6-chloro-4-(pent-1-yn-1-yl)-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one

• ChemBase ID: 164202
• Molecular Formular: C14H11ClF3NO2
• Molecular Mass: 317.6908496
• Monoisotopic Mass: 317.04304094
• SMILES: c1cc(cc2c1NC(=O)OC2(C#CCCC)C(F)(F)F)Cl
• Canonical SMILES: CCCC#CC1(OC(=O)Nc2c1cc(Cl)cc2)C(F)(F)F
• InChI: InChI=1S/C14H11ClF3NO2/c1-2-3-4-7-13(14(16,17)18)10-8-9(15)5-6-11(10)19-12(20)21-13/h5-6,8H,2-3H2,1H3,(H,19,20)
• InChIKey: RNMIPUHUAVCLHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-4-(pent-1-yn-1-yl)-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one
• IUPAC Traditional name: 6-chloro-4-(pent-1-yn-1-yl)-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
• Synonyms: 6-Chloro-1,4-dihydro-4-(1-pentyn-1-yl)-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one; rac 6-Chloro-1,4-dihydro-4-(1-pentynyl)-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one

Database IDs

• CAS Number: 205755-86-8
• PubChem SID: 162258337
• PubChem CID: 71314714

CALCULATED PROPERTIES

• Acid pKa: 12.523444
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.0778017
• LogD (pH = 7.4): 5.077799
• Log P: 5.0778017
• Molar Refractivity: 73.1969 cm^3
• Polarizability: 26.44307 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C365305

Efavirenz (E425000) impurity as HIV reverse transcriptase inhibitor.