fasiglifam

Ligand id: 6484

Name: fasiglifam

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 107.51
Molecular weight 524.19
XLogP 6.62
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
2-[(3S)-6-({3-[4-(3-methanesulfonylpropoxy)-2,6-dimethylphenyl]phenyl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid
International Nonproprietary Names
INN number INN
9651 fasiglifam
Synonyms
TAK 875 | TAK-875 | TAK875
Database Links
CAS Registry No. 1000413-72-8 (source: Scifinder)
ChEMBL Ligand CHEMBL1829174
PubChem CID 24857286
RCSB PDB Ligand 2YB
Search Google for chemical match using the InChIKey BZCALJIHZVNMGJ-HSZRJFAPSA-N
Search Google for chemicals with the same backbone BZCALJIHZVNMGJ
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Search UniChem for chemical match using the InChIKey BZCALJIHZVNMGJ-HSZRJFAPSA-N
Search UniChem for chemicals with the same backbone BZCALJIHZVNMGJ
SynPHARM 78362 (in complex with FFA1 receptor)
Comments
Fasiglifam is a positive allosteric modulator/partial agonist of the free fatty acid receptor 1 (FFA1, a.k.a. GPR40) [6]. In the presence of endogenous free fatty acids (FFAs) fasiglifam enhances insulin secretion, by binding to an allosteric site distinct from the orthosteric FFA binding site. On its own, it elicits a low level of insulin secretion. These findings indicate that fasiglifam acts cooperatively with FFAs to promote insulin secretion.