AC264613   Click here for help

GtoPdb Ligand ID: 9460

Synonyms: AC-264613 | compound 3 [PMID: 18720984]
Compound class: Synthetic organic
Comment: AC264613 is a potent and selective, small molecule agonist of the PAR2 receptor [2]. It is a suitable pharmacological tool for examining the functions of PAR2 receptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 70.56
Molecular weight 399.06
XLogP 4.42
No. Lipinski's rules broken 0
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Canonical SMILES Brc1cccc(c1)C(=NNC(=O)C1C(=O)NCC1c1ccccc1)C
Isomeric SMILES Brc1cccc(c1)/C(=N/NC(=O)[C@@H]1C(=O)NC[C@H]1c1ccccc1)/C
InChI InChI=1S/C19H18BrN3O2/c1-12(14-8-5-9-15(20)10-14)22-23-19(25)17-16(11-21-18(17)24)13-6-3-2-4-7-13/h2-10,16-17H,11H2,1H3,(H,21,24)(H,23,25)/b22-12+/t16-,17-/m0/s1
1. Gardell LR, Ma JN, Seitzberg JG, Knapp AE, Schiffer HH, Tabatabaei A, Davis CN, Owens M, Clemons B, Wong KK et al.. (2008)
Identification and characterization of novel small-molecule protease-activated receptor 2 agonists.
J Pharmacol Exp Ther, 327 (3): 799-808. [PMID:18768780]
2. Seitzberg JG, Knapp AE, Lund BW, Mandrup Bertozzi S, Currier EA, Ma JN, Sherbukhin V, Burstein ES, Olsson R. (2008)
Discovery of potent and selective small-molecule PAR-2 agonists.
J Med Chem, 51 (18): 5490-3. [PMID:18720984]