Pilabactam

Pilabactam
Clinical data
Other namesANT3310
Identifiers
  • [(2R,5R)-2-fluoro-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC6H9FN2O5S
Molar mass240.21 g·mol−1
3D model (JSmol)
  • C1C[C@H](N2C[C@@H]1N(C2=O)OS(=O)(=O)O)F
  • InChI=InChI=1S/C6H9FN2O5S/c7-5-2-1-4-3-8(5)6(10)9(4)14-15(11,12)13/h4-5H,1-3H2,(H,11,12,13)/t4-,5+/m1/s1
  • Key:GCKKZLXJSUOGES-UHNVWZDZSA-N

Pilabactam is an beta-lactamase inhibitor that is being evaluated by Antabio as an antiinfective.[1][2][3]

Chemistry

The first in class non-β-lactam β-lactamase inhibitor avibactam contains a strained urea functional group within the diazabicyclooctane (DBO) ring system. This strained urea acts as a warhead that reacts with the active site serine residue in β-lactamases. Other drugs in this class include relebactam, durlobactam, nacubactam and zidebactam.[2] However none of these are active against carbapenem-resistant Acinetobacter baumannii. (CRAB). Pilabactam contains a fluorine atom that replaces a carboxamide group in the other DBOs and restores CRAB sensitivity.[2]

See also

References

  1. ↑ "MEM ANT 3310". AdisInsight. Springer Nature Switzerland AG.
  2. 1 2 3 Davies DT, Leiris S, Zalacain M, Sprynski N, Castandet J, Bousquet J, et al. (December 2020). "Discovery of ANT3310, a Novel Broad-Spectrum Serine β-Lactamase Inhibitor of the Diazabicyclooctane Class, Which Strongly Potentiates Meropenem Activity against Carbapenem-Resistant Enterobacterales and Acinetobacter baumannii". Journal of Medicinal Chemistry. 63 (24): 15802–15820. doi:10.1021/acs.jmedchem.0c01535. PMID 33306385.
  3. ↑ Rodríguez-Pallares S, Outeda-García M, Lence E, Rodríguez-Coello A, González-Pinto L, Guijarro-Sánchez P, et al. (April 2026). "Disarming carbapenemase-producing Acinetobacter baumannii: high potency of the novel therapeutic combination of meropenem and the innovative diazabicyclooctane β-lactamase inhibitor pilabactam (formerly ANT3310)". Antimicrobial Agents and Chemotherapy. 70 (4) e0169125. doi:10.1128/aac.01691-25. PMC 13041389. PMID 41711564.
This page is issued from Wikipedia. The text is available under Creative Commons Attribution-Share Alike 4.0 unless otherwise noted. Additional terms may apply for the media files.