panobinostat   Click here for help

GtoPdb Ligand ID: 7489

Synonyms: Farydak® | LBH-589 | LBH589
Approved drug PDB Ligand Antimalarial Ligand
panobinostat is an approved drug (EMA & FDA (2015))
Compound class: Synthetic organic
Comment: Panobinostat is a non-selective histone deacetylase (HDAC) inhibitor [3-4]. The compound also has antimalarial activity.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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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
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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
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Approved drug? Yes (EMA & FDA (2015))
IUPAC Name Click here for help
(E)-N-hydroxy-3-[4-[[2-(2-methyl-1H-indol-3-yl)ethylamino]methyl]phenyl]prop-2-enamide
International Nonproprietary Names Click here for help
INN number INN
8805 panobinostat
Synonyms Click here for help
Farydak® | LBH-589 | LBH589
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9679810
Reactome Reaction Reactome logo R-HSA-9679787
Other databases
CAS Registry No. 404950-80-7
ChEMBL Ligand CHEMBL483254
DrugCentral Ligand 4682
GtoPdb PubChem SID 187051792
PubChem CID 6918837
RCSB PDB Ligand LBH
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Wikipedia Panobinostat