3-{16,18-dioxo-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9(14),10,12-hexaen-17-yl}benzoic acid

• ChemBase ID: 71490
• Molecular Formular: C25H17NO4
• Molecular Mass: 395.40678
• Monoisotopic Mass: 395.11575803
• SMILES: c1ccc2C3C4C(=O)N(C(=O)C4C(c2c1)c1c3cccc1)c1cc(C(=O)O)ccc1
• Canonical SMILES: O=C1N(c2cccc(c2)C(=O)O)C(=O)C2C1C1c3ccccc3C2c2c1cccc2
• InChI: InChI=1S/C25H17NO4/c27-23-21-19-15-8-1-2-9-16(15)20(18-11-4-3-10-17(18)19)22(21)24(28)26(23)14-7-5-6-13(12-14)25(29)30/h1-12,19-22H,(H,29,30)
• InChIKey: FTUWSZLTOPTYLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{16,18-dioxo-17-azapentacyclo[6.6.5.0^2,^7.0^9,^14.0^15,^19]nonadeca-2,4,6,9(14),10,12-hexaen-17-yl}benzoic acid
• IUPAC Traditional name: 3-{16,18-dioxo-17-azapentacyclo[6.6.5.0^2,^7.0^9,^14.0^15,^19]nonadeca-2,4,6,9(14),10,12-hexaen-17-yl}benzoic acid
• Synonyms: 3-(16,18-Dioxo-17-azapentacyclo[6.6.5.0~2,7~.0~9,14~.0~1-5,19~]nonadeca-2,4,6,9,11,13-hexaen-17-yl)benzoic acid

Database IDs

• PubChem SID: 162103661
• PubChem CID: 3274084

CALCULATED PROPERTIES

• Acid pKa: 3.893005
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.0711792
• LogD (pH = 7.4): 0.46642673
• Log P: 3.6836183
• Molar Refractivity: 109.9241 cm^3
• Polarizability: 41.956085 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT