ACCESSION: MSBNK-Eawag-EQ358808
RECORD_TITLE: Nilotinib; LC-ESI-QFT; MS2; CE: 150; 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 3588
CH$NAME: Nilotinib
CH$NAME: 4-methyl-N-(3-(4-methylimidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-((4-pyridin-3-ylpyrimidin-2-yl)amino)benzamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C28H22F3N7O
CH$EXACT_MASS: 529.18379
CH$SMILES: CC1=C(C=C(C=C1)C(=O)NC2=CC(=CC(=C2)N3C=C(N=C3)C)C(F)(F)F)NC4=NC=CC(=N4)C5=CN=CC=C5
CH$IUPAC: InChI=1S/C28H22F3N7O/c1-17-5-6-19(10-25(17)37-27-33-9-7-24(36-27)20-4-3-8-32-14-20)26(39)35-22-11-21(28(29,30)31)12-23(13-22)38-15-18(2)34-16-38/h3-16H,1-2H3,(H,35,39)(H,33,36,37)
CH$LINK: CAS
641571-10-0
CH$LINK: CHEBI
52172
CH$LINK: PUBCHEM
CID:644241
CH$LINK: INCHIKEY
HHZIURLSWUIHRB-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
559260
CH$LINK: COMPTOX
DTXSID5042663
AC$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 150 (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$CHROMATOGRAPHY: RETENTION_TIME 8.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 530.1902
MS$FOCUSED_ION: PRECURSOR_M/Z 530.1911
MS$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$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0a6v-6940000000-2febde67f881b42dd11e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.37
51.0229 C4H3+ 1 51.0229 0.07
52.0182 C3H2N+ 1 52.0182 -0.3
52.0307 C4H4+ 1 52.0308 -0.41
53.0022 C3HO+ 1 53.0022 -0.59
53.0134 C2HN2+ 1 53.0134 -0.84
53.0386 C4H5+ 1 53.0386 0.06
54.0338 C3H4N+ 1 54.0338 0.27
54.0465 C4H6+ 1 54.0464 1.82
55.0179 C3H3O+ 1 55.0178 0.34
55.0416 C3H5N+ 1 55.0417 -0.01
56.0495 C3H6N+ 1 56.0495 -0.46
57.0135 C3H2F+ 1 57.0135 -0.61
61.0072 C5H+ 2 61.0073 -0.76
62.0151 C5H2+ 2 62.0151 -0.67
63.0229 C5H3+ 2 63.0229 -0.42
64.0182 C4H2N+ 1 64.0182 -0.4
64.0307 C5H4+ 2 64.0308 -0.34
65.0022 C4HO+ 1 65.0022 -0.63
65.026 C4H3N+ 1 65.026 -0.16
65.0386 C5H5+ 2 65.0386 -0.25
66.0464 C5H6+ 2 66.0464 -0.48
67.0416 C4H5N+ 1 67.0417 -0.46
67.0541 C5H7+ 2 67.0542 -1.29
68.0494 C4H6N+ 1 68.0495 -0.52
68.9946 CF3+ 1 68.9947 -0.74
74.015 C6H2+ 2 74.0151 -0.97
75.004 C3HF2+ 1 75.0041 -1.24
75.0229 C6H3+ 2 75.0229 -1.02
76.0181 C5H2N+ 2 76.0182 -0.99
76.0307 C6H4+ 2 76.0308 -1.2
77.0385 CH4FN3+ 2 77.0384 1.47
78.0338 C5H4N+ 2 78.0338 -0.58
78.0464 C6H6+ 2 78.0464 -0.02
79.0416 C5H5N+ 2 79.0417 -1.02
79.0542 C6H7+ 2 79.0542 -0.84
80.0368 C4H4N2+ 1 80.0369 -1.12
80.0494 FH5N4+ 2 80.0493 1.05
81.0135 C5H2F+ 2 81.0135 -0.06
81.0335 C5H5O+ 2 81.0335 -0.51
81.0447 C4H5N2+ 1 81.0447 -0.43
82.0212 F2H2N3+ 2 82.0211 0.85
83.0291 C5H4F+ 2 83.0292 -1.14
