adenosine-3'-5'-bisphosphate   Click here for help

GtoPdb Ligand ID: 1718

Synonyms: adenosine 3',5'-bisphosphate | adenosine 3',5'-diphosphate
PDB Ligand
Compound class: Metabolite
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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 -4.73
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(OP(=O)(O)O)C(OC1n1cnc2c1ncnc2N)COP(=O)(O)O
Isomeric SMILES O[C@@H]1[C@H](OP(=O)(O)O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)(O)O
InChI InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1
InChI Key WHTCPDAXWFLDIH-KQYNXXCUSA-N
References
1. Boyer JL, Romero-Avila T, Schachter JB, Harden TK. (1996)
Identification of competitive antagonists of the P2Y1 receptor.
Mol Pharmacol, 50 (5): 1323-9. [PMID:8913364]