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kynurenic acid   Click here for help

GtoPdb Ligand ID: 2918

Abbreviated name: KYNA
Synonyms: transtorine
PDB Ligand
Compound class: Metabolite
Comment: Kynurenic acid is a by-product of the kynurenine pathway, the main route for the non-protein metabolism (catabolism) of tryptophan [4].
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Ligand Activity Visualisation 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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 70.16
Molecular weight 189.04
XLogP 2.43
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES OC(=O)c1cc(=O)c2c([nH]1)cccc2
Isomeric SMILES OC(=O)c1cc(=O)c2c([nH]1)cccc2
InChI InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)
InChI Key HCZHHEIFKROPDY-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
4-oxo-1H-quinoline-2-carboxylic acid
Synonyms Click here for help
transtorine
Database Links Click here for help
Specialist databases
GPCRdb Ligand kynurenic acid
Other databases
BindingDB Ligand 50001262
CAS Registry No. 492-27-3 (source: Scfinder)
ChEBI CHEBI:18344
ChEMBL Ligand CHEMBL299155
GtoPdb PubChem SID 135651497
PubChem CID 3845
RCSB PDB Ligand KYA
Search Google for chemical match using the InChIKey HCZHHEIFKROPDY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HCZHHEIFKROPDY
UniChem Compound Search for chemical match using the InChIKey HCZHHEIFKROPDY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HCZHHEIFKROPDY-UHFFFAOYSA-N
Wikipedia Kynurenic acid

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MedChemExpress
Kynurenic acid (links to external site)
Cat. No. HY-100806
Transtorine (links to external site)
Cat. No. HY-W110662