compound 17 [PMID: 23570514]   

GtoPdb Ligand ID: 8778

Compound class: Synthetic organic
Comment: Compound 17 is one of a number of pan SIRT1/2/3 inhibitors identified in [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 183.99
Molecular weight 515.17
XLogP 2.4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(c1ccc(s1)C(=O)OC(C)(C)C)NCCC1CCN(CC1)c1ncnc2c1sc(c2)C(=O)N
Isomeric SMILES O=C(c1ccc(s1)C(=O)OC(C)(C)C)NCCC1CCN(CC1)c1ncnc2c1sc(c2)C(=O)N
InChI InChI=1S/C24H29N5O4S2/c1-24(2,3)33-23(32)17-5-4-16(34-17)22(31)26-9-6-14-7-10-29(11-8-14)21-19-15(27-13-28-21)12-18(35-19)20(25)30/h4-5,12-14H,6-11H2,1-3H3,(H2,25,30)(H,26,31)
InChI Key XZEVSGANERUOOE-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
sirtuin 2 Hs Inhibitor Inhibition 8.7 pIC50 - 1
pIC50 8.7 (IC50 1.8x10-9 M) [1]
sirtuin 3 Hs Inhibitor Inhibition 8.5 pIC50 - 1
pIC50 8.5 (IC50 3.2x10-9 M) [1]
sirtuin 1 Hs Inhibitor Inhibition 8.2 pIC50 - 1
pIC50 8.2 (IC50 6.7x10-9 M) [1]