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

• ChemBase ID: 170185
• Molecular Formular: C17H19N3O4
• Molecular Mass: 329.35046
• Monoisotopic Mass: 329.1375561
• SMILES: N1CCN(CC1)c1c(cc2c(c1)n(cc(c2=O)C(=O)O)C1CC1)O
• Canonical SMILES: Oc1cc2c(cc1N1CCNCC1)n(cc(c2=O)C(=O)O)C1CC1
• InChI: InChI=1S/C17H19N3O4/c21-15-7-11-13(8-14(15)19-5-3-18-4-6-19)20(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,18,21H,1-6H2,(H,23,24)
• InChIKey: BHWPCJSQQBRNMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6-hydroxy-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-6-hydroxy-4-oxo-7-(piperazin-1-yl)quinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-1,4-dihydro-6-hydroxy-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic Acid; 6-Hydroxy-6-defluoro Ciprofloxacin

Database IDs

• CAS Number: 226903-07-7
• PubChem SID: 164226095
• PubChem CID: 12034148

CALCULATED PROPERTIES

• Acid pKa: 5.6439795
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.5697981
• LogD (pH = 7.4): -1.2924869
• Log P: -1.2897803
• Molar Refractivity: 89.7039 cm^3
• Polarizability: 33.177658 Å^3
• Polar Surface Area: 93.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White to Pale Beige Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H825210

Hydroxy analog of Ciprofloxacin (C482500).

REFERENCES

• Ge, L., et al.: Environ. Sci. Technol., 44, 2400 (2010)