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ZDZ-553   Click here for help

GtoPdb Ligand ID: 14342

Synonyms: compound 22a [PMID: 41589317]
Compound class: Synthetic organic
Comment: ZDZ-553 is reported as a STAT1 inhibitor [1]. Its structure was derived from the scaffold of the plant flavonoid diosmetin that was known to have weak potency as a STAT1 inhibitor. ZDZ-553 has been used to confirm STAT1 as a novel therapeutic target for metabolic fibrotic liver disease. It suppresses lipogenesis and the inflammatory response in the liver.
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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
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 1
Rotatable bonds 4
Topological polar surface area 55.76
Molecular weight 404.26
XLogP 3.3
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 COC1=CC(=CC2=C1C(=O)C=C(C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)O2)O
Isomeric SMILES FC(C=1C=C(C=C(C1)C(F)(F)F)C=2OC3=CC(=CC(=C3C(C2)=O)OC)O)(F)F
InChI InChI=1S/C18H10F6O4/c1-27-14-5-11(25)6-15-16(14)12(26)7-13(28-15)8-2-9(17(19,20)21)4-10(3-8)18(22,23)24/h2-7,25H,1H3
InChI Key WRZUZHXQYPYZHU-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/)
Selectivity at other protein targets
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
signal transducer and activator of transcription 1 Hs Inhibitor Inhibition 6.1 pIC50 - 1
⤷ pIC50 6.1 (IC50 8.7x10-7 M) [1]
Description: Determined in a 293T cell-based STAT1 inhibitor screening platform