(2S,3S,4S,5S)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol

• ChemBase ID: 1929
• Molecular Formular: C6H13NO4
• Molecular Mass: 163.17172
• Monoisotopic Mass: 163.0844579
• SMILES: OC[C@@H]1N[C@@H](CO)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1N[C@H]([C@@H]([C@H]1O)O)CO
• InChI: InChI=1S/C6H13NO4/c8-1-3-5(10)6(11)4(2-9)7-3/h3-11H,1-2H2/t3-,4-,5-,6-/m0/s1
• InChIKey: PFYHYHZGDNWFIF-BXKVDMCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5S)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol
• IUPAC Traditional name: (2S,3S,4S,5S)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol
• Synonyms: 2,5-Dideoxy-2,5-Imino-D-Glucitol

Database IDs

• PubChem SID: 46507754; 160965384
• PubChem CID: 11073745

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.180374
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -5.8919373
• LogD (pH = 7.4): -4.375834
• Log P: -2.8857431
• Molar Refractivity: 36.5744 cm^3
• Polarizability: 15.1906805 Å^3
• Polar Surface Area: 92.95 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.0
• LOG S: 0.3
• Solubility (Water): 3.23e+02 g/l

DETAILS

DrugBank - DB02172

Drug information: experimental