NSC80734   Click here for help

GtoPdb Ligand ID: 10497

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: NSC80734 is a small molecule protein-protein interaction inhibitor that disrupts human IL-18 binding to the ectromelia virus IL-18 binding protein (IL-18BP) [1]. IL-18BP acts as endogenous antagonist of IL-18 activity. By sequestering circulating IL-18 it modulates the amount of free IL-18 able to activate its receptor and downstream signalling cascade. NSC80734 binds in to the interaction site on IL-18 that engages IL-18BP, and thus it acts as an IL-18BP mimetic.

NSC80734 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 8
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 139.07
Molecular weight 488.16
XLogP 3.87
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 N#Cc1ccc(cc1)NC(=O)Nc1ccc(cc1)Oc1ccc(cc1)NC(=O)Nc1ccc(cc1)C#N
Isomeric SMILES N#Cc1ccc(cc1)NC(=O)Nc1ccc(cc1)Oc1ccc(cc1)NC(=O)Nc1ccc(cc1)C#N
InChI InChI=1S/C28H20N6O3/c29-17-19-1-5-21(6-2-19)31-27(35)33-23-9-13-25(14-10-23)37-26-15-11-24(12-16-26)34-28(36)32-22-7-3-20(18-30)4-8-22/h1-16H,(H2,31,33,35)(H2,32,34,36)
InChI Key NKTXGJQCHFJKQJ-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
1-(4-cyanophenyl)-3-[4-[4-[(4-cyanophenyl)carbamoylamino]phenoxy]phenyl]urea
Database Links Click here for help
ChEMBL Ligand CHEMBL1304177
GtoPdb PubChem SID 387065579
PubChem CID 255329
Search Google for chemical match using the InChIKey NKTXGJQCHFJKQJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NKTXGJQCHFJKQJ
UniChem Compound Search for chemical match using the InChIKey NKTXGJQCHFJKQJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NKTXGJQCHFJKQJ-UHFFFAOYSA-N

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MedChemExpress
NSC80734 (links to external site)
Cat. No. HY-160793