ACCESSION: MSBNK-UoB-XB000104
RECORD_TITLE: sunitinib_BTP_M1; LC-ESI-FT; MS2; CE: 25,60,100%; R=17500; [M+H]+
DATE: 2023.04.20
AUTHORS: Tara J. Bowen, University of Birmingham
LICENSE: CC BY
PUBLICATION: Bowen, T.J.; Southam, A.D.; Hall, A.R.; Weber, R.J.M.; Lloyd, G.R.; Macdonald, R.; Wilson, A.; Pointon, A.; Viant, M.R. Simultaneously discovering the fate and biochemical effects of xenobiotics through untargeted metabolomics. Nat. Commun. (under review)
COMMENT: CONFIDENCE Probable structure via diagnostic evidence (Level 2b)
COMMENT: INTERNAL_ID 16187
CH$NAME: sunitinib_BTP_M1
CH$NAME: N-[2-(ethylamino)ethyl]-5-[(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
CH$COMPOUND_CLASS: N/A; Biotransformation product
CH$FORMULA: C20H23FN4O2
CH$EXACT_MASS: 370.1805
CH$SMILES: CCNCCNC(=O)C1=C(NC(=C1C)C=C2C3=C(C=CC(=C3)F)NC2=O)C
CH$IUPAC: InChI=1S/C20H23FN4O2/c1-4-22-7-8-23-20(27)18-11(2)17(24-12(18)3)10-15-14-9-13(21)5-6-16(14)25-19(15)26/h5-6,9-10,22,24H,4,7-8H2,1-3H3,(H,23,27)(H,25,26)
CH$LINK: CAS
356068-97-8
CH$LINK: PUBCHEM
CID:67984615
CH$LINK: INCHIKEY
LIZNIAKSBJKPQC-UHFFFAOYSA-N
AC$INSTRUMENT: Dionex Ultimate 3000 UHPLC Thermo Scientific; Q Exactive Focus Orbitrap MS Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-FT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 25,60,100% (stepped)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Accucore 150 Amide, 2.6um, 2.1x100mm, Thermo Scientific
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0 min, 99/1 at 1 min, 85:15 at 3 min, 50/50 at 6 min, 5/95 at 9 min, 5/95 at 10 min, 99/1 at 10.5 min, 99/1 at 15 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.5 mL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.053 min
MS$FOCUSED_ION: BASE_PEAK 371.1876
MS$FOCUSED_ION: PRECURSOR_M/Z 371.1878
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 3.4.0
PK$SPLASH: splash10-001i-0490000000-206910120c40fa96b24c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0385 C5H5+ 2 65.0386 -0.93
133.0446 C9H6F+ 1 133.0448 -1.23
133.0449 C9H6F+ 1 133.0448 1.07
146.04 C9H5FN+ 1 146.0401 -0.12
148.0556 C9H7FN+ 1 148.0557 -0.76
157.0444 C11H6F+ 1 157.0448 -2.67
157.045 C11H6F+ 1 157.0448 1.27
158.0399 C10H5FN+ 1 158.0401 -0.67
164.05 C12H6N+ 3 164.0495 3.34
170.0526 C12H7F+ 1 170.0526 -0.41
172.0553 C11H7FN+ 1 172.0557 -2.62
181.045 C13H6F+ 1 181.0448 1.18
183.0601 C13H8F+ 1 183.0605 -1.77
183.0607 C13H8F+ 1 183.0605 1.32
184.055 C12H7FN+ 1 184.0557 -3.81
184.0555 C12H7FN+ 1 184.0557 -1.16
185.0636 C12H8FN+ 1 185.0635 0.54
186.0707 C12H9FN+ 1 186.0714 -3.52
186.0717 C12H9FN+ 1 186.0714 1.73
187.056 C12H8FO+ 1 187.0554 3.15
189.0454 C10H6FN2O+ 2 189.0459 -2.49
189.0458 C10H6FN2O+ 1 189.0459 -0.52
190.0659 C11H9FNO+ 2 190.0663 -2
196.0549 C13H7FN+ 1 196.0557 -4.07
198.0717 C13H9FN+ 1 198.0714 1.89
200.087 C13H11FN+ 1 200.087 -0.2
208.0554 C14H7FN+ 1 208.0557 -1.29
208.0562 C14H7FN+ 1 208.0557 2.3
209.0631 C14H8FN+ 1 209.0635 -2.27
209.0634 C14H8FN+ 1 209.0635 -0.66
210.0716 C14H9FN+ 1 210.0714 1.19
210.0722 C14H9FN+ 1 210.0714 3.92
214.0656 C16H8N+ 3 214.0651 2.22
214.0661 C13H9FNO+ 2 214.0663 -0.91
227.0976 C14H12FN2+ 1 227.0979 -1.4
237.0814 C15H10FN2+ 1 237.0823 -3.7
237.0821 C15H10FN2+ 1 237.0823 -0.55
237.0826 C15H10FN2+ 1 237.0823 1.54
238.0661 C15H9FNO+ 3 238.0663 -0.69
238.0665 C15H9FNO+ 1 238.0663 0.98
240.0687 C14H9FN2O+ 2 240.0693 -2.55
240.0695 C14H9FN2O+ 1 240.0693 0.78
255.0932 C15H12FN2O+ 1 255.0928 1.45
283.0876 C16H12FN2O2+ 2 283.0877 -0.31
326.1288 C18H17FN3O2+ 1 326.1299 -3.49
326.1299 C18H17FN3O2+ 1 326.1299 -0.03
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
65.0385 1136572.7 63
133.0446 627864.9 35
133.0449 928043.3 52
146.04 1905769.6 106
148.0556 337212.9 18
157.0444 1420654.4 79
157.045 1145641.9 64
158.0399 348353.2 19
164.05 328550.2 18
170.0526 1403240 78
172.0553 364743.8 20
181.045 315352.3 17
183.0601 1105326 62
183.0607 1511995.1 84
184.055 910356.9 51
184.0555 1815068.6 101
185.0636 2410066.5 135
186.0707 443402.8 24
186.0717 676113.3 37
187.056 343292.8 19
189.0454 1220122.6 68
189.0458 1201364 67
190.0659 852740.9 47
196.0549 405719.1 22
198.0717 177394.6 9
200.087 1596171.1 89
208.0554 1149249.5 64
208.0562 1328204.4 74
209.0631 2971126.5 166
209.0634 2082671.8 116
210.0716 3179038.4 178
210.0722 1067538.3 59
214.0656 1750481.1 98
214.0661 1146875.2 64
227.0976 971835.2 54
237.0814 1207927.6 67
237.0821 1212163.9 68
237.0826 1182749.7 66
238.0661 2590468.8 145
238.0665 1388929.8 77
240.0687 1150510 64
240.0695 307013.3 17
255.0932 281753.1 15
283.0876 17800800 999
326.1288 2473322.5 138
326.1299 1530204.9 85
//
