compound 21b [PMID: 31136173]   

GtoPdb Ligand ID: 10403

Compound class: Synthetic organic
Comment: Compound 21b is reported as a non-selective inhibitor of AP2 associated kinase 1 (AAK1) [4], a kinase that is involved in protein trafficking in endocytic membranes via regulation of subunits within the AP2 adaptor complex. The host AP2 complex is expoited by viruses to enable host cell infection and viral assembly [2]. Host AAK1 is required for the life cycles of Flaviviridae family viruses, including the Dengue and Ebola viruses [1-3], making AAK1 a potential drug target for the development of broad-spectrun anti-viral agents [3].
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 60.03
Molecular weight 355.13
XLogP 4.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(ccc1OC)c1cnc2c(c1)c(C#Cc1cccnc1)c[nH]2
Isomeric SMILES COc1cc(ccc1OC)c1cnc2c(c1)c(C#Cc1cccnc1)c[nH]2
InChI InChI=1S/C22H17N3O2/c1-26-20-8-7-16(11-21(20)27-2)18-10-19-17(13-24-22(19)25-14-18)6-5-15-4-3-9-23-12-15/h3-4,7-14H,1-2H3,(H,24,25)
InChI Key CJTVDIBZBUWIFC-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
3-{2-[5-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethynyl}pyridine
Database Links
GtoPdb PubChem SID 384403682
Search Google for chemical match using the InChIKey CJTVDIBZBUWIFC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CJTVDIBZBUWIFC
Search UniChem for chemical match using the InChIKey CJTVDIBZBUWIFC-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone CJTVDIBZBUWIFC