====== Clomiphene 4.4μM R02 exp68 ======
==== Mechanism of Action ====
Nonsteroidal selective estrogen receptor modulator (SERM), mixed agonist and antagonist of ER
  * **<color #00a2e8>Class / Subclass 1:</color>** Metabolism / Hormone Antagonist
  * **<color #00a2e8>Class / Subclass 2:</color>** Gene Regulation / Nuclear Receptor Ligand



==== Technical Notes ====
<accordion collapsed='true'>
<panel title='Protein References' collapsed='true'>
    * **<color #00a2e8>PubChem Name:</color>** %%Clomiphene citrate%%
    * **<color #00a2e8>Synonyms:</color>** Clomifene citrate
    * **<color #00a2e8>CAS #:</color>** 50-41-9
    * **<color #00a2e8>PubChem CID:</color>** [[https://pubchem.ncbi.nlm.nih.gov/compound/3033832|3033832]]
    * **<color #00a2e8>IUPAC:</color>** %%2-[4-[(Z)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid%%
    * **<color #00a2e8>INCHI Name:</color>** InChI=1S/C26H28ClNO.C6H8O7/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,3-4,19-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;
    * **<color #00a2e8>INCHI Key:</color>** PYTMYKVIJXPNBD-OQKDUQJOSA-N
    * **<color #00a2e8>Molecular Weight:</color>** 598.1
    * **<color #00a2e8>Canonical SMILES:</color>** CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Cl)C3=CC=CC=C3.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
    * **<color #00a2e8>Isomeric SMILES:</color>** CCN(CC)CCOC1=CC=C(C=C1)/C(=C(/C2=CC=CC=C2)\\Cl)/C3=CC=CC=C3.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
    * **<color #00a2e8>Molecular Formula:</color>** C32H36ClNO8
{{:chemogenomics:structures:chem-0044.svg?nolink}}
</panel>


<panel title='Protein Supplier' collapsed='true'>
    * **<color #00a2e8>Supplier Name:</color>** Selleck Chemicals
    * **<color #00a2e8>Catalog #:</color>** S2561
    * **<color #00a2e8>Lot #:</color>** N/A
</panel>


<panel title='Protein Characterization' collapsed='true'>
    * **<color #00a2e8>HRMS (ESI-TOF) m/z:</color>** (M+H)+ Calcd for C26H28ClNO 406.19322; found 406.19508
</panel>


<panel title='Dose Response Curve' collapsed='true'>
    * **<color #00a2e8>Platform ID:</color>** Clomiphene_citrate
    * **<color #00a2e8>Min:</color>** -3.7031; **<color #00a2e8>Max:</color>** 98.5235
{{:chemogenomics:dose_response:dr_7.png?nolink&500 |}}
\\ 
\\ 
\\ 
\\ 
|< 300px 100px 200px >|
^ IC   ^ Concentration (µM) ^
| IC10  |N/A    |
| IC20  |3.8615    |
| IC30  |4.2390    |
| IC40  |4.5759    |
| IC50  |4.9085    |
| IC60  |N/A    |
| IC70  |N/A    |
| IC80  |N/A    |
| IC90  |N/A    |
\\ 
</panel>
</accordion>
==== Screen Summary ====
    * **<color #00a2e8>Round</color>**: 02
    * **<color #00a2e8>Dose</color>**: 4.4µM
    * **<color #00a2e8>Days of incubation</color>**: 8
    * **<color #00a2e8>Doublings</color>**: 3.7
    * **<color #00a2e8>Numbers of reads</color>**: 13597019


==== 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^
|92/22|<color #e85500>[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Clomiphene_4.4uM_Round-2_exp68.txt|Scores]]</color>|<button type="primary" size="sm" modal="ScorePlot">View</button>|<button type="primary" size="sm" modal="modal_hits">View</button>|<button type="primary" size="sm" modal="modal_screen_similarity">View</button>|<button type="primary" size="sm" modal="modal_go_sensitive">View</button>|<button type="default" size="sm" modal="modal_go_resistant">View</button>|
<modal id='ScorePlot' size='lg' title='Clomiphene 4.4μM R02 exp68'>
{{:chemogenomics:cranks_plots:exp68.png?nolink}}
</modal>


<modal id="modal_hits" size="sm" title="Top 30 S/R Genes">
^Gene^CRANKS Score^FDR^
|[[:human_genes:G:GPR107|GPR107]]|-4.51|0.00|
|[[:human_genes:C:CHKA|CHKA]]|-4.38|0.00|
|[[:human_genes:V:VKORC1L1|VKORC1L1]]|-4.31|0.00|
|[[:human_genes:T:TBC1D22B|TBC1D22B]]|-4.08|0.00|
|[[:human_genes:S:SCAP|SCAP]]|-3.93|0.00|
|[[:human_genes:R:RAB1B|RAB1B]]|-3.72|0.00|
|[[:human_genes:T:TM9SF4|TM9SF4]]|-3.60|0.00|
|[[:human_genes:C:COL4A3BP|COL4A3BP]]|-3.52|0.00|
|[[:human_genes:R:RALGAPB|RALGAPB]]|-3.45|0.00|
|[[:human_genes:U:UNC50|UNC50]]|-3.34|0.00|
|[[:human_genes:S:SGMS1|SGMS1]]|-3.34|0.00|
|[[:human_genes:S:SPTLC2|SPTLC2]]|-3.31|0.00|
|[[:human_genes:P:PLEKHA3|PLEKHA3]]|-3.29|0.00|
|[[:human_genes:S:SLC5A3|SLC5A3]]|-3.26|0.00|
|[[:human_genes:K:KIAA1432|KIAA1432]]|-3.25|0.00|
|[[:human_genes:W:WDR11|WDR11]]|-3.24|0.00|
|[[:human_genes:A:APBA3|APBA3]]|-3.23|0.00|
|[[:human_genes:F:FAM160B1|FAM160B1]]|-3.22|0.00|
|[[:human_genes:F:FLVCR1|FLVCR1]]|-3.12|0.00|
|[[:human_genes:C:COG6|COG6]]|-3.11|0.00|
|[[:human_genes:A:ARL1|ARL1]]|-3.11|0.00|
|[[:human_genes:N:NR2C2|NR2C2]]|-3.09|0.00|
|[[:human_genes:S:SPTLC1|SPTLC1]]|-3.08|0.00|
|[[:human_genes:T:TM9SF3|TM9SF3]]|-3.07|0.00|
|[[:human_genes:A:ATP6V1D|ATP6V1D]]|-3.05|<0.01|
|[[:human_genes:C:C12orf49|C12orf49]]|-3.03|0.00|
|[[:human_genes:T:TBC1D23|TBC1D23]]|-3.00|0.00|
|[[:human_genes:A:ARPC4|ARPC4]]|-2.98|0.00|
|[[:human_genes:C:COG5|COG5]]|-2.98|<0.01|
|[[:human_genes:A:ACTR3|ACTR3]]|-2.92|0.00|
|[[:human_genes:A:AP1G1|AP1G1]]|2.29|0.05|
|[[:human_genes:E:EVI5|EVI5]]|2.30|0.05|
|[[:human_genes:F:FAM98B|FAM98B]]|2.30|0.13|
|[[:human_genes:N:NDUFB10|NDUFB10]]|2.31|0.05|
|[[:human_genes:H:HK1|HK1]]|2.33|0.05|
|[[:human_genes:R:RALA|RALA]]|2.36|0.04|
|[[:human_genes:D:DAZAP1|DAZAP1]]|2.41|0.04|
|[[:human_genes:A:AFP|AFP]]|2.42|0.04|
|[[:human_genes:W:WBP4|WBP4]]|2.43|0.05|
|[[:human_genes:L:LMAN2|LMAN2]]|2.44|0.05|
|[[:human_genes:N:NDUFAF6|NDUFAF6]]|2.44|0.03|
|[[:human_genes:C:CLPX|CLPX]]|2.51|0.04|
|[[:human_genes:D:DAP|DAP]]|2.54|0.02|
|[[:human_genes:C:CHRAC1|CHRAC1]]|2.55|0.06|
|[[:human_genes:D:DDX39A|DDX39A]]|2.58|0.02|
|[[:human_genes:C:CCAR2|CCAR2]]|2.60|0.03|
|[[:human_genes:S:STXBP3|STXBP3]]|2.72|0.02|
|[[:human_genes:C:CLK3|CLK3]]|2.77|<0.01|
|[[:human_genes:K:KDM1B|KDM1B]]|2.86|<0.01|
|[[:human_genes:Y:YPEL5|YPEL5]]|2.94|<0.01|
|[[:human_genes:L:LIG1|LIG1]]|2.98|0.27|
|[[:human_genes:G:GPD2|GPD2]]|3.10|<0.01|
|[[:human_genes:S:STX4|STX4]]|3.43|<0.01|
|[[:human_genes:R:RAB8A|RAB8A]]|4.23|<0.01|
|[[:human_genes:T:TRAPPC9|TRAPPC9]]|4.38|<0.01|
|[[:human_genes:P:PITPNB|PITPNB]]|4.38|<0.01|
|[[:human_genes:O:OSBPL9|OSBPL9]]|4.40|<0.01|
|[[:human_genes:T:TRAPPC10|TRAPPC10]]|4.66|<0.01|
|[[:human_genes:O:OSBPL11|OSBPL11]]|5.19|<0.01|
|[[:human_genes:R:RAB11A|RAB11A]]|5.27|<0.01|
</modal>


