indacaterol   

GtoPdb Ligand ID: 7455

Synonyms: Arcapta Neohaler® | Onbrez® | QAB-149 | QAB149
indacaterol is an approved drug (EMA (2009), FDA (2011))
Compound class: Synthetic organic
Comment: Only the R-enantiomer, as the maleate salt (PubChem CID 9827599) is contained in the medicinal product.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: indacaterol

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 85.35
Molecular weight 392.21
XLogP 4.65
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCc1cc2CC(Cc2cc1CC)NCC(c1ccc(c2c1ccc(=O)[nH]2)O)O
Isomeric SMILES CCc1cc2CC(Cc2cc1CC)NC[C@@H](c1ccc(c2c1ccc(=O)[nH]2)O)O
InChI InChI=1S/C24H28N2O3/c1-3-14-9-16-11-18(12-17(16)10-15(14)4-2)25-13-22(28)19-5-7-21(27)24-20(19)6-8-23(29)26-24/h5-10,18,22,25,27-28H,3-4,11-13H2,1-2H3,(H,26,29)/t22-/m0/s1
InChI Key QZZUEBNBZAPZLX-QFIPXVFZSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (EMA (2009), FDA (2011))
IUPAC Name
5-[(1R)-2-[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]-8-hydroxy-1H-quinolin-2-one
International Nonproprietary Names
INN number INN
8457 indacaterol
Synonyms
Arcapta Neohaler® | Onbrez® | QAB-149 | QAB149
Database Links
CAS Registry No. 312753-06-3
ChEBI CHEBI:68575
ChEMBL Ligand CHEMBL1095777
DrugBank Ligand DB05039
DrugCentral Ligand 4183
GtoPdb PubChem SID 187051758
PubChem CID 6918554
Search Google for chemical match using the InChIKey QZZUEBNBZAPZLX-QFIPXVFZSA-N
Search Google for chemicals with the same backbone QZZUEBNBZAPZLX
Search PubMed clinical trials indacaterol
Search PubMed titles indacaterol
Search PubMed titles/abstracts indacaterol
Search UniChem for chemical match using the InChIKey QZZUEBNBZAPZLX-QFIPXVFZSA-N
Search UniChem for chemicals with the same backbone QZZUEBNBZAPZLX
Wikipedia Indacaterol