disodium 7-[(4aS,7aS)-1-sulfonato-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate

• ChemBase ID: 174842
• Molecular Formular: C21H22FN3Na2O7S
• Molecular Mass: 525.4582232
• Monoisotopic Mass: 525.09578784
• SMILES: c1(c(cc2c(c1OC)n(cc(c2=O)C(=O)[O-])C1CC1)F)N1C[C@H]2[C@@H](C1)N(CCC2)S(=O)(=O)[O-].[Na+].[Na+]
• Canonical SMILES: COc1c(N2C[C@H]3[C@@H](C2)N(CCC3)S(=O)(=O)[O-])c(F)cc2c1n(cc(c2=O)C(=O)[O-])C1CC1.[Na+].[Na+]
• InChI: InChI=1S/C21H24FN3O7S.2Na/c1-32-20-17-13(19(26)14(21(27)28)9-24(17)12-4-5-12)7-15(22)18(20)23-8-11-3-2-6-25(16(11)10-23)33(29,30)31;;/h7,9,11-12,16H,2-6,8,10H2,1H3,(H,27,28)(H,29,30,31);;/q;2*+1/p-2/t11-,16+;;/m0../s1
• InChIKey: IHLPBNXQXQAMMO-WJMOHVQJSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 7-[(4aS,7aS)-1-sulfonato-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate
• IUPAC Traditional name: disodium 7-[(4aS,7aS)-1-sulfonato-hexahydro-2H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylate
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-1-sulfo-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic Acid Disodium Salt; Moxifloxacin N-Sulfate Disodium Salt

Database IDs

• PubChem SID: 164230752
• PubChem CID: 71750857

CALCULATED PROPERTIES

• Acid pKa: -1.1034076
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): -1.3084681
• LogD (pH = 7.4): -2.6102772
• Log P: -0.16366716
• Molar Refractivity: 126.3456 cm^3
• Polarizability: 43.810497 Å^3
• Polar Surface Area: 133.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 238-245°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - M745030

A sulfometabolite of Moxifloxacin (M745000).

REFERENCES

• Dalhoff, A., et al.: Drugs, 58, 239 (1999)
• Ahmed, S., et al.: J. Pharm. Pharmacol., 60, 55 (1999)