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@ARTICLE{Narayanan:484604,
author = {Narayanan, Dilip and Tran, Kim T. and Pallesen, Jakob S.
and Solbak, Sara M. Ø. and Qin, Yuting and Mukminova, Elina
and Luchini, Martina and Vasilyeva, Kristina O. and
González Chichón, Dorleta and Goutsiou, Georgia and
Poulsen, Cecilie and Haapanen, Nanna and Popowicz, Grzegorz
M. and Sattler, Michael and Olagnier, David and Gajhede,
Michael and Bach, Anders},
title = {{D}evelopment of {N}oncovalent {S}mall-{M}olecule
{K}eap1-{N}rf2 {I}nhibitors by {F}ragment-{B}ased {D}rug
{D}iscovery},
journal = {Journal of medicinal chemistry},
volume = {65},
number = {21},
issn = {0022-2623},
address = {Washington, DC},
publisher = {ACS},
reportid = {PUBDB-2022-06371},
pages = {14481 - 14526},
year = {2022},
note = {Waiting for fulltext},
abstract = {Targeting the protein–protein interaction (PPI) between
the transcription factor nuclear factor erythroid 2-related
factor 2 (Nrf2) and its repressor, Kelch-like ECH-associated
protein 1 (Keap1), constitutes a promising strategy for
treating diseases involving oxidative stress and
inflammation. Here, a fragment-based drug discovery (FBDD)
campaign resulted in novel, high-affinity (K$_i$ = 280 nM),
and cell-active noncovalent small-molecule Keap1-Nrf2 PPI
inhibitors. We screened 2500 fragments using orthogonal
assays─fluorescence polarization (FP), thermal shift assay
(TSA), and surface plasmon resonance (SPR)─and validated
the hits by saturation transfer difference (STD) NMR,
leading to 28 high-priority hits. Thirteen co-structures
showed fragments binding mainly in the P4 and P5 subpockets
of Keap1’s Kelch domain, and three fluorenone-based
fragments featuring a novel binding mode were optimized by
structure-based drug discovery. We thereby disclose several
fragment hits, including their binding modes, and show how
FBDD can be performed to find new small-molecule Keap1-Nrf2
PPI inhibitors.},
cin = {EMBL-User},
ddc = {610},
cid = {I:(DE-H253)EMBL-User-20120814},
pnm = {6G3 - PETRA III (DESY) (POF4-6G3)},
pid = {G:(DE-HGF)POF4-6G3},
experiment = {EXP:(DE-H253)P-P13-20150101 / EXP:(DE-H253)P-P14-20150101},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:36263945},
UT = {WOS:000885322600001},
doi = {10.1021/acs.jmedchem.2c00830},
url = {https://bib-pubdb1.desy.de/record/484604},
}