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

• ChemBase ID: 121479
• Molecular Formular: C15H12ClNO4
• Molecular Mass: 305.71308
• Monoisotopic Mass: 305.04548555
• SMILES: C12C(=O)N(CC31OC(C2C(=O)O)C=C3)c1ccc(cc1)Cl
• Canonical SMILES: OC(=O)C1C2C=CC3(C1C(=O)N(C3)c1ccc(cc1)Cl)O2
• InChI: InChI=1S/C15H12ClNO4/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: MWORSPXVTCBYLG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162215832
• PubChem CID: 2772091

CALCULATED PROPERTIES

• Acid pKa: 3.8292587
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.25640956
• LogD (pH = 7.4): -1.8311689
• Log P: 1.4175321
• Molar Refractivity: 74.5339 cm^3
• Polarizability: 28.848543 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true