83.0603 C4H7N2+ 1 83.0604 -0.3
86.0151 C7H2+ 2 86.0151 -0.13
87.0103 C6HN+ 2 87.0104 -0.12
87.0229 C7H3+ 2 87.0229 0.04
88.0119 C4H2F2+ 1 88.0119 0.14
88.0181 C6H2N+ 2 88.0182 -0.74
88.0307 C7H4+ 2 88.0308 -0.7
89.026 C6H3N+ 2 89.026 -0.01
89.0385 C7H5+ 2 89.0386 -0.52
90.0339 C6H4N+ 2 90.0338 0.27
90.0464 C7H6+ 2 90.0464 0.09
91.0416 C6H5N+ 2 91.0417 -0.23
91.0542 C7H7+ 2 91.0542 -0.18
92.0369 C5H4N2+ 2 92.0369 0
92.0494 C6H6N+ 2 92.0495 -0.6
93.0135 C6H2F+ 2 93.0135 0.06
93.0449 C5H5N2+ 2 93.0447 1.78
93.057 CH6FN4+ 2 93.0571 -0.65
94.0413 C6H6O+ 2 94.0413 0.04
95.0491 C6H7O+ 2 95.0491 -0.33
96.0375 C6H5F+ 1 96.037 4.9
96.0443 C5H6NO+ 2 96.0444 -0.42
97.0397 C4H5N2O+ 1 97.0396 0.21
98.015 C8H2+ 2 98.0151 -0.63
99.004 C5HF2+ 2 99.0041 -0.53
99.0229 C8H3+ 2 99.0229 -0.37
100.0181 C7H2N+ 2 100.0182 -0.55
101.0198 C5H3F2+ 2 101.0197 0.37
101.026 C7H3N+ 2 101.026 0.09
101.0386 C8H5+ 2 101.0386 -0.07
102.0338 C7H4N+ 2 102.0338 -0.25
102.0463 C8H6+ 2 102.0464 -0.7
103.029 C6H3N2+ 2 103.0291 -0.82
103.0416 C7H5N+ 2 103.0417 -0.2
103.0541 C8H7+ 2 103.0542 -0.94
104.0494 C7H6N+ 2 104.0495 -0.63
105.0447 C6H5N2+ 2 105.0447 -0.23
106.0526 C6H6N2+ 2 106.0525 0.76
106.0651 C7H8N+ 2 106.0651 -0.34
107.0291 C7H4F+ 2 107.0292 -0.7
108.0243 C6H3FN+ 2 108.0244 -0.78
108.0443 C6H6NO+ 2 108.0444 -0.65
109.0323 C6H4FN+ 2 109.0322 0.56
109.0447 C7H6F+ 2 109.0448 -0.69
110.06 C6H8NO+ 2 110.06 -0.09
111.0041 C6HF2+ 2 111.0041 -0.3
111.0234 C9H3+ 2 111.0229 4.72
111.0315 C5H5NO2+ 2 111.0315 0
112.0119 C6H2F2+ 2 112.0119 -0.43
113.0197 C6H3F2+ 2 113.0197 -0.2
113.0387 C9H5+ 2 113.0386 0.74
114.0338 C8H4N+ 2 114.0338 -0.05
114.0463 C4H5FN3+ 2 114.0462 0.77
115.0416 C8H5N+ 2 115.0417 -0.27
115.0542 C9H7+ 2 115.0542 -0.06
116.0369 C7H4N2+ 2 116.0369 -0.43
116.0494 C8H6N+ 2 116.0495 -0.57
117.0445 C2H4FN5+ 2 117.0445 -0.55
117.0572 C8H7N+ 2 117.0573 -0.6
118.0525 C7H6N2+ 2 118.0525 -0.42
118.065 C8H8N+ 2 118.0651 -0.81
119.0492 C8H7O+ 2 119.0491 0.24
119.0605 C7H7N2+ 2 119.0604 1.05
120.0205 C7H4O2+ 2 120.0206 -0.76
120.0371 C8H5F+ 2 120.037 0.92
120.0443 C7H6NO+ 2 120.0444 -0.34
121.0322 C7H4FN+ 2 121.0322 -0.4
121.0396 C6H5N2O+ 2 121.0396 -0.32
123.0232 C10H3+ 2 123.0229 1.98
123.0351 CH3F2N5+ 2 123.0351 0.3
124.0182 C9H2N+ 2 124.0182 0.2
125.0197 C7H3F2+ 2 125.0197 -0.26
125.0386 C10H5+ 3 125.0386 0.27
126.0275 C7H4F2+ 2 126.0276 -0.54
126.0342 C9H4N+ 3 126.0338 3.05
126.0464 C10H6+ 3 126.0464 -0.33
127.0292 C8H3N2+ 2 127.0291 0.83
127.0353 C2H4F3N3+ 2 127.0352 0.76
127.0417 C9H5N+ 2 127.0417 0.15
128.0494 C9H6N+ 2 128.0495 -0.59
129.0446 C8H5N2+ 2 129.0447 -0.66
130.04 C7H4N3+ 2 130.04 -0.18
