4-oxo-3-(2-phenylethyl)-10-oxa-3-azatricyclo[5.2.1.0^{1,5}]dec-8-ene-6-carboxylic acid

• ChemBase ID: 11625
• Molecular Formular: C17H17NO4
• Molecular Mass: 299.32118
• Monoisotopic Mass: 299.11575803
• SMILES: C12C3(OC(C2C(=O)O)C=C3)CN(C1=O)CCc1ccccc1
• Canonical SMILES: OC(=O)C1C2C=CC3(C1C(=O)N(C3)CCc1ccccc1)O2
• InChI: InChI=1S/C17H17NO4/c19-15-14-13(16(20)21)12-6-8-17(14,22-12)10-18(15)9-7-11-4-2-1-3-5-11/h1-6,8,12-14H,7,9-10H2,(H,20,21)
• InChIKey: MPBLVPMGVIUHFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-oxo-3-(2-phenylethyl)-10-oxa-3-azatricyclo[5.2.1.0^{1,5}]dec-8-ene-6-carboxylic acid; 4-oxo-3-(2-phenylethyl)-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: 4-oxo-3-(2-phenylethyl)-10-oxa-3-azatricyclo[5.2.1.0^{1,5}]dec-8-ene-6-carboxylic acid; 4-oxo-3-(2-phenylethyl)-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• Synonyms: 4-Oxo-3-phenethyl-10-oxa-3-aza-tricyclo[5.2.1.0*1,5*]dec-8-ene-6-carboxylic acid; 1-oxo-2-phenethyl-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid

Database IDs

• CAS Number: 77960-22-6
• MDL Number: MFCD03660012
• PubChem SID: 160974932
• PubChem CID: 304675

CALCULATED PROPERTIES

• Acid pKa: 4.077853
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.26623178
• LogD (pH = 7.4): -1.9440655
• Log P: 1.1686634
• Molar Refractivity: 79.3191 cm^3
• Polarizability: 30.600044 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false