فاروپنم

Also known as (+)-(5R,6S)-6-((1R)-1-hydroxyethyl)-7-oxo-3-((2R)-tetrahydro-2-furyl)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(2R)-tetrahydrofuran-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, Faropenem, 6alpha-[(R)-1-hydroxyethyl]-2-[(R)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylic acid

Faropenem is an orally active beta-lactam antibiotic belonging to the penem group. It is resistant to some forms of extended-spectrum beta-lactamase. It is available for oral use.

Chemical data

Formula: C12H15NO5S
Molecular weight: 285.32 g/mol
IUPAC name: (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(2R)-oxolan-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
SMILES: C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)[C@H]3CCCO3)C(=O)O)O
InChIKey: HGGAKXAHAYOLDJ-FHZUQPTBSA-N
XLogP: 0.3
Polar surface area: 112 Å²
H-bond donors: 2
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 3
Molecule type: Small molecule
Indications: pneumonia, pulmonary tuberculosis, bacterial disease, tuberculosis

via ChEMBL · EBI

Wikidata facts

Mass: 285.067

Show 5 more facts

Commons category: Faropenem
chemical formula: C₁₂H₁₅NO₅S
canonical SMILES: CC(C1C2N(C1=O)C(=C(S2)C3CCCO3)C(=O)O)O
World Health Organisation international non-proprietary name: fropenem
isomeric SMILES: C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)[C@H]3CCCO3)C(=O)O)O

Sources (2)

via Wikidata · CC0

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via Wikidata sitelinks · CC0