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

• ChemBase ID: 163191
• Molecular Formular: C20H24FN3O5
• Molecular Mass: 405.4200632
• Monoisotopic Mass: 405.1699991
• SMILES: c1(c(cc2c(c1)n(cc(c2=O)C(=O)O)C1CC1)F)NCCNC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCCNc1cc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
• InChI: InChI=1S/C20H24FN3O5/c1-20(2,3)29-19(28)23-7-6-22-15-9-16-12(8-14(15)21)17(25)13(18(26)27)10-24(16)11-4-5-11/h8-11,22H,4-7H2,1-3H3,(H,23,28)(H,26,27)
• InChIKey: LKODMWGXEQVSOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(2-{[(tert-butoxy)carbonyl]amino}ethyl)amino]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 7-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-7-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]amino]-6-fluoro-1,4-dihydro-4-oxo-3-Quinolinecarboxylic Acid; N-(tert-Butoxycarbonyl) Desethylene Ciprofloxacin

Database IDs

• CAS Number: 105589-00-2
• PubChem SID: 162257326
• PubChem CID: 18448980

CALCULATED PROPERTIES

• Acid pKa: 6.0392923
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.0389497
• LogD (pH = 7.4): 0.7728869
• Log P: 2.1492636
• Molar Refractivity: 105.772 cm^3
• Polarizability: 38.963245 Å^3
• Polar Surface Area: 107.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Powder
• Melting Point: 230-232°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B690305

A protected metabolite of the fluorinated quinolone antibacterial Ciprofloxacin.