compound 1 [PMID: 24930776]   Click here for help

GtoPdb Ligand ID: 9092

Synonyms: DB36 [1]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 1 inhibits the co-stimulatory protein-protein interaction between the tumour necrosis factor receptor OX40 and the endogenous OX-40 ligand, by binding to the receptor rather than the ligand [1]. This interaction is a promising therapeutic target for immunomodulation. Cellular assays indicate that compound 1 has partial agonist activity at OX40.

PubChem CID 6817797 respresents an alternative stereochemical structure for this compound.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 7
Rotatable bonds 8
Topological polar surface area 323.97
Molecular weight 676.13
XLogP 3.16
No. Lipinski's rules broken 2
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Canonical SMILES Nc1ccc(c(c1)N)N=Nc1ccc2c(c1)c(O)c(c(c2)S(=O)(=O)O)N=Nc1ccc(c(c1)S(=O)(=O)O)N=Nc1ccc(cc1N)N
Isomeric SMILES Nc1ccc(c(c1)N)/N=N\c1ccc2c(c1)c(O)c(c(c2)S(=O)(=O)O)/N=N/c1ccc(c(c1)S(=O)(=O)O)/N=N/c1ccc(cc1N)N
InChI InChI=1S/C28H24N10O7S2/c29-15-2-6-22(20(31)10-15)35-33-17-4-1-14-9-26(47(43,44)45)27(28(39)19(14)12-17)38-34-18-5-8-24(25(13-18)46(40,41)42)37-36-23-7-3-16(30)11-21(23)32/h1-13,39H,29-32H2,(H,40,41,42)(H,43,44,45)/b35-33-,37-36+,38-34+
1. Song Y, Margolles-Clark E, Bayer A, Buchwald P. (2014)
Small-molecule modulators of the OX40-OX40 ligand co-stimulatory protein-protein interaction.
Br J Pharmacol, 171 (21): 4955-69. [PMID:24930776]