Compound Detail

CHEMBL557527

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COc1ccc(-c2ccc(Cn3c(CC(C)(C)C(=O)O)c(SC(C)(C)C)c4cc(OCc5ccccn5)ccc43)cc2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL557527
Phase	Preclinical
Structure Type	MOL
InChI Key	DGCSBHYGDCRAOB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

609.8

MW (Da)

8.28

ALogP

HBA

HBD

86.5

PSA (Å²)

0.15

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C36H39N3O4S
MW	609.79
Aromatic Rings	5
Heavy Atoms	44
NP-Likeness	-0.87

Activity Summary

IC50 11 meas. best 9.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Arachidonate 5-lipoxygenase-activating protein CHEMBL4550	IC50	9.3	8.12	0.5	9
Unchecked CHEMBL612545	IC50	9.3	9.3	0.5	1
Blood CHEMBL613416	IC50	6.46	6.46	349.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	26000.0	ng.hr.mL-1	Rattus norvegicus
CL	5.4	mL.min-1.kg-1	Rattus norvegicus
CL	2.9	mL.min-1.kg-1	Canis lupus familiaris
Cmax	14759.18	nM	Rattus norvegicus
F	100.0	%	Rattus norvegicus
F	64.0	%	Canis lupus familiaris
T1/2	2.2	hr	Rattus norvegicus
T1/2	5.2	hr	Canis lupus familiaris
Vd	0.41	L.kg-1	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	0.5	nM	9.3	Inhibition of calcium ionophore A-23187-stimulated LTB4 production in human leuk...	19739647
Arachidonate 5-lipoxygenase-activating protein	IC50	=	0.5	nM	9.3	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
Arachidonate 5-lipoxygenase-activating protein	IC50	=	1.1	nM	8.96	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
Arachidonate 5-lipoxygenase-activating protein	IC50	=	1.2	nM	8.92	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
Arachidonate 5-lipoxygenase-activating protein	IC50	=	4.2	nM	8.38	Displacement of [3H]3-[5-(pyrid-2-ylmethoxy)-3-tert-butylthio-1-benzyl-indol-2-y...	19739647
Arachidonate 5-lipoxygenase-activating protein	IC50	=	4.2	nM	8.38	Displacement of [3H]-3-[5-(pyrid-2-ylmethoxy)-3-tert-butylthio-1-benzylindol-2-y...	22059882
Arachidonate 5-lipoxygenase-activating protein	IC50	=	10.0	nM	8.0	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
Arachidonate 5-lipoxygenase-activating protein	IC50	=	14.0	nM	7.85	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
Arachidonate 5-lipoxygenase-activating protein	IC50	=	149.0	nM	6.83	Inhibition of FLAP in human whole blood assessed as inhibition of calcium ionoph...	22059882
Blood	IC50	=	349.0	nM	6.46	Inhibition of calcium ionophore A-23187-stimulated LTB4 production in human whol...	19739647
Arachidonate 5-lipoxygenase-activating protein	IC50	=	349.0	nM	6.46	Inhibition of FLAP in human whole blood assessed as inhibition of calcium ionoph...	22059882

Literature References

PubMed	DOI	Target Context	# Activities
22059882	10.1021/jm2008369	Arachidonate 5-lipoxygenase-activating protein	8
19739647	10.1021/jm900945d	Rattus norvegicus	6
19739647	10.1021/jm900945d	Canis familiaris	4
19739647	10.1021/jm900945d	Mus musculus	4
19739647	10.1021/jm900945d	Cytochrome P450 3A4	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
19739647	10.1021/jm900945d	Arachidonate 5-lipoxygenase-activating protein	1
19739647	10.1021/jm900945d	Unchecked	1
19739647	10.1021/jm900945d	Blood	1
19739647	10.1021/jm900945d	Cytochrome P450 2D6	1
19739647	10.1021/jm900945d	Cytochrome P450 2C9	1
19739647	10.1021/jm900945d	Cytochrome P450 1A2	1
19739647	10.1021/jm900945d	Cytochrome P450 2C19	1

Data from ChEMBL 36 via Core Engine