ethyl (1S,5R,7R)-3-benzyl-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylate

• ChemBase ID: 194844
• Molecular Formular: C18H19NO4
• Molecular Mass: 313.34776
• Monoisotopic Mass: 313.13140809
• SMILES: [C@@H]12[C@]3(O[C@H](C2C(=O)OCC)C=C3)CN(C1=O)Cc1ccccc1
• Canonical SMILES: CCOC(=O)C1[C@@H]2C=C[C@@]3([C@@H]1C(=O)N(C3)Cc1ccccc1)O2
• InChI: InChI=1S/C18H19NO4/c1-2-22-17(21)14-13-8-9-18(23-13)11-19(16(20)15(14)18)10-12-6-4-3-5-7-12/h3-9,13-15H,2,10-11H2,1H3/t13-,14?,15+,18-/m1/s1
• InChIKey: CNSGYHNQURHNQW-NYELBAIQSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164250754
• PubChem CID: 16398420

CALCULATED PROPERTIES

• Acid pKa: 16.065191
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3827041
• LogD (pH = 7.4): 1.3827041
• Log P: 1.3827041
• Molar Refractivity: 84.0818 cm^3
• Polarizability: 32.680637 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds