ZAFIRLUKAST

Search structure
Trade Names:
Synonyms:
Status: Approved (1996)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: R03DC01
UNII: XZ629S5L50

Structure
InChI Key YEEZWCHGZNKEEK-UHFFFAOYSA-N
Smile COc1cc(C(=O)NS(=O)(=O)c2ccccc2C)ccc1Cc1cn(C)c2ccc(NC(=O)OC3CCCC3)cc12
InChI
InChI=1S/C31H33N3O6S/c1-20-8-4-7-11-29(20)41(37,38)33-30(35)22-13-12-21(28(17-22)39-3)16-23-19-34(2)27-15-14-24(18-26(23)27)32-31(36)40-25-9-5-6-10-25/h4,7-8,11-15,17-19,25H,5-6,9-10,16H2,1-3H3,(H,32,36)(H,33,35)

Physicochemical Descriptors

Property Name Value
Molecular Formula C31H33N3O6S
Molecular Weight 575.69
AlogP 5.7
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 8.0
Polar Surface Area 115.73
Molecular species ACID
Aromatic Rings 4.0
Heavy Atoms 41.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Cysteinyl leukotriene receptor 1 antagonist DailyMed
Primary Target
CysLT1 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - - 11
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - 2500 -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 43
Enzyme Isomerase
- 18100 - - -
Enzyme Protease Serine protease Serine protease SC clan Serine protease S33 family
- 2000 - - -
Enzyme
- 18100 - 2500 11
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Leukotriene receptor
- 0-44 0 0-2 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 3
2440 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 2
710-30600 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC10 family of sodium-bile acid co-transporters
- 6500 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 9700 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 1300 - - 52
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 11100-11100 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 12100 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Breast Neoplasms 2 D001943 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Headache 12.9
Nervous system disorders Headache
Infections and infestations Infection 3.5
Infections and infestations Infection
Gastrointestinal disorders Nausea 3.1
Gastrointestinal disorders Diarrhoea 2.8
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Nausea
General disorders and administration site conditions Pain 1.9
Gastrointestinal disorders Abdominal pain 1.8
General disorders and administration site conditions Asthenia 1.8
Gastrointestinal disorders Gastrointestinal pain 1.8
General disorders and administration site conditions Pain
General disorders and administration site conditions Asthenia
Investigations Body temperature increased 1.6
Cardiac disorders Dizziness 1.6
Injury, poisoning and procedural complications Injury 1.6
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.6
Musculoskeletal and connective tissue disorders Myalgia 1.6
Musculoskeletal and connective tissue disorders Back pain 1.5
Cardiac disorders Dizziness
Injury, poisoning and procedural complications Injury
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Gastrointestinal disorders Vomiting 1.5
Gastrointestinal disorders Dyspepsia 1.3
Musculoskeletal and connective tissue disorders Back pain
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Abdominal pain
Investigations Body temperature increased
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Vomiting

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Respiratory, thoracic and mediastinal disorders
16.41
General disorders and administration site conditions
13.46
Injury, poisoning and procedural complications
8.03
Gastrointestinal disorders
7.56
Nervous system disorders
7.32
Psychiatric disorders
6.97
Cardiac disorders
6.02
Immune system disorders
5.79
Skin and subcutaneous tissue disorders
4.6
Investigations
4.37
Musculoskeletal and connective tissue disorders
3.54
Vascular disorders
2.95
Product issues
2.83
Infections and infestations
2.24
Metabolism and nutrition disorders
2.24

Cross References

Resources Reference
CAS NUMBER 107753-78-6
ChEBI 10100
ChEMBL CHEMBL603
DrugBank DB00549
DrugCentral 2855
EPA CompTox DTXSID5023746
FDA SRS XZ629S5L50
Human Metabolome Database HMDB0014689
Guide to Pharmacology 3322
KEGG C07206
PDB ZLK
PharmGKB PA451949
PubChem 5717
SureChEMBL SCHEMBL4175
ZINC ZINC000000896717
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