130.0525 C8H6N2+ 2 130.0525 0
130.0651 C9H8N+ 2 130.0651 0.19
131.0293 C9H4F+ 2 131.0292 1.34
131.0603 C3H6FN5+ 2 131.0602 1.34
132.0181 C6H3F3+ 2 132.0181 -0.05
132.0247 C8H3FN+ 3 132.0244 2.4
132.0443 C8H6NO+ 2 132.0444 -0.68
132.057 C9H8O+ 2 132.057 0.56
133.0259 C6H4F3+ 2 133.026 -0.16
133.052 C3H6FN4O+ 2 133.052 0.11
134.0398 C3H4F2N4+ 2 134.0399 -0.33
134.0475 C7H6N2O+ 2 134.0475 0.19
134.0599 C3H7FN4O+ 2 134.0598 0.29
135.0555 C7H7N2O+ 2 135.0553 1.26
137.0386 C11H5+ 3 137.0386 0.46
138.0341 C10H4N+ 4 138.0338 2.06
139.0227 C2H2F3N4+ 2 139.0226 0.45
139.0354 C8H5F2+ 2 139.0354 -0.09
139.0417 C10H5N+ 3 139.0417 0.14
139.0541 C11H7+ 3 139.0542 -0.55
140.0306 C7H4F2N+ 2 140.0306 -0.3
140.0368 C9H4N2+ 2 140.0369 -0.35
140.0494 C5H5FN4+ 3 140.0493 0.67
141.0447 C9H5N2+ 2 141.0447 -0.32
141.0571 C5H6FN4+ 3 141.0571 0.28
142.0525 C9H6N2+ 2 142.0525 -0.21
143.0104 C7H2F3+ 1 143.0103 0.76
143.0479 C8H5N3+ 2 143.0478 0.5
143.0603 C9H7N2+ 2 143.0604 -0.24
144.0444 C9H6NO+ 2 144.0444 0.14
144.0556 C8H6N3+ 2 144.0556 -0.09
145.026 C7H4F3+ 2 145.026 -0.01
145.0758 C4H8FN5+ 2 145.0758 0.04
146.06 C9H8NO+ 2 146.06 -0.07
146.0716 C8H8N3+ 3 146.0713 2.17
147.0356 C8H4FN2+ 3 147.0353 1.68
147.0552 C3H6FN5O+ 2 147.0551 0.55
148.0306 C7H3FN3+ 3 148.0306 0.06
148.0558 C9H7FN+ 2 148.0557 0.92
149.0196 C4H2F3N3+ 2 149.0195 0.65
149.0389 C12H5+ 4 149.0386 2.3
150.0341 C11H4N+ 4 150.0338 1.96
150.0466 C12H6+ 3 150.0464 1.12
151.0355 C9H5F2+ 2 151.0354 0.91
151.0416 C11H5N+ 3 151.0417 -0.27
152.0306 C8H4F2N+ 2 152.0306 0.05
152.0496 C11H6N+ 3 152.0495 1.08
153.0384 C8H5F2N+ 2 153.0385 -0.31
153.0448 C10H5N2+ 2 153.0447 0.49
153.0572 C6H6FN4+ 3 153.0571 0.52
154.04 C9H4N3+ 2 154.04 0.43
154.0653 C11H8N+ 4 154.0651 1.13
155.0603 C10H7N2+ 2 155.0604 -0.61
156.0556 C9H6N3+ 2 156.0556 -0.15
157.0634 C9H7N3+ 2 157.0634 -0.25
158.0403 C10H5FN+ 4 158.0401 1.81
159.0291 C7H4F3N+ 2 159.029 0.47
159.0551 C4H6FN5O+ 2 159.0551 0.32
160.0371 C7H5F3N+ 3 160.0369 1.25
162.0339 C12H4N+ 3 162.0338 0.34
164.0494 C12H6N+ 3 164.0495 -0.28
165.0448 C11H5N2+ 2 165.0447 0.52
165.0571 C7H6FN4+ 3 165.0571 -0.25
165.0701 C13H9+ 5 165.0699 1.05
166.0462 C9H6F2N+ 2 166.0463 -0.43
166.0527 C11H6N2+ 3 166.0525 0.91
166.0651 C12H8N+ 3 166.0651 -0.4
167.0479 C10H5N3+ 3 167.0478 0.73
167.0731 C12H9N+ 4 167.073 1.19
168.0445 C11H6NO+ 3 168.0444 0.53
168.0557 C10H6N3+ 2 168.0556 0.51
168.0682 C11H8N2+ 2 168.0682 -0.24
169.026 C9H4F3+ 3 169.026 0.53
169.0517 CH5F2N7O+ 3 169.0518 -0.45
169.0644 C2H7F2N6O+ 3 169.0644 -0.01
170.06 C11H8NO+ 3 170.06 -0.06
170.0711 C5H7FN6+ 2 170.0711 0.39
