ACCESSION: MSBNK-Eawag-EQ363306
RECORD_TITLE: Imatinib; LC-ESI-QFT; MS2; CE: 90; 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 90 (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: splash10-0596-5981000000-a0f689cd067d45644bcd
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.17
51.0228 C4H3+ 1 51.0229 -1.5
52.0182 C3H2N+ 1 52.0182 0.09
53.0386 C4H5+ 1 53.0386 0.25
54.0339 C3H4N+ 1 54.0338 0.45
55.0179 C3H3O+ 1 55.0178 0.16
55.0416 C3H5N+ 1 55.0417 -0.19
56.0495 C3H6N+ 1 56.0495 -0.1
57.0573 C3H7N+ 1 57.0573 -0.01
58.0651 C3H8N+ 1 58.0651 -0.1
62.015 C5H2+ 1 62.0151 -1.96
63.0229 C5H3+ 1 63.0229 -0.42
65.0385 C5H5+ 1 65.0386 -0.56
66.0464 C5H6+ 1 66.0464 -0.33
67.0417 C4H5N+ 1 67.0417 0.29
67.0543 C5H7+ 1 67.0542 0.5
68.0256 C4H4O+ 1 68.0257 -0.83
68.0494 C4H6N+ 1 68.0495 -0.52
69.0447 C3H5N2+ 1 69.0447 0.08
69.0573 C4H7N+ 1 69.0573 -0.44
70.0651 C4H8N+ 1 70.0651 -0.37
71.0603 C3H7N2+ 1 71.0604 -0.35
71.0729 C4H9N+ 1 71.073 -0.29
72.0807 C4H10N+ 1 72.0808 -0.5
77.0385 C6H5+ 1 77.0386 -1.12
78.0338 C5H4N+ 1 78.0338 -0.58
79.0416 C5H5N+ 1 79.0417 -0.26
79.0541 C6H7+ 1 79.0542 -1.73
80.0494 C5H6N+ 1 80.0495 -0.82
81.0334 C5H5O+ 1 81.0335 -1.13
82.0525 C4H6N2+ 1 82.0525 0
82.0651 C5H8N+ 1 82.0651 -0.19
83.0603 C4H7N2+ 1 83.0604 -0.78
84.0682 C4H8N2+ 1 84.0682 -0.35
89.0385 C7H5+ 1 89.0386 -0.52
90.0464 C7H6+ 1 90.0464 0.09
91.0542 C7H7+ 1 91.0542 0.04
92.0495 C6H6N+ 1 92.0495 0.81
93.0335 C6H5O+ 1 93.0335 -0.23
93.0448 C5H5N2+ 1 93.0447 1.13
93.0573 C6H7N+ 1 93.0573 -0.11
94.0416 C6H6O+ 1 94.0413 3.23
94.065 C6H8N+ 1 94.0651 -0.8
95.0491 C6H7O+ 1 95.0491 -0.43
96.0443 C5H6NO+ 1 96.0444 -0.42
96.0682 C5H8N2+ 1 96.0682 -0.41
97.076 C5H9N2+ 1 97.076 -0.05
98.0838 C5H10N2+ 1 98.0838 -0.1
99.0916 C5H11N2+ 1 99.0917 -0.45
101.1073 C5H13N2+ 1 101.1073 -0.05
102.0339 C7H4N+ 1 102.0338 0.73
102.0465 C8H6+ 1 102.0464 1.36
103.0417 C7H5N+ 1 103.0417 0.38
103.0542 C8H7+ 1 103.0542 -0.06
104.0494 C7H6N+ 1 104.0495 -0.53
105.0335 C7H5O+ 1 105.0335 0.08
105.0447 C6H5N2+ 1 105.0447 -0.14
105.07 C8H9+ 1 105.0699 1.55
106.0652 C7H8N+ 1 106.0651 0.51
107.0491 C7H7O+ 1 107.0491 -0.29
109.0648 C7H9O+ 1 109.0648 -0.2
109.0759 C6H9N2+ 1 109.076 -1.05
110.0601 C6H8NO+ 1 110.06 0.82
111.0315 C5H5NO2+ 1 111.0315 -0.27
111.0915 C6H11N2+ 1 111.0917 -1.3
112.0995 C6H12N2+ 1 112.0995 -0.18
115.0542 C9H7+ 1 115.0542 -0.06
