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Details

Stereochemistry ACHIRAL
Molecular Formula C14H16ClN3O4S2
Molecular Weight 389.878
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-[5-[4-Chloro-3-[[(2-hydroxyethyl)amino]sulfonyl]phenyl]-4-methyl-2-thiazolyl]acetamide

SMILES

CC(=O)NC1=NC(C)=C(S1)C2=CC=C(Cl)C(=C2)S(=O)(=O)NCCO

InChI

InChIKey=JFVNFXCESCXMBC-UHFFFAOYSA-N
InChI=1S/C14H16ClN3O4S2/c1-8-13(23-14(17-8)18-9(2)20)10-3-4-11(15)12(7-10)24(21,22)16-5-6-19/h3-4,7,16,19H,5-6H2,1-2H3,(H,17,18,20)

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20510927

PIK-93 is the two most potent and multitargeted synthetic PI3-K inhibitors that have been reported. PIK-93 inhibits PI3Kγ and PI4KIIIβ, with IC50 values of 16 nM and 19 nM, respectively. PIK-93 also inhibits other members of PI3Ks, including PI3Kα, β, and δ, with IC50 values of 39 nM, 0.59 uM, and 0.12 uM, respectively. PIK-93 shows no obvious inhibitory effect against a panel of other kinases, even at a concentration of 10 uM. PIK-93 was identified as a potent anti-enterovirus compound. PIK-93 targeted PI4Kβ to inhibit interaction of viral 3D polymerase and phosphatidylinositol 4-phosphate on the reorganized membrane vesicle for viral replication complex formation. PIK-93 may provide a basis for the design of new classes of therapeutics against viral RNA replication.

Approval Year

PubMed

PubMed

TitleDatePubMed
A pharmacological map of the PI3-K family defines a role for p110alpha in insulin signaling.
2006 May 19
Viral reorganization of the secretory pathway generates distinct organelles for RNA replication.
2010 May 28
Involvement of phosphoinositide 3-kinase and PTEN protein in mechanism of activation of TRPC6 protein in vascular smooth muscle cells.
2012 May 18
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In T6.11 cells, PIK-93 (300 nM) reduces carbachol-induced translocation of TRPC6 to the plasma membrane and net Ca2+ entry.
Name Type Language
N-[5-[4-Chloro-3-[[(2-hydroxyethyl)amino]sulfonyl]phenyl]-4-methyl-2-thiazolyl]acetamide
Systematic Name English
Acetamide, N-[5-[4-chloro-3-[[(2-hydroxyethyl)amino]sulfonyl]phenyl]-4-methyl-2-thiazolyl]-
Systematic Name English
N-(5-(4-Chloranyl-3-(2-hydroxyethylsulfamoyl)phenyl)-4-methyl-1,3-thiazol-2-yl)ethanamide
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID30425868
Created by admin on Sat Dec 16 15:30:13 GMT 2023 , Edited by admin on Sat Dec 16 15:30:13 GMT 2023
PRIMARY
CAS
593960-11-3
Created by admin on Sat Dec 16 15:30:13 GMT 2023 , Edited by admin on Sat Dec 16 15:30:13 GMT 2023
PRIMARY
PUBCHEM
6852167
Created by admin on Sat Dec 16 15:30:13 GMT 2023 , Edited by admin on Sat Dec 16 15:30:13 GMT 2023
PRIMARY
FDA UNII
QS3XFL5JRX
Created by admin on Sat Dec 16 15:30:13 GMT 2023 , Edited by admin on Sat Dec 16 15:30:13 GMT 2023
PRIMARY