(2S)-6-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}-7-fluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

• ChemBase ID: 163248
• Molecular Formular: C22H26FN3O6
• Molecular Mass: 447.4567432
• Monoisotopic Mass: 447.18056379
• SMILES: C1CN(CCN1c1c2c3c(cc1F)c(=O)c(cn3[C@H](CO2)C)C(=O)O)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(N1CCN(CC1)c1c(F)cc2c3c1OC[C@@H](n3cc(c2=O)C(=O)O)C)OC(C)(C)C
• InChI: InChI=1S/C22H26FN3O6/c1-12-11-31-19-16-13(18(27)14(20(28)29)10-26(12)16)9-15(23)17(19)24-5-7-25(8-6-24)21(30)32-22(2,3)4/h9-10,12H,5-8,11H2,1-4H3,(H,28,29)/t12-/m0/s1
• InChIKey: LVZKUMZDYCTPGF-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}-7-fluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• IUPAC Traditional name: (2S)-6-[4-(tert-butoxycarbonyl)piperazin-1-yl]-7-fluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• Synonyms: (3S)-N-tert-Butoxycarbonyl-9-fluoro-2,3-dihydro-3-methyl-7-oxo-10-(1-piperazinyl)-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid; (3S)-10-[4-[(1,1-Dimethylethoxy)carbonyl]-1-piperazinyl]-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid; N-tert-Butoxycarbonyl Desmethyl Levofloxacin

Database IDs

• CAS Number: 1330277-19-4
• PubChem SID: 162257383
• PubChem CID: 71314357

CALCULATED PROPERTIES

• Acid pKa: 5.8750277
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.3057501
• LogD (pH = 7.4): 0.9250231
• Log P: 2.4584947
• Molar Refractivity: 114.6363 cm^3
• Polarizability: 42.63663 Å^3
• Polar Surface Area: 99.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - B690530

Protected Levofloxacin metabolite.