CHF-5074   Click here for help

GtoPdb Ligand ID: 7339

Synonyms: CHF 5074 | CHF5074
PDB Ligand
Compound class: Synthetic organic
Comment: CHF-5074 is a gamma-secretase modulator (GSM). These are small molecules (<600 Da) causing a product shift from Abeta42 toward shorter and less toxic Abeta fragments. Classical non-steroidal anti-inflammatory drugs (NSAIDs) constituted the first class of GSMs. This compound has advanced to phase I trials
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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 324.01
XLogP 5.38
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)C1(CC1)c1ccc(c(c1)F)c1ccc(c(c1)Cl)Cl
Isomeric SMILES OC(=O)C1(CC1)c1ccc(c(c1)F)c1ccc(c(c1)Cl)Cl
InChI InChI=1S/C16H11Cl2FO2/c17-12-4-1-9(7-13(12)18)11-3-2-10(8-14(11)19)16(5-6-16)15(20)21/h1-4,7-8H,5-6H2,(H,20,21)
Bioactivity Comments
Note as a GSM the potency of gamma secretase inhibition is low
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
presenilin 1 Primary target of this compound Hs Inhibitor Binding 4.4 pEC50 - 2
pEC50 4.4 (EC50 4x10-5 M) [2]