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CAY10499

monoglyceride lipase inhibitor (IC50 144 nM) but inhibits also ATGL (not an alpha/beta hydrolase) HSL, DAGLA ABHD6 and CES1 (Iglesias et al 2016)

General

Type : Carbamate,Oxadiazol

Chemical_Nomenclature : benzyl N-[4-(5-methoxy-2-oxo-1,3,4-oxadiazol-3-yl)-2-methylphenyl]carbamate

Canonical SMILES : CC1=C(C=CC(=C1)N2C(=O)OC(=N2)OC)NC(=O)OCC3=CC=CC=C3

InChI : InChI=1S\/C18H17N3O5\/c1-12-10-14(21-18(23)26-17(20-21)24-2)8-9-15(12)19-16(22)25-11-13-6-4-3-5-7-13\/h3-10H,11H2,1-2H3,(H,19,22)

InChIKey : QTENHWTVRQKWRI-UHFFFAOYSA-N

Other name(s) : CHEMBL570812,CAY-10499,SCHEMBL7042914,ZINC592819,BDBM50414921

MW : 355.34

Formula : C18H17N3O5

CAS_number :

PubChem : 9924775

UniChem : QTENHWTVRQKWRI-UHFFFAOYSA-N

Target

Families : CAY10499 ligand of proteins in family
Monoglyceridelipase_lysophospholip Carb_B_Chordata ABHD6-Lip Lipase_3 Hormone-sensitive_lipase_like

Protein :
human-MGLL

References (4)

Title : Simplified assays of lipolysis enzymes for drug discovery and specificity assessment of known inhibitors - Iglesias_2016_J.Lipid.Res_57_131
Author(s) : Iglesias J , Lamontagne J , Erb H , Gezzar S , Zhao S , Joly E , Truong VL , Skorey K , Crane S , Madiraju SR , Prentki M
Ref : J Lipid Res , 57 :131 , 2016
Abstract : Iglesias_2016_J.Lipid.Res_57_131
ESTHER : Iglesias_2016_J.Lipid.Res_57_131
PubMedSearch : Iglesias_2016_J.Lipid.Res_57_131
PubMedID: 26423520

Title : Dual inhibition of MAGL and type II topoisomerase by N-phenylmaleimides as a potential strategy to reduce neuroblastoma cell growth - Matuszak_2012_Eur.J.Pharm.Sci_45_263
Author(s) : Matuszak N , Hamtiaux L , Baldeyroux B , Muccioli GG , Poupaert JH , Lansiaux A , Lambert DM
Ref : Eur J Pharm Sci , 45 :263 , 2012
Abstract : Matuszak_2012_Eur.J.Pharm.Sci_45_263
ESTHER : Matuszak_2012_Eur.J.Pharm.Sci_45_263
PubMedSearch : Matuszak_2012_Eur.J.Pharm.Sci_45_263
PubMedID: 22127371

Title : Characterization of binding properties of monoglyceride lipase inhibitors by a versatile fluorescence-based technique - Savinainen_2010_Anal.Biochem_399_132
Author(s) : Savinainen JR , Yoshino M , Minkkila A , Nevalainen T , Laitinen JT
Ref : Analytical Biochemistry , 399 :132 , 2010
Abstract : Savinainen_2010_Anal.Biochem_399_132
ESTHER : Savinainen_2010_Anal.Biochem_399_132
PubMedSearch : Savinainen_2010_Anal.Biochem_399_132
PubMedID: 20005861
Gene_locus related to this paper: human-MGLL

Title : CAY10499, a novel monoglyceride lipase inhibitor evidenced by an expeditious MGL assay - Muccioli_2008_Chembiochem_9_2704
Author(s) : Muccioli GG , Labar G , Lambert DM
Ref : Chembiochem , 9 :2704 , 2008
Abstract : Muccioli_2008_Chembiochem_9_2704
ESTHER : Muccioli_2008_Chembiochem_9_2704
PubMedSearch : Muccioli_2008_Chembiochem_9_2704
PubMedID: 18855964
Gene_locus related to this paper: human-MGLL 
Array
(
    [id] => 3951
    [inhibitor] => CAY10499
    [type] => Array
        (
            [0] => Carbamate
            [1] => Oxadiazol
        )

    [other_name] => Array
        (
            [0] => CHEMBL570812
            [1] => CAY-10499
            [2] => SCHEMBL7042914
            [3] => ZINC592819
            [4] => BDBM50414921
        )

    [chemical_nomenclature] => benzyl N-[4-(5-methoxy-2-oxo-1,3,4-oxadiazol-3-yl)-2-methylphenyl]carbamate
    [formula] => C18H17N3O5
    [cas_number] => 
    [mw] => 355.34
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Muccioli_2008_Chembiochem_9_2704 || Iglesias_2016_J.Lipid.Res_57_131 || Matuszak_2012_Eur.J.Pharm.Sci_45_263 || Savinainen_2010_Anal.Biochem_399_132
    [comment] => monoglyceride lipase inhibitor (IC50 144 nM) but inhibits also ATGL (not an alpha\/beta hydrolase) HSL, DAGLA ABHD6 and CES1 (Iglesias et al 2016)
    [gene_locus] => human-MGLL
    [kin_inhibitor] => 
    [cid] => 9924775
    [family] => Monoglyceridelipase_lysophospholip || Carb_B_Chordata || ABHD6-Lip || Lipase_3 || Hormone-sensitive_lipase_like
    [inchikey] => QTENHWTVRQKWRI-UHFFFAOYSA-N
    [canonicalsmiles] => CC1=C(C=CC(=C1)N2C(=O)OC(=N2)OC)NC(=O)OCC3=CC=CC=C3
    [inchi] => InChI=1S\/C18H17N3O5\/c1-12-10-14(21-18(23)26-17(20-21)24-2)8-9-15(12)19-16(22)25-11-13-6-4-3-5-7-13\/h3-10H,11H2,1-2H3,(H,19,22)
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)