Compound Detail

CHEMBL512644

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O=C(CCCCCCC(=O)Nc1ccc(-c2ccccc2)cc1)NO

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL512644
Phase	Preclinical
Structure Type	MOL
InChI Key	MIYLHRAVWYBTPV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

340.4

MW (Da)

4.14

ALogP

HBA

HBD

78.4

PSA (Å²)

0.36

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H24N2O3
MW	340.42
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	-0.56

Activity Summary

IC50 20 meas. best 8.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 6 CHEMBL1865	IC50	8.3	8.3	5.0	1
Histone deacetylase 3 CHEMBL1829	IC50	8.15	8.15	7.0	1
Histone deacetylase 1 CHEMBL325	IC50	7.48	7.48	33.0	1
Histone deacetylase CHEMBL2093865	IC50	7.3	7.28	50.0	2
Plasmodium falciparum CHEMBL364	IC50	7.22	7.015	60.0	8
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.0	6.48	100.0	7

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 6	IC50	=	5.0	nM	8.3	Inhibition of human recombinant HDAC6	19419863
Histone deacetylase 3	IC50	=	7.0	nM	8.15	Inhibition of human recombinant HDAC3	19419863
Histone deacetylase 1	IC50	=	33.0	nM	7.48	Inhibition of human recombinant HDAC1	19419863
Histone deacetylase	IC50	=	50.0	nM	7.3	Inhibition of human HDAC in HeLa cells by fluorescent activity assay	19223622
Histone deacetylase	IC50	=	55.0	nM	7.26	Inhibition of HDAC (unknown origin) using Fluor-Lys as substrate	-
Plasmodium falciparum	IC50	=	60.0	nM	7.22	Inhibition of HDAC in Plasmodium falciparum 3D7 by fluorescent activity assay	19223622
Plasmodium falciparum	IC50	=	80.0	nM	7.1	Antimalarial activity against chloroquine-resistant Plasmodium falciparum FCB1 a...	19223622
Plasmodium falciparum	IC50	=	85.0	nM	7.07	Antimalarial activity against Plasmodium falciparum Dd2 assessed as parasite gro...	19223622
NON-PROTEIN TARGET	IC50	=	100.0	nM	7.0	Antiproliferative activity against human SCC35 cells	-
NON-PROTEIN TARGET	IC50	=	100.0	nM	7.0	Antiproliferative activity against human HeLa cells	-
Plasmodium falciparum	IC50	=	100.0	nM	7.0	Antimalarial activity against Plasmodium falciparum 7G8 assessed as parasite gro...	19223622
Plasmodium falciparum	IC50	=	110.0	nM	6.96	Antimalarial activity against Plasmodium falciparum HB3 assessed as parasite gro...	19223622
Plasmodium falciparum	IC50	=	115.0	nM	6.94	Antimalarial activity against sPlasmodium falciparum VS/1 assessed as parasite g...	19223622
Plasmodium falciparum	IC50	=	115.0	nM	6.94	Antimalarial activity against Plasmodium falciparum FCR3 assessed as parasite gr...	19223622
Plasmodium falciparum	IC50	=	129.0	nM	6.89	Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 as...	19223622
NON-PROTEIN TARGET	IC50	=	350.0	nM	6.46	Antiproliferative activity against human MCF7/ADR cells	-
NON-PROTEIN TARGET	IC50	=	400.0	nM	6.4	Antiproliferative activity against human PC3 cells	-
NON-PROTEIN TARGET	IC50	=	580.0	nM	6.24	Antiproliferative activity against human DU145 cells	-
NON-PROTEIN TARGET	IC50	=	700.0	nM	6.16	Antiproliferative activity against human MCF7 cells	-
NON-PROTEIN TARGET	IC50	=	800.0	nM	6.1	Antiproliferative activity against human SQ20B cells	-

Literature References

PubMed	DOI	Target Context	# Activities
19223622	10.1128/aac.00729-08	Plasmodium falciparum	8
19419863	10.1016/j.bmcl.2009.04.058	Histone deacetylase 1	1
19419863	10.1016/j.bmcl.2009.04.058	Histone deacetylase 3	1
19419863	10.1016/j.bmcl.2009.04.058	Histone deacetylase 6	1
19223622	10.1128/aac.00729-08	Unchecked	1
19223622	10.1128/aac.00729-08	Histone deacetylase	1

Data from ChEMBL 36 via Core Engine