Compound Detail

CHEMBL162358

TOMELUKAST

🧪 Phase II

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🧪 Phase II

CCCc1c(OCCCCc2nnn[nH]2)ccc(C(C)=O)c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL162358
Name	TOMELUKAST
Phase	Phase II
Structure Type	MOL
InChI Key	MWYHLEQJTQJHSS-UHFFFAOYSA-N

Known Names

LY-171833 LY-171883 LY171883 Tomelukast

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

318.4

MW (Da)

2.46

ALogP

HBA

HBD

101.0

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem	-ast
USAN Year	1988

Extended Properties

Molecular Formula	C16H22N4O3
MW	318.38
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	-0.60

Activity Summary

IC50 8 meas. best 5.82

Ki 5 meas. best 7.22

Kd 2 meas. best 7.2

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cysteinyl leukotriene receptor 1 CHEMBL5645	Ki	7.22	6.33	60.0	3
Cavia porcellus CHEMBL369	Kd	7.2	6.94	63.1	2
Cysteinyl leukotriene receptor CHEMBL2094254	Ki	6.22	6.16	600.0	2
Cavia porcellus CHEMBL369	IC50	5.82	5.82	1500.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	4.72	4.72	18900.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL312	IC50	4.72	4.625	18900.0	4
Cyclooxygenase CHEMBL2094253	IC50	4.36	4.36	44000.0	1
Cyclooxygenase CHEMBL2095157	IC50	4.36	4.36	44000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cysteinyl leukotriene receptor 1	Ki	=	60.0	nM	7.22	The compound was tested for binding affinity against Cysteinyl leukotriene D4 re...	1635053
Cavia porcellus	Kd	=	63.1	nM	7.2	Antagonist activity was evaluated against LTD4-induced contraction in guinea pig...	3033245
Cavia porcellus	Kd	=	208.93	nM	6.68	The compound was tested for blocking of LTD4-induced contractions of guinea pig ...	1635053
Cysteinyl leukotriene receptor	Ki	=	600.0	nM	6.22	Binding affinity against Cysteinyl leukotriene D4 receptor	8709092
Cysteinyl leukotriene receptor 1	Ki	=	600.0	nM	6.22	Compound was evaluated for its ability to displace [3H]LTD4 from LTD4 receptor i...	1849993
Cysteinyl leukotriene receptor	Ki	=	800.0	nM	6.1	In vitro binding affinity against cysteinyl leukotriene D4 receptor from guinea ...	2170649
Cavia porcellus	IC50	=	1500.0	nM	5.82	Inhibition of leukotriene-induced contractions of peripheral guinea pig lung str...	2170649
Cysteinyl leukotriene receptor 1	Ki	=	2818.0	nM	5.55	Displacement of [3H]LTD4 on guinea pig lung parenchymal membranes	2342072
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	18900.0	nM	4.72	Ability to inhibit 5-lipoxygenase in guinea pig	3669017
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	18900.0	nM	4.72	Concentration for 50% inhibition of A-23187-stimulated radiolabeled 5-HETE and T...	2104935
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	18900.0	nM	4.72	Ability to inhibit Lipoxygenase in vitro was determined	3806620
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	21600.0	nM	4.67	In vitro for inhibition of LTB4 (leukotriene B4) production in isolated rat poly...	2878078
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	41000.0	nM	4.39	In vitro for inhibition of 5-HETE production in isolated rat polymorphonuclear l...	2878078
Cyclooxygenase	IC50	=	44000.0	nM	4.36	Ability to inhibit Prostaglandin G/H synthase in guinea pig	3669017
Cyclooxygenase	IC50	=	44000.0	nM	4.36	Concentration for 50% inhibition of A-23187-stimulated radiolabeled 5-HETE and T...	2104935

Literature References

PubMed	DOI	Target Context	# Activities
3669017	10.1021/jm00394a026	Cavia porcellus	10
2498516	10.1021/jm00126a006	Cavia porcellus	8
3090264	10.1021/jm00158a019	Cavia porcellus	6
2104935	10.1021/jm00163a039	Cavia porcellus	5
2547071	10.1021/jm00128a028	Cavia porcellus	4
2170649	10.1021/jm00172a024	Cavia porcellus	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
2878078	10.1021/jm00161a031	Polyunsaturated fatty acid 5-lipoxygenase	2
2704027	10.1021/jm00124a014	Cavia porcellus	2
2826785	10.1021/jm00396a027	Cysteinyl leukotriene receptor 1	2
3031291	10.1021/jm00387a018	Cavia porcellus	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
1849993	10.1021/jm00108a001	Cysteinyl leukotriene receptor 1	1
2170649	10.1021/jm00172a024	Cysteinyl leukotriene receptor	1
3031291	10.1021/jm00387a018	Cysteinyl leukotriene receptor	1
1849993	10.1021/jm00108a001	Cavia porcellus	1
2878078	10.1021/jm00161a031	Cavia porcellus	1
8709092	10.1021/jm960088k	Cavia porcellus	1
2342072	10.1021/jm00168a037	Cysteinyl leukotriene receptor 1	1

Data from ChEMBL 36 via Core Engine