iralukast   Click here for help

GtoPdb Ligand ID: 5861

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 17
Topological polar surface area 159.57
Molecular weight 710.22
XLogP 9.91
No. Lipinski's rules broken 2
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Canonical SMILES CCCc1c(OCCCCC=CC=CC(C(c2cccc(c2)C(F)(F)F)O)Sc2ccc3c(c2)oc(cc3=O)C(=O)O)ccc(c1O)C(=O)C
Isomeric SMILES CCCc1c(OCCCC/C=C\C=C\[C@@H]([C@@H](c2cccc(c2)C(F)(F)F)O)Sc2ccc3c(c2)oc(cc3=O)C(=O)O)ccc(c1O)C(=O)C
InChI InChI=1S/C38H37F3O8S/c1-3-11-29-31(18-17-27(23(2)42)36(29)45)48-19-9-7-5-4-6-8-14-34(35(44)24-12-10-13-25(20-24)38(39,40)41)50-26-15-16-28-30(43)22-33(37(46)47)49-32(28)21-26/h4,6,8,10,12-18,20-22,34-35,44-45H,3,5,7,9,11,19H2,1-2H3,(H,46,47)/b6-4-,14-8+/t34-,35+/m0/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CysLT2 receptor Hs Antagonist Antagonist 6.8 pA2 - 2
pA2 6.8 against LTC4 Ca2+ mobilisation assay in HUVEC [2]
CysLT1 receptor Hs Antagonist Antagonist 7.8 pKi - 1
pKi 7.8 against [3H]LTD4 in human lung parenchyma [1]