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Compounds
ALA2420381

(S)-methyl 6-amino-2-(4-amino-3-((S)-2-amino-4-phenylbutanamido)benzamido)hexanoate

ID: ALA2420381

Chembl Id: CHEMBL2420381

PubChem CID: 71817809

Max Phase: Preclinical

Molecular Formula: C24H33N5O4

Molecular Weight: 455.56

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COC(=O)[C@H](CCCCN)NC(=O)c1ccc(N)c(NC(=O)[C@@H](N)CCc2ccccc2)c1

Standard InChI: InChI=1S/C24H33N5O4/c1-33-24(32)20(9-5-6-14-25)28-22(30)17-11-13-18(26)21(15-17)29-23(31)19(27)12-10-16-7-3-2-4-8-16/h2-4,7-8,11,13,15,19-20H,5-6,9-10,12,14,25-27H2,1H3,(H,28,30)(H,29,31)/t19-,20-/m0/s1

Standard InChI Key: PLKKJOBNGCNHOY-PMACEKPBSA-N

Alternative Forms

Parent:

ALA2420381
methyl (2S)-6-amino-2-[[4-amino-3-[[(2S)-2-amino-4-phenylbutanoyl]amino]benzoyl]amino]hexanoate

Associated Targets(Human)

ERAP1 Tchem Endoplasmic reticulum aminopeptidase 1 (581 Activities)

Discover Target: ERAP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LNPEP Tchem Cystinyl aminopeptidase (313 Activities)

Discover Target: LNPEP

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ERAP2 Tchem Endoplasmic reticulum aminopeptidase 2 (387 Activities)

Discover Target: ERAP2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Erap1 Endoplasmic reticulum aminopeptidase 1 (12 Activities)

Discover Target: Erap1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 455.56	Molecular Weight (Monoisotopic): 455.2533	AlogP: 1.57	#Rotatable Bonds: 12
Polar Surface Area: 162.56	Molecular Species: BASE	HBA: 7	HBD: 5
#RO5 Violations: ┄	HBA (Lipinski): 9	HBD (Lipinski): 8	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 12.87	CX Basic pKa: 10.21	CX LogP: 1.26	CX LogD: -2.26
Aromatic Rings: 2	Heavy Atoms: 33	QED Weighted: 0.18	Np Likeness Score: -0.24

References

1. Papakyriakou A, Zervoudi E, Theodorakis EA, Saveanu L, Stratikos E, Vourloumis D.. (2013) Novel selective inhibitors of aminopeptidases that generate antigenic peptides., 23 (17): [PMID:23916253] [10.1016/j.bmcl.2013.07.024]
2. Papakyriakou A, Zervoudi E, Tsoukalidou S, Mauvais FX, Sfyroera G, Mastellos DC, van Endert P, Theodorakis EA, Vourloumis D, Stratikos E.. (2015) 3,4-diaminobenzoic acid derivatives as inhibitors of the oxytocinase subfamily of M1 aminopeptidases with immune-regulating properties., 58 (3): [PMID:25635706] [10.1021/jm501867s]

Source

Source(1):

Scientific Literature