ACCESSION: MSBNK-CASMI_2016-SM851552
RECORD_TITLE: Bosentan; 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 8515

CH$NAME: Bosentan
CH$NAME: 4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl]benzenesulfonamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₇H₂₉N₅O₆S
CH$EXACT_MASS: 551.18385
CH$SMILES: COC1=CC=CC=C1OC1=C(OCCO)N=C(N=C1NS(=O)(=O)C1=CC=C(C=C1)C(C)(C)C)C1=NC=CC=N1
CH$IUPAC: InChI=1S/C27H29N5O6S/c1-27(2,3)18-10-12-19(13-11-18)39(34,35)32-23-22(38-21-9-6-5-8-20(21)36-4)26(37-17-16-33)31-25(30-23)24-28-14-7-15-29-24/h5-15,33H,16-17H2,1-4H3,(H,30,31,32)
CH$LINK: CAS 157212-55-0
CH$LINK: CHEBI 51450
CH$LINK: KEGG D07538
CH$LINK: PUBCHEM CID:104865
CH$LINK: INCHIKEY GJPICJJJRGTNOD-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 94651
CH$LINK: COMPTOX DTXSID7046627

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 12.100 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 380.0684
MS$FOCUSED_ION: PRECURSOR_M/Z 550.1766
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$SPLASH: splash10-0udj-0810090000-b97444dff91ec725276d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  108.0207 C4H2N3O- 1 108.0203 3.04
  118.0291 C5H2N4- 1 118.0285 4.94
  119.0356 C4H7O4- 1 119.035 4.89
  132.0327 C7H4N2O- 1 132.0329 -1.55
  134.0246 C7H4NO2- 1 134.0248 -0.83
  147.0563 C8H7N2O- 2 147.0564 -0.46
  149.0972 C10H13O- 2 149.0972 -0.12
  158.0361 C8H4N3O- 3 158.036 0.63
  173.0343 C7H3N5O- 2 173.0343 -0.12
  173.0467 C8H5N4O- 2 173.0469 -0.84
  173.1084 C11H13N2- 3 173.1084 -0.14
  175.0262 C7H3N4O2- 2 175.0261 0.11
  177.0925 C11H13O2- 1 177.0921 2.4
  181.0332 C9H9O2S- 2 181.0329 1.81
  185.034 C8H3N5O- 1 185.0343 -1.46
  197.0641 C10H13O2S- 1 197.0642 -0.2
  200.0577 C9H6N5O- 2 200.0578 -0.66
  201.0418 C9H5N4O2- 2 201.0418 0.02
  202.0371 C8H4N5O2- 2 202.037 0.07
  203.0459 C10H7N2O3- 3 203.0462 -1.31
  212.0748 C10H14NO2S- 1 212.0751 -1.07
  246.076 C11H10N4O3- 3 246.0758 0.84
  248.0574 C13H6N5O- 3 248.0578 -1.37
  249.0658 C13H7N5O- 3 249.0656 0.63
  250.0736 C13H8N5O- 3 250.0734 0.79
  262.0735 C14H8N5O- 3 262.0734 0.41
  265.0608 C13H7N5O2- 3 265.0605 1.03
  276.0528 C14H6N5O2- 3 276.0527 0.4
  277.0604 C14H7N5O2- 3 277.0605 -0.42
  278.0682 C14H8N5O2- 3 278.0683 -0.48
  280.084 C14H10N5O2- 4 280.084 -0.16
  293.0556 C14H7N5O3- 3 293.0554 0.67
  294.0637 C8H14N4O6S- 3 294.064 -1.01
  306.1359 C17H16N5O- 4 306.136 -0.59
  308.0789 C15H10N5O3- 3 308.0789 -0.02
  318.1354 C18H16N5O- 3 318.136 -2.09
  322.0948 C16H12N5O3- 3 322.0946 0.87
  334.131 C18H16N5O2- 4 334.1309 0.26
  338.09 C16H12N5O4- 3 338.0895 1.42
  370.0987 C25H12N3O- 4 370.0986 0.25
  396.1139 C19H18N5O3S- 3 396.1136 0.82
  398.0926 C18H16N5O4S- 4 398.0928 -0.68
  413.1862 C24H23N5O2- 3 413.1857 1.09
  440.1728 C25H22N5O3- 3 440.1728 -0.03
  458.0945 C25H18N2O5S- 2 458.0942 0.72
  474.1247 C24H20N5O4S- 2 474.1241 1.16
  506.1509 C25H24N5O5S- 2 506.1504 1.08
  550.1766 C27H28N5O6S- 1 550.1766 -0.03
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  108.0207 32355.3 4
  118.0291 111113.7 14
  119.0356 14574.7 1
  132.0327 32080.3 4
  134.0246 76771.9 9
  147.0563 30334.3 3
  149.0972 294879.3 37
  158.0361 48918.8 6
  173.0343 93216.1 11
  173.0467 7840.7 1
  173.1084 47908.2 6
  175.0262 15563.1 2
  177.0925 12847.9 1
  181.0332 24767.7 3
  185.034 15744.3 2
  197.0641 6138053.5 790
  200.0577 52312.2 6
  201.0418 155227.7 19
  202.0371 57327.3 7
  203.0459 13720.1 1
  212.0748 14861.6 1
  246.076 61843.9 7
  248.0574 33073.7 4
  249.0658 61747.7 7
  250.0736 21891.1 2
  262.0735 12608.5 1
  265.0608 45235.5 5
  276.0528 20540.4 2
  277.0604 222619.6 28
  278.0682 245913.5 31
  280.084 52633.2 6
  293.0556 44028.7 5
  294.0637 18667.6 2
  306.1359 14593.4 1
  308.0789 300460.8 38
  318.1354 14081.8 1
  322.0948 59495.1 7
  334.131 25500 3
  338.09 38024.3 4
  370.0987 16714.4 2
  396.1139 14122.3 1
  398.0926 13341.6 1
  413.1862 16692.9 2
  440.1728 18764.5 2
  458.0945 23584.5 3
  474.1247 83926.8 10
  506.1509 53955.1 6
  550.1766 7760621.5 999
//