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

• ChemBase ID: 6204
• Molecular Formular: C15H23N3O4
• Molecular Mass: 309.36082
• Monoisotopic Mass: 309.16885623
• SMILES: C1CCCCN1C[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]1CN1CCCCC1)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C15H23N3O4/c1-10-8-18(15(21)16-14(10)20)13-7-11(19)12(22-13)9-17-5-3-2-4-6-17/h8,11-13,19H,2-7,9H2,1H3,(H,16,20,21)/t11-,12+,13+/m0/s1
• InChIKey: GMOUOGHZJCSNOZ-YNEHKIRRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4S,5R)-4-hydroxy-5-(piperidin-1-ylmethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,4S,5R)-4-hydroxy-5-(piperidin-1-ylmethyl)oxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• Synonyms: 5'-deoxy-5'-piperidin-1-ylthymidine

Database IDs

• PubChem SID: 99445067; 160969629
• PubChem CID: 25147494

CALCULATED PROPERTIES

JChem

• LogD (pH = 5.5): -2.5706341
• LogD (pH = 7.4): -0.8604511
• Log P: 0.22581457
• Molar Refractivity: 79.2808 cm^3
• Polarizability: 31.254946 Å^3
• Polar Surface Area: 82.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 9.982479
• H Acceptors: 5
• H Donor: 2

ALOGPS 2.1

• Log P: 0.15
• LOG S: -1.08
• Solubility (Water): 2.55e+01 g/l

DETAILS

DrugBank - DB08596

Drug information: experimental