avibactam   Click here for help

GtoPdb Ligand ID: 10761

Synonyms: AVI | NXL 104 | NXL-104 | NXL104
Approved drug PDB Ligand
avibactam is an approved drug (FDA (2015), EMA (2016))
Compound class: Synthetic organic
Comment: Avibactam (NXL104) is non-β-lactam β-lactamase inhibitor [1]. It has activity against class A and C serine β-lactamases, including Klebsiella pneumoniae carbapenemases.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 138.62
Molecular weight 265.04
XLogP -3.2
No. Lipinski's rules broken 0
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Canonical SMILES NC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O
Isomeric SMILES NC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O
InChI InChI=1S/C7H11N3O6S/c8-6(11)5-2-1-4-3-9(5)7(12)10(4)16-17(13,14)15/h4-5H,1-3H2,(H2,8,11)(H,13,14,15)/t4-,5+/m1/s1
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Summary of Clinical Use Click here for help
Avibactam is used in fixed-dose formulations with the cephalosporin ceftazidime (Zavicefta®, approved by the EMA in 2016 and Avycaz®, FDA approval in 2015). These drugs are used to treat complicated intra-abdominal infection, kidney infections, pneumonia and urinary tract infection caused by gram-negative bacteria.