ACCESSION: MSBNK-Eawag-EQ363305
RECORD_TITLE: Imatinib; LC-ESI-QFT; MS2; CE: 75; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3633
CH$NAME: Imatinib
CH$NAME: 4-[(4-methylpiperazin-1-yl)methyl]-N-[4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl]benzamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C29H31N7O
CH$EXACT_MASS: 493.25901
CH$SMILES: CC1=C(C=C(C=C1)NC(=O)C2=CC=C(C=C2)CN3CCN(CC3)C)NC4=NC=CC(=N4)C5=CN=CC=C5
CH$IUPAC: InChI=1S/C29H31N7O/c1-21-5-10-25(18-27(21)34-29-31-13-11-26(33-29)24-4-3-12-30-19-24)32-28(37)23-8-6-22(7-9-23)20-36-16-14-35(2)15-17-36/h3-13,18-19H,14-17,20H2,1-2H3,(H,32,37)(H,31,33,34)
CH$LINK: CAS
152459-95-5
CH$LINK: CHEBI
45783
CH$LINK: PUBCHEM
CID:5291
CH$LINK: INCHIKEY
KTUFNOKKBVMGRW-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
5101
CH$LINK: COMPTOX
DTXSID3037125
AC$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 75 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$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$CHROMATOGRAPHY: RETENTION_TIME 5.8 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 247.6364
MS$FOCUSED_ION: PRECURSOR_M/Z 494.2663
MS$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$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-00ba-3693000000-c1e011113081e3341bba
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -2.23
51.0229 C4H3+ 1 51.0229 -0.72
52.0182 C3H2N+ 1 52.0182 0.28
53.0386 C4H5+ 1 53.0386 0.06
54.0338 C3H4N+ 1 54.0338 -1.21
55.0416 C3H5N+ 1 55.0417 -0.01
56.0495 C3H6N+ 1 56.0495 -0.1
57.0573 C3H7N+ 1 57.0573 -0.36
58.0651 C3H8N+ 1 58.0651 -0.1
63.0229 C5H3+ 1 63.0229 -0.74
65.0385 C5H5+ 1 65.0386 -0.72
66.0464 C5H6+ 1 66.0464 -0.48
67.0417 C4H5N+ 1 67.0417 -0.01
67.0542 C5H7+ 1 67.0542 0.35
68.0256 C4H4O+ 1 68.0257 -0.38
68.0495 C4H6N+ 1 68.0495 -0.08
69.0447 C3H5N2+ 1 69.0447 0.37
69.0573 C4H7N+ 1 69.0573 -0.59
70.0651 C4H8N+ 1 70.0651 -0.37
71.0604 C3H7N2+ 1 71.0604 0.78
71.073 C4H9N+ 1 71.073 0.55
72.0807 C4H10N+ 1 72.0808 -0.77
77.0384 C6H5+ 1 77.0386 -2.68
78.0338 C5H4N+ 1 78.0338 -0.46
79.0415 C5H5N+ 1 79.0417 -1.4
79.0542 C6H7+ 1 79.0542 -0.34
80.0494 C5H6N+ 1 80.0495 -0.69
82.0525 C4H6N2+ 1 82.0525 -0.48
82.0651 C5H8N+ 1 82.0651 -0.43
83.0603 C4H7N2+ 1 83.0604 -0.42
84.0682 C4H8N2+ 1 84.0682 -0.35
89.0386 C7H5+ 1 89.0386 -0.3
90.0464 C7H6+ 1 90.0464 0.32
91.0542 C7H7+ 1 91.0542 0.04
92.0495 C6H6N+ 1 92.0495 -0.17
93.0337 C6H5O+ 1 93.0335 2.46
93.07 C7H9+ 1 93.0699 1.32
94.0412 C6H6O+ 1 94.0413 -0.81
94.0651 C6H8N+ 1 94.0651 -0.59
95.0491 C6H7O+ 1 95.0491 -0.12
96.0444 C5H6NO+ 1 96.0444 0
96.0681 C5H8N2+ 1 96.0682 -1.04
