Details of Drug

Drug General Information (ID: D0121)
Drug Name	Atovaquone
Drug Type	Small molecule
Drug Synonymous	Acuvel; Atavaquone; Mepron; Pron; Wellvone; Atovaquone GlaxoSmithKline brand; Glaxo Wellcome brand of atovaquone; GlaxoSmithKline brand of atovaquone; Malarone Pediatric; BW 566C; BW 566C80; Hydroxynaphthoquinone 566C80; Atovaquone & Interleukin 12; BW 556C-80; BW 566C-80; BW-A 566C; DRG-0084; Hydroxynaphthoquinone, 566C80; Mepron (TN); Mepron (antipneumocystic); ATO & IL-12; Atovaquone (USP/INN); Atovaquone [USAN:BAN:INN]; CRL-8131 & Atovaquone; 2-(4-(4'-chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone; 2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone; 2-(trans-4-(4-chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone; 2-(trans-4-(p-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone; 2-[trans-4-(4-chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthoquinone; 2-[trans-4-(4-chlorophenyl)cyclohexyl]-3-hydroxynaphthalene-1,4-dione; 2-[trans-4-(p-Chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthoquinone; 3-(4-(4-chlorophenyl)cyclohexyl)-4-hydroxy-naphthalene-1,2-dione; 3-[4-(4-chlorophenyl)cyclohexyl]-4-hydroxynaphthalene-1,2-dione; 566C80 hydroxynaphthoquinone; 566C80, hydroxynaphthoquinone; ATQ Click to Show/Hide
Disease Class	1F29-1F2F: Fungal infection
Therapeutic Class	Antifungal Agents
Structure
Structure	3D Structure		2D Structure
Formula	C22H19ClO3
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/h1-4,9-13,15,24H,5-8H2
InChIKey	BSJMWHQBCZFXBR-UHFFFAOYSA-N
Canonical SMILES	C1CC(CCC1C2=CC=C(C=C2)Cl)C3=C(C4=CC=CC=C4C(=O)C3=O)O
External Link
	Pubchem ID	74989
	CAS Number	94015-53-9
	CHEBI ID	575568
	TTD ID	D06ZEE
	INTEDE ID	DR0158

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM003 Affected organization distribution AM004 Affected intra/extra-hepatic metabolism AM006 Pharmacodynamic additive effects AM007 Pharmacodynamic antagonistic effects BM014 Interference of cell/tissue uptake BM019 UGT inhibition BM022 CYP450 enzyme induction BM023 UGT induction BM055 Increased risk of hepatotoxicity BM075 Increased risk of photosensitivity reactions BM107 Attenuated pharmacological effects (Unspecific)
Relation Graph

