MONTELUKAST

Search structure
Synonyms:
Status: Approved (1998)
Entry Type: Small molecule
Molecule Category: Parent
ATC: R03DC03
UNII: MHM278SD3E

Structure
InChI Key UCHDWCPVSPXUMX-TZIWLTJVSA-N
Smile CC(C)(O)c1ccccc1CC[C@@H](SCC1(CC(=O)O)CC1)c1cccc(/C=C/c2ccc3ccc(Cl)cc3n2)c1
InChI
InChI=1S/C35H36ClNO3S/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39)/b15-10+/t32-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C35H36ClNO3S
Molecular Weight 586.2
AlogP 8.95
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 12.0
Polar Surface Area 70.42
Molecular species ACID
Aromatic Rings 4.0
Heavy Atoms 41.0

Pharmacology

Primary Target
CysLT1 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- 56.5-1270 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 5 Cytochrome P450 family 5A Cytochrome P450 5A1
- 1525 - - -
Enzyme Hydrolase
- - - - 11.68
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase p38 subfamily
- 856 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 3197 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 4702 - - -
Enzyme Transferase
- - 389000 - 2.46
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -16.25--5.54
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neurokinin receptor
- 3822 - 1274 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 4795 - 1690 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Leukotriene receptor
72 0.5-2.3 - 0.5-2.1 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 6626 - 1404 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 3488 - 1470 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 7747 - 2631 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 6256 - 3981 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- 434 - 245 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 2601 - 2067 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Rhinitis, Allergic, Seasonal 4 D006255 ClinicalTrials
Asthma 4 D001249 ClinicalTrials
Rhinitis, Allergic, Seasonal 4 D006255 ClinicalTrials
Eosinophilic Esophagitis 3 D057765 ClinicalTrials
Rhinitis, Allergic, Perennial 3 D012221 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Sleep Apnea, Obstructive 3 D020181 ClinicalTrials
Arthritis, Rheumatoid 3 D001172 ClinicalTrials
Multiple Myeloma 3 D009101 ClinicalTrials
Respiratory Sounds 3 D012135 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Diabetic Nephropathies 3 D003928 ClinicalTrials
Acne Vulgaris 3 D000152 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 2 D002289 ClinicalTrials
Alzheimer Disease 2 D000544 ClinicalTrials
Cough 2 D003371 ClinicalTrials
Anemia, Sickle Cell 2 D000755 ClinicalTrials
Premature Birth 2 D047928 ClinicalTrials
Status Asthmaticus 2 D013224 ClinicalTrials
Sleep Apnea Syndromes 2 D012891 ClinicalTrials
Severe Dengue 2 D019595 ClinicalTrials
Parkinson Disease 2 D010300 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Respiratory Tract Diseases 1 D012140 ClinicalTrials
Non-alcoholic Fatty Liver Disease 1 D065626 ClinicalTrials
Bronchopulmonary Dysplasia 1 D001997 ClinicalTrials
Persian Gulf Syndrome 1 D018923 ClinicalTrials
Immune System Diseases 1 D007154 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 158966-92-8
ChEBI 50730
ChEMBL CHEMBL787
DrugBank DB00471
DrugCentral 1836
EPA CompTox DTXSID9023334
FDA SRS MHM278SD3E
Human Metabolome Database HMDB14614
Guide to Pharmacology 3340
KEGG C07482
PDB MTK
PharmGKB PA450546
PubChem 5281040
SureChEMBL SCHEMBL4486
ZINC ZINC000003831151
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