(1S,4R,5S)-3-fluoro-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid

• ChemBase ID: 2500
• Molecular Formular: C7H9FO5
• Molecular Mass: 192.1417632
• Monoisotopic Mass: 192.04340161
• SMILES: O[C@H]1C[C@](O)(C=C(F)[C@@H]1O)C(=O)O
• Canonical SMILES: O[C@H]1C[C@](O)(C=C([C@@H]1O)F)C(=O)O
• InChI: InChI=1S/C7H9FO5/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h1,4-5,9-10,13H,2H2,(H,11,12)/t4-,5-,7+/m0/s1
• InChIKey: DGZQZSSRYAJDAX-KZLJYQGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R,5S)-3-fluoro-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
• IUPAC Traditional name: @2-anhydro-3-fluoro-quinic acid
• Synonyms: 2-Anhydro-3-Fluoro-Quinic Acid

Database IDs

• PubChem SID: 160965950; 46507708
• PubChem CID: 46936488

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.386915
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.9223597
• LogD (pH = 7.4): -5.228468
• Log P: -1.8222786
• Molar Refractivity: 39.3237 cm^3
• Polarizability: 15.1364 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.25
• LOG S: -0.24
• Solubility (Water): 1.09e+02 g/l

DETAILS

DrugBank - DB02786

Drug information: experimental