H-151   Click here for help

GtoPdb Ligand ID: 10122

Synonyms: H 151 | H151
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: H-151 is a small molecule covalent STING antagonist [2]. Mechanistically it binds to Cys91 of the protein and prevents its palmitoylation. The non-modified STING protein is then unable to assemble the STING complexes that are essential to activate downstream processes (e.g. Type I interferon response). H-151 has been reported to reduce SARS-CoV-2-induced lung inflammation and to improve disease outcome in ACE2-humanised mice [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 56.92
Molecular weight 279.14
XLogP 3.86
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCc1ccc(cc1)NC(=O)Nc1c[nH]c2c1cccc2
Isomeric SMILES CCc1ccc(cc1)NC(=O)Nc1c[nH]c2c1cccc2
InChI InChI=1S/C17H17N3O/c1-2-12-7-9-13(10-8-12)19-17(21)20-16-11-18-15-6-4-3-5-14(15)16/h3-11,18H,2H2,1H3,(H2,19,20,21)
InChI Key UJZDIKVQFMCLBE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-(4-ethylphenyl)-1-(1H-indol-3-yl)urea
Synonyms Click here for help
H 151 | H151
Database Links Click here for help
CAS Registry No. 941987-60-6 (source: PubChem)
GtoPdb PubChem SID 381118832
PubChem CID 7616033
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Tocris
H 151
Cat. No. 6675