3-(Methoxycarbonyl)-3-(2-phenoxyacetamido)-1,5-pentandioic acid

ID: ALA562155

Chembl Id: CHEMBL562155

PubChem CID: 45268734

Max Phase: Preclinical

Molecular Formula: C15H17NO8

Molecular Weight: 339.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C(CC(=O)O)(CC(=O)O)NC(=O)COc1ccccc1

Standard InChI:  InChI=1S/C15H17NO8/c1-23-14(22)15(7-12(18)19,8-13(20)21)16-11(17)9-24-10-5-3-2-4-6-10/h2-6H,7-9H2,1H3,(H,16,17)(H,18,19)(H,20,21)

Standard InChI Key:  OAPKRAUFMYYLSD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA562155

   3-Methoxycarbonyl-3-[(2-phenoxyacetyl)amino]pentanedioic 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: 339.30

Molecular Weight (Monoisotopic): 339.0954

AlogP: 0.04

#Rotatable Bonds: 9

Polar Surface Area: 139.23

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.40

CX Basic pKa: ┄

CX LogP: 0.05

CX LogD: -6.51

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: -0.48

References

1. Beck J, Vercheval L, Bebrone C, Herteg-Fernea A, Lassaux P, Marchand-Brynaert J..  (2009)  Discovery of novel lipophilic inhibitors of OXA-10 enzyme (class D beta-lactamase) by screening amino analogs and homologs of citrate and isocitrate.,  19  (13): [PMID:19467869] [10.1016/j.bmcl.2009.04.149]

Source

Source(1):

• Scientific Literature