(2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraen-10-one

• ChemBase ID: 166060
• Molecular Formular: C17H20FN3O2
• Molecular Mass: 317.3580032
• Monoisotopic Mass: 317.15395512
• SMILES: C1CN(CCN1c1c2c3c(cc1F)c(=O)ccn3[C@H](CO2)C)C
• Canonical SMILES: CN1CCN(CC1)c1c(F)cc2c3c1OC[C@@H](n3ccc2=O)C
• InChI: InChI=1S/C17H20FN3O2/c1-11-10-23-17-15-12(14(22)3-4-21(11)15)9-13(18)16(17)20-7-5-19(2)6-8-20/h3-4,9,11H,5-8,10H2,1-2H3/t11-/m0/s1
• InChIKey: XTLCAWXSWVQNHK-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraen-10-one
• IUPAC Traditional name: (2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraen-10-one
• Synonyms: (3S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7H-pyrido[1,2,3-de]-1,4-benzoxazin-7-one; Descarboxyl Levofloxacin

Database IDs

• CAS Number: 178964-53-9
• PubChem SID: 162260193
• PubChem CID: 10925166

CALCULATED PROPERTIES

• Acid pKa: 17.012213
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.284102
• LogD (pH = 7.4): 1.9504532
• Log P: 1.9711065
• Molar Refractivity: 88.8616 cm^3
• Polarizability: 32.379524 Å^3
• Polar Surface Area: 36.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 154-158°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D288480

A degradation product of Levofloxacin (L360000).

REFERENCES

• Wong, F., et al.: J. Pharm. Biomed. Anal., 15, 765 (1997)
• Singh, G., et al.: Pharmazie, 43, 134 (1997)
• Radi, A., et al.: Talanta, 58, 319 (1997)