(1S,9R)-10-(2-hydroxyethyl)-9-methyl-N-(2-methylphenyl)-11-oxo-8-oxa-10-azatricyclo[7.3.1.02,7]trideca-2,4,6-triene-12-carboxamide

• ChemBase ID: 193262
• Molecular Formular: C22H24N2O4
• Molecular Mass: 380.43696
• Monoisotopic Mass: 380.17360726
• SMILES: [C@]12(N(C(=O)C(C(=O)Nc3c(C)cccc3)[C@@H](C2)c2c(O1)cccc2)CCO)C
• Canonical SMILES: OCCN1C(=O)C(C(=O)Nc2ccccc2C)[C@H]2C[C@@]1(C)Oc1c2cccc1
• InChI: InChI=1S/C22H24N2O4/c1-14-7-3-5-9-17(14)23-20(26)19-16-13-22(2,24(11-12-25)21(19)27)28-18-10-6-4-8-15(16)18/h3-10,16,19,25H,11-13H2,1-2H3,(H,23,26)/t16?,19?,22-/m1/s1
• InChIKey: KVCMLNPUHGIRPP-ORWMALAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9R)-10-(2-hydroxyethyl)-9-methyl-N-(2-methylphenyl)-11-oxo-8-oxa-10-azatricyclo[7.3.1.0^2,^7]trideca-2,4,6-triene-12-carboxamide
• IUPAC Traditional name: (1S,9R)-10-(2-hydroxyethyl)-9-methyl-N-(2-methylphenyl)-11-oxo-8-oxa-10-azatricyclo[7.3.1.0^2,^7]trideca-2,4,6-triene-12-carboxamide

Database IDs

• PubChem SID: 164249172
• PubChem CID: 16398045

CALCULATED PROPERTIES

• Acid pKa: 12.903497
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.5178018
• LogD (pH = 7.4): 2.5178003
• Log P: 2.5178018
• Molar Refractivity: 106.6657 cm^3
• Polarizability: 40.51047 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds