(2S,3S)-3-(4-fluorophenyl)-2,3-dihydroxypropanoic acid

• ChemBase ID: 4600
• Molecular Formular: C9H9FO4
• Molecular Mass: 200.1637632
• Monoisotopic Mass: 200.04848699
• SMILES: c1cc(ccc1[C@H](O)[C@@H](C(=O)O)O)F
• Canonical SMILES: O[C@H]([C@@H](C(=O)O)O)c1ccc(cc1)F
• InChI: InChI=1S/C9H9FO4/c10-6-3-1-5(2-4-6)7(11)8(12)9(13)14/h1-4,7-8,11-12H,(H,13,14)/t7-,8-/m0/s1
• InChIKey: DWYLYIVEFVSGCP-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-(4-fluorophenyl)-2,3-dihydroxypropanoic acid
• IUPAC Traditional name: (2S,3S)-3-(4-fluorophenyl)-2,3-dihydroxypropanoic acid
• Synonyms: (2S,3S)-3-(4-fluorophenyl)-2,3-dihydroxypropanoic acid

Database IDs

• PubChem SID: 160968032; 99443417
• PubChem CID: 23644579

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2706776
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.8024422
• LogD (pH = 7.4): -3.0239463
• Log P: 0.40820265
• Molar Refractivity: 44.8827 cm^3
• Polarizability: 17.45292 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.28
• LOG S: -1.43
• Solubility (Water): 7.39e+00 g/l

DETAILS

DrugBank - DB06946

Drug information: experimental