Compound Detail
CHEMBL603
ZAFIRLUKAST 💊 Approved Drug
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💊 Approved Drug
COc1cc(C(=O)NS(=O)(=O)c2ccccc2C)ccc1Cc1cn(C)c2ccc(NC(=O)OC3CCCC3)cc12
Basic Information
| ChEMBL ID | CHEMBL603 |
| Name | ZAFIRLUKAST |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | YEEZWCHGZNKEEK-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
35
Targets
66
Activities
4
Assay Types
27
PK Parameters
20
Publications
5
Known Names
5
Indications
1
Mechanisms
Molecular Properties
575.7
MW (Da)
5.70
ALogP
7
HBA
2
HBD
115.7
PSA (Ų)
0.28
QED
2
Ro5 Violations
8
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1996 |
| Availability | Prescription |
| Chirality | Achiral |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Cysteinyl leukotriene receptor 1 antagonist | ANTAGONIST | Cysteinyl leukotriene receptor 1 | ✓ | ✓ |
Indications
Asthma Lung Diseases, Obstructive Breast Neoplasms Hypersensitivity Ovarian Neoplasms
ATC Classification
R03DC01
zafirlukast
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
Activity Summary
IC50 41 meas. best 9.59
Ki 13 meas. best 9.52
EC50 9 meas. best 6.15
Kd 3 meas. best 9.5
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Cysteinyl leukotriene receptor 1 CHEMBL1798 | IC50 | 9.59 | 8.732 | 0.3 | 5 |
| Cysteinyl leukotriene receptor CHEMBL2094254 | Ki | 9.52 | 9.11 | 0.3 | 2 |
| Cysteinyl leukotriene receptor 1 CHEMBL5645 | Ki | 9.52 | 9.1988 | 0.3 | 8 |
| Cavia porcellus CHEMBL369 | Kd | 9.5 | 9.5 | 0.3 | 1 |
| Cysteinyl leukotriene receptor 1 CHEMBL5645 | IC50 | 9.36 | 8.4733 | 0.4 | 3 |
| Cysteinyl leukotriene receptor 1 CHEMBL1798 | Ki | 9.06 | 9.06 | 0.9 | 1 |
| U-937 CHEMBL612794 | IC50 | 9.0 | 9.0 | 1.0 | 3 |
| Homo sapiens CHEMBL372 | IC50 | 9.0 | 9.0 | 1.0 | 1 |
| Cavia porcellus CHEMBL369 | IC50 | 8.99 | 8.99 | 1.0 | 2 |
| Cysteinyl leukotriene receptor CHEMBL2094254 | IC50 | 8.3 | 8.3 | 5.0 | 1 |
| Liver CHEMBL613642 | IC50 | 7.18 | 7.18 | 66.2 | 1 |
| Mitogen-activated protein kinase 14 CHEMBL260 | IC50 | 6.45 | 6.45 | 353.0 | 1 |
| Mitogen-activated protein kinase 1 CHEMBL4040 | IC50 | 6.27 | 6.27 | 538.0 | 1 |
| Nuclear receptor subfamily 1 group I member 2 CHEMBL3401 | EC50 | 6.15 | 5.1325 | 710.0 | 4 |
| Adenosine receptor A3 CHEMBL256 | Ki | 6.11 | 6.11 | 770.0 | 1 |
| Streptococcus sp. 'group A' CHEMBL612389 | EC50 | 6.03 | 6.03 | 936.0 | 1 |
| Multidrug and toxin extrusion protein 1 CHEMBL1743126 | IC50 | 5.89 | 5.89 | 1300.0 | 1 |
| Adenosine receptor A3 CHEMBL256 | IC50 | 5.87 | 5.87 | 1363.0 | 1 |
| Bifunctional epoxide hydrolase 2 CHEMBL2409 | IC50 | 5.7 | 5.7 | 2000.0 | 2 |
| Streptokinase A CHEMBL1293228 | EC50 | 5.69 | 5.69 | 2050.0 | 1 |
| Cytochrome P450 2C9 CHEMBL3397 | IC50 | 5.65 | 5.65 | 2257.5 | 1 |
| Peroxisome proliferator-activated receptor gamma CHEMBL235 | EC50 | 5.61 | 5.61 | 2440.0 | 1 |
| Cytochrome P450 2C9 CHEMBL3397 | Ki | 5.6 | 5.6 | 2500.0 | 1 |
| Thromboxane-A synthase CHEMBL1835 | IC50 | 5.42 | 5.42 | 3810.0 | 1 |
| Bile acid receptor CHEMBL2047 | EC50 | 5.41 | 5.41 | 3900.0 | 1 |
| Mitogen-activated protein kinase 3 CHEMBL3385 | IC50 | 5.36 | 5.36 | 4376.0 | 1 |
| Epidermal growth factor receptor CHEMBL203 | IC50 | 5.24 | 5.24 | 5751.0 | 1 |
| Keap1/Nrf2 CHEMBL3038498 | IC50 | 5.23 | 5.23 | 5870.0 | 1 |
| Hepatic sodium/bile acid cotransporter CHEMBL5287 | IC50 | 5.19 | 5.19 | 6500.0 | 2 |
