selgantolimod   Click here for help

GtoPdb Ligand ID: 10889

Synonyms: compound (R)-7 [PMID: 32407112] | GS-9688 | GS9688
PDB Ligand
Compound class: Synthetic organic
Comment: Selgantolimod (GS-9688) is an investigational, selective and orally active TLR8 agonist [1]. It was designed to treat chronic hepatitis B infection.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 96.95
Molecular weight 293.17
XLogP 2.03
No. Lipinski's rules broken 0
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Canonical SMILES CCCC[C@@](Nc1nc(N)nc2c1ncc(c2)F)(CO)C
Isomeric SMILES CCCC[C@@](Nc1nc(N)nc2c1ncc(c2)F)(CO)C
InChI InChI=1S/C14H20FN5O/c1-3-4-5-14(2,8-21)20-12-11-10(18-13(16)19-12)6-9(15)7-17-11/h6-7,21H,3-5,8H2,1-2H3,(H3,16,18,19,20)/t14-/m1/s1
1. Mackman RL, Mish M, Chin G, Perry JK, Appleby T, Aktoudianakis V, Metobo S, Pyun P, Niu C, Daffis S et al.. (2020)
Discovery of GS-9688 (Selgantolimod) as a Potent and Selective Oral Toll-Like Receptor 8 Agonist for the Treatment of Chronic Hepatitis B.
J Med Chem, 63 (18): 10188-10203. [PMID:32407112]