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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2D Structure
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Physico-chemical Properties
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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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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
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
histone deacetylase 1 Hs Inhibitor Inhibition 8.7 pKi - 1
pKi 8.7 (Ki 2x10-9 M) [1]
histone deacetylase 2 Hs Inhibitor Inhibition 8.5 pKi - 1
pKi 8.5 (Ki 3x10-9 M) [1]
histone deacetylase 3 Hs Inhibitor Inhibition 8.5 pKi - 1
pKi 8.5 (Ki 3x10-9 M) [1]
histone deacetylase 6 Hs Inhibitor Inhibition 8.4 pKi - 1
pKi 8.4 (Ki 4.2x10-9 M) [1]
histone deacetylase 8 Hs Inhibitor Inhibition 7.4 pKi - 1
pKi 7.4 (Ki 3.9x10-8 M) [1]
histone deacetylase 7 Hs Inhibitor Inhibition 6.6 pKi - 1
pKi 6.6 (Ki 2.4x10-7 M) [1]
histone deacetylase 9 Hs Inhibitor Inhibition 6.4 pKi - 1
pKi 6.4 (Ki 3.9x10-7 M) [1]
histone deacetylase 5 Hs Inhibitor Inhibition 6.2 pKi - 1
pKi 6.2 (Ki 6x10-7 M) [1]
histone deacetylase 4 Hs Inhibitor Inhibition 6.0 pKi - 1
pKi 6.0 (Ki 1.05x10-6 M) [1]
histone deacetylase 3 Hs Inhibitor Inhibition 7.7 pEC50 - 3
pEC50 7.7 (EC50 2.1x10-8 M) [3]
histone deacetylase 6 Hs Inhibitor Inhibition 7.6 pEC50 - 3
pEC50 7.6 (EC50 2.7x10-8 M) [3]
histone deacetylase 1 Hs Inhibitor Inhibition 7.6 pEC50 - 3
pEC50 7.6 (EC50 2.8x10-8 M) [3]
histone deacetylase 4 Hs Inhibitor Inhibition 7.3 pEC50 - 3
pEC50 7.3 (EC50 5.2x10-8 M) [3]
histone deacetylase 2 Hs Inhibitor Inhibition 7.3 pEC50 - 3
pEC50 7.3 (EC50 5.6x10-8 M) [3]
histone deacetylase 7 Hs Inhibitor Inhibition 6.8 pEC50 - 3
pEC50 6.8 (EC50 1.63x10-7 M) [3]