(2S)-2-[(2R)-2-[(carboxymethyl)amino]-3-phenylpropanamido]-4-methylpentanoic acid

ID: ALA1161395

Chembl Id: CHEMBL1161395

PubChem CID: 15580524

Max Phase: Preclinical

Molecular Formula: C17H24N2O5

Molecular Weight: 336.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H](Cc1ccccc1)NCC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C17H24N2O5/c1-11(2)8-14(17(23)24)19-16(22)13(18-10-15(20)21)9-12-6-4-3-5-7-12/h3-7,11,13-14,18H,8-10H2,1-2H3,(H,19,22)(H,20,21)(H,23,24)/t13-,14+/m1/s1

Standard InChI Key:  JETREHBNPJNSMA-KGLIPLIRSA-N

Alternative Forms

1. Parent:

   

   ALA1161395

   (2S)-2-[[(2R)-2-(carboxymethylamino)-3-phenylpropanoyl]amino]-4-methylpentanoic 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: 336.39

Molecular Weight (Monoisotopic): 336.1685

AlogP: 0.89

#Rotatable Bonds: 10

Polar Surface Area: 115.73

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.96

CX Basic pKa: 7.87

CX LogP: -0.99

CX LogD: -4.09

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: 0.08

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