atenolol   Click here for help

GtoPdb Ligand ID: 548

Synonyms: Myocord® | Normiten® | Tenormin®
Approved drug
atenolol is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Atenolol is a selective β1-adrenoceptor antagonist (β blocker), developed as a replacement for propranolol.
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View more information in the IUPHAR Pharmacology Education Project: atenolol

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 84.58
Molecular weight 266.16
XLogP 0.46
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(COc1ccc(cc1)CC(=O)N)CNC(C)C
Isomeric SMILES OC(COc1ccc(cc1)CC(=O)N)CNC(C)C
InChI InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)
InChI Key METKIMKYRPQLGS-UHFFFAOYSA-N
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Plasma membrane monoamine transporter 4
Equilibrative nucleoside transporter 1 4
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
β1-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 6.7 – 7.6 pKi - 1-3
pKi 6.7 – 7.6 [1-3]
β2-adrenoceptor Hs Antagonist Antagonist 5.6 – 6.0 pKi - 1,3
pKi 5.6 – 6.0 [1,3]
Ligand mentioned in the following text fields