N-[(2R)-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}-2-hydroxypropyl]acetamide

• ChemBase ID: 169159
• Molecular Formular: C15H22FN3O3
• Molecular Mass: 311.3518832
• Monoisotopic Mass: 311.1645198
• SMILES: C1OCCN(C1)c1c(cc(cc1)NC[C@H](CNC(=O)C)O)F
• Canonical SMILES: O[C@H](CNc1ccc(c(c1)F)N1CCOCC1)CNC(=O)C
• InChI: InChI=1S/C15H22FN3O3/c1-11(20)17-9-13(21)10-18-12-2-3-15(14(16)8-12)19-4-6-22-7-5-19/h2-3,8,13,18,21H,4-7,9-10H2,1H3,(H,17,20)/t13-/m0/s1
• InChIKey: VKPSVASMDWRRJS-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R)-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}-2-hydroxypropyl]acetamide
• IUPAC Traditional name: N-[(2R)-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}-2-hydroxypropyl]acetamide
• Synonyms: N-[(2R)-3-[[3-Fluoro-4-(4-morpholinyl)phenyl]amino]-2-hydroxypropyl]acetamide

Database IDs

• CAS Number: 333753-67-6
• PubChem SID: 162263291
• PubChem CID: 10710149

CALCULATED PROPERTIES

• Acid pKa: 14.330631
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.26324907
• LogD (pH = 7.4): -0.13216028
• Log P: -0.13020286
• Molar Refractivity: 83.3274 cm^3
• Polarizability: 30.720207 Å^3
• Polar Surface Area: 73.83 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F594950

N-[(2R)-3-[[3-Fluoro-4-(4-morpholinyl)phenyl]amino]-2-hydroxypropyl]acetamide is an impurity of Linezolid (L466500).

REFERENCES

• Gregory, W., et al.: J. Med. Chem., 32, 1673 (1989)
• Shinabarger, D., et al.: J. Antimicrob. Agents Chemother., 41, 2132 (1989)