NS11021   Click here for help

GtoPdb Ligand ID: 11854

Synonyms: NS 11021 | NS-11021
Compound class: Synthetic organic
Comment: NS11021 activates KCa1.1 (KCNMA1) channels [1], by modulating gating kinetics (increasing the open probability) rather than altering single channel conductance. It is used as a tool compound for investigating the physiological and pathophysiological roles of KCa1.1 channels [2-3]. NS11021 has more potent activating effect on KCa1.1 channels than NS1619.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 110.61
Molecular weight 509.97
XLogP 6.36
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES S=C(Nc1ccc(cc1c1nn[nH]n1)Br)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F
Isomeric SMILES c1cc(c(cc1Br)c1n[nH]nn1)NC(=S)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F
InChI InChI=1S/C16H9BrF6N6S/c17-9-1-2-12(11(6-9)13-26-28-29-27-13)25-14(30)24-10-4-7(15(18,19)20)3-8(5-10)16(21,22)23/h1-6H,(H2,24,25,30)(H,26,27,28,29)
InChI Key MDKAFDIKYQMOMF-UHFFFAOYSA-N
References
1. Bentzen BH, Nardi A, Calloe K, Madsen LS, Olesen SP, Grunnet M. (2007)
The small molecule NS11021 is a potent and specific activator of Ca2+-activated big-conductance K+ channels.
Mol Pharmacol, 72 (4): 1033-44. [PMID:17636045]
2. Kun A, Matchkov VV, Stankevicius E, Nardi A, Hughes AD, Kirkeby HJ, Demnitz J, Simonsen U. (2009)
NS11021, a novel opener of large-conductance Ca(2+)-activated K(+) channels, enhances erectile responses in rats.
Br J Pharmacol, 158 (6): 1465-76. [PMID:19845682]
3. Layne JJ, Nausch B, Olesen SP, Nelson MT. (2010)
BK channel activation by NS11021 decreases excitability and contractility of urinary bladder smooth muscle.
Am J Physiol Regul Integr Comp Physiol, 298 (2): R378-84. [PMID:19923353]