====== Atovaquone 15μM R08 exp451 ======
==== Mechanism of Action ====
Ubiquinone analog, inhibits mitochondrial complex III, induces DNA strand breaks
* **Class / Subclass 1:** Infectious Disease / Antimalarial
* **Class / Subclass 2:** Organelle Function / Mitochondrial Inhibitor
* **Class / Subclass 3:** DNA Damage, Repair and Replication / DNA Damaging Agent
==== Technical Notes ====
* **PubChem Name:** %%Atovaquone%%
* **Synonyms:** Atavaquone
* **CAS #:** 95233-18-4
* **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/74989|74989]]
* **IUPAC:** %%3-[4-(4-chlorophenyl)cyclohexyl]-4-hydroxynaphthalene-1,2-dione%%
* **INCHI Name:** 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
* **INCHI Key:** BSJMWHQBCZFXBR-UHFFFAOYSA-N
* **Molecular Weight:** 366.8
* **Canonical SMILES:** C1CC(CCC1C2=CC=C(C=C2)Cl)C3=C(C4=CC=CC=C4C(=O)C3=O)O
* **Isomeric SMILES:** N/A
* **Molecular Formula:** C22H19ClO3
{{:chemogenomics:structures:chem-0262.svg?nolink}}
* **Supplier Name:** Tocris Bioscience
* **Catalog #:** 6358
* **Lot #:** 1A/207968
* **HRMS (ESI-TOF) m/z:** (M-H)- Calcd for C22 H19 Cl O3 365.095; found 365.0967
Dose response curve not available.
==== Screen Summary ====
* **Round**: 08
* **Dose**: 15µM
* **Days of incubation**: 8
* **Doublings**: 0.3
* **Numbers of reads**: 15492810
==== Screen Results ====
^Sensitive/Resistant hits (FDR<0.05)^CRANKS^Score Plot^Top 30 Genes^Screen Similarity^Top 30 Sensitive GO terms^Top 30 Resistant GO terms^
|5/74|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Atovaquone_15uM_Round-8_exp451.txt|Scores]]||||||
{{:chemogenomics:cranks_plots:exp451.png?nolink}}
^Gene^CRANKS Score^FDR^
|[[:human_genes:N:NEFM|NEFM]]|-2.85|0.03|
|[[:human_genes:P:PANX1|PANX1]]|-2.82|0.03|
|[[:human_genes:C:CIT|CIT]]|-2.71|0.03|
|[[:human_genes:E:EIF4B|EIF4B]]|-2.68|0.03|
|[[:human_genes:S:SLC29A1|SLC29A1]]|-2.64|0.03|
|[[:human_genes:M:MDM2|MDM2]]|-2.59|0.13|
|[[:human_genes:P:PRKAA1|PRKAA1]]|-2.50|0.06|
|[[:human_genes:P:PRC1|PRC1]]|-2.49|0.12|
|[[:human_genes:E:EIF3H|EIF3H]]|-2.44|0.13|
|[[:human_genes:R:RNF113A|RNF113A]]|-2.43|0.13|
|[[:human_genes:M:MCM7|MCM7]]|-2.40|0.21|
|[[:human_genes:C:CNOT2|CNOT2]]|-2.37|0.12|
|[[:human_genes:A:ATP6V1A|ATP6V1A]]|-2.37|0.22|
|[[:human_genes:O:ORC1|ORC1]]|-2.30|0.19|
|[[:human_genes:C:CDK8|CDK8]]|-2.29|0.19|
|[[:human_genes:R:RPS2|RPS2]]|-2.25|0.15|
|[[:human_genes:S:SLC17A5|SLC17A5]]|-2.21|0.17|
|[[:human_genes:E:ERN1|ERN1]]|-2.20|0.17|
|[[:human_genes:A:ATP6V0B|ATP6V0B]]|-2.18|0.50|
|[[:human_genes:N:NDC80|NDC80]]|-2.17|0.46|
|[[:human_genes:E:ESPL1|ESPL1]]|-2.17|0.43|
|[[:human_genes:I:IGBP1|IGBP1]]|-2.16|0.43|
|[[:human_genes:I:IKZF2|IKZF2]]|-2.14|0.19|
|[[:human_genes:P:PSMC3|PSMC3]]|-2.10|0.60|
|[[:human_genes:S:SCEL|SCEL]]|-2.10|0.22|
|[[:human_genes:L:LRR1|LRR1]]|-2.09|0.47|
|[[:human_genes:R:RPH3A|RPH3A]]|-2.08|0.22|
|[[:human_genes:C:COPE|COPE]]|-2.07|0.55|
|[[:human_genes:U:USP37|USP37]]|-2.06|0.33|
|[[:human_genes:R:RNF225|RNF225]]|-2.03|0.28|
|[[:human_genes:A:ASUN|ASUN]]|2.70|<0.01|
|[[:human_genes:N:NDUFA6|NDUFA6]]|2.73|<0.01|
|[[:human_genes:C:C17orf89|C17orf89]]|2.74|<0.01|
|[[:human_genes:C:CBFB|CBFB]]|2.75|<0.01|
|[[:human_genes:C:CSNK2B|CSNK2B]]|2.76|<0.01|
|[[:human_genes:B:BAP1|BAP1]]|2.77|<0.01|
|[[:human_genes:N:NDUFA13|NDUFA13]]|2.79|0.01|
|[[:human_genes:N:NDUFS3|NDUFS3]]|2.80|<0.01|
|[[:human_genes:P:PDSS1|PDSS1]]|2.81|<0.01|
|[[:human_genes:N:NSD1|NSD1]]|2.85|<0.01|
|[[:human_genes:C:COX5A|COX5A]]|2.85|<0.01|
|[[:human_genes:D:DOHH|DOHH]]|2.89|<0.01|
|[[:human_genes:N:NDUFAF3|NDUFAF3]]|2.92|<0.01|
|[[:human_genes:T:TP53|TP53]]|2.94|<0.01|
|[[:human_genes:A:ATP5C1|ATP5C1]]|3.00|<0.01|
|[[:human_genes:F:FNDC3B|FNDC3B]]|3.01|<0.01|
|[[:human_genes:N:NDUFB9|NDUFB9]]|3.06|<0.01|
|[[:human_genes:N:NDUFB11|NDUFB11]]|3.11|<0.01|
|[[:human_genes:N:NDUFA2|NDUFA2]]|3.13|<0.01|
|[[:human_genes:A:ATP5B|ATP5B]]|3.17|<0.01|
|[[:human_genes:A:ATP5D|ATP5D]]|3.17|<0.01|
|[[:human_genes:T:TAZ|TAZ]]|3.24|0.01|
|[[:human_genes:A:ATP5A1|ATP5A1]]|3.35|<0.01|
|[[:human_genes:R:RPTOR|RPTOR]]|3.38|<0.01|
|[[:human_genes:N:NDUFB6|NDUFB6]]|3.42|<0.01|
