example 1 [WO2016191524A1]

Ligand id: 10458

Name: example 1 [WO2016191524A1]

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 105.55
Molecular weight 402.23
XLogP 3.15
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
3-[(1R,5S)-3-[[7-[(5-methyl-1H-pyrazol-3-yl)amino]-1,6-naphthyridin-5-yl]amino]-8-azabicyclo[3.2.1]octan-8-yl]propanenitrile
Synonyms
izencitinib (proposed INN)
Comments
The structure of this compound matches the IUPAC name that was submitted to the WHO for INN izencitinib which is described as a Janus kinase (JAK) inhibitor in INN proposed list 121 (of August 2019). It is example 1 in Theravance Biopharma's patent that claims JAK inhibitors for immunomodulatory potential [1]. Review of Theravance's disclosed pipeline reveals one JAK inhibitor coded TD-8326 in their asthma program. However, until the chemical structure of TD-8326 is formally disclosed its relationship to patent example 1 and izencitinib remains speculative.
Database Links
CAS Registry No. 2051918-33-1 (source: WHO INN record)
GtoPdb PubChem SID 385612218
PubChem CID 124090478
Search Google for chemical match using the InChIKey DADAEARVGOQWHV-ALOPSCKCSA-N
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Search UniChem for chemical match using the InChIKey DADAEARVGOQWHV-ALOPSCKCSA-N
Search UniChem for chemicals with the same backbone DADAEARVGOQWHV