dBRD9   Click here for help

GtoPdb Ligand ID: 10545

Synonyms: Naphthiridinone degrader 6 [1]
Compound class: Synthetic organic
Comment: dBRD9 is a targeted BRD9 degrader molecule [1]. It is a bifunctional molecule that simultaneously engages the BRD9 bromodomain and cereblon (CRBN; a component of the E3 ubiquitin ligase complex) to trigger BRD9 ubiquitination and proteasomal degradation. Such molecules can be described as PROTACs (proteolysis targeting chimeras). Cereblon engagement is mediated by the probe's pomalidomide module, and BRD9 recruitment is achieved by an optimised BRD9 ligand. dBRD9 is suitable as a tool/probe to interrogate BRD9's biological role and therapeutic potential.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 3
Rotatable bonds 19
Topological polar surface area 199.73
Molecular weight 783.32
XLogP 1.54
No. Lipinski's rules broken 2
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Canonical SMILES COc1cc(cc(c1CN(CC(=O)NCCOCCOCCNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)C)OC)c1cn(C)c(=O)c2c1ccnc2
Isomeric SMILES COc1cc(cc(c1CN(CC(=O)NCCOCCOCCNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)C)OC)c1cn(C)c(=O)c2c1ccnc2
InChI InChI=1S/C40H45N7O10/c1-45(21-29-32(54-3)18-24(19-33(29)55-4)28-22-46(2)38(51)27-20-41-11-10-25(27)28)23-35(49)43-13-15-57-17-16-56-14-12-42-30-7-5-6-26-36(30)40(53)47(39(26)52)31-8-9-34(48)44-37(31)50/h5-7,10-11,18-20,22,31,42H,8-9,12-17,21,23H2,1-4H3,(H,43,49)(H,44,48,50)
1. Remillard D, Buckley DL, Paulk J, Brien GL, Sonnett M, Seo HS, Dastjerdi S, Wühr M, Dhe-Paganon S, Armstrong SA et al.. (2017)
Degradation of the BAF Complex Factor BRD9 by Heterobifunctional Ligands.
Angew Chem Int Ed Engl, 56 (21): 5738-5743. [PMID:28418626]