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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1198857
CHEMBL1198857
Compound Name VILANTEROL
ChEMBL Synonyms VILANTEROL | VILANTEROL TRIFENATATE | GW642444X | GW642444M | Vilanterol
Max Phase 4 (Approved)
Trade Names
Molecular Formula C24H33Cl2NO5

Additional synonyms for CHEMBL1198857 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OCc1cc(ccc1O)[C@@H](O)CNCCCCCCOCCOCc2c(Cl)cccc2Cl
Standard InChI InChI=1S/C24H33Cl2NO5/c25-21-6-5-7-22(26)20(21)17-32-13-12-3 ...
Download InChI
Standard InChI Key DAFYYTQWSAWIGS-DEOSSOPVSA-N

Alternate Forms of Compound in ChEMBL


CHEMBL1198857

Molecule Features

CHEMBL1198857 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Beta-2 adrenergic receptor agonist Beta-2 adrenergic receptor FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication
ASTHMAD001249EFO:0000270ASTHMA3
ASTHMAD001249EFO:0000270ASTHMA4
BRONCHITIS, CHRONICD029481HP:0004469CHRONIC BRONCHITIS4
EMPHYSEMAD004646EFO:0000464EMPHYSEMA4
PULMONARY DISEASE, CHRONIC OBSTRUCTIVED029424EFO:0000341CHRONIC OBSTRUCTIVE PULMONARY DISEASE4

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1198857. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL275 Phosphodiesterase 4B Homo sapiens 0.943
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.908
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.420



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.998
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.996
CHEMBL275 Phosphodiesterase 4B Homo sapiens 0.984
CHEMBL4031 Beta-3 adrenergic receptor Rattus norvegicus 0.555

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
486.4 485.1736 4.22 16 91.18 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 4 0 6 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.97 8.06 3.48 2.57 2 32 0.27

Structural Alerts

There are 5 structural alerts for CHEMBL1198857. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:DAFYYTQWSAWIGS-DEOSSOPVSA-N
DailyMed vilanterol trifenatate

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1198857



BindingDB 50416060
ChEBI 75037
DrugBank DB09082
DrugCentral 4799
EPA CompTox Dashboard DTXSID80198318
FDA SRS 028LZY775B
Guide to Pharmacology 7353
IBM Patent System 0189F5E41442E9852469573D0AC7610C
Nikkaji J3.221.142I
PubChem 10184665
PubChem: Thomson Pharma 15180153
SureChEMBL SCHEMBL142630

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/DAFYYTQWSAWIGS-DEOSSOPVSA-N spacer
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