fluticasone propionate   Click here for help

GtoPdb Ligand ID: 7080

Synonyms: Advair Diskus® | ArmonAir RespiClickTM | CCI-18781 | Flovent®
Approved drug Immunopharmacology Ligand
fluticasone propionate is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Fluticasone propionate is a corticosteroid, high affinity and selective glucocorticoid receptor agonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 105.97
Molecular weight 500.18
XLogP 3.39
No. Lipinski's rules broken 0
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Canonical SMILES FCSC(=O)C1(OC(=O)CC)C(C)CC2C1(C)CC(O)C1(C2CC(C2=CC(=O)C=CC12C)F)F
Isomeric SMILES FCSC(=O)[C@@]1(OC(=O)CC)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F
InChI InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Glucocorticoid receptor Primary target of this compound Hs Agonist Agonist 8.1 pEC50 - 2
pEC50 8.1 (EC50 9x10-9 M) [2]
Progesterone receptor Hs Agonist Agonist 7.7 pEC50 - 2
pEC50 7.7 (EC50 2.1x10-8 M) [2]
Mineralocorticoid receptor Hs Agonist Agonist 6.8 pEC50 - 2
pEC50 6.8 (EC50 1.49x10-7 M) [2]
Glucocorticoid receptor Primary target of this compound Hs Agonist Agonist 9.3 pIC50 - 1
pIC50 9.3 (IC50 5x10-10 M) [1]
Description: Inhibition of [3H]dexamethasone binding to recombinant human glucocorticoid receptor ecpressed in Tni cells.