3-(4-fluorophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 121454
• Molecular Formular: C15H12FNO4
• Molecular Mass: 289.2584832
• Monoisotopic Mass: 289.07503609
• SMILES: C12C(=O)N(CC31OC(C2C(=O)O)C=C3)c1ccc(cc1)F
• Canonical SMILES: OC(=O)C1C2C=CC3(C1C(=O)N(C3)c1ccc(cc1)F)O2
• InChI: InChI=1S/C15H12FNO4/c16-8-1-3-9(4-2-8)17-7-15-6-5-10(21-15)11(14(19)20)12(15)13(17)18/h1-6,10-12H,7H2,(H,19,20)
• InChIKey: FFNNGZCWWSPFHR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-fluorophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: 3-(4-fluorophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• Synonyms: (6R,7S,7aR)-2-(4-fluorophenyl)-1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid

Database IDs

• PubChem SID: 162215807
• PubChem CID: 2772069

CALCULATED PROPERTIES

• Acid pKa: 3.8308063
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.71625835
• LogD (pH = 7.4): -2.2917745
• Log P: 0.9561894
• Molar Refractivity: 69.9455 cm^3
• Polarizability: 26.68213 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true