1-cyclopropyl-6-fluoro-4-oxo-7-[(2,2,3,3,5,5,6,6-2H8)piperazin-1-yl]-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 164779
• Molecular Formular: C17H18FN3O3
• Molecular Mass: 331.3415232
• Monoisotopic Mass: 331.13321967
• SMILES: c1(c(cc2c(c1)n(cc(c2=O)C(=O)O)C1CC1)F)N1CCNCC1
• Canonical SMILES: Fc1cc2c(cc1N1CCNCC1)n(cc(c2=O)C(=O)O)C1CC1
• InChI: InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
• InChIKey: MYSWGUAQZAJSOK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6-fluoro-4-oxo-7-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-6-fluoro-4-oxo-7-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]quinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl-d8)-3-quinolinecarboxylic Acid; Bay q 3939-d8; Ciflafin-d8; Ciprine-d8; Cipro IV-d8; Ciprobay 100-d8; Ciprofloxacillin-d8; Ciprofloxacin-d8

Database IDs

• PubChem SID: 162258914
• PubChem CID: 25218032

CALCULATED PROPERTIES

• Acid pKa: 5.7555547
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.1448648
• LogD (pH = 7.4): -0.8145325
• Log P: -0.81459606
• Molar Refractivity: 87.9394 cm^3
• Polarizability: 32.268818 Å^3
• Polar Surface Area: 72.88 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: >247-251°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C482501

A labelled fluorinated quinolone antibacterial.

REFERENCES

• Scully, B.E., et al.: Lancet, 1, 819 (1986)
• Hoffken, G., et al.: Antimicrob. Ag. Chemother., 27, 375 (1985)