<modal id="modal_screen_similarity" size="lg" title="Correlated Screens">
^Screen^Correlation^Plot^
|[[:results:exp89|Vemurafenib 6.6μM R02 exp89]]|0.16|<button type="primary" size="small" modal="1">View</button>|
|[[:results:exp434|Vemurafenib 6.6μM R08 exp434]]|0.155|<button type="primary" size="small" modal="2">View</button>|
|[[:results:exp164|Q15 1 to 2μM on day4 R04 exp164]]|0.109|<button type="primary" size="small" modal="3">View</button>|
|[[:results:exp79|Q15 2.7μM R02 exp79]]|0.102|<button type="primary" size="small" modal="4">View</button>|
|[[:results:exp483|FTY720 3μM R08 exp483]]|0.075|<button type="primary" size="small" modal="5">View</button>|
|[[:results:exp90|WYE-354 6μM R02 exp90]]|0.067|<button type="primary" size="small" modal="6">View</button>|
|[[:results:exp227|Cryptotanshinone 12μM R05 exp227]]|0.065|<button type="primary" size="small" modal="7">View</button>|
|[[:results:exp507|Monensin 0.3μM R08 exp507]]|0.059|<button type="primary" size="small" modal="8">View</button>|
|[[:results:exp442|Ibrutinib 10μM R08 exp442]]|0.056|<button type="primary" size="small" modal="9">View</button>|
|[[:results:exp530|Thioridazine 5μM R08 exp530]]|0.056|<button type="primary" size="small" modal="10">View</button>|
|[[:results:exp510|Nicotine 3000μM R08 exp510]]|0.054|<button type="primary" size="small" modal="11">View</button>|
|[[:results:exp508|NN-Dimethylsphingosine 2.5μM R08 exp508]]|0.053|<button type="primary" size="small" modal="12">View</button>|
|[[:results:exp282|Fluvastatin 2.2μM R06 exp282]]|0.053|<button type="primary" size="small" modal="13">View</button>|
|[[:results:exp416|Tubacin 1.6μM R07 exp416]]|0.051|<button type="primary" size="small" modal="14">View</button>|
|[[:results:exp454|Bafilomycin-A1 0.009μM R08 exp454]]|0.177|<button type="primary" size="small" modal="15">View</button>|
|[[:results:exp169|BH1 1μM R04 exp169]]|0.15|<button type="primary" size="small" modal="16">View</button>|
|[[:results:exp461|BS-181 20μM R08 exp461]]|0.095|<button type="primary" size="small" modal="17">View</button>|
|[[:results:exp344|Chlorpromazine 10μM R07 exp344]]|0.077|<button type="primary" size="small" modal="18">View</button>|
|[[:results:exp469|CFI-400945 25μM R08 exp469]]|0.072|<button type="primary" size="small" modal="19">View</button>|
|[[:results:exp470|Chloroquine 32μM R08 exp470]]|0.057|<button type="primary" size="small" modal="20">View</button>|
|[[:results:exp452|Azithromycin 100μM R08 exp452]]|0.054|<button type="primary" size="small" modal="21">View</button>|
</modal>


<modal id="1" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Vemurafenib 6.6μM R02 exp89">
{{:chemogenomics:comparison_plots:exp68_vs_exp89.png?nolink |}}
</modal>

<modal id="2" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Vemurafenib 6.6μM R08 exp434">
{{:chemogenomics:comparison_plots:exp434_vs_exp68.png?nolink |}}
</modal>

<modal id="3" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Q15 1 to 2μM on day4 R04 exp164">
{{:chemogenomics:comparison_plots:exp164_vs_exp68.png?nolink |}}
</modal>

<modal id="4" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Q15 2.7μM R02 exp79">
{{:chemogenomics:comparison_plots:exp68_vs_exp79.png?nolink |}}
</modal>

<modal id="5" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  FTY720 3μM R08 exp483">
{{:chemogenomics:comparison_plots:exp483_vs_exp68.png?nolink |}}
</modal>

<modal id="6" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  WYE-354 6μM R02 exp90">
{{:chemogenomics:comparison_plots:exp68_vs_exp90.png?nolink |}}
</modal>

<modal id="7" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Cryptotanshinone 12μM R05 exp227">
{{:chemogenomics:comparison_plots:exp227_vs_exp68.png?nolink |}}
</modal>

<modal id="8" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Monensin 0.3μM R08 exp507">
{{:chemogenomics:comparison_plots:exp507_vs_exp68.png?nolink |}}
</modal>

