(S)-2-(1-((S)-1-carboxy-2-(5-phenyloxazol-2-yl)ethylcarbamoyl)cyclopentylamino)pentanoic acid

ID: ALA1778530

Chembl Id: CHEMBL1778530

PubChem CID: 54585610

Max Phase: Preclinical

Molecular Formula: C23H29N3O6

Molecular Weight: 443.50

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC[C@H](NC1(C(=O)N[C@@H](Cc2ncc(-c3ccccc3)o2)C(=O)O)CCCC1)C(=O)O

Standard InChI:  InChI=1S/C23H29N3O6/c1-2-8-16(20(27)28)26-23(11-6-7-12-23)22(31)25-17(21(29)30)13-19-24-14-18(32-19)15-9-4-3-5-10-15/h3-5,9-10,14,16-17,26H,2,6-8,11-13H2,1H3,(H,25,31)(H,27,28)(H,29,30)/t16-,17-/m0/s1

Standard InChI Key:  DQULGQNMFILGNZ-IRXDYDNUSA-N

Associated Targets(Human)

MME Tclin Neprilysin (838 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NPPA Tchem Atrial natriuretic factor (17 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: 443.50Molecular Weight (Monoisotopic): 443.2056AlogP: 2.61#Rotatable Bonds: 11
Polar Surface Area: 141.76Molecular Species: ZWITTERIONHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 2.02CX Basic pKa: 9.55CX LogP: -0.17CX LogD: -2.99
Aromatic Rings: 2Heavy Atoms: 32QED Weighted: 0.42Np Likeness Score: -0.36

References

1. Glossop MS, Bazin RJ, Dack KN, Fox DN, MacDonald GA, Mills M, Owen DR, Phillips C, Reeves KA, Ringer TJ, Strang RS, Watson CA..  (2011)  Synthesis and evaluation of heteroarylalanine diacids as potent and selective neutral endopeptidase inhibitors.,  21  (11): [PMID:21515054] [10.1016/j.bmcl.2011.03.109]

Source