Compound Detail

CHEMBL430060

APICIDIN

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CCC(=O)CCCCC[C@@H]1NC(=O)[C@H]2CCCCN2C(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](Cc2cn(OC)c3ccccc23)NC1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL430060
Name	APICIDIN
Phase	Preclinical
Structure Type	BOTH
InChI Key	JWOGUUIOCYMBPV-GMFLJSBRSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

623.8

MW (Da)

3.07

ALogP

HBA

HBD

138.8

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Protein
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C34H49N5O6
MW	623.80
Aromatic Rings	2
Heavy Atoms	45
NP-Likeness	1.17

Activity Summary

IC50 63 meas. best 9.6

Ki 9 meas. best 10.4

EC50 1 meas. best 6.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 1 CHEMBL325	Ki	10.4	10.4	0.0	1
Histone deacetylase 2 CHEMBL1937	Ki	9.92	9.92	0.1	1
Histone deacetylase 8 CHEMBL3192	IC50	9.6	6.7667	0.2	6
Histone deacetylase 3 CHEMBL1829	Ki	9.59	9.59	0.3	1
Histone deacetylase 3 CHEMBL1829	IC50	9.22	8.182	0.6	5
Unchecked CHEMBL612545	IC50	9.15	7.9067	0.7	3
Histone deacetylase 1 CHEMBL325	IC50	9.15	7.7017	0.7	12
Histone deacetylase 4 CHEMBL3524	IC50	9.0	7.408	1.0	5
Histone deacetylase CHEMBL5541	IC50	9.0	9.0	1.0	1
Histone deacetylase CHEMBL4740	IC50	9.0	9.0	1.0	1
Histone deacetylase CHEMBL3626	IC50	9.0	9.0	1.0	2
Histone deacetylase CHEMBL2093865	IC50	9.0	8.2557	1.0	7
Histone deacetylase 2 CHEMBL1937	IC50	9.0	7.8475	1.0	4
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) CHEMBL2111363	Ki	8.82	8.82	1.5	1
Unchecked CHEMBL612545	Ki	8.4	8.4	4.0	1
Histone deacetylase CHEMBL4740	Ki	8.1	8.1	8.0	1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) CHEMBL2111363	IC50	7.89	7.7433	13.0	3
Toxoplasma gondii CHEMBL612888	IC50	7.89	7.89	13.0	1
Plasmodium falciparum CHEMBL364	IC50	7.48	6.96	33.0	3
Histone deacetylase 8 CHEMBL3192	Ki	7.31	7.31	49.0	1
Histone deacetylase 6 CHEMBL1865	Ki	6.91	6.91	123.4	1
Tissue factor CHEMBL4081	IC50	6.82	6.76	150.0	2
HeLa CHEMBL399	IC50	6.54	6.54	290.0	4
Human immunodeficiency virus 1 CHEMBL378	EC50	6.52	6.52	300.0	1
Histone deacetylase 6 CHEMBL1865	IC50	6.18	5.5233	665.1	3
Histone deacetylase-like amidohydrolase CHEMBL6017	Ki	5.04	5.04	9200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	379.9	-	Chlorocebus sabaeus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 1	Ki	=	0.04	nM	10.4	Inhibition of human HDAC1	20139990
Histone deacetylase 2	Ki	=	0.12	nM	9.92	Inhibition of human HDAC2	20139990
Histone deacetylase 8	IC50	=	0.25	nM	9.6	Inhibition of human recombinant HDAC8 by ELISA assay	37429084
Histone deacetylase 3	Ki	=	0.26	nM	9.59	Inhibition of human HDAC3	20139990
Histone deacetylase 3	IC50	=	0.6	nM	9.22	Inhibition of HDAC3	20472442
Unchecked	IC50	=	0.7	nM	9.15	Inhibition of HDAC in Plasmodium falciparum infected in human erythrocytes incub...	36282784
Histone deacetylase 1	IC50	=	0.7	nM	9.15	Inhibition of HDAC1	20472442
Histone deacetylase	IC50	=	1.0	nM	9.0	Tested for Histone deacetylase enzyme inhibition assay using mammalian cell nucl...	11124001
Histone deacetylase 2	IC50	=	1.0	nM	9.0	Inhibition of HDAC2	20472442
Histone deacetylase	IC50	=	1.0	nM	9.0	Inhibition of Plasmodium falciparum HDAC1 expressed in Drosophila melanogaster S...	19317450
Histone deacetylase 4	IC50	=	1.0	nM	9.0	Inhibition of flag-tagged HDAC4	17956988
Histone deacetylase	IC50	=	1.0	nM	9.0	Tested for Histone deacetylase enzyme inhibition assay using Eimeria tenella ext...	11124001
Histone deacetylase	IC50	=	1.0	nM	9.0	Inhibitory activity against histone deacetylase enzyme derived from partially pu...	11206439
Histone deacetylase	IC50	=	1.0	nM	9.0	Inhibitory activity against histone deacetylase (HDAC) enzyme derived from parti...	11206439
Histone deacetylase	IC50	=	1.0	nM	9.0	Inhibitory concentration determined against Histone deacetylase from Eimeria ten...	14613312
Histone deacetylase	IC50	=	1.0	nM	9.0	Inhibitory concentration against human Histone deacetylase in Hela cells	14613312
Histone deacetylase 4	IC50	=	1.2	nM	8.92	Inhibition of flag-tagged HDAC4 by Biomol assay	17956988
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	Ki	=	1.5	nM	8.82	Displacement of fluorescent 5-(3-(3-(4-((4-((7-(hydroxyamino)-7-oxoheptyl)carbam...	18430569
Histone deacetylase 4	IC50	=	2.4	nM	8.62	Inhibition of flag-tagged HDAC4 by pull-down assay	17956988
Histone deacetylase 3	IC50	=	2.5	nM	8.6	Inhibition of flag-tagged HDAC3	17956988

Literature References

PubMed	DOI	Target Context	# Activities
17956988	10.1073/pnas.0706487104	Histone deacetylase 4	10
17675290	10.1074/jbc.m703586200	Tissue factor	4
11124001	10.1021/jm0001976	Histone deacetylase	4
32353859	10.1038/s41586-020-2286-9	SARS-CoV-2	3
18308563	10.1016/j.bmcl.2008.02.025	Histone deacetylase 4	3
11206439	10.1016/s0960-894x(00)00605-3	Histone deacetylase	3
19705846	10.1021/jm900850t	Histone deacetylase	3
18381239	10.1016/j.bmcl.2008.03.047	Histone deacetylase 1	2
14613312	10.1021/jm0303094	Histone deacetylase	2
18430569	10.1016/j.bmcl.2008.04.007	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	2
17636951	10.1021/np0700523	HFF	2
18430569	10.1016/j.bmcl.2008.04.007	Histone deacetylase 6	2
17956988	10.1073/pnas.0706487104	Histone deacetylase 3	2
-	10.1039/C4MD00252K	NON-PROTEIN TARGET	2
32353859	10.1038/s41586-020-2286-9	Vero C1008	2
19705846	10.1021/jm900850t	Histone deacetylase 6	2
24495105	10.1021/np400889x	Human immunodeficiency virus 1	2
28648462	10.1016/j.bmcl.2017.06.027	Unchecked	2
18644969	10.1128/aac.00439-08	Plasmodium falciparum	2
11206439	10.1016/s0960-894x(00)00605-3	Eimeria tenella	1

Data from ChEMBL 36 via Core Engine