DrugDevCovid19

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

Edoxudine

ID MW HBD HBA
66377  256.334
RB NOA Rings logP
572-0.74

Function

DrugBank ID:

DB13421


Description:

Edoxudine is a deoxythymidine analog with activity against herpes simplex virus. It is a potent and selective inhibitor of herpes simplex virus type 1 and 2. The obtained product is an antiviral ointment.The activity of edoxudine against herpes simplex virus was first recognized in 1967. It was later recognized to be effective in vivo in a preclinical model of keratitis caused by herpes virus.It was developed by McNeil Pharmaceutical and approved by Health Canada on December 31, 1992. This medication was later discontinued from the market in 1998. [DrugBank]

Targets:

DNA polymerase (Human herpesvirus 1) [DrugBank]

Pharmacodynamics:

In reports, it has been indicated that at antivirally active doses, edoxudine is phosphorylated to a much greater extent by hepatitis-infected cells when compared to mock-infected cells. Once phosphorylated, edoxudine is more highly incorporated into viral DNA than cellular DNA. The level of incorporation into viral DNA highly seems to be correlated with the concentration of edoxudine. The suppression of viral DNA synthesis caused a shutoff of viral replication and the viral titration is significantly reduced.2The effect of edoxudine is also proven to reduce significantly the lesion area produced by the viral activity to an even 44% reduction.1 [DrugBank]

Structures

SMILES:

CCc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O

2D structures:  

3D structures:  

Docking in target protein

Receptor: nsp1

Docking Site: Predicted binding site 2

Ligand: Edoxudine

Vina score: -4.2

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

Step 1 - Target prediction for Edoxudine: SwissTargetPrediction

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

Step 2 - Blind docking for Edoxudine: 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 Edoxudine to perform blind docking.