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
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Molecular structure representations generated using Open Babel