171.0552 C10H7N2O+ 2 171.0553 -0.29
172.0369 C8H5F3N+ 3 172.0369 0.35
173.0511 C10H6FN2+ 3 173.051 0.85
174.0657 C4H7FN6O+ 4 174.066 -1.66
175.0418 C13H5N+ 5 175.0417 0.68
177.0447 C12H5N2+ 2 177.0447 0.14
178.0465 C10H6F2N+ 3 178.0463 1
178.0529 C12H6N2+ 4 178.0525 1.86
178.0649 C8H7FN4+ 3 178.0649 0.08
179.0603 C12H7N2+ 2 179.0604 -0.47
179.0728 C8H8FN4+ 3 179.0728 0.16
180.0556 C11H6N3+ 2 180.0556 -0.35
180.0681 C12H8N2+ 2 180.0682 -0.55
180.0807 C13H10N+ 4 180.0808 -0.48
181.0521 C7H6FN4O+ 3 181.052 0.19
181.0642 C11H7N3+ 4 181.0634 4.04
182.0711 C6H7FN6+ 2 182.0711 0.31
183.0555 C11H7N2O+ 2 183.0553 1.37
183.0682 C2H7F2N7O+ 3 183.0675 3.96
186.0425 C10H6N2O2+ 3 186.0424 0.76
186.0524 C9H7F3N+ 2 186.0525 -0.49
188.0495 C14H6N+ 4 188.0495 -0.14
189.0446 C13H5N2+ 2 189.0447 -0.39
190.0649 C9H7FN4+ 3 190.0649 -0.29
191.0481 C12H5N3+ 4 191.0478 1.53
191.0603 C8H6FN5+ 2 191.0602 0.55
191.0732 C14H9N+ 6 191.073 1.46
192.0556 C12H6N3+ 3 192.0556 -0.07
192.068 C8H7FN5+ 2 192.068 0.16
193.0568 C5H6F3N5+ 2 193.057 -1.15
193.0641 C12H7N3+ 5 193.0634 3.11
193.0764 C13H9N2+ 4 193.076 2.1
194.0713 C12H8N3+ 3 194.0713 0.39
195.0315 C12H5NO2+ 3 195.0315 0.15
195.0553 C12H7N2O+ 2 195.0553 -0.2
198.0528 C10H7F3N+ 4 198.0525 1.31
199.0478 C9H6F3N2+ 1 199.0478 0.2
203.0603 C6H7F2N5O+ 3 203.0613 -4.91
204.0558 C13H6N3+ 4 204.0556 0.77
204.068 C9H7FN5+ 2 204.068 -0.05
205.0509 C12H5N4+ 3 205.0509 0.13
205.0638 C13H7N3+ 5 205.0634 1.76
205.0761 C14H9N2+ 3 205.076 0.46
206.0712 C13H8N3+ 3 206.0713 -0.21
207.0554 C13H7N2O+ 2 207.0553 0.49
207.0653 C7H6FN7+ 1 207.0663 -4.99
207.0789 C8H8FN6+ 2 207.0789 0.25
208.0632 C13H8N2O+ 2 208.0631 0.46
208.0872 C13H10N3+ 4 208.0869 1.09
213.0634 C10H8F3N2+ 1 213.0634 -0.09
215.0604 C15H7N2+ 3 215.0604 -0.07
216.0557 C14H6N3+ 4 216.0556 0.45
216.0681 C15H8N2+ 3 216.0682 -0.28
217.0635 C14H7N3+ 3 217.0634 0.14
217.0755 C10H8FN5+ 2 217.0758 -1.59
218.0712 C14H8N3+ 3 218.0713 -0.2
219.0668 C13H7N4+ 5 219.0665 1.45
219.0792 C14H9N3+ 4 219.0791 0.51
220.0873 C14H10N3+ 5 220.0869 1.85
221.0813 C8H8FN7+ 2 221.082 -2.91
222.0663 C13H8N3O+ 2 222.0662 0.37
223.0479 C11H6F3N2+ 2 223.0478 0.72
228.0555 C7H6F2N6O+ 3 228.0566 -4.76
229.0635 C15H7N3+ 4 229.0634 0.27
230.0713 C15H8N3+ 3 230.0713 -0.06
231.0668 C14H7N4+ 5 231.0665 1.07
231.0792 C15H9N3+ 4 231.0791 0.52
232.087 C15H10N3+ 4 232.0869 0.41
233.0825 C14H9N4+ 5 233.0822 1.53
233.0937 C10H10FN6+ 2 233.0945 -3.69
234.0661 C14H8N3O+ 3 234.0662 -0.29
241.0631 C11H6FN6+ 2 241.0632 -0.45
242.0587 C7H6F2N7O+ 4 242.0596 -3.84
242.0711 C11H7FN6+ 3 242.0711 0.11
243.0667 C15H7N4+ 5 243.0665 0.57
244.0744 C15H8N4+ 4 244.0743 0.01
