells after 72 hrs by MTT assay	18642892
BXPC-3	IC50	=	700.0	nM	6.16	Antiproliferative activity against human BxPC3 cells after 72 hrs by MTT assay	18642892
NON-PROTEIN TARGET	IC50	=	900.0	nM	6.05	Antiproliferative activity against human Panc04.03 cells after 72 hrs by MTT ass...	18642892
Histone deacetylase 8	IC50	=	938.0	nM	6.03	Inhibition of HDAC8 after 17 hrs	18642892

Literature References

PubMed	DOI	Target Context	# Activities
18644969	10.1128/aac.00439-08	Plasmodium falciparum	4
18642892	10.1021/jm8002894	NON-PROTEIN TARGET	2
18642892	10.1021/jm8002894	Histone deacetylase 1	1
18642892	10.1021/jm8002894	Histone deacetylase 2	1
18642892	10.1021/jm8002894	Histone deacetylase 3	1
18642892	10.1021/jm8002894	Histone deacetylase 8	1
18642892	10.1021/jm8002894	Histone deacetylase 6	1
18642892	10.1021/jm8002894	Polyamine deacetylase HDAC10	1
18642892	10.1021/jm8002894	BXPC-3	1
18642892	10.1021/jm8002894	HuP-T3	1
18642892	10.1021/jm8002894	MIA PaCa-2	1
18642892	10.1021/jm8002894	HMEC	1
18642892	10.1021/jm8002894	ADMET	1

Data from ChEMBL 36 via Core Engine