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PKR inhibitor   Click here for help

GtoPdb Ligand ID: 6026

Synonyms: AC1O5VPR | ASN 11124542
PDB Ligand
Compound class: Synthetic organic
Comment: This is compound 16 in [3] which has been shown to be an ATP competitive inhibitor blocking autophosphorylation of PKR.
Double-stranded RNA-activated protein kinase (PKR) is also known as eukaryotic initiation factor 2 subunit α (eIF2α).
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Ligand Activity Visualisation Charts

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View interactive charts of activity data across species

PKR inhibitor is commercially available from our sponsors

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 4
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 98.91
Molecular weight 268.04
XLogP 0.97
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 O=C1Nc2c(C1=Cc1cnc[nH]1)c1scnc1cc2
Isomeric SMILES O=C1Nc2c(/C/1=C/c1cnc[nH]1)c1scnc1cc2
InChI InChI=1S/C13H8N4OS/c18-13-8(3-7-4-14-5-15-7)11-9(17-13)1-2-10-12(11)19-6-16-10/h1-6H,(H,14,15)(H,17,18)/b8-3-
InChI Key VFBGXTUGODTSPK-BAQGIRSFSA-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 Synthetic organic
IUPAC Name Click here for help
(8Z)-8-(1H-imidazol-5-ylmethylidene)-6H,7H,8H-[1,3]thiazolo[5,4-e]indol-7-one
Synonyms Click here for help
AC1O5VPR | ASN 11124542
Database Links Click here for help
CAS Registry No. 608512-97-6
ChEMBL Ligand CHEMBL235641
GtoPdb PubChem SID 178102648
PubChem CID 6490494
RCSB PDB Ligand 34L
Search Google for chemical match using the InChIKey VFBGXTUGODTSPK-BAQGIRSFSA-N
Search Google for chemicals with the same backbone VFBGXTUGODTSPK
UniChem Compound Search for chemical match using the InChIKey VFBGXTUGODTSPK-BAQGIRSFSA-N
UniChem Connectivity Search for chemical match using the InChIKey VFBGXTUGODTSPK-BAQGIRSFSA-N

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MedChemExpress
PKR-IN-C16 (links to external site)
Cat. No. HY-13977A
(Same CID)