Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.

Purine ribonucleoside diphosphates

Organic compounds

Nucleosides, nucleotides, and analogues

Purine nucleotides

Purine ribonucleotides

Calculated Property

kind Value Source
logP -1.1 ALOGPS
logS -2 ALOGPS
Water Solubility 4.78e+00 g/l ALOGPS
logP -6.3 ChemAxon
IUPAC Name [({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid ChemAxon
Traditional IUPAC Name {[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid ChemAxon
Molecular Weight 507.181 ChemAxon
Monoisotopic Weight 506.995745159 ChemAxon
SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@@H](CO[P@](O)(=O)OP(O)(O)=O)[C@H](O)[C@H]1OP(O)(O)=O ChemAxon
Molecular Formula C10H16N5O13P3 ChemAxon
InChI InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(27-29(17,18)19)6(16)4(26-10)1-25-31(23,24)28-30(20,21)22/h2-4,6-7,10,16H,1H2,(H,23,24)(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7+,10+/m0/s1 ChemAxon
Polar Surface Area (PSA) 279.13 ChemAxon
Refractivity 95.81 ChemAxon
Polarizability 38.59 ChemAxon
Rotatable Bond Count 8 ChemAxon
H Bond Acceptor Count 14 ChemAxon
H Bond Donor Count 7 ChemAxon
pKa (strongest acidic) 0.66 ChemAxon
pKa (strongest basic) 4.92 ChemAxon
Physiological Charge -4 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • Shikimate dehydrogenase : in Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
  • Ribonuclease pancreatic : in Human
  • Dihydrofolate reductase : in Escherichia coli (strain K12)