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

• ChemBase ID: 175888
• Molecular Formular: C17H19N3O4S
• Molecular Mass: 361.41546
• Monoisotopic Mass: 361.1096271
• SMILES: c1cc(cc2c1[nH]c(n2)S(=O)Cc1c(c(c(c[n+]1[O-])C)OC)C)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)S(=O)Cc1[n+]([O-])cc(c(c1C)OC)C
• InChI: InChI=1S/C17H19N3O4S/c1-10-8-20(21)15(11(2)16(10)24-4)9-25(22)17-18-13-6-5-12(23-3)7-14(13)19-17/h5-8H,9H2,1-4H3,(H,18,19)
• InChIKey: QZVDQETYNOBUPJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxy-2-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfinyl]methyl}-3,5-dimethylpyridin-1-ium-1-olate
• IUPAC Traditional name: 4-methoxy-2-[(5-methoxy-1H-1,3-benzodiazol-2-ylsulfinyl)methyl]-3,5-dimethylpyridin-1-ium-1-olate
• Synonyms: 6-Methoxy-2-[[(4-methoxy-3,5-dimethyl-1-oxido-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole; Omeprazole N-Oxide

Database IDs

• CAS Number: 176219-04-8
• PubChem SID: 164231798
• PubChem CID: 10992053

CALCULATED PROPERTIES

• Acid pKa: 9.677135
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.2249727
• LogD (pH = 7.4): 1.2230816
• Log P: 1.2250899
• Molar Refractivity: 97.886 cm^3
• Polarizability: 37.82221 Å^3
• Polar Surface Area: 89.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 173-175°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - O635015

A metabolite of Omeprazole.

REFERENCES

• Miner, P., et al.: Am. J. Gastroenterology, 98, 2616 (2003)