(2R,3S)-2-(2,4-difluorophenyl)-3-(pyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

• ChemBase ID: 166249
• Molecular Formular: C16H15F2N5O
• Molecular Mass: 331.3200064
• Monoisotopic Mass: 331.12446657
• SMILES: C(C([C@H](c1ncncc1)C)(c1c(cc(cc1)F)F)O)n1cncn1
• Canonical SMILES: Fc1ccc(c(c1)F)C([C@H](c1ccncn1)C)(Cn1cncn1)O
• InChI: InChI=1S/C16H15F2N5O/c1-11(15-4-5-19-8-21-15)16(24,7-23-10-20-9-22-23)13-3-2-12(17)6-14(13)18/h2-6,8-11,24H,7H2,1H3/t11-,16+/m0/s1
• InChIKey: ZVQLILUCRUIFNH-MEDUHNTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-(2,4-difluorophenyl)-3-(pyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
• IUPAC Traditional name: (2R,3S)-2-(2,4-difluorophenyl)-3-(pyrimidin-4-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol
• Synonyms: (R*,S*)-α-(2,4-Difluorophenyl)-β-methyl-α-(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanol; (+/-)-Desmonofluono Voriconazole; rac 5-Desfluoro Voriconazole

Database IDs

• CAS Number: 182369-73-9
• PubChem SID: 162260382
• PubChem CID: 22844239

CALCULATED PROPERTIES

• Acid pKa: 12.784631
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.6800143
• LogD (pH = 7.4): 1.6803249
• Log P: 1.6803306
• Molar Refractivity: 95.0616 cm^3
• Polarizability: 30.929886 Å^3
• Polar Surface Area: 76.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D289870

Voriconazole (V760000) derivative as antifungal.