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

ID: ALA2115220

Chembl Id: CHEMBL2115220

PubChem CID: 10575198

Max Phase: Preclinical

Molecular Formula: C23H26N2O5S

Molecular Weight: 442.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1[C@H]1CC[C@@H](C(=O)O)N1C(=O)CNC(=O)[C@@H](S)Cc1ccc(O)cc1

Standard InChI:  InChI=1S/C23H26N2O5S/c1-14-4-2-3-5-17(14)18-10-11-19(23(29)30)25(18)21(27)13-24-22(28)20(31)12-15-6-8-16(26)9-7-15/h2-9,18-20,26,31H,10-13H2,1H3,(H,24,28)(H,29,30)/t18-,19+,20+/m1/s1

Standard InChI Key:  ORFNPOYNWDWXEI-AABGKKOBSA-N

Alternative Forms

1. Parent:

   

   ALA2115220

   (2S,5R)-1-[2-[[(2S)-3-(4-hydroxyphenyl)-2-sulfanylpropanoyl]amino]acetyl]-5-(2-methylphenyl)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: 442.54

Molecular Weight (Monoisotopic): 442.1562

AlogP: 2.47

#Rotatable Bonds: 7

Polar Surface Area: 106.94

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.91

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: -0.36

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -0.22

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