(2S,5R)-5-(4-Hydroxy-phenyl)-1-{2-[(S)-3-(4-hydroxy-phenyl)-2-mercapto-propionylamino]-acetyl}-pyrrolidine-2-carboxylic acid

ID: ALA86884

Chembl Id: CHEMBL86884

PubChem CID: 44322048

Max Phase: Preclinical

Molecular Formula: C22H24N2O6S

Molecular Weight: 444.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC(=O)N1[C@@H](c2ccc(O)cc2)CC[C@H]1C(=O)O)[C@@H](S)Cc1ccc(O)cc1

Standard InChI:  InChI=1S/C22H24N2O6S/c25-15-5-1-13(2-6-15)11-19(31)21(28)23-12-20(27)24-17(9-10-18(24)22(29)30)14-3-7-16(26)8-4-14/h1-8,17-19,25-26,31H,9-12H2,(H,23,28)(H,29,30)/t17-,18+,19+/m1/s1

Standard InChI Key:  IEHAKPYPXNBWGS-QYZOEREBSA-N

Alternative Forms

1. Parent:

   

   ALA86884

   (2S,5R)-5-(4-Hydroxy-phenyl)-1-{2-[(S)-3-(4-hydroxy-phenyl)-2-mercapto-propionylamino]-acetyl}-pyrrolidine-2-carboxylic acid

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: 444.51

Molecular Weight (Monoisotopic): 444.1355

AlogP: 1.87

#Rotatable Bonds: 7

Polar Surface Area: 127.17

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 2.04

CX LogD: -1.31

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -0.10

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