avibactam   Click here for help

GtoPdb Ligand ID: 10761

Synonyms: AVI | NXL 104 | NXL-104 | NXL104
Approved drug
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
SMILES / InChI / InChIKey
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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
InChI Key NDCUAPJVLWFHHB-UHNVWZDZSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2015), EMA (2016))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
[(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
International Nonproprietary Names Click here for help
INN number INN
8972 avibactam
Synonyms Click here for help
AVI | NXL 104 | NXL-104 | NXL104
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 92, 150
Other databases
BindingDB Ligand 50339145
CAS Registry No. 1192500-31-4 (source: WHO INN record)
ChEMBL Ligand CHEMBL1689063
DrugCentral Ligand 4946
GtoPdb PubChem SID 405560202
PubChem CID 9835049
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