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SM311 | SM311 : Covalent Inhibitor of LIMK1
RATINGS:
Cellular Use: (2 reviews)

In Model Organisms: (0 reviews)
Probe Summary
Selectivity
Potency
In Vivo
Control Compounds
Chemical Information
References
Vendors
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Probe Summary

Targets Biochemical/Biophysical Potency Cellular Potency
LIMK1
  • Ki:40.71 nM
  • Kd:608 nM
  • EC50:45 nM
100 nM up to 1 uM

Selectivity

In Cell Selectivity Assessment
Potency Assay Off-Target:
LIMK2: NanoBRET (EC50 = 6.74 µM)
In Vitro Selectivity Assessment
Potency Assay Off-Target:
DSF panel: 3 targets > 3 K: LIMK1 (deltaTm = 8.11 K), MAPK8 (deltaTm =7.36 K) , MAPK10 (deltaTm =8.1 ...
In Cell Selectivity Assessment
Potency Assay Off-Target:
Selectivity for LIMK1 was confirmed by whole-cell proteomics in HEK293 cells
In Cell Selectivity Assessment
Potency Assay Off-Target:
NanoBRET analysis against a panel of 192 kinases at 1 μM compound concentration. Most significant ta ...

Potency
Cellular
In Vitro

LIMK1

Mode of Action: Covalent Inhibitor

Structure-Activity-Relationship data available? No

DOI Reference: 10.1021/acs.jmedchem.5c01204

Negative Control Compounds

SM311-NC
Notes: SM311-NC: LIMK1 NanoBRET TE : EC50 > 25 µM

Chemical Information

Molecular Formula C20H19F2N5O2S
SMILEs C=CC(=O)Nc1ccc(-n2nc(C(F)F)cc2-c2cnc(NC(=O)C(C)C)s2)cc1
InChI InChI=1S/C20H19F2N5O2S/c1-4-17(28)24-12-5-7-13(8-6-12)27-15(9-14(26-27)18(21)22)16-10-23-20(30-16)25-19(29)11(2)3/h4-11,18H,1H2,2-3H3,(H,24,28)(H,23,25,29)
Molecular weight 431.12 Da
AlogP 4.652400000000003
HBond acceptors 7
HBond donors 2
Atoms 49

Expert Reviews

by SERP
(on 11 Aug 2025)
Cellular Use Rating
SM311 is a covalent, Type I inhibitor of LIMK1 that leverages a unique Cys residue in the LIMK1 P-loop to achieve remarkable selectivity against the closely related LIMK2. SM311 is the first isoform-selective...
by SERP
(on 19 Aug 2025)
Cellular Use Rating
This covalent probe for LMK1 is a useful tool for studying LMK1 biology, when used at the recommended doses between 0.1 and 1uM. SM311 does bind additional targets at higher concentrations, including CDKL2...
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