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
FDBF00006 phenol Responsive image c1ccc(cc1)O 0.0897
FDBF00018 propan-1-ol Responsive image C(O)CC 0.0330
FDBF00030 butan-1-amine Responsive image C(CCN)C 0.0106
FDBF00067 butane Responsive image CCCC 0.0680
FDBF00081 pentane Responsive image CCCCC 0.0316
FDBF00158 methoxymethane Responsive image COC 0.0374
FDBF00168 methoxyethane Responsive image CCOC 0.0254
FDBF00416 butan-1-ol Responsive image C(CC)CO 0.0134
FDBF02111 1-ethoxypropane Responsive image C(CC)OCC 0.0014
30 , 4