5-[(2R,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 3413
• Molecular Formular: C10H14N2O5
• Molecular Mass: 242.22856
• Monoisotopic Mass: 242.09027156
• SMILES: Cn1cc([C@H]2C[C@@H](O)[C@H](CO)O2)c(=O)[nH]c1=O
• Canonical SMILES: OC[C@@H]1O[C@H](C[C@H]1O)c1cn(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H14N2O5/c1-12-3-5(9(15)11-10(12)16)7-2-6(14)8(4-13)17-7/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7-,8+/m1/s1
• InChIKey: AMDJRICBYOAHBZ-PRJMDXOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2R,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: @5-methyl-2'-deoxypseudouridine
• Synonyms: 5-Methyl-2'-Deoxypseudouridine

Database IDs

• PubChem SID: 160966852; 46505970
• PubChem CID: 46936788

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.645651
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.1862078
• LogD (pH = 7.4): -2.188609
• Log P: -2.186177
• Molar Refractivity: 56.2406 cm^3
• Polarizability: 22.001661 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.22
• LOG S: -0.55
• Solubility (Water): 6.80e+01 g/l

DETAILS

DrugBank - DB03763

Drug information: experimental