====== Pimelic-diphenylamide-106 5μM R00 exp28 ====== ==== Mechanism of Action ==== Inhibits HDAC3 selectively, benzamide derivative * **Class / Subclass 1:** Gene Regulation / Epigenetic Inhibitor ==== Technical Notes ==== * **PubChem Name:** %%Pimelic Diphenylamide 106%% * **Synonyms:** RGFA-8; TC-H 106; Histone Deacetylase Inhibitor VII; RGFA-8;TC-H 106;Histone Deacetylase Inhibitor VII * **CAS #:** 937039-45-7 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/16070100|16070100]] * **IUPAC:** %%N'-(2-aminophenyl)-N-(4-methylphenyl)heptanediamide%% * **INCHI Name:** InChI=1S/C20H25N3O2/c1-15-11-13-16(14-12-15)22-19(24)9-3-2-4-10-20(25)23-18-8-6-5-7-17(18)21/h5-8,11-14H,2-4,9-10,21H2,1H3,(H,22,24)(H,23,25) * **INCHI Key:** WTKBRPXPNAKVEQ-UHFFFAOYSA-N * **Molecular Weight:** 339.4 * **Canonical SMILES:** CC1=CC=C(C=C1)NC(=O)CCCCCC(=O)NC2=CC=CC=C2N * **Isomeric SMILES:** N/A * **Molecular Formula:** C20H25N3O2 {{:chemogenomics:structures:chem-0015.svg?nolink}} * **Supplier Name:** Sigma-Aldrich * **Catalog #:** SML0313 * **Lot #:** N/A * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C20H25N3O2 340.20195; found 340.20313 * **Platform ID:** PD106 * **Min:** -5.1320; **Max:** 91.7728 {{:chemogenomics:dose_response:dr_106.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |0.7702 | | IC30 |1.0245 | | IC40 |1.2946 | | IC50 |1.6046 | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 00 * **Dose**: 5µM * **Days of incubation**: 8 * **Doublings**: 0.9 * **Numbers of reads**: 10544665 ==== 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^ |21/33|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Pimelic_Diphenylamide_106_5uM_Round-0_exp28.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp28.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:B:BRD2|BRD2]]|-3.61|<0.01| |[[:human_genes:P:PDS5B|PDS5B]]|-3.31|<0.01| |[[:human_genes:N:NOL9|NOL9]]|-3.28|0.02| |[[:human_genes:T:TSC2|TSC2]]|-3.26|<0.01| |[[:human_genes:X:XAB2|XAB2]]|-3.20|0.04| |[[:human_genes:C:COX7A2L|COX7A2L]]|-3.10|<0.01| |[[:human_genes:A:ARID4B|ARID4B]]|-2.96|0.01| |[[:human_genes:A:ATP6V1B2|ATP6V1B2]]|-2.92|0.01| |[[:human_genes:N:NOM1|NOM1]]|-2.91|0.01| |[[:human_genes:N:NPRL3|NPRL3]]|-2.82|0.03| |[[:human_genes:A:ADIPOR2|ADIPOR2]]|-2.81|0.01| |[[:human_genes:E:EP300|EP300]]|-2.76|0.13| |[[:human_genes:C:CLN8|CLN8]]|-2.74|0.02| |[[:human_genes:M:MVK|MVK]]|-2.68|0.03| |[[:human_genes:E:EXOSC7|EXOSC7]]|-2.65|0.05| |[[:human_genes:P:POLA1|POLA1]]|-2.63|0.36| |[[:human_genes:O:OSBP|OSBP]]|-2.62|0.17| |[[:human_genes:S:SEPHS2|SEPHS2]]|-2.61|0.02| |[[:human_genes:S:SPI1|SPI1]]|-2.58|0.04| |[[:human_genes:C:COPB2|COPB2]]|-2.58|0.12| |[[:human_genes:G:GOLGA6L1|GOLGA6L1]]|-2.56|0.26| |[[:human_genes:V:VPS25|VPS25]]|-2.56|0.18| |[[:human_genes:L:LPAR5|LPAR5]]|-2.51|0.03| |[[:human_genes:H:HEXIM1|HEXIM1]]|-2.48|0.03| |[[:human_genes:M:MBD1|MBD1]]|-2.45|0.03| |[[:human_genes:A:ATP6V0B|ATP6V0B]]|-2.45|0.11| |[[:human_genes:M:MRFAP1L1|MRFAP1L1]]|-2.40|0.04| |[[:human_genes:N:NPAS1|NPAS1]]|-2.38|0.04| |[[:human_genes:U:UPF1|UPF1]]|-2.38|0.24| |[[:human_genes:Q:QRICH1|QRICH1]]|-2.33|0.10| |[[:human_genes:C:CCT7|CCT7]]|2.43|0.02| |[[:human_genes:P:PRC1|PRC1]]|2.44|0.02| |[[:human_genes:O:OPA1|OPA1]]|2.48|0.02| |[[:human_genes:H:HSPD1|HSPD1]]|2.48|0.02| |[[:human_genes:Y:YARS|YARS]]|2.54|0.08| |[[:human_genes:G:GFPT1|GFPT1]]|2.56|0.02| |[[:human_genes:C:CARS|CARS]]|2.57|0.07| |[[:human_genes:T:TIMM23B|TIMM23B]]|2.62|0.11| |[[:human_genes:O:OTUD5|OTUD5]]|2.63|0.02| |[[:human_genes:N:NDUFA1|NDUFA1]]|2.63|0.02| |[[:human_genes:B:BEND3|BEND3]]|2.64|<0.01| |[[:human_genes:A:ADIPOR1|ADIPOR1]]|2.82|<0.01| |[[:human_genes:S:SERF2|SERF2]]|2.83|0