ZILEUTON

Search structure


Trade Names:	ZILEUTON ZYFLO ZYFLO CR
Synonyms:	A-64077 ABBOTT-64077 NSC-730712 NSC-759277 ZYFLO ZYFLO CR
Status:	Approved (1996)
Entry Type:	Small molecule
Molecule Category:	UNKNOWN
UNII:	V1L22WVE2S

Structure


InChI Key	MWLSOWXNZPKENC-UHFFFAOYSA-N
Smile	CC(c1cc2ccccc2s1)N(O)C(N)=O
InChI	InChI=1S/C11H12N2O2S/c1-7(13(15)11(12)14)10-6-8-4-2-3-5-9(8)16-10/h2-7,15H,1H3,(H2,12,14)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C11H12N2O2S
Molecular Weight	236.3
AlogP	2.73
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	2.0
Polar Surface Area	66.56
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	16.0

Pharmacology

Action	Mechanism of Action	Reference
INHIBITOR	Arachidonate 5-lipoxygenase inhibitor

	Primary Target
5-LOX

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2	-	-	-	117000	-
Enzyme Hydrolase	-	-	-	-	5.764
Enzyme Isomerase	-	600	-	-	50
Enzyme Oxidoreductase	470	100-100000	-	-	25-100
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M1 family	-	850	-	-	-
Enzyme Protease Serine protease Serine protease SC clan Serine protease S33 family	-	591	-	-	-
Enzyme Transferase	-	-	-	-	9.14-18.01
Enzyme	470	100-100000	-	117000	25-100
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb	-	-	-	-	-6.78--1.75
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Leukotriene receptor	-	420	-	-	-
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor	-	-	-	-	82
Other cytosolic protein	-	580-4200	-	-	-
Transporter Primary active transporter ATP-binding cassette ABCB subfamily	-	564400	-	-	-

Indications

Mesh Heading	Maximum Phase	Mesh ID	Reference
Pulmonary Disease, Chronic Obstructive	3	D029424	ClinicalTrials
Lung Neoplasms	2	D008175	ClinicalTrials
Tobacco Use Disorder	2	D014029	ClinicalTrials
Idiopathic Pulmonary Fibrosis	2	D054990	ClinicalTrials
Acne Vulgaris	2	D000152	ClinicalTrials
Anemia, Sickle Cell	1	D000755	ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL Positive	1	D015464	ClinicalTrials
Inflammation	1	D007249	ClinicalTrials

Side Effects from Label

Side Effects (PT)

Side effects	Relative Frequency (%)	Labels
Nervous system disorders Headache	23.0
Infections and infestations Upper respiratory tract infection	9.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort	7.0
Musculoskeletal and connective tissue disorders Myalgia	7.0
Infections and infestations Sinusitis	6.53
Respiratory, thoracic and mediastinal disorders Laryngeal pain	5.03
Gastrointestinal disorders Nausea	5.03
Gastrointestinal disorders Diarrhoea	5.0
Respiratory, thoracic and mediastinal disorders Laryngeal pain
Infections and infestations Sinusitis
Gastrointestinal disorders Nausea

Adverse Reactions

SOC By Demographic Distribution

System Organ Classification (SOC)

	Relative Frequency (%)
Respiratory, thoracic and mediastinal disorders	18.25
Immune system disorders	13.49
General disorders and administration site conditions	11.11
Skin and subcutaneous tissue disorders	11.11
Gastrointestinal disorders	7.94
Investigations	7.94
Nervous system disorders	6.35
Psychiatric disorders	5.56
Blood and lymphatic system disorders	3.17
Infections and infestations	3.17
Cardiac disorders	2.38
Injury, poisoning and procedural complications	2.38
Metabolism and nutrition disorders	2.38
Vascular disorders	2.38

Cross References

Resources	Reference
CAS NUMBER	111406-87-2
ChEBI	10112
ChEMBL	CHEMBL93
DrugBank	DB00744
DrugCentral	2862
EPA CompTox	DTXSID9023752
FDA SRS	V1L22WVE2S
Human Metabolome Database	HMDB14882
Guide to Pharmacology	5297
PharmGKB	PA451955
PubChem	60490
SureChEMBL	SCHEMBL4209
ZINC	ZINC00896731

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