ACCESSION: MSBNK-CASMI_2016-SM851803
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 POSITIVE
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$FOCUSED_ION: BASE_PEAK 316.0345
MS$FOCUSED_ION: PRECURSOR_M/Z 316.0347
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$SPLASH: splash10-0giu-1290000000-c402be3d2864520be5fb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0153 C4H2+ 1 50.0151 3.63
  51.0232 C4H3+ 1 51.0229 4.79
  53.0388 C4H5+ 1 53.0386 4.34
  81.0336 C5H5O+ 2 81.0335 1.23
  138.0277 C8H4F2+ 1 138.0276 1.17
  141.0699 C11H9+ 1 141.0699 0.49
  142.0776 C11H10+ 1 142.0777 -0.74
  151.0184 C8H6ClN+ 3 151.0183 0.54
  154.065 C11H8N+ 1 154.0651 -0.52
  164.0261 C9H7ClN+ 3 164.0262 -0.61
  166.0651 C12H8N+ 1 166.0651 -0.23
  167.073 C12H9N+ 1 167.073 0.43
  168.0808 C12H10N+ 1 168.0808 0.18
  170.0527 C12H7F+ 1 170.0526 0.42
  174.0104 C10H5ClN+ 3 174.0105 -0.64
  175.0184 C10H6ClN+ 3 175.0183 0.69
  177.057 C13H7N+ 1 177.0573 -1.81
  182.0168 C9H6ClFN+ 3 182.0167 0.34
  182.0338 C10H5F3+ 1 182.0338 0.19
  183.9957 C11HFO2+ 3 183.9955 0.91
  184.9963 C9H4ClF2+ 1 184.9964 -0.34
  185.0448 C9H6F3N+ 1 185.0447 0.59
  185.0637 C12H8FN+ 1 185.0635 0.76
  188.0262 C11H7ClN+ 3 188.0262 0.07
  189.0384 C11H5F2N+ 1 189.0385 -0.19
  192.0013 C10H4ClFN+ 4 192.0011 1.05
  195.048 C13H6FN+ 1 195.0479 0.6
  196.0561 C13H7FN+ 2 196.0557 2.17
  197.0637 C13H8FN+ 1 197.0635 0.71
  198.0525 C10H7F3N+ 1 198.0525 0.11
  198.0711 C13H9FN+ 1 198.0714 -1.28
  200.0073 C9H5ClF2N+ 3 200.0073 0.07
  200.0263 C12H7ClN+ 3 200.0262 0.83
  201.034 C12H8ClN+ 2 201.034 0.24
  202.0417 C12H9ClN+ 2 202.0418 -0.34
  203.0497 C12H10ClN+ 2 203.0496 0.13
  204.0015 C11H2F2O2+ 4 204.0017 -1.08
  206.0165 C14H3FO+ 3 206.0162 1.11
  206.0412 C11H6F2NO+ 1 206.0412 0.21
  208.0375 C11H5F3N+ 1 208.0369 2.95
  209.0446 C11H6F3N+ 1 209.0447 -0.4
  210.0115 C10H6ClFNO+ 3 210.0116 -0.87
  212.0073 C10H5ClF2N+ 3 212.0073 0.11
  212.0168 C3H8ClF3N2O3+ 2 212.017 -1.15
  214.0464 C13H6F2N+ 1 214.0463 0.34
  215.0542 C13H7F2N+ 2 215.0541 0.5
  216.0368 C11H4F2N3+ 2 216.0368 -0.09
  216.062 C13H8F2N+ 2 216.0619 0.38
  217.0699 C13H9F2N+ 2 217.0698 0.48
  218.0367 C12H9ClNO+ 1 218.0367 0.01
  219.0247 C12H7ClFN+ 3 219.0246 0.58
  220.0136 C9H6ClF3N+ 2 220.0135 0.39
  220.0322 C12H8ClFN+ 2 220.0324 -0.99
  222.0526 C12H7F3N+ 1 222.0525 0.2
  223.0426 C14H6FNO+ 1 223.0428 -1.03
  224.0073 C11H5ClF2N+ 4 224.0073 0.17
  226.0233 C11H5F3O2+ 4 226.0236 -1.2
  228.0213 C13H7ClNO+ 2 228.0211 1.04
  229.029 C13H8ClNO+ 2 229.0289 0.53
  230.0169 C13H6ClFN+ 3 230.0167 0.61
  230.0356 C13H9ClNO+ 1 230.0367 -4.69
  231.025 C13H5F2O2+ 3 231.0252 -0.95
  232.0138 C10H6ClF3N+ 2 232.0135 0.97
  232.0321 C13H8ClFN+ 2 232.0324 -1.26
  235.0603 C13H8F3N+ 1 235.0603 0.03
  236.0683 C13H9F3N+ 1 236.0682 0.64
