====== DABN 20μM R00 exp17 ====== ==== Mechanism of Action ==== Unknown * **Class / Subclass 1:** Uncharacterized Mechanism / Chemical Screen Hit ==== Technical Notes ==== * **PubChem Name:** %%[1,1'-Binaphthalene]-2,2'-diamine%% * **Synonyms:** N/A * **CAS #:** 4488-22-6 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/20571|20571]] * **IUPAC:** %%1-(2-aminonaphthalen-1-yl)naphthalen-2-amine%% * **INCHI Name:** InChI=1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2 * **INCHI Key:** DDAPSNKEOHDLKB-UHFFFAOYSA-N * **Molecular Weight:** 284.4 * **Canonical SMILES:** C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)N)N * **Isomeric SMILES:** N/A * **Molecular Formula:** C20H16N2 {{:chemogenomics:structures:chem-0009.svg?nolink}} * **Supplier Name:** Chem-Impex International * **Catalog #:** 24623 * **Lot #:** 001702-20140303 * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C20H16N2 285.13862; found 285.13894 * **Platform ID:** DABN * **Min:** -10.2228; **Max:** 85.8979 {{:chemogenomics:dose_response:dr_262.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |6.0249 | | IC30 |6.1377 | | IC40 |6.2318 | | IC50 |6.3193 | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 00 * **Dose**: 20µM * **Days of incubation**: 8 * **Doublings**: 0.4 * **Numbers of reads**: 11551454 ==== 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^ |10/9|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/DABN_20uM_Round-0_exp17.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp17.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:A:ATP6V1A|ATP6V1A]]|-3.93|<0.01| |[[:human_genes:A:ATP6V1B2|ATP6V1B2]]|-3.88|<0.01| |[[:human_genes:S:SPTLC2|SPTLC2]]|-3.71|<0.01| |[[:human_genes:A:AURKB|AURKB]]|-3.51|0.02| |[[:human_genes:A:ATP6V0A2|ATP6V0A2]]|-3.40|<0.01| |[[:human_genes:P:PDS5B|PDS5B]]|-3.35|<0.01| |[[:human_genes:D:DDX3X|DDX3X]]|-3.09|<0.01| |[[:human_genes:C:CNOT2|CNOT2]]|-3.00|<0.01| |[[:human_genes:P:PRAMEF25|PRAMEF25]]|-2.93|0.30| |[[:human_genes:P:PRAMEF26|PRAMEF26]]|-2.91|0.30| |[[:human_genes:E:EP300|EP300]]|-2.89|0.11| |[[:human_genes:B:BRD2|BRD2]]|-2.88|<0.01| |[[:human_genes:A:ATP6AP1|ATP6AP1]]|-2.77|0.35| |[[:human_genes:X:XAB2|XAB2]]|-2.74|0.12| |[[:human_genes:S:SRBD1|SRBD1]]|-2.70|0.12| |[[:human_genes:P:PSMB4|PSMB4]]|-2.67|0.08| |[[:human_genes:L:LRP10|LRP10]]|-2.59|0.09| |[[:human_genes:H:HNRNPCL1|HNRNPCL1]]|-2.53|0.10| |[[:human_genes:A:ATP6V0D1|ATP6V0D1]]|-2.53|0.12| |[[:human_genes:C:COPA|COPA]]|-2.53|0.21| |[[:human_genes:B:BAGE|BAGE]]|-2.52|0.44| |[[:human_genes:B:BAGE3|BAGE3]]|-2.51|0.44| |[[:human_genes:P:PRIM1|PRIM1]]|-2.51|0.44| |[[:human_genes:B:BAGE2|BAGE2]]|-2.50|0.44| |[[:human_genes:B:BAGE5|BAGE5]]|-2.49|0.44| |[[:human_genes:B:BAGE4|BAGE4]]|-2.48|0.44| |[[:human_genes:E:EGFL8|EGFL8]]|-2.47|0.04| |[[:human_genes:I:INCENP|INCENP]]|-2.44|0.09| |[[:human_genes:R:RNF103-CHMP3|RNF103-CHMP3]]|-2.42|0.09| |[[:human_genes:A:ATP6V0B|ATP6V0B]]|-2.41|0.11| |[[:human_genes:T:TLE4|TLE4]]|2.05|0.39| |[[:human_genes:I:ITIH2|ITIH2]]|2.09|0.25| |[[:human_genes:H:HSPD1|HSPD1]]|2.09|0.16| |[[:human_genes:R:RIMS2|RIMS2]]|2.12|0.15| |[[:human_genes:M:MED23|MED23]]|2.14|0.14| |[[:human_genes:C:CSNK2B|CSNK2B]]|2.15|0.23| |[[:human_genes:S:SKIL|SKIL]]|2.16|0.14| |[[:human_genes:A:ATG16L1|ATG16L1]]|2.18|0.13| |[[:human_genes:T:TRIAP1|TRIAP1]]|2.22|0.13| |[[:human_genes:P:PABPC4|PABPC4]]|2.24|0.13| |[[:human_genes:L:LDB2|LDB2]]|2.24|0.15| |[[:human_genes:C:CRLS1|CRLS1]]|2.25|0.13| |[[:human_genes:G:GPC3|GPC3]]|2.27|0.12| |[[:human_genes:M:MTOR|MTOR]]|2.29|0.23| |[[:human_genes:C:CCDC117|CCDC117]]|2.32|0.13| |[[:human_genes:B:BTBD9|BTBD9]]|2.32|0.13| |[[:human_genes:T:TIMM23B|TIMM23B]]|2.35|0.39| |[[:human_genes:R:RBM14-RBM4|RBM14-RBM4]]|2.43|0.14| |[[:human_genes:R:RBM14|RBM14]]|2.44|0.14| |[[:human_genes:R:RAD1|RAD1]]|2.44|0.05| |[[:human_genes:A:APAF1|APAF1]]|2.73|0.01| |[[:human_genes:H:HCCS|HCCS]]|2.73|0.06| |[[:human_genes:P:PELO|PELO]]|2.91|<0.01| |[[:human_genes:M:MAD1L1|MAD1L1]]|3.33|<0.01| |[[:human_genes:B:BUB1B|BUB1B]]|3.77|<0.01| |[[:human_genes:Z:ZW10|ZW10]]|4.17|<0.01| |[[:human_genes:M:MAD2L1|MAD2L1]]|4.79|<0.01| |[[:human_genes:B:BUB3|BUB3]]|4.85|<0.01| |[[:human_genes:T:TRIP13|TRIP13]]|5.07|<0.01| |[[:human_genes:K:KNTC1|KNTC1]]|6.66|<0.01| ^Screen^Correlation^Plot^ |[[:results:exp28|Pimelic-diphenylamide-106 5μM R00 exp28]]|0.113|| |[[:results:exp24|Nocodazole 0.2μM R00 exp24]]|0.111|| |[[:results:exp19|Etoposide 1μM R00 exp19]]|0.11|| |[[:results:exp33|Rotenone 2μM R00 exp33]]|0.094|| |[[:results:exp26|Oligomycin-A 20μM R00 exp26]]|0.092|| |[[:results:exp22|MLN-4924 2μM R00 exp22]]|0.083|| |[[:results:exp34|Rotenone 20μM R00 exp34]]|0.079|| |[[:results:exp64|Nocodazole 0.2μM R02 exp64]]|0.078|| |[[:results:exp531|THZ1 0.06μM R08 exp531]]|0.074|| |[[:results:exp208|Vinblastine 0.015μM R05 exp208]]|0.074|| |[[:results:exp108|Vinblastine 0.2μM R03 exp108]]|0.071|| |[[:results:exp126|GSK461364A 0.1μM R03 exp126]]|0.057|| |[[:results:exp256|HMS-I1 10μM R06 exp256]]|0.056|| |[[:results:exp199|Etoposide 0.3μM R05 exp199]]|0.054|| |[[:results:exp515|PU-H71 1μM R08 exp515]]|0.053|| |[[:results:exp111|R-DABN 8μM R03 exp111]]|0.053|| |[[:results:exp93|DABN racemic mixture R03 exp93]]|0.052|| |[[:results:exp478|Doxorubicin 0.02μM R08 exp478]]|0.051|| |[[:results:exp7|Bortezomib 0.05μM R00 exp7]]|0.119|| |[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.098|| |[[:results:exp98|BI-6727 0.04μM R03 exp98]]|0.066|| |[[:results:exp3|Actinomycin-D 0.001μM R00 exp3]]|0.064|| |[[:results:exp8|Brefeldin A 0.02μM R00 exp8]]|0.056|| |[[:results:exp4|Actinomycin-D 0.01μM R00 exp4]]|0.056|| |[[:results:exp96|BI-2536 0.02μM R03 exp96]]|0.053|| |[[:results:exp343|Centrinone 0.5μM R07 exp343]]|0.052|| {{:chemogenomics:comparison_plots:exp17_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp24.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp19.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp33.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp26.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp22.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp34.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp64.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp531.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp208.png?nolink |}} {{:chemogenomics:comparison_plots:exp108_vs_exp17.png?nolink |}} {{:chemogenomics:comparison_plots:exp126_vs_exp17.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp256.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp199.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp515.png?nolink |}} {{:chemogenomics:comparison_plots:exp111_vs_exp17.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp93.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp478.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp7.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp2.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp98.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp3.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp8.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp4.