Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Purine ribonucleoside monophosphates

Organic compounds

Nucleosides, nucleotides, and analogues

Purine nucleotides

Purine ribonucleotides

Calculated Property

kind Value Source
logP -1.9 ALOGPS
logS -2.1 ALOGPS
Water Solubility 2.67e+00 g/l ALOGPS
logP -2.8 ChemAxon
IUPAC Name {[(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid ChemAxon
Traditional IUPAC Name deoxyguanylate ChemAxon
Molecular Weight 347.2212 ChemAxon
Monoisotopic Weight 347.063084339 ChemAxon
SMILES NC1=NC(=O)C2=C(N1)N(C=N2)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1 ChemAxon
Molecular Formula C10H14N5O7P ChemAxon
InChI InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 ChemAxon
Polar Surface Area (PSA) 181.52 ChemAxon
Refractivity 73.55 ChemAxon
Polarizability 29.86 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 10 ChemAxon
H Bond Donor Count 5 ChemAxon
pKa (strongest acidic) 1.21 ChemAxon
pKa (strongest basic) 2.62 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Deoxynucleotide monophosphate kinase : in Enterobacteria phage T4
  • Thymidylate synthase : in Escherichia coli (strain K12)