(2S)-2-{2-[(carboxymethyl)amino]-3-phenylpropanamido}-4-methylpentanoic acid

ID: ALA3350383

Chembl Id: CHEMBL3350383

PubChem CID: 15580523

Max Phase: Preclinical

Molecular Formula: C17H24N2O5

Molecular Weight: 336.39

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](NC(=O)[C@H](Cc1ccccc1)NCC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C17H24N2O5/c1-11(2)8-14(17(23)24)19-16(22)13(18-10-15(20)21)9-12-6-4-3-5-7-12/h3-7,11,13-14,18H,8-10H2,1-2H3,(H,19,22)(H,20,21)(H,23,24)/t13-,14+/m0/s1

Standard InChI Key:  JETREHBNPJNSMA-UONOGXRCSA-N

Associated Targets(non-human)

Mme Neprilysin (36 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 336.39Molecular Weight (Monoisotopic): 336.1685AlogP: 0.89#Rotatable Bonds: 10
Polar Surface Area: 115.73Molecular Species: ACIDHBA: 4HBD: 4
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 2.96CX Basic pKa: 7.87CX LogP: -0.99CX LogD: -4.09
Aromatic Rings: 1Heavy Atoms: 24QED Weighted: 0.50Np Likeness Score: 0.08

References

1. Fournié-Zaluski MC, Chaillet P, Soroca-Lucas E, Marçais-Collado H, Costentin J, Roques BP..  (1983)  New carboxyalkyl inhibitors of brain enkephalinase: synthesis, biological activity, and analgesic properties.,  26  (1): [PMID:6298420] [10.1021/jm00355a013]

Source