|[[:human_genes:M:MARCH5|MARCH5]]|3.46|<0.01|
|[[:human_genes:M:MBTPS2|MBTPS2]]|3.50|<0.01|
|[[:human_genes:N:NDUFA1|NDUFA1]]|3.68|<0.01|
|[[:human_genes:B:BAK1|BAK1]]|3.86|<0.01|
|[[:human_genes:I:IBA57|IBA57]]|3.89|<0.01|
^Screen^Correlation^Plot^
|[[:results:exp503|Mitomycin-C 0.06μM R08 exp503]]|0.135||
|[[:results:exp472|CI-1040 9.5μM R08 exp472]]|0.133||
|[[:results:exp459|Bleomycin 5μM R08 exp459]]|0.11||
|[[:results:exp527|Tanespimycin 14μM R08 exp527]]|0.107||
|[[:results:exp478|Doxorubicin 0.02μM R08 exp478]]|0.103||
|[[:results:exp443|SNS-032 15μM R08 exp443]]|0.103||
|[[:results:exp199|Etoposide 0.3μM R05 exp199]]|0.101||
|[[:results:exp531|THZ1 0.06μM R08 exp531]]|0.099||
|[[:results:exp441|GSK-J4 1.5μM R08 exp441]]|0.098||
|[[:results:exp288|HMS-I2 10μM R06 exp288]]|0.098||
|[[:results:exp456|Benzoate 20000μM R08 exp456]]|0.096||
|[[:results:exp25|Oligomycin-A 2μM R00 exp25]]|0.09||
|[[:results:exp487|Hinokiflavone 12μM R08 exp487]]|0.087||
|[[:results:exp435|JQ1 0.8μM R08 exp435]]|0.086||
|[[:results:exp515|PU-H71 1μM R08 exp515]]|0.081||
|[[:results:exp28|Pimelic-diphenylamide-106 5μM R00 exp28]]|0.078||
|[[:results:exp106|UM131593 0.2μM R03 exp106]]|0.076||
|[[:results:exp513|ONC212 0.15μM R08 exp513]]|0.076||
|[[:results:exp85|UM0129480 7μM R02 exp85]]|0.075||
|[[:results:exp532|TIC10 10μM R08 exp532]]|0.074||
|[[:results:exp329|Hydroxyurea 100μM R07 exp329]]|0.074||
|[[:results:exp96|BI-2536 0.02μM R03 exp96]]|0.074||
|[[:results:exp135|MS023 7μM R03 exp135]]|0.073||
|[[:results:exp126|GSK461364A 0.1μM R03 exp126]]|0.07||
|[[:results:exp474|CR131-b 0.005μM R08 exp474]]|0.069||
|[[:results:exp529|Thimerosal 0.85μM R08 exp529]]|0.069||
|[[:results:exp489|Hippuristanol 0.12μM R08 exp489 no dilution day6]]|0.063||
|[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.059||
|[[:results:exp80|RO-3307 4.7μM R02 exp80]]|0.058||
|[[:results:exp360|Genistein 15μM R07 exp360]]|0.058||
|[[:results:exp84|UM0125461 0.74μM R02 exp84]]|0.057||
|[[:results:exp342|Calcium Ionophore 0.4μM R07 exp342]]|0.056||
|[[:results:exp22|MLN-4924 2μM R00 exp22]]|0.056||
|[[:results:exp19|Etoposide 1μM R00 exp19]]|0.055||
|[[:results:exp517|Quercetin 20μM R08 exp517]]|0.055||
|[[:results:exp431|Rotenone 0.07μM R08 exp431]]|0.054||
|[[:results:exp294|Nutlin-3A 1.6μM R06 exp294]]|0.054||
|[[:results:exp500|LY2090314 0.003μM R08 exp500 no dilution day6]]|0.054||
|[[:results:exp439|QNZ 0.01μM R08 exp439]]|0.053||
|[[:results:exp524|Staurosporine 0.02μM R08 exp524]]|0.052||
|[[:results:exp450|Artemisinin 50μM R08 exp450]]|0.137||
|[[:results:exp448|Ammonium tetrathiomolybdate 10μM R08 exp448]]|0.136||
|[[:results:exp440|Aphidicolin 0.4μM R08 exp440]]|0.13||
|[[:results:exp211|AICAR 240μM R05 exp211]]|0.097||
|[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.086||
|[[:results:exp3|Actinomycin-D 0.001μM R00 exp3]]|0.07||
|[[:results:exp539|42°C R08 exp539]]|0.063||
|[[:results:exp259|6-Thio-2-deoxyguanosine 2μM R06 exp259]]|0.062||
|[[:results:exp116|AICAR 240μM R03 exp116]]|0.06||
{{:chemogenomics:comparison_plots:exp451_vs_exp503.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp472.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp459.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp527.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp478.png?nolink |}}
{{:chemogenomics:comparison_plots:exp443_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp199_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp531.png?nolink |}}
{{:chemogenomics:comparison_plots:exp441_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp288_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp456.png?nolink |}}
{{:chemogenomics:comparison_plots:exp25_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp487.png?nolink |}}
{{:chemogenomics:comparison_plots:exp435_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp515.png?nolink |}}
{{:chemogenomics:comparison_plots:exp28_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp106_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp513.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp85.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp532.png?nolink |}}
