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
SMILES / InChI / InChIKey
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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)
InChI Key SUBDBMMJDZJVOS-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1989))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methane]sulfinyl}-1H-1,3-benzodiazole
International Nonproprietary Names Click here for help
INN number INN
5081 omeprazole
Synonyms Click here for help
H 168/68 | Losec® | Prilosec®
Database Links Click here for help
CAS Registry No. 73590-58-6 (source: Scifinder)
ChEBI CHEBI:7772
ChEMBL Ligand CHEMBL1503
DrugBank Ligand DB00338
DrugCentral Ligand 1990
GtoPdb PubChem SID 178101096
Immunopaedia Search omeprazole
PubChem CID 4594
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Wikipedia Omeprazole

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Tocris
Omeprazole
Cat. No. 2583