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GLPG0974   Click here for help

GtoPdb Ligand ID: 8417

Synonyms: compound 99 [PMID 25380412]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GLPG0974 was a lead clinical development candidate. It acts as an antagonist of the free fatty acid receptor 2 (FFA2) [3]. FFA2 is a GPCR involved in the mediation of inflammatory responses.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 106.16
Molecular weight 484.12
XLogP 4.17
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCCN(C(=O)C1(C)CCN1C(=O)c1csc2c1cccc2)Cc1cccc(c1)Cl
Isomeric SMILES OC(=O)CCCN(C(=O)[C@@]1(C)CCN1C(=O)c1csc2c1cccc2)Cc1cccc(c1)Cl
InChI InChI=1S/C25H25ClN2O4S/c1-25(11-13-28(25)23(31)20-16-33-21-9-3-2-8-19(20)21)24(32)27(12-5-10-22(29)30)15-17-6-4-7-18(26)14-17/h2-4,6-9,14,16H,5,10-13,15H2,1H3,(H,29,30)/t25-/m1/s1
InChI Key MPMKMQHJHDHPBE-RUZDIDTESA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-[[(2R)-1-(1-benzothiophene-3-carbonyl)-2-methylazetidine-2-carbonyl]-[(3-chlorophenyl)methyl]amino]butanoic acid
Synonyms Click here for help
compound 99 [PMID 25380412]
Database Links Click here for help
Specialist databases
GPCRdb Ligand GLPG0974
Other databases
GtoPdb PubChem SID 252166627
PubChem CID 57520598
RCSB PDB Ligand A1LYD
Search Google for chemical match using the InChIKey MPMKMQHJHDHPBE-RUZDIDTESA-N
Search Google for chemicals with the same backbone MPMKMQHJHDHPBE
UniChem Compound Search for chemical match using the InChIKey MPMKMQHJHDHPBE-RUZDIDTESA-N
UniChem Connectivity Search for chemical match using the InChIKey MPMKMQHJHDHPBE-RUZDIDTESA-N

Product suppliers

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MedChemExpress
GLPG0974 (links to external site)
Cat. No. HY-12940