ACCESSION: MSBNK-CASMI_2016-SM851503
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 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 12.089 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 552.1908
MS$FOCUSED_ION: PRECURSOR_M/Z 552.1911
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$SPLASH: splash10-0udi-1690040000-c561d9dbb5ed88285519
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0232 C4H3+ 1 51.0229 4.57
52.0184 C3H2N+ 1 52.0182 4.72
53.0388 C4H5+ 1 53.0386 3.91
57.0701 C4H9+ 1 57.0699 3.68
65.0387 C5H5+ 1 65.0386 2.27
67.0543 C5H7+ 1 67.0542 0.73
69.0448 C3H5N2+ 1 69.0447 1.25
77.0386 C6H5+ 1 77.0386 0.02
78.0464 C6H6+ 1 78.0464 0.13
79.0293 C4H3N2+ 1 79.0291 2.63
79.0543 C6H7+ 1 79.0542 0.63
80.0131 C4H2NO+ 1 80.0131 0.3
80.0369 C4H4N2+ 1 80.0369 0.04
81.0447 C4H5N2+ 1 81.0447 -0.22
91.0542 C7H7+ 1 91.0542 -0.26
93.0699 C7H9+ 1 93.0699 0.04
94.0412 C6H6O+ 1 94.0413 -0.94
95.0492 C6H7O+ 1 95.0491 0.12
97.0396 C4H5N2O+ 1 97.0396 0
104.0494 C7H6N+ 1 104.0495 -1.17
105.0447 C6H5N2+ 1 105.0447 -0.12
105.0572 C7H7N+ 1 105.0573 -0.58
105.0699 C8H9+ 1 105.0699 -0.17
106.0399 C5H4N3+ 1 106.04 -0.24
107.0478 C5H5N3+ 1 107.0478 0.06
108.057 C7H8O+ 1 108.057 0.14
109.0522 C6H7NO+ 1 109.0522 -0.12
109.0647 C7H9O+ 1 109.0648 -1.19
112.0267 C4H4N2O2+ 1 112.0267 -0.06
117.0573 C8H7N+ 1 117.0573 -0.09
118.0414 C8H6O+ 1 118.0413 1
118.0525 C7H6N2+ 1 118.0525 -0.71
118.0777 C9H10+ 1 118.0777 -0.24
119.0478 C6H5N3+ 1 119.0478 -0.16
119.0604 C7H7N2+ 1 119.0604 0.01
120.0444 C7H6NO+ 1 120.0444 0.25
121.0284 C7H5O2+ 1 121.0284 -0.45
121.0648 C8H9O+ 1 121.0648 -0.14
122.0587 C5H6N4+ 1 122.0587 -0.11
123.044 C7H7O2+ 1 123.0441 -0.12
123.0665 C5H7N4+ 1 123.0665 -0.1
124.0505 C5H6N3O+ 1 124.0505 0.01
125.0347 C5H5N2O2+ 1 125.0346 0.85
131.0604 C8H7N2+ 1 131.0604 0.18
131.0855 C10H11+ 2 131.0855 -0.21
132.0444 C8H6NO+ 2 132.0444 0.32
132.0681 C8H8N2+ 2 132.0682 -0.42
133.0522 C8H7NO+ 2 133.0522 -0.16
133.1013 C10H13+ 1 133.1012 0.79
134.035 C6H4N3O+ 2 134.0349 1.02
134.0598 C8H8NO+ 2 134.06 -1.75
135.044 C8H7O2+ 2 135.0441 -0.25
135.0553 C7H7N2O+ 1 135.0553 -0.16
135.0665 C6H7N4+ 1 135.0665 -0.29
136.0744 C6H8N4+ 2 136.0743 0.12
143.0362 CH9N3O3S+ 2 143.0359 1.92
144.0443 C9H6NO+ 2 144.0444 -0.45
147.0552 C8H7N2O+ 3 147.0553 -0.28
147.0665 C7H7N4+ 2 147.0665 -0.19
148.0617 C6H6N5+ 1 148.0618 -0.74
148.0743 C7H8N4+ 2 148.0743 -0.24
149.0458 C6H5N4O+ 2 149.0458 0.05
149.0697 C6H7N5+ 2 149.0696 0.93
150.0536 C6H6N4O+ 2 150.0536 -0.02
150.0662 C7H8N3O+ 2 150.0662 -0.03
151.1117 C10H15O+ 2 151.1117 -0.46
159.0805 C11H11O+ 2 159.0804 0.31
160.0632 C9H8N2O+ 3 160.0631 0.75
