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

• ChemBase ID: 175895
• Molecular Formular: C18H19N3O4S
• Molecular Mass: 373.42616
• Monoisotopic Mass: 373.1096271
• SMILES: c1cc(cc2c1[nH]c(n2)SCc1ncc(c(c1C)OC)C(=O)OC)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)SCc1ncc(c(c1C)OC)C(=O)OC
• InChI: InChI=1S/C18H19N3O4S/c1-10-15(19-8-12(16(10)24-3)17(22)25-4)9-26-18-20-13-6-5-11(23-2)7-14(13)21-18/h5-8H,9H2,1-4H3,(H,20,21)
• InChIKey: LIIBPAIRGUTVPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 120003-82-9
• PubChem SID: 164231805
• PubChem CID: 71751331

CALCULATED PROPERTIES

• Acid pKa: 10.749076
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.9464083
• LogD (pH = 7.4): 3.0488915
• Log P: 3.0504656
• Molar Refractivity: 99.2747 cm^3
• Polarizability: 39.4714 Å^3
• Polar Surface Area: 86.33 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Yellow Foam

DETAILS

Toronto Research Chemicals - O635040

Intermediate in the preparation of Omeprazole metabolites.

REFERENCES

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