2-(2-Carboxy-3-phenyl-propionylamino)-4-methyl-pentanoic acid

ID: ALA1161397

Chembl Id: CHEMBL1161397

PubChem CID: 22461952

Max Phase: Preclinical

Molecular Formula: C16H21NO5

Molecular Weight: 307.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(NC(=O)C(Cc1ccccc1)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C16H21NO5/c1-10(2)8-13(16(21)22)17-14(18)12(15(19)20)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)

Standard InChI Key:  REOCNKZXONOGGX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1161397

   [(RS)-2-Carboxy-3-phenylpropionyl]-Leu-OH

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: 307.35

Molecular Weight (Monoisotopic): 307.1420

AlogP: 1.55

#Rotatable Bonds: 8

Polar Surface Area: 103.70

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.67

CX Basic pKa: ┄

CX LogP: 2.51

CX LogD: -3.77

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: 0.12

References

1. Fournié-Zaluski MC, Chaillet P, Soroca-Lucas E, Marçais-Collado H, Costentin J, Roques BP..  (1983)  New carboxyalkyl inhibitors of brain enkephalinase: synthesis, biological activity, and analgesic properties.,  26  (1): [PMID:6298420] [10.1021/jm00355a013]

Source

Source(1):

• Scientific Literature