CHEBI:78510 - dorsomorphin

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ChEBI Name dorsomorphin
ChEBI ID CHEBI:78510
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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Matthias Ziehm
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Formula C24H25N5O
Net Charge 0
Average Mass 399.48820
Monoisotopic Mass 399.20591
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
SMILES C(CN1CCCCC1)Oc1ccc(cc1)-c1cnc2c(cnn2c1)-c1ccncc1
Roles Classification
Biological Role(s): 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.
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ChEBI Ontology
Outgoing 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
Manual Xrefs Databases
DB08597 DrugBank
LSM-3207 LINCS
TAK PDBeChem
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Registry Numbers Types Sources
11725482 Reaxys Registry Number Reaxys
866405-64-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18026094 PubMed citation Europe PMC
18682835 PubMed citation Europe PMC
19996563 PubMed citation Europe PMC
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Last Modified
12 April 2024