omeprazole   

GtoPdb Ligand ID: 4279

Synonyms: H 168/68 | Losec® | Prilosec®
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
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
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
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
5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methane]sulfinyl}-1H-1,3-benzodiazole
International Nonproprietary Names
INN number INN
5081 omeprazole
Synonyms
H 168/68 | Losec® | Prilosec®
Database Links
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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Omeprazole
Cat. No. 2583