SBI-0206965   Click here for help

GtoPdb Ligand ID: 11339

PDB Ligand
Compound class: Synthetic organic
Comment: SBI-0206965 inhibits the autophagy regulating kinase ULK1 in biochemical and cellular assays (measuring inhibition of phosphorylation of the downstream substrates VPS34 and Beclin1), and is a tool compound for experimental applications [1]. UKL1 and -2 are the only serine/threonine (S/T) kinases in the core autophagy pathway, and they are considered to be relevant druggable targets based on their participation at the first committed step towards autophagy. Because tumours can become addicted to autophagy for survival, inhibition of the autophagy pathway has been examined as a novel approach to cancer therapy that might be applicable across a broad range of cancer types.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 103.83
Molecular weight 488.07
XLogP 3.56
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CNC(=O)c1ccccc1Oc1nc(ncc1Br)Nc1cc(OC)c(c(c1)OC)OC
Isomeric SMILES CNC(=O)c1ccccc1Oc1nc(ncc1Br)Nc1cc(OC)c(c(c1)OC)OC
InChI InChI=1S/C21H21BrN4O5/c1-23-19(27)13-7-5-6-8-15(13)31-20-14(22)11-24-21(26-20)25-12-9-16(28-2)18(30-4)17(10-12)29-3/h5-11H,1-4H3,(H,23,27)(H,24,25,26)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
CAS Registry No. 1884220-36-3 (source: PubChem)
ChEMBL Ligand CHEMBL4128069
GtoPdb PubChem SID 440816708
PubChem CID 92044402
Search Google for chemical match using the InChIKey NEXGBSJERNQRSV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NEXGBSJERNQRSV
UniChem Compound Search for chemical match using the InChIKey NEXGBSJERNQRSV-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NEXGBSJERNQRSV-UHFFFAOYSA-N