MSX-2   Click here for help

GtoPdb Ligand ID: 5610

Compound class: Synthetic organic
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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 7
Topological polar surface area 91.28
Molecular weight 394.16
XLogP 3.28
No. Lipinski's rules broken 0
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Canonical SMILES OCCCn1c(=O)n(CC#C)c(=O)c2c1nc(n2C)C=Cc1cccc(c1)OC
Isomeric SMILES OCCCn1c(=O)n(CC#C)c(=O)c2c1nc(n2C)/C=C/c1cccc(c1)OC
InChI InChI=1S/C21H22N4O4/c1-4-11-25-20(27)18-19(24(21(25)28)12-6-13-26)22-17(23(18)2)10-9-15-7-5-8-16(14-15)29-3/h1,5,7-10,14,26H,6,11-13H2,2-3H3/b10-9+
1. Müller CE, Maurinsh J, Sauer R. (2000)
Binding of [3H]MSX-2 (3-(3-hydroxypropyl)-7-methyl-8-(m-methoxystyryl)-1-propargylxanthine) to rat striatal membranes--a new, selective antagonist radioligand for A(2A) adenosine receptors.
Eur J Pharm Sci, 10 (4): 259-65. [PMID:10838015]
2. Sauer R, Maurinsh J, Reith U, Fülle F, Klotz KN, Müller CE. (2000)
Water-soluble phosphate prodrugs of 1-propargyl-8-styrylxanthine derivatives, A(2A)-selective adenosine receptor antagonists.
J Med Chem, 43 (3): 440-8. [PMID:10669571]
3. Solinas M, Ferré S, Antoniou K, Quarta D, Justinova Z, Hockemeyer J, Pappas LA, Segal PN, Wertheim C, Müller CE et al.. (2005)
Involvement of adenosine A1 receptors in the discriminative-stimulus effects of caffeine in rats.
Psychopharmacology (Berl.), 179 (3): 576-86. [PMID:15696333]