116.0494 C8H6N+ 1 116.0495 -0.82
117.0447 C7H5N2+ 1 117.0447 -0.55
117.0573 C8H7N+ 1 117.0573 -0.26
117.0698 C9H9+ 1 117.0699 -0.83
118.0413 C8H6O+ 1 118.0413 -0.22
118.0526 C7H6N2+ 1 118.0525 0.68
118.0651 C8H8N+ 1 118.0651 0.04
119.0491 C8H7O+ 1 119.0491 -0.09
119.0604 C7H7N2+ 1 119.0604 0.21
120.0443 C7H6NO+ 1 120.0444 -0.83
121.076 C7H9N2+ 1 121.076 -0.04
122.0362 C7H6O2+ 1 122.0362 -0.42
128.062 C10H8+ 1 128.0621 -0.56
129.0447 C8H5N2+ 1 129.0447 -0.27
129.0573 C9H7N+ 1 129.0573 -0.08
129.0699 C10H9+ 1 129.0699 0.49
130.0402 C7H4N3+ 1 130.04 1.82
130.0526 C8H6N2+ 1 130.0525 0.7
130.0651 C9H8N+ 1 130.0651 -0.35
131.0494 C9H7O+ 1 131.0491 1.59
131.0603 C8H7N2+ 1 131.0604 -0.19
132.0443 C8H6NO+ 1 132.0444 -0.46
132.0682 C8H8N2+ 1 132.0682 -0.07
132.0807 C9H10N+ 1 132.0808 -0.88
133.0762 C8H9N2+ 1 133.076 1.09
134.06 C8H8NO+ 1 134.06 -0.08
135.0554 C7H7N2O+ 1 135.0553 0.52
135.0917 C8H11N2+ 1 135.0917 0.41
139.0542 C11H7+ 1 139.0542 -0.26
140.0493 C10H6N+ 1 140.0495 -1.18
141.0699 C11H9+ 1 141.0699 -0.19
142.0525 C9H6N2+ 1 142.0525 -0.21
142.0654 C10H8N+ 1 142.0651 1.79
143.0604 C9H7N2+ 1 143.0604 0.18
143.073 C10H9N+ 1 143.073 0.13
144.0557 C8H6N3+ 1 144.0556 0.39
144.0809 C10H10N+ 1 144.0808 0.93
145.0643 C10H9O+ 1 145.0648 -3.25
145.0762 C9H9N2+ 1 145.076 1.14
146.0601 C9H8NO+ 1 146.06 0.68
146.0713 C8H8N3+ 1 146.0713 0.25
146.0964 C10H12N+ 1 146.0964 0.03
147.0553 C8H7N2O+ 1 147.0553 -0.27
151.0542 C12H7+ 1 151.0542 0.02
152.062 C12H8+ 1 152.0621 -0.27
153.0571 C11H7N+ 1 153.0573 -1.18
153.0699 C12H9+ 1 153.0699 -0.11
154.0652 C11H8N+ 1 154.0651 0.42
154.0777 C12H10+ 1 154.0777 -0.27
155.06 C10H7N2+ 1 155.0604 -2.48
156.0556 C9H6N3+ 1 156.0556 -0.34
157.0637 C9H7N3+ 1 157.0634 1.41
158.0601 C10H8NO+ 1 158.06 0.31
158.0712 C9H8N3+ 1 158.0713 -0.15
160.0755 C10H10NO+ 1 160.0757 -0.88
161.0471 C9H7NO2+ 1 161.0471 -0.43
163.0545 C13H7+ 1 163.0542 1.62
164.062 C13H8+ 1 164.0621 -0.13
165.0699 C13H9+ 1 165.0699 -0.1
166.0651 C12H8N+ 1 166.0651 0.03
166.0776 C13H10+ 1 166.0777 -0.61
167.0731 C12H9N+ 1 167.073 0.83
167.0854 C13H11+ 1 167.0855 -0.64
168.0568 C12H8O+ 1 168.057 -0.75
168.0807 C12H10N+ 1 168.0808 -0.63
169.0648 C12H9O+ 1 169.0648 -0.07
169.0887 C12H11N+ 1 169.0886 0.35
170.0714 C10H8N3+ 1 170.0713 1.04
171.0663 C9H7N4+ 1 171.0665 -1.01
171.0789 C10H9N3+ 1 171.0791 -1.28
173.0821 C9H9N4+ 1 173.0822 -0.59
