3-ethoxycarbonylpyroglutamate

ID: ALA558874

Chembl Id: CHEMBL558874

PubChem CID: 45272996

Max Phase: Preclinical

Molecular Formula: C10H15NO5

Molecular Weight: 229.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-Ethoxycarbonylpyroglutamate | 3-ethoxycarbonylpyroglutamate|CHEMBL558874|PD181379

Canonical SMILES:  CCOC(=O)C1CC(=O)NC1C(=O)OCC

Standard InChI:  InChI=1S/C10H15NO5/c1-3-15-9(13)6-5-7(12)11-8(6)10(14)16-4-2/h6,8H,3-5H2,1-2H3,(H,11,12)

Standard InChI Key:  OUZUMLMSKXXOLI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA558874

   3-Ethoxycarbonylpyroglutamate

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: 229.23

Molecular Weight (Monoisotopic): 229.0950

AlogP: -0.38

#Rotatable Bonds: 4

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.78

CX Basic pKa: ┄

CX LogP: -0.51

CX LogD: -0.51

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.66

Np Likeness Score: 0.24

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