ulipristal acetate   Click here for help

GtoPdb Ligand ID: 7460

Synonyms: CDB-2914 | EllaOne® | VA2914
Approved drug PDB Ligand
ulipristal acetate is an approved drug (EMA (2009), FDA (2010))
Compound class: Synthetic organic
Comment: Ulipristal acetate is a selective progesterone receptor modulator (SPRM) contained in certain emergency contraceptives.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 63.68
Molecular weight 475.27
XLogP 4.18
No. Lipinski's rules broken 0
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Canonical SMILES CC(=O)OC1(CCC2C1(C)CC(c1ccc(cc1)N(C)C)C1=C3CCC(=O)C=C3CCC21)C(=O)C
Isomeric SMILES CC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)C[C@H](c1ccc(cc1)N(C)C)C1=C3CCC(=O)C=C3CC[C@@H]21)C(=O)C
InChI InChI=1S/C30H37NO4/c1-18(32)30(35-19(2)33)15-14-27-25-12-8-21-16-23(34)11-13-24(21)28(25)26(17-29(27,30)3)20-6-9-22(10-7-20)31(4)5/h6-7,9-10,16,25-27H,8,11-15,17H2,1-5H3/t25-,26+,27-,29-,30-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2009), FDA (2010))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). 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,17R)-17-acetyl-11-(4-dimethylaminophenyl)-13-methyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate
International Nonproprietary Names Click here for help
INN number INN
8367 ulipristal
Synonyms Click here for help
CDB-2914 | EllaOne® | VA2914
Database Links Click here for help
CAS Registry No. 126784-99-4
ChEMBL Ligand CHEMBL260538
DrugCentral Ligand 4166
GtoPdb PubChem SID 187051763
PubChem CID 130904
RCSB PDB Ligand 2S0
Search Google for chemical match using the InChIKey OOLLAFOLCSJHRE-ZHAKMVSLSA-N
Search Google for chemicals with the same backbone OOLLAFOLCSJHRE
Search PubMed clinical trials ulipristal
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SynPHARM 79767 (in complex with Progesterone receptor)
79768 (in complex with Progesterone receptor)
UniChem Compound Search for chemical match using the InChIKey OOLLAFOLCSJHRE-ZHAKMVSLSA-N
UniChem Connectivity Search for chemical match using the InChIKey OOLLAFOLCSJHRE-ZHAKMVSLSA-N
Wikipedia Ulipristal acetate