97.076 C5H9N2+ 1 97.076 0.05
98.0838 C5H10N2+ 1 98.0838 0
99.0917 C5H11N2+ 1 99.0917 -0.15
101.1074 C5H13N2+ 1 101.1073 0.55
103.0542 C8H7+ 1 103.0542 -0.06
104.0494 C7H6N+ 1 104.0495 -0.53
105.0335 C7H5O+ 1 105.0335 -0.01
105.0447 C6H5N2+ 1 105.0447 -0.04
105.0699 C8H9+ 1 105.0699 0.51
106.0651 C7H8N+ 1 106.0651 -0.15
107.0491 C7H7O+ 1 107.0491 0.08
109.0648 C7H9O+ 1 109.0648 -0.38
109.0761 C6H9N2+ 1 109.076 0.32
110.0599 C6H8NO+ 1 110.06 -1.27
111.0916 C6H11N2+ 1 111.0917 -0.67
112.0995 C6H12N2+ 1 112.0995 -0.44
115.0542 C9H7+ 1 115.0542 -0.14
116.0496 C8H6N+ 1 116.0495 1.42
117.0572 C8H7N+ 1 117.0573 -0.52
117.0699 C9H9+ 1 117.0699 -0.23
118.0413 C8H6O+ 1 118.0413 -0.22
118.065 C8H8N+ 1 118.0651 -0.81
119.0491 C8H7O+ 1 119.0491 0.07
119.0604 C7H7N2+ 1 119.0604 -0.04
121.076 C7H9N2+ 1 121.076 -0.45
122.0362 C7H6O2+ 1 122.0362 -0.25
128.062 C10H8+ 1 128.0621 -0.09
129.0447 C8H5N2+ 1 129.0447 -0.27
129.0573 C9H7N+ 1 129.0573 0.3
129.0699 C10H9+ 1 129.0699 0.18
130.0401 C7H4N3+ 1 130.04 0.59
130.0526 C8H6N2+ 1 130.0525 0.46
130.0651 C9H8N+ 1 130.0651 -0.12
131.0493 C9H7O+ 1 131.0491 1.44
131.0604 C8H7N2+ 1 131.0604 -0.11
132.0443 C8H6NO+ 1 132.0444 -0.68
132.0682 C8H8N2+ 1 132.0682 -0.07
132.0806 C9H10N+ 1 132.0808 -1.03
133.0763 C8H9N2+ 1 133.076 2.29
134.06 C8H8NO+ 1 134.06 -0.08
135.0916 C8H11N2+ 1 135.0917 -0.41
139.054 C11H7+ 1 139.0542 -1.77
141.07 C11H9+ 1 141.0699 1.02
142.0654 C10H8N+ 1 142.0651 2.14
144.0558 C8H6N3+ 1 144.0556 1.5
144.081 C10H10N+ 1 144.0808 1.42
145.0647 C10H9O+ 1 145.0648 -0.7
145.0759 C9H9N2+ 1 145.076 -0.72
146.06 C9H8NO+ 1 146.06 -0.55
146.0712 C8H8N3+ 1 146.0713 -0.37
146.0965 C10H12N+ 1 146.0964 0.71
147.0553 C8H7N2O+ 1 147.0553 0.14
149.1075 C9H13N2+ 1 149.1073 1.04
152.0619 C12H8+ 1 152.0621 -0.73
153.0572 C11H7N+ 1 153.0573 -0.79
153.0698 C12H9+ 1 153.0699 -0.31
154.0651 C11H8N+ 1 154.0651 -0.3
154.0779 C12H10+ 1 154.0777 1.29
155.0603 C10H7N2+ 1 155.0604 -0.61
156.0556 C9H6N3+ 1 156.0556 -0.28
157.0635 C9H7N3+ 1 157.0634 0.33
158.0601 C10H8NO+ 1 158.06 0.57
158.0711 C9H8N3+ 1 158.0713 -0.97
160.0758 C10H10NO+ 1 160.0757 0.75
161.0473 C9H7NO2+ 1 161.0471 1.18
163.0628 C9H9NO2+ 1 163.0628 -0.12
165.0699 C13H9+ 1 165.0699 -0.1
166.0652 C12H8N+ 1 166.0651 0.45
166.0777 C13H10+ 1 166.0777 0.11
167.0735 C12H9N+ 1 167.073 3.53
167.0855 C13H11+ 1 167.0855 -0.04
168.0808 C12H10N+ 1 168.0808 0.03
169.0647 C12H9O+ 1 169.0648 -0.48
169.0886 C12H11N+ 1 169.0886 0.05
170.0716 C10H8N3+ 1 170.0713 2.1
171.0664 C9H7N4+ 1 171.0665 -0.89
171.0791 C10H9N3+ 1 171.0791 -0.11
172.0745 C9H8N4+ 1 172.0743 0.71