161.0469 C9H7NO2+ 2 161.0471 -1.66
161.0698 C7H7N5+ 2 161.0696 1.53
161.1073 C10H13N2+ 3 161.1073 -0.33
162.0536 C7H6N4O+ 2 162.0536 -0.31
163.0504 C8H7N2O2+ 3 163.0502 0.95
163.0617 C7H7N4O+ 2 163.0614 1.68
164.0342 C8H6NO3+ 3 164.0342 -0.3
171.0549 C2H11N4O3S+ 2 171.0546 1.71
172.0394 C10H6NO2+ 3 172.0393 0.27
174.0408 C7H4N5O+ 1 174.041 -1.16
174.0775 C8H8N5+ 2 174.0774 0.63
175.0614 C8H7N4O+ 2 175.0614 0.07
175.0852 C8H9N5+ 2 175.0852 -0.14
176.0567 C7H6N5O+ 2 176.0567 -0.07
176.0693 C8H8N4O+ 2 176.0693 0.26
177.0407 C7H5N4O2+ 2 177.0407 -0.28
177.0656 C9H9N2O2+ 2 177.0659 -1.6
181.068 C10H13OS+ 1 181.0682 -1.15
185.0458 C9H5N4O+ 2 185.0458 -0.09
187.0502 C10H7N2O2+ 3 187.0502 0.05
188.0566 C8H6N5O+ 2 188.0567 -0.42
189.0646 C8H7N5O+ 2 189.0645 0.41
190.0495 C2H12N3O5S+ 2 190.0492 1.48
190.0724 C8H8N5O+ 2 190.0723 0.51
191.0566 C8H7N4O2+ 2 191.0564 1.28
197.0632 C10H13O2S+ 1 197.0631 0.45
197.0822 C11H9N4+ 2 197.0822 0.33
202.0723 C9H8N5O+ 2 202.0723 -0.19
203.0563 C9H7N4O2+ 2 203.0564 -0.44
203.08 C9H9N5O+ 2 203.0802 -0.62
204.0516 C8H6N5O2+ 2 204.0516 0.2
204.0642 C9H8N4O2+ 2 204.0642 0.11
204.0875 C9H10N5O+ 2 204.088 -2.46
205.059 C8H7N5O2+ 2 205.0594 -1.94
220.074 C13H8N4+ 3 220.0743 -1.36
221.0818 C13H9N4+ 2 221.0822 -1.88
224.0927 C12H10N5+ 3 224.0931 -1.77
225.0768 C12H9N4O+ 3 225.0771 -1.1
232.083 C10H10N5O2+ 2 232.0829 0.27
236.093 C13H10N5+ 2 236.0931 -0.24
237.0771 C13H9N4O+ 2 237.0771 0.13
237.1011 C13H11N5+ 3 237.1009 0.82
238.0851 C13H10N4O+ 3 238.0849 0.92
239.0925 C13H11N4O+ 3 239.0927 -1.03
241.0891 C12H17O3S+ 3 241.0893 -0.82
248.0929 C14H10N5+ 3 248.0931 -0.57
249.0771 C14H9N4O+ 2 249.0771 0.09
251.0931 C8H17N3O4S+ 3 251.0934 -1.22
252.088 C13H10N5O+ 2 252.088 0.11
254.1038 C13H12N5O+ 3 254.1036 0.51
255.1115 C13H13N5O+ 2 255.1115 0.11
264.088 C14H10N5O+ 3 264.088 -0.12
265.0958 C14H11N5O+ 3 265.0958 -0.15
268.0958 C14H12N4O2+ 3 268.0955 1.13
276.0652 C9H14N3O5S+ 4 276.0649 1.07
276.088 C15H10N5O+ 4 276.088 0.12
279.0752 C14H9N5O2+ 3 279.0751 0.27
280.0829 C14H10N5O2+ 4 280.0829 0.12
282.0986 C14H12N5O2+ 3 282.0986 0.27
283.1065 C14H13N5O2+ 3 283.1064 0.45
292.083 C15H10N5O2+ 4 292.0829 0.22
293.0904 C15H11N5O2+ 3 293.0907 -0.96
294.0985 C15H12N5O2+ 4 294.0986 -0.27
306.0986 C16H12N5O2+ 4 306.0986 0.22
310.0936 C15H12N5O3+ 3 310.0935 0.4
311.1013 C15H13N5O3+ 3 311.1013 -0.02
312.109 C15H14N5O3+ 3 312.1091 -0.25
324.1092 C16H14N5O3+ 3 324.1091 0.39
338.1248 C17H16N5O3+ 3 338.1248 0.2
400.1447 C27H18N3O+ 3 400.1444 0.56
508.1656 C27H28N2O6S+ 2 508.1663 -1.3
552.1914 C27H30N5O6S+ 1 552.1911 0.48
PK$NUM_PEAK: 140
PK$PEAK: m/z int. rel.int.