.02| |[[:human_genes:R:RPTOR|RPTOR]]|2.83|<0.01| |[[:human_genes:C:CSNK2B|CSNK2B]]|2.84|<0.01| |[[:human_genes:A:ATP5J|ATP5J]]|2.96|<0.01| |[[:human_genes:U:UBE2K|UBE2K]]|2.99|<0.01| |[[:human_genes:P:PLAA|PLAA]]|3.38|<0.01| |[[:human_genes:D:DIABLO|DIABLO]]|3.70|<0.01| |[[:human_genes:F:FAF2|FAF2]]|3.71|<0.01| |[[:human_genes:H:HDAC2|HDAC2]]|3.80|<0.01| |[[:human_genes:C:CASP9|CASP9]]|3.97|<0.01| |[[:human_genes:U:UBQLN1|UBQLN1]]|4.23|<0.01| |[[:human_genes:M:MEAF6|MEAF6]]|4.68|<0.01| |[[:human_genes:V:VDAC2|VDAC2]]|4.91|<0.01| |[[:human_genes:H:HCCS|HCCS]]|5.00|<0.01| |[[:human_genes:C:CYCS|CYCS]]|5.02|<0.01| |[[:human_genes:A:APAF1|APAF1]]|5.81|<0.01| |[[:human_genes:M:MARCH5|MARCH5]]|6.96|<0.01| |[[:human_genes:B:BAK1|BAK1]]|7.17|<0.01| ^Screen^Correlation^Plot^ |[[:results:exp34|Rotenone 20μM R00 exp34]]|0.151|| |[[:results:exp531|THZ1 0.06μM R08 exp531]]|0.124|| |[[:results:exp527|Tanespimycin 14μM R08 exp527]]|0.108|| |[[:results:exp80|RO-3307 4.7μM R02 exp80]]|0.107|| |[[:results:exp524|Staurosporine 0.02μM R08 exp524]]|0.079|| |[[:results:exp106|UM131593 0.2μM R03 exp106]]|0.07|| |[[:results:exp443|SNS-032 15μM R08 exp443]]|0.067|| |[[:results:exp33|Rotenone 2μM R00 exp33]]|0.06|| |[[:results:exp85|UM0129480 7μM R02 exp85]]|0.058|| |[[:results:exp19|Etoposide 1μM R00 exp19]]|0.199|| |[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.198|| |[[:results:exp3|Actinomycin-D 0.001μM R00 exp3]]|0.148|| |[[:results:exp199|Etoposide 0.3μM R05 exp199]]|0.126|| |[[:results:exp22|MLN-4924 2μM R00 exp22]]|0.126|| |[[:results:exp459|Bleomycin 5μM R08 exp459]]|0.121|| |[[:results:exp503|Mitomycin-C 0.06μM R08 exp503]]|0.116|| |[[:results:exp17|DABN 20μM R00 exp17]]|0.113|| |[[:results:exp456|Benzoate 20000μM R08 exp456]]|0.111|| |[[:results:exp472|CI-1040 9.5μM R08 exp472]]|0.109|| |[[:results:exp7|Bortezomib 0.05μM R00 exp7]]|0.102|| |[[:results:exp478|Doxorubicin 0.02μM R08 exp478]]|0.092|| |[[:results:exp135|MS023 7μM R03 exp135]]|0.081|| |[[:results:exp440|Aphidicolin 0.4μM R08 exp440]]|0.081|| |[[:results:exp489|Hippuristanol 0.12μM R08 exp489 no dilution day6]]|0.08|| |[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.08|| |[[:results:exp451|Atovaquone 15μM R08 exp451]]|0.078|| |[[:results:exp515|PU-H71 1μM R08 exp515]]|0.077|| |[[:results:exp539|42°C R08 exp539]]|0.077|| |[[:results:exp259|6-Thio-2-deoxyguanosine 2μM R06 exp259]]|0.076|| |[[:results:exp357|Dorsomorphin 5μM R07 exp357]]|0.071|| |[[:results:exp512|Olaparib 4μM R08 exp512]]|0.069|| |[[:results:exp485|GSK626616 14μM R08 exp485]]|0.068|| |[[:results:exp435|JQ1 0.8μM R08 exp435]]|0.068|| |[[:results:exp355|Dinaciclib 0.007μM R07 exp355]]|0.064|| |[[:results:exp126|GSK461364A 0.1μM R03 exp126]]|0.062|| |[[:results:exp26|Oligomycin-A 20μM R00 exp26]]|0.062|| |[[:results:exp211|AICAR 240μM R05 exp211]]|0.061|| |[[:results:exp441|GSK-J4 1.5μM R08 exp441]]|0.061|| |[[:results:exp474|CR131-b 0.005μM R08 exp474]]|0.057|| |[[:results:exp4|Actinomycin-D 0.01μM R00 exp4]]|0.057|| |[[:results:exp350|Deferoxamine 11μM R07 exp350]]|0.054|| |[[:results:exp67|BVD-523 15μM R02 exp67]]|0.054|| |[[:results:exp24|Nocodazole 0.2μM R00 exp24]]|0.053|| {{:chemogenomics:comparison_plots:exp28_vs_exp34.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp531.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp527.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp80.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp524.png?nolink |}} {{:chemogenomics:comparison_plots:exp106_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp443.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp33.