ACCESSION: MSBNK-CASMI_2016-SM851853
RECORD_TITLE: Efavirenz; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M-H]-
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8518

CH$NAME: Efavirenz
CH$NAME: (4S)-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₄H₉ClF₃NO₂
CH$EXACT_MASS: 315.02739
CH$SMILES: FC(F)(F)[C@]1(OC(=O)NC2=C1C=C(Cl)C=C2)C#CC1CC1
CH$IUPAC: InChI=1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-4,7-8H,1-2H2,(H,19,20)/t13-/m0/s1
CH$LINK: CAS 154598-52-4
CH$LINK: CHEBI 119486
CH$LINK: KEGG C08088
CH$LINK: PUBCHEM CID:64139
CH$LINK: INCHIKEY XPOQHMRABVBWPR-ZDUSSCGKSA-N
CH$LINK: CHEMSPIDER 57715
CH$LINK: COMPTOX DTXSID9046029

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 12.374 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 314.0202
MS$FOCUSED_ION: PRECURSOR_M/Z 314.0201
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.3.1

PK$SPLASH: splash10-03dl-0098000000-f0d050ef36094b37e62d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  111.0055 C6HF2- 1 111.0052 2.62
  126.0113 C9H2O- 2 126.0111 1.15
  151.9909 C7H3ClNO- 2 151.9909 0.26
  161.0221 C7H4F3O- 2 161.022 1.07
  164.0509 C12H6N- 2 164.0506 2.08
  198.0116 C12H5ClN- 2 198.0116 0.17
  200.0273 C12H7ClN- 2 200.0273 0.41
  202.0064 C11H5ClNO- 2 202.0065 -0.45
  203.9858 C10H3ClNO2- 1 203.9858 0.13
  206.0226 C11H3F3N- 1 206.0223 1.53
  208.0405 C13H6NO2- 1 208.0404 0.28
  210.0118 C13H5ClN- 3 210.0116 0.74
  214.0474 C13H6F2N- 1 214.0474 0.28
  215.0139 C12H6ClNO- 1 215.0143 -1.94
  216.0223 C12H7ClNO- 2 216.0222 0.51
  218.0012 C11H5ClNO2- 1 218.0014 -1.12
  221.993 C11H3ClF2N- 4 221.9928 0.96
  224.9721 C11HClF3- 1 224.9724 -1.49
  226.0065 C13H5ClNO- 1 226.0065 -0.27
  230.018 C13H6ClFN- 3 230.0178 0.6
  232.9865 C9H3ClF3NO- 2 232.9861 1.72
  241.9991 C11H4ClF3N- 2 241.999 0.43
  244.0172 C13H7ClNO2- 1 244.0171 0.42
  245.9942 C10H4ClF3NO- 2 245.9939 1.4
  246.0131 C13H6ClFNO- 2 246.0127 1.47
  247.9738 C9H2ClF3NO2- 1 247.9732 2.73
  250.0242 C13H7ClF2N- 3 250.0241 0.67
  254.0014 C14H5ClNO2- 1 254.0014 -0.08
  270.0299 C13H8ClF3N- 1 270.0303 -1.26
  272.0125 C14H7ClNO3- 1 272.012 1.79
  274.0074 C14H6ClFNO2- 1 274.0077 -0.8
  294.0141 C14H7ClF2NO2- 1 294.0139 0.82
  296.0096 C14H6ClF3NO- 1 296.0095 0.3
  314.0203 C14H8ClF3NO2- 1 314.0201 0.54
PK$NUM_PEAK: 34
PK$PEAK: m/z int. rel.int.
  111.0055 15398.4 14
  126.0113 4401.9 4
  151.9909 19923.8 18
  161.0221 21676.5 19
  164.0509 3475.6 3
  198.0116 11966.7 10
  200.0273 62699.7 57
  202.0064 19439.7 17
  203.9858 6347.1 5
  206.0226 4655.6 4
  208.0405 28549.5 26
  210.0118 16338.2 14
  214.0474 29825.2 27
  215.0139 5059 4
  216.0223 54731.1 50
  218.0012 3849.9 3
  221.993 45429 41
  224.9721 2806.4 2
  226.0065 23262.8 21
  230.018 116621 106
  232.9865 3207.3 2
  241.9991 214054.6 196
  244.0172 335390.8 307
  245.9942 3602.3 3
  246.0131 6904.7 6
  247.9738 5661 5
  250.0242 107118.2 98
  254.0014 15952.9 14
  270.0299 27950.6 25
  272.0125 4190.6 3
  274.0074 22269.7 20
  294.0141 4768.5 4
  296.0096 20493.9 18
  314.0203 1089473 999
//