====== Ixabepilone 0.004 to 0.005μM on day4 R04 exp184 ====== ==== Mechanism of Action ==== Inhibits microtubule depolymerization, semi-synthetic analog of epothilone * **Class / Subclass 1:** Cell Cycle / Microtubule Poison * **Class / Subclass 2:** Organelle Function / Cytoskeletal Inhibitor ==== Technical Notes ==== * **PubChem Name:** %%Ixabepilone%% * **Synonyms:** Azaepothilone B; BMS 247550; BMS 247550-1 * **CAS #:** 219989-84-1 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/6445540|6445540]] * **IUPAC:** %%(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione%% * **INCHI Name:** InChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1 * **INCHI Key:** FABUFPQFXZVHFB-PVYNADRNSA-N * **Molecular Weight:** 506.7 * **Canonical SMILES:** CC1CCCC2(C(O2)CC(NC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C)C * **Isomeric SMILES:** C[C@H]1CCC[C@@]2([C@@H](O2)C[C@H](NC(=O)C[C@@H](C(C(=O)[C@@H]([C@H]1O)C)(C)C)O)/C(=C/C3=CSC(=N3)C)/C)C * **Molecular Formula:** C27H42N2O5S {{:chemogenomics:structures:chem-0117.svg?nolink}} * **Supplier Name:** Toronto Research Chemicals * **Catalog #:** I941990 * **Lot #:** N/A * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C27H42N2O5S 507.28872; found 507.28672 * **Platform ID:** Ixabepilone * **Min:** -4.1980; **Max:** 87.9090 {{:chemogenomics:dose_response:dr_227.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |0.0030 | | IC30 |0.0036 | | IC40 |0.0043 | | IC50 |0.0050 | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 04 * **Dose**: 0.004-0.005µM * **Days of incubation**: 8 * **Doublings**: 6.1 * **Numbers of reads**: 21290000 ==== 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^ |35/7|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Ixabepilone_0.004-0.005day4uM_Round-4_exp184.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp184.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:K:KIF18B|KIF18B]]|-4.56|<0.01| |[[:human_genes:M:MSI2|MSI2]]|-3.85|<0.01| |[[:human_genes:K:KIF4A|KIF4A]]|-3.78|<0.01| |[[:human_genes:S:SEPHS1|SEPHS1]]|-3.59|<0.01| |[[:human_genes:K:KNTC1|KNTC1]]|-3.40|<0.01| |[[:human_genes:T:TACC3|TACC3]]|-3.25|<0.01| |[[:human_genes:N:NPRL3|NPRL3]]|-3.20|<0.01| |[[:human_genes:K:KIF2C|KIF2C]]|-3.20|<0.01| |[[:human_genes:K:KATNB1|KATNB1]]|-3.19|<0.01| |[[:human_genes:K:KATNA1|KATNA1]]|-3.01|<0.01| |[[:human_genes:N:NPRL2|NPRL2]]|-2.99|<0.01| |[[:human_genes:D:DLGAP5|DLGAP5]]|-2.95|<0.01| |[[:human_genes:Q:QRICH1|QRICH1]]|-2.91|0.01| |[[:human_genes:S:SEPSECS|SEPSECS]]|-2.90|<0.01| |[[:human_genes:G:GNA13|GNA13]]|-2.81|<0.01| |[[:human_genes:T:TRIP13|TRIP13]]|-2.77|0.01| |[[:human_genes:F:FBXW7|FBXW7]]|-2.75|<0.01| |[[:human_genes:T:TCF4|TCF4]]|-2.71|<0.01| |[[:human_genes:I:ILF3|ILF3]]|-2.69|0.21| |[[:human_genes:A:ATP2B1|ATP2B1]]|-2.66|0.02| |[[:human_genes:D:DDX3X|DDX3X]]|-2.64|<0.01| |[[:human_genes:U:UBE4B|UBE4B]]|-2.50|0.02| |[[:human_genes:C:CCNB1|CCNB1]]|-2.49|0.03| |[[:human_genes:P:PDCD2L|PDCD2L]]|-2.46|0.02| |[[:human_genes:M:MCM9|MCM9]]|-2.45|0.02| |[[:human_genes:G:GTSE1|GTSE1]]|-2.45|0.04| |[[:human_genes:I:IPPK|IPPK]]|-2.43|0.02| |[[:human_genes:G:GAK|GAK]]|-2.42|0.02| |[[:human_genes:C:C12orf66|C12orf66]]|-2.41|0.03| |[[:human_genes:S:SOD1|SOD1