AM6580

"urea-based inhibitor AM6580 (hMAGL IC(50) 3 nM) (ratFAAH IC50 10.7 nM)"

General

Type : Piperazine,Piperidine,Fluoren,Triazol,Urea derivative

Chemical_Nomenclature : [4-(9~{H}-fluoren-9-yl)piperazin-1-yl]-(triazolo[4,5-b]pyridin-1-yl)methanone

Canonical SMILES : C1CN(CCN1C2C3=CC=CC=C3C4=CC=CC=C24)C(=O)N5C6=C(N=CC=C6)N=N5

InChI : InChI=1S\/C23H20N6O\/c30-23(29-20-10-5-11-24-22(20)25-26-29)28-14-12-27(13-15-28)21-18-8-3-1-6-16(18)17-7-2-4-9-19(17)21\/h1-11,21H,12-15H2

InChIKey : FZFRAGWORHDDSR-UHFFFAOYSA-N

Other name(s) : SCHEMBL915560,AM-6580


MW : 396.45

Formula : C23H20N6O

CAS_number :

PubChem : 25096356

UniChem : FZFRAGWORHDDSR-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : AM6580 ligand of proteins in family: Monoglyceridelipase_lysophospholip

Stucture :

Protein : human-MGLL

References (5)

Title : Inhibition of triple negative breast cancer-associated inflammation, tumor growth and brain colonization by targeting monoacylglycerol lipase - Benchama_2022_Sci.Rep_12_5328
Author(s) : Benchama O , Tyukhtenko S , Malamas MS , Williams MK , Makriyannis A , Avraham HK
Ref : Sci Rep , 12 :5328 , 2022
Abstract : Benchama_2022_Sci.Rep_12_5328
ESTHER : Benchama_2022_Sci.Rep_12_5328
PubMedSearch : Benchama_2022_Sci.Rep_12_5328
PubMedID: 35351947
Gene_locus related to this paper: human-MGLL

Title : The role of human monoacylglycerol lipase (hMAGL) binding pocket in breakup of unsaturated phospholipid membranes - Karageorgos_2017_Anal.Biochem_536_90
Author(s) : Karageorgos I , Silin VI , Zvonok N , Marino J , Janero DR , Makriyannis A
Ref : Analytical Biochemistry , 536 :90 , 2017
Abstract : Karageorgos_2017_Anal.Biochem_536_90
ESTHER : Karageorgos_2017_Anal.Biochem_536_90
PubMedSearch : Karageorgos_2017_Anal.Biochem_536_90
PubMedID: 28822686
Gene_locus related to this paper: human-MGLL

Title : Active-site inhibitors modulate the dynamic properties of human monoacylglycerol lipase: a hydrogen exchange mass spectrometry study - Karageorgos_2013_Biochemistry_52_5016
Author(s) : Karageorgos I , Wales TE , Janero DR , Zvonok N , Vemuri VK , Engen JR , Makriyannis A
Ref : Biochemistry , 52 :5016 , 2013
Abstract : Karageorgos_2013_Biochemistry_52_5016
ESTHER : Karageorgos_2013_Biochemistry_52_5016
PubMedSearch : Karageorgos_2013_Biochemistry_52_5016
PubMedID: 23795559

Title : Membrane phospholipid bilayer as a determinant of monoacylglycerol lipase kinetic profile and conformational repertoire - Nasr_2013_Protein.Sci_22_774
Author(s) : Nasr ML , Shi X , Bowman AL , Johnson M , Zvonok N , Janero DR , Vemuri VK , Wales TE , Engen JR , Makriyannis A
Ref : Protein Science , 22 :774 , 2013
Abstract : Nasr_2013_Protein.Sci_22_774
ESTHER : Nasr_2013_Protein.Sci_22_774
PubMedSearch : Nasr_2013_Protein.Sci_22_774
PubMedID: 23553709

Title : Endocannabinoid enzyme engineering: soluble human thio-monoacylglycerol lipase (sol-S-hMGL) - Karageorgos_2012_ACS.Chem.Neurosci_3_393
Author(s) : Karageorgos I , Zvonok N , Janero DR , Vemuri VK , Shukla V , Wales TE , Engen JR , Makriyannis A
Ref : ACS Chem Neurosci , 3 :393 , 2012
Abstract : Karageorgos_2012_ACS.Chem.Neurosci_3_393
ESTHER : Karageorgos_2012_ACS.Chem.Neurosci_3_393
PubMedSearch : Karageorgos_2012_ACS.Chem.Neurosci_3_393
PubMedID: 22860208
Gene_locus related to this paper: human-MGLL