LIMKi3   Click here for help

GtoPdb Ligand ID: 9839

Synonyms: BMS 5 | BMS-5 | LIMKi 3
Compound class: Synthetic organic
Comment: Potent LIM kinase inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 87.53
Molecular weight 430.02
XLogP 3.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(C(C)C)Nc1ncc(s1)c1cc(nn1c1c(Cl)cccc1Cl)C(F)F
Isomeric SMILES O=C(C(C)C)Nc1ncc(s1)c1cc(nn1c1c(Cl)cccc1Cl)C(F)F
InChI InChI=1S/C17H14Cl2F2N4OS/c1-8(2)16(26)23-17-22-7-13(27-17)12-6-11(15(20)21)24-25(12)14-9(18)4-3-5-10(14)19/h3-8,15H,1-2H3,(H,22,23,26)
InChI Key IVUGBSGLHRJSSP-UHFFFAOYSA-N
References
1. Ross-Macdonald P, de Silva H, Guo Q, Xiao H, Hung CY, Penhallow B, Markwalder J, He L, Attar RM, Lin TA et al.. (2008)
Identification of a nonkinase target mediating cytotoxicity of novel kinase inhibitors.
Mol Cancer Ther, 7 (11): 3490-8. [PMID:19001433]
2. Scott RW, Hooper S, Crighton D, Li A, König I, Munro J, Trivier E, Wickman G, Morin P, Croft DR et al.. (2010)
LIM kinases are required for invasive path generation by tumor and tumor-associated stromal cells.
J Cell Biol, 191 (1): 169-85. [PMID:20876278]
3. Sparrow N, Manetti ME, Bott M, Fabianac T, Petrilli A, Bates ML, Bunge MB, Lambert S, Fernandez-Valle C. (2012)
The actin-severing protein cofilin is downstream of neuregulin signaling and is essential for Schwann cell myelination.
J Neurosci, 32 (15): 5284-97. [PMID:22496574]
4. Yu Q, Gratzke C, Wang Y, Herlemann A, Sterr CM, Rutz B, Ciotkowska A, Wang X, Strittmatter F, Stief CG et al.. (2018)
Inhibition of human prostate smooth muscle contraction by the LIM kinase inhibitors, SR7826 and LIMKi3.
Br J Pharmacol, 175 (11): 2077-2096. [PMID:29574791]