1,3-Dibenzyl-2-methyl 2-(2-phenoxyacetamido)aminopropane-1,2,3-tricarboxylate

ID: ALA563044

Chembl Id: CHEMBL563044

PubChem CID: 44511350

Max Phase: Preclinical

Molecular Formula: C29H29NO8

Molecular Weight: 519.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C(CC(=O)OCc1ccccc1)(CC(=O)OCc1ccccc1)NC(=O)COc1ccccc1

Standard InChI:  InChI=1S/C29H29NO8/c1-35-28(34)29(17-26(32)37-19-22-11-5-2-6-12-22,18-27(33)38-20-23-13-7-3-8-14-23)30-25(31)21-36-24-15-9-4-10-16-24/h2-16H,17-21H2,1H3,(H,30,31)

Standard InChI Key:  RRONCJCCBKJATC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA563044

   1-O,3-O-dibenzyl 2-O-methyl 2-[(2-phenoxyacetyl)amino]propane-1,2,3-tricarboxylate

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: 519.55

Molecular Weight (Monoisotopic): 519.1893

AlogP: 3.36

#Rotatable Bonds: 13

Polar Surface Area: 117.23

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.67

CX Basic pKa: ┄

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.27

Np Likeness Score: -0.40

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