AGK2   

GtoPdb Ligand ID: 8099

Synonyms: AGK 2 | AGK-2
Compound class: Synthetic organic
Comment: AGK2 is a selective sirtuin 2 (SIRT2) inhibitor [3]. The sirtuins are members of the histone deacetylase family.
The SIRT histone deacetylases have been implicated in a wide range of cellular processes including stress resistance, metabolism, differentiation, and aging [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 78.92
Molecular weight 433.04
XLogP 4.91
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES N#CC(=Cc1ccc(o1)c1cc(Cl)ccc1Cl)C(=O)Nc1cccc2c1cccn2
Isomeric SMILES N#C/C(=C\c1ccc(o1)c1cc(Cl)ccc1Cl)/C(=O)Nc1cccc2c1cccn2
InChI InChI=1S/C23H13Cl2N3O2/c24-15-6-8-19(25)18(12-15)22-9-7-16(30-22)11-14(13-26)23(29)28-21-5-1-4-20-17(21)3-2-10-27-20/h1-12H,(H,28,29)/b14-11+
InChI Key SVENPFFEMUOOGK-SDNWHVSQSA-N
References
1. Blander G, Guarente L. (2004)
The Sir2 family of protein deacetylases.
Annu. Rev. Biochem., 73: 417-35. [PMID:15189148]
2. Cui H, Kamal Z, Ai T, Xu Y, More SS, Wilson DJ, Chen L. (2014)
Discovery of potent and selective sirtuin 2 (SIRT2) inhibitors using a fragment-based approach.
J. Med. Chem., 57 (20): 8340-57. [PMID:25275824]
3. Outeiro TF, Kontopoulos E, Altmann SM, Kufareva I, Strathearn KE, Amore AM, Volk CB, Maxwell MM, Rochet JC, McLean PJ et al.. (2007)
Sirtuin 2 inhibitors rescue alpha-synuclein-mediated toxicity in models of Parkinson's disease.
Science, 317 (5837): 516-9. [PMID:17588900]