CHEBI:71957 - XL147

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ChEBI Name XL147
ChEBI ID CHEBI:71957
Definition A sulfonamide that is the N-4-toluenesulfonyl (N-tosyl) derivative of N-(2,1,3-benzothiadiazol-5-yl)quinoxaline-2,3-diamine. A selective PI3K inhibitor used in cancer treatment.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information
Download Molfile XML SDF
Formula C21H16N6O2S2
Net Charge 0
Average Mass 448.52100
Monoisotopic Mass 448.07762
InChI InChI=1S/C21H16N6O2S2/c1-13-6-9-15(10-7-13)31(28,29)27-21-20(23-16-4-2-3-5-17(16)24-21)22-14-8-11-18-19(12-14)26-30-25-18/h2-12H,1H3,(H,22,23)(H,24,27)
InChIKey MQMKRQLTIWPEDM-UHFFFAOYSA-N
SMILES Cc1ccc(cc1)S(=O)(=O)Nc1nc2ccccc2nc1Nc1ccc2nsnc2c1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor
An inhibitor of phosphatidylinositol 3-kinase, EC 2.7.1.137, a family of related enzymes capable of phosphorylating the 3 position hydroxy group of the inositol ring of a phosphatidylinositol.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing XL147 (CHEBI:71957) has role antineoplastic agent (CHEBI:35610)
XL147 (CHEBI:71957) has role EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor (CHEBI:50914)
XL147 (CHEBI:71957) is a aromatic amine (CHEBI:33860)
XL147 (CHEBI:71957) is a benzothiadiazole (CHEBI:48864)
XL147 (CHEBI:71957) is a quinoxaline derivative (CHEBI:38771)
XL147 (CHEBI:71957) is a sulfonamide (CHEBI:35358)
IUPAC Name
N-[3-(2,1,3-benzothiadiazol-5-ylamino)quinoxalin-2-yl]-4-methylbenzenesulfonamide
Synonyms Sources
XL 147 ChemIDplus
XL-147 ChemIDplus
Manual Xref Database
LSM-5998 LINCS
View more database links
Registry Number Type Source
1033110-57-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20191424 PubMed citation Europe PMC
21368164 PubMed citation Europe PMC
23204226 PubMed citation Europe PMC
Last Modified
25 February 2016