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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2001), EMA (2013))
IUPAC Name Click here for help
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
ChEMBL Ligand CHEMBL1201320
DrugBank Ligand DB00736
DrugCentral Ligand 1055
GtoPdb PubChem SID 178102135
PubChem CID 9568614
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UniChem Compound Search for chemical match using the InChIKey SUBDBMMJDZJVOS-DEOSSOPVSA-N
UniChem Connectivity Search for chemical match using the InChIKey SUBDBMMJDZJVOS-DEOSSOPVSA-N
Wikipedia Esomeprazole