GtoPdb Ligand ID: 2805

Synonyms: Mifeprex® | RU-486 | RU486
mifepristone is an approved drug (FDA (2000))
Compound class: Synthetic organic
Comment: An antagonist of both the glucocorticoid receptor and the progesterone receptor.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 40.54
Molecular weight 429.27
XLogP 4.66
No. Lipinski's rules broken 0
Canonical SMILES CC#CC1(O)CCC2C1(C)CC(c1ccc(cc1)N(C)C)C1=C3CCC(=O)C=C3CCC21
Isomeric SMILES CC#C[C@]1(O)CC[C@@H]2[C@]1(C)C[C@H](c1ccc(cc1)N(C)C)C1=C3CCC(=O)C=C3CC[C@@H]21
InChI InChI=1S/C29H35NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h6-7,9-10,17,24-26,32H,8,11-14,16,18H2,1-4H3/t24-,25+,26-,28-,29-/m0/s1
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Glucocorticoid receptor Hs Antagonist Antagonist 9.4 pKd - 1,3
pKd 9.4 [1,3]
Androgen receptor Hs Antagonist Antagonist 9.2 pKi - 4
pKi 9.2 (Ki 6.5x10-10 M) [4]
Progesterone receptor Hs Agonist Mixed 9.0 pKi - 5
pKi 9.0 (Ki 1.1x10-9 M) [5]
Progesterone receptor Hs Antagonist Mixed 9.0 pKi - 5
pKi 9.0 (Ki 1.1x10-9 M) [5]
Pregnane X receptor Hs Agonist Agonist ~5.0 pEC50 - 2
pEC50 ~5.0 (EC50 ~1x10-5 M) [2]