(S)-Methyl 2-((2S,3R)-3-Amino-2-hydroxy-5-phenylpentanamido)-4-methylpentanoate

ID: ALA5172109

Chembl Id: CHEMBL5172109

PubChem CID: 168270935

Max Phase: Preclinical

Molecular Formula: C18H28N2O4

Molecular Weight: 336.43

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](CC(C)C)NC(=O)[C@@H](O)[C@H](N)CCc1ccccc1

Standard InChI:  InChI=1S/C18H28N2O4/c1-12(2)11-15(18(23)24-3)20-17(22)16(21)14(19)10-9-13-7-5-4-6-8-13/h4-8,12,14-16,21H,9-11,19H2,1-3H3,(H,20,22)/t14-,15+,16+/m1/s1

Standard InChI Key:  UGQHQMRKUBNIKT-PMPSAXMXSA-N

Alternative Forms

  1. Parent:

    ALA5172109

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Associated Targets(Human)

ERAP1 Tchem Endoplasmic reticulum aminopeptidase 1 (581 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ERAP2 Tchem Endoplasmic reticulum aminopeptidase 2 (387 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IL1RN Tchem Interleukin-1 receptor antagonist protein (102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 336.43Molecular Weight (Monoisotopic): 336.2049AlogP: 1.01#Rotatable Bonds: 9
Polar Surface Area: 101.65Molecular Species: BASEHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 12.22CX Basic pKa: 8.62CX LogP: 1.76CX LogD: 0.52
Aromatic Rings: 1Heavy Atoms: 24QED Weighted: 0.58Np Likeness Score: 0.39

References

1. Vourloumis D, Mavridis I, Athanasoulis A, Temponeras I, Koumantou D, Giastas P, Mpakali A, Magrioti V, Leib J, van Endert P, Stratikos E, Papakyriakou A..  (2022)  Discovery of Selective Nanomolar Inhibitors for Insulin-Regulated Aminopeptidase Based on α-Hydroxy-β-amino Acid Derivatives of Bestatin.,  65  (14.0): [PMID:35833347] [10.1021/acs.jmedchem.2c00904]

Source