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

ID: ALA419499

Chembl Id: CHEMBL419499

PubChem CID: 448087

Max Phase: Preclinical

Molecular Formula: C22H24N2O4S

Molecular Weight: 412.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC(=O)N1[C@@H](c2ccccc2)CC[C@H]1C(=O)O)[C@@H](S)Cc1ccccc1

Standard InChI:  InChI=1S/C22H24N2O4S/c25-20(14-23-21(26)19(29)13-15-7-3-1-4-8-15)24-17(11-12-18(24)22(27)28)16-9-5-2-6-10-16/h1-10,17-19,29H,11-14H2,(H,23,26)(H,27,28)/t17-,18+,19+/m1/s1

Standard InChI Key:  ZWDQTNWLXALTOV-QYZOEREBSA-N

Alternative Forms

1. Parent:

   

   ALA419499

   [(2S)-2-Sulfanyl-3-phenylpropanoyl]-gly-(5-phenylproline)

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.51

Molecular Weight (Monoisotopic): 412.1457

AlogP: 2.46

#Rotatable Bonds: 7

Polar Surface Area: 86.71

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.83

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: -0.61

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.31

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

Source(1):

• Scientific Literature