(2S)-2-methyl-6,7-bis(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

• ChemBase ID: 165581
• Molecular Formular: C23H31N5O4
• Molecular Mass: 441.52334
• Monoisotopic Mass: 441.2376045
• SMILES: C1CN(CCN1c1c2c3c(cc1N1CCN(CC1)C)c(=O)c(cn3[C@H](CO2)C)C(=O)O)C
• Canonical SMILES: CN1CCN(CC1)c1cc2c3c(c1N1CCN(CC1)C)OC[C@@H](n3cc(c2=O)C(=O)O)C
• InChI: InChI=1S/C23H31N5O4/c1-15-14-32-22-19-16(21(29)17(23(30)31)13-28(15)19)12-18(26-8-4-24(2)5-9-26)20(22)27-10-6-25(3)7-11-27/h12-13,15H,4-11,14H2,1-3H3,(H,30,31)/t15-/m0/s1
• InChIKey: XWSLQLSKDDWMBP-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-methyl-6,7-bis(4-methylpiperazin-1-yl)-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)-2-methyl-6,7-bis(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• Synonyms: (-)-(S)-10-(4-Methyl-1-piperazinyl)-2,3-Dihydro-3-methyl-9-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid; 9-Defluoro-9-(4-methyl-1-piperazinyl) Levofloxacin

Database IDs

• CAS Number: 1329833-82-0
• PubChem SID: 162259714
• PubChem CID: 71315282

CALCULATED PROPERTIES

• Acid pKa: 5.6167765
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): -1.3242756
• LogD (pH = 7.4): -0.4752867
• Log P: -0.30315477
• Molar Refractivity: 125.1982 cm^3
• Polarizability: 46.217842 Å^3
• Polar Surface Area: 79.8 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229040

A nonfluorinated analog of Levofloxacin (L360000).