entinostat   Click here for help

GtoPdb Ligand ID: 7007

Synonyms: BAY 86-5274 | MS-275 | SNDX-275 | ZK 244894
Compound class: Synthetic organic
Comment: Entinostat (MS-275) inhibits Class I histone deacetylases (HDACs 1, 2, 3 & 8), but has been shown to be somewhat selective for HDAC1 [1,4]. Studies in rodent models of inflammation suggest that inhibition by entinostat may be clinically useful [2,6-8], perhaps more so than broader acting Class I HDAC inhibitors such as vorinostat (SAHA) [6].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 106.34
Molecular weight 376.15
XLogP 2.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(OCc1cccnc1)NCc1ccc(cc1)C(=O)Nc1ccccc1N
Isomeric SMILES O=C(OCc1cccnc1)NCc1ccc(cc1)C(=O)Nc1ccccc1N
InChI InChI=1S/C21H20N4O3/c22-18-5-1-2-6-19(18)25-20(26)17-9-7-15(8-10-17)13-24-21(27)28-14-16-4-3-11-23-12-16/h1-12H,13-14,22H2,(H,24,27)(H,25,26)
InChI Key INVTYAOGFAGBOE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
pyridin-3-ylmethyl N-({4-[(2-aminophenyl)carbamoyl]phenyl}methyl)carbamate
International Nonproprietary Names Click here for help
INN number INN
9016 entinostat
Synonyms Click here for help
BAY 86-5274 | MS-275 | SNDX-275 | ZK 244894
Database Links Click here for help
CAS Registry No. 209783-80-2
ChEMBL Ligand CHEMBL27759
GtoPdb PubChem SID 178103586
PubChem CID 4261
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Wikipedia Entinostat

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Tocris
MS 275
Cat. No. 6208