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
FDBF00036 pentan-1-amine Responsive image CCCCCN 0.0045
FDBF00040 ethanamine Responsive image CCN 0.0677
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF00169 1-methoxypropane Responsive image CCCOC 0.0062
FDBF00603 ethoxyethane Responsive image O(CC)CC 0.0058
FDBF00805 2-methoxyethanol Responsive image C(OC)CO 0.0072
FDBF01333 4-[(1R)-1-hydroxyethyl]phenol Responsive image CC(O)c1ccc(cc1)O 0.0010
FDBF02108 2-(hydroxymethyl)phenol Responsive image Oc1c(cccc1)CO 0.0014
FDBF03834 (2,6-dichlorophenyl)methanol Responsive image C(c1c(cccc1Cl)Cl)O 0.0007
30 , 4