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp85.png?nolink |}} {{:chemogenomics:comparison_plots:exp19_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp2_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp3.png?nolink |}} {{:chemogenomics:comparison_plots:exp199_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp22_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp459.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp456.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp472.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp7.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp478.png?nolink |}} {{:chemogenomics:comparison_plots:exp135_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp440.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp489.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp488.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp451.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp515.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp539.png?nolink |}} {{:chemogenomics:comparison_plots:exp259_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp357.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp512.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp485.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp435.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp355.png?nolink |}} {{:chemogenomics:comparison_plots:exp126_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp26_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp441.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp474.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp4.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp350.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp67.png?nolink |}} {{:chemogenomics:comparison_plots:exp24_vs_exp28.png?nolink |}} No GO term hits below threshold. (FDR <0.05) ^GO Term^Fold Change^Genes^ |apoptosome|552.70|APAF1,CASP9| |activation of cysteine-type endopeptidase activity involved in apoptotic process by cytochrome c|442.16|APAF1,CYCS,CASP9,DIABLO| |activation of cysteine-type endopeptidase activity involved in apoptotic process|34.01|APAF1,CYCS,CASP9,HSPD1| |positive regulation of cysteine-type endopeptidase activity|26.74|BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1| |positive regulation of endopeptidase activity|22.87|BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1| |positive regulation of peptidase activity|20.86|BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1| |regulation of cysteine-type endopeptidase activity involved in apoptotic process|17.71|APAF1,CYCS,CASP9,DIABLO,HSPD1| |regulation of cysteine-type endopeptidase activity|17.64|BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1| |intrinsic apoptotic signaling pathway|17.27|BAK1,APAF1,CYCS,CASP9,DIABLO| |positive regulation of proteolysis|13.16|BAK1,APAF1,CYCS,UBQLN1,CASP9,HDAC2,DIABLO,HSPD1| |regulation of endopeptidase activity|12.37|BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1| |regulation of peptidase activity|11.40|BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1| |apoptotic signaling pathway|10.77|BAK1,APAF1,CYCS,VDAC2,CASP9,DIABLO| |regulation of proteolysis|8.43|BAK1,APAF1,CYCS,UBQLN1,CASP9,HDAC2,DIABLO,UBE2K,HSPD1| |mitochondrial inner membrane|8.43|CYCS,HCCS,ATP5PF,NDUFA1,TIMM23B,HSPD1,OPA1| |mitochondrial envelope|8.08|BAK1,MARCHF5,CYCS,HCCS,VDAC2,DIABLO,ATP5PF,NDUFA1,TIMM23B,HSPD1,OPA1| |positive regulation of hydrolase activity|8.06|BAK1,APAF1,CYCS,CASP9,DIABLO,PLAA,HSPD1| |mitochondrial membrane|7.83|BAK1,MARCHF5,CYCS,HCCS,VDAC2,ATP5PF,NDUFA1,TIMM23B,HSPD1,OPA1| |organelle inner membrane|7.57|CYCS,HCCS,ATP5PF,NDUFA1,TIMM23B,HSPD1,OPA1|