(-)-propranolol   

GtoPdb Ligand ID: 63

Compound class: Synthetic organic
Comment: A component of the approved drug propranolol. Propranolol is a racemic mixture of two enantiomers (+)-propranolol, and (-)-propranolol. Some of the database entries linked to from this page may refer to the mixture and do not specify stereochemistry in the images of the structue shown.
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 O[C@H](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/t14-/m0/s1
InChI Key AQHHHDLHHXJYJD-AWEZNQCLSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2S)-1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
International Nonproprietary Names
INN number INN
1940 propranolol
Database Links
BindingDB Ligand 50246936
CAS Registry No. 4199-09-1 (source: Scifinder)
ChEMBL Ligand CHEMBL452861
DrugBank Ligand DB00571
GtoPdb PubChem SID 135650859
PubChem CID 91536
RCSB PDB Ligand SNP
Search Google for chemical match using the InChIKey AQHHHDLHHXJYJD-AWEZNQCLSA-N
Search Google for chemicals with the same backbone AQHHHDLHHXJYJD
Search PubMed clinical trials propranolol
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Search PubMed titles/abstracts propranolol
Search UniChem for chemical match using the InChIKey AQHHHDLHHXJYJD-AWEZNQCLSA-N
Search UniChem for chemicals with the same backbone AQHHHDLHHXJYJD
Wikipedia Propanolol