compound 8l [PMID: 36053746]   Click here for help

GtoPdb Ligand ID: 12171

Compound class: Synthetic organic
Comment: This compound acts as a pan-Janus kinase (JAK) inhibitor and has effects across a range of proinflammatory signalling pathways, including simultaneous suppression of JAK/STAT and NF-κB signalling [1]. 8l has strong anti-inflammatory activity in in vivo models of inflammatory bowel disease.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 54.18
Molecular weight 440.12
XLogP 5.13
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CN1CCC(CC1)n1c(C)nc2c1c1cc(ccc1nc2)c1cc(Cl)c(c(c1)Cl)O
Isomeric SMILES Oc1c(Cl)cc(c2ccc3ncc4nc(C)n(C5CCN(C)CC5)c4c3c2)cc1Cl
InChI InChI=1S/C23H22Cl2N4O/c1-13-27-21-12-26-20-4-3-14(15-10-18(24)23(30)19(25)11-15)9-17(20)22(21)29(13)16-5-7-28(2)8-6-16/h3-4,9-12,16,30H,5-8H2,1-2H3
InChI Key JEESDVDVWGRNFE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Database Links Click here for help
GtoPdb PubChem SID 472319293
PubChem CID 165368933
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