4-methoxy-2-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfonyl]methyl}-3,5-dimethylpyridin-1-ium-1-olate

• ChemBase ID: 175893
• Molecular Formular: C17H19N3O5S
• Molecular Mass: 377.41486
• Monoisotopic Mass: 377.10454172
• SMILES: c1cc(cc2c1[nH]c(n2)S(=O)(=O)Cc1c(c(c(c[n+]1[O-])C)OC)C)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)S(=O)(=O)Cc1[n+]([O-])cc(c(c1C)OC)C
• InChI: InChI=1S/C17H19N3O5S/c1-10-8-20(21)15(11(2)16(10)25-4)9-26(22,23)17-18-13-6-5-12(24-3)7-14(13)19-17/h5-8H,9H2,1-4H3,(H,18,19)
• InChIKey: ZBGMHRIYIGAEGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxy-2-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfonyl]methyl}-3,5-dimethylpyridin-1-ium-1-olate
• IUPAC Traditional name: 4-methoxy-2-[(5-methoxy-1H-1,3-benzodiazol-2-ylsulfonyl)methyl]-3,5-dimethylpyridin-1-ium-1-olate
• Synonyms: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-1-oxido-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole; Omeprazole Sulfone N-Oxide

Database IDs

• CAS Number: 158812-85-2
• PubChem SID: 164231803
• PubChem CID: 21256701

CALCULATED PROPERTIES

• Acid pKa: 6.650272
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.3060178
• LogD (pH = 7.4): 0.7386655
• Log P: 1.3319838
• Molar Refractivity: 96.9488 cm^3
• Polarizability: 38.400158 Å^3
• Polar Surface Area: 106.74 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: >187°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - O635030

A metabolite of Omeprazole. Impurity I.

REFERENCES

• Stevens, C.M., et al.: J. Biol. Chem., 75, 182 (1950)
• Okamoto, S., et al.: Biochem. Biophys. Res. Commun., 101, 440 (1981)