clavulanic acid   Click here for help

GtoPdb Ligand ID: 11128

Synonyms: BRL-14151 | BRL-14151K | BRL14151 | clavulanate
Approved drug PDB Ligand
clavulanic acid is an approved drug
Compound class: Synthetic organic
Comment: Clavulanic acid is a β-lactamase inhibitor that was isolated from Streptomyces clavuligerusi. It is used in combination with β-lactam antibiotics and does not have inherent antibiotic activity. Clavulanic acid can overcome antibiotic resistance in bacteria that secrete β-lactamase. In the WHO Essential Medicines list as the mixture of amoxicillin + clavulanic acid (co-amoxiclav).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 87.07
Molecular weight 199.05
XLogP -1.52
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)[C@@H]1N2[C@H](O/C/1=C\CO)CC2=O
Isomeric SMILES OC(=O)[C@@H]1N2[C@H](O/C/1=C\CO)CC2=O
InChI InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1
InChI Key HZZVJAQRINQKSD-PBFISZAISA-N