173.0822 C9H9N4+ 1 173.0822 0.33
174.0662 C9H8N3O+ 1 174.0662 0.01
174.0916 C11H12NO+ 1 174.0913 1.2
174.1153 C11H14N2+ 1 174.1151 0.69
176.0622 C14H8+ 1 176.0621 0.56
177.0577 C13H7N+ 1 177.0573 2.26
177.0698 C14H9+ 1 177.0699 -0.66
178.0656 C13H8N+ 1 178.0651 2.61
178.0776 C14H10+ 1 178.0777 -0.46
179.0604 C12H7N2+ 1 179.0604 0.25
179.0729 C13H9N+ 1 179.073 0
179.0852 C14H11+ 1 179.0855 -1.99
180.0807 C13H10N+ 1 180.0808 -0.64
180.0931 C14H12+ 1 180.0934 -1.51
181.0648 C13H9O+ 1 181.0648 -0.06
181.0763 C12H9N2+ 1 181.076 1.35
181.0888 C13H11N+ 1 181.0886 0.82
182.0602 C12H8NO+ 1 182.06 0.71
182.0724 C13H10O+ 1 182.0726 -1.35
182.0965 C13H12N+ 1 182.0964 0.63
183.0677 C12H9NO+ 1 183.0679 -1.01
183.1045 C13H13N+ 1 183.1043 1.52
185.0825 C10H9N4+ 1 185.0822 1.98
189.139 C12H17N2+ 1 189.1386 1.88
190.065 C14H8N+ 1 190.0651 -0.82
191.0729 C14H9N+ 1 191.073 -0.11
192.0808 C14H10N+ 1 192.0808 -0.03
193.0886 C14H11N+ 1 193.0886 0.15
194.0965 C14H12N+ 1 194.0964 0.12
195.0806 C14H11O+ 1 195.0804 0.81
195.0917 C13H11N2+ 1 195.0917 0.39
195.1043 C14H13N+ 1 195.1043 0.46
196.0757 C13H10NO+ 1 196.0757 -0.1
196.0995 C13H12N2+ 1 196.0995 -0.2
197.0833 C13H11NO+ 1 197.0835 -1.14
202.0652 C15H8N+ 1 202.0651 0.62
203.0729 C15H9N+ 1 203.073 -0.2
204.0685 C14H8N2+ 1 204.0682 1.23
204.0809 C15H10N+ 1 204.0808 0.8
205.0763 C14H9N2+ 1 205.076 1.15
205.0887 C15H11N+ 1 205.0886 0.68
206.0602 C14H8NO+ 1 206.06 0.78
206.0839 C14H10N2+ 1 206.0838 0.29
207.0678 C14H9NO+ 1 207.0679 -0.17
207.092 C14H11N2+ 1 207.0917 1.43
208.0757 C14H10NO+ 1 208.0757 0.19
209.0824 C12H9N4+ 1 209.0822 1.09
209.1073 C14H13N2+ 1 209.1073 -0.02
210.0914 C14H12NO+ 1 210.0913 0.19
210.1152 C14H14N2+ 1 210.1151 0.43
211.0988 C14H13NO+ 2 211.0992 -1.54
212.1072 C14H14NO+ 1 212.107 0.89
216.0682 C15H8N2+ 1 216.0682 -0.04
217.0756 C15H9N2+ 1 217.076 -1.73
218.084 C15H10N2+ 1 218.0838 0.51
219.0917 C15H11N2+ 1 219.0917 0.16
220.0759 C15H10NO+ 1 220.0757 0.91
220.0865 C14H10N3+ 1 220.0869 -1.93
220.0991 C15H12N2+ 1 220.0995 -1.68
221.0712 C14H9N2O+ 1 221.0709 1.22
221.0834 C15H11NO+ 1 221.0835 -0.39
221.095 C14H11N3+ 2 221.0947 1.18
221.1069 C15H13N2+ 1 221.1073 -2.01
222.0914 C15H12NO+ 1 222.0913 0.13
223.0869 C14H11N2O+ 1 223.0866 1.39
223.0992 C15H13NO+ 1 223.0992 0.02
224.0943 C14H12N2O+ 1 224.0944 -0.33
224.1048 C13H12N4+ 1 224.1056 -3.83
228.0685 C16H8N2+ 1 228.0682 1.45
229.0758 C16H9N2+ 1 229.076 -0.89
230.0838 C16H10N2+ 1 230.0838 -0.13
231.0557 C15H7N2O+ 1 231.0553 1.78
231.0794 C15H9N3+ 2 231.0791 1.17
231.092 C16H11N2+ 1 231.0917 1.54
232.0632 C15H8N2O+ 1 232.0631 0.15
