Compound Detail

CHEMBL29097

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CC(C)c1ccc2c(c1)c(SC(C)(C)C)c(CC(C)(C)C(=O)O)n2Cc1ccc(Cl)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL29097
Phase	Preclinical
Structure Type	MOL
InChI Key	QAOAOVKBIIKRNL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

472.1

MW (Da)

8.01

ALogP

HBA

HBD

42.2

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C27H34ClNO2S
MW	472.09
Aromatic Rings	3
Heavy Atoms	32
NP-Likeness	-0.34

Activity Summary

IC50 87 meas. best 8.66

EC50 4 meas. best 6.06

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Arachidonate 5-lipoxygenase-activating protein CHEMBL4550	IC50	8.66	7.4578	2.2	18
Homo sapiens CHEMBL372	IC50	8.6	7.14	2.5	7
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL312	IC50	8.3	8.3	5.0	1
Unchecked CHEMBL612545	IC50	8.3	5.8256	5.0	9
5-lipoxygenase/FLAP CHEMBL2111402	IC50	7.52	6.995	30.0	2
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	7.22	6.8233	60.0	6
Streptokinase A CHEMBL1293228	EC50	6.06	5.985	875.0	2
Streptococcus sp. 'group A' CHEMBL612389	EC50	5.97	5.97	1071.0	1
Prostaglandin E synthase CHEMBL5658	IC50	5.96	5.6653	1100.0	30
Prostaglandin E synthase 2 CHEMBL4411	IC50	5.8	5.8	1600.0	1
Macrophage-expressed gene 1 protein CHEMBL3414409	IC50	5.66	5.66	2200.0	1
Streptococcus CHEMBL612313	EC50	5.66	5.66	2197.0	1
Leukotriene C4 synthase CHEMBL1743183	IC50	5.52	5.52	3000.0	1
Plasmodium falciparum CHEMBL364	IC50	5.5	5.1286	3162.3	7
Prostaglandin G/H synthase 1 CHEMBL2949	IC50	5.1	5.1	8000.0	2
Prostaglandin G/H synthase 2 CHEMBL230	IC50	4.24	4.24	58000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Arachidonate 5-lipoxygenase-activating protein	IC50	=	2.2	nM	8.66	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
Homo sapiens	IC50	=	2.5	nM	8.6	The compound was tested for inhibitory activity against 5-Lipoxygenase in human ...	1635053
Arachidonate 5-lipoxygenase-activating protein	IC50	=	2.5	nM	8.6	Antagonist activity at FLAP in human PMNC assessed as inhibition of A23187-induc...	26791385
Homo sapiens	IC50	=	3.0	nM	8.52	Compound was tested for in vitro inhibition against human PMNL	8709092
Homo sapiens	IC50	=	3.0	nM	8.52	Leukotriene synthesis inhibition activity in the Human PMN assay	-
Unchecked	IC50	=	5.0	nM	8.3	Inhibitory activity against LT biosynthesis; IC50 = 3-5 nM	8709092
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	5.0	nM	8.3	The compound was tested for inhibitory activity against 5-lipoxygenase transloca...	1635053
Arachidonate 5-lipoxygenase-activating protein	IC50	=	5.7	nM	8.24	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
Arachidonate 5-lipoxygenase-activating protein	IC50	=	17.0	nM	7.77	Inhibition of FLAP in A23187-stimulated human neutrophils assessed as 5-LO produ...	22607880
Arachidonate 5-lipoxygenase-activating protein	IC50	=	19.0	nM	7.72	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
Arachidonate 5-lipoxygenase-activating protein	IC50	=	23.0	nM	7.64	Displacement of [125I]-L-691831 from FLAP in human Leucocyte membrane incubated ...	28784429
Arachidonate 5-lipoxygenase-activating protein	IC50	=	23.0	nM	7.64	Inhibition of 5-lipoxygenase activating protein using human leukocyte membrane p...	7473582
Arachidonate 5-lipoxygenase-activating protein	IC50	=	23.0	nM	7.64	Binding affinity of compound for 5-lipoxygenase activating protein protein by FL...	8709092
Arachidonate 5-lipoxygenase-activating protein	IC50	=	23.0	nM	7.64	The compound was tested for the inhibition of binding of [125I]- L- 691,831 bind...	-
Arachidonate 5-lipoxygenase-activating protein	IC50	=	26.0	nM	7.58	Inhibition of FLAP (unknown origin)	23266122
Arachidonate 5-lipoxygenase-activating protein	IC50	=	26.0	nM	7.58	Inhibition of FLAP	18459759
Arachidonate 5-lipoxygenase-activating protein	IC50	=	26.0	nM	7.58	Binding affinity to FLAP	19719242
Arachidonate 5-lipoxygenase-activating protein	IC50	=	26.0	nM	7.58	Inhibition of FLAP	20144869
Arachidonate 5-lipoxygenase-activating protein	IC50	=	27.0	nM	7.57	Inhibition of FLAP in human peripheral leukocytes assessed as inhibition of calc...	22059882
5-lipoxygenase/FLAP	IC50	=	30.0	nM	7.52	Inhibition of calcium ionophore (A23187) stimulated LTB4 formation in human neut...	-

Literature References

PubMed	DOI	Target Context	# Activities
22059882	10.1021/jm2008369	Arachidonate 5-lipoxygenase-activating protein	7
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
19884011	10.1016/j.bmc.2009.10.025	Prostaglandin E synthase	7
24171493	10.1021/jm401557w	Mus musculus	5
19053751	10.1021/jm801085s	Prostaglandin E synthase	4
1635053	10.1021/jm00092a001	Polyunsaturated fatty acid 5-lipoxygenase	4
24920381	10.1021/jm500308c	Mus musculus	3
27423639	10.1016/j.ejmech.2016.07.004	Arachidonate 5-lipoxygenase-activating protein	3
28530811	10.1021/acs.jmedchem.7b00475	Unchecked	3
18459759	10.1021/jm800197b	Unchecked	3
22209272	10.1016/j.ejmech.2011.12.009	Prostaglandin E synthase	3
37976708	10.1016/j.ejmech.2023.115932	Polyunsaturated fatty acid 5-lipoxygenase	3
22607880	10.1016/j.bmc.2012.04.048	Arachidonate 5-lipoxygenase-activating protein	3
21570310	10.1016/j.bmc.2011.04.034	Polyunsaturated fatty acid 5-lipoxygenase	2
1635053	10.1021/jm00092a001	Homo sapiens	2
21591611	10.1021/jm200092b	Polyunsaturated fatty acid 5-lipoxygenase	2
-	10.1016/S0960-894X(96)00271-5	5-lipoxygenase/FLAP	2
-	10.1016/S0960-894X(00)80520-X	Homo sapiens	2
24171493	10.1021/jm401557w	Polyunsaturated fatty acid 5-lipoxygenase	2
8709092	10.1021/jm960088k	Rattus norvegicus	2

Data from ChEMBL 36 via Core Engine