2-{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}-4-methylpentanoic acid

• ChemBase ID: 71527
• Molecular Formular: C24H23NO4
• Molecular Mass: 389.44372
• Monoisotopic Mass: 389.16270822
• SMILES: c1cc2c(cc1)C1c3c(C2C2C1C(=O)N(C2=O)C(CC(C)C)C(=O)O)cccc3
• Canonical SMILES: CC(CC(N1C(=O)C2C(C1=O)C1c3c(C2c2c1cccc2)cccc3)C(=O)O)C
• InChI: InChI=1S/C24H23NO4/c1-12(2)11-17(24(28)29)25-22(26)20-18-13-7-3-4-8-14(13)19(21(20)23(25)27)16-10-6-5-9-15(16)18/h3-10,12,17-21H,11H2,1-2H3,(H,28,29)
• InChIKey: PGJVHPHCIWSPOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{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}-4-methylpentanoic acid
• IUPAC Traditional name: 2-{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}-4-methylpentanoic acid
• Synonyms: 2-(16,18-Dioxo-17-azapentacyclo[6.6.5.0~2,7~.0~9,14~.0~15,19~]-nonadeca-2,4,6,9,11,13-hexaen-17-yl)-4-methylpentanoic acid

Database IDs

• PubChem SID: 162103763
• PubChem CID: 2902863

CALCULATED PROPERTIES

• Acid pKa: 3.8625958
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.027168
• LogD (pH = 7.4): 0.43642074
• Log P: 3.6689346
• Molar Refractivity: 107.1424 cm^3
• Polarizability: 41.619995 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT