asengeprast   Click here for help

GtoPdb Ligand ID: 13202

Synonyms: example 27 [WO2018144620] | FT-011 | FT011 | SHP-627
Compound class: Synthetic organic
Comment: Asengeprast is the INN for a G protein-coupled receptor 68 (GPR68) antagonist with anti-inflammatory potential. We obtained the chemical structure and proposed mechanism of action from INN proposed list 130 (released Feb. 2024). This structure matched to clinical lead FT001 via PubChem, which has proposed anti-inflammatory and anti-fibrotic actions that may be of benefit across a range of human diseases [1-3,6]. Asengeprast's structure was claimed in patent WO2018144620 in 2019 [4].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 84.86
Molecular weight 351.35
XLogP 1.75
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C#CCOC1=CC=C(/C=C/C(=O)NC2=C(C=CC=C2)C(=O)O)C=C1OC
Isomeric SMILES COC1=C(C=CC(=C1)/C=C/C(=O)NC2=CC=CC=C2C(=O)O)OCC#C
InChI InChI=1S/C20H17NO5/c1-3-12-26-17-10-8-14(13-18(17)25-2)9-11-19(22)21-16-7-5-4-6-15(16)20(23)24/h1,4-11,13H,12H2,2H3,(H,21,22)(H,23,24)/b11-9+
InChI Key UIWZIDIJCUEOMT-PKNBQFBNSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[[(E)-3-(3-methoxy-4-prop-2-ynoxyphenyl)prop-2-enoyl]amino]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
13056 asengeprast
Synonyms Click here for help
example 27 [WO2018144620] | FT-011 | FT011 | SHP-627
Database Links Click here for help
CAS Registry No. 1001288-58-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL1075834
GtoPdb PubChem SID 491299984
PubChem CID 23648966
Search Google for chemical match using the InChIKey UIWZIDIJCUEOMT-PKNBQFBNSA-N
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UniChem Compound Search for chemical match using the InChIKey UIWZIDIJCUEOMT-PKNBQFBNSA-N
UniChem Connectivity Search for chemical match using the InChIKey UIWZIDIJCUEOMT-PKNBQFBNSA-N