]]|-2.38|0.05| |[[:human_genes:C:CDC26|CDC26]]|2.01|0.44| |[[:human_genes:S:SPATA32|SPATA32]]|2.03|0.30| |[[:human_genes:T:TM2D1|TM2D1]]|2.03|0.44| |[[:human_genes:P:PRPF8|PRPF8]]|2.03|0.65| |[[:human_genes:X:XPO4|XPO4]]|2.05|0.30| |[[:human_genes:C:C11orf95|C11orf95]]|2.06|0.51| |[[:human_genes:C:CLPB|CLPB]]|2.06|0.30| |[[:human_genes:F:FAM153A|FAM153A]]|2.08|0.30| |[[:human_genes:T:TUBA1B|TUBA1B]]|2.08|0.47| |[[:human_genes:C:CCDC94|CCDC94]]|2.14|0.55| |[[:human_genes:Z:ZNRF4|ZNRF4]]|2.15|0.22| |[[:human_genes:M:MDH1|MDH1]]|2.16|0.30| |[[:human_genes:M:MOB2|MOB2]]|2.16|0.30| |[[:human_genes:G:GABARAPL1|GABARAPL1]]|2.17|0.22| |[[:human_genes:P:POC5|POC5]]|2.19|0.22| |[[:human_genes:N:NUP88|NUP88]]|2.23|0.38| |[[:human_genes:L:LYG2|LYG2]]|2.29|0.22| |[[:human_genes:S:SMARCC1|SMARCC1]]|2.32|0.11| |[[:human_genes:E:EFNA5|EFNA5]]|2.40|0.08| |[[:human_genes:F:FEZF2|FEZF2]]|2.44|0.07| |[[:human_genes:M:ME2|ME2]]|2.61|0.03| |[[:human_genes:C:C18orf32|C18orf32]]|2.62|0.48| |[[:human_genes:R:RPL34|RPL34]]|2.68|0.30| |[[:human_genes:X:XAB2|XAB2]]|2.77|0.44| |[[:human_genes:S:SLAIN1|SLAIN1]]|2.81|0.03| |[[:human_genes:S:SAMHD1|SAMHD1]]|2.95|0.02| |[[:human_genes:K:KIFC1|KIFC1]]|2.97|<0.01| |[[:human_genes:T:TP53|TP53]]|3.05|<0.01| |[[:human_genes:C:CLASP1|CLASP1]]|3.36|<0.01| |[[:human_genes:T:TUBB4B|TUBB4B]]|3.75|<0.01| ^Screen^Correlation^Plot^ |[[:results:exp103|Taxol 0.004μM R03 exp103]]|0.181|| |[[:results:exp190|Vincristine 0.0005μM R04 exp190]]|0.117|| |[[:results:exp517|Quercetin 20μM R08 exp517]]|0.088|| |[[:results:exp217|Mdivi-1 15μM R05 exp217]]|0.083|| |[[:results:exp243|S-trityl-L-cysteine 0.5μM R05 exp243]]|0.079|| |[[:results:exp59|UMK57 1μM R01 exp59]]|0.074|| |[[:results:exp60|Vinblastine 0.002μM R01 exp60]]|0.067|| |[[:results:exp107|UMK57 0.6μM R03 exp107]]|0.067|| |[[:results:exp526|Sulforaphane 9μM R08 exp526 no dilution day6]]|0.058|| |[[:results:exp54|Taxol 0.002μM R01 exp54]]|0.056|| |[[:results:exp525|Sulforaphane 9μM R08 exp525]]|0.056|| |[[:results:exp187|proTAME 5μM R04 exp187]]|0.054|| |[[:results:exp299|Talazoparib 0.006μM R06 exp299]]|0.052|| |[[:results:exp231|Epothilone-B 0.0015μM R05 exp231]]|0.16|| |[[:results:exp223|Cabazitaxel 0.001μM R05 exp223]]|0.141|| |[[:results:exp179|Combretastatin A4 0.002 to 0.003μM day4 R04 exp179]]|0.11|| |[[:results:exp159|Docetaxel 0.001 to 0.002μM on day4 R04 exp159]]|0.106|| |[[:results:exp460|BML-284 0.09μM R08 exp460]]|0.104|| |[[:results:exp45|Docetaxel 0.002μM R01 exp45]]|0.079|| |[[:results:exp311|2-Methoxyestradiol 0.55 to 0.75μM on day4 R07 exp311]]|0.079|| |[[:results:exp228|Demecolcine 0.03μM R05 exp228]]|0.075|| |[[:results:exp232|Epothilone-D 0.004 to 0.006μM on day4 R05 exp232]]|0.073|| |[[:results:exp310|2-Methoxyestradiol 0.55μM R07 exp310]]|0.069|| |[[:results:exp215|Colchicine 0.009μM R05 exp215]]|0.066|| |[[:results:exp312|2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312]]|0.063|| |[[:results:exp162|BI-D1870 2μM R04 exp162]]|0.06|| |[[:results:exp46|HMS-I1 1μM R01 exp46]]|0.059|| |[[:results:exp5|Alpha-Amanitin 0.5μM R00 exp5]]|0.057|| |[[:results:exp360|Genistein 15μM R07 exp360]]|0.052|| {{:chemogenomics:comparison_plots:exp103_vs_exp184.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp190.