Rx00033 - Atovaquone


Name:
Atovaquone
Rx ID:
Rx00033
Validation Level:
Phenomic Similarity:
0.8
Reference ID:
DB01117
Primary Indications:
Pneumocystis carinii pneumonia; Pneumocystis jiroveci pneumonia
Orphan Indications:
No annotated orphan indications.
Rare Indications:
Toxoplasma gondii encephalitis; HIV
Common Indications:
Mild Pneumocystis carinii pneumonia; moderate Pneumocystis carinii pneumonia
Drug Interactions:
Rifabutin; Rifampicin; Tetracycline Zidovudine;
Food Interactions:
Fatty foods increase absorption. Take with food, bioavailability is increased 2 to 3 fold.

Interactive 3D Model

Interactive Drug Target Network

Interactive Bipartite Drug Repurposing Graph

Rx00033
Primary Indication
Secondary Indication

Visualize Chemical Properties

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Disease prevalence from Electronic Health Records

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Disease A Disease B A∩B A∩¬B B∩¬A Odds-Ratio P-Value Adjusted P-Value
Pneumocystis carinii pneumonia moderate Pneumocystis carinii pneumonia 745 745 745 5416.005 0 0.0
Pneumocystis jiroveci pneumonia moderate Pneumocystis carinii pneumonia 745 745 745 5416.005 0 0.0

Chemical, Pharmacological and Biological Annotations


ATC Code:
P01AX06
Brand:
Malarone Pediatric
Categories:
No categories annotated in DrugBank
ChEBI ID:
575568
PubChem ID:
74989
KEGG Drug ID:
D00236
SMILE:
OC1=C([C@H]2CC[C@@H](CC2)C2=CC=C(Cl)C=C2)C(=O)C2=CC=CC=C2C1=O
InChI:
1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13)19-20(24)17-3-1-2-4-18(17)21(25)22(19)26/h1-4,9-13,15,26H,5-8H2/t13-,15-
Classification:
Kingdom:
Organic Compounds
Superclass:
Benzenoids
Class:
Acenes and Derivatives
Subclass:
Naphthalenes
Indication:
For the treatment or prevention of <i>Pneumocystis carinii</i> pneumonia in patients who are intolerant to trimethoprim-sulfamethoxazole (TMP-SMX). Also indicated for the acute oral treatment of mild to moderate PCP in patients who are into...
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Pharmacodynamics:
Atovaquone is a highly lipophilic drug that closely resembles the structure ubiquinone. Its inhibitory effect being comparable to ubiquinone, in sensitive parasites atovaquone can act by selectively affecting mitochondrial electron transpor...
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Description:
A hydroxynaphthoquinone that has antimicrobial activity and is being used in antimalarial protocols. [PubChem]
Mechanism:
Atovaquone is a hydroxy- 1, 4- naphthoquinone, an analog of ubiquinone, with antipneumocystis activity. The mechanism of action against <i>Pneumocystis carinii</i> has not been fully elucidated. In Plasmodium species, the site of action app...
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Adsorption, Distribution, Metabolism, Excretion and Toxicity


Human Intestinal Absorption:
+
Blood Brain Barrier:
+
Caco-2 permeable:
+
P-glycoprotein substrate:
Substrate
P-glycoprotein inhibitor I:
Non-inhibitor
P-glycoprotein inhibitor II:
Non-inhibitor
Renal organic cation transporter:
Non-inhibitor
CYP450 2C9 substrate:
Inhibitor
CYP450 2D6 substrate:
Non-inhibitor
CYP450 2C19 substrate:
Non-inhibitor
CYP450 inhibitory promiscuity:
Low CYP Inhibitory Promiscuity
Ames test:
Non AMES toxic
Carcinogenicity:
Non-carcinogens
Biodegradation:
Not ready biodegradable
Rat acute toxicity:
2.8010 LD50, mol/kg
hERG inhibition (predictor I):
Weak inhibitor
hERG inhibition (predictor II):
Non-inhibitor

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Dudley Laboratory
Department of Genetics and Genomic Sciences
Icahn Institute for Genomics and Multiscale Biology
Icahn School of Medicine at Mount Sinai
One Gustave L. Levy Place, Box 1498
Manhattan, New York City, NY
repurposedb@dudleylab.org