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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1967), EMA (2014))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
International Nonproprietary Names Click here for help
INN number INN
1940 propranolol
Synonyms Click here for help
Bedranol® | Hemangiol® | Inderal® | propranolol hydrochloride
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9608432
Reactome Reaction Reactome logo R-HSA-9609310
Other databases
BindingDB Ligand 25761
CAS Registry No. 525-66-6 (source: ChEBI)
ChEBI CHEBI:8499
ChEMBL Ligand CHEMBL27
DrugBank Ligand DB00571
DrugCentral Ligand 2303
GtoPdb PubChem SID 135650858
PubChem CID 4946
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Wikipedia Propranolol