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GtoPdb Ligand ID: 2314

PDB Ligand
Compound class: Synthetic organic
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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.

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View interactive charts of activity data across species

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2D Structure
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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.

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Click here for structure editor
Physico-chemical Properties
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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.

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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.79
Molecular weight 162.08
XLogP 1.02
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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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.

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Canonical SMILES CCn1c(=O)[nH]c2c1cccc2
Isomeric SMILES CCn1c(=O)[nH]c2c1cccc2
InChI InChI=1S/C9H10N2O/c1-2-11-8-6-4-3-5-7(8)10-9(11)12/h3-6H,2H2,1H3,(H,10,12)
InChI Key CXUCKELNYMZTRT-UHFFFAOYSA-N
References
1. Cao Y, Dreixler JC, Roizen JD, Roberts MT, Houamed KM. (2001)
Modulation of recombinant small-conductance Ca(2+)-activated K(+) channels by the muscle relaxant chlorzoxazone and structurally related compounds.
J Pharmacol Exp Ther, 296 (3): 683-9. [PMID:11181893]
2. Grunnet M, Jespersen T, Angelo K, Frøkjaer-Jensen C, Klaerke DA, Olesen SP, Jensen BS. (2001)
Pharmacological modulation of SK3 channels.
Neuropharmacology, 40 (7): 879-87. [PMID:11378158]
3. Pedarzani P, McCutcheon JE, Rogge G, Jensen BS, Christophersen P, Hougaard C, Strøbaek D, Stocker M. (2005)
Specific enhancement of SK channel activity selectively potentiates the afterhyperpolarizing current I(AHP) and modulates the firing properties of hippocampal pyramidal neurons.
J Biol Chem, 280 (50): 41404-11. [PMID:16239218]
4. Pedarzani P, Mosbacher J, Rivard A, Cingolani LA, Oliver D, Stocker M, Adelman JP, Fakler B. (2001)
Control of electrical activity in central neurons by modulating the gating of small conductance Ca2+-activated K+ channels.
J Biol Chem, 276 (13): 9762-9. [PMID:11134030]
5. Syme CA, Gerlach AC, Singh AK, Devor DC. (2000)
Pharmacological activation of cloned intermediate- and small-conductance Ca(2+)-activated K(+) channels.
Am J Physiol, Cell Physiol, 278 (3): C570-81. [PMID:10712246]
6. 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]
7. Wittekindt OH, Visan V, Tomita H, Imtiaz F, Gargus JJ, Lehmann-Horn F, Grissmer S, Morris-Rosendahl DJ. (2004)
An apamin- and scyllatoxin-insensitive isoform of the human SK3 channel.
Mol Pharmacol, 65 (3): 788-801. [PMID:14978258]