245.0821 C15H9N4+ 4 245.0822 -0.26
255.0665 C16H7N4+ 4 255.0665 -0.05
256.0742 C11H7FN7+ 3 256.0741 0.2
257.0821 C16H9N4+ 4 257.0822 -0.24
258.0899 C11H9FN7+ 4 258.0898 0.24
259.0978 C11H10FN7+ 4 259.0976 0.57
276.0641 C15H9F3NO+ 2 276.0631 3.71
PK$NUM_PEAK: 287
PK$PEAK: m/z int. rel.int.
50.0151 711928.2 226
51.0229 533544.9 169
52.0182 127407.1 40
52.0307 39414.4 12
53.0022 65661.8 20
53.0134 46823.7 14
53.0386 420011.4 133
54.0338 149249.6 47
54.0465 8291.6 2
55.0179 31713.8 10
55.0416 34006 10
56.0495 124879.5 39
57.0135 114386 36
61.0072 92443.8 29
62.0151 360589.5 114
63.0229 1259001.4 401
64.0182 115903.7 36
64.0307 104818.6 33
65.0022 56436.5 17
65.026 134321.9 42
65.0386 745322 237
66.0464 97362.8 31
67.0416 46300.2 14
67.0541 29864.2 9
68.0494 29815.4 9
68.9946 76593.5 24
74.015 139728.5 44
75.004 119008.5 37
75.0229 1062201.4 338
76.0181 343985.2 109
76.0307 236805.3 75
77.0385 785056.1 250
78.0338 1154115.2 367
78.0464 99785.9 31
79.0416 339035.1 107
79.0542 121376.7 38
80.0368 10967.5 3
80.0494 77253.5 24
81.0135 116546 37
81.0335 78339.1 24
81.0447 126453.6 40
82.0212 7521.3 2
83.0291 104520.5 33
83.0603 41458.8 13
86.0151 35584.8 11
87.0103 16298 5
87.0229 149297 47
88.0119 37001.8 11
88.0181 215376.6 68
88.0307 259557.3 82
89.026 116803.2 37
89.0385 1665578.4 530
90.0339 289880.6 92
90.0464 220519.3 70
91.0416 204124.6 65
91.0542 419994.2 133
92.0369 34539.7 11
92.0494 248740 79
93.0135 8678.4 2
93.0449 11390.1 3
93.057 9540.5 3
94.0413 36784.7 11
95.0491 1305737 415
96.0375 76801.5 24
96.0443 1398413.4 445
97.0397 28353 9
98.015 16008.1 5
99.004 46486.8 14
99.0229 76879.9 24
100.0181 110709.9 35
101.0198 76598.5 24
101.026 27645.6 8
101.0386 58706.4 18
102.0338 681588.2 217
102.0463 268154.1 85
103.029 115477.3 36
103.0416 300552 95
103.0541 79047.6 25
104.0494 2069429.6 659
105.0447 1157451.6 368
106.0526 15036.5 4
106.0651 138087.9 43
107.0291 169904.6 54
108.0243 43903.6 13
108.0443 13282 4
109.0323 30737.1 9
109.0447 9572.8 3
110.06 43839.3 13
111.0041 13944.8 4
111.0234 9202.9 2
111.0315 109212.2 34
112.0119 40544.2 12
113.0197 48937 15
113.0387 114059.1 36
114.0338 632111.4 201
114.0463 55838.4 17
115.0416 360776.4 114
115.0542 88686.6 28
116.0369 236225 75
116.0494 318121.9 101
117.0445 60013.2 19
117.0572 459027.5 146
118.0525 138455.6 44
118.065 127981.3 40
119.0492 60447.1 19
119.0605 45476.5 14
120.0205 28512.2 9
120.0371 40087.1 12
120.0443 346922.4 110
121.0322 13831.5 4
121.0396 139702.9 44
123.0232 10046.2 3
123.0351 86803.2 27
124.0182 29643.5 9
125.0197 347738.6 110
125.0386 31824.5 10
126.0275 114363.7 36
