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

• ChemBase ID: 217739
• Molecular Formular: C23H22N4O4
• Molecular Mass: 418.44518
• Monoisotopic Mass: 418.1641052
• SMILES: [C@@H]12C(=O)N(C[C@@]31O[C@H]([C@H]2C(=O)NCc1cnccc1)C=C3)c1ccc(NC(=O)C)cc1
• Canonical SMILES: CC(=O)Nc1ccc(cc1)N1C[C@]23[C@@H](C1=O)[C@@H]([C@@H](O3)C=C2)C(=O)NCc1cccnc1
• InChI: InChI=1S/C23H22N4O4/c1-14(28)26-16-4-6-17(7-5-16)27-13-23-9-8-18(31-23)19(20(23)22(27)30)21(29)25-12-15-3-2-10-24-11-15/h2-11,18-20H,12-13H2,1H3,(H,25,29)(H,26,28)/t18-,19+,20+,23-/m0/s1
• InChIKey: UVCOEXFAJRHSLW-VAWZGJIGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164273649
• PubChem CID: 71753279

CALCULATED PROPERTIES

• Acid pKa: 13.086658
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.0978071
• LogD (pH = 7.4): -0.02628266
• Log P: -0.025268035
• Molar Refractivity: 113.7667 cm^3
• Polarizability: 43.01697 Å^3
• Polar Surface Area: 100.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds