xeruborbactam   Click here for help

GtoPdb Ligand ID: 13131

Synonyms: QPX7728
PDB Ligand
Compound class: Synthetic organic
Comment: Xeruborbactam is a bicyclic boronate β-lactamase inhibitor (BLI) with a broad-spectrum of activity against both serine and metallo-β-lactamases [1]. Xeruborbactam is under clinical evaluation and was developed as a continuation of the program that discovered vaborbactam, with the aim of expanding the spectrum of activity to allow treatment of infections caused by a wider range of pathogens.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 66.76
Molecular weight 221.98
XLogP 0.43
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C1=C2[C@H]3C[C@H]3B(O)OC2=C(C(=C1)F)C(=O)O
Isomeric SMILES B1([C@@H]2C[C@@H]2C3=C(O1)C(=C(C=C3)F)C(=O)O)O
InChI InChI=1S/C10H8BFO4/c12-7-2-1-4-5-3-6(5)11(15)16-9(4)8(7)10(13)14/h1-2,5-6,15H,3H2,(H,13,14)/t5-,6-/m1/s1
InChI Key KOHUFVUIYUCFNG-PHDIDXHHSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
No information available.
Summary of Clinical Use Click here for help
An intravenously administered combination of xeruborbactam and QPX2014 (an undisclosed β-lactam antibacterial), has completed two Phase 1 trials (NCT04380207 and NCT05072444). This drug combination is being developed by Qpex Biopharma (registered trademark OMNIvance®) as a treatment for serious infections caused by drug-resistant strains of Acinetobacter, Pseudomonas and Enterobacterales.
xeruborbactam isoboxil, an orally bioavailable xeruborbactam prodrug, is also under clinical evaluation.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT04380207 P1 Single and Multiple Ascending Dose (SAD/MAD) Study of IV QPX7728 Alone and Combined With QPX2014 in NHV Phase 1 Interventional Qpex Biopharma, Inc.
NCT05072444 Drug-Drug Interaction Study of IV QPX2014 Combined With QPX7728 in Healthy Adult Subjects Phase 1 Interventional Qpex Biopharma, Inc.