dorsomorphin (CHEBI:78510)

CHEBI:78510 - dorsomorphin

ChEBI ID	CHEBI:78510
ChEBI Name	dorsomorphin
Stars
Definition	A pyrazolopyrimidine that is pyrazolo[1,5-a]pyrimidine which is substituted at positions 3 and 6 by pyridin-4-yl and p-[2-(piperidin-1-yl)ethoxy]phenyl groups, respectively. It is a potent, selective, reversible, and ATP-competitive inhibitor of AMPK (AMP-activated protein kinase, EC 2.7.11.31) and a selective inhibitor of bone morphogenetic protein (BMP) signaling.
Last Modified	12 April 2024
Submitter	mziehm
Downloads	Molfile

Formula	C24H25N5O
Net Charge	0
Average Mass	399.498
Monoisotopic Mass	399.20591
SMILES	c1cc(-c2cnn3cc(-c4ccc(OCCN5CCCCC5)cc4)cnc23)ccn1
InChI	InChI=1S/C24H25N5O/c1-2-12-28(13-3-1)14-15-30-22-6-4-19(5-7-22)21-16-26-24-23(17-27-29(24)18-21)20-8-10-25-11-9-20/h4-11,16-18H,1-3,12-15H2
InChIKey	XHBVYDAKJHETMP-UHFFFAOYSA-N

Roles Classification

EC 2.7.11.31 {[hydroxymethylglutaryl-CoA reductase (NADPH)] kinase} inhibitor An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of any [hydroxymethylglutaryl-CoA reductase (NADPH)] kinase (EC 2.7.11.31).

bone morphogenetic protein receptor antagonist An antagonist at the bone morphogenetic protein receptor.

ChEBI Ontology

Outgoing Relation(s)
	dorsomorphin (CHEBI:78510) has role bone morphogenetic protein receptor antagonist (CHEBI:78623)
	dorsomorphin (CHEBI:78510) has role EC 2.7.11.31 {[hydroxymethylglutaryl-CoA reductase (NADPH)] kinase} inhibitor (CHEBI:78622)
	dorsomorphin (CHEBI:78510) is a aromatic ether (CHEBI:35618)
	dorsomorphin (CHEBI:78510) is a piperidines (CHEBI:26151)
	dorsomorphin (CHEBI:78510) is a pyrazolopyrimidine (CHEBI:38669)
	dorsomorphin (CHEBI:78510) is a pyridines (CHEBI:26421)

IUPAC Name
6-{4-[2-(piperidin-1-yl)ethoxy]phenyl}-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine

Synonym	Source
compound C	ChEBI

Registry Numbers	Sources
Reaxys:11725482	Reaxys
CAS:866405-64-3	ChemIDplus

Citations