(2R,3R,4R,5S)-2-(5-amino-1H-imidazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 4136
• Molecular Formular: C8H13N3O4
• Molecular Mass: 215.20652
• Monoisotopic Mass: 215.09060591
• SMILES: Nc1cncn1[C@@H]1O[C@@H](CO)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cncc1N
• InChI: InChI=1S/C8H13N3O4/c9-5-1-10-3-11(5)8-7(14)6(13)4(2-12)15-8/h1,3-4,6-8,12-14H,2,9H2/t4-,6-,7+,8+/m0/s1
• InChIKey: NKYAAYKKNSYIIW-ZAKLUEHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S)-2-(5-amino-1H-imidazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4R,5S)-2-(5-aminoimidazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 5-Aminoimidazole Ribonucleoside

Database IDs

• PubChem SID: 160967568; 46509066
• PubChem CID: 46937012

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.454637
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.0302174
• LogD (pH = 7.4): -2.8085756
• Log P: -2.4448104
• Molar Refractivity: 49.5628 cm^3
• Polarizability: 19.498587 Å^3
• Polar Surface Area: 113.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.5
• LOG S: -0.85
• Solubility (Water): 3.07e+01 g/l

DETAILS

DrugBank - DB04568

Drug information: experimental