2-Benzyl-1,3-dimethyl 2-aminopropane-1,2,3-tricarboxylate

ID: ALA561555

Chembl Id: CHEMBL561555

PubChem CID: 45268731

Max Phase: Preclinical

Molecular Formula: C15H19NO6

Molecular Weight: 309.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CC(N)(CC(=O)OC)C(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C15H19NO6/c1-20-12(17)8-15(16,9-13(18)21-2)14(19)22-10-11-6-4-3-5-7-11/h3-7H,8-10,16H2,1-2H3

Standard InChI Key:  DJQPFSNRSCABSF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA561555

   2-O-benzyl 1-O,3-O-dimethyl 2-aminopropane-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: 309.32

Molecular Weight (Monoisotopic): 309.1212

AlogP: 0.55

#Rotatable Bonds: 7

Polar Surface Area: 104.92

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.86

CX LogP: 0.73

CX LogD: 0.72

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: 0.15

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