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

• ChemBase ID: 178724
• Molecular Formular: C25H25N3O4S
• Molecular Mass: 463.5487
• Monoisotopic Mass: 463.1565773
• SMILES: c1cc(cc2c1[nH]c(n2)SCc1ncc(c(c1C)OC)COC(=O)c1ccccc1C)OC
• Canonical SMILES: COc1c(COC(=O)c2ccccc2C)cnc(c1C)CSc1nc2c([nH]1)ccc(c2)OC
• InChI: InChI=1S/C25H25N3O4S/c1-15-7-5-6-8-19(15)24(29)32-13-17-12-26-22(16(2)23(17)31-4)14-33-25-27-20-10-9-18(30-3)11-21(20)28-25/h5-12H,13-14H2,1-4H3,(H,27,28)
• InChIKey: LQJIZEQSBXNIDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-methoxy-6-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfanyl]methyl}-5-methylpyridin-3-yl)methyl 2-methylbenzoate
• IUPAC Traditional name: (4-methoxy-6-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfanyl]methyl}-5-methylpyridin-3-yl)methyl 2-methylbenzoate
• Synonyms: 2-Methyl-benzoic Acid [4-Methoxy-6-[[(6-methoxy-1H-benzimidazol-2-yl)thio]methyl]-5-methyl-3-pyridinyl]methyl Ester; o-Toluoyl-5-hydroxy Omeprazole Sulfide

Database IDs

• CAS Number: 120003-78-3
• PubChem SID: 164234634
• PubChem CID: 46783109

CALCULATED PROPERTIES

• Acid pKa: 10.749081
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.762301
• LogD (pH = 7.4): 5.2761197
• Log P: 5.28836
• Molar Refractivity: 128.9285 cm^3
• Polarizability: 50.816082 Å^3
• Polar Surface Area: 86.33 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - T536550

Intermediate in the preparation of Omeprazole metabolites

REFERENCES

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