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SCHEMBL1719815

Compound A (3-(5-(ethylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile)), which binds covalently to Cys31 in the active site of LCAT and increases plasma CE and HDL-C levels

General

Type : Cyanide, Sulfur Compound, Thiadiazol

Chemical_Nomenclature : 3-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]pyrazine-2-carbonitrile

Canonical SMILES : CCSC1=NN=C(S1)SC2=NC=CN=C2C#N

InChI : InChI=1S\/C9H7N5S3\/c1-2-15-8-13-14-9(17-8)16-7-6(5-10)11-3-4-12-7\/h3-4H,2H2,1H3

InChIKey : UBSFSJMIJHSGDZ-UHFFFAOYSA-N

Other name(s) : ZINC116926570 || LCAT activator compound A, >=98\% (HPLC)' || 3-(5-(ethylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile || 3-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]pyrazine-2-carbonitrile

MW : 281.4

Formula : C9H7N5S3

CAS_number :

PubChem : 23642189

UniChem : UBSFSJMIJHSGDZ-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : PC-sterol_acyltransferase

Protein : human-LCAT

References (2)

Title : Lecithin:Cholesterol Acyltransferase Activation by Sulfhydryl-Reactive Small Molecules: Role of Cysteine-31 - Freeman_2017_J.Pharmacol.Exp.Ther_362_306
Author(s) : Freeman LA , Demosky SJ, Jr. , Konaklieva M , Kuskovsky R , Aponte A , Ossoli AF , Gordon SM , Koby RF , Manthei KA , Shen M , Vaisman BL , Shamburek RD , Jadhav A , Calabresi L , Gucek M , Tesmer JJG , Levine RL , Remaley AT
Ref : Journal of Pharmacology & Experimental Therapeutics , 362 :306 , 2017
Abstract : Freeman_2017_J.Pharmacol.Exp.Ther_362_306
ESTHER : Freeman_2017_J.Pharmacol.Exp.Ther_362_306
PubMedSearch : Freeman_2017_J.Pharmacol.Exp.Ther_362_306
PubMedID: 28576974
Gene_locus related to this paper: human-LCAT

Title : Small molecule activation of lecithin cholesterol acyltransferase modulates lipoprotein metabolism in mice and hamsters - Chen_2012_Metabolism_61_470
Author(s) : Chen Z , Wang SP , Krsmanovic ML , Castro-Perez J , Gagen K , Mendoza V , Rosa R , Shah V , He T , Stout SJ , Geoghagen NS , Lee SH , McLaren DG , Wang L , Roddy TP , Plump AS , Hubbard BK , Sinz CJ , Johns DG
Ref : Metabolism , 61 :470 , 2012
Abstract : Chen_2012_Metabolism_61_470
ESTHER : Chen_2012_Metabolism_61_470
PubMedSearch : Chen_2012_Metabolism_61_470
PubMedID: 22001333