2,6-diamino-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,4-dihydropyrimidin-4-one

• ChemBase ID: 130142
• Molecular Formular: C10H16N4O7
• Molecular Mass: 304.25664
• Monoisotopic Mass: 304.10189887
• SMILES: O=c1nc(N)[nH]c(c1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)N
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c(N)[nH]c(nc2=O)N)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C10H16N4O7/c11-7-6(8(19)14-10(12)13-7)21-9-5(18)4(17)3(16)2(1-15)20-9/h2-5,9,15-18H,1H2,(H5,11,12,13,14,19)/t2-,3-,4+,5-,9+/m1/s1
• InChIKey: KGNGTSCIQCLKEH-SYCVNHKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-diamino-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,4-dihydropyrimidin-4-one
• IUPAC Traditional name: vicine
• Synonyms: Vicine

Database IDs

• CAS Number: 152-93-2
• PubChem SID: 162224426
• PubChem CID: 91446
• Chemspider ID: 82575
• Wikipedia Title: Vicine

CALCULATED PROPERTIES

• Acid pKa: 8.214564
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -4.1764665
• LogD (pH = 7.4): -4.231717
• Log P: -4.1756244
• Molar Refractivity: 75.2652 cm^3
• Polarizability: 25.949987 Å^3
• Polar Surface Area: 192.88 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false