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

• ChemBase ID: 174777
• Molecular Formular: C21H25ClFN3O4
• Molecular Mass: 437.8923032
• Monoisotopic Mass: 437.1517622
• SMILES: c1(c(cc2c(c1OC)n(cc(c2=O)C(=O)O)C1CC1)F)N1C[C@@H]2[C@H](C1)NCCC2.Cl
• Canonical SMILES: COc1c(N2C[C@H]3[C@@H](C2)CCCN3)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1.Cl
• InChI: InChI=1S/C21H24FN3O4.ClH/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24;/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28);1H/t11-,16+;/m1./s1
• InChIKey: IDIIJJHBXUESQI-VAGBGMFXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(4aR,7aR)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
• IUPAC Traditional name: 7-[(4aR,7aR)-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid hydrochloride
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aR,7aR)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic Acid Hydrochloride; d-Moxifloxacin Hydrochloride; (4R,7R)-Moxifloxacin Hydrochloride; ent-Moxifloxacin Hydrochloride

Database IDs

• PubChem SID: 164230687
• PubChem CID: 71750825

CALCULATED PROPERTIES

• Acid pKa: 5.6861296
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.79074246
• LogD (pH = 7.4): -0.4932184
• Log P: -0.49897495
• Molar Refractivity: 106.224 cm^3
• Polarizability: 39.591274 Å^3
• Polar Surface Area: 82.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 226-228°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M744990

The (R,R)-Isomer of Moxifloxacin (M745000), a potential chiral degradation product of Moxifloxacin.

REFERENCES

• Martel, A., et al.: Drugs Future, 22, 109 (1997)
• Cruz, L., et al.: J. Pharm. Biomed. Anal., 38, 8 (1997)