compound 1q [PMID: 18029181]   Click here for help

GtoPdb Ligand ID: 5792

Compound class: Synthetic organic
Comment: The chemical structure of this compound is drawn from the article which describes its discovery [1]. The PubChem entry linked to in the table above shows a different tautomer.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 118.89
Molecular weight 393.14
XLogP 2.29
No. Lipinski's rules broken 0
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Canonical SMILES Oc1ccc2c(c1)ncc(n2)N1CCN(CC1)C(=O)Nc1ccccc1C(=O)O
Isomeric SMILES Oc1ccc2c(c1)ncc(n2)N1CCN(CC1)C(=O)Nc1ccccc1C(=O)O
InChI InChI=1S/C20H19N5O4/c26-13-5-6-16-17(11-13)21-12-18(22-16)24-7-9-25(10-8-24)20(29)23-15-4-2-1-3-14(15)19(27)28/h1-6,11-12,26H,7-10H2,(H,23,29)(H,27,28)
1. Shen HC, Szymonifka MJ, Kharbanda D, Deng Q, Carballo-Jane E, Wu KK, Wu TJ, Cheng K, Ren N, Cai TQ et al.. (2007)
Discovery of orally bioavailable and novel urea agonists of the high affinity niacin receptor GPR109A.
Bioorg Med Chem Lett, 17 (24): 6723-8. [PMID:18029181]