{{:chemogenomics:comparison_plots:exp329_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp96.png?nolink |}}
{{:chemogenomics:comparison_plots:exp135_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp126_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp474.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp529.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp489.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp80.png?nolink |}}
{{:chemogenomics:comparison_plots:exp360_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp84.png?nolink |}}
{{:chemogenomics:comparison_plots:exp342_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp22_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp19_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp517.png?nolink |}}
{{:chemogenomics:comparison_plots:exp431_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp294_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp500.png?nolink |}}
{{:chemogenomics:comparison_plots:exp439_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp524.png?nolink |}}
{{:chemogenomics:comparison_plots:exp450_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp448_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp440_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp211_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp2_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp3_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp539.png?nolink |}}
{{:chemogenomics:comparison_plots:exp259_vs_exp451.png?nolink |}}
{{:chemogenomics:comparison_plots:exp116_vs_exp451.png?nolink |}}
No GO term hits below threshold. (FDR <0.05)
^GO Term^Fold Change^Genes^
|proton motive force-driven mitochondrial ATP synthesis|125.05|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|proton motive force-driven ATP synthesis|119.67|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|mitochondrial respiratory chain complex I assembly|106.21|NDUFA1,NDUFB6,NDUFA2,NDUFB11,NDUFB9,NDUFAF3,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|NADH dehydrogenase complex assembly|106.21|NDUFA1,NDUFB6,NDUFA2,NDUFB11,NDUFB9,NDUFAF3,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|ATP biosynthetic process|104.06|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|purine ribonucleoside triphosphate biosynthetic process|89.75|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|purine nucleoside triphosphate biosynthetic process|88.64|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|ribonucleoside triphosphate biosynthetic process|84.47|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|oxidative phosphorylation|78.10|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,COX5A,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|ATP metabolic process|71.80|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|nucleoside triphosphate biosynthetic process|71.26|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|inner mitochondrial membrane protein complex|58.58|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,COX5A,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|purine ribonucleoside triphosphate metabolic process|57.90|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|purine nucleoside triphosphate metabolic process|55.66|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|ribonucleoside triphosphate metabolic process|55.23|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|aerobic respiration|54.84|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,COX5A,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|nucleoside triphosphate metabolic process|49.52|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|cellular respiration|45.75|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,COX5A,NDUFS3,NDUFA13,NDUFA6,NDUFA3|
|energy derivation by oxidation of organic compounds|35.40|NDUFA1,NDUFB6,ATP5F1A,ATP5F1D,ATP5F1B,NDUFA2,NDUFB11,NDUFB9,ATP5F1C,TP53,COX5A,NDUFS3,NDUFA13,NDUFA6,NDUFA3|