Identification Name Ezatiostat Accession Number DB05460 (DB12215) Type Small Molecule Groups Investigational Description
Ezatiostat is investigated in clinical trials for treating myelodysplastic syndrome. This compound belongs to the peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. This medication is known to target Glutathione S-transferase P. Ezatiostat is a small molecule drug that is an analog inhibitor of glutathione S-transferase P1-1. It acts intracellularly on the MAPK signaling pathway by activating ERK2. Ezatiostat has myelostimulant activity in preclinical rodent models and human bone marrow cultures, and differentiates granulocytes and monocytes in HL60 cells. Ezatiostat is a candidate designed to stimulate the formation of bone marrow cells that are precursors to granulocytes and monocytes (white blood cells), erythrocytes (red blood cells) and platelets. Many conditions are characterized by depleted bone marrow, including myelodysplastic syndrome (MDS), a form of pre-leukemia in which the bone marrow produces insufficient levels of one or more of the 3 major blood elements (white blood cells, red blood cells and platelets). It might also be relevant as an adjunct therapy since a reduction in blood cell levels is also a common, toxic effect of many standard chemotherapeutic drugs.
gamma-Glutamyl-S-(benzyl)-cysteinyl-R(-)-phenylglycine diethyl ester External IDs TER 199 / Ter-199 / Terrapin 199 / TLK-199 / TLK199 Product Ingredients Not Available Approved Prescription Products Not Available Approved Generic Prescription Products Not Available Approved Over the Counter Products Not Available Unapproved/Other Products Not Available International Brands
Name Company Telintra Not Available Brand mixtures Not Available Categories UNII 057D10I8S8 CAS number 168682-53-9 Weight Average: 529.648 Monoisotopic: 529.224656557 Chemical Formula C 27H 35N 3O 6S InChI Key GWEJFLVSOGNLSS-WPFOTENUSA-N InChI
Investigated for use/treatment in myelodysplastic syndrome.
Structured Indications Not Available Pharmacodynamics Not Available Mechanism of action
Target Kind Pharmacological action Actions Organism UniProt ID Glutathione S-transferase P Protein unknown Not Available Human P09211 details Related Articles Absorption Not Available Volume of distribution Not Available Protein binding Not Available Metabolism Not Available Route of elimination Not Available Half life Not Available Clearance Not Available Toxicity Not Available Affected organisms Not Available Pathways Not Available Pharmacogenomic Effects/ADRs Not Available Interactions Drug Interactions Not Available Food Interactions Not Available References Synthesis Reference Not Available General References Hamilton D, Batist G: TLK-199 (Telik). IDrugs. 2005 Aug;8(8):662-9. [ PubMed:16044376 ] External Links ATC Codes Not Available AHFS Codes Not Available PDB Entries Not Available FDA label Not Available MSDS Not Available Clinical Trials Clinical Trials Pharmacoeconomics Manufacturers Not Available Packagers Not Available Dosage forms Not Available Prices Not Available Patents Not Available Properties State Solid Experimental Properties Not Available Predicted Properties Predicted ADMET features
Property Value Probability Human Intestinal Absorption + 0.932 Blood Brain Barrier + 0.5139 Caco-2 permeable - 0.7903 P-glycoprotein substrate Substrate 0.7299 P-glycoprotein inhibitor I Inhibitor 0.5322 P-glycoprotein inhibitor II Non-inhibitor 0.9937 Renal organic cation transporter Non-inhibitor 0.8903 CYP450 2C9 substrate Non-substrate 0.8782 CYP450 2D6 substrate Non-substrate 0.8538 CYP450 3A4 substrate Non-substrate 0.5726 CYP450 1A2 substrate Non-inhibitor 0.9101 CYP450 2C9 inhibitor Non-inhibitor 0.8228 CYP450 2D6 inhibitor Non-inhibitor 0.766 CYP450 2C19 inhibitor Non-inhibitor 0.6553 CYP450 3A4 inhibitor Inhibitor 0.5834 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.704 Ames test Non AMES toxic 0.778 Carcinogenicity Non-carcinogens 0.8939 Biodegradation Not ready biodegradable 0.9409 Rat acute toxicity 2.2434 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9864 hERG inhibition (predictor II) Non-inhibitor 0.7148
ADMET data is predicted using
, a free tool for evaluating chemical ADMET properties. (
Spectra Mass Spec (NIST) Not Available Spectra Not Available Taxonomy Description This compound belongs to the class of chemical entities known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Kingdom Chemical entities Super Class Organic compounds Class Organic acids and derivatives Sub Class Carboxylic acids and derivatives Direct Parent Oligopeptides Alternative Parents Glutamine and derivatives / Alpha amino acid esters / N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Cysteine and derivatives / Fatty acid esters / N-acyl amines / Dicarboxylic acids and derivatives / Benzene and substituted derivatives / Carboxylic acid esters / Secondary carboxylic acid amides / Sulfenyl compounds / Dialkylthioethers / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds / Organopnictogen compounds show 8 more Substituents Alpha-oligopeptide / Glutamine or derivatives / Alpha-amino acid ester / N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Cysteine or derivatives / N-substituted-alpha-amino acid / Alpha-amino acid or derivatives / Fatty acid ester / Fatty amide / N-acyl-amine / Fatty acyl / Dicarboxylic acid or derivatives / Monocyclic benzene moiety / Benzenoid / Carboxamide group / Amino acid or derivatives / Secondary carboxylic acid amide / Carboxylic acid ester / Thioether / Sulfenyl compound / Dialkylthioether / Organic nitrogen compound / Primary aliphatic amine / Organonitrogen compound / Organooxygen compound / Organosulfur compound / Carbonyl group / Primary amine / Hydrocarbon derivative / Amine / Organic oxide / Organopnictogen compound / Organic oxygen compound / Aromatic homomonocyclic compound show 25 more Molecular Framework Aromatic homomonocyclic compounds External Descriptors Not Available