2MeSATP   Click here for help

GtoPdb Ligand ID: 1711

Synonyms: 2-MeSATP | 2-methylthio-adenosine-5'-triphosphate | 2-methylthio-ATP
PDB Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 7
Rotatable bonds 9
Topological polar surface area 333.86
Molecular weight 552.98
XLogP -4.7
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CSc1nc(N)c2c(n1)n(cn2)C1OC(C(C1O)O)COP(=O)(OP(=O)(OP(=O)(O)O)O)O
Isomeric SMILES CSc1nc(N)c2c(n1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(OP(=O)(OP(=O)(O)O)O)O
InChI InChI=1S/C11H18N5O13P3S/c1-33-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(27-10)2-26-31(22,23)29-32(24,25)28-30(19,20)21/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H,24,25)(H2,12,14,15)(H2,19,20,21)/t4-,6-,7-,10-/m1/s1
InChI Key XNOBOKJVOTYSJV-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. Communi D, Robaye B, Boeynaems JM. (1999)
Pharmacological characterization of the human P2Y11 receptor.
Br. J. Pharmacol., 128 (6): 1199-206. [PMID:10578132]
3. Hechler B, Vigne P, Léon C, Breittmayer JP, Gachet C, Frelin C. (1998)
ATP derivatives are antagonists of the P2Y1 receptor: similarities to the platelet ADP receptor.
Mol. Pharmacol., 53 (4): 727-33. [PMID:9547364]
4. 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]
5. 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]
6. 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]