Indacaterol maleateProduct ingredient forIndacaterol

Name
Indacaterol maleate
Drug Entry
Indacaterol

Indacaterol is a novel, ultra-long-acting, rapid onset β(2)-adrenoceptor agonist developed for Novartis for the once-daily management of asthma and chronic obstructive pulmonary disease. It was approved by the European Medicines Agency (EMA) on 30 November 2009 and by the FDA on 1 July 2011. It is marketed in Europe as Onbrez and in America as Arcapta Neohaler. Indacaterol is provided as its maleate salt form. Indacaterol is also a chiral molecule but only the pure R-enantiomer is dispensed.

Accession Number
DBSALT000101
Structure
Synonyms
Not Available
UNII
2JEC1ITX7R
CAS Number
753498-25-8
Weight
Average: 508.5629
Monoisotopic: 508.220951388
Chemical Formula
C28H32N2O7
InChI Key
IREJFXIHXRZFER-PCBAQXHCSA-N
InChI
InChI=1S/C24H28N2O3.C4H4O4/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;5-3(6)1-2-4(7)8/h5-10,18,22,25,27-28H,3-4,11-13H2,1-2H3,(H,26,29);1-2H,(H,5,6)(H,7,8)/b;2-1-/t22-;/m0./s1
IUPAC Name
(2Z)-but-2-enedioic acid; 5-[(1R)-2-[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]quinoline-2,8-diol
SMILES
[H]\C(=C(/[H])C(O)=O)C(O)=O.[H][C@](O)(CNC1CC2=C(C1)C=C(CC)C(CC)=C2)C1=C2C=CC(O)=NC2=C(O)C=C1
PubChem Compound
9827599
ChemSpider
8003340
ChEBI
68573
ChEMBL
CHEMBL1789842
Predicted Properties
Property Value Source
Water Solubility 0.00795 mg/mL ALOGPS
logP 3.9 ALOGPS
logP 4.05 Chemaxon
logS -4.7 ALOGPS
pKa (Strongest Acidic) 8.54 Chemaxon
pKa (Strongest Basic) 9.83 Chemaxon
Physiological Charge 1 Chemaxon
Hydrogen Acceptor Count 5 Chemaxon
Hydrogen Donor Count 4 Chemaxon
Polar Surface Area 85.61 Å2 Chemaxon
Rotatable Bond Count 8 Chemaxon
Refractivity 115.1 m3·mol-1 Chemaxon
Polarizability 44.99 Å3 Chemaxon
Number of Rings 4 Chemaxon
Bioavailability 1 Chemaxon
Rule of Five No Chemaxon
Ghose Filter No Chemaxon
Veber's Rule No Chemaxon
MDDR-like Rule Yes Chemaxon