  237.0153 C12H6ClF2N+ 3 237.0151 0.72
  237.0761 C13H10F3N+ 1 237.076 0.27
  239.0308 C12H8ClF2N+ 3 239.0308 -0.13
  243.049 C14H7F2NO+ 2 243.049 -0.15
  244.0137 C11H6ClF3N+ 2 244.0135 0.51
  247.0397 C13H10ClNO2+ 1 247.0395 1
  248.0269 C13H8ClFNO+ 1 248.0273 -1.51
  250.0231 C13H7ClF2N+ 3 250.023 0.36
  251.0305 C13H8ClF2N+ 2 251.0308 -1.19
  252.0387 C13H9ClF2N+ 3 252.0386 0.29
  256.0132 C12H6ClF3N+ 1 256.0135 -1.46
  257.0211 C12H7ClF3N+ 1 257.0214 -0.89
  258.0114 C14H6ClFNO+ 1 258.0116 -0.83
  263.0552 C14H8F3NO+ 1 263.0552 -0.05
  270.0291 C13H8ClF3N+ 1 270.0292 -0.2
  272.0449 C13H10ClF3N+ 1 272.0448 0.41
  276.0226 C14H8ClFNO2+ 1 276.0222 1.38
  278.018 C14H7ClF2NO+ 2 278.0179 0.3
  296.0288 C14H9ClF2NO2+ 1 296.0284 1.13
  298.0243 C14H8ClF3NO+ 1 298.0241 0.74
  316.0349 C14H10ClF3NO2+ 1 316.0347 0.6
PK$NUM_PEAK: 87
PK$PEAK: m/z int. rel.int.
  50.0153 24999.9 2
  51.0232 273264.7 23
  53.0388 7054372.5 610
  81.0336 94038.5 8
  138.0277 35087 3
  141.0699 24860.2 2
  142.0776 39657.3 3
  151.0184 274284 23
  154.065 93490.9 8
  164.0261 247430.3 21
  166.0651 238779.7 20
  167.073 1575250.6 136
  168.0808 8447915 730
  170.0527 90388.4 7
  174.0104 92635.3 8
  175.0184 196438.3 16
  177.057 38560.6 3
  182.0168 80197.9 6
  182.0338 35482.4 3
  183.9957 32332.9 2
  184.9963 25269.6 2
  185.0448 432550.7 37
  185.0637 114402.5 9
  188.0262 1466490.8 126
  189.0384 622866.6 53
  192.0013 167295.5 14
  195.048 144660.7 12
  196.0561 86784.7 7
  197.0637 461447.5 39
  198.0525 94314 8
  198.0711 91800 7
  200.0073 243081.7 21
  200.0263 45456.7 3
  201.034 1904754.2 164
  202.0417 1829404 158
  203.0497 2723566.2 235
  204.0015 37526.2 3
  206.0165 50179.2 4
  206.0412 98447.3 8
  208.0375 30283.1 2
  209.0446 286308.8 24
  210.0115 98926.6 8
  212.0073 811677.4 70
  212.0168 43962.5 3
  214.0464 29227.1 2
  215.0542 473209.8 40
  216.0368 43460.6 3
  216.062 806276.8 69
  217.0699 1091323.2 94
  218.0367 36102.8 3
  219.0247 185275 16
  220.0136 1092442.9 94
  220.0322 89186.9 7
  222.0526 1966509.5 170
  223.0426 52004.9 4
  224.0073 4918920 425
  226.0233 24032.4 2
  228.0213 54726.3 4
  229.029 298418 25
  230.0169 512667.5 44
  230.0356 26390.4 2
  231.025 29329.5 2
  232.0138 5543670 479
  232.0321 3025969.2 261
  235.0603 567256.1 49
  236.0683 1649777.4 142
  237.0153 685550.9 59
  237.0761 3741606.5 323
  239.0308 126745.8 10
  243.049 43403.9 3
  244.0137 11550640 999
  247.0397 106672.5 9
  248.0269 94444.6 8
  250.0231 2194329 189
  251.0305 28542.5 2
  252.0387 1891144 163
  256.0132 97196.8 8
  257.0211 312910.7 27
  258.0114 149734.1 12
  263.0552 169994.4 14
  270.0291 806765.2 69
  272.0449 4261467.5 368
  276.0226 93703.1 8
  278.018 1080645.4 93
  296.0288 125060.2 10
  298.0243 846576.9 73
  316.0349 3849261 332
//