(1R,2R,3S)-3-amino-5-(hydroxymethyl)cyclohex-4-ene-1,2-diol

• ChemBase ID: 1560
• Molecular Formular: C7H13NO3
• Molecular Mass: 159.18302
• Monoisotopic Mass: 159.08954328
• SMILES: N[C@H]1C=C(CO)C[C@@H](O)[C@@H]1O
• Canonical SMILES: OCC1=C[C@@H]([C@H]([C@@H](C1)O)O)N
• InChI: InChI=1S/C7H13NO3/c8-5-1-4(3-9)2-6(10)7(5)11/h1,5-7,9-11H,2-3,8H2/t5-,6+,7+/m0/s1
• InChIKey: BMZJPVSGERKRHP-RRKCRQDMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S)-3-amino-5-(hydroxymethyl)cyclohex-4-ene-1,2-diol
• IUPAC Traditional name: (1R,2R,3S)-3-amino-5-(hydroxymethyl)cyclohex-4-ene-1,2-diol
• Synonyms: 1-Amino-2,3-Dihydroxy-5-Hydroxymethyl Cyclohex-5-Ene

Database IDs

• PubChem SID: 160965017; 46506516
• PubChem CID: 46936215

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.433429
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -4.988802
• LogD (pH = 7.4): -3.4493725
• Log P: -2.2194197
• Molar Refractivity: 40.6753 cm^3
• Polarizability: 16.079054 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.93
• LOG S: 0.26
• Solubility (Water): 2.93e+02 g/l

DETAILS

DrugBank - DB01789

Drug information: experimental