Compound Detail

CHEMBL4296682

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CCN(C)C(=O)c1ccc(-c2ccc3c(n2)Oc2ccccc2[C@@H]3C(C)(C)C(=O)Nc2nncs2)cc1F

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4296682
Phase	Preclinical
Structure Type	MOL
InChI Key	DZBKAUMYTFPJIS-QHCPKHFHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

531.6

MW (Da)

5.73

ALogP

HBA

HBD

97.3

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H26FN5O3S
MW	531.61
Aromatic Rings	4
Heavy Atoms	38
NP-Likeness	-1.49

Activity Summary

EC50 10 meas. best 8.16

Ki 2 meas. best 8.79

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glucocorticoid receptor CHEMBL2034	Ki	8.79	8.79	1.6	1
Glucocorticoid receptor CHEMBL2034	EC50	8.16	7.386	6.9	5
MG-63 CHEMBL614347	EC50	6.68	6.68	207.0	1
Blood CHEMBL613615	EC50	6.67	6.67	215.0	1
Blood CHEMBL613416	EC50	6.42	6.2967	379.0	3
Progesterone receptor CHEMBL208	Ki	5.74	5.74	1829.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	526.0	ng.hr.mL-1	Rattus norvegicus
AUC	904.0	ng.hr.mL-1	Rattus norvegicus
AUC	28122.0	ng.hr.mL-1	Rattus norvegicus
CL	34.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	660.26	nM	Rattus norvegicus
Cmax	5799.36	nM	Rattus norvegicus
F	17.0	%	Rattus norvegicus
F	107.0	%	Rattus norvegicus
T1/2	0.4	hr	Rattus norvegicus
Tmax	1.0	hr	Rattus norvegicus
Tmax	3.3	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glucocorticoid receptor	Ki	=	1.64	nM	8.79	Displacement of GS-red from glucocorticoid receptor by fluorescence polarization...	21899328
Glucocorticoid receptor	EC50	=	6.89	nM	8.16	Transrepression activity at glucocorticoid receptor alpha in IL-1beta-stimulated...	21899328
Glucocorticoid receptor	EC50	=	17.7	nM	7.75	Transrepression activity at glucocorticoid receptor alpha in phorbol myristate a...	21899328
Glucocorticoid receptor	EC50	=	88.0	nM	7.06	Transactivation activity at glucocorticoid receptor alpha human 13D3/Huh7 cells ...	21899328
Glucocorticoid receptor	EC50	=	98.5	nM	7.01	Transactivation activity at GR-alpha in human NP1 Hela cells assessed as inducti...	21899328
Glucocorticoid receptor	EC50	=	113.4	nM	6.95	Transactivation activity at GR-alpha in human NP1 Hela cells assessed as inhibit...	21899328
MG-63	EC50	=	207.0	nM	6.68	Induction of glutamine synthase expression in human MG63 cells after overnight i...	21899328
Blood	EC50	=	215.0	nM	6.67	Antiinflammatory activity in po dosed Sprague-Dawley rat whole blood assessed as...	21899328
Blood	EC50	=	379.0	nM	6.42	Antiinflammatory activity in human whole blood assessed as inhibition of LPS-ind...	21899328
Blood	EC50	=	532.0	nM	6.27	Antiinflammatory activity in human whole blood assessed as inhibition of TNF-alp...	21899328
Blood	EC50	=	628.0	nM	6.2	Antiinflammatory activity in human whole blood assessed as inhibition of IL-1bet...	21899328
Progesterone receptor	Ki	=	1829.0	nM	5.74	Displacement of fluorescently labeled ligand from progesterone receptor by fluor...	21899328

Literature References

PubMed	DOI	Target Context	# Activities
21899328	10.1021/jm200879j	Rattus norvegicus	17
21899328	10.1021/jm200879j	Glucocorticoid receptor	11
21899328	10.1021/jm200879j	Blood	8
21899328	10.1021/jm200879j	MG-63	2
21899328	10.1021/jm200879j	SAOS-2	1
21899328	10.1021/jm200879j	Mineralocorticoid receptor	1
21899328	10.1021/jm200879j	Estrogen receptor	1
21899328	10.1021/jm200879j	Androgen receptor	1
21899328	10.1021/jm200879j	Progesterone receptor	1
21899328	10.1021/jm200879j	ADMET	1
21899328	10.1021/jm200879j	Plasma	1
21899328	10.1021/jm200879j	Nucleic Acid	1

Data from ChEMBL 36 via Core Engine