1R-11   Click here for help

GtoPdb Ligand ID: 10138

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: 1R-11 is a synthetic lipoxin mimetic that exhibits anti-inflammatory activities via a mechanism which appears to be mediated by agonism of the ALX/FPR2 G protein-coupled receptor [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 13
Topological polar surface area 104.81
Molecular weight 382.25
XLogP 2.42
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC(c1c(C=CC(C(CCCC(=O)OC)O)O)nc(n1C)C)O
Isomeric SMILES CCCCC[C@H](c1c(/C=C/[C@H]([C@H](CCCC(=O)OC)O)O)nc(n1C)C)O
InChI InChI=1S/C20H34N2O5/c1-5-6-7-9-18(25)20-15(21-14(2)22(20)3)12-13-17(24)16(23)10-8-11-19(26)27-4/h12-13,16-18,23-25H,5-11H2,1-4H3/b13-12+/t16-,17+,18+/m0/s1
InChI Key PLBGFBROZZUTKG-PHCFSIKCSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
methyl (E,5S,6R)-5,6-dihydroxy-8-[5-[(1R)-1-hydroxyhexyl]-1,2-dimethylimidazol-4-yl]oct-7-enoate
Database Links Click here for help
GtoPdb PubChem SID 381118848
PubChem CID 134264089
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