(2R,3R)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]butanamide

• ChemBase ID: 3452
• Molecular Formular: C12H11F3N2O2
• Molecular Mass: 272.2231496
• Monoisotopic Mass: 272.07726226
• SMILES: c1cc(ccc1NC(=O)[C@H](C#N)[C@H](O)C)C(F)(F)F
• Canonical SMILES: C[C@H]([C@H](C(=O)Nc1ccc(cc1)C(F)(F)F)C#N)O
• InChI: InChI=1S/C12H11F3N2O2/c1-7(18)10(6-16)11(19)17-9-4-2-8(3-5-9)12(13,14)15/h2-5,7,10,18H,1H3,(H,17,19)/t7-,10-/m1/s1
• InChIKey: YODXEQNROKSLLQ-GMSGAONNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]butanamide
• IUPAC Traditional name: (2R,3R)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]butanamide
• Synonyms: Antiproliferative Agent A771726

Database IDs

• PubChem SID: 160966891; 46506089
• PubChem CID: 17753809

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.020008
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.717772
• LogD (pH = 7.4): 1.7177619
• Log P: 1.7177721
• Molar Refractivity: 62.9861 cm^3
• Polarizability: 22.480118 Å^3
• Polar Surface Area: 73.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.01
• LOG S: -3.7
• Solubility (Water): 5.40e-02 g/l

DETAILS

DrugBank - DB03805

Drug information: experimental