levosalbutamol   

GtoPdb Ligand ID: 9816

Synonyms: (-)-albuterol | (-)-salbutamol | (R)-salbutamol | levalbuterol | Xopenex®
levosalbutamol is an approved drug (FDA (prior to 1999))
Compound class: Synthetic organic
Comment: Levosalbutamol is a short-acting β2-adrenoceptor agonist used in anti-asthma medications. Structurally it is the R enantiomer of the racemic mixture that has the INN salbutamol. Levosalbutamol belongs to the 'short-acting beta-agonist' (SABA) drug family.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 4
Rotatable bonds 5
Topological polar surface area 72.72
Molecular weight 239.15
XLogP 1.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCc1cc(ccc1O)C(CNC(C)(C)C)O
Isomeric SMILES OCc1cc(ccc1O)[C@H](CNC(C)(C)C)O
InChI InChI=1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3/t12-/m0/s1
InChI Key NDAUXUAQIAJITI-LBPRGKRZSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (prior to 1999))
IUPAC Name
4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol
International Nonproprietary Names
INN number INN
7681 levosalbutamol
Synonyms
(-)-albuterol | (-)-salbutamol | (R)-salbutamol | levalbuterol | Xopenex®
Database Links
BindingDB Ligand 50361247
CAS Registry No. 34391-04-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL1002
DrugCentral Ligand 1575
GtoPdb PubChem SID 354702288
PubChem CID 123600
RCSB PDB Ligand 68H
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