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Compound Detail

CHEMBL4161754

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CC(C)N(C)c1ccc([C@H]2C[C@@]3(C)[C@@H](CC[C@@]3(O)C#CC(C)(C)C)[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]32)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4161754
Phase Preclinical
Structure Type MOL
InChI Key VNLTWJIWEYPBIF-KMSLUKAPSA-N
8
Targets
16
Activities
1
Assay Types
16
PK Parameters
14
Publications
0
Known Names

Molecular Properties

501.8
MW (Da)
7.15
ALogP
3
HBA
1
HBD
40.5
PSA (Ų)
0.45
QED
2
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C34H47NO2
MW 501.76
Aromatic Rings 1
Heavy Atoms 37
NP-Likeness 0.90

Activity Summary

IC50 16 meas. best 8.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
 IC50 8.25 7.798 5.6 5
Unchecked
CHEMBL612545
 IC50 7.96 7.895 11.1 2
Progesterone receptor
CHEMBL208
 IC50 7.68 7.68 21.0 1
Glucocorticoid receptor
CHEMBL4105966
 IC50 7.61 7.535 24.5 2
Glucocorticoid receptor
CHEMBL4295956
 IC50 7.41 7.075 39.3 2
Glucocorticoid receptor
CHEMBL3368
 IC50 7.34 7.285 45.6 2
Androgen receptor
CHEMBL1871
 IC50 6.32 6.32 484.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 5.8 5.8 1600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 635.0 ng.hr.mL-1 Rattus norvegicus
AUC 644.0 ng.hr.mL-1 Mus musculus
AUC 1721.0 ng.hr.mL-1 Sus scrofa
CL 31.67 mL.min-1.kg-1 Rattus norvegicus
CL 27.17 mL.min-1.kg-1 Mus musculus
CL 18.33 mL.min-1.kg-1 Sus scrofa
Cmax 296.95 nM Rattus norvegicus
Cmax 546.08 nM Mus musculus
Cmax 304.93 nM Sus scrofa
F 24.0 % Rattus norvegicus
F 21.0 % Mus musculus
F 20.0 % Sus scrofa
Fu 0.14 - Homo sapiens
T1/2 4.4 hr Rattus norvegicus
T1/2 4.83 hr Mus musculus
T1/2 12.2 hr Sus scrofa

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glucocorticoid receptor IC50 = 5.6 nM 8.25 Antagonist activity at human GR expressed in CHO-K1 cells assessed as reduction ... 30091920
Unchecked IC50 = 11.1 nM 7.96 Antagonist activity at GR in monkey PBMC assessed as reduction in dexamethasone-... 30091920
Unchecked IC50 = 14.9 nM 7.83 Antagonist activity at GR in monkey PBMC assessed as reduction in dexamethasone-... 30091920
Glucocorticoid receptor IC50 = 17.2 nM 7.76 Antagonist activity at GR in human OVCAR5 assessed as reduction in dexamethasone... 30091920
Glucocorticoid receptor IC50 = 19.5 nM 7.71 Antagonist activity at GR in human PBMC assessed as reduction in dexamethasone-i... 30091920
Progesterone receptor IC50 = 21.0 nM 7.68 Antagonist activity at human PR expressed in CHO-K1 cells assessed as reduction ... 30091920
Glucocorticoid receptor IC50 = 21.2 nM 7.67 Antagonist activity at GR in human OVCAR5 assessed as reduction in dexamethasone... 30091920
Glucocorticoid receptor IC50 = 24.5 nM 7.61 Antagonist activity at GR in dog PBMC assessed as reduction in dexamethasone-ind... 30091920
Glucocorticoid receptor IC50 = 24.9 nM 7.6 Antagonist activity at GR in human PBMC assessed as reduction in dexamethasone-i... 30091920
Glucocorticoid receptor IC50 = 34.3 nM 7.46 Antagonist activity at GR in dog PBMC assessed as reduction in dexamethasone-ind... 30091920
Glucocorticoid receptor IC50 = 39.3 nM 7.41 Antagonist activity at GR in mini pig PBMC assessed as reduction in dexamethason... 30091920
Glucocorticoid receptor IC50 = 45.6 nM 7.34 Antagonist activity at GR in rat PBMC assessed as reduction in dexamethasone-ind... 30091920
Glucocorticoid receptor IC50 = 59.4 nM 7.23 Antagonist activity at GR in rat PBMC assessed as reduction in dexamethasone-ind... 30091920
Glucocorticoid receptor IC50 = 181.0 nM 6.74 Antagonist activity at GR in mini pig PBMC assessed as reduction in dexamethason... 30091920
Androgen receptor IC50 = 484.0 nM 6.32 Antagonist activity at AR (unknown origin) expressed in human LNCaP cells assess... 30091920
Cytochrome P450 3A4 IC50 = 1600.0 nM 5.8 Inhibition of CYP3A4 (unknown origin) using midazolam as substrate 30091920

Literature References

PubMed DOI Target Context # Activities
30091920 10.1021/acs.jmedchem.8b00743 Glucocorticoid receptor 15
30091920 10.1021/acs.jmedchem.8b00743 Androgen receptor 8
30091920 10.1021/acs.jmedchem.8b00743 Mus musculus 8
30091920 10.1021/acs.jmedchem.8b00743 Rattus norvegicus 6
30091920 10.1021/acs.jmedchem.8b00743 Sus scrofa 6
30091920 10.1021/acs.jmedchem.8b00743 ADMET 3
30091920 10.1021/acs.jmedchem.8b00743 Unchecked 3
30091920 10.1021/acs.jmedchem.8b00743 OVCAR-5 3
30091920 10.1021/acs.jmedchem.8b00743 Progesterone receptor 2
30091920 10.1021/acs.jmedchem.8b00743 Mineralocorticoid receptor 2
30091920 10.1021/acs.jmedchem.8b00743 Cytochrome P450 3A4 1
30091920 10.1021/acs.jmedchem.8b00743 Cytochrome P450 2C8 1
30091920 10.1021/acs.jmedchem.8b00743 Cytochrome P450 2C9 1
30091920 10.1021/acs.jmedchem.8b00743 Estrogen receptor 1

Data from ChEMBL 36 via Core Engine