esomeprazole   Click here for help

GtoPdb Ligand ID: 5488

Synonyms: (S)-omeprazole | Nexium®
Approved drug
esomeprazole is an approved drug (FDA (2001), EMA (2013))
Compound class: Synthetic organic
Comment: This drug (the S enantiomer) is a component of the approved drug omeprazole, a racemic mixture of the R and S enantiomers. This drug 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)[nH]c(n2)S(=O)Cc1ncc(c(c1C)OC)C
Isomeric SMILES COc1ccc2c(c1)[nH]c(n2)[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)/t24-/m0/s1
InChI Key SUBDBMMJDZJVOS-DEOSSOPVSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2001), EMA (2013))
IUPAC Name Click here for help
6-methoxy-2-[(S)-(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole
International Nonproprietary Names Click here for help
INN number INN
7766 esomeprazole
Synonyms Click here for help
(S)-omeprazole | Nexium®
Database Links Click here for help
CAS Registry No. 119141-88-7
ChEBI CHEBI:50275
ChEMBL Ligand CHEMBL1201320
DrugBank Ligand DB00736
DrugCentral Ligand 1055
GtoPdb PubChem SID 178102135
PubChem CID 9568614
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Wikipedia Esomeprazole