233.071 C15H9N2O+ 1 233.0709 0.26
233.082 C14H9N4+ 1 233.0822 -0.61
233.0948 C15H11N3+ 1 233.0947 0.31
233.1076 C16H13N2+ 1 233.1073 1.05
234.0788 C15H10N2O+ 1 234.0788 -0.06
234.0902 C14H10N4+ 2 234.09 1.03
234.1028 C15H12N3+ 2 234.1026 0.88
235.0865 C15H11N2O+ 1 235.0866 -0.55
235.0982 C14H11N4+ 2 235.0978 1.43
235.1105 C15H13N3+ 1 235.1104 0.35
235.123 C16H15N2+ 1 235.123 -0.06
236.1184 C15H14N3+ 2 236.1182 0.75
237.1023 C15H13N2O+ 1 237.1022 0.13
238.1101 C15H14N2O+ 1 238.1101 -0.02
241.0638 C16H7N3+ 2 241.0634 1.42
243.0924 C17H11N2+ 1 243.0917 2.94
244.0871 C16H10N3+ 2 244.0869 0.8
245.0709 C16H9N2O+ 1 245.0709 -0.32
245.0826 C15H9N4+ 2 245.0822 1.74
245.0954 C16H11N3+ 2 245.0947 2.53
245.1078 C17H13N2+ 1 245.1073 1.82
246.0788 C16H10N2O+ 1 246.0788 0.31
246.0903 C15H10N4+ 2 246.09 1.19
246.1028 C16H12N3+ 2 246.1026 1
247.0866 C16H11N2O+ 1 247.0866 0.16
248.0821 C15H10N3O+ 1 248.0818 0.85
248.0943 C16H12N2O+ 1 248.0944 -0.38
248.1062 C15H12N4+ 2 248.1056 2.43
249.0897 C15H11N3O+ 1 249.0897 0.23
249.1022 C16H13N2O+ 1 249.1022 -0.04
249.1139 C15H13N4+ 2 249.1135 1.55
251.0815 C15H11N2O2+ 1 251.0815 -0.14
255.0793 C17H9N3+ 2 255.0791 0.59
255.0915 C18H11N2+ 1 255.0917 -0.69
256.0873 C17H10N3+ 2 256.0869 1.31
257.0945 C17H11N3+ 1 257.0947 -0.85
258.0784 C17H10N2O+ 2 258.0788 -1.22
258.0904 C16H10N4+ 2 258.09 1.48
258.1025 C17H12N3+ 1 258.1026 -0.4
259.0759 C18H11O2+ 1 259.0754 1.95
259.0978 C16H11N4+ 1 259.0978 0.03
260.0821 C16H10N3O+ 1 260.0818 1.08
260.0935 C15H10N5+ 2 260.0931 1.76
260.1057 C16H12N4+ 1 260.1056 0.01
261.101 C15H11N5+ 2 261.1009 0.55
261.1137 C16H13N4+ 2 261.1135 0.79
262.098 C16H12N3O+ 1 262.0975 1.91
262.1088 C15H12N5+ 2 262.1087 0.18
262.1343 C17H16N3+ 2 262.1339 1.43
263.0936 C15H11N4O+ 1 263.0927 3.39
263.1055 C16H13N3O+ 1 263.1053 0.71
263.1178 C17H15N2O+ 2 263.1179 -0.23
264.1131 C16H14N3O+ 1 264.1131 0.01
265.0972 C16H13N2O2+ 1 265.0972 0.1
270.1025 C18H12N3+ 1 270.1026 -0.38
271.1103 C18H13N3+ 1 271.1104 -0.51
272.0818 C17H10N3O+ 2 272.0818 -0.29
272.0945 C18H12N2O+ 1 272.0944 0.24
272.1187 C18H14N3+ 2 272.1182 1.68
273.0897 C17H11N3O+ 1 273.0897 0.13
273.1026 C18H13N2O+ 1 273.1022 1.32
274.0968 C17H12N3O+ 2 274.0975 -2.48
274.1093 C16H12N5+ 2 274.1087 2.18
275.1042 C15H11N6+ 2 275.104 0.83
275.1171 C18H15N2O+ 2 275.1179 -3.05
276.1244 C16H14N5+ 2 276.1244 -0.01
283.0973 C18H11N4+ 1 283.0978 -1.85
288.0883 C16H10N5O+ 1 288.088 1.02
288.113 C18H14N3O+ 2 288.1131 -0.58
290.1292 C18H16N3O+ 1 290.1288 1.35
297.1129 C19H13N4+ 1 297.1135 -2
301.1084 C18H13N4O+ 2 301.1084 0.17
304.1193 C17H14N5O+ 1 304.1193 -0.02
