1-[(1S,3S,4R,5S)-3-hydroxy-4-(hydroxymethyl)bicyclo[3.1.0]hexan-1-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 2631
• Molecular Formular: C12H16N2O4
• Molecular Mass: 252.26644
• Monoisotopic Mass: 252.111007
• SMILES: Cc1cn(c(=O)[nH]c1=O)[C@@]12C[C@H](O)[C@@H](CO)[C@@H]1C2
• Canonical SMILES: OC[C@@H]1[C@@H](O)C[C@@]2([C@H]1C2)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C12H16N2O4/c1-6-4-14(11(18)13-10(6)17)12-2-8(12)7(5-15)9(16)3-12/h4,7-9,15-16H,2-3,5H2,1H3,(H,13,17,18)/t7-,8-,9-,12-/m0/s1
• InChIKey: XRMLXZVSFIBRRJ-PEFMBERDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1S,3S,4R,5S)-3-hydroxy-4-(hydroxymethyl)bicyclo[3.1.0]hexan-1-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: @(south)-methanocarba-thymidine
• Synonyms: (South)-Methanocarba-Thymidine

Database IDs

• PubChem SID: 160966080; 46504656
• PubChem CID: 447628

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.3038025
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.5558223
• LogD (pH = 7.4): -1.556351
• Log P: -1.5558155
• Molar Refractivity: 62.1933 cm^3
• Polarizability: 24.178257 Å^3
• Polar Surface Area: 89.87 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.83
• LOG S: -0.81
• Solubility (Water): 3.87e+01 g/l

DETAILS

DrugBank - DB02921

Drug information: experimental