(2S)-3-(4-fluorophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

• ChemBase ID: 5405
• Molecular Formular: C17H14F4N2O5
• Molecular Mass: 402.2970728
• Monoisotopic Mass: 402.08388444
• SMILES: c1cc(F)ccc1OCC(O)(C)C(=O)Nc1cc(c(cc1)[N+](=O)[O-])C(F)(F)F
• Canonical SMILES: Fc1ccc(cc1)OCC(C(=O)Nc1ccc(c(c1)C(F)(F)F)[N+](=O)[O-])(O)C
• InChI: InChI=1S/C17H14F4N2O5/c1-16(25,9-28-12-5-2-10(18)3-6-12)15(24)22-11-4-7-14(23(26)27)13(8-11)17(19,20)21/h2-8,25H,9H2,1H3,(H,22,24)/t16-/m0/s1
• InChIKey: KJMFOTCDISOHDX-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(4-fluorophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
• IUPAC Traditional name: (2S)-3-(4-fluorophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
• Synonyms: S-3-(4-FLUOROPHENOXY)-2-HYDROXY-2-METHYL-N-[4-NITRO-3-(TRIFLUOROMETHYL)PHENYL]PROPANAMIDE

Database IDs

• PubChem SID: 99444240; 160968834
• PubChem CID: 5288215

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.772008
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.6430142
• LogD (pH = 7.4): 3.6429965
• Log P: 3.6430144
• Molar Refractivity: 91.1488 cm^3
• Polarizability: 32.803017 Å^3
• Polar Surface Area: 104.38 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.69
• LOG S: -5.52
• Solubility (Water): 1.21e-03 g/l

DETAILS

DrugBank - DB07769

Drug information: experimental