ONAPRISTONE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII H6H7G23O3N
EPA CompTox DTXSID90242210

Structure

InChI Key IEXUMDBQLIVNHZ-YOUGDJEHSA-N
Smiles CN(C)c1ccc([C@H]2C[C@]3(C)[C@@H](CC[C@]3(O)CCCO)[C@@H]3CCC4=CC(=O)CCC4=C32)cc1
InChI
InChI=1S/C29H39NO3/c1-28-18-25(19-5-8-21(9-6-19)30(2)3)27-23-12-10-22(32)17-20(23)7-11-24(27)26(28)13-15-29(28,33)14-4-16-31/h5-6,8-9,17,24-26,31,33H,4,7,10-16,18H2,1-3H3/t24-,25+,26-,28+,29+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H39NO3
Molecular Weight 449.64
AlogP 5.16
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 60.77
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 33.0

Bioactivity

Mechanism of Action Action Reference
Progesterone receptor antagonist ANTAGONIST PubMed Other
Protein: Progesterone receptor
Description: Progesterone receptor
Organism : Homo sapiens
P06401 ENSG00000082175
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 1
- 27-27 - 42 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 2
- 470 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 3
2-2 2-3 - 18-18 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 4
- 269-269 - - -
Assay Description Organism Bioactivity Reference
Antagonistic potency to the human progesterone receptor measured in the T-47D alkaline phosphatase assay None 3.2 nM
Inhibitory activity against human Androgen receptor Homo sapiens 269.0 nM
Inhibition of antagonist activity towards Androgen receptor Homo sapiens 269.0 nM
Cross-reactivity as binding to human androgen receptor (hAR) Homo sapiens 269.0 nM
Binding affinity for human Androgen receptor Homo sapiens 100.0 nM
Binding affinity for human estrogen receptor Homo sapiens 20.0 nM
Inhibitory activity against human glucocorticoid receptor (hGR) Homo sapiens 27.0 nM
Inhibition of antagonist activity towards glucocorticoid receptor Homo sapiens 27.0 nM
Cross-reactivity as binding to human glucocorticoid receptor (hGR) Homo sapiens 27.0 nM
Binding affinity was determined for human glucocorticoid receptor(hGR). None 41.8 nM
Inhibition of antagonist activity towards mineralocorticoid receptor (hMR) Homo sapiens 470.0 nM
Antagonist activity against hPR (human progesterone receptor) compared to that of progesterone (100%) None 1.6 nM
Antagonistic activity at human progesterone receptor in CV-1 cells. None 2.2 nM
In vitro antagonist activity against human progesterone receptor isoform B(hPR-B) in mammalian(CV-1) cells Homo sapiens 2.2 nM
Inhibition of human progesterone receptor activation in T47D human breast cancer cell. None 3.3 nM
Antagonist activity against human progesterone receptor (hPR) in T47D human breast cancer cell line None 3.3 nM
Antagonist activity against human progesterone receptor (hPR) using cotransfection assay in CV-1 cells None 2.2 nM
Binding affinity against Baculovirus-Expressed hPR-A Homo sapiens 18.0 nM
Binding affinity was determined against hPR-A (human progesterone receptor) using progesterone radioligand in competitive binding assay None 18.0 nM
Binding affinity at human progesterone receptor. None 18.0 nM
Binding affinity against human progesterone receptor (hPR) in a competitive binding assay None 18.0 nM
Binding affinity determined for human Progesterone receptor A isoform None 18.0 nM
Concentration required to give half-maximal inhibition against human Progesterone receptor B isoform in co-transfected CV-1 cell lines. None 1.6 nM

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL1908373
DrugBank DB12637
FDA SRS H6H7G23O3N
Guide to Pharmacology 2882
PubChem 5311505
SureChEMBL SCHEMBL8740
ZINC ZINC000003831947
CONTENTS