mifepristone   Click here for help

GtoPdb Ligand ID: 2805

Synonyms: Mifeprex® | RU-486 | RU486
Approved drug PDB Ligand Immunopharmacology Ligand
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
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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
SMILES / InChI / InChIKey
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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
InChI Key VKHAHZOOUSRJNA-GCNJZUOMSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2000))
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
(8S,11R,13S,14S,17S)-11-(4-dimethylaminophenyl)-17-hydroxy-13-methyl-17-prop-1-ynyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
International Nonproprietary Names Click here for help
INN number INN
5752 mifepristone
Synonyms Click here for help
Mifeprex® | RU-486 | RU486
Database Links Click here for help
BindingDB Ligand 18627
CAS Registry No. 84371-65-3 (source: Scifinder)
ChEBI CHEBI:50692
ChEMBL Ligand CHEMBL1276308
DrugBank Ligand DB00834
DrugCentral Ligand 1805
GtoPdb PubChem SID 135650608
PubChem CID 55245
RCSB PDB Ligand 486
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UniChem Compound Search for chemical match using the InChIKey VKHAHZOOUSRJNA-GCNJZUOMSA-N
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Wikipedia Mifepristone

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Tocris
Mifepristone
Cat. No. 1479