CP-195543   Click here for help

GtoPdb Ligand ID: 6155

Synonyms: CP 195543 | CP-195,543 | CP195543
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: CP-195543 (CP-195,543) is a leukotriene B4 receptor antagonist for the treatment of inflammatory diseases. It is the follow-up compound to CP105696 whose development was discontinued due to unfavourable pharmacodynamic properties. Preclinical pharmacology for CP-195543 is reported by Showell et al. (1998) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 66.76
Molecular weight 428.12
XLogP 5.6
No. Lipinski's rules broken 1
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Canonical SMILES OC1C(COc2c1ccc(c2)c1cc(ccc1C(=O)O)C(F)(F)F)Cc1ccccc1
Isomeric SMILES O[C@@H]1[C@H](COc2c1ccc(c2)c1cc(ccc1C(=O)O)C(F)(F)F)Cc1ccccc1
InChI InChI=1S/C24H19F3O4/c25-24(26,27)17-7-9-18(23(29)30)20(12-17)15-6-8-19-21(11-15)31-13-16(22(19)28)10-14-4-2-1-3-5-14/h1-9,11-12,16,22,28H,10,13H2,(H,29,30)/t16-,22+/m0/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
BLT1 receptor Hs Antagonist Antagonist 8.2 pKi - 1
pKi 8.2 (Ki 6.8x10-9 M) [1]
BLT2 receptor Hs Agonist Partial agonist <5.0 pEC50 - 2
pEC50 <5.0 (EC50 >1x10-5 M) [2]
BLT1 receptor Hs Antagonist Antagonist 8.6 pIC50 - 1
pIC50 8.6 (IC50 2.4x10-9 M) [1]
BLT2 receptor Hs Antagonist Antagonist 6.0 pIC50 - 2
pIC50 6.0 (IC50 1x10-6 M) [2]