(R)-flurbiprofen   Click here for help

GtoPdb Ligand ID: 7340

Synonyms: MPC-7869
PDB Ligand
Compound class: Synthetic organic
Comment: Tarenflurbil or R-flurbiprofen, is the single enantiomer of the racemate NSAID flurbiprofen. Research and trials for Alzheimer's disease were conducted by Myriad Genetics but the company discontinued development in 2008. This compound is the archetypal γ-secretase modulator (GSM) that blocks γ-secretase cleavage of amyloid-β protein precursor (AβPP) to generate the longer, 42-residue amyloid-β (Aβ42) without changing the production of total Aβ (e.g. CHF5074) [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 37.3
Molecular weight 244.09
XLogP 3.76
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(c1ccc(c(c1)F)c1ccccc1)C
Isomeric SMILES OC(=O)[C@@H](c1ccc(c(c1)F)c1ccccc1)C
InChI InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)/t10-/m1/s1
InChI Key SYTBZMRGLBWNTM-SNVBAGLBSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R)-2-(3-fluoro-4-phenylphenyl)propanoic acid
International Nonproprietary Names Click here for help
INN number INN
3220 flurbiprofen
8417 tarenflurbil
Synonyms Click here for help
MPC-7869
Database Links Click here for help
CAS Registry No. 51543-40-9 (source: Scifinder)
ChEBI CHEBI:38666
ChEMBL Ligand CHEMBL190083
DrugBank Ligand DB05289
GtoPdb PubChem SID 178103912
PubChem CID 92337
RCSB PDB Ligand FLR
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UniChem Compound Search for chemical match using the InChIKey SYTBZMRGLBWNTM-SNVBAGLBSA-N
UniChem Connectivity Search for chemical match using the InChIKey SYTBZMRGLBWNTM-SNVBAGLBSA-N
Wikipedia Tarenflurbil

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