propranolol   

GtoPdb Ligand ID: 564

Synonyms: Bedranol® | Hemangiol® | Inderal® | propranolol hydrochloride
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
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
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
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
1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
International Nonproprietary Names
INN number INN
1940 propranolol
Synonyms
Bedranol® | Hemangiol® | Inderal® | propranolol hydrochloride
Database Links
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