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@ARTICLE{Steinebach:285066,
author = {C. Steinebach and A. Bricelj and A. Murgai and I. Sosič
and L. Bischof and Y. L. D. Ng and C. Heim and S. Maiwald
and M. Proj and R. Voget and F. Feller and J. Košmrlj and
V. Sapozhnikova$^*$ and A. Schmidt and M. R. Zuleeg and P.
Lemnitzer and P. Mertins and F. K. Hansen and M. Gütschow
and J. Krönke and M. D. Hartmann},
title = {{L}everaging {L}igand {A}ffinity and {P}roperties:
{D}iscovery of {N}ovel {B}enzamide-{T}ype {C}ereblon
{B}inders for the {D}esign of {PROTAC}s.},
journal = {Journal of medicinal chemistry},
volume = {66},
number = {21},
issn = {0095-9065},
address = {Washington, DC},
publisher = {ACS},
reportid = {DKFZ-2023-02209},
pages = {14513-14543},
year = {2023},
note = {2023 Nov 9;66(21):14513-14543},
abstract = {Immunomodulatory imide drugs (IMiDs) such as thalidomide,
pomalidomide, and lenalidomide are the most common cereblon
(CRBN) recruiters in proteolysis-targeting chimera (PROTAC)
design. However, these CRBN ligands induce the degradation
of IMiD neosubstrates and are inherently unstable, degrading
hydrolytically under moderate conditions. In this work, we
simultaneously optimized physiochemical properties,
stability, on-target affinity, and off-target neosubstrate
modulation features to develop novel nonphthalimide CRBN
binders. These efforts led to the discovery of
conformationally locked benzamide-type derivatives that
replicate the interactions of the natural CRBN degron,
exhibit enhanced chemical stability, and display a favorable
selectivity profile in terms of neosubstrate recruitment.
The utility of the most potent ligands was demonstrated by
their transformation into potent degraders of BRD4 and HDAC6
that outperform previously described reference PROTACs.
Together with their significantly decreased neomorphic
ligase activity on IKZF1/3 and SALL4, these ligands provide
opportunities for the design of highly selective and potent
chemically inert proximity-inducing compounds.},
cin = {BE01},
ddc = {610},
cid = {I:(DE-He78)BE01-20160331},
pnm = {899 - ohne Topic (POF4-899)},
pid = {G:(DE-HGF)POF4-899},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:37902300},
doi = {10.1021/acs.jmedchem.3c00851},
url = {https://inrepo02.dkfz.de/record/285066},
}