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp517.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp217.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp243.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp59.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp60.png?nolink |}} {{:chemogenomics:comparison_plots:exp107_vs_exp184.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp526.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp54.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp525.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp187.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp299.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp231.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp223.png?nolink |}} {{:chemogenomics:comparison_plots:exp179_vs_exp184.png?nolink |}} {{:chemogenomics:comparison_plots:exp159_vs_exp184.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp460.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp45.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp311.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp232.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp310.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp215.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp312.png?nolink |}} {{:chemogenomics:comparison_plots:exp162_vs_exp184.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp46.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp5.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp360.png?nolink |}} ^GO Term^Fold Change^Genes^ |protein depolymerization|64.62|KIF18B,KIF2C,KATNB1,GAK| |mitotic sister chromatid segregation|31.36|KIF18B,KIF4A,KNTC1,KIF2C,KATNB1,DLGAP5,CCNB1| |sister chromatid segregation|30.47|KIF18B,KIF4A,KNTC1,KIF2C,KATNB1,DLGAP5,CCNB1| |regulation of sister chromatid segregation|29.80|KNTC1,TACC3,DLGAP5,TRIP13,CCNB1| |mitotic nuclear division|26.20|KIF18B,KIF4A,KNTC1,KIF2C,KATNB1,DLGAP5,CCNB1| |nuclear chromosome segregation|22.32|KIF18B,KIF4A,KNTC1,KIF2C,KATNB1,DLGAP5,TRIP13,CCNB1| |spindle pole|21.67|KNTC1,TACC3,KATNB1,KATNA1,DLGAP5,CCNB1| |chromosome segregation|16.84|KIF18B,KIF4A,KNTC1,KIF2C,KATNB1,DLGAP5,TRIP13,DDX3X,CCNB1| |microtubule binding|16.21|KIF18B,KIF4A,KIF2C,KATNB1,KATNA1,DLGAP5,GTSE1| |nuclear division|16.15|KIF18B,KIF4A,KNTC1,KIF2C,KATNB1,DLGAP5,TRIP13,CCNB1| |chromosome organization|15.31|KIF18B,KIF4A,KNTC1,KIF2C,KATNB1,DLGAP5,TRIP13,FBXW7,DDX3X,CCNB1,MCM9| |organelle fission|14.93|KIF18B,KIF4A,KNTC1,KIF2C,KATNB1,DLGAP5,TRIP13,CCNB1| |tubulin binding|13.45|KIF18B,KIF4A,KIF2C,KATNB1,KATNA1,DLGAP5,DDX3X,GTSE1| |spindle|13.31|KIF18B,KIF4A,KNTC1,TACC3,KIF2C,KATNB1,KATNA1,DLGAP5,CCNB1| |mitotic cell cycle process|11.87|KIF18B,KIF4A,KNTC1,TACC3,KIF2C,KATNB1,DLGAP5,TRIP13,CCNB1,GTSE1| |mitotic cell cycle|10.21|KIF18B,KIF4A,KNTC1,TACC3,KIF2C,KATNB1,DLGAP5,TRIP13,CCNB1,GTSE1| |cell division|9.71|KIF18B,KIF4A,KNTC1,TACC3,KIF2C,KATNB1,KATNA1,CCNB1| |cell cycle process|8.44|KIF18B,KIF4A,KNTC1,TACC3,KIF2C,KATNB1,DLGAP5,TRIP13,FBXW7,DDX3X,CCNB1,GTSE1| |regulation of cell cycle process|8.00|KNTC1,TACC3,KIF2C,DLGAP5,TRIP13,FBXW7,DDX3X,CCNB1,GTSE1| No GO term hits below threshold. (FDR <0.05)