174.0661 C9H8N3O+ 1 174.0662 -0.22
176.0619 C14H8+ 1 176.0621 -0.69
177.0574 C13H7N+ 1 177.0573 0.28
177.0697 C14H9+ 1 177.0699 -1.17
178.0653 C13H8N+ 1 178.0651 1.26
178.0776 C14H10+ 1 178.0777 -0.74
179.0729 C13H9N+ 1 179.073 -0.06
179.0849 C14H11+ 1 179.0855 -3.5
180.0807 C13H10N+ 1 180.0808 -0.14
181.0646 C13H9O+ 1 181.0648 -1
181.0762 C12H9N2+ 1 181.076 0.91
181.0885 C13H11N+ 1 181.0886 -0.34
182.0601 C12H8NO+ 1 182.06 0.38
182.0723 C13H10O+ 1 182.0726 -1.96
182.0966 C13H12N+ 1 182.0964 0.79
183.0675 C12H9NO+ 1 183.0679 -1.83
183.1044 C13H13N+ 1 183.1043 0.81
185.0813 C10H9N4+ 1 185.0822 -4.45
189.0575 C14H7N+ 1 189.0573 1.27
190.0651 C14H8N+ 1 190.0651 -0.29
191.0596 C13H7N2+ 1 191.0604 -4
191.0728 C14H9N+ 1 191.073 -0.53
192.0683 C13H8N2+ 1 192.0682 0.63
192.0807 C14H10N+ 1 192.0808 -0.39
193.0522 C13H7NO+ 1 193.0522 0.08
193.0762 C13H9N2+ 1 193.076 1.12
193.0886 C14H11N+ 1 193.0886 0.1
194.0964 C14H12N+ 1 194.0964 -0.13
195.0676 C13H9NO+ 1 195.0679 -1.31
195.0805 C14H11O+ 1 195.0804 0.4
195.0917 C13H11N2+ 1 195.0917 0.23
195.1045 C14H13N+ 1 195.1043 1.33
196.0757 C13H10NO+ 1 196.0757 0
197.0832 C13H11NO+ 1 197.0835 -1.75
201.0573 C15H7N+ 1 201.0573 0.15
202.0652 C15H8N+ 1 202.0651 0.22
203.0605 C14H7N2+ 1 203.0604 0.67
203.073 C15H9N+ 1 203.073 0.09
204.0683 C14H8N2+ 1 204.0682 0.69
204.0809 C15H10N+ 1 204.0808 0.46
205.0525 C14H7NO+ 1 205.0522 1.24
205.0762 C14H9N2+ 1 205.076 0.61
205.0886 C15H11N+ 1 205.0886 0.09
206.0603 C14H8NO+ 1 206.06 1.11
206.0718 C13H8N3+ 2 206.0713 2.75
206.0838 C14H10N2+ 1 206.0838 -0.24
207.068 C14H9NO+ 1 207.0679 0.55
207.0785 C13H9N3+ 1 207.0791 -2.84
207.0916 C14H11N2+ 1 207.0917 -0.51
208.0757 C14H10NO+ 1 208.0757 0.19
208.0994 C14H12N2+ 1 208.0995 -0.24
209.0469 C13H7NO2+ 1 209.0471 -1.24
209.1074 C14H13N2+ 1 209.1073 0.36
210.0913 C14H12NO+ 1 210.0913 -0.24
210.1146 C14H14N2+ 1 210.1151 -2.62
211.0627 C13H9NO2+ 1 211.0628 -0.38
211.0991 C14H13NO+ 1 211.0992 -0.5
215.0603 C15H7N2+ 1 215.0604 -0.16
216.0683 C15H8N2+ 1 216.0682 0.6
217.0762 C15H9N2+ 1 217.076 0.62
218.0839 C15H10N2+ 1 218.0838 0.05
219.0917 C15H11N2+ 1 219.0917 0.12
220.0758 C15H10NO+ 1 220.0757 0.54
220.0869 C14H10N3+ 1 220.0869 -0.15
220.0994 C15H12N2+ 1 220.0995 -0.36
221.0475 C14H7NO2+ 1 221.0471 1.81
221.0709 C14H9N2O+ 1 221.0709 -0.09
221.0831 C15H11NO+ 2 221.0835 -1.74
221.0946 C14H11N3+ 1 221.0947 -0.58
