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

• ChemBase ID: 178723
• Molecular Formular: C25H25N3O5S
• Molecular Mass: 479.5481
• Monoisotopic Mass: 479.15149192
• SMILES: c1cc(cc2c1[nH]c(n2)S(=O)Cc1ncc(c(c1C)OC)COC(=O)c1ccccc1C)OC
• Canonical SMILES: COc1c(COC(=O)c2ccccc2C)cnc(c1C)CS(=O)c1nc2c([nH]1)ccc(c2)OC
• InChI: InChI=1S/C25H25N3O5S/c1-15-7-5-6-8-19(15)24(29)33-13-17-12-26-22(16(2)23(17)32-4)14-34(30)25-27-20-10-9-18(31-3)11-21(20)28-25/h5-12H,13-14H2,1-4H3,(H,27,28)
• InChIKey: QANBBKVJRGFSTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 120003-79-4
• PubChem SID: 164234633
• PubChem CID: 46783108

CALCULATED PROPERTIES

• Acid pKa: 9.677572
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.15047
• LogD (pH = 7.4): 4.159314
• Log P: 4.161459
• Molar Refractivity: 130.3002 cm^3
• Polarizability: 51.360542 Å^3
• Polar Surface Area: 103.4 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - T536500

Intermediate in the preparation of Omeprazole metabolites

REFERENCES

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