ADP   Click here for help

GtoPdb Ligand ID: 1712

Synonyms: adenosine diphosphate
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 6
Rotatable bonds 6
Topological polar surface area 252.22
Molecular weight 427.03
XLogP -4.3
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(COP(=O)(OP(=O)(O)O)O)OC(C1O)n1cnc2c1ncnc2N
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
InChI InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChI Key XTWYTFMLZFPYCI-KQYNXXCUSA-N
References
1. Communi D, Parmentier M, Boeynaems JM. (1996)
Cloning, functional expression and tissue distribution of the human P2Y6 receptor.
Biochem Biophys Res Commun, 222 (2): 303-8. [PMID:8670200]
2. Herbert JM, Savi P. (2003)
P2Y12, a new platelet ADP receptor, target of clopidogrel.
Semin Vasc Med, 3 (2): 113-22. [PMID:15199474]
3. Herdendorf TJ, Miziorko HM. (2006)
Phosphomevalonate kinase: functional investigation of the recombinant human enzyme.
Biochemistry, 45 (10): 3235-42. [PMID:16519518]
4. Herdendorf TJ, Miziorko HM. (2007)
Functional evaluation of conserved basic residues in human phosphomevalonate kinase.
Biochemistry, 46 (42): 11780-8. [PMID:17902708]
5. 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]
6. Nilius B, Prenen J, Voets T, Droogmans G. (2004)
Intracellular nucleotides and polyamines inhibit the Ca2+-activated cation channel TRPM4b.
Pflugers Arch, 448 (1): 70-5. [PMID:14758478]
7. Schachter JB, Harden TK. (1997)
An examination of deoxyadenosine 5'(alpha-thio)triphosphate as a ligand to define P2Y receptors and its selectivity as a low potency partial agonist of the P2Y1 receptor.
Br J Pharmacol, 121 (2): 338-44. [PMID:9154346]
8. 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]