Full list of drugs interacting with Atovaquone
Affected organization distribution
	Interference of cell/tissue uptake					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1822		Iodide I-123	I-	135300	Moderate		Inter Info	[26], [27], [28]
Affected intra/extra-hepatic metabolism
	UGT inhibition					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1720		Zidovudine	C10H13N5O4	35370	Minor		Inter Info	[49], [50], [51]
	CYP450 enzyme induction					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1415		Ritonavir	C37H48N6O5S2	392622	Moderate		Inter Info	[46], [8]
	UGT induction					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0554		Efavirenz	C14H9ClF3NO2	64139	Major		Inter Info	[7], [8]
Pharmacodynamic additive effects
	Increased risk of hepatotoxicity					Drug Num: 23
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0944		Lomitapide	C39H37F6N3O2	9853053	Major		Inter Info	[1]
D1073		Mipomersen	C230H324N67O122P19S19	118984467	Major		Inter Info	[2]
D1258		Pexidartinib	C20H15ClF3N5	25151352	Major		Inter Info	[3]
D1556		Teriflunomide	C12H9F3N2O2	54684141	Major		Inter Info	[4], [5], [6]
D0900		Leflunomide	C12H9F3N2O2	3899	Major		Inter Info	[4], [5], [6]
D0114		Asparaginase Escherichia coli	NA	NA	Moderate		Inter Info	[9], [10], [11], [12], [13], [14], [15], [16], [17], [18], [19], [20], [21]
D0113		Asparaginase Erwinia chrysanthemi	NA	NA	Moderate		Inter Info	[9], [10], [11], [12], [13], [14], [15], [16], [17], [18], [19], [20], [21]
D0149		Bedaquiline	C32H31BrN2O2	5388906	Moderate		Inter Info	[22]
D0199		Brentuximab vedotin	NA	NA	Moderate		Inter Info	[23]
D0232		Calaspargase pegol	NA	NA	Moderate		Inter Info	[9], [10], [11], [12], [13], [14], [15], [16], [17], [18], [19], [20], [21]
D0248		Cannabidiol	C21H30O2	644019	Moderate		Inter Info	[13], [24]
D0789		Idelalisib	C22H18FN7O	11625818	Moderate		Inter Info	[25]
D1239		Peginterferon beta-1a	NA	NA	Moderate		Inter Info	[29], [30], [31], [32]
D1389		Remdesivir	C27H35N6O8P	121304016	Moderate		Inter Info	[12], [13], [36], [37], [38]
D1615		Trabectedin	C39H43N3O11S	108150	Moderate		Inter Info	[13], [39]
D0357		Clofarabine	C10H11ClFN5O3	119182	Moderate		Inter Info	[40]
D0584		Epirubicin	C27H29NO11	41867	Moderate		Inter Info	[12], [13], [41]
D0826		Interferon beta-1a	NA	NA	Moderate		Inter Info	[29], [30], [31], [32]
D0827		Interferon beta-1b	NA	NA	Moderate		Inter Info	[29], [30], [31], [32]
D1025		Methotrexate	C20H22N8O5	126941	Moderate		Inter Info	[13], [42]
D1106		Naltrexone	C20H23NO4	5360515	Moderate		Inter Info	[43]
D1234		Pegaspargase	C14H19NO	436058	Moderate		Inter Info	[9], [10], [11], [12], [13], [14], [15], [16], [17], [18], [19], [20], [21]
D1589		Tioguanine	C5H5N5S	2723601	Moderate		Inter Info	[47], [48]
	Increased risk of photosensitivity reactions					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1314		Porfimer sodium	C68H74N8O11	135577896	Moderate		Inter Info	[44], [13], [45]
Pharmacodynamic antagonistic effects
	Attenuated pharmacological effects (Unspecific)					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1287		Picosulfuric acid	C18H15NO8S2	5243	Moderate		Inter Info	[33], [34], [35]

