compound 32 [PMID: 31638797]   Click here for help

GtoPdb Ligand ID: 10528

Synonyms: example 69 [WO2016179460A1]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 32 is reported as a potent and selective inverse agonist of RORγt [2]. It exhibits in vivo activity. Compound 32 is one of the tricyclic sulfone RORγ modulators claimed in Bristol-Myers Squibb's patent WO2016179460A1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 125.58
Molecular weight 675.1
XLogP 4.66
No. Lipinski's rules broken 0
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Canonical SMILES Fc1ccc(cc1)S(=O)(=O)C12CCN(C1CCc1c2ccc(c1)C(C(F)(F)F)(C(F)(F)F)F)C(=O)C1(O)CCS(=O)(=O)CC1
Isomeric SMILES Fc1ccc(cc1)S(=O)(=O)[C@@]12CCN([C@@H]1CCc1c2ccc(c1)C(C(F)(F)F)(C(F)(F)F)F)C(=O)C1(O)CCS(=O)(=O)CC1
InChI InChI=1S/C27H25F8NO6S2/c28-18-3-5-19(6-4-18)44(41,42)24-9-12-36(22(37)23(38)10-13-43(39,40)14-11-23)21(24)8-1-16-15-17(2-7-20(16)24)25(29,26(30,31)32)27(33,34)35/h2-7,15,21,38H,1,8-14H2/t21-,24-/m1/s1
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
RAR-related orphan receptor-γ Hs Agonist Inverse agonist 7.6 pEC50 - 2
pEC50 7.6 (EC50 2.4x10-8 M) [2]
Description: Determined in a luciferase reporter assay; measuring inhibition of constitutive activity of RORγt in Jurkat cells overexpressing full length RORγt proteins fused with the Gal4 Luc reporter.
RAR-related orphan receptor-γ Hs Agonist Inverse agonist 10.4 pIC50 - 1
pIC50 10.4 (IC50 3.6x10-11 M) [1]
Description: Determined in a competition binding scintillation proximity assay (SPA), using recombinant His-tagged RORγ ligand binding domain (A262-S507) and [3H] 25-hydroxycholesterol as tracer.