TUG-905   

GtoPdb Ligand ID: 9149

Synonyms: agonist 13 [PMID: 22724451]
Compound class: Synthetic organic
Comment: TUG-905 is a benzylamine agonist of the free fatty acid receptor 1 (FFA1). It is potent and selective in action [1]. The mesylpropoxy group on the molecule improves ADME properties, likely by reducing lipophilicity.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 101.08
Molecular weight 499.18
XLogP 5.6
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)CCc1ccc(cc1F)NCc1cccc(c1)c1ccc(cc1C)OCCCS(=O)(=O)C
Isomeric SMILES OC(=O)CCc1ccc(cc1F)NCc1cccc(c1)c1ccc(cc1C)OCCCS(=O)(=O)C
InChI InChI=1S/C27H30FNO5S/c1-19-15-24(34-13-4-14-35(2,32)33)10-11-25(19)22-6-3-5-20(16-22)18-29-23-9-7-21(26(28)17-23)8-12-27(30)31/h3,5-7,9-11,15-17,29H,4,8,12-14,18H2,1-2H3,(H,30,31)
InChI Key ODIHLEYTPVYAPY-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
3-{2-fluoro-4-[({3-[4-(3-methanesulfonylpropoxy)-2-methylphenyl]phenyl}methyl)amino]phenyl}propanoic acid
Synonyms
agonist 13 [PMID: 22724451]
Database Links
BindingDB Ligand 50395072
ChEMBL Ligand CHEMBL2164242
GtoPdb PubChem SID 315661234
PubChem CID 60195125
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