51.0232 78166.9 1
52.0184 197292.8 2
53.0388 305193.1 4
57.0701 474338.7 6
65.0387 175882.1 2
67.0543 492575.7 6
69.0448 268686 3
77.0386 637359.6 8
78.0464 225511.9 3
79.0293 195578.1 2
79.0543 218863.1 2
80.0131 1351404.2 18
80.0369 2713577.5 36
81.0447 627109.4 8
91.0542 2298760.8 30
93.0699 353944.8 4
94.0412 76870 1
95.0492 6595855 88
97.0396 5773802.5 77
104.0494 82018.6 1
105.0447 524197.6 7
105.0572 263206.9 3
105.0699 2363605.5 31
106.0399 14188219 191
107.0478 556412.5 7
108.057 2560366 34
109.0522 961323.8 12
109.0647 207929.5 2
112.0267 500819.1 6
117.0573 255219.2 3
118.0414 93879.8 1
118.0525 251347.4 3
118.0777 97201.2 1
119.0478 85596.8 1
119.0604 596060 8
120.0444 1736203.1 23
121.0284 186742.9 2
121.0648 1304430.9 17
122.0587 4748789.5 63
123.044 2770651.2 37
123.0665 7595768.5 102
124.0505 4496932 60
125.0347 417295.2 5
131.0604 445470 6
131.0855 323198.5 4
132.0444 321977.8 4
132.0681 1349639.1 18
133.0522 2148654.5 28
133.1013 281321.6 3
134.035 87134.4 1
134.0598 1264330.5 17
135.044 2736492.2 36
135.0553 283337.8 3
135.0665 1953564.1 26
136.0744 223170 3
143.0362 99454.2 1
144.0443 461677.2 6
147.0552 2778796.2 37
147.0665 4146313 55
148.0617 324387.7 4
148.0743 307387 4
149.0458 6310405.5 85
149.0697 1207416.2 16
150.0536 1811473.6 24
150.0662 899593 12
151.1117 837833.5 11
159.0805 110354.6 1
160.0632 177812.1 2
161.0469 201329 2
161.0698 430777.5 5
161.1073 3522381.8 47
162.0536 629780.5 8
163.0504 92512.1 1
163.0617 109692.5 1
164.0342 87621.2 1
171.0549 207214.4 2
172.0394 95617 1
174.0408 79414.9 1
174.0775 326891.5 4
175.0614 7512806.5 101
175.0852 976244.6 13
176.0567 875344.1 11
176.0693 269574.2 3
177.0407 765754.8 10
177.0656 229802.4 3
181.068 233406.1 3
185.0458 240480.7 3
187.0502 92611.1 1
188.0566 108668.9 1
189.0646 925064.5 12
190.0495 222627.4 2
190.0724 875496.5 11
191.0566 327136 4
197.0632 1397333.5 18
197.0822 444513.3 5
202.0723 74138408 999
203.0563 1740699.6 23
203.08 3496128.8 47
204.0516 753181.6 10
204.0642 254332.6 3
204.0875 104616.2 1
205.059 718271.8 9
220.074 286505.8 3
221.0818 264237.1 3
224.0927 611534.5 8
225.0768 231355.3 3
232.083 75762 1
236.093 193220.9 2
237.0771 76585.1 1
237.1011 641577.9 8
238.0851 84899.8 1
239.0925 85322.1 1
241.0891 1358994.1 18
248.0929 402384.8 5
249.0771 89805.2 1
251.0931 190894.3 2
252.088 799334.2 10
254.1038 255845.7 3
255.1115 1319630.9 17
264.088 1506872.5 20
265.0958 248585.1 3
268.0958 79319.3 1
276.0652 404169.6 5
276.088 1580260.4 21
279.0752 1080349.5 14
280.0829 35048672 472
282.0986 278184.7 3
283.1065 669586.1 9
292.083 673560.9 9
293.0904 599543.6 8
294.0985 2293824 30
306.0986 107477.3 1
310.0936 855718.9 11
311.1013 8212976.5 110
312.109 949415.9 12
324.1092 1119602.1 15
338.1248 289113.9 3
400.1447 370725.9 4
508.1656 2845298.5 38
552.1914 63008944 849
//
