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Compound Detail

CHEMBL81591

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C[C@]12Cc3cnn(-c4ccc(F)cc4)c3C=C1CCC[C@@H]2[C@@H](O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL81591
Phase Preclinical
Structure Type MOL
InChI Key PAUIGLFJCJDVFW-VJTSUQJLSA-N
4
Targets
9
Activities
2
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

388.5
MW (Da)
5.49
ALogP
3
HBA
1
HBD
38.0
PSA (Ų)
0.64
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H25FN2O
MW 388.49
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.16

Activity Summary

IC50 5 meas. best 8.08
EC50 4 meas. best 8.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
 EC50 8.54 8.54 2.9 1
Glucocorticoid receptor
CHEMBL2034
 IC50 8.08 8.08 8.4 2
Glucocorticoid receptor
CHEMBL3368
 IC50 7.7 7.55 19.9 2
Glucocorticoid receptor
CHEMBL3368
 EC50 7.2 7.1 63.1 2
Mus musculus
CHEMBL375
 EC50 6.96 6.96 110.8 1
Progesterone receptor
CHEMBL208
 IC50 6.18 6.18 660.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glucocorticoid receptor EC50 = 2.9 nM 8.54 Ability to induce human IL-6 assay in A549 lung carcinoma cell line. 15115388
Glucocorticoid receptor IC50 = 8.4 nM 8.08 Compound was tested for inhibitory activity towards human glucocorticoid recepto... 15115388
Glucocorticoid receptor IC50 = 8.4 nM 8.08 Binding affinity for human glucocorticoid receptor 15115388
Glucocorticoid receptor IC50 = 19.95 nM 7.7 Agonist activity at glucocorticoid receptor in rat INS-1 832/13 cells transfecte... 36105346
Glucocorticoid receptor IC50 = 39.81 nM 7.4 Agonist activity at glucocorticoid receptor in rat INS-1 832/13 cells transfecte... 34676039
Glucocorticoid receptor EC50 = 63.1 nM 7.2 Agonist activity at glucocorticoid receptor in rat INS-1 832/13 cells transfecte... 36105346
Glucocorticoid receptor EC50 = 100.0 nM 7.0 Agonist activity at glucocorticoid receptor in rat INS-1 832/13 cells transfecte... 34676039
Mus musculus EC50 = 110.8 nM 6.96 Ability to induce mouse macrophage IL-6 assay in peritoneal exudate cells harves... 15115388
Progesterone receptor IC50 = 660.0 nM 6.18 Binding affinity towards human progesterone receptor 15115388

Literature References

PubMed DOI Target Context # Activities
34676039 10.1021/acsmedchemlett.1c00379 Glucocorticoid receptor 9
36105346 10.1021/acsmedchemlett.2c00299 Glucocorticoid receptor 8
15115388 10.1021/jm030585i Glucocorticoid receptor 4
15115388 10.1021/jm030585i Glutamine synthetase 1
15115388 10.1021/jm030585i Mus musculus 1
15115388 10.1021/jm030585i Progesterone receptor 1
15115388 10.1021/jm030585i Mineralocorticoid receptor 1
15115388 10.1021/jm030585i Androgen receptor 1
15115388 10.1021/jm030585i Estrogen receptor 1

Data from ChEMBL 36 via Core Engine