tetraethylammonium   Click here for help

GtoPdb Ligand ID: 2343

Abbreviated name: TEA
PDB Ligand
Compound class: Synthetic organic
Click here for help

Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

✖

View interactive charts of activity data across species
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 0
Molecular weight 130.16
XLogP 1.56
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES CC[N+](CC)(CC)CC
Isomeric SMILES CC[N+](CC)(CC)CC
InChI InChI=1S/C8H20N/c1-5-9(6-2,7-3)8-4/h5-8H2,1-4H3/q+1
InChI Key CBXCPBUEXACCNR-UHFFFAOYSA-N
References
1. Bal M, Zhang J, Zaika O, Hernandez CC, Shapiro MS. (2008)
Homomeric and heteromeric assembly of KCNQ (Kv7) K+ channels assayed by total internal reflection fluorescence/fluorescence resonance energy transfer and patch clamp analysis.
J Biol Chem, 283 (45): 30668-76. [PMID:18786918]
2. Bardien-Kruger S, Wulff H, Arieff Z, Brink P, Chandy KG, Corfield V. (2002)
Characterisation of the human voltage-gated potassium channel gene, KCNA7, a candidate gene for inherited cardiac disorders, and its exclusion as cause of progressive familial heart block I (PFHBI).
Eur J Hum Genet, 10 (1): 36-43. [PMID:11896454]
3. Bhattacharjee A, Kaczmarek LK. (2005)
For K+ channels, Na+ is the new Ca2+.
Trends Neurosci, 28 (8): 422-8. [PMID:15979166]
4. Engel K, Wang J. (2005)
Interaction of organic cations with a newly identified plasma membrane monoamine transporter.
Mol Pharmacol, 68 (5): 1397-407. [PMID:16099839]
5. Gorboulev V, Ulzheimer JC, Akhoundova A, Ulzheimer-Teuber I, Karbach U, Quester S, Baumann C, Lang F, Busch AE, Koepsell H. (1997)
Cloning and characterization of two human polyspecific organic cation transporters.
DNA Cell Biol, 16 (7): 871-81. [PMID:9260930]
6. Grissmer S, Nguyen AN, Aiyar J, Hanson DC, Mather RJ, Gutman GA, Karmilowicz MJ, Auperin DD, Chandy KG. (1994)
Pharmacological characterization of five cloned voltage-gated K+ channels, types Kv1.1, 1.2, 1.3, 1.5, and 3.1, stably expressed in mammalian cell lines.
Mol Pharmacol, 45 (6): 1227-34. [PMID:7517498]
7. Grupe A, Schröter KH, Ruppersberg JP, Stocker M, Drewes T, Beckh S, Pongs O. (1990)
Cloning and expression of a human voltage-gated potassium channel. A novel member of the RCK potassium channel family.
EMBO J, 9 (6): 1749-56. [PMID:2347305]
8. Hadley JK, Noda M, Selyanko AA, Wood IC, Abogadie FC, Brown DA. (2000)
Differential tetraethylammonium sensitivity of KCNQ1-4 potassium channels.
Br J Pharmacol, 129 (3): 413-5. [PMID:10711337]
9. He Y, Kang Y, Leung YM, Xia F, Gao X, Xie H, Gaisano HY, Tsushima RG. (2006)
Modulation of Kv2.1 channel gating and TEA sensitivity by distinct domains of SNAP-25.
Biochem J, 396 (2): 363-9. [PMID:16478442]
10. Jiang B, Sun X, Cao K, Wang R. (2002)
Endogenous Kv channels in human embryonic kidney (HEK-293) cells.
Mol Cell Biochem, 238 (1-2): 69-79. [PMID:12349911]
11. Juvin V, Penna A, Chemin J, Lin YL, Rassendren FA. (2007)
Pharmacological characterization and molecular determinants of the activation of transient receptor potential V2 channel orthologs by 2-aminoethoxydiphenyl borate.
Mol Pharmacol, 72 (5): 1258-68. [PMID:17673572]
