CHR-2863

The aminopeptidase inhibitor CHR-2863 is an orally bioavailable inhibitor of murine malaria. It is an orally available hydrophobic inhibitor prodrug used as chemotherapeutic agents for the treatment of refractory acute myeloid leukemia. It is hydrolyzed by CES1

General

Type : Drug

Chemical_Nomenclature : cyclopentyl (2S)-2-[[(2R)-2-[(1S)-2-(hydroxyamino)-1-methoxy-2-oxoethyl]-4-methylpentanoyl]amino]-2-phenylacetate

Canonical SMILES : CC(C)CC(C(C(=O)NO)OC)C(=O)NC(C1=CC=CC=C1)C(=O)OC2CCCC2

InChI : InChI=1S\/C22H32N2O6\/c1-14(2)13-17(19(29-3)21(26)24-28)20(25)23-18(15-9-5-4-6-10-15)22(27)30-16-11-7-8-12-16\/h4-6,9-10,14,16-19,28H,7-8,11-13H2,1-3H3,(H,23,25)(H,24,26)\/t17-,18+,19+\/m1\/s1

InChIKey : NYGGUGZLUBNLTJ-QYZOEREBSA-N

Other name(s) : CHR 2863  ||  CHR2863  ||  Cyclopentyl (2S)-2-[[(2R)-2-[(1S)-2-(hydroxyamino)-1-methoxy-2-oxo-ethyl]-4-methyl-pentanoyl]amino]-2-phenyl-acetate


MW : 420.49

Formula : C22H32N2O6

CAS_number :

PubChem : 15547707

UniChem : NYGGUGZLUBNLTJ-QYZOEREBSA-N

Target

Structures : No structure

Families : Carb_B_Chordata

References (2)

Title : Multifactorial resistance to aminopeptidase inhibitor prodrug CHR2863 in myeloid leukemia cells: down-regulation of carboxylesterase 1, drug sequestration in lipid droplets and pro-survival activation ERK\/Akt\/mTOR - Verbrugge_2016_Oncotarget_7_5240
Author(s) : Verbrugge SE , Al M , Assaraf YG , Kammerer S , Chandrupatla DM , Honeywell R , Musters RP , Giovannetti E , O'Toole T , Scheffer GL , Krige D , de Gruijl TD , Niessen HW , Lems WF , Kramer PA , Scheper RJ , Cloos J , Ossenkoppele GJ , Peters GJ , Jansen G
Ref : Oncotarget , 7 :5240 , 2016
Abstract :
PubMedSearch : Verbrugge_2016_Oncotarget_7_5240
PubMedID: 26496029

Title : The aminopeptidase inhibitor CHR-2863 is an orally bioavailable inhibitor of murine malaria - Skinner-Adams_2012_Antimicrob.Agents.Chemother_56_3244
Author(s) : Skinner-Adams TS , Peatey CL , Anderson K , Trenholme KR , Krige D , Brown CL , Stack C , Nsangou DM , Mathews RT , Thivierge K , Dalton JP , Gardiner DL
Ref : Antimicrobial Agents & Chemotherapy , 56 :3244 , 2012
Abstract :
PubMedSearch : Skinner-Adams_2012_Antimicrob.Agents.Chemother_56_3244
PubMedID: 22450967