2-[1-(2-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenyl-ethylamino]-3-phenyl-propionic acid

ID: ALA163635

Chembl Id: CHEMBL163635

PubChem CID: 14054222

Max Phase: Preclinical

Molecular Formula: C21H24N2O6

Molecular Weight: 400.43

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H24N2O6/c24-18(21(28)29)13-22-19(25)16(11-14-7-3-1-4-8-14)23-17(20(26)27)12-15-9-5-2-6-10-15/h1-10,16-18,23-24H,11-13H2,(H,22,25)(H,26,27)(H,28,29)/t16-,17-,18-/m0/s1

Standard InChI Key:  LPVIDWMPLXDLLH-BZSNNMDCSA-N

Associated Targets(non-human)

MME Neprilysin (341 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ace Angiotensin-converting enzyme (1080 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nppa Atrial natriuretic factor (7 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: 400.43Molecular Weight (Monoisotopic): 400.1634AlogP: 0.44#Rotatable Bonds: 11
Polar Surface Area: 135.96Molecular Species: ZWITTERIONHBA: 5HBD: 5
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 1.67CX Basic pKa: 9.30CX LogP: -1.10CX LogD: -4.21
Aromatic Rings: 2Heavy Atoms: 29QED Weighted: 0.37Np Likeness Score: 0.08

References

1. Haslanger MF, Sybertz EJ, Neustadt BR, Smith EM, Nechuta TL, Berger J..  (1989)  Carboxyalkyl dipeptides with atrial natriuretic factor potentiating and antihypertensive activity.,  32  (4): [PMID:2522989] [10.1021/jm00124a002]

Source