panobinostat   

GtoPdb Ligand ID: 7489

Synonyms: Farydak® | LBH-589 | LBH589
panobinostat is an approved drug (EMA & FDA (2015))
Compound class: Synthetic organic
Comment: Panobinostat is a non-selective histone deacetylase (HDAC) inhibitor [1-2].
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 77.15
Molecular weight 349.18
XLogP 2.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES ONC(=O)C=Cc1ccc(cc1)CNCCc1c(C)[nH]c2c1cccc2
Isomeric SMILES ONC(=O)/C=C/c1ccc(cc1)CNCCc1c(C)[nH]c2c1cccc2
InChI InChI=1S/C21H23N3O2/c1-15-18(19-4-2-3-5-20(19)23-15)12-13-22-14-17-8-6-16(7-9-17)10-11-21(25)24-26/h2-11,22-23,26H,12-14H2,1H3,(H,24,25)/b11-10+
InChI Key FPOHNWQLNRZRFC-ZHACJKMWSA-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 2 Hs Inhibitor Inhibition 8.5 pEC50 - 1
pEC50 8.5 (EC50 3x10-9 M) [1]
histone deacetylase 9 Hs Inhibitor Inhibition 8.5 pEC50 - 1
pEC50 8.5 (EC50 3x10-9 M) [1]
histone deacetylase 1 Hs Inhibitor Inhibition 8.5 pEC50 - 1
pEC50 8.5 (EC50 3x10-9 M) [1]
histone deacetylase 3 Hs Inhibitor Inhibition 8.4 pEC50 - 1
pEC50 8.4 (EC50 4x10-9 M) [1]
histone deacetylase 4 Hs Inhibitor Inhibition 7.9 pEC50 - 1
pEC50 7.9 (EC50 1.2x10-8 M) [1]
histone deacetylase 7 Hs Inhibitor Inhibition 7.8 pEC50 - 1
pEC50 7.8 (EC50 1.4x10-8 M) [1]
histone deacetylase 6 Hs Inhibitor Inhibition 7.2 pEC50 - 1
pEC50 7.2 (EC50 6.1x10-8 M) [1]
histone deacetylase 8 Hs Inhibitor Inhibition 6.6 pEC50 - 1
pEC50 6.6 (EC50 2.48x10-7 M) [1]
Ligand mentioned in the following text fields