{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 4134
• Molecular Formular: C10H13N4O8P
• Molecular Mass: 348.205981
• Monoisotopic Mass: 348.04710003
• SMILES: O[C@H]1[C@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2=O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1cnc2c1nc[nH]c2=O)COP(=O)(O)O
• InChI: InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7+,10+/m0/s1
• InChIKey: GRSZFWQUAKGDAV-FCIPNVEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @inosinic acid
• Synonyms: Inosinic Acid

Database IDs

• CAS Number: 131-99-7
• PubChem SID: 46504691; 160967566
• PubChem CID: 5745915

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3175144
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -5.0437717
• LogD (pH = 7.4): -6.1437054
• Log P: -2.9257581
• Molar Refractivity: 72.2047 cm^3
• Polarizability: 27.752024 Å^3
• Polar Surface Area: 175.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.04
• LOG S: -2.06
• Solubility (Water): 3.05e+00 g/l

DETAILS

DrugBank - DB04566

• Drug Groups: experimental
• Description: Inosine 5'-Monophosphate. A purine nucleotide which has hypoxanthine as the base and one phosphate group esterified to the sugar moiety. [PubChem]