SR144528   Click here for help

GtoPdb Ligand ID: 751

Synonyms: SR 144528 | SR-144528
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: SR144528 is a selective CB2 receptor antagonist with potential anti-inflammatory action.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 46.92
Molecular weight 475.24
XLogP 7.68
No. Lipinski's rules broken 1
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Canonical SMILES Cc1ccc(cc1)Cn1nc(cc1c1ccc(c(c1)C)Cl)C(=O)NC1C2(C)CCC(C1(C)C)C2
Isomeric SMILES Cc1ccc(cc1)Cn1nc(cc1c1ccc(c(c1)C)Cl)C(=O)N[C@H]1[C@@]2(C)CC[C@@H](C1(C)C)C2
InChI InChI=1S/C29H34ClN3O/c1-18-6-8-20(9-7-18)17-33-25(21-10-11-23(30)19(2)14-21)15-24(32-33)26(34)31-27-28(3,4)22-12-13-29(27,5)16-22/h6-11,14-15,22,27H,12-13,16-17H2,1-5H3,(H,31,34)/t22-,27-,29+/m1/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CB2 receptor Hs Antagonist Antagonist 8.3 – 9.2 pKi - 2-3
pKi 8.3 – 9.2 (Ki 5.01x10-9 – 6.3x10-10 M) [2-3]