(1s)-1(9-Deazahypoxanthin-9yl)1,4-Dideoxy-1,4-Imino-D-Ribitol-5-Phosphate

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrrolopyrimidines. These are compounds containing a pyrrolopyrimidine moiety, which consists of a pyrrole ring fused to a pyrimidine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Pyrrolopyrimidines

Organic compounds

Organoheterocyclic compounds

Pyrrolopyrimidines

Calculated Property

kind Value Source
logP -1.9 ALOGPS
logS -1.8 ALOGPS
Water Solubility 5.19e+00 g/l ALOGPS
logP -4.4 ChemAxon
IUPAC Name {[(2S,3S,4S,5S)-3,4-dihydroxy-5-{4-oxo-3H,4H-pyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidin-2-yl]methoxy}phosphonic acid ChemAxon
Traditional IUPAC Name [(2S,3S,4S,5S)-3,4-dihydroxy-5-{4-oxo-3H-pyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidin-2-yl]methoxyphosphonic acid ChemAxon
Molecular Weight 345.2252 ChemAxon
Monoisotopic Weight 345.060010334 ChemAxon
SMILES O[C@H]1[C@H](COP(O)(O)=O)N[C@H]([C@@H]1O)c1cnc2c1N=CNC2=O ChemAxon
Molecular Formula C11H14N4O7P ChemAxon
InChI InChI=1S/C11H14N4O7P/c16-9-5(2-22-23(19,20)21)15-7(10(9)17)4-1-12-8-6(4)13-3-14-11(8)18/h1,3,5,7,9-10,15-17H,2H2,(H,13,14,18)(H2,19,20,21)/t5-,7-,9-,10-/m0/s1 ChemAxon
InChIKey InChIKey=BNBLIPPJYHOAER-YNAXYJCJSA-N ChemAxon
Polar Surface Area (PSA) 177.89 ChemAxon
Refractivity 72.38 ChemAxon
Polarizability 30.21 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 9 ChemAxon
H Bond Donor Count 6 ChemAxon
pKa (strongest acidic) 1.5 ChemAxon
pKa (strongest basic) 8.68 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Hypoxanthine-guanine-xanthine phosphoribosyltransferase : in Plasmodium falciparum (isolate FCR-3 / Gambia)