4-amino-1-[(2S,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one

• ChemBase ID: 88336
• Molecular Formular: C10H15N3O4
• Molecular Mass: 241.2438
• Monoisotopic Mass: 241.10625598
• SMILES: n1([C@H]2O[C@@H](CO)[C@@H](C2)O)c(=O)nc(N)c(c1)C
• Canonical SMILES: OC[C@@H]1O[C@@H](C[C@H]1O)n1cc(C)c(nc1=O)N
• InChI: InChI=1S/C10H15N3O4/c1-5-3-13(10(16)12-9(5)11)8-2-6(15)7(4-14)17-8/h3,6-8,14-15H,2,4H2,1H3,(H2,11,12,16)/t6-,7+,8+/m1/s1
• InChIKey: LUCHPKXVUGJYGU-CSMHCCOUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2S,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 4-amino-1-[(2S,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidin-2-one
• Synonyms: 1-(2-Deoxy-beta-D-ribofuranosyl)-5-methylcytosine; 2'-Deoxy-5-methylcytidine

Database IDs

• CAS Number: 838-07-3
• PubChem SID: 162075309
• PubChem CID: 688118

CALCULATED PROPERTIES

• Acid pKa: 13.894901
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.5014151
• LogD (pH = 7.4): -1.50133
• Log P: -1.5013287
• Molar Refractivity: 57.3912 cm^3
• Polarizability: 22.602726 Å^3
• Polar Surface Area: 108.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 217-219°C

Safety Information

• Storage Warning: Irritant