(1R,5S,7S)-4-oxo-3-phenyl-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 189336
• Molecular Formular: C15H13NO4
• Molecular Mass: 271.26802
• Monoisotopic Mass: 271.0844579
• SMILES: [C@@H]12C(=O)N(C[C@@]31O[C@@H](C2C(=O)O)C=C3)c1ccccc1
• Canonical SMILES: OC(=O)C1[C@H]2C=C[C@]3([C@H]1C(=O)N(C3)c1ccccc1)O2
• InChI: InChI=1S/C15H13NO4/c17-13-12-11(14(18)19)10-6-7-15(12,20-10)8-16(13)9-4-2-1-3-5-9/h1-7,10-12H,8H2,(H,18,19)/t10-,11?,12+,15-/m0/s1
• InChIKey: JBIMAHPIXSSPOO-LJIFJXJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,5S,7S)-4-oxo-3-phenyl-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: (1R,5S,7S)-4-oxo-3-phenyl-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid

Database IDs

• PubChem SID: 164245246
• PubChem CID: 16397302

CALCULATED PROPERTIES

• Acid pKa: 3.9904876
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.70512927
• LogD (pH = 7.4): -2.3510134
• Log P: 0.81348747
• Molar Refractivity: 69.7291 cm^3
• Polarizability: 26.923643 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds