PPADS   

GtoPdb Ligand ID: 1725

Compound class: Synthetic organic
Comment: The structure of this ligand was drawn from the image in [1]. There is some variation in representations of the structure elsewhere, which include CID 6093163.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 14
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 276.98
Molecular weight 510.98
XLogP -1.2
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES O=Cc1c(COP(=O)(O)O)c(N=Nc2ccc(cc2S(=O)(=O)O)S(=O)(=O)O)nc(c1O)C
Isomeric SMILES O=Cc1c(COP(=O)(O)O)c(/N=N/c2ccc(cc2S(=O)(=O)O)S(=O)(=O)O)nc(c1O)C
InChI InChI=1S/C14H14N3O12PS2/c1-7-13(19)9(5-18)10(6-29-30(20,21)22)14(15-7)17-16-11-3-2-8(31(23,24)25)4-12(11)32(26,27)28/h2-5,19H,6H2,1H3,(H2,20,21,22)(H,23,24,25)(H,26,27,28)/b17-16+
InChI Key PNFZSRRRZNXSMF-WUKNDPDISA-N
References
1. Jacobson KA, Ivanov AA, de Castro S, Harden TK, Ko H. (2009)
Development of selective agonists and antagonists of P2Y receptors.
Purinergic Signal., 5 (1): 75-89. [PMID:18600475]
2. Marteau F, Le Poul E, Communi D, Communi D, Labouret C, Savi P, Boeynaems JM, Gonzalez NS. (2003)
Pharmacological characterization of the human P2Y13 receptor.
Mol. Pharmacol., 64 (1): 104-12. [PMID:12815166]
3. von Kügelgen I, Hoffmann K. (2016)
Pharmacology and structure of P2Y receptors.
Neuropharmacology, 104: 50-61. [PMID:26519900]
4. Waldo GL, Corbitt J, Boyer JL, Ravi G, Kim HS, Ji XD, Lacy J, Jacobson KA, Harden TK. (2002)
Quantitation of the P2Y(1) receptor with a high affinity radiolabeled antagonist.
Mol. Pharmacol., 62 (5): 1249-57. [PMID:12391289]