methyl 4-methoxy-6-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfinyl]methyl}-5-methylpyridine-3-carboxylate

• ChemBase ID: 175894
• Molecular Formular: C18H19N3O5S
• Molecular Mass: 389.42556
• Monoisotopic Mass: 389.10454172
• SMILES: c1cc(cc2c1[nH]c(n2)S(=O)Cc1ncc(c(c1C)OC)C(=O)OC)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)S(=O)Cc1ncc(c(c1C)OC)C(=O)OC
• InChI: InChI=1S/C18H19N3O5S/c1-10-15(19-8-12(16(10)25-3)17(22)26-4)9-27(23)18-20-13-6-5-11(24-2)7-14(13)21-18/h5-8H,9H2,1-4H3,(H,20,21)
• InChIKey: PSGWLKSVKMHJHJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-methoxy-6-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfinyl]methyl}-5-methylpyridine-3-carboxylate
• IUPAC Traditional name: methyl 4-methoxy-6-[(5-methoxy-1H-1,3-benzodiazol-2-ylsulfinyl)methyl]-5-methylpyridine-3-carboxylate
• Synonyms: 4-Methoxy-6-[[(5-methoxy-1H-benzimidazol-2-yl)sulfinyl]methyl]-5-methyl-3-pyridinecarboxylic Acid Methyl Ester; Omeprazole Acid Methyl Ester

Database IDs

• CAS Number: 120003-83-0
• PubChem SID: 164231804
• PubChem CID: 71751330

CALCULATED PROPERTIES

• Acid pKa: 9.677571
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.9228796
• LogD (pH = 7.4): 1.9215512
• Log P: 1.9235647
• Molar Refractivity: 100.6464 cm^3
• Polarizability: 40.03488 Å^3
• Polar Surface Area: 103.4 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - O635035

A protected metabolite of Omeprazole.

REFERENCES

• Renberg, L., et al.: Drug Metab. Disposition, 17, 69 (1989)