7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrobromide

• ChemBase ID: 170945
• Molecular Formular: C20H23BrFN3O4
• Molecular Mass: 468.3167232
• Monoisotopic Mass: 467.08559645
• SMILES: c1(c(cc2c(c1O)n(cc(c2=O)C(=O)O)C1CC1)F)N1C[C@H]2[C@@H](C1)NCCC2.Br
• Canonical SMILES: Fc1cc2c(=O)c(cn(c2c(c1N1C[C@@H]2[C@H](C1)CCCN2)O)C1CC1)C(=O)O.Br
• InChI: InChI=1S/C20H22FN3O4.BrH/c21-14-6-12-16(24(11-3-4-11)8-13(18(12)25)20(27)28)19(26)17(14)23-7-10-2-1-5-22-15(10)9-23;/h6,8,10-11,15,22,26H,1-5,7,9H2,(H,27,28);1H/t10-,15+;/m0./s1
• InChIKey: VJTHCZDXAAGHAF-OEQYQXMYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrobromide
• IUPAC Traditional name: 7-[(4aS,7aS)-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-hydroxy-4-oxoquinoline-3-carboxylic acid hydrobromide
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-hydroxy-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic Acid Hydrobromide; Moxifloxacin Imp. E (EP/BP) as HBr salt; 8-Hydroxy Moxifloxacin Hydrobromide

Database IDs

• PubChem SID: 164226855
• PubChem CID: 57370111

CALCULATED PROPERTIES

• Acid pKa: 5.60767
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.9016409
• LogD (pH = 7.4): -0.6566256
• Log P: -0.64897704
• Molar Refractivity: 101.7417 cm^3
• Polarizability: 37.69561 Å^3
• Polar Surface Area: 93.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Grey Solid
• Melting Point: >250°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H948485

Moxifloxacin (M745000) impurity E.

REFERENCES

• Martel, A., et al.: Drugs Fut., 22, 109 (1997)
• Tobin, C., et al.: J. Antimicrob. Chemother., 42, 278 (1997)