4-{3,5-dioxo-4-azatricyclo[5.2.1.0^{2,6}]dec-8-en-4-yl}cyclohexane-1-carboxylic acid

• ChemBase ID: 56167
• Molecular Formular: C16H19NO4
• Molecular Mass: 289.32636
• Monoisotopic Mass: 289.13140809
• SMILES: C1C(C(=O)O)CCC(C1)N1C(=O)C2C(C1=O)C1C=CC2C1
• Canonical SMILES: OC(=O)C1CCC(CC1)N1C(=O)C2C(C1=O)C1CC2C=C1
• InChI: InChI=1S/C16H19NO4/c18-14-12-9-1-2-10(7-9)13(12)15(19)17(14)11-5-3-8(4-6-11)16(20)21/h1-2,8-13H,3-7H2,(H,20,21)
• InChIKey: SDTFQIMYPZKAPR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD02870828
• PubChem SID: 162060930
• PubChem CID: 2915512

CALCULATED PROPERTIES

• Acid pKa: 4.0465407
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.39742756
• LogD (pH = 7.4): -2.0643442
• Log P: 1.0674255
• Molar Refractivity: 74.7916 cm^3
• Polarizability: 28.902758 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