ethyl 5-amino-1-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazole-4-carboxylate

• ChemBase ID: 208277
• Molecular Formular: C11H17N3O6
• Molecular Mass: 287.26918
• Monoisotopic Mass: 287.11173528
• SMILES: n1([C@H]2C(C([C@H](O2)CO)O)O)c(c(nc1)C(=O)OCC)N
• Canonical SMILES: CCOC(=O)c1ncn(c1N)[C@@H]1O[C@@H](C(C1O)O)CO
• InChI: InChI=1S/C11H17N3O6/c1-2-19-11(18)6-9(12)14(4-13-6)10-8(17)7(16)5(3-15)20-10/h4-5,7-8,10,15-17H,2-3,12H2,1H3/t5-,7?,8?,10-/m1/s1
• InChIKey: CIOFMTDTBDVWFN-AFBKUMPFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 5-amino-1-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazole-4-carboxylate
• IUPAC Traditional name: ethyl 5-amino-1-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxylate

Database IDs

• PubChem SID: 164264187
• PubChem CID: 16402167

CALCULATED PROPERTIES

• Acid pKa: 12.454602
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.4206024
• LogD (pH = 7.4): -1.2514541
• Log P: -1.2486751
• Molar Refractivity: 65.9647 cm^3
• Polarizability: 25.85213 Å^3
• Polar Surface Area: 140.06 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds