====== Vinorelbine 0.001μM R05 exp249 ====== ==== Mechanism of Action ==== Inhibits microtubule polymerization and mitotic spindle formation, induces spindle assembly checkpoint (SAC) * **Class / Subclass 1:** Cell Cycle / Microtubule Poison * **Class / Subclass 2:** Organelle Function / Cytoskeletal Inhibitor ==== Technical Notes ==== * **PubChem Name:** %%Vinorelbine ditartrate salt hydrate%% * **Synonyms:** N/A * **CAS #:** 125317-39-7(anhydrous) * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/16079018|16079018]] * **IUPAC:** %%(2R,3R)-2,3-dihydroxybutanedioic acid;methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(12S,14R)-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;hydrate%% * **INCHI Name:** InChI=1S/C45H54N4O8.2C4H6O6.H2O/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7;2*5-1(3(7)8)2(6)4(9)10;/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3;2*1-2,5-6H,(H,7,8)(H,9,10);1H2/t28-,37-,38+,39+,42+,43+,44-,45-;2*1-,2-;/m011./s1 * **INCHI Key:** ZLIPKSVXTCRHIB-GNBHHJMASA-N * **Molecular Weight:** 1097.1 * **Canonical SMILES:** CCC1=CC2CC(C3=C(CN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC.C(C(C(=O)O)O)(C(=O)O)O.C(C(C(=O)O)O)(C(=O)O)O.O * **Isomeric SMILES:** CCC1=C[C@H]2C[C@@](C3=C(CN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O.O * **Molecular Formula:** C53H68N4O21 {{:chemogenomics:structures:chem-0153.svg?nolink}} * **Supplier Name:** Sigma-Aldrich * **Catalog #:** V2264 * **Lot #:** N/A * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C45H54N4O8 779.40144; found 779.40156 * **Platform ID:** Vinorelbine * **Min:** -2.9540; **Max:** 95.0771 {{:chemogenomics:dose_response:dr_252.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |0.0008 | | IC30 |0.0009 | | IC40 |0.0009 | | IC50 |0.0010 | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 05 * **Dose**: 1nM * **Days of incubation**: 8 * **Doublings**: 7.2 * **Numbers of reads**: 20248446 ==== 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^ |1/0|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Vinorelbine_0.001uM_Round-5_exp249.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp249.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:M:MT3|MT3]]|-2.94|0.03| |[[:human_genes:P:PRAMEF25|PRAMEF25]]|-2.89|0.64| |[[:human_genes:P:PRAMEF26|PRAMEF26]]|-2.88|0.64| |[[:human_genes:D:DLGAP5|DLGAP5]]|-2.56|0.14| |[[:human_genes:D:DDX39A|DDX39A]]|-2.35|0.30| |[[:human_genes:G:GFRA2|GFRA2]]|-2.21|0.62| |[[:human_genes:I:ILF3|ILF3]]|-2.18|0.64| |[[:human_genes:N:NPAP1|NPAP1]]|-2.17|0.62| |[[:human_genes:O:ORC3|ORC3]]|-2.09|0.62| |[[:human_genes:C:C15orf26|C15orf26]]|-2.09|0.62| |[[:human_genes:S:SNF8|SNF8]]|-2.08|0.62| |[[:human_genes:G:GMPPB|GMPPB]]|-2.07|0.66| |[[:human_genes:E:EEF2|EEF2]]|-2.07|0.74| |[[:human_genes:X:XPO1|XPO1]]|-2.05|0.78| |[[:human_genes:S:SFRP2|SFRP2]]|-2.03|0.62| |[[:human_genes:P:PRAMEF9|PRAMEF9]]|-2.03|0.62| |[[:human_genes:C:CEP95|CEP95]]|-2.02|0.64| |[[:human_genes:C:C6orf136|C6orf136]]|-1.99|0.62| |[[:human_genes:G:GCLC|GCLC]]|-1.98|0.62| |[[:human_genes:L:LRRC40|LRRC40]]|-1.97|0.62| |[[:human_genes:A:ATP6V1F|ATP6V1F]]|-1.96|0.63| |[[:human_genes:N:NUDT5|NUDT5]]|-1.95|0.63| |[[:human_genes:M:MARK2|MARK2]]|-1.95|0.62| |[[:human_genes:F:FAM126A|FAM126A]]|-1.94|0.63| |[[:human_genes:P:PMM2|PMM2]]|-1.93|0.62| |[[:human_genes:Z:ZNHIT1|ZNHIT1]]|-1.92|0.62| |[[:human_genes:G:GPCPD1|GPCPD1]]|-1.92|0.62| |[[:human_genes:G:GRB7|GRB7]]|-1.91|0.62| |[[:human_genes:Q:QRICH1|QRICH1]]|-1.90|0.69| |[[:human_genes:Z:ZRSR2|ZRSR2]]|-1.89|0.62| |[[:human_genes:D:DYNC1H1|DYNC1H1]]|1.95|0.76| |[[:human_genes:L:LIN7C|LIN7C]]|1.96|0.49| |[[:human_genes:E:EIF2B5|EIF2B5]]|1.96|0.49| |[[:human_genes:P:PDCD7|PDCD7]]|1.96|0.49| |[[:human_genes:S:STRBP|STRBP]]|1.97|0.49| |[[:human_genes:Z:ZKSCAN1|ZKSCAN1]]|2.01|0.49| |[[:human_genes:M:MPP6|MPP6]]|2.01|0.49| |[[:human_genes:L:LMOD1|LMOD1]]|2.02|0.49| |[[:human_genes:F:FILIP1L|FILIP1L]]|2.02|0.49| |[[:human_genes:T:TESC|TESC]]|2.03|0.49| |[[:human_genes:R:RBMS2|RBMS2]]|2.04|0.49| |[[:human_genes:R:RPA1|RPA1]]|2.05|0.64| |[[:human_genes:A:AHCTF1|AHCTF1]]|2.06|0.49| |[[:human_genes:P:PDHA1|PDHA1]]|2.07|0.49| |[[:human_genes:Z:ZNF536|ZNF536]]|2.08|0.49| |[[:human_genes:W:WEE1|WEE1]]|2.08|0.75| |[[:human_genes:S:SSR2|SSR2]]|2.10|0.49| |[[:human_genes:O:OGFR|OGFR]]|2.11|0.49| |[[:human_genes:P:POLR2A|POLR2A]]|2.12|0.49| |[[:human_genes:F:FDXACB1|FDXACB1]]|2.14|0.49| |[[:human_genes:K:KPNB1|KPNB1]]|2.16|0.64| |[[:human_genes:R:RPS19|RPS19]]|2.17|0.59| |[[:human_genes:R:RBM20|RBM20]]|2.18|0.49| |[[:human_genes:C:CCDC83|CCDC83]]|2.20|0.49| |[[:human_genes:K:KCNJ2|KCNJ2]]|2.20|0.49| |[[:human_genes:P:PSMD11|PSMD11]]|2.20|0.49| |[[:human_genes:S:SDR9C7|SDR9C7]]|2.23|0.49| |[[:human_genes:Z:ZFAND6|ZFAND6]]|2.56|0.30| |[[:human_genes:C:COPB2|COPB2]]|2.70|0.49| |[[:human_genes:R:RPL30|RPL30]]|2.79|0.57| ^Screen^Correlation^Plot^ |[[:results:exp235|Geldanamycin 0.01μM R05 exp235]]|0.062|| |[[:results:exp100|NFN1 1μM R03 exp100]]|0.051|| {{:chemogenomics:comparison_plots:exp235_vs_exp249.png?nolink |}} {{:chemogenomics:comparison_plots:exp100_vs_exp249.png?nolink |}} No GO term hits below threshold. (FDR <0.05) No GO term hits below threshold. (FDR <0.05)