AZD5582 is a Smac mimetic which acts as an antagonist of the inhibitor of apoptosis proteins (IAPs).
CAT No: PI-004
CAS No:1258392-53-8
Synonyms/Alias:AZD5582;1258392-53-8;AZD-5582;AZD 5582;CHEMBL3108827;NSC787048;(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]-N-[(1S,2R)-2-[6-[[(1S,2R)-1-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-2,3-dihydro-1H-inden-2-yl]oxy]hexa-2,4-diynoxy]-2,3-dihydro-1H-inden-1-yl]pyrrolidine-2-carboxamide;(2S,2'S)-1,1'-((S,2S,2'S)-2,2'-(((1S,1'S,2R,2'R)-(Hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(cyclohexane-3,1-diyl))bis(2-((S)-2-(methylamino)propanamido)acetyl))bis(pyrrolidine-2-carboxamide);(2S)-1-((2S)-2-cyclohexyl-2-(((2S)-2-(methylamino)propanoyl)amino)acetyl)-N-((1S,2R)-2-(6-(((1S,2R)-1-(((2S)-1-((2S)-2-cyclohexyl-2-(((2S)-2-(methylamino)propanoyl)amino)acetyl)pyrrolidine-2-carbonyl)amino)-2,3-dihydro-1H-inden-2-yl)oxy)hexa-2,4-diynoxy)-2,3-dihydro-1H-inden-1-yl)pyrrolidine-2-carboxamide;GTPL7710;SCHEMBL2724968;AZD5582?;EX-A1396;IAC39253;BDBM50495451;s7362;AKOS037648604;CCG-270609;NSC-787048;BS-14829;DA-71201;HY-12600;C72040;BRD-K88767641-001-01-7;Q27074760;(2S)-1-[(2S)-2-CYCLOHEXYL-2-[(2S)-2-(METHYLAMINO)PROPANAMIDO]ACETYL]-N-[(1S,2R)-2-[(6-{[(1S,2R)-1-[(2S)-1-[(2S)-2-CYCLOHEXYL-2-[(2S)-2-(METHYLAMINO)PROPANAMIDO]ACETYL]PYRROLIDINE-2-AMIDO]-2,3-DIHYDRO-1H-INDEN-2-YL]OXY}HEXA-2,4-DIYN-1-YL)OXY]-2,3-DIHYDRO-1H-INDEN-1-YL]PYRROLIDINE-2-CARBOXAMIDE;(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]-N-[(1S,2R)-2-[6-[(1S,2R)-1-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]indan-2-yl]oxyhexa-2,4-diynoxy]indan-1-yl]pyrrolidine-2-carboxamide;(S,S,2S,2'S)-N,N'-((1S,1'S,2R,2'R)-2,2'-(Hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)-pyrrolidine-2-carboxamide);(S,S,2S,2'S)-N,N'-((1S,1'S,2R,2'R)-2,2'-(Hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)-pyrrolidine-2-carboxamide).;(S,S,2S,2a(2)S)-N,Na?((1S,1a(2)S,2R,2a(2)R)-2,2a?(Hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)-pyrrolidine-2-carboxamide).;
Chemical Name:(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]-N-[(1S,2R)-2-[6-[[(1S,2R)-1-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-2,3-dihydro-1H-inden-2-yl]oxy]hexa-2,4-diynoxy]-2,3-dihydro-1H-inden-1-yl]pyrrolidine-2-carboxamide
AZD5582 is a synthetic small-molecule compound known for its potent and selective inhibition of cellular inhibitor of apoptosis proteins (cIAPs). Functioning as a second mitochondrial-derived activator of caspases (SMAC) mimetic, AZD5582 disrupts the interaction between IAPs and caspases, thereby modulating key signaling pathways involved in cell survival and apoptosis. Its unique mechanism of action has made it a valuable research tool for dissecting the molecular underpinnings of programmed cell death, as well as for studying the regulation of NF-κB signaling. AZD5582's biochemical specificity and robust activity profile have positioned it as an important agent in the exploration of apoptosis-related processes and the development of targeted approaches in cellular and molecular biology.
Apoptosis Pathway Research: AZD5582 is widely utilized in studies focused on the regulation of programmed cell death. By antagonizing cIAP1 and cIAP2, the compound induces the degradation of these proteins, thereby facilitating the activation of caspases and promoting apoptotic signaling. This property enables researchers to elucidate the molecular checkpoints governing intrinsic and extrinsic apoptosis, providing insights into the roles of IAPs in cell fate determination. The compound's selectivity allows for precise manipulation of apoptotic pathways in various cellular models, aiding in the identification of novel regulatory nodes and potential intervention points for future research.
NF-κB Signaling Investigation: The compound serves as a valuable tool for dissecting the non-canonical NF-κB signaling cascade. By promoting the ubiquitination and subsequent proteasomal degradation of cIAPs, AZD5582 triggers the stabilization of NF-κB-inducing kinase (NIK), which in turn activates the alternative NF-κB pathway. This mechanism is instrumental for researchers aiming to understand the interplay between apoptosis and inflammation, as well as the broader implications of NF-κB signaling in immune regulation and cellular stress responses. Its ability to selectively modulate this pathway facilitates the study of gene expression dynamics and cytokine production in diverse biological systems.
Cancer Biology and Resistance Mechanisms: In the context of oncology research, AZD5582 is employed to model and analyze the mechanisms underlying tumor cell survival and resistance to apoptosis. By mimicking endogenous SMAC activity, it sensitizes cancer cells to apoptotic cues, thereby enabling the study of IAP-dependent survival pathways. Researchers utilize the compound to investigate how dysregulation of apoptosis contributes to tumorigenesis, as well as to probe the molecular basis of resistance to conventional chemotherapeutic agents. Such studies are essential for identifying vulnerabilities in cancer cell signaling networks and for informing the design of combination treatment strategies in preclinical models.
Chemical Biology and Target Validation: AZD5582 is frequently used as a chemical probe for target validation studies involving IAPs and related proteins. Its well-characterized activity profile makes it suitable for confirming the functional relevance of these targets in various biological contexts. The compound's utility extends to high-content screening applications, where it enables the assessment of IAP involvement in diverse cellular processes beyond apoptosis, such as cell proliferation, differentiation, and immune signaling. By providing a reliable means to perturb IAP function, the compound supports the development and refinement of novel research hypotheses.
Drug Discovery and Lead Optimization: The compound has found application in early-stage drug discovery programs aimed at developing new modulators of apoptosis and NF-κB signaling. Its structural and functional attributes serve as a template for the design of next-generation SMAC mimetics and related small molecules. Medicinal chemists leverage AZD5582 in structure-activity relationship studies to optimize potency, selectivity, and pharmacokinetic properties of candidate compounds. These efforts facilitate the identification of promising leads for further preclinical evaluation, advancing the field of targeted molecular therapeutics research.
3. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
4. The spatiotemporal control of signalling and trafficking of the GLP-1R
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