Compound 9 [doi:10.26434/chemrxiv.7072592.v1]   Click here for help

GtoPdb Ligand ID: 10083

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: The compound (from a pre-print) is selective KDM5 covalent inhibitor designed to target cysteine residues only present in the KDM5 sub-family [1]. Target engagement and ChIP-seq analysis showed that compound 7 inhibited KDM5B in cells and induced a global increase of the H3K4me3 mark at transcriptional start sites. KDM5B is thus involved in the epigenetic regulatory pathway of immune response and potential targets for antipathogen and anticancer immunotherapy.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 112.28
Molecular weight 391.16
XLogP 3.69
No. Lipinski's rules broken 0
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Canonical SMILES C=CC(=O)NCCOc1ccc(cc1)c1[nH]c2c(C#N)cnn2c(=O)c1C(C)C
Isomeric SMILES C=CC(=O)NCCOc1ccc(cc1)c1[nH]c2c(C#N)cnn2c(=O)c1C(C)C
InChI InChI=1S/C21H21N5O3/c1-4-17(27)23-9-10-29-16-7-5-14(6-8-16)19-18(13(2)3)21(28)26-20(25-19)15(11-22)12-24-26/h4-8,12-13,25H,1,9-10H2,2-3H3,(H,23,27)
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Molecular structure representations generated using Open Babel