(2R)-6-(1-aminocyclopropyl)-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; methanesulfonic acid

• ChemBase ID: 176238
• Molecular Formular: C17H19FN2O7S
• Molecular Mass: 414.4053632
• Monoisotopic Mass: 414.08970018
• SMILES: c1(=O)c(cn2c3c1cc(c(c3OC[C@H]2C)C1(CC1)N)F)C(=O)O.S(=O)(=O)(O)C
• Canonical SMILES: CS(=O)(=O)O.OC(=O)c1cn2[C@H](C)COc3c2c(c1=O)cc(c3C1(N)CC1)F
• InChI: InChI=1S/C16H15FN2O4.CH4O3S/c1-7-6-23-14-11(16(18)2-3-16)10(17)4-8-12(14)19(7)5-9(13(8)20)15(21)22;1-5(2,3)4/h4-5,7H,2-3,6,18H2,1H3,(H,21,22);1H3,(H,2,3,4)/t7-;/m1./s1
• InChIKey: UDHGFPATQWQARM-OGFXRTJISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-6-(1-aminocyclopropyl)-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; methanesulfonic acid
• IUPAC Traditional name: (2R)-6-(1-aminocyclopropyl)-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; methanesulfonic acid
• Synonyms: (3R)-10-(1-Aminocyclopropyl)-9-fluror-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid Methanesulfonate; (R)-Pazufloxacin Mesylate; ent-Pazufloxacin Mesylate

Database IDs

• CAS Number: 677004-96-5
• PubChem SID: 164232148
• PubChem CID: 45357387

CALCULATED PROPERTIES

• Acid pKa: 5.5860124
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.3100411
• LogD (pH = 7.4): -1.0749522
• Log P: -1.0583982
• Molar Refractivity: 80.0314 cm^3
• Polarizability: 30.003393 Å^3
• Polar Surface Area: 92.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P211005

The R-enantiomer of Pazufloxacin Mesylate (P211000).

REFERENCES

• Fukuoka,Y., et al.: Antimicrob. Ag. Chemother., 37, 384 (1993)
• Todo, Y., et al.: Chem. Pharm. Bull., 42, 2569 (1994)