2-[2-(Carboxymethyl-amino)-3-phenyl-propionylamino]-propionic acid

ID: ALA2372595

Chembl Id: CHEMBL2372595

PubChem CID: 9839064

Max Phase: Preclinical

Molecular Formula: C14H18N2O5

Molecular Weight: 294.31

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H18N2O5/c1-9(14(20)21)16-13(19)11(15-8-12(17)18)7-10-5-3-2-4-6-10/h2-6,9,11,15H,7-8H2,1H3,(H,16,19)(H,17,18)(H,20,21)/t9-,11-/m0/s1

Standard InChI Key:  XJRYTXUCURQKKH-ONGXEEELSA-N

Alternative Forms

1. Parent:

   

   ALA2372595

   (2S)-2-[[(2S)-2-(carboxymethylamino)-3-phenylpropanoyl]amino]propanoic 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: 294.31

Molecular Weight (Monoisotopic): 294.1216

AlogP: -0.14

#Rotatable Bonds: 8

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: 2.98

CX Basic pKa: 7.94

CX LogP: -2.26

CX LogD: -5.38

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.53

Np Likeness Score: -0.05

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