SRT2104   Click here for help

GtoPdb Ligand ID: 9515

Synonyms: compound 4 [Ng et al., 2013] [5] | GSK2245840 | SRT-2104
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: SRT2104 (GSK2245840) is an investigational, selective and orally available SIRT1 activator [4-5].
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 141.13
Molecular weight 516.14
XLogP 2.65
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES O=C(c1sc(nc1C)c1cccnc1)Nc1ccccc1c1cn2c(n1)scc2CN1CCOCC1
Isomeric SMILES O=C(c1sc(nc1C)c1cccnc1)Nc1ccccc1c1cn2c(n1)scc2CN1CCOCC1
InChI InChI=1S/C26H24N6O2S2/c1-17-23(36-25(28-17)18-5-4-8-27-13-18)24(33)29-21-7-3-2-6-20(21)22-15-32-19(16-35-26(32)30-22)14-31-9-11-34-12-10-31/h2-8,13,15-16H,9-12,14H2,1H3,(H,29,33)
Bioactivity Comments
SRT2104 increases SIRT1 activation by 50% above control (EC1.5) at a concentration of 430nM [5]. It is selective for SIRT1 over SIRT2, SIRT3, and a panel of 39 additional targets. SRT2104 reduces p65/RelA acetylation levels [4]. It improves whole-body physiology and extends lifespan in mice fed a standard diet [4] and has shown dramatic neuroprotective and pro-survival effects in a mouse model of Huntington's disease [2]. No hERG, cytochrome P450, or mutagenic liabilities have been detected [5].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
sirtuin 1 Hs Activator Activation - - - 5
EC1.5 is 430nM. [5]