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp96.png?nolink |}} {{:chemogenomics:comparison_plots:exp17_vs_exp343.png?nolink |}} ^GO Term^Fold Change^Genes^ |cellular response to increased oxygen levels|205.55|ATP6V1A,ATP6V0A2,ATP6AP1| |synaptic vesicle lumen acidification|200.98|ATP6V1A,ATP6V1B2,ATP6AP1,ATP6V0D1| |proton-transporting V-type ATPase complex|139.57|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |ATPase-coupled ion transmembrane transporter activity|131.08|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6V0D1| |proton-transporting ATPase activity, rotational mechanism|131.08|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6V0D1| |ATPase activity, coupled to transmembrane movement of ions, rotational mechanism|131.08|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6V0D1| |vacuolar proton-transporting V-type ATPase complex|125.61|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6V0D1| |response to increased oxygen levels|120.59|ATP6V1A,ATP6V0A2,ATP6AP1,ATP6V0D1| |vacuolar acidification|114.19|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |proton-transporting two-sector ATPase complex|83.74|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |intracellular pH reduction|73.89|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |ATPase-coupled monoatomic cation transmembrane transporter activity|59.11|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6V0D1| |intracellular iron ion homeostasis|44.33|ATP6V1A,ATP6V0A2,ATP6AP1,ATP6V0D1| |regulation of intracellular pH|43.32|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |regulation of cellular pH|40.96|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |regulation of pH|36.95|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |proton transmembrane transport|28.55|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |ATPase complex|26.92|ATP6V1A,ATP6V1B2,ATP6V0A2,ATP6AP1,ATP6V0D1| |coated vesicle membrane|19.53|ATP6V1A,ATP6V1B2,ATP6AP1,ATP6V0D1,COPA| ^GO Term^Fold Change^Genes^ |mitotic spindle assembly checkpoint signaling|143.29|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |spindle assembly checkpoint signaling|143.29|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |mitotic spindle checkpoint signaling|143.29|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |negative regulation of mitotic sister chromatid segregation|128.96|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |negative regulation of mitotic sister chromatid separation|128.96|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |negative regulation of chromosome segregation|120.90|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |negative regulation of metaphase/anaphase transition of cell cycle|120.90|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |negative regulation of chromosome separation|120.90|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |spindle checkpoint signaling|118.44|KNTC1,TRIP13,BUB3,ZW10,BUB1B,MAD1L1| |negative regulation of sister chromatid segregation|110.54|KNTC1,TRIP13,BUB3,ZW10,BUB1B,MAD1L1| |negative regulation of mitotic metaphase/anaphase transition|110.54|KNTC1,TRIP13,MAD2L1,ZW10,BUB1B,MAD1L1| |negative regulation of nuclear division|98.26|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1,RAD1| |regulation of mitotic sister chromatid segregation|73.00|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |regulation of chromosome separation|53.73|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |negative regulation of chromosome organization|52.28|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1| |mitotic cell cycle checkpoint signaling|36.54|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1,TRIAP1| |cell cycle checkpoint signaling|32.09|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1,RAD1,TRIAP1| |negative regulation of cell cycle process|21.18|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1,RAD1,RBM14,TRIAP1| |negative regulation of organelle organization|18.82|KNTC1,TRIP13,BUB3,MAD2L1,ZW10,BUB1B,MAD1L1,RAD1,RBM14,MTOR,TRIAP1|