Details
Stereochemistry | ACHIRAL |
Molecular Formula | C21H26N4O3 |
Molecular Weight | 382.4561 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC1=NOC2=CC(OCCC3CCN(CC3)C4=NN=C(C)C=C4)=CC=C12
InChI
InChIKey=DKSVBVKHUICELN-UHFFFAOYSA-N
InChI=1S/C21H26N4O3/c1-3-26-21-18-6-5-17(14-19(18)28-24-21)27-13-10-16-8-11-25(12-9-16)20-7-4-15(2)22-23-20/h4-7,14,16H,3,8-13H2,1-2H3
Vapendavir (BTA-798) is an orally active capsid-binding inhibitor. It is a potent, orally bioavailable, broad spectrum inhibitor of the large group of HRVs. Vapendavir binds tightly to VP1s canyon and disrupts the ability of the capsid to bind to a specific cell surface receptor. This further inhibits the release of the viral RNA into the cell cytoplasm during the viral uncoating process (removing the lipid bilayer), thereby disrupting viral replication. Vapendavir is designed to be dosed orally. Vapendavir is in phase II clinical trials for the treatment of rhinovirus-induced aggravation of pre-existing asthma or COPD. Vapendavir has shown significant results in proof-of-concept studies. Thus far, from the Phase 1/2 studies conducted, vapendavir has demonstrated a desirable clinical pharmacology profile with high bioavailability, linear pharmacokinetic profile, remained unaffected by concomitant medications, and was not exclusively metabolized.
Originator
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT03024177
Curator's Comment: 300-patient, multicenter, randomized, double-blind, placebo-controlled study of vapendavir in adults with mild to moderate asthma who also had symptoms of HRV infection. The purpose of the study was to evaluate the safety, tolerability and effectiveness of vapendavir in reducing the duration and symptoms of common cold, asthma, and lowering the risk of asthma exacerbation. Roughly 1200 individuals were screened in order to randomize 300 subjects, 155 in the vapendavir arm and 145 in the placebo group.Vapendavir was given two times daily for six consecutive days. Subjects who received 264 mg of vapendavir showed significant reduction in mean viral load. http://s1.q4cdn.com/460208960/files/Feb-8-2016_BOTA_Dushyanth.pdf
Rhinovirus, Upper Respiratory Tract Infection: Vapendavir Tablets, 264 mg, twice daily
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25199773
Vapendavir inhibited EV71 replication of all isolates (average EC50s of 0.7uM)
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NCI_THESAURUS |
C281
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504457
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)