GDC-0917 (CUDC-427)
CUDC-427, also known as, GDC-0917, is an orally available, monovalent mimetic of second mitochondrial-derived activator of caspases (Smac/DIABLO) and inhibitor of IAPs (Inhibitor of Apoptosis Proteins) with potential antineoplastic activity. Smac mimetic CUDC-427 binds to the Smac binding groove on IAPs, including the direct caspase inhibitor X chromosome-linked IAP (XIAP) and the cellular IAPs 1 and 2. This inhibits the activities of these IAPs and promotes the induction of apoptosis through apoptotic signaling pathways.
1: Wong H, Gould SE, Budha N, Darbonne WC, Kadel EE 3rd, La H, Alicke B, Halladay JS, Erickson R, Portera C, Tolcher AW, Infante JR, Mamounas M, Flygare JA, Hop CE, Fairbrother WJ. Learning and Confirming with Preclinical Studies: Modeling and Simulation in the Discovery of GDC-0917, an IAP Antagonist. Drug Metab Dispos. 2013 41:2104-2113. PubMed PMID: 24041744.
| Chemical | |
|---|---|
| CAS Num | 1446182-94-0 |
| Chemical Formula | C29H36N6O4S |
| Molecular Weight | 564.7 |
| IUPAC Chemical Name | (S)-1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)-N-(2-(oxazol-2-yl)-4-phenylthiazol-5-yl)pyrrolidine-2-carboxamide |
| Exact Mass | 564.25187 |
| Elemental Analysis | C, 61.68; H, 6.43; N, 14.88; O, 11.33; S, 5.68 |
| Synonym | GDC0917; GDC-0917; GDC 0917; CUDC427; CUDC-427; CUDC 427. |
| Solubility | GDC-0917 free base is soluble in DMSO, not water soluble. GDC-0917 TFA salt is water soluble. |
| SMILES Code | O=C([C@H]1N(C([C@H](C2CCCCC2)NC([C@@H](NC)C)=O)=O)CCC1)NC3=C(C4=CC=CC=C4)N=C(C5=NC=CO5)S3 |
| Biological | |
| Targets and Effects | Apoptosis Protein inhibitor |
| Pathways | Apoptosis |
| Physical | |
| Appearance | white solid powder |
| Purity | >98% (or refer to the Certificate of Analysis) |
| Shipping Condition | Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs. |
| Storage Condition | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
| Shelf Life | >2 years if stored properly |
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