EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:92843 - PD158780

ChEBI IDCHEBI:92843
ChEBI NamePD158780
Stars
DefinitionA pyridopyrimidine that is pyrido[3,4-d]pyrimidine-4,6-diamine in which the amino groups at positions 4 and 6 are substituted by a m-bromophenyl group and a methyl group, respectively. It is a potent, cell-permeable, reversible ATP-competitive inhibitor of EGFR tyrosine kinase activity [IC50 values of 0.008, 49 and 52 nM for EGFR, ErbB2 (HER2) and Erb4 (HER4)]. It does not inhibit FGF or PDGF-mediated tyrosine phosphorylation. Induces G1 cell cycle arrest in MCF10A cells and is antiproliferative in A431 human epidermal carcinoma cells.
Last Modified17 March 2017
DownloadsMolfile
FormulaC14H12BrN5
Net Charge0
Average Mass330.189
Monoisotopic Mass329.02761
SMILESCNc1cc2c(Nc3cccc(Br)c3)ncnc2cn1
InChIInChI=1S/C14H12BrN5/c1-16-13-6-11-12(7-17-13)18-8-19-14(11)20-10-4-2-3-9(15)5-10/h2-8H,1H3,(H,16,17)(H,18,19,20)
InChIKeyKFHMLBXBRCITHF-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor  An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
PD158780 (CHEBI:92843) has role antineoplastic agent (CHEBI:35610)
PD158780 (CHEBI:92843) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
PD158780 (CHEBI:92843) is a aromatic amine (CHEBI:33860)
PD158780 (CHEBI:92843) is a bromobenzenes (CHEBI:37149)
PD158780 (CHEBI:92843) is a diamine (CHEBI:23666)
PD158780 (CHEBI:92843) is a pyridopyrimidine (CHEBI:38932)
PD158780 (CHEBI:92843) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
N4-(3-bromophenyl)-N6-methylpyrido[3,4-d]pyrimidine-4,6-diamine
Synonyms  Source
4-(3-bromoanilino)-6-methylaminopyrido[3,4-d]pyrimidineChEBI
4-(3-bromoanilino)-6-(methylamino)pyrido[3,4-d]pyrimidineChEBI
4-[(3-bromophenyl)amino]-6-(methylamino)pyrido[3,4-d]pyrimidineChEBI
PD 158780ChEBI
PD-158780ChEBI
Manual XrefsDatabases
LSM-3069LINCS
Registry NumbersSources
Reaxys:7487408Reaxys
CAS:171179-06-9ChemIDplus
CAS:171179-06-9LINCS
Citations