mifepristone   

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
SMILES / InChI / InChIKey
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
Compound class Synthetic organic
Approved drug? Yes (FDA (2000))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
(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
INN number INN
5752 mifepristone
Synonyms
Mifeprex® | RU-486 | RU486
Database Links
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
NURSA Ligand 10.1621/ST5A19ZOKW
PubChem CID 55245
RCSB PDB Ligand 486
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Wikipedia Mifepristone

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Tocris
Mifepristone
Cat. No. 1479