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Compound Detail

CHEMBL260538

ULIPRISTAL ACETATE
💊 Approved Drug
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💊 Approved Drug
CC(=O)O[C@]1(C(C)=O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@@H](c3ccc(N(C)C)cc3)C[C@@]21C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL260538
Name ULIPRISTAL ACETATE
Phase Approved
Structure Type MOL
InChI Key OOLLAFOLCSJHRE-ZHAKMVSLSA-N
Therapeutic ✓ Yes

Known Names

CDB-2914 Ella Ellaone Esmya PGL-4001 RTI-3021-012 Ulipristal acet Ulipristal acetate Ulipristal acetate gedeon richter VA-2914 VA2914
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
20
Publications
11
Known Names
11
Indications
1
Mechanisms

Molecular Properties

475.6
MW (Da)
5.54
ALogP
5
HBA
0
HBD
63.7
PSA (Ų)
0.53
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2009
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Withdrawn Natural Product
USAN Stem -pris-
USAN Year 2009

Extended Properties

Molecular Formula C30H37NO4
MW 475.63
Aromatic Rings 1
Heavy Atoms 35
NP-Likeness 1.19

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Progesterone receptor modulator MODULATOR Progesterone receptor ✓ ✓

Indications

Contraception, Postcoital Leiomyoma Leiomyoma Leiomyoma Hemorrhage Adenomyosis Breast Neoplasms Charcot-Marie-Tooth Disease Depressive Disorder Menopause Premenstrual Syndrome

Drug Warnings

Withdrawn
hepatotoxicity
Serious drug-induced liver injury
Country: Canada   Year: 2020
Withdrawn
hepatotoxicity
Serious drug-induced liver injury
Country: Canada   Year: 2020

Activity Summary

IC50 1 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Progesterone receptor
CHEMBL208
 IC50 9.7 9.7 0.2 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Progesterone receptor IC50 = 0.2 nM 9.7 Antagonist activity at human PRB expressed in CHO cells assessed as inhibition o... 18243712

Literature References

PubMed DOI Target Context # Activities
18243712 10.1016/j.bmc.2008.01.010 Progesterone receptor 3
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.6019/CHEMBL5724709 U2OS 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 Fibroblast 2
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 1
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 1
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine