2-(2-Phenoxyacetamido)aminopropane-1,2,3-tricarboxylic acid

ID: ALA562216

Chembl Id: CHEMBL562216

PubChem CID: 45269590

Max Phase: Preclinical

Molecular Formula: C14H15NO8

Molecular Weight: 325.27

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H15NO8/c16-10(8-23-9-4-2-1-3-5-9)15-14(13(21)22,6-11(17)18)7-12(19)20/h1-5H,6-8H2,(H,15,16)(H,17,18)(H,19,20)(H,21,22)

Standard InChI Key:  HIBMZDRSIYPGGD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA562216

   2-[(2-Phenoxyacetyl)amino]propane-1,2,3-tricarboxylic 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: 325.27

Molecular Weight (Monoisotopic): 325.0798

AlogP: -0.05

#Rotatable Bonds: 9

Polar Surface Area: 150.23

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.21

CX Basic pKa: ┄

CX LogP: -0.09

CX LogD: -8.20

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: -0.46

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