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

• ChemBase ID: 166443
• Molecular Formular: C18H20FN3O4
• Molecular Mass: 361.3675032
• Monoisotopic Mass: 361.14378436
• SMILES: c1(c(c(cc2c1n(cc(c2=O)C(=O)O)C1CC1)F)N1CC(NCC1)C)O
• Canonical SMILES: CC1NCCN(C1)c1c(F)cc2c(c1O)n(cc(c2=O)C(=O)O)C1CC1
• InChI: InChI=1S/C18H20FN3O4/c1-9-7-21(5-4-20-9)15-13(19)6-11-14(17(15)24)22(10-2-3-10)8-12(16(11)23)18(25)26/h6,8-10,20,24H,2-5,7H2,1H3,(H,25,26)
• InChIKey: DXDATEPTOGKWES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 616205-76-6
• PubChem SID: 162260576
• PubChem CID: 46781167

CALCULATED PROPERTIES

• Acid pKa: 5.606911
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.99822575
• LogD (pH = 7.4): -0.757575
• Log P: -0.74129814
• Molar Refractivity: 94.3391 cm^3
• Polarizability: 34.75367 Å^3
• Polar Surface Area: 93.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: 126-128°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D291650

O-Desmethyl Gatifloxacin is a Gatifloxacin impurity.

REFERENCES

• Naber, C., et al.: Antimicrob. Agents Chemother., 45, 293 (2001)
• Herzler, M., et al.: J. Anal. Toxicol., 27, 233 (2001)
• Li, Y., et al.: J. Pharm. Biomed. Anal., 35, 1101 (2001)