N-{[(5S)-3-[4-(morpholin-4-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

• ChemBase ID: 165564
• Molecular Formular: C16H21N3O4
• Molecular Mass: 319.35564
• Monoisotopic Mass: 319.15320617
• SMILES: O1CCN(CC1)c1ccc(cc1)N1C[C@@H](OC1=O)CNC(=O)C
• Canonical SMILES: CC(=O)NC[C@H]1CN(C(=O)O1)c1ccc(cc1)N1CCOCC1
• InChI: InChI=1S/C16H21N3O4/c1-12(20)17-10-15-11-19(16(21)23-15)14-4-2-13(3-5-14)18-6-8-22-9-7-18/h2-5,15H,6-11H2,1H3,(H,17,20)/t15-/m0/s1
• InChIKey: LEUDKGFPUHLJBJ-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[(5S)-3-[4-(morpholin-4-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide
• IUPAC Traditional name: N-{[(5S)-3-[4-(morpholin-4-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide
• Synonyms: N-[[(5S)-3-[4-(4-Morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide; Defluoro Linezolid

Database IDs

• CAS Number: 556801-15-1
• PubChem SID: 162259697
• PubChem CID: 44274320

CALCULATED PROPERTIES

• Acid pKa: 15.234232
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.4939541
• LogD (pH = 7.4): 0.4939616
• Log P: 0.49396172
• Molar Refractivity: 84.2584 cm^3
• Polarizability: 32.270157 Å^3
• Polar Surface Area: 71.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D228800

Defluoro Linezolid is a defluorinated impurity of Linezolid (L466500).

REFERENCES

• Kugelmann, E. et al.: J. Pharmac. Biomed. Anal., 54. 1047 (2011)