1-cyclopropyl-6-fluoro-8-methoxy-7-(2-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 171803
• Molecular Formular: C19H22FN3O4
• Molecular Mass: 375.3940832
• Monoisotopic Mass: 375.15943442
• SMILES: c1(c(c(cc2c1n(cc(c2=O)C(=O)O)C1CC1)F)N1C(CNCC1)C)OC
• Canonical SMILES: COc1c(c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1)N1CCNCC1C
• InChI: InChI=1S/C19H22FN3O4/c1-10-8-21-5-6-22(10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26/h7,9-11,21H,3-6,8H2,1-2H3,(H,25,26)
• InChIKey: NCPTXLFFAMTMBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6-fluoro-8-methoxy-7-(2-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-6-fluoro-8-methoxy-7-(2-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(2-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid; Iso Gatifloxacin

Database IDs

• CAS Number: 1029364-65-5
• PubChem SID: 164227713
• PubChem CID: 68856624

CALCULATED PROPERTIES

• Acid pKa: 5.63508
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.87226355
• LogD (pH = 7.4): -0.59678036
• Log P: -0.5962207
• Molar Refractivity: 98.8214 cm^3
• Polarizability: 36.64723 Å^3
• Polar Surface Area: 82.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I818850

Iso Gatifloxacin is an impurity of Gatifloxacin (G250000).

REFERENCES

• Sunderland, J., et al.: J. Antimicrob. Chemother., 47, 271 (2001)
• Kumar, Y., et al.: J. Pharm. Biomed. Anal., 34, 1125 (2001)
• Li, Y., et al.: J. Pharm. Biomed. Anal., 35, 1101 (2001)