Compound Detail

CHEMBL452587

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C[C@](O)(c1ccc(C(=O)N(C2CC2)[C@H]2CC[C@H](c3cccnc3)CC2)cc1)C(F)(F)F

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL452587
Phase	Preclinical
Structure Type	MOL
InChI Key	FLRYWTWLHWACRP-GRWTVWFQSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

432.5

MW (Da)

5.18

ALogP

HBA

HBD

53.4

PSA (Å²)

0.71

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 11 meas. best 8.85

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
11-beta-hydroxysteroid dehydrogenase 1 CHEMBL4235	IC50	8.85	8.1613	1.4	8
HeLa CHEMBL399	IC50	8.6	7.1	2.5	2
Unchecked CHEMBL612545	IC50	7.41	7.41	39.0	1

Parameter	Value	Units	Species
AUC	481000.0	ng.hr.mL-1	Rattus norvegicus
AUC	1010000.0	ng.hr.mL-1	Macaca fascicularis
AUC	915000.0	ng.hr.mL-1	Canis lupus familiaris
CL	16.67	mL.min-1.kg-1	Rattus norvegicus
CL	8.333	mL.min-1.kg-1	Macaca fascicularis
CL	10.0	mL.min-1.kg-1	Canis lupus familiaris
F	72.0	%	Rattus norvegicus
F	64.0	%	Macaca fascicularis
F	4.0	%	Canis lupus familiaris
T1/2	4.5	hr	Rattus norvegicus
T1/2	11.2	hr	Macaca fascicularis
T1/2	9.3	hr	Canis lupus familiaris

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
11-beta-hydroxysteroid dehydrogenase 1	IC50	=	1.4	nM	8.85	Inhibition of human recombinant 11beta-HSD1 expressed in baculovirus system by s...	19217779
11-beta-hydroxysteroid dehydrogenase 1	IC50	=	1.4	nM	8.85	Inhibition of human cloned 11beta-HSD1 by scintillation proximity assay	18553955
11-beta-hydroxysteroid dehydrogenase 1	IC50	=	1.7	nM	8.77	Inhibition of FLAG-tagged full length human 11beta-HSD1 expressed in baculovirus...	19185488
HeLa	IC50	=	2.5	nM	8.6	Cytotoxicity against human HeLa cells	19217779
11-beta-hydroxysteroid dehydrogenase 1	IC50	=	3.0	nM	8.52	Inhibition of 11beta-HSD1 in human adipocytes	18553955
11-beta-hydroxysteroid dehydrogenase 1	IC50	=	5.8	nM	8.24	Inhibition of human recombinant 11beta-HSD1 expressed HEK293 cells by scintillat...	19217779
11-beta-hydroxysteroid dehydrogenase 1	IC50	=	5.8	nM	8.24	Inhibition of human recombinant 11beta-HSD1 expressed in HEK293 cells	18553955
Unchecked	IC50	=	39.0	nM	7.41	Inhibition of cynomolgus monkey recombinant 11beta-HSD1	18553955
11-beta-hydroxysteroid dehydrogenase 1	IC50	=	124.0	nM	6.91	Inhibition of human recombinant 11beta-HSD1 expressed HEK293 cells by scintillat...	19217779
11-beta-hydroxysteroid dehydrogenase 1	IC50	=	124.0	nM	6.91	Inhibition of human recombinant 11beta-HSD1 expressed in HEK293 cells in presenc...	18553955
HeLa	IC50	=	2500.0	nM	5.6	Cytotoxicity against human HeLa cells after 72 hrs by alamar blue assay	19185488

PubMed	DOI	Target Context	# Activities
18553955	10.1021/jm800310g	Cynomolgus monkey	6
18553955	10.1021/jm800310g	Rattus norvegicus	5
18553955	10.1021/jm800310g	Canis familiaris	5
18553955	10.1021/jm800310g	11-beta-hydroxysteroid dehydrogenase 1	4
19217779	10.1016/j.bmcl.2009.01.058	11-beta-hydroxysteroid dehydrogenase 1	3
18553955	10.1021/jm800310g	Liver microsomes	2
18553955	10.1021/jm800310g	Plasma	2
18553955	10.1021/jm800310g	ADMET	2
19217779	10.1016/j.bmcl.2009.01.058	HeLa	1
19185488	10.1016/j.bmcl.2009.01.026	11-beta-hydroxysteroid dehydrogenase 1	1
19185488	10.1016/j.bmcl.2009.01.026	Nuclear receptor subfamily 1 group I member 2	1
19185488	10.1016/j.bmcl.2009.01.026	HeLa	1
19185488	10.1016/j.bmcl.2009.01.026	Liver microsomes	1
18553955	10.1021/jm800310g	11-beta-hydroxysteroid dehydrogenase type 2	1
18553955	10.1021/jm800310g	Unchecked	1

Data from ChEMBL 36 via Core Engine