7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydroquinolin-4-one

• ChemBase ID: 165506
• Molecular Formular: C20H24FN3O2
• Molecular Mass: 357.4218632
• Monoisotopic Mass: 357.18525524
• SMILES: c1(c(cc2c(c1OC)n(ccc2=O)C1CC1)F)N1C[C@H]2[C@@H](C1)NCCC2
• Canonical SMILES: COc1c(N2C[C@@H]3[C@H](C2)CCCN3)c(F)cc2c1n(ccc2=O)C1CC1
• InChI: InChI=1S/C20H24FN3O2/c1-26-20-18-14(17(25)6-8-24(18)13-4-5-13)9-15(21)19(20)23-10-12-3-2-7-22-16(12)11-23/h6,8-9,12-13,16,22H,2-5,7,10-11H2,1H3/t12-,16+/m0/s1
• InChIKey: OULQTEYVKYNDBD-BLLLJJGKSA-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-methoxy-1,4-dihydroquinolin-4-one
• IUPAC Traditional name: 7-[(4aS,7aS)-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxyquinolin-4-one
• Synonyms: Decarboxy Moxifloxacin

Database IDs

• PubChem SID: 162259639
• PubChem CID: 56673587

CALCULATED PROPERTIES

• Acid pKa: 16.8139
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.7815264
• LogD (pH = 7.4): 0.3751724
• Log P: 2.3786592
• Molar Refractivity: 100.1497 cm^3
• Polarizability: 37.16269 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 159-161°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D221550

A degradation product of Moxifloxacin (M745000). Moxifloxacin impurity.

REFERENCES

• Shah, S., et al.: J. Pharma. Biomed. Anal., 30, 1319 (2002)
• Jiang, W., et al.: Anal. Bional. Chem., 377, 681 (2002)