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

• ChemBase ID: 6264
• Molecular Formular: C14H21N3O4
• Molecular Mass: 295.33424
• Monoisotopic Mass: 295.15320617
• SMILES: C1CCCN1C[C@@H]1O[C@@H](C[C@H]1O)n1cc(C)c(=O)[nH]c1=O
• Canonical SMILES: O[C@@H]1C[C@H](O[C@H]1CN1CCCC1)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C14H21N3O4/c1-9-7-17(14(20)15-13(9)19)12-6-10(18)11(21-12)8-16-4-2-3-5-16/h7,10-12,18H,2-6,8H2,1H3,(H,15,19,20)/t10-,11+,12+/m1/s1
• InChIKey: XUSBTLVYPZUOAW-WOPDTQHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S,4R,5S)-4-hydroxy-5-(pyrrolidin-1-ylmethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2S,4R,5S)-4-hydroxy-5-(pyrrolidin-1-ylmethyl)oxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• Synonyms: 1-(2,5-dideoxy-5-pyrrolidin-1-yl-beta-L-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione

Database IDs

• PubChem SID: 160969689; 99445132
• PubChem CID: 25147495

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.98962
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.0955656
• LogD (pH = 7.4): -1.4234644
• Log P: -0.263126
• Molar Refractivity: 74.6798 cm^3
• Polarizability: 29.426144 Å^3
• Polar Surface Area: 82.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.4
• LOG S: -0.87
• Solubility (Water): 3.99e+01 g/l

DETAILS

DrugBank - DB08661

Drug information: experimental