<modal id="9" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Ibrutinib 10μM R08 exp442">
{{:chemogenomics:comparison_plots:exp442_vs_exp68.png?nolink |}}
</modal>

<modal id="10" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Thioridazine 5μM R08 exp530">
{{:chemogenomics:comparison_plots:exp530_vs_exp68.png?nolink |}}
</modal>

<modal id="11" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Nicotine 3000μM R08 exp510">
{{:chemogenomics:comparison_plots:exp510_vs_exp68.png?nolink |}}
</modal>

<modal id="12" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  NN-Dimethylsphingosine 2.5μM R08 exp508">
{{:chemogenomics:comparison_plots:exp508_vs_exp68.png?nolink |}}
</modal>

<modal id="13" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Fluvastatin 2.2μM R06 exp282">
{{:chemogenomics:comparison_plots:exp282_vs_exp68.png?nolink |}}
</modal>

<modal id="14" size="lg" title="Clomiphene 4.4μM R02 exp68  vs  Tubacin 1.6μM R07 exp416">
{{:chemogenomics:comparison_plots:exp416_vs_exp68.png?nolink |}}
</modal>

<modal id="15" size="lg" title="Bafilomycin-A1 0.009μM R08 exp454  vs  Clomiphene 4.4μM R02 exp68">
{{:chemogenomics:comparison_plots:exp454_vs_exp68.png?nolink |}}
</modal>

<modal id="16" size="lg" title="BH1 1μM R04 exp169  vs  Clomiphene 4.4μM R02 exp68">
{{:chemogenomics:comparison_plots:exp169_vs_exp68.png?nolink |}}
</modal>

<modal id="17" size="lg" title="BS-181 20μM R08 exp461  vs  Clomiphene 4.4μM R02 exp68">
{{:chemogenomics:comparison_plots:exp461_vs_exp68.png?nolink |}}
</modal>

<modal id="18" size="lg" title="Chlorpromazine 10μM R07 exp344  vs  Clomiphene 4.4μM R02 exp68">
{{:chemogenomics:comparison_plots:exp344_vs_exp68.png?nolink |}}
</modal>

<modal id="19" size="lg" title="CFI-400945 25μM R08 exp469  vs  Clomiphene 4.4μM R02 exp68">
{{:chemogenomics:comparison_plots:exp469_vs_exp68.png?nolink |}}
</modal>

<modal id="20" size="lg" title="Chloroquine 32μM R08 exp470  vs  Clomiphene 4.4μM R02 exp68">
{{:chemogenomics:comparison_plots:exp470_vs_exp68.png?nolink |}}
</modal>

<modal id="21" size="lg" title="Azithromycin 100μM R08 exp452  vs  Clomiphene 4.4μM R02 exp68">
{{:chemogenomics:comparison_plots:exp452_vs_exp68.png?nolink |}}
</modal>



<modal id="modal_go_sensitive" size="lg" title="Top 30 sensitive GO terms">
^GO Term^Fold Change^Genes^
|sphinganine metabolic process|614.22|SPTLC2,SPTLC1|
|vesicle tethering to Golgi|409.48|WDR11,TBC1D23|
|C-palmitoyltransferase activity|307.11|SPTLC2,SPTLC1|
|positive regulation of lipophagy|307.11|SPTLC2,SPTLC1|
|regulation of lipophagy|307.11|SPTLC2,SPTLC1|
|serine C-palmitoyltransferase activity|307.11|SPTLC2,SPTLC1|
|sphingomyelin biosynthetic process|184.27|SGMS1,SPTLC2,SPTLC1|
|sphingomyelin metabolic process|102.37|SGMS1,SPTLC2,SPTLC1|
|retrograde transport, endosome to Golgi|27.30|PLEKHA3,RIC1,ARL1,TBC1D23|
|ceramide metabolic process|25.59|CERT1,SGMS1,SPTLC2,SPTLC1|
|trans-Golgi network membrane|24.09|RIC1,COG6,ARL1,COG5|
|trans-Golgi network|17.20|PLEKHA3,RIC1,WDR11,COG6,ARL1,TBC1D23,COG5|
|Golgi apparatus subcompartment|13.50|SGMS1,PLEKHA3,RIC1,WDR11,COG6,ARL1,TBC1D23,COG5|
|Golgi membrane|9.36|SCAP,RAB1B,UNC50,SGMS1,PLEKHA3,RIC1,COG6,ARL1,ATP6V1D,COG5|
|endomembrane system organization|8.14|RAB1B,CERT1,PLEKHA3,COG6,ARL1,ATP6V1D,COG5|
</modal>
<modal id="modal_go_resistant" size="lg" title="Top 30 resistant GO terms">No GO term hits below threshold. (FDR <0.05)</modal>