YNT-185   Click here for help

GtoPdb Ligand ID: 10277

Synonyms: compound 30 [PMID: 26267383] | Nag 30
Compound class: Synthetic organic
Comment: Non-peptide Orexin receptor 2 agonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 128.46
Molecular weight 615.25
XLogP 5.19
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccc(cc1S(=O)(=O)Nc1cccc(c1)NCCNC(=O)c1ccccc1N(C)C)c1cccc(c1)C(=O)N(C)C
Isomeric SMILES COc1ccc(cc1S(=O)(=O)Nc1cccc(c1)NCCNC(=O)c1ccccc1N(C)C)c1cccc(c1)C(=O)N(C)C
InChI InChI=1S/C33H37N5O5S/c1-37(2)29-15-7-6-14-28(29)32(39)35-19-18-34-26-12-9-13-27(22-26)36-44(41,42)31-21-24(16-17-30(31)43-5)23-10-8-11-25(20-23)33(40)38(3)4/h6-17,20-22,34,36H,18-19H2,1-5H3,(H,35,39)
InChI Key BXJSAMKIFDDLGI-UHFFFAOYSA-N
References
1. Irukayama-Tomobe Y, Ogawa Y, Tominaga H, Ishikawa Y, Hosokawa N, Ambai S, Kawabe Y, Uchida S, Nakajima R, Saitoh T et al.. (2017)
Nonpeptide orexin type-2 receptor agonist ameliorates narcolepsy-cataplexy symptoms in mouse models.
Proc Natl Acad Sci USA, 114 (22): 5731-5736. [PMID:28507129]
2. Nagahara T, Saitoh T, Kutsumura N, Irukayama-Tomobe Y, Ogawa Y, Kuroda D, Gouda H, Kumagai H, Fujii H, Yanagisawa M et al.. (2015)
Design and Synthesis of Non-Peptide, Selective Orexin Receptor 2 Agonists.
J Med Chem, 58 (20): 7931-7. [PMID:26267383]
3. Rinne MK, Leino TO, Turku A, Turunen PM, Steynen Y, Xhaard H, Wallén EAA, Kukkonen JP. (2018)
Pharmacological characterization of the orexin/hypocretin receptor agonist Nag 26.
Eur J Pharmacol, 837: 137-144. [PMID:30194937]