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

• ChemBase ID: 162566
• Molecular Formular: C23H28FN3O5
• Molecular Mass: 445.4839232
• Monoisotopic Mass: 445.20129923
• SMILES: c1c(c(cc2c1n(cc(c2=O)C(=O)O)C1CC1)F)N1CC(N(CC1)C(=O)OC(C)(C)C)C
• Canonical SMILES: CC1CN(CCN1C(=O)OC(C)(C)C)c1cc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
• InChI: InChI=1S/C23H28FN3O5/c1-13-11-25(7-8-26(13)22(31)32-23(2,3)4)19-10-18-15(9-17(19)24)20(28)16(21(29)30)12-27(18)14-5-6-14/h9-10,12-14H,5-8,11H2,1-4H3,(H,29,30)
• InChIKey: UJHJOJIPEYCXDP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{4-[(tert-butoxy)carbonyl]-3-methylpiperazin-1-yl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 7-[4-(tert-butoxycarbonyl)-3-methylpiperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-7-(4-Boc-3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid; N-Boc-desmethoxy Gatifloxacin

Database IDs

• CAS Number: 1089339-61-6
• PubChem SID: 162256701
• PubChem CID: 46780859

CALCULATED PROPERTIES

• Acid pKa: 6.0596547
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.1475604
• LogD (pH = 7.4): 1.8963144
• Log P: 3.2532556
• Molar Refractivity: 117.3533 cm^3
• Polarizability: 43.729618 Å^3
• Polar Surface Area: 90.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Grey Solid

DETAILS

Toronto Research Chemicals - B646310

A protected form of a Gatifloxacin metabolite