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: 165573
• Molecular Formular: C17H21N3O2
• Molecular Mass: 299.36754
• Monoisotopic Mass: 299.16337693
• SMILES: c12c3c(=O)ccn1C(COc2c(cc3)N1CCN(CC1)C)C
• Canonical SMILES: CN1CCN(CC1)c1ccc2c3c1OCC(n3ccc2=O)C
• InChI: InChI=1S/C17H21N3O2/c1-12-11-22-17-14(19-9-7-18(2)8-10-19)4-3-13-15(21)5-6-20(12)16(13)17/h3-6,12H,7-11H2,1-2H3
• InChIKey: WOQOMBVQEWCELR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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: 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: 2,3-Dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7H-pyrido[1,2,3-de]-1,4-benzoxazin-7-one; (±)-2,3-Dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7H-pyrido[1,2,3-de]-1,4-benzoxazin-7-one; Defluoro-decarboxyl Ofloxacin

Database IDs

• PubChem SID: 162259706
• PubChem CID: 71315279

CALCULATED PROPERTIES

• Acid pKa: 17.268892
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.61267745
• LogD (pH = 7.4): 1.750952
• Log P: 1.8284045
• Molar Refractivity: 88.6452 cm^3
• Polarizability: 32.68857 Å^3
• Polar Surface Area: 36.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229005

A degradation product of Oflaxacin (O245750).

REFERENCES

• Moroi, R. et al.: Kagaku Ryoho no Ryoiki, 5, 1517 (1989)
• Monk, J.P., et al.: Drugs, 33, 346 (1989)
• Drlica, K., Curr. Opin. Microbiol. 2, 504 (1990)