ACCESSION: MSBNK-Eawag-EQ01108655
RECORD_TITLE: Zafirlukast; LC-ESI-QFT; MS2; CE: 75%; 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 75 % (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: splash10-0c00-4980000000-e03ba6e89ad279e32120
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  61.9706 NOS- 1 61.9706 0.23
  63.9624 O2S- 1 63.9624 -0.61
  65.0034 C4HO- 1 65.0033 1.8
  78.9733 HNO2S- 1 78.9733 -0.72
  79.9573 O3S- 1 79.9574 -1.04
  79.9812 H2NO2S- 1 79.9812 0.12
  81.0345 C5H5O- 1 81.0346 -0.63
  83.0502 C5H7O- 1 83.0502 -0.31
  91.019 C6H3O- 1 91.0189 0.75
  91.0553 C7H7- 1 91.0553 0.23
  106.0663 C7H8N- 1 106.0662 0.85
  107.0503 C7H7O- 1 107.0502 0.74
  117.0459 C7H5N2- 2 117.0458 1.02
  130.0537 C8H6N2- 1 130.0536 0.03
  131.0613 C8H7N2- 1 131.0615 -1.48
  145.0771 C9H9N2- 1 145.0771 -0.29
  155.0172 C7H7O2S- 1 155.0172 -0.17
  159.0564 C9H7N2O- 2 159.0564 -0.13
  170.0281 C7H8NO2S- 1 170.0281 0.01
  171.0123 C7H7O3S- 1 171.0121 1.05
  205.077 C14H9N2- 2 205.0771 -0.59
  206.0851 C14H10N2- 2 206.0849 0.83
  209.0721 C13H9N2O- 2 209.072 0.4
  231.0564 C15H7N2O- 2 231.0564 -0.05
  232.0641 C15H8N2O- 2 232.0642 -0.37
  233.0722 C15H9N2O- 2 233.072 0.5
  234.0799 C15H10N2O- 2 234.0799 0.12
  235.0877 C15H11N2O- 2 235.0877 0.19
  237.0668 C14H9N2O2- 2 237.067 -0.46
  260.083 C16H10N3O- 3 260.0829 0.26
  261.0669 C16H9N2O2- 2 261.067 -0.35
  263.0468 C9H13NO6S- 2 263.0469 -0.25
  276.0783 C10H16N2O5S- 3 276.0785 -0.75
  279.0769 C16H11N2O3- 2 279.0775 -2.31
  305.0573 C17H9N2O4- 1 305.0568 1.64
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  61.9706 103534.6 71
  63.9624 542227.2 373
  65.0034 74683.1 51
  78.9733 96682.5 66
  79.9573 56604.2 39
  79.9812 191195.2 131
  81.0345 36429.7 25
  83.0502 74952.9 51
  91.019 415787.1 286
  91.0553 94720.9 65
  106.0663 214303.8 147
  107.0503 1449537.1 999
  117.0459 30082 20
  130.0537 70363.2 48
  131.0613 80442.7 55
  145.0771 32635.5 22
  155.0172 161548.3 111
  159.0564 92086.9 63
  170.0281 1142545.6 787
  171.0123 62027.4 42
  205.077 252881.8 174
  206.0851 165794.5 114
  209.0721 147053.4 101
  231.0564 84181.4 58
  232.0641 51366.4 35
  233.0722 279912.9 192
  234.0799 176103.7 121
  235.0877 829911.1 571
  237.0668 149885.1 103
  260.083 374353.6 257
  261.0669 270924.2 186
  263.0468 45938.9 31
  276.0783 108256.7 74
  279.0769 127957.8 88
  305.0573 74026.8 51
//
