(2S,5R)-1-[2-((S)-2-Mercapto-3-phenyl-propionylamino)-acetyl]-5-o-tolyl-pyrrolidine-2-carboxylic acid

ID: ALA86475

Chembl Id: CHEMBL86475

PubChem CID: 10550368

Max Phase: Preclinical

Molecular Formula: C23H26N2O4S

Molecular Weight: 426.54

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccccc1[C@H]1CC[C@@H](C(=O)O)N1C(=O)CNC(=O)[C@@H](S)Cc1ccccc1

Standard InChI:  InChI=1S/C23H26N2O4S/c1-15-7-5-6-10-17(15)18-11-12-19(23(28)29)25(18)21(26)14-24-22(27)20(30)13-16-8-3-2-4-9-16/h2-10,18-20,30H,11-14H2,1H3,(H,24,27)(H,28,29)/t18-,19+,20+/m1/s1

Standard InChI Key:  WRLCVWPYCWOFQU-AABGKKOBSA-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
Ace Angiotensin-converting enzyme (91 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
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: 426.54Molecular Weight (Monoisotopic): 426.1613AlogP: 2.77#Rotatable Bonds: 7
Polar Surface Area: 86.71Molecular Species: ACIDHBA: 4HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 3.90CX Basic pKa: CX LogP: 3.16CX LogD: -0.06
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.59Np Likeness Score: -0.38

References

1. Fournie-Zaluski MC, Coric P, Thery V, Gonzalez W, Meudal H, Turcaud S, Michel JB, Roques BP..  (1996)  Design of orally active dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme with long duration of action.,  39  (13): [PMID:8691458] [10.1021/jm950783c]

Source