{[(2R,3S,4R,5R)-5-(5-amino-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 125474
• Molecular Formular: C8H14N3O7P
• Molecular Mass: 295.186421
• Monoisotopic Mass: 295.05693643
• SMILES: O=P(O)(O)OC[C@H]1O[C@@H](n2cncc2N)[C@H](O)[C@@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1cncc1N
• InChI: InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1
• InChIKey: PDACUKOKVHBVHJ-XVFCMESISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(5-amino-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: 5-aminoimidazole ribotide
• Synonyms: AIR; [5-(5-amino-1-imidazolyl)-3,4-dihydroxy-2-tetrahydrofuranyl]methyl dihydrogen phosphate; 5-Aminoimidazole ribotide

Database IDs

• CAS Number: 25635-88-5
• PubChem SID: 162219824
• PubChem CID: 153; 161500
• CHEBI ID: 28843
• Chemspider ID: 141854
• KEGG ID: C03373
• MeSH Name: aminoimidazole+ribotide
• Wikipedia Title: 5-Aminoimidazole_ribotide

CALCULATED PROPERTIES

• Acid pKa: 1.2247156
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -4.4066615
• LogD (pH = 7.4): -5.574638
• Log P: -4.327419
• Molar Refractivity: 60.4357 cm^3
• Polarizability: 24.072895 Å^3
• Polar Surface Area: 160.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true