1-cyclopropyl-7-{[2-(ethylamino)ethyl]amino}-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 172649
• Molecular Formular: C17H20FN3O3
• Molecular Mass: 333.3574032
• Monoisotopic Mass: 333.14886974
• SMILES: c12c(c(=O)c(cn1C1CC1)C(=O)O)cc(c(c2)NCCNCC)F
• Canonical SMILES: CCNCCNc1cc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
• InChI: InChI=1S/C17H20FN3O3/c1-2-19-5-6-20-14-8-15-11(7-13(14)18)16(22)12(17(23)24)9-21(15)10-3-4-10/h7-10,19-20H,2-6H2,1H3,(H,23,24)
• InChIKey: QBOLFZHJHTUXPT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-7-{[2-(ethylamino)ethyl]amino}-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-7-{[2-(ethylamino)ethyl]amino}-6-fluoro-4-oxoquinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-7-[[2-(ethylamino)ethyl]amino]-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Hydrochloride; Enrofloxacin Metabolite Hydrochloride; M1-Enrofloxacin Hydrochloride

Database IDs

• PubChem SID: 164228559
• PubChem CID: 478996

CALCULATED PROPERTIES

• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 5.7354717
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.33187
• LogD (pH = 7.4): -1.0145844
• Log P: -1.017767
• Molar Refractivity: 90.4222 cm^3
• Polarizability: 32.980217 Å^3
• Polar Surface Area: 81.67 Å^2

DETAILS

Toronto Research Chemicals - M218750

A metabolite of Enrofloxacin (E557800).

REFERENCES

• Boxall, A., et al.: Environ. Sci. Technol., 37, 286A (2003)
• Murphy, C., et al.: J. Appl. Microbiol., 94, 539 (2003)