Orita-13   Click here for help

GtoPdb Ligand ID: 9985

Synonyms: compound 13 [PMID: 11170644]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Orita-13 is a prototypical inhibitor of the tautomerase activity of macrophage migration inhibitory factor (MIF) [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 90.9
Molecular weight 270.05
XLogP 3.49
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc2c(c1)occ(c2=O)c1ccc(c(c1)O)O
Isomeric SMILES Oc1ccc2c(c1)occ(c2=O)c1ccc(c(c1)O)O
InChI InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H
InChI Key DDKGKOOLFLYZDL-UHFFFAOYSA-N
Selectivity at ligand targets
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
macrophage migration inhibitory factor Hs Inhibitor Inhibition 4.8 – 7.4 pKi - 1
pKi 7.4 (Ki 3.8x10-8 M)
Description: In a tautomerase activity assay using dopachrome as substrate.
pKi 4.8 (Ki 1.5x10-5 M) [1]
Description: In a tautomerase activity assay using HPP as substrate.