References
1	Product Information. Juxtapid (lomitapide). Aegerion Pharmaceuticals Inc, Cambridge, MA.
2	Product Information. Kynamro (mipomersen). Genzyme Corporation, Cambridge, MA.
3	Product Information. Turalio (pexidartinib). Daiichi Sankyo, Inc., Parsippany, NJ.
4	Canadian Pharmacists Association.
5	EMEA "EMEA public statement on leflunomide (ARAVA) - severe and serious hepatic reactions.".
6	Product Information. Arava (leflunomide). Hoechst Marion-Roussel Inc, Kansas City, MO.
7	Product Information. Sustiva (efavirenz). DuPont Pharmaceuticals, Wilmington, DE.
8	Van Luin M, Van der Ende ME, Richter C, et al. "Lower atovaquone/proguanil concentrations in patients taking efavirenz, lopinavir/ritonavir or atazanavir/ritonavir." AIDS 24 (2010): 1223-6. [PMID: 20299957]
9	Al-Nawakil C, Willems L, Mauprivez C, et.al "Successful treatment of l-asparaginase-induced severe acute hepatotoxicity using mitochondrial cofactors." Leuk Lymphoma 55 (2014): 1670-4. [PMID: 24090500]
10	Bodmer M, Sulz M, Stadlmann S, Droll A, Terracciano L, Krahenbuhl S "Fatal liver failure in an adult patient with acute lymphoblastic leukemia following treatment with L-asparaginase." Digestion 74 (2006): epub. [PMID: 16988508]
11	Cerner Multum, Inc "ANVISA Bulario Eletrnico.".
12	Cerner Multum, Inc. "Australian Product Information.".
13	Cerner Multum, Inc. "UK Summary of Product Characteristics.".
14	Christ TN, Stock W, Knoebel RW "Incidence of asparaginase-related hepatotoxicity, pancreatitis, and thrombotic events in adults with acute lymphoblastic leukemia treated with a pediatric-inspired regimen." J Oncol Pharm Pract 24 (2018): 299-308. [PMID: 28355969]
15	Jenkins R, Perlin E "Severe hepatotoxicity from Escherichia coli L-asparaginase." J Natl Med Assoc 79 (1987): 775-9. [PMID: 3305969]
16	Lu G, Karur V, Herrington JD, Walker MG "Successful treatment of pegaspargase-induced acute hepatotoxicity with vitamin B complex and L-carnitine" Proc (Bayl Univ Med Cent) 29 (2016): 46-7. [PMID: 26722167]
17	Product Information. Asparlas (calaspargase pegol). Servier, Boston, MA.
18	Product Information. Elspar (asparaginase). Merck & Co, Inc, West Point, PA.
19	Product Information. Erwinaze (asparaginase Erwinia chrysanthemi). EUSA Pharma, Newtown, PA.
20	Product Information. Oncaspar (pegaspargase). Rhone-Poulenc Rorer, Collegeville, PA.
21	Burke PW, Aldoss I, Lunning MA, et.al "High-grade PEGylated asparaginase-related hepatotoxicity occurrence in a pediatric-inspired adult acute lymphoblastic leukemia regimen does not necessarily predict recurrent hepatotoxicity in subsequent cycles." Blood 122 (2013): 2671. [PMID: 29407583]
22	Product Information. Sirturo (bedaquiline). Janssen Pharmaceuticals, Titusville, NJ.
23	Product Information. Adcetris (brentuximab vedotin). Seattle Genetics Inc, Bothell, WA.
24	Product Information. Epidiolex (cannabidiol). Greenwich Biosciences Inc, Carlsbad, CA.
25	Product Information. Zydelig (idelalisib). Gilead Sciences, Foster City, CA.
26	Product Information. Rexulti (brexpiprazole). Otsuka American Pharmaceuticals Inc, Rockville, MD.
27	Warrington SJ, Ankier SI, Turner P "Evaluation of possible interactions between ethanol and trazodone or amitriptyline." Neuropsychobiology 15 (1986): 31-7. [PMID: 3725002]
28	Product Information. Sodium Iodide I-123 (sodium iodide I-123). GE Healthcare, Princeton, NJ.
29	Product Information. Avonex (interferon beta-1a). Biogen, Cambridge, MA.
30	Product Information. Betaseron (interferon beta-1b). Berlex, Richmond, CA.
31	Product Information. Plegridy (peginterferon beta-1a). Biogen Idec Inc, Cambridge, MA.
32	Product Information. Rebif (interferon beta-1a). Serono Laboratories Inc, Norwell, MA.
33	Product Information. Prepopik (citric acid/Mg oxide/Na picosulfate). Ferring Pharmaceuticals Inc, Tarrytown, NY.
34	MHRA. Medicines and Healthcare Regulatory Agency (general site Reference).
35	Product Information. Clenpiq (citric acid/Mg oxide/Na picosulfate). Ferring Pharmaceuticals Inc, Tarrytown, NY.
36	European Medicines Agency "Summary on compassionate use. Remdesivir Gilead.".
37	Gilead Sciences, Inc "About Remdesivir.".
38	US Food and Drug Administration "Fact sheet for health care providers emergency use authorization (EUA) of remdesivir (GS-5734TM)".
39	Product Information. Yondelis (trabectedin). Janssen Pharmaceuticals, Titusville, NJ.
40	Product Information. Clolar (clofarabine). sanofi-aventis, Bridgewater, NJ.
41	Product Information. Ellence (epirubicin) Pharmacia and Upjohn, Kalamazoo, MI.
42	Product Information. Methotrexate (methotrexate). Lederle Laboratories, Wayne, NJ.
43	Product Information. ReVia (naltrexone). DuPont Pharmaceuticals, Wilmington, DE.
44	Blakely KM, Drucker AM, Rosen CF "Drug-induced photosensitivity-an update: Culprit drugs, prevention and management." Drug Saf 42 (2019): 827-47. [PMID: 30888626]
45	Product Information. Photofrin (porfimer). Sanofi Winthrop Pharmaceuticals, New York, NY.
46	Product Information. Norvir (ritonavir). Abbott Pharmaceutical, Abbott Park, IL.
47	Product Information. Aubagio (teriflunomide). Genzyme Corporation, Cambridge, MA.
48	Product Information. Tabloid (thioguanine). Prasco Laboratories, Cincinnati, OH.
49	Lee BL, Tauber MG, Sadler B, Goldstein D, Chambers HF "Atovaquone inhibits the glucuronidation and increases the plasma concentrations of zidovudine." Clin Pharmacol Ther 59 (1996): 14-21. [PMID: 8549029]
50	Product Information. Mepron (atovaquone). Glaxo Wellcome, Research Triangle Park, NC.
51	Taburet AM, Singlas E "Drug interactions with antiviral drugs." Clin Pharmacokinet 30 (1996): 385-401. [PMID: 8743337]

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