(3aR,4R,5S,6S,6aS)-2-(dimethylamino)-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazole-4,5-diol

• ChemBase ID: 3990
• Molecular Formular: C9H16N2O4
• Molecular Mass: 216.23434
• Monoisotopic Mass: 216.111007
• SMILES: CN(C)C1=N[C@@H]2[C@@H](O)[C@@H](O)[C@H](CO)[C@@H]2O1
• Canonical SMILES: OC[C@H]1[C@H](O)[C@@H]([C@@H]2[C@H]1OC(=N2)N(C)C)O
• InChI: InChI=1S/C9H16N2O4/c1-11(2)9-10-5-7(14)6(13)4(3-12)8(5)15-9/h4-8,12-14H,3H2,1-2H3/t4-,5+,6-,7+,8-/m0/s1
• InChIKey: MKJAYSJDHSEFRI-YMVPXFTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4R,5S,6S,6aS)-2-(dimethylamino)-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazole-4,5-diol
• IUPAC Traditional name: @allosamizoline
• Synonyms: Allosamizoline

Database IDs

• PubChem SID: 46504658; 160967425
• PubChem CID: 46936968

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.122266
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.0308552
• LogD (pH = 7.4): -1.8307235
• Log P: -1.731476
• Molar Refractivity: 51.6807 cm^3
• Polarizability: 20.40532 Å^3
• Polar Surface Area: 85.52 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.56
• LOG S: -0.64
• Solubility (Water): 4.99e+01 g/l

DETAILS

DrugBank - DB04404

Drug information: experimental