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

• ChemBase ID: 175997
• Molecular Formular: C17H16FN3O4
• Molecular Mass: 345.3250432
• Monoisotopic Mass: 345.11248423
• SMILES: c1(c(cc2c(c1)n(cc(c2=O)C(=O)O)C1CC1)F)N1CCNC(=O)C1
• Canonical SMILES: O=C1NCCN(C1)c1cc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
• InChI: InChI=1S/C17H16FN3O4/c18-12-5-10-13(6-14(12)20-4-3-19-15(22)8-20)21(9-1-2-9)7-11(16(10)23)17(24)25/h5-7,9H,1-4,8H2,(H,19,22)(H,24,25)
• InChIKey: MYYZZOHRULFPOQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6-fluoro-4-oxo-7-(3-oxopiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-6-fluoro-4-oxo-7-(3-oxopiperazin-1-yl)quinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-oxo-1-piperazinyl)-3-quinolinecarboxylic Acid; Oxociprofloxacin; Oxociprofloxacin

Database IDs

• CAS Number: 103237-52-1
• PubChem SID: 164231907
• PubChem CID: 128242

CALCULATED PROPERTIES

• Acid pKa: 6.0880194
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.7128844
• LogD (pH = 7.4): -0.51742446
• Log P: 0.8126076
• Molar Refractivity: 88.0185 cm^3
• Polarizability: 32.041588 Å^3
• Polar Surface Area: 89.95 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetic Acid; Tetrahydrofuran
• Apperance: Brownish-Beige Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O849500

A metabolite of the fluorinated quinolone antibacterial Ciprofloxacin.