disodium 2-[(5-carboxylato-4-methoxy-3-methylpyridin-2-yl)methanesulfinyl]-5-methoxy-1H-1,3-benzodiazol-1-ide

• ChemBase ID: 175885
• Molecular Formular: C17H15N3Na2O5S
• Molecular Mass: 419.36264
• Monoisotopic Mass: 419.05278016
• SMILES: c1cc(cc2c1[n-]c(n2)S(=O)Cc1ncc(c(c1C)OC)C(=O)[O-])OC.[Na+].[Na+]
• Canonical SMILES: COc1c(C)c(ncc1C(=O)[O-])CS(=O)c1[n-]c2c(n1)cc(cc2)OC.[Na+].[Na+]
• InChI: InChI=1S/C17H17N3O5S.2Na/c1-9-14(18-7-11(16(21)22)15(9)25-3)8-26(23)17-19-12-5-4-10(24-2)6-13(12)20-17;;/h4-7H,8H2,1-3H3,(H2,19,20,21,22);;/q;2*+1/p-2
• InChIKey: MPYYXGKWXYQANB-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-[(5-carboxylato-4-methoxy-3-methylpyridin-2-yl)methanesulfinyl]-5-methoxy-1H-1,3-benzodiazol-1-ide
• IUPAC Traditional name: disodium 2-[(5-carboxylato-4-methoxy-3-methylpyridin-2-yl)methanesulfinyl]-5-methoxy-1H-1,3-benzodiazol-1-ide
• Synonyms: 4-Methoxy-6-[[(6-methoxy-1H-benzimidazol-2-yl)sulfinyl]methyl]-5-methyl-3-pyridinecarboxylic Acid Sodium Salt; Omeprazole Acid Disodium Salt

Database IDs

• CAS Number: 120003-84-1
• PubChem SID: 164231795
• PubChem CID: 51346631

CALCULATED PROPERTIES

• Acid pKa: 4.7260838
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 0.45448932
• LogD (pH = 7.4): -1.2792859
• Log P: 1.5776707
• Molar Refractivity: 107.3251 cm^3
• Polarizability: 37.61405 Å^3
• Polar Surface Area: 114.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: >168°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -86?C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O635005

A main metabolite of Omeprazole.

REFERENCES

• Renberg, L., et al.: Drug Metab. Dispos., 17, 69 (1989)
• Calabresi, L., et al.: Pharmacol. Res., 49, 493 (1989)
• Yin, O., et al.: J. Clin. Pharmacol., 44, 582 (1989)