zapnometinib   Click here for help

GtoPdb Ligand ID: 11679

Synonyms: ATR-002 | ATR002 | PD-0184264 | PD0184264
Compound class: Synthetic organic
Comment: We obtained the chemical structure for zapnometinib from WHO Proposed list 125 of July 2021. This mapped to PubChem CID 10112191, and via ChEMBL to the MEK serine/threonine protein kinases inhibitor PD-0184264 [1]. is an oral MEK inhibitor that targets the Raf/MEK/ERK signalling pathway. This pathway is exploited (activated) by several species of RNA viruses (e.g. influenza viruses, hantaviruses, respiratory syncytial viruses and coronaviruses) for their successful replication. Blocking the host Raf/MEK/ERK signalling pathway inhibits formation of fully-formed virus particles in infected cells, and reduces viral load. At the same time, inhibiting MEK provides potential to modulate the immune response induced during infection. In COVID-19 zapnometinib is predicted to reduce expression of pro-inflammatory cytokines and/or chemokines (e.g. TNF-α, IL-1β, CXCL10/IP-10, CXCL8/IL-8, CCL2/MCP-1 and CCL3/MIP-1α) that drive the destructive hyperinflammation in patients with severe 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 2
Rotatable bonds 3
Topological polar surface area 49.33
Molecular weight 408.92
XLogP 5.29
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Ic1ccc(c(c1)Cl)Nc1c(ccc(c1F)F)C(=O)O
Isomeric SMILES Clc1c(Nc2c(C(=O)O)ccc(c2F)F)ccc(c1)I
InChI InChI=1S/C13H7ClF2INO2/c14-8-5-6(17)1-4-10(8)18-12-7(13(19)20)2-3-9(15)11(12)16/h1-5,18H,(H,19,20)
InChI Key XCNBGWKQXRQKSA-UHFFFAOYSA-N
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Molecular structure representations generated using Open Babel