(5R)-3-(4-acetamidophenyl)-4-oxo-N-(4-phenylbutan-2-yl)-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxamide

• ChemBase ID: 218086
• Molecular Formular: C27H29N3O4
• Molecular Mass: 459.53686
• Monoisotopic Mass: 459.21580642
• SMILES: [C@@H]12C(=O)N(C[C@@]31O[C@H]([C@H]2C(=O)N[C@@H](CCc1ccccc1)C)C=C3)c1ccc(NC(=O)C)cc1
• Canonical SMILES: C[C@@H](NC(=O)[C@@H]1[C@@H]2C=C[C@]3([C@H]1C(=O)N(C3)c1ccc(cc1)NC(=O)C)O2)CCc1ccccc1
• InChI: InChI=1S/C27H29N3O4/c1-17(8-9-19-6-4-3-5-7-19)28-25(32)23-22-14-15-27(34-22)16-30(26(33)24(23)27)21-12-10-20(11-13-21)29-18(2)31/h3-7,10-15,17,22-24H,8-9,16H2,1-2H3,(H,28,32)(H,29,31)/t17-,22+,23-,24-,27+/m1/s1
• InChIKey: AXVILVMEOGQDNB-DWDYDMLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-3-(4-acetamidophenyl)-4-oxo-N-(4-phenylbutan-2-yl)-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxamide
• IUPAC Traditional name: 3-(4-acetamidophenyl)-4-oxo-N-(4-phenylbutan-2-yl)-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxamide

Database IDs

• PubChem SID: 164273996
• PubChem CID: 71753293

CALCULATED PROPERTIES

• Acid pKa: 13.091725
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.342209
• LogD (pH = 7.4): 2.3422084
• Log P: 2.3422093
• Molar Refractivity: 129.6984 cm^3
• Polarizability: 49.414894 Å^3
• Polar Surface Area: 87.74 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds