ACCESSION: MSBNK-Eawag-EQ01108656
RECORD_TITLE: Zafirlukast; LC-ESI-QFT; MS2; CE: 90%; R=15000; [M-H]-
DATE: 2024.06.14
AUTHORS: F. Jud [dtc], K. Arturi [dtc], J. Hollender [dtc], A. Dax [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2024
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11086
CH$NAME: Zafirlukast
CH$NAME: cyclopentyl N-[3-[[2-methoxy-4-[(2-methylphenyl)sulfonylcarbamoyl]phenyl]methyl]-1-methylindol-5-yl]carbamate
CH$COMPOUND_CLASS: N/A
CH$FORMULA: C31H33N3O6S
CH$EXACT_MASS: 575.2090068
CH$SMILES: COC1=C(CC2=CN(C)C3=C2C=C(NC(=O)OC2CCCC2)C=C3)C=CC(=C1)C(=O)NS(=O)(=O)C1=CC=CC=C1C
CH$IUPAC: InChI=1S/C31H33N3O6S/c1-20-8-4-7-11-29(20)41(37,38)33-30(35)22-13-12-21(28(17-22)39-3)16-23-19-34(2)27-15-14-24(18-26(23)27)32-31(36)40-25-9-5-6-10-25/h4,7-8,11-15,17-19,25H,5-6,9-10,16H2,1-3H3,(H,32,36)(H,33,35)
CH$LINK: CAS 107753-78-6
CH$LINK: CHEBI 10100
CH$LINK: KEGG D00411
CH$LINK: PUBCHEM CID:5717
CH$LINK: INCHIKEY YEEZWCHGZNKEEK-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 5515
AC$INSTRUMENT: Q Exactive Plus
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 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-605
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 12.471 min
MS$FOCUSED_ION: BASE_PEAK 574.2016
MS$FOCUSED_ION: PRECURSOR_M/Z 574.2017
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 37802295.28
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.15.1.1
PK$SPLASH: splash10-0a4i-8960000000-76de2295565ff24138e7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  61.9705 NOS- 1 61.9706 -0.94
  63.024 C5H3- 1 63.024 -0.29
  63.9624 O2S- 1 63.9624 -0.79
  65.0032 C4HO- 1 65.0033 -0.66
  77.9656 NO2S- 1 77.9655 1.25
  78.9733 HNO2S- 1 78.9733 -0.34
  79.9574 O3S- 1 79.9574 0.77
  79.9812 H2NO2S- 1 79.9812 -0.07
  91.0189 C6H3O- 1 91.0189 -0.09
  91.0553 C7H7- 1 91.0553 -0.35
  102.035 C7H4N- 1 102.0349 0.48
  106.0423 C7H6O- 1 106.0424 -0.67
  106.0663 C7H8N- 1 106.0662 0.93
  107.0503 C7H7O- 1 107.0502 0.32
  117.0458 C7H5N2- 1 117.0458 0.1
  118.0299 C7H4NO- 1 118.0298 0.76
  131.0613 C8H7N2- 1 131.0615 -1.36
  157.0407 C9H5N2O- 2 157.0407 -0.21
  159.0562 C9H7N2O- 1 159.0564 -1.47
  170.028 C7H8NO2S- 1 170.0281 -0.53
  171.0122 C7H7O3S- 2 171.0121 0.6
  185.0354 C10H5N2O2- 2 185.0357 -1.14
  190.0669 C8H14O3S- 2 190.0669 -0.12
  205.077 C14H9N2- 2 205.0771 -0.59
  206.085 C14H10N2- 2 206.0849 0.46
  231.0561 C15H7N2O- 2 231.0564 -1.3
  233.0718 C15H9N2O- 2 233.072 -0.81
  235.0876 C15H11N2O- 2 235.0877 -0.26
  237.067 C14H9N2O2- 2 237.067 0.05
  260.0822 C16H10N3O- 1 260.0829 -2.67
  261.0667 C16H9N2O2- 2 261.067 -0.93
PK$NUM_PEAK: 31
PK$PEAK: m/z int. rel.int.
  61.9705 201492.8 206
  63.024 18851.1 19
  63.9624 726778 743
  65.0032 190876.7 195
  77.9656 55586.6 56
  78.9733 253906.9 259
  79.9574 57702.5 59
  79.9812 240021.3 245
  91.0189 419749.8 429
  91.0553 67293.4 68
  102.035 29462.9 30
  106.0423 74711.1 76
  106.0663 217794 222
  107.0503 976815.4 999
  117.0458 40586 41
  118.0299 21003.4 21
  131.0613 77222.1 78
  157.0407 48305.2 49
  159.0562 168150.5 171
  170.028 487486.8 498
  171.0122 32787.6 33
  185.0354 90042.5 92
  190.0669 24338.6 24
  205.077 526778 538
  206.085 81187.5 83
  231.0561 202622.2 207
  233.0718 240216.6 245
  235.0876 262275.5 268
  237.067 63241.3 64
  260.0822 115747.2 118
  261.0667 78094.8 79
//