221.1072 C15H13N2+ 1 221.1073 -0.56
222.0795 C14H10N2O+ 1 222.0788 3.31
222.0913 C15H12NO+ 1 222.0913 -0.36
223.0866 C14H11N2O+ 1 223.0866 0.05
223.0987 C15H13NO+ 2 223.0992 -2.22
224.0949 C14H12N2O+ 1 224.0944 1.94
228.068 C16H8N2+ 1 228.0682 -0.83
229.0761 C16H9N2+ 1 229.076 0.24
230.0714 C15H8N3+ 1 230.0713 0.42
230.0839 C16H10N2+ 1 230.0838 0.22
231.0556 C15H7N2O+ 1 231.0553 1.39
231.0792 C15H9N3+ 1 231.0791 0.57
231.0919 C16H11N2+ 1 231.0917 0.84
232.0632 C15H8N2O+ 1 232.0631 0.24
232.0873 C15H10N3+ 2 232.0869 1.84
232.0997 C16H12N2+ 1 232.0995 0.99
233.0711 C15H9N2O+ 1 233.0709 0.52
233.0824 C14H9N4+ 2 233.0822 0.89
233.0946 C15H11N3+ 1 233.0947 -0.68
233.1073 C16H13N2+ 1 233.1073 -0.06
234.0788 C15H10N2O+ 1 234.0788 0.07
234.0901 C14H10N4+ 1 234.09 0.65
234.1027 C15H12N3+ 1 234.1026 0.5
235.0865 C15H11N2O+ 1 235.0866 -0.21
235.0979 C14H11N4+ 1 235.0978 0.33
235.1097 C15H13N3+ 1 235.1104 -2.84
236.0699 C13H8N4O+ 1 236.0693 2.66
236.1177 C15H14N3+ 1 236.1182 -2.18
237.1023 C15H13N2O+ 1 237.1022 0.09
238.1101 C15H14N2O+ 1 238.1101 0.15
241.0636 C16H7N3+ 1 241.0634 0.46
242.0837 C17H10N2+ 1 242.0838 -0.74
243.0794 C16H9N3+ 2 243.0791 1.32
243.0921 C17H11N2+ 1 243.0917 1.54
244.0755 C15H8N4+ 2 244.0743 4.64
244.0869 C16H10N3+ 1 244.0869 -0.18
244.0992 C17H12N2+ 1 244.0995 -1.43
245.072 C16H9N2O+ 1 245.0709 4.37
245.0823 C15H9N4+ 2 245.0822 0.68
245.0949 C16H11N3+ 2 245.0947 0.58
245.1074 C17H13N2+ 1 245.1073 0.23
246.0788 C16H10N2O+ 1 246.0788 0.06
246.0903 C15H10N4+ 2 246.09 1.07
246.1027 C16H12N3+ 2 246.1026 0.47
247.0866 C16H11N2O+ 1 247.0866 0.08
248.0817 C15H10N3O+ 1 248.0818 -0.36
248.0943 C16H12N2O+ 2 248.0944 -0.62
248.1061 C15H12N4+ 2 248.1056 1.66
249.0899 C15H11N3O+ 1 249.0897 1.15
249.1019 C16H13N2O+ 2 249.1022 -1.4
249.1135 C15H13N4+ 1 249.1135 0.07
251.0817 C15H11N2O2+ 1 251.0815 0.7
255.0792 C17H9N3+ 2 255.0791 0.36
255.0911 C18H11N2+ 1 255.0917 -2.06
256.0868 C17H10N3+ 1 256.0869 -0.44
256.0989 C18H12N2+ 1 256.0995 -2.38
257.0704 C17H9N2O+ 2 257.0709 -2.02
257.0825 C16H9N4+ 2 257.0822 1.31
257.0947 C17H11N3+ 1 257.0947 -0.03
258.0666 C16H8N3O+ 1 258.0662 1.63
258.0787 C17H10N2O+ 2 258.0788 -0.29
258.0905 C16H10N4+ 2 258.09 1.98
258.1026 C17H12N3+ 1 258.1026 -0.05
259.075 C16H9N3O+ 1 259.074 3.85
259.0978 C16H11N4+ 1 259.0978 0.03
260.0813 C16H10N3O+ 2 260.0818 -1.95
260.0932 C15H10N5+ 2 260.0931 0.49
