(S)-2-(1-((S)-1-carboxy-2-(4-isobutyloxazol-2-yl)ethylcarbamoyl)cyclopentylamino)pentanoic acid

ID: ALA1778528

Chembl Id: CHEMBL1778528

PubChem CID: 54585609

Max Phase: Preclinical

Molecular Formula: C21H33N3O6

Molecular Weight: 423.51

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC[C@H](NC1(C(=O)N[C@@H](Cc2nc(CC(C)C)co2)C(=O)O)CCCC1)C(=O)O

Standard InChI:  InChI=1S/C21H33N3O6/c1-4-7-15(18(25)26)24-21(8-5-6-9-21)20(29)23-16(19(27)28)11-17-22-14(12-30-17)10-13(2)3/h12-13,15-16,24H,4-11H2,1-3H3,(H,23,29)(H,25,26)(H,27,28)/t15-,16-/m0/s1

Standard InChI Key:  QQXJEPZLFZCIMX-HOTGVXAUSA-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: 423.51Molecular Weight (Monoisotopic): 423.2369AlogP: 2.14#Rotatable Bonds: 12
Polar Surface Area: 141.76Molecular Species: ZWITTERIONHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 2.01CX Basic pKa: 9.55CX LogP: -0.19CX LogD: -3.03
Aromatic Rings: 1Heavy Atoms: 30QED Weighted: 0.40Np Likeness Score: -0.28

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