DrugDevCovid19

Tracking the relevant researches of CADD drug development against COVID-19

Benzonatate

ID MW HBD HBA
7699  603.711
RB NOA Rings logP
331212.45

Function

DrugBank ID:

DB00868


Description:

Benzonatate is an oral antitussive drug used in the relief and suppression of cough in patients older than ten years of age.Currently, benzonatate is the only non-narcotic antitussive available as a prescription drug.It works to reduce the activity of cough reflex by desensitizing the tissues of the lungs and pleura involved in the cough reflex. Benzonatate was approved by the FDA in 1958 under the market name Tessalon Perles.Because its chemical structure resembles that of the anesthetic agents in the para-amino-benzoic acid class (such asprocaineandtetracaine), benzonatate exhibits anesthetic or numbing action.Although it not prone to drug misuse or abuse, benzonatate is associated with a risk for severe toxicity and overdose, especially in children. [DrugBank]

Targets:

Sodium channel protein type 5 subunit alpha (Humans) [DrugBank]

Pharmacodynamics:

Benzonatate suppresses cough associated with both acute and chronic respiratory conditions. Its works by desensitizing the pulmonary stretch receptors involved in the cough reflex. There are limited clinical trials of benzonatate; however, earlier studies demonstrated inhibition of experimentally-induced cough and subjectively-measured pathological cough by benzonatate.1 [DrugBank]

Structures

SMILES:

CCCCNc1ccc(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)cc1

2D structures:  

3D structures:  

Docking in target protein

Receptor: Mpro

Docking Site: Catalytic pocket

Ligand: Benzonatate

Vina score: -5.1

Off-target analysis based on ligand similarity (Homo sapiens)

Step 1 - Target prediction for Benzonatate: SwissTargetPrediction

Tips: Click on the link to jump to the 'SwissTargetPrediction' webserver. Select the species of 'Homo sapiens', and then paste the SMILES of Benzonatate in the SMILES input box.

Step 2 - Blind docking for Benzonatate: CB-Dock

Tips: Click on the link to jump to the 'CB-Dock' webserver. Upload the structure file of target predicted by 'SwissTargetPrediction' and the 2D/3D structure file of Benzonatate to perform blind docking.