305.0942 C21H11N3+ 1 305.0947 -1.8
307.1111 C21H13N3+ 2 307.1104 2.15
308.1188 C23H16O+ 2 308.1196 -2.36
309.113 C20H13N4+ 1 309.1135 -1.66
309.1287 C23H17O+ 1 309.1274 4.23
321.1131 C21H13N4+ 1 321.1135 -1.19
323.1297 C21H15N4+ 2 323.1291 1.69
324.1518 C24H20O+ 1 324.1509 2.79
332.1193 C23H14N3+ 2 332.1182 3.15
333.1124 C22H13N4+ 1 333.1135 -3.13
335.1301 C24H17NO+ 2 335.1305 -1.06
336.1392 C24H18NO+ 1 336.1383 2.74
337.1063 C19H11N7+ 1 337.107 -2.09
337.1446 C22H17N4+ 2 337.1448 -0.39
338.1299 C22H16N3O+ 1 338.1288 3.23
339.1235 C21H15N4O+ 2 339.124 -1.59
339.1604 C22H19N4+ 2 339.1604 0.02
346.1091 C22H12N5+ 2 346.1087 1.24
347.1296 C23H15N4+ 2 347.1291 1.29
349.1078 C22H13N4O+ 2 349.1084 -1.65
350.1397 C24H18N2O+ 2 350.1414 -4.64
351.124 C22H15N4O+ 2 351.124 -0.14
351.1478 C22H17N5+ 2 351.1478 -0.22
352.1454 C23H18N3O+ 1 352.1444 2.7
359.1164 C23H13N5+ 2 359.1165 -0.35
360.1244 C23H14N5+ 2 360.1244 0.02
361.1083 C23H13N4O+ 2 361.1084 -0.16
361.1325 C23H15N5+ 2 361.1322 0.76
362.1162 C23H14N4O+ 2 362.1162 -0.01
364.1194 C22H14N5O+ 1 364.1193 0.37
364.1558 C23H18N5+ 2 364.1557 0.27
365.1636 C23H19N5+ 2 365.1635 0.39
366.1711 C23H20N5+ 2 366.1713 -0.63
374.1399 C24H16N5+ 2 374.14 -0.25
375.1242 C24H15N4O+ 2 375.124 0.38
375.1469 C24H17N5+ 1 375.1478 -2.47
376.1194 C23H14N5O+ 1 376.1193 0.43
376.1549 C24H18N5+ 1 376.1557 -1.92
377.1256 C23H15N5O+ 1 377.1271 -3.95
378.1352 C23H16N5O+ 1 378.1349 0.64
379.1424 C23H17N5O+ 1 379.1428 -1.01
392.1507 C24H18N5O+ 1 392.1506 0.19
394.1664 C24H20N5O+ 1 394.1662 0.36
PK$NUM_PEAK: 311
PK$PEAK: m/z int. rel.int.
50.015 7089.6 2
51.0229 7809 2
52.0182 51472.4 16
53.0386 28544.2 9
54.0338 3806.5 1
55.0416 6215.7 1
56.0495 459079.5 145
57.0573 16311.9 5
58.0651 1006912.8 318
63.0229 4993.6 1
65.0385 71935.6 22
66.0464 189231.5 59
67.0417 5789.2 1
67.0542 6068.4 1
68.0256 5347.6 1
68.0495 36525.9 11
69.0447 14428.9 4
69.0573 5810.1 1
70.0651 1002587.9 317
71.0604 3945.6 1
71.073 4345.8 1
72.0807 91491.5 28
77.0384 24848.7 7
78.0338 95942.5 30
79.0415 15468.2 4
79.0542 14972.4 4
80.0494 151452.7 47
82.0525 20778.3 6
82.0651 55598.8 17
83.0603 122536.2 38
84.0682 151851.1 48
89.0386 127422.2 40
90.0464 379508.5 120
91.0542 473022.2 149
92.0495 14171.6 4
93.0337 3661.9 1
93.07 5327.2 1
94.0412 6502.9 2
94.0651 27794.7 8
95.0491 81106.8 25
96.0444 91482.5 28
96.0681 12357.3 3
97.076 168459.5 53
98.0838 279877.1 88
99.0917 234441.8 74
101.1074 18565.3 5
103.0542 81040.5 25
104.0494 517686 163
105.0335 294163.4 93
105.0447 315998.5 99
105.0699 23973.7 7
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//
