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Combinatorial Chemistry & High Throughput Screening, 2015, 18, 3-17 3
1875-5402/15 $58.00+.00 © 2015 Bentham Science Publishers
Discovery of MINC1, a GTPase-Activating Protein Small Molecule
Inhibitor, Targeting MgcRacGAP
Arjan J. van Adrichem
1
, Annika Fagerholm
2
, Laura Turunen
1
, Anna Lehto
1
, Jani Saarela
1
,
Ari Koskinen
2
, Gretchen A. Repasky
1
and Krister Wennerberg
*,1,3
1
Institute for Molecular Medicine Finland, University of Helsinki, Helsinki, Finland
2
Laboratory of Organic Chemistry, Department of Chemistry, School of Chemical Technology, Aalto University, Espoo,
Finland
3
Drug Discovery Division, Southern Research Institute, Birmingham, AL, USA
Abstract: The Rho family of Ras superfamily small GTPases regulates a broad range of biological
processes such as migration, differentiation, cell growth and cell survival. Therefore, the
availability of small molecule modulators as tool compounds could greatly enhance research on
these proteins and their biological function. To this end, we designed a biochemical, high
throughput screening assay with complementary follow-up assays to identify small molecule
compounds inhibiting MgcRacGAP, a Rho family GTPase activating protein involved in
cytokinesis and transcriptionally upregulated in many cancers. We first performed an in-house
screen of 20,480 compounds, and later we tested the assay against 342,046 compounds from the
NIH Molecular Libraries Small Molecule Repository. Primary screening hit rates were about 1%
with the majority of those affecting the primary readout, an enzyme-coupled GDP detection assay.
After orthogonal and counter screens, we identified two hits with high selectivity towards MgcRacGAP, compared with
other RhoGAPs, and potencies in the low micromolar range. The most promising hit, termed MINC1, was then examined
with cell-based testing where it was observed to induce an increased rate of cytokinetic failure and multinucleation in
addition to other cell division defects, suggesting that it may act as an MgcRacGAP inhibitor also in cells.
Keywords: Biochemical assays, cytokinesis, HTS, MgcRacGAP, Rac1, small molecule inhibitor.
INTRODUCTION
Rho GTPases are regulated molecular binary switches
that cycle between active, GTP-loaded and inactive, GDP-
loaded states. This protein family controls a wide array of
cellular functions such as cell proliferation, apoptosis and
cell morphology in health and disease [1, 2], and therefore
are interesting targets for pharmacological inhibition. Small
molecule modulators could have many advantages over
conventional molecular biology tools such as mutant
proteins and RNA interference (RNAi), which, although
having provided global insight into cell biological function,
seemingly led to controversial results in the Rho GTPase
research field [3, 4]. Small molecule inhibitors can easily be
applied in a dose-dependent, temporal or domain-specific
manner, inhibiting one particular function, whereas RNAi
methods completely remove the protein, disrupting possible
protein-protein interactions that are mediated through
domains other than the one of interest. Therefore,
knockdown of proteins that have multiple functions often
leads to different phenotypes observed, based on different
levels of depletion. Introduction of mutant proteins might
*Address correspondence to this author at the Institute for Molecular
Medicine Finland FIMM, Nordic EMBL Partnership for Molecular
Medicine, Biomedicum Helsinki 2U, P.O. Box 20 (Tukholmankatu 8), FI-
00014, University of Helsinki, Finland; Tel: +358 50 415 4900;
E-mail: krister.wennerberg@fimm.fi
specifically target a function of interest leaving the other
functions untouched; however, controlled temporal
regulation is not easily achieved and non-physiological
concentrations of the mutant proteins can distort the delicate
balance needed for normal cellular behavior.
For the last couple of decades, protein kinases have been
the most important target class in cancer drug discovery, and
the majority of inhibitors achieve their activity by competing
for binding with the phosphate donor substrate ATP. Like
protein kinases, Rho GTPases are nucleotide-binding
enzymes; therefore, it is conceivable that they could be
inhibited by nucleotide-competitive small molecules.
However, unlike protein kinases, which have moderate
binding affinities toward ATP, Rho GTPases and most other
small GTPases have very high affinity toward guanine
nucleotides making them difficult to target with nucleotide-
competitive small molecule inhibitors [5].
Furthermore, many of the Rho GTPases are involved in
multiple cellular processes and general inhibition of a Rho
GTPase may therefore have nonspecific effects. Instead, by
targeting Rho protein regulators, the biological effect is
expected to be more selective toward specific physiological and
pathological processes. Illustrating this principle, for the 20
mammalian Rho GTPases there are more than 80 guanine
nucleotide exchange factors (GEFs) that facilitate guanine
nucleotide release and more than 60 GTPase activating proteins
(GAPs) that stimulate the intrinsic GTPase activity [6, 7].