PD158780 (CHEBI:92843)

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ChEBI Name	PD158780

ChEBI ID	CHEBI:92843

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C14H12BrN5

Net Charge

Average Mass

330.183

Monoisotopic Mass

329.02761

InChI

InChI=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)

InChIKey

KFHMLBXBRCITHF-UHFFFAOYSA-N

SMILES

CNC1=NC=C2C(=C1)C(=NC=N2)NC3=CC=CC(=C3)Br

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 2.7.10.1 (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(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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	Sources
4-(3-bromoanilino)-6-(methylamino)pyrido[3,4-d]pyrimidine	ChEBI
4-(3-bromoanilino)-6-methylaminopyrido[3,4-d]pyrimidine	ChEBI
4-[(3-bromophenyl)amino]-6-(methylamino)pyrido[3,4-d]pyrimidine	ChEBI
PD 158780	ChEBI
PD-158780	ChEBI

Last Modified

17 March 2017