AM251   Click here for help

GtoPdb Ligand ID: 3317

Synonyms: AM 251 | AM-251
Compound class: Synthetic organic
Comment: AM251 is a CB1 receptor antagonist/inverse agonist. Experiments in rats indicate that AM251 has potential as a prophylactic antidote to the cannabinoid receptor mediated, often life-threatening, side-effects that are an increasingly common cause for concern in individuals taking highly potent synthetic cannabinoids recreationally [5].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 49.64
Molecular weight 554.01
XLogP 6.58
No. Lipinski's rules broken 1
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Canonical SMILES Ic1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
Isomeric SMILES Ic1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
InChI InChI=1S/C22H21Cl2IN4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-7-16(23)13-18(19)24)21(14)15-5-8-17(25)9-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CB1 receptor Rn Antagonist Antagonist 8.1 pKi - 3
pKi 8.1 (Ki 7.94x10-9 M) [3]
GPR55 Hs Agonist Agonist 5.0 – 7.4 pEC50 - 1-2,6
pEC50 5.0 – 7.4 (EC50 9.6x10-6 – 3.9x10-8 M) [1-2,6]
GPR18 Hs Agonist Partial agonist 4.0 pEC50 - 4
pEC50 4.0 (EC50 9.64x10-5 M) [4]
Ligand mentioned in the following text fields