PSB1115   Click here for help

GtoPdb Ligand ID: 3286

Synonyms: compound 17 [PMID: 11906291] | PSB 1115 | PSB-1115
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: PSB1115 is a selective, water-soluble adenosine A2B receptor antagonist [1], suitable for use as a research tool compound.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 146.29
Molecular weight 350.07
XLogP 1.81
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCCn1c(=O)[nH]c2c(c1=O)nc([nH]2)c1ccc(cc1)S(=O)(=O)O
Isomeric SMILES CCCn1c(=O)[nH]c2c(c1=O)nc([nH]2)c1ccc(cc1)S(=O)(=O)O
InChI InChI=1S/C14H14N4O5S/c1-2-7-18-13(19)10-12(17-14(18)20)16-11(15-10)8-3-5-9(6-4-8)24(21,22)23/h3-6H,2,7H2,1H3,(H,15,16)(H,17,20)(H,21,22,23)
InChI Key UYDRRQPGDSIMNU-UHFFFAOYSA-N
References
1. Hayallah AM, Sandoval-Ramírez J, Reith U, Schobert U, Preiss B, Schumacher B, Daly JW, Müller CE. (2002)
1,8-disubstituted xanthine derivatives: synthesis of potent A2B-selective adenosine receptor antagonists.
J. Med. Chem., 45 (7): 1500-10. [PMID:11906291]
2. Müller CE, Shi D, Manning M, Daly JW. (1993)
Synthesis of paraxanthine analogs (1,7-disubstituted xanthines) and other xanthines unsubstituted at the 3-position: structure-activity relationships at adenosine receptors.
J. Med. Chem., 36 (22): 3341-9. [PMID:8230124]