2-chloroadenosine-5-triphosphate   Click here for help

GtoPdb Ligand ID: 1716

Abbreviated name: 2-ClATP
Synonyms: 2-chloro-ATP
Compound class: Synthetic organic
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 17
Hydrogen bond donors 7
Rotatable bonds 8
Topological polar surface area 308.56
Molecular weight 540.96
XLogP -4.82
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OC1C(COP(=O)(OP(=O)(OP(=O)(O)O)O)O)OC(C1O)n1cnc2c1nc(Cl)nc2N
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1nc(Cl)nc2N
InChI InChI=1S/C10H15ClN5O13P3/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H,24,25)(H2,12,14,15)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1
InChI Key RNGCVFCOKZEZFL-UUOKFMHZSA-N
References
1. 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]