givinostat   Click here for help

GtoPdb Ligand ID: 7490

Synonyms: Duvyzat® | gavinostat | ITF-2357 | ITF2357
Approved drug PDB Ligand
givinostat is an approved drug (FDA (2024))
Compound class: Synthetic organic
Comment: Givinostat is a pan-histone deacetylase (HDAC) inhibitor [3]. The clinically used formulation contains the hydrochloride (PubChem CID 52914048).
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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 CDK toolkit. 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 5
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 90.9
Molecular weight 421.2
XLogP 3.99
No. Lipinski's rules broken 0
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.

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Canonical SMILES CCN(Cc1ccc2c(c1)ccc(c2)COC(=O)Nc1ccc(cc1)C(=O)NO)CC
Isomeric SMILES CCN(Cc1ccc2c(c1)ccc(c2)COC(=O)Nc1ccc(cc1)C(=O)NO)CC
InChI InChI=1S/C24H27N3O4/c1-3-27(4-2)15-17-5-7-21-14-18(6-8-20(21)13-17)16-31-24(29)25-22-11-9-19(10-12-22)23(28)26-30/h5-14,30H,3-4,15-16H2,1-2H3,(H,25,29)(H,26,28)
InChI Key YALNUENQHAQXEA-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Givinostat was granted orphan designation in the European Union for the treatment of the rare diseases systemic-onset juvenile idiopathic arthritis (JIA, 2010), polycythaemia vera (2010) [2,6] and Duchenne muscular dystrophy (DMD; 2012) [5]. Clinical trials continued for these and other conditions- click here to link to ClinicalTrials.gov's full list of givinostat studies.
The FDA approved givinostat for the treatment of DMD (in patients ≥6 yrs old) in March 2024. Treatment with givinostat is independent of the underlying disease-causing gene mutation.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT02851797 Clinical Study to Evaluate the Efficacy and Safety of Givinostat in Ambulant Patients With Duchenne Muscular Dystrophy Phase 3 Interventional Italfarmaco 4
NCT01901432 A Two-part Study to Assess the Safety and Preliminary Efficacy of Givinostat in Patients With Polycythemia Vera Phase 1/Phase 2 Interventional Italfarmaco 7