260.1057 C16H12N4+ 2 260.1056 0.24
261.101 C15H11N5+ 2 261.1009 0.55
261.1137 C16H13N4+ 2 261.1135 1.02
262.0975 C16H12N3O+ 1 262.0975 0.2
262.109 C15H12N5+ 2 262.1087 1.1
263.1178 C17H15N2O+ 2 263.1179 -0.23
264.1134 C16H14N3O+ 1 264.1131 1.03
270.1021 C18H12N3+ 1 270.1026 -1.61
271.1107 C18H13N3+ 2 271.1104 1.04
272.0819 C17H10N3O+ 1 272.0818 0.15
272.0942 C18H12N2O+ 2 272.0944 -0.75
273.0894 C17H11N3O+ 2 273.0897 -0.78
274.0971 C17H12N3O+ 2 274.0975 -1.27
274.1091 C16H12N5+ 2 274.1087 1.53
276.1245 C16H14N5+ 2 276.1244 0.43
280.0856 C19H10N3+ 1 280.0869 -4.83
283.0978 C18H11N4+ 2 283.0978 -0.05
288.0879 C16H10N5O+ 1 288.088 -0.16
288.113 C18H14N3O+ 2 288.1131 -0.38
293.0938 C20H11N3+ 1 293.0947 -3.07
294.1021 C20H12N3+ 1 294.1026 -1.71
297.1142 C19H13N4+ 2 297.1135 2.41
301.1089 C18H13N4O+ 1 301.1084 1.7
306.1023 C21H12N3+ 1 306.1026 -0.93
307.1109 C21H13N3+ 2 307.1104 1.63
308.1051 C20H12N4+ 1 308.1056 -1.94
308.1192 C23H16O+ 2 308.1196 -1.16
309.1137 C20H13N4+ 2 309.1135 0.8
317.0953 C22H11N3+ 2 317.0947 1.8
318.0888 C21H10N4+ 1 318.09 -3.7
319.098 C21H11N4+ 2 319.0978 0.59
320.1049 C21H12N4+ 1 320.1056 -2.21
321.112 C21H13N4+ 1 321.1135 -4.52
322.1199 C21H14N4+ 1 322.1213 -4.43
323.1297 C21H15N4+ 2 323.1291 1.79
331.0978 C22H11N4+ 2 331.0978 -0.13
332.1054 C22H12N4+ 2 332.1056 -0.72
333.1133 C22H13N4+ 2 333.1135 -0.55
335.0928 C21H11N4O+ 2 335.0927 0.07
335.1312 C24H17NO+ 1 335.1305 2.13
337.1084 C19H11N7+ 2 337.107 3.9
337.1439 C22H17N4+ 1 337.1448 -2.56
346.1075 C22H12N5+ 1 346.1087 -3.44
347.1305 C23H15N4+ 2 347.1291 4
349.11 C22H13N4O+ 1 349.1084 4.56
350.1169 C22H14N4O+ 1 350.1162 1.91
350.1399 C24H18N2O+ 2 350.1414 -4.13
351.1249 C22H15N4O+ 1 351.124 2.57
351.1476 C22H17N5+ 2 351.1478 -0.85
359.1163 C23H13N5+ 2 359.1165 -0.72
360.1245 C23H14N5+ 2 360.1244 0.3
361.1097 C23H13N4O+ 1 361.1084 3.66
362.1024 C22H12N5O+ 1 362.1036 -3.36
364.1188 C22H14N5O+ 1 364.1193 -1.39
364.1554 C23H18N5+ 2 364.1557 -0.83
374.1401 C24H16N5+ 2 374.14 0.24
376.119 C23H14N5O+ 1 376.1193 -0.68
377.1264 C23H15N5O+ 1 377.1271 -1.75
378.1351 C23H16N5O+ 1 378.1349 0.38
PK$NUM_PEAK: 334
PK$PEAK: m/z int. rel.int.
50.0151 20090.2 21
51.0228 26328.5 28
52.0182 71357.2 77
53.0386 58878.6 63
54.0339 15245.5 16
55.0179 13114.6 14
55.0416 7583 8
56.0495 378242 408
57.0573 23367.9 25
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//
