metoprolol   Click here for help

GtoPdb Ligand ID: 553

Synonyms: CGP-2175C | GP-2175E | H-93/26 | Lopressor® | Toprol®
Approved drug
metoprolol is an approved drug (FDA (1978))
Compound class: Synthetic organic
Comment: The approved drug metoprolol is a racemic mixture of two enantiomers. The structure shown here does not specify stereochemistry and represents the mixture. The two enantiomers are represented by PubChem entries CID 157717 and CID 157716.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 50.72
Molecular weight 267.18
XLogP 1.63
No. Lipinski's rules broken 0
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Canonical SMILES COCCc1ccc(cc1)OCC(CNC(C)C)O
Isomeric SMILES COCCc1ccc(cc1)OCC(CNC(C)C)O
InChI InChI=1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1978))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3471 metoprolol
Synonyms Click here for help
CGP-2175C | GP-2175E | H-93/26 | Lopressor® | Toprol®
Database Links Click here for help
Specialist databases
GPCRdb Ligand metoprolol
Reactome Drug Reactome logo R-ALL-9608434
Reactome Reaction Reactome logo R-HSA-9609310
Other databases
BindingDB Ligand 25756
CAS Registry No. 51384-51-1 (source: Scifinder)
DrugBank Ligand DB00264
DrugCentral Ligand 1786
GtoPdb PubChem SID 135650599
PubChem CID 4171
Search Google for chemical match using the InChIKey IUBSYMUCCVWXPE-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey IUBSYMUCCVWXPE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IUBSYMUCCVWXPE-UHFFFAOYSA-N
Wikipedia Metoprolol