compound 23 [PMID: 31398032]   Click here for help

GtoPdb Ligand ID: 10445

Compound class: Synthetic organic
Comment: Compound 23 the most potent inhibitor of the bromodomain-containing enzyme ATAD2 to be identified using a specially designed high-throughput screening and hit qualification process [1]. The compound exhibits a novel binding mode for bromodomain inhibitors that includes displacement of all of the conserved water molecules, and formation of a halogen-bonding interaction, within the active site.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 124.27
Molecular weight 512.07
XLogP 1.69
No. Lipinski's rules broken 0
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Canonical SMILES O=C(CN1C(=O)NC(C1=O)(C)C1CC1)Nc1ccc(c(c1)S(=O)(=O)N1CCCCC1)Br
Isomeric SMILES O=C(CN1C(=O)NC(C1=O)(C)C1CC1)Nc1ccc(c(c1)S(=O)(=O)N1CCCCC1)Br
InChI InChI=1S/C20H25BrN4O5S/c1-20(13-5-6-13)18(27)25(19(28)23-20)12-17(26)22-14-7-8-15(21)16(11-14)31(29,30)24-9-3-2-4-10-24/h7-8,11,13H,2-6,9-10,12H2,1H3,(H,22,26)(H,23,28)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
GtoPdb PubChem SID 385612205
Search Google for chemical match using the InChIKey CDJMQOCUCVPNIU-UHFFFAOYSA-N
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