omeprazole   Click here for help

GtoPdb Ligand ID: 4279

Synonyms: H 168/68 | Losec® | Prilosec®
Approved drug
omeprazole is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: This approved drug omeprazole is a racemic mixture of the R and S stereoisomers. Omeprazole is a potassium-transporting ATPase inhibitor, commonly referred to as a proton pump inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 96.31
Molecular weight 345.11
XLogP 0.6
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc2c(c1)nc([nH]2)S(=O)Cc1ncc(c(c1C)OC)C
Isomeric SMILES COc1ccc2c(c1)nc([nH]2)S(=O)Cc1ncc(c(c1C)OC)C
InChI InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)
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Summary of Clinical Use Click here for help
Used as an antacid in conditions such as gastroesophageal reflux disease and other causes of excessive stomach acid.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Omeprazole suppresses gastric acid secretion by specifically inhibiting the H+/K+ ATPase enzyme system (proton pump) at the secretory surface of the gastric parietal cell.
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