compound 34 [PMID: 24749861]   

GtoPdb Ligand ID: 8129

Compound class: Synthetic organic
Comment: Compound 34 is a potent inhibitor of the protein kinase ERN1 (endoplasmic reticulum to nucleus signaling 1) [1]. ERN1 is also known as IRE1, and is an endoplasmic reticulum stress sensor which signals to the nucleus in response to abnormal levels of unfolded proteins. Compound 34 inhibits the RNAse domain of the protein, like other salicylaldehyde-containing molecules.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 120.62
Molecular weight 287.09
XLogP 2.4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=Cc1c(O)ccc2c1oc(=O)c1c2CCN(C1)C(=N)N
Isomeric SMILES O=Cc1c(O)ccc2c1oc(=O)c1c2CCN(C1)C(=N)N
InChI InChI=1S/C14H13N3O4/c15-14(16)17-4-3-7-8-1-2-11(19)10(6-18)12(8)21-13(20)9(7)5-17/h1-2,6,19H,3-5H2,(H3,15,16)
InChI Key YPBDMIVAGFLWPR-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
7-formyl-8-hydroxy-5-oxo-1H,2H,3H,4H,5H-chromeno[3,4-c]pyridine-3-carboximidamide
Comments
Compound 34 is a potent inhibitor of the protein kinase ERN1 (endoplasmic reticulum to nucleus signaling 1) [1]. ERN1 is also known as IRE1, and is an endoplasmic reticulum stress sensor which signals to the nucleus in response to abnormal levels of unfolded proteins. Compound 34 inhibits the RNAse domain of the protein, like other salicylaldehyde-containing molecules.
Database Links
ChEMBL Ligand CHEMBL3265274
GtoPdb PubChem SID 249565809
PubChem CID 86290500
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