propranolol   Click here for help

GtoPdb Ligand ID: 564

Synonyms: Bedranol® | Hemangiol® | Inderal® | propranolol hydrochloride
Approved drug
propranolol is an approved drug (FDA (1967), EMA (2014))
Compound class: Synthetic organic
Comment: The approved drug propranolol is a racemic mixtue of (+)-propranolol and (-)-propranolol. We show the non-stereo molecule to represent the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 41.49
Molecular weight 259.16
XLogP 3.03
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(COc1cccc2c1cccc2)CNC(C)C
Isomeric SMILES OC(COc1cccc2c1cccc2)CNC(C)C
InChI InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
InChI Key AQHHHDLHHXJYJD-UHFFFAOYSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
β2-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 9.1 – 9.5 pKi - 1-4
pKi 9.1 – 9.5 [1-4]
β3-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 6.3 – 7.2 pKi - 4-5
pKi 6.3 – 7.2 [4-5]
β3-adrenoceptor Mm Antagonist Antagonist 6.5 – 6.6 pKi - 5
pKi 6.5 – 6.6 [5]
β3-adrenoceptor Rn Antagonist Antagonist 6.4 pKi - 5
pKi 6.4 [5]
Ligand mentioned in the following text fields