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 448.078
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
Submitter Remark
2013-01-29 10:22:31.0 Bijay see http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=1893730