(4R)-6-chloro-4-[2-(2-chlorocyclopropyl)ethynyl]-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one

• ChemBase ID: 164265
• Molecular Formular: C14H8Cl2F3NO2
• Molecular Mass: 350.1200296
• Monoisotopic Mass: 348.98841852
• SMILES: c1cc(cc2c1NC(=O)O[C@@]2(C#CC1CC1Cl)C(F)(F)F)Cl
• Canonical SMILES: O=C1Nc2ccc(cc2[C@](O1)(C#CC1CC1Cl)C(F)(F)F)Cl
• InChI: InChI=1S/C14H8Cl2F3NO2/c15-8-1-2-11-9(6-8)13(14(17,18)19,22-12(21)20-11)4-3-7-5-10(7)16/h1-2,6-7,10H,5H2,(H,20,21)/t7?,10?,13-/m1/s1
• InChIKey: UAVZKIFRATURHW-XNYVMAQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-6-chloro-4-[2-(2-chlorocyclopropyl)ethynyl]-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one
• IUPAC Traditional name: (4R)-6-chloro-4-[2-(2-chlorocyclopropyl)ethynyl]-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
• Synonyms: (4S)-6-Chloro-4-[(2-chlorocyclopropyl)ethynyl]-1,4-dihydro-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one; Chloro Efavirenz(Mixture of Diastereomers)

Database IDs

• CAS Number: 1322625-98-8
• PubChem SID: 162258400
• PubChem CID: 71314730

CALCULATED PROPERTIES

• Acid pKa: 12.523443
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.502353
• LogD (pH = 7.4): 4.5023503
• Log P: 4.502353
• Molar Refractivity: 75.9858 cm^3
• Polarizability: 27.705315 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C365700

Efavirenz (E425000) derivative.