C-176   Click here for help

GtoPdb Ligand ID: 13136

Synonyms: C-176 STING inhibitor
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: A covalent inhibitor of mouse stimulator of interferon genes (mSTING) protein, with no effect on the human protein [1]. C-176 binding blocks activation-induced palmitoylation of mSTING and clustering of STING that plays a part in promoting downstream inflammatory signalling.

C-176 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 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 81.47
Molecular weight 358.09
XLogP 1.9
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 C1=C(C=CC(=C1)NC(=O)C2=CC=C([N+](=O)[O-])O2)I
Isomeric SMILES C1=CC(=CC=C1NC(=O)C2=CC=C(O2)[N+](=O)[O-])I
InChI InChI=1S/C11H7IN2O4/c12-7-1-3-8(4-2-7)13-11(15)9-5-6-10(18-9)14(16)17/h1-6H,(H,13,15)
InChI Key JBIKQXOZLBLMKI-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 Synthetic organic
IUPAC Name Click here for help
N-(4-iodophenyl)-5-nitrofuran-2-carboxamide
Synonyms Click here for help
C-176 STING inhibitor
Database Links Click here for help
CAS Registry No. 314054-00-7 (source: PubChem)
ChEMBL Ligand CHEMBL3593839
GtoPdb PubChem SID 491299918
PubChem CID 1103958
Search Google for chemical match using the InChIKey JBIKQXOZLBLMKI-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JBIKQXOZLBLMKI
UniChem Compound Search for chemical match using the InChIKey JBIKQXOZLBLMKI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JBIKQXOZLBLMKI-UHFFFAOYSA-N

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MedChemExpress
C-176 (links to external site)
Cat. No. HY-112906