Compound Detail

CHEMBL4063658

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CN(C)c1ccc(C(=O)N(CC(=O)NC2CCCCC2)Cc2ccc(C(=O)NO)cc2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4063658
Phase	Preclinical
Structure Type	MOL
InChI Key	FFQAZZWXNIAWGV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

452.6

MW (Da)

2.96

ALogP

HBA

HBD

102.0

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H32N4O4
MW	452.56
Aromatic Rings	2
Heavy Atoms	33
NP-Likeness	-1.40

Activity Summary

IC50 14 meas. best 8.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 6 CHEMBL1865	IC50	8.8	8.8	1.6	1
Plasmodium falciparum CHEMBL364	IC50	8.05	6.57	9.0	5
Histone deacetylase 2 CHEMBL1937	IC50	6.7	6.7	200.0	1
A2780 CHEMBL614004	IC50	6.47	6.47	340.0	1
Plasmodium berghei CHEMBL612653	IC50	6.24	6.24	570.0	1
CAL-27 CHEMBL1075408	IC50	5.69	5.69	2040.0	1
NFF CHEMBL614198	IC50	5.23	5.23	5890.0	1
Unchecked CHEMBL612545	IC50	5.11	5.11	7800.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.67	4.475	21527.8	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 6	IC50	=	1.59	nM	8.8	Inhibition of human HDAC6 using p53 fluorogenic peptide (379 to 382 residues) RH...	29133060
Plasmodium falciparum	IC50	=	9.0	nM	8.05	Antiplasmodial activity against drug-sensitive asexual ring stage Plasmodium fal...	30245402
Plasmodium falciparum	IC50	=	15.0	nM	7.82	Antiplasmodial activity against multidrug-resistant asexual ring stage Plasmodiu...	30245402
Histone deacetylase 2	IC50	=	200.0	nM	6.7	Inhibition of human HDAC2 using p53 fluorogenic peptide (379 to 382 residues) RH...	29133060
A2780	IC50	=	340.0	nM	6.47	Antiproliferative activity against human A2780 cells by MTT assay	29133060
Plasmodium berghei	IC50	=	570.0	nM	6.24	Antiplasmodial activity against exo-erythrocytic stage of GFP-Luc-fused Plasmodi...	30245402
Plasmodium falciparum	IC50	=	1810.0	nM	5.74	Gametocytocidal activity against transgenic GFP-fused Plasmodium falciparum NF54...	30245402
CAL-27	IC50	=	2040.0	nM	5.69	Antiproliferative activity against human Cal-27 cells by MTT assay	29133060
Plasmodium falciparum	IC50	=	2360.0	nM	5.63	Gametocytocidal activity against transgenic GFP-fused Plasmodium falciparum NF54...	30245402
Plasmodium falciparum	IC50	=	2460.0	nM	5.61	Gametocytocidal activity against synchronized Plasmodium falciparum NF54 mature ...	30245402
NFF	IC50	=	5890.0	nM	5.23	Cytotoxicity against human NFF cells	30245402
Unchecked	IC50	=	7800.0	nM	5.11	Cytotoxicity against human HepG2A16 cells expressing GFP-fused CD81 after 48 hrs...	30245402
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	21527.82	nM	4.67	Inhibition of human ERG	28574690
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	52119.47	nM	4.28	Inhibition of human ERG	28574690

Literature References

PubMed	DOI	Target Context	# Activities
30245402	10.1016/j.ejmech.2018.09.018	Unchecked	7
30245402	10.1016/j.ejmech.2018.09.018	Plasmodium falciparum	5
28574690	10.1021/acs.jmedchem.7b00197	ADMET	4
29133060	10.1016/j.ejmech.2017.10.040	Unchecked	3
28574690	10.1021/acs.jmedchem.7b00197	Voltage-gated inwardly rectifying potassium channel KCNH2	2
30245402	10.1016/j.ejmech.2018.09.018	Histone deacetylase	1
30245402	10.1016/j.ejmech.2018.09.018	NFF	1
30245402	10.1016/j.ejmech.2018.09.018	Plasmodium berghei	1
29133060	10.1016/j.ejmech.2017.10.040	CAL-27	1
29133060	10.1016/j.ejmech.2017.10.040	A2780	1
29133060	10.1016/j.ejmech.2017.10.040	Histone deacetylase 2	1
29133060	10.1016/j.ejmech.2017.10.040	Histone deacetylase 6	1

Data from ChEMBL 36 via Core Engine