EZ120

Modified version of Orlistat Tetrahydrolipstatin THL EZ120 is selective for mycobacteria

General

Type : Oxooxetan,Lipase inhibitor

Chemical_Nomenclature : 4-(dimethylamino)-N-[5-[(2R,3R)-3-non-8-enyl-4-oxooxetan-2-yl]pentyl]benzamide

Canonical SMILES : CN(C)C1=CC=C(C=C1)C(=O)NCCCCCC2C(C(=O)O2)CCCCCCCC=C

InChI : InChI=1S\/C26H40N2O3\/c1-4-5-6-7-8-9-11-14-23-24(31-26(23)30)15-12-10-13-20-27-25(29)21-16-18-22(19-17-21)28(2)3\/h4,16-19,23-24H,1,5-15,20H2,2-3H3,(H,27,29)\/t23-,24-\/m1\/s1

InChIKey : LCRGOGGGWKWZQW-DNQXCXABSA-N

Other name(s) : CHEMBL1933116,BDBM50360281


MW : 428.6

Formula : C26H40N2O3

CAS_number :

PubChem : 57398758

UniChem : LCRGOGGGWKWZQW-DNQXCXABSA-N

IUPHAR :

Wikipedia :

Target

Families : EZ120 ligand of proteins in family: A85-Mycolyl-transferase

Stucture :

Protein : myctu-a85a || myctu-a85b || myctu-a85c

References (5)

Title : Identification of cell wall synthesis inhibitors active against Mycobacterium tuberculosis by competitive activity-based protein profiling - Li_2022_Cell.Chem.Biol_29_883
Author(s) : Li M , Patel HV , Cognetta AB, 3rd , Smith TC, 2nd , Mallick I , Cavalier JF , Previti ML , Canaan S , Aldridge BB , Cravatt BF , Seeliger JC
Ref : Cell Chemical Biology , 29 :883 , 2022
Abstract : Li_2022_Cell.Chem.Biol_29_883
ESTHER : Li_2022_Cell.Chem.Biol_29_883
PubMedSearch : Li_2022_Cell.Chem.Biol_29_883
PubMedID: 34599873

Title : Cell Surface Biosynthesis and Remodeling Pathways in Mycobacteria Reveal New Drug Targets - Shaku_2020_Front.Cell.Infect.Microbiol_10_603382
Author(s) : Shaku M , Ealand C , Kana BD
Ref : Front Cell Infect Microbiol , 10 :603382 , 2020
Abstract : Shaku_2020_Front.Cell.Infect.Microbiol_10_603382
ESTHER : Shaku_2020_Front.Cell.Infect.Microbiol_10_603382
PubMedSearch : Shaku_2020_Front.Cell.Infect.Microbiol_10_603382
PubMedID: 33282752

Title : Microbial esterases and ester prodrugs: An unlikely marriage for combating antibiotic resistance - Larsen_2019_Drug.Dev.Res_80_33
Author(s) : Larsen EM , Johnson RJ
Ref : Drug Dev Res , 80 :33 , 2019
Abstract : Larsen_2019_Drug.Dev.Res_80_33
ESTHER : Larsen_2019_Drug.Dev.Res_80_33
PubMedSearch : Larsen_2019_Drug.Dev.Res_80_33
PubMedID: 30302779

Title : An Antibacterial beta-Lactone Kills Mycobacterium tuberculosis by Disrupting Mycolic Acid Biosynthesis - Lehmann_2018_Angew.Chem.Int.Ed.Engl_57_348
Author(s) : Lehmann J , Cheng TY , Aggarwal A , Park AS , Zeiler E , Raju RM , Akopian T , Kandror O , Sacchettini JC , Moody DB , Rubin EJ , Sieber SA
Ref : Angew Chem Int Ed Engl , 57 :348 , 2018
Abstract : Lehmann_2018_Angew.Chem.Int.Ed.Engl_57_348
ESTHER : Lehmann_2018_Angew.Chem.Int.Ed.Engl_57_348
PubMedSearch : Lehmann_2018_Angew.Chem.Int.Ed.Engl_57_348
PubMedID: 29067779

Title : Cyclipostins and cyclophostin analogs inhibit the antigen 85C from Mycobacterium tuberculosis both in vitro and in vivo - Viljoen_2018_J.Biol.Chem_293_2755
Author(s) : Viljoen A , Richard M , Nguyen PC , Fourquet P , Camoin L , Paudal RR , Gnawali GR , Spilling CD , Cavalier JF , Canaan S , Blaise M , Kremer L
Ref : Journal of Biological Chemistry , 293 :2755 , 2018
Abstract : Viljoen_2018_J.Biol.Chem_293_2755
ESTHER : Viljoen_2018_J.Biol.Chem_293_2755
PubMedSearch : Viljoen_2018_J.Biol.Chem_293_2755
PubMedID: 29301937
Gene_locus related to this paper: myctu-a85c