LLY-283   Click here for help

GtoPdb Ligand ID: 9527

PDB Ligand
Compound class: Synthetic organic
Comment: LLY-283 is a potent and selective SAM-competitive chemical probe for PRMT5 (protein arginine methyltransferase 5) developed in a collaboration between Eli Lilly and the Structural Genomics Consortium [1]. It is one of the chemical tools in the SGC's Epigenetic Probes Collection.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 3
Topological polar surface area 126.65
Molecular weight 342.13
XLogP 1.25
No. Lipinski's rules broken 0
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Canonical SMILES OC(C1OC(C(C1O)O)n1ccc2c1ncnc2N)c1ccccc1
Isomeric SMILES O[C@@H]([C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc2c1ncnc2N)c1ccccc1
InChI InChI=1S/C17H18N4O4/c18-15-10-6-7-21(16(10)20-8-19-15)17-13(24)12(23)14(25-17)11(22)9-4-2-1-3-5-9/h1-8,11-14,17,22-24H,(H2,18,19,20)/t11-,12+,13-,14-,17-/m1/s1
Bioactivity Comments
In vitro selectivity is >100-fold over other histone methyltransferases and non-epigenetic targets.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
protein arginine methyltransferase 5 Primary target of this compound Hs Inhibitor Inhibition 7.7 pIC50 - 1
pIC50 7.7 (IC50 2x10-8 M) [1]
Description: Inhibition of methylation of an H4R3 derived peptide substrate in vitro.