| Cysteinyl leukotriene receptor 2 CHEMBL4330 | IC50 | 5.13 | 4.685 | 7397.0 | 2 |
| Multidrug and toxin extrusion protein 2 CHEMBL1743127 | IC50 | 5.12 | 5.12 | 7600.0 | 1 |
| Solute carrier family 22 member 2 CHEMBL1743122 | IC50 | 5.01 | 5.01 | 9700.0 | 1 |
| Exportin-1 CHEMBL5661 | Kd | 5.0 | 5.0 | 10000.0 | 1 |
| Bile salt export pump CHEMBL6020 | IC50 | 4.96 | 4.96 | 11100.0 | 2 |
| ATP-binding cassette sub-family C member 4 CHEMBL1743128 | IC50 | 4.92 | 4.92 | 12100.0 | 1 |
| Prostaglandin E synthase CHEMBL5658 | IC50 | 4.74 | 4.74 | 18100.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 4.5 | 4.5 | 32000.0 | 1 |
| HGC-27 CHEMBL1075463 | IC50 | 4.36 | 4.36 | 44000.0 | 1 |
| Nuclear receptor subfamily 1 group I member 2 CHEMBL2146315 | EC50 | 4.23 | 4.23 | 58400.0 | 1 |
| ATP-binding cassette sub-family C member 2 CHEMBL5748 | IC50 | 4.23 | 4.23 | 58800.0 | 1 |
| Cytosolic phospholipase A2 CHEMBL3816 | IC50 | 4.07 | 4.07 | 85000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 2458.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 2027.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 1137.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 2073.64 | ng.hr.mL-1 | Homo sapiens |
| CL | 0.000207 | mL.min-1.g-1 | Homo sapiens |
| CL | 0.207 | uL/min | Homo sapiens |
| CL/F | 9.2 | L/hr | Homo sapiens |
| CL/F | 11.4 | L/hr | Homo sapiens |
| CL/F | 19.4 | L/hr | Homo sapiens |
| Cmax | 1313.21 | nM | Homo sapiens |
| Cmax | 1043.96 | nM | Homo sapiens |
| Cmax | 566.28 | nM | Homo sapiens |
| Cmax | 1211.0 | nM | Homo sapiens |
| F | 25.0 | % | Rattus norvegicus |
| F | 67.0 | % | Canis lupus familiaris |
| F | 68.0 | % | Rattus norvegicus |
| PPB | 99.0 | % | Homo sapiens |
| T1/2 | 13.3 | hr | Homo sapiens |
| T1/2 | 10.0 | hr | Homo sapiens |
| T1/2 | 8.0 | hr | Homo sapiens |
| T1/2 | 8.0 | hr | Homo sapiens |
| T1/2 | 10.0 | hr | Homo sapiens |
| Tmax | 2.1 | hr | Homo sapiens |
| Tmax | 2.5 | hr | Homo sapiens |
| Tmax | 2.0 | hr | Homo sapiens |
| Tmax | 3.0 | hr | Homo sapiens |
| Vss/F | 70.0 | L | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 16472241 | 10.2174/1570163043334794 | Hepatotoxicity | 18 |
| 22194678 | 10.1371/journal.pcbi.1002310 | Hepatotoxicity | 14 |
| 15646539 | 10.1016/s0399-8320(04)95062-2 | Unchecked | 11 |
| - | 10.6019/CHEMBL4689842 | HEK-293T | 10 |
| - | 10.6019/CHEMBL4689842 | Fibroblast | 9 |
| - | 10.6019/CHEMBL4689842 | U2OS | 9 |
| 20966043 | 10.1124/dmd.110.035105 | Nuclear receptor subfamily 1 group I member 2 | 8 |
| 15646539 | 10.1016/s0399-8320(04)95062-2 | NON-PROTEIN TARGET | 8 |
| 36622814 | 10.1021/acs.jmedchem.2c01772 | Exportin-1 | 7 |
| 36622814 | 10.1021/acs.jmedchem.2c01772 | MDA-MB-453 | 6 |
| - | 10.6019/CHEMBL5209801 | CX3C chemokine receptor 1 | 5 |
| - | 10.6019/CHEMBL5209801 | Alpha-2A adrenergic receptor | 5 |
| - | 10.6019/CHEMBL5209801 | Apelin receptor | 5 |
| - | 10.6019/CHEMBL5209801 | Type-1 angiotensin II receptor | 5 |
| - | 10.6019/CHEMBL5209801 | Adhesion G-protein coupled receptor F1 | 5 |
| - | 10.6019/CHEMBL5209801 | Glucagon-like peptide 1 receptor | 5 |
| - | 10.6019/CHEMBL5209801 | N-formyl peptide receptor 2 | 5 |
| - | 10.6019/CHEMBL5209801 | Free fatty acid receptor 4 | 5 |
| - | 10.6019/CHEMBL5209801 | C5a anaphylatoxin chemotactic receptor 1 | 5 |
| - | 10.6019/CHEMBL5209801 | Glucose-dependent insulinotropic receptor | 5 |
Data from ChEMBL 36 via Core Engine