Modified version of Orlistat Tetrahydrolipstatin THL EZ120 is selective for mycobacteria
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
Families : EZ120 ligand of proteins in family
A85-Mycolyl-transferase
Protein :
myctu-a85a
myctu-a85b
myctu-a85c
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 : |
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 : |
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 : |
PubMedSearch : Larsen_2019_Drug.Dev.Res_80_33 |
PubMedID: 30302779 |
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 : |
PubMedSearch : Viljoen_2018_J.Biol.Chem_293_2755 |
PubMedID: 29301937 |
Gene_locus related to this paper: myctu-a85c |
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 : |
PubMedSearch : Lehmann_2018_Angew.Chem.Int.Ed.Engl_57_348 |
PubMedID: 29067779 |