(5R)-3-(4-acetamidophenyl)-N-(3-methylbutyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxamide

• ChemBase ID: 218208
• Molecular Formular: C22H27N3O4
• Molecular Mass: 397.46748
• Monoisotopic Mass: 397.20015636
• SMILES: [C@@H]12C(=O)N(C[C@@]31O[C@H]([C@H]2C(=O)NCCC(C)C)C=C3)c1ccc(NC(=O)C)cc1
• Canonical SMILES: CC(CCNC(=O)[C@@H]1[C@@H]2C=C[C@]3([C@H]1C(=O)N(C3)c1ccc(cc1)NC(=O)C)O2)C
• InChI: InChI=1S/C22H27N3O4/c1-13(2)9-11-23-20(27)18-17-8-10-22(29-17)12-25(21(28)19(18)22)16-6-4-15(5-7-16)24-14(3)26/h4-8,10,13,17-19H,9,11-12H2,1-3H3,(H,23,27)(H,24,26)/t17-,18+,19+,22-/m0/s1
• InChIKey: PCPSZNKSCXDFOD-JYLXEMOASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-3-(4-acetamidophenyl)-N-(3-methylbutyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxamide
• IUPAC Traditional name: 3-(4-acetamidophenyl)-N-(3-methylbutyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxamide

Database IDs

• PubChem SID: 164274118
• PubChem CID: 71753297

CALCULATED PROPERTIES

• Acid pKa: 13.092299
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.0788493
• LogD (pH = 7.4): 1.0788485
• Log P: 1.0788494
• Molar Refractivity: 109.7332 cm^3
• Polarizability: 41.683212 Å^3
• Polar Surface Area: 87.74 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds