zafirlukast

Ligand id: 3322

Name: zafirlukast

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 124.11
Molecular weight 575.21
XLogP 5.47
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

View interactive charts of activity data from GtoPdb and ChEMBL (where available) across species

Bioactivity Comments
Zafirlukast shows low potency off-target effects on PPARγ and soluble epoxide hydrolase (sEH) [7].
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CysLT2 receptor Hs Antagonist Antagonist 6.9 pA2 - 2
pA2 6.9 against LTC4 Ca2+ mobilisation assay in HUVEC [2]
CysLT1 receptor Hs Antagonist Antagonist 8.9 pKi - 1,5
pKi 8.9 zafirlukast is only about 100-fold selective for CysLT1 [1,5]
Description: against [3H]LTD4 in human lung parenchyma
CysLT1 receptor Hs Antagonist Antagonist 7.7 – 9.6 pIC50 - 4,6,8
pIC50 9.6 (IC50 2.6x10-10 M) against 33nM LTD4 Ca2+ mobilization assay in HEK-293 [6]
pIC50 8.6 – 8.7 (IC50 2.6x10-9 – 1.8x10-9 M) [4,6]
Description: against [3H]LTD4 in COS-7 or HEK-293 cells
pIC50 7.7 (IC50 2x10-8 M) against 10nM LTD4 aequorin-based Ca2+ assay in CHO cells [8]
CysLT2 receptor Hs Antagonist Antagonist 5.1 – 5.2 pIC50 - 3,8
pIC50 5.2 (IC50 7x10-6 M) against 10nM LTD4 aequorin-based Ca2+ assay in CHO cells [8]
pIC50 5.1 (IC50 7.397x10-6 M) againist [3H]LTD4 in COS-7 cells [3]
Selectivity at nuclear hormone receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Peroxisome proliferator-activated receptor-γ Hs Agonist Agonist 5.6 pEC50 - 7
pEC50 5.6 (EC50 2.44x10-6 M) [7]
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
epoxide hydrolase 2 Hs Inhibitor Inhibition 5.7 pIC50 - 7
pIC50 5.7 (IC50 2x10-6 M) [7]