Compound Detail

CHEMBL28650

AMASTATIN

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CC(C)C[C@@H](N)[C@H](O)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)O)C(C)C)C(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL28650
Name	AMASTATIN
Phase	Preclinical
Structure Type	MOL
InChI Key	QFAADIRHLBXJJS-ZAZJUGBXSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

474.6

MW (Da)

-0.95

ALogP

HBA

HBD

208.2

PSA (Å²)

0.17

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C21H38N4O8
MW	474.56
Aromatic Rings	0
Heavy Atoms	33
NP-Likeness	0.40

Activity Summary

Ki 11 meas. best 7.7

IC50 4 meas. best 5.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aminopeptidase N CHEMBL2590	Ki	7.7	7.0333	20.0	3
Leucyl-cystinyl aminopeptidase CHEMBL3712	Ki	7.7	7.18	20.0	2
Cytosol aminopeptidase CHEMBL3965	Ki	7.52	6.395	30.0	4
Aminopeptidase N CHEMBL1907	Ki	6.7	6.7	200.0	1
Aminopeptidase N CHEMBL2590	IC50	5.96	5.96	1100.0	1
Glutamyl aminopeptidase CHEMBL3439	Ki	5.1	5.1	8000.0	1
Aminopeptidase N CHEMBL1907	IC50	4.89	4.89	13000.0	1
Endoplasmic reticulum aminopeptidase 1 CHEMBL5939	IC50	4.66	4.66	22000.0	1
Unchecked CHEMBL612545	IC50	4.6	4.6	25000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aminopeptidase N	Ki	=	20.0	nM	7.7	Compound was evaluated for the inhibition of Aminopeptidase M (AP-M) and the inh...	6142952
Aminopeptidase N	Ki	=	20.0	nM	7.7	Effect of inhibitor structure on the slow binding inhibition of aminopeptidase M...	6142952
Leucyl-cystinyl aminopeptidase	Ki	=	20.0	nM	7.7	Inhibition of aminopeptidase M or membrane leucine aminopeptidase	2566685
Cytosol aminopeptidase	Ki	=	30.0	nM	7.52	Binding affinity for cytosolic leucine aminopeptidase (LAP) from porcine kidney	12801228
Cytosol aminopeptidase	Ki	=	200.0	nM	6.7	Effect of inhibitor structure on the slow binding inhibition of Leucine aminopep...	6142952
Aminopeptidase N	Ki	=	200.0	nM	6.7	Inhibition of aminopeptidase N (APN)	7909847
Cytosol aminopeptidase	Ki	=	220.0	nM	6.66	Compound was evaluated for the inhibition of Leucine aminopeptidase and the inhi...	6142952
Leucyl-cystinyl aminopeptidase	Ki	=	220.0	nM	6.66	Inhibition of leucine aminopeptidase	2566685
Aminopeptidase N	IC50	=	1100.0	nM	5.96	Compound was evaluated for the inhibitory activity against aminopeptidase M	6142952
Aminopeptidase N	Ki	=	2000.0	nM	5.7	Effect of inhibitor structure on the slow binding inhibition of aminopeptidase M...	6142952
Glutamyl aminopeptidase	Ki	=	8000.0	nM	5.1	Inhibition of aminopeptidase A (APA)	7909847
Aminopeptidase N	IC50	=	13000.0	nM	4.89	Inhibition of FLAG-tagged human recombinant Aminopeptidase N	39011823
Cytosol aminopeptidase	Ki	=	20000.0	nM	4.7	Effect of inhibitor structure on the slow binding inhibition of Leucine aminopep...	6142952
Endoplasmic reticulum aminopeptidase 1	IC50	=	22000.0	nM	4.66	Inhibition of C-terminal Hexa-histidine-tagged human recombinant ERAP1 expressed...	39011823
Unchecked	IC50	=	25000.0	nM	4.6	Inhibition of C-terminal Hexa-histidine-tagged human recombinant IRAP expressed ...	39011823

Literature References

PubMed	DOI	Target Context	# Activities
6142952	10.1021/jm00370a001	Aminopeptidase N	4
6142952	10.1021/jm00370a001	Cytosol aminopeptidase	3
2566685	10.1021/jm00126a039	Leucyl-cystinyl aminopeptidase	2
7909847	10.1021/jm00035a014	Glutamyl aminopeptidase	1
7909847	10.1021/jm00035a014	Aminopeptidase N	1
12801228	10.1021/jm030795v	Cytosol aminopeptidase	1
39011823	10.1021/acs.jmedchem.4c00840	Endoplasmic reticulum aminopeptidase 1	1
39011823	10.1021/acs.jmedchem.4c00840	Unchecked	1
39011823	10.1021/acs.jmedchem.4c00840	Aminopeptidase N	1

Data from ChEMBL 36 via Core Engine