3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase ID: 89848
• Molecular Formular: C8H9NO5
• Molecular Mass: 199.16076
• Monoisotopic Mass: 199.04807239
• SMILES: N12C(C(=O)O)/C(=C\CO)/OC1CC2=O
• Canonical SMILES: OC(=O)C1N2C(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)
• InChIKey: HZZVJAQRINQKSD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC Traditional name: 3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Synonyms: 4,7-Dioxo-[3-(2-hydroxyethylidene)]-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Clavulanic acid

Database IDs

• CAS Number: 58001-44-8
• MDL Number: MFCD00867004
• PubChem SID: 162076703
• PubChem CID: 5353404

CALCULATED PROPERTIES

• Acid pKa: 3.3169081
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.6880052
• LogD (pH = 7.4): -4.943672
• Log P: -1.5212076
• Molar Refractivity: 44.2525 cm^3
• Polarizability: 17.05212 Å^3
• Polar Surface Area: 87.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true