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
20691279 PubMed citation Europe PMC
21384475 PubMed citation Europe PMC
21543851 PubMed citation Europe PMC
21988724 PubMed citation Europe PMC
23526253 PubMed citation Europe PMC
23936500 PubMed citation Europe PMC
24280125 PubMed citation Europe PMC
24396733 PubMed citation Europe PMC
Last Modified
06 July 2016