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

• ChemBase ID: 185708
• Molecular Formular: C16H15NO4
• Molecular Mass: 285.2946
• Monoisotopic Mass: 285.10010797
• SMILES: [C@H]12C3(OC(C2C(=O)O)C=C3)CN(C1=O)Cc1ccccc1
• Canonical SMILES: OC(=O)C1C2C=CC3([C@H]1C(=O)N(C3)Cc1ccccc1)O2
• InChI: InChI=1S/C16H15NO4/c18-14-13-12(15(19)20)11-6-7-16(13,21-11)9-17(14)8-10-4-2-1-3-5-10/h1-7,11-13H,8-9H2,(H,19,20)/t11?,12?,13-,16?/m1/s1
• InChIKey: JNHBKFAZBKSPLV-HTVNSPLZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164241618
• PubChem CID: 16396368

CALCULATED PROPERTIES

• Acid pKa: 4.0951
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.538418
• LogD (pH = 7.4): -2.2220109
• Log P: 0.88000214
• Molar Refractivity: 74.5641 cm^3
• Polarizability: 28.764778 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds