(S)-Methyl 2-((S)-2-((2S,3R)-3-Amino-5-(3-chlorophenoxy)-2-hydroxypentanamido)-4-methylpentanamido)-3-(1H-indol-3-yl)propanoate

ID: ALA5195928

Chembl Id: CHEMBL5195928

PubChem CID: 168284738

Max Phase: Preclinical

Molecular Formula: C29H37ClN4O6

Molecular Weight: 573.09

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](O)[C@H](N)CCOc1cccc(Cl)c1

Standard InChI:  InChI=1S/C29H37ClN4O6/c1-17(2)13-24(33-28(37)26(35)22(31)11-12-40-20-8-6-7-19(30)15-20)27(36)34-25(29(38)39-3)14-18-16-32-23-10-5-4-9-21(18)23/h4-10,15-17,22,24-26,32,35H,11-14,31H2,1-3H3,(H,33,37)(H,34,36)/t22-,24+,25+,26+/m1/s1

Standard InChI Key:  QELONQVCEFPRGM-DNZIZEQUSA-N

Alternative Forms

  1. Parent:

    ALA5195928

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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: 573.09Molecular Weight (Monoisotopic): 572.2402AlogP: 2.71#Rotatable Bonds: 14
Polar Surface Area: 155.77Molecular Species: BASEHBA: 7HBD: 5
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 6#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.84CX Basic pKa: 8.51CX LogP: 2.82CX LogD: 1.69
Aromatic Rings: 3Heavy Atoms: 40QED Weighted: 0.19Np Likeness Score: -0.16

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