12. Kalman K, Nguyen A, Tseng-Crank J, Dukes ID, Chandy G, Hustad CM, Copeland NG, Jenkins NA, Mohrenweiser H, Brandriff B et al.. (1998)
Genomic organization, chromosomal localization, tissue distribution, and biophysical characterization of a novel mammalian Shaker-related voltage-gated potassium channel, Kv1.7.
J Biol Chem, 273 (10): 5851-7. [PMID:9488722]
13. Lang R, Lee G, Liu W, Tian S, Rafi H, Orias M, Segal AS, Desir GV. (2000)
KCNA10: a novel ion channel functionally related to both voltage-gated potassium and CNG cation channels.
Am J Physiol Renal Physiol, 278 (6): F1013-21. [PMID:10836990]
14. Lerche C, Scherer CR, Seebohm G, Derst C, Wei AD, Busch AE, Steinmeyer K. (2000)
Molecular cloning and functional expression of KCNQ5, a potassium channel subunit that may contribute to neuronal M-current diversity.
J Biol Chem, 275 (29): 22395-400. [PMID:10787416]
15. Lien CC, Martina M, Schultz JH, Ehmke H, Jonas P. (2002)
Gating, modulation and subunit composition of voltage-gated K(+) channels in dendritic inhibitory interneurones of rat hippocampus.
J Physiol (Lond.), 538 (Pt 2): 405-19. [PMID:11790809]
16. Makhina EN, Kelly AJ, Lopatin AN, Mercer RW, Nichols CG. (1994)
Cloning and expression of a novel human brain inward rectifier potassium channel.
J Biol Chem, 269 (32): 20468-74. [PMID:8051145]
17. Rettig J, Wunder F, Stocker M, Lichtinghagen R, Mastiaux F, Beckh S, Kues W, Pedarzani P, Schröter KH, Ruppersberg JP. (1992)
Characterization of a Shaw-related potassium channel family in rat brain.
EMBO J, 11 (7): 2473-86. [PMID:1378392]
18. Santi CM, Ferreira G, Yang B, Gazula VR, Butler A, Wei A, Kaczmarek LK, Salkoff L. (2006)
Opposite regulation of Slick and Slack K+ channels by neuromodulators.
J Neurosci, 26 (19): 5059-68. [PMID:16687497]
19. Schmalz F, Kinsella J, Koh SD, Vogalis F, Schneider A, Flynn ER, Kenyon JL, Horowitz B. (1998)
Molecular identification of a component of delayed rectifier current in gastrointestinal smooth muscles.
Am J Physiol, 274 (5 Pt 1): G901-11. [PMID:9612272]
20. Schroeder BC, Hechenberger M, Weinreich F, Kubisch C, Jentsch TJ. (2000)
KCNQ5, a novel potassium channel broadly expressed in brain, mediates M-type currents.
J Biol Chem, 275 (31): 24089-95. [PMID:10816588]
21. Schröter KH, Ruppersberg JP, Wunder F, Rettig J, Stocker M, Pongs O. (1991)
Cloning and functional expression of a TEA-sensitive A-type potassium channel from rat brain.
FEBS Lett, 278 (2): 211-6. [PMID:1840526]
22. Vega-Saenz de Miera E, Moreno H, Fruhling D, Kentros C, Rudy B. (1992)
Cloning of ShIII (Shaw-like) cDNAs encoding a novel high-voltage-activating, TEA-sensitive, type-A K+ channel.
Proc Biol Sci, 248 (1321): 9-18. [PMID:1381835]
23. Wang J. (2016)
The plasma membrane monoamine transporter (PMAT): Structure, function, and role in organic cation disposition.
Clin Pharmacol Ther, 100 (5): 489-499. [PMID:27506881]
24. Weatherall KL, Goodchild SJ, Jane DE, Marrion NV. (2010)
Small conductance calcium-activated potassium channels: from structure to function.
Prog Neurobiol, 91 (3): 242-55. [PMID:20359520]
25. Wickenden AD, Yu W, Zou A, Jegla T, Wagoner PK. (2000)
Retigabine, a novel anti-convulsant, enhances activation of KCNQ2/Q3 potassium channels.
Mol Pharmacol, 58 (3): 591-600. [PMID:10953053]