Responsive image

Common name


Vilanterol

IUPAC name


4-[(1R)-2-[(6-{2-[(2,6-dichlorophenyl)methoxy]ethoxy}hexyl)amino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol

SMILES


[H][C@](O)(CNCCCCCCOCCOCC1=C(Cl)C=CC=C1Cl)C1=CC(CO)=C(O)C=C1

Compound class


Immunosuppressive Agents; Respiratory System; Drugs for Obstructive Airway Diseases; Adrenergics, Inhalants; CYP3A4 Inhibitors; Beta2 Agonists;

Therapeutic area


Vilanterol is approved for use in several combination products such as with fluticasone furoate under the tradename Breo Ellipta and in combination with umeclidinium bromide as Anoro Ellipta. Approved by the FDA in 2013, use of Breo Ellipta is indicated for the long-term, once-daily maintenance treatment of airflow obstruction in patients with COPD, including chronic bronchitis and emphysema. It is also indicated for once-daily maintenance treatment of asthma in patients aged 18 or older with reversible obstructive airways disease.

Common name


Vilanterol

IUPAC name


4-[(1R)-2-[(6-{2-[(2,6-dichlorophenyl)methoxy]ethoxy}hexyl)amino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol

SMILES


[H][C@](O)(CNCCCCCCOCCOCC1=C(Cl)C=CC=C1Cl)C1=CC(CO)=C(O)C=C1

INCHI


InChI=1S/C24H33Cl2NO5/c25-21-6-5-7-22(26)20(21)17-32-13-12-31-11-4-2-1-3-10-27-15-24(30)18-8-9-23(29)19(14-18)16-28/h5-9,14,24,27-30H,1-4,10-13,15-17H2/t24-/m0/s1

FORMULA


C24H33Cl2NO5

Responsive image

Common name


Vilanterol

IUPAC name


4-[(1R)-2-[(6-{2-[(2,6-dichlorophenyl)methoxy]ethoxy}hexyl)amino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol

Molecular weight


486.429

clogP


6.041

clogS


-7.384

HBond Acceptor


5

HBond Donor


4

Total Polar
Surface Area


91.18

Number of Rings


2

Rotatable Bond


16

Drug ID Common name Structure CAS SMILE Frequency
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00025 propan-1-amine Responsive image CCCN 0.0292
FDBF00065 ethylene glycol Responsive image C(O)CO 0.0265
FDBF00086 hexane Responsive image CCCCCC 0.0151
FDBF00175 1-methoxybutane Responsive image C(CCC)OC 0.0027
FDBF00287 2-(methylamino)ethanol Responsive image C(CO)NC 0.0089
FDBF00729 2-(ethylamino)ethanol Responsive image N(CCO)CC 0.0065
FDBF00795 pentan-1-ol Responsive image OCCCCC 0.0038
FDBF01249 2-ethoxyethanol Responsive image CCOCCO 0.0024
FDBF01411 1,2-dimethoxyethane Responsive image C(OC)COC 0.0027
30 , 4