talampanel   Click here for help

GtoPdb Ligand ID: 8279

Synonyms: GYKI 537773 | LY-300164 | LY300164
Compound class: Synthetic organic
Comment: Talampanel is a non-competitive antagonist of the AMPA receptors, a family of ionotropic glutamate receptors of the central nervous system. The compound shows some selectivity for GluA1 and GluA2 over GluA3 and GluA4 [2].
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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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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 4
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 77.15
Molecular weight 337.14
XLogP 3.01
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 Nc1ccc(cc1)C1=NN(C(=O)C)C(Cc2c1cc1OCOc1c2)C
Isomeric SMILES Nc1ccc(cc1)C1=NN(C(=O)C)[C@@H](Cc2c1cc1OCOc1c2)C
InChI InChI=1S/C19H19N3O3/c1-11-7-14-8-17-18(25-10-24-17)9-16(14)19(21-22(11)12(2)23)13-3-5-15(20)6-4-13/h3-6,8-9,11H,7,10,20H2,1-2H3/t11-/m1/s1
InChI Key JACAAXNEHGBPOQ-LLVKDONJSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-[(8R)-5-(4-aminophenyl)-8-methyl-8,9-dihydro-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-7-yl]ethanone
International Nonproprietary Names Click here for help
INN number INN
7820 talampanel
Synonyms Click here for help
GYKI 537773 | LY-300164 | LY300164
Database Links Click here for help
CAS Registry No. 161832-65-1
ChEMBL Ligand CHEMBL61872
DrugBank Ligand DB04982
GtoPdb PubChem SID 252166491
PubChem CID 164509
Search Google for chemical match using the InChIKey JACAAXNEHGBPOQ-LLVKDONJSA-N
Search Google for chemicals with the same backbone JACAAXNEHGBPOQ
Search PubMed clinical trials talampanel
Search PubMed titles talampanel
Search PubMed titles/abstracts talampanel
UniChem Compound Search for chemical match using the InChIKey JACAAXNEHGBPOQ-LLVKDONJSA-N
UniChem Connectivity Search for chemical match using the InChIKey JACAAXNEHGBPOQ-LLVKDONJSA-N
Wikipedia Talampanel

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Tocris
Talampanel (links to external site)
Cat. No. 5032