≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
KU 59403 is a potent ATM inhibitor, with IC 50 values of 3 nM, 9.1 μM and 10 μM for ATM , DNA-PK and PI3K , respectively
In Vitro
KU 59403 (1 μM) enhances VP-16 (1 μM) cytotoxicity to a similar extent in HCT116 and HCT116-N7 cells, and in the p53 mutant SW620 cells and human breast cancer cell line, MDAMB-231, sensitisation is 11.9±4.7 and 3.8±1.8-fold respectively. Inhibition of IR-induced ATM activity by KU 59403 (1 μM) is approximately 50% in MDA-MB231 cells and >50% in HCT116 cells that have low ATM expression and activity. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: LoVo, HCT116 and SW620 (human colon cancer), and U2OS (human osteosarcoma) and MDA-MB-231 (human breast cancer) cells. Concentration: 1 μM. Incubation Time: 16 hours. Result: Had at least 1000 times greater specificity for ATM over other members of the PI3K family tested. Enhanced camptothecin cytotoxicity in both cell lines with greater enhancement being observed in the LoVo compared to the SW620 cells. Significantly enhanced the cytotoxicity of fixed concentrations of VP-16 (0.1 and 1 μM) or NSC 123127 (10 or 100 nM) in these cell lines, with greater enhancement of VP-16 in SW620 cells and of NSC 123127 in LoVo cells.
In Vivo
KU59403 with a single daily dose of 12.5 mg/kg causes a significant sensitization . Increasing the dose of KU59403 to 25 mg/kg given twice daily results in the greatest chemo-sensitisation with a 3-fold increase in BMY-40481-induced tumour growth delay in both SW620 and HCT116-N7 xenografts, in the absence of a significantly increased toxicity . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: CD-1 nude mice implanted with SW620 or HCT116-N7 human cancer cell lines at 1×10 7 cells per animal s.c. (n=5 per group) . Dosage: 6, 12.5 and 25 mg/kg. Administration: I.P. twice daily (0 and 4 hours) and 12.5 mg/kg once daily. Result: Treatment with BMY-40481 alone causes a modest tumour growth delay of 4 days (time to RTV4=10.5 days). This delay is extended to 8.5 days when given with KU 59403 at 12.5 mg/kg i.p. twice daily for 5 days and 11.5 days (time to RTV4=18 days) when given with KU 59403 at 25 mg/kg i.p. twice daily for 5 days.
Form:Solid
IC50& Target:IC50: 3 nM (ATM)
| Sorrisos canónicos | CN1CCN(CC1)CCC(=O)NC2=CC3=C(C=C2)SC4=C(C=CC=C4S3)C5=CC(=O)C=C(O5)N6CCOCC6 |
|---|---|
| IUPAC Name | 3-(4-methylpiperazin-1-yl)-N-[6-(6-morpholin-4-yl-4-oxopyran-2-yl)thianthren-2-yl]propanamide |
| InChIKey | IIBZKDYAYJSSGB-UHFFFAOYSA-N |
| INCHI | 1S/C29H32N4O4S2/c1-31-9-11-32(12-10-31)8-7-27(35)30-20-5-6-24-26(17-20)38-25-4-2-3-22(29(25)39-24)23-18-21(34)19-28(37-23)33-13-15-36-16-14-33/h2-6,17-19H,7-16H2,1H3,(H,30,35) |
| SMILES isoméricas | CN1CCN(CC1)CCC(=O)NC2=CC3=C(C=C2)SC4=C(C=CC=C4S3)C5=CC(=O)C=C(O5)N6CCOCC6 |
| PubChem CID | 11433009 |
| Termos de entrada MeSH | KU59403 |
| Peso molecular | 564.72 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Classe | Benzodithiins |
| Subclass | 1,4-benzodithiins |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Thianthrenes |
| Alternative Parents | Beta amino acids and derivatives Diarylthioethers N-arylamides Dialkylarylamines Pyranones and derivatives N-methylpiperazines Benzenoids Morpholines Vinylogous amides Heteroaromatic compounds Trialkylamines Secondary carboxylic acid amides Cyclic ketones Azacyclic compounds Oxacyclic compounds Dialkyl ethers Hydrocarbon derivatives Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Thianthrene - Beta amino acid or derivatives - Diarylthioether - Aryl thioether - Dialkylarylamine - N-arylamide - Pyranone - N-alkylpiperazine - N-methylpiperazine - 1,4-diazinane - Morpholine - Oxazinane - Piperazine - Pyran - Benzenoid - Heteroaromatic compound - Vinylogous amide - Cyclic ketone - Amino acid or derivatives - Tertiary amine - Secondary carboxylic acid amide - Tertiary aliphatic amine - Carboxamide group - Thioether - Azacycle - Oxacycle - Carboxylic acid derivative - Dialkyl ether - Ether - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Amine - Aromatic heteropolycyclic compound |
| Descrição | This compound belongs to the class of organic compounds known as thianthrenes. These are organic compounds containing a thianthrene moiety. Thianthrene is a tricyclic ring system that consists of two benzene rings fused to each other through a 1,4-dithiin ring. |
| External Descriptors | Not available |
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Peso molecular | 564.700 g/mol |
|---|---|
| XLogP3 | 2.900 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 6 |
| Exact Mass | 564.186 Da |
| Monoisotopic Mass | 564.186 Da |
| Topological Polar Surface Area | 125.000 Ų |
| Heavy Atom Count | 39 |
| Formal Charge | 0 |
| Complexity | 963.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
