2-{3,5-dioxo-4-azatricyclo[5.2.1.0^{2,6}]dec-8-en-4-yl}benzoic acid

• ChemBase ID: 56156
• Molecular Formular: C16H13NO4
• Molecular Mass: 283.27872
• Monoisotopic Mass: 283.0844579
• SMILES: c1(ccccc1C(=O)O)N1C(=O)C2C(C1=O)C1CC2C=C1
• Canonical SMILES: O=C1C2C3C=CC(C2C(=O)N1c1ccccc1C(=O)O)C3
• InChI: InChI=1S/C16H13NO4/c18-14-12-8-5-6-9(7-8)13(12)15(19)17(14)11-4-2-1-3-10(11)16(20)21/h1-6,8-9,12-13H,7H2,(H,20,21)
• InChIKey: HYVCRTFVNMBICJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3,5-dioxo-4-azatricyclo[5.2.1.0^{2,6}]dec-8-en-4-yl}benzoic acid
• IUPAC Traditional name: 2-{3,5-dioxo-4-azatricyclo[5.2.1.0^{2,6}]dec-8-en-4-yl}benzoic acid
• Synonyms: 2-(1,3-Dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)benzoic acid

Database IDs

• MDL Number: MFCD00415603
• PubChem SID: 162060919
• PubChem CID: 2833523

CALCULATED PROPERTIES

• Acid pKa: 3.3587766
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.76602376
• LogD (pH = 7.4): -2.0520287
• Log P: 1.3609518
• Molar Refractivity: 74.5713 cm^3
• Polarizability: 28.113214 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false