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
SMILES / InChI / InChIKey
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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
InChI Key IUBSYMUCCVWXPE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1978))
IUPAC Name Click here for help
1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol
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
BindingDB Ligand 25756
CAS Registry No. 51384-51-1 (source: Scifinder)
ChEBI CHEBI:6904
ChEMBL Ligand CHEMBL13
DrugBank Ligand DB00264
DrugCentral Ligand 1786
GtoPdb PubChem SID 135650599
PubChem CID 4171
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Wikipedia Metoprolol