DrugDevCovid19

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

Rifabutin

ID MW HBD HBA
135398743  847.057
RB NOA Rings logP
91564.67

Function

DrugBank ID:

DB00615


Description:

A broad-spectrum antibiotic that is being used as prophylaxis against disseminated Mycobacterium avium complex infection in HIV-positive patients. [DrugBank]

Targets:

DNA-directed RNA polymerase subunit alpha (Escherichia coli (strain K12)); DNA-directed RNA polymerase subunit beta (Escherichia coli (strain K12)); DNA-directed RNA polymerase subunit beta' (Escherichia coli (strain K12)); Heat shock protein HSP 90-alpha (Humans); Endoplasmin (Humans) [DrugBank]

Pharmacodynamics:

Rifabutin is an antibiotic that inhibits DNA-dependent RNA polymerase activity in susceptible cells. Specifically, it interacts with bacterial RNA polymerase but does not inhibit the mammalian enzyme. It is bactericidal and has a very broad spectrum of activity against most gram-positive and gram-negative organisms (including Pseudomonas aeruginosa) and specifically Mycobacterium tuberculosis. Because of rapid emergence of resistant bacteria, use is restricted to treatment of mycobacterial infections and a few other indications. Rifabutin is well absorbed when taken orally and is distributed widely in body tissues and fluids, including the CSF. It is metabolized in the liver and eliminated in bile and, to a much lesser extent, in urine, but dose adjustments are unnecessary with renal insufficiency. [DrugBank]

Structures

SMILES:

CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)/c(c5c(c4c3C2=O)NC2(CCN(CC(C)C)CC2)N=5)=N\C(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C

2D structures:  

3D structures:  

Docking in target protein

Receptor: RdRp

Docking Site: Catalytic pocket

Ligand: Rifabutin

Vina score: -8.8

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

Step 1 - Target prediction for Rifabutin: SwissTargetPrediction

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

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