{[(2S,3R,4R,5S)-5-{7-aminopyrazolo[4,3-d]pyrimidin-3-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3141
• Molecular Formular: C10H14N5O7P
• Molecular Mass: 347.221221
• Monoisotopic Mass: 347.06308444
• SMILES: Nc1ncnc2c([nH]nc12)[C@@H]1O[C@@H](COP(=O)(O)O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1c1[nH]nc2c1ncnc2N)COP(=O)(O)O
• InChI: InChI=1S/C10H14N5O7P/c11-10-6-4(12-2-13-10)5(14-15-6)9-8(17)7(16)3(22-9)1-21-23(18,19)20/h2-3,7-9,16-17H,1H2,(H,14,15)(H2,11,12,13)(H2,18,19,20)/t3-,7-,8+,9-/m0/s1
• InChIKey: PBAHXXBYQACZMA-IGPDFVGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5S)-5-{7-aminopyrazolo[4,3-d]pyrimidin-3-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @formycin-5'-monophosphate
• Synonyms: Formycin-5'-Monophosphate

Database IDs

• PubChem SID: 160966585; 46508644
• PubChem CID: 46936686

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3993003
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -5.407733
• LogD (pH = 7.4): -6.493599
• Log P: -3.4199271
• Molar Refractivity: 74.3874 cm^3
• Polarizability: 29.392061 Å^3
• Polar Surface Area: 194.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.58
• LOG S: -1.42
• Solubility (Water): 1.32e+01 g/l

DETAILS

DrugBank - DB03464

Drug information: experimental