126.0342 43131.1 13
126.0464 40173.5 12
127.0292 14216.6 4
127.0353 56170.8 17
127.0417 75941.3 24
128.0494 381480 121
129.0446 1270318.6 404
130.04 874424.3 278
130.0525 73095 23
130.0651 66880.4 21
131.0293 63985.1 20
131.0603 717328.5 228
132.0181 67330.1 21
132.0247 13699.1 4
132.0443 28734.8 9
132.057 15164.2 4
133.0259 16017.4 5
133.052 51646.5 16
134.0398 7395.9 2
134.0475 73691.4 23
134.0599 103374.8 32
135.0555 9459 3
137.0386 48102.8 15
138.0341 49025.2 15
139.0227 91744.9 29
139.0354 81970.1 26
139.0417 68538.9 21
139.0541 159244.2 50
140.0306 244764.8 77
140.0368 48350.3 15
140.0494 379278.3 120
141.0447 60302.1 19
141.0571 66547.4 21
142.0525 267117.3 85
143.0104 40743.3 12
143.0479 144256.2 45
143.0603 152303.3 48
144.0444 12591.7 4
144.0556 56665.5 18
145.026 324419.3 103
145.0758 80705.3 25
146.06 107635.5 34
146.0716 14775.7 4
147.0356 55537.8 17
147.0552 304902.8 97
148.0306 58327.9 18
148.0558 34899.8 11
149.0196 27277 8
149.0389 9305.8 2
150.0341 12577.2 4
150.0466 58547.3 18
151.0355 187903.7 59
151.0416 40020.2 12
152.0306 92276.7 29
152.0496 81271.8 25
153.0384 110161.4 35
153.0448 124493.3 39
153.0572 68788.1 21
154.04 94761.2 30
154.0653 56049.3 17
155.0603 348710.6 111
156.0556 448570.6 142
157.0634 11586.3 3
158.0403 37396.8 11
159.0291 14035 4
159.0551 53754.7 17
160.0371 37902.4 12
162.0339 38228.7 12
163.0415 128468.2656 40
164.0494 722471.3 230
165.0448 179785.2 57
165.0571 117577.8 37
165.0701 9417.4 2
166.0462 176923 56
166.0527 132584.9 42
166.0651 95482 30
167.0479 30738.6 9
167.0731 11800.3 3
168.0445 34515.1 10
168.0557 72453.2 23
168.0682 34657.5 11
169.026 31290 9
169.0517 15573.2 4
169.0644 187844.7 59
170.06 103229 32
170.0711 37598.8 11
171.0552 69222.8 22
172.0369 56728.5 18
173.0511 73639.7 23
174.0657 23152.9 7
175.0418 37100.6 11
177.0447 126667.1 40
178.0465 8429.2 2
178.0529 17918.1 5
178.0649 119026.8 37
179.0603 252326.1 80
179.0728 26404.1 8
180.0556 87663.8 27
180.0681 26242.9 8
180.0807 16202.4 5
181.0521 76336.5 24
181.0642 22515.1 7
182.0711 67238.1 21
183.0555 30186.8 9
183.0682 35078 11
186.0425 9339.4 2
186.0524 11636.1 3
188.0495 147566 47
189.0446 361834.2 115
190.0524 278255.5 88
190.0649 144066.2 45
191.0481 78668.5 25
191.0603 442703.1 141
191.0732 48191.3 15
192.0556 101650.4 32
192.068 442680.9 141
193.0568 57745.3 18
193.0641 296024.8 94
193.0764 38245.1 12
194.0713 98553.5 31
195.0315 14815 4
195.0553 249716.1 79
198.0528 11868.7 3
199.0478 16427.1 5
203.0603 236755.3 75
204.0558 295460.2 94
204.068 44418.9 14
205.0509 13148.7 4
205.0638 38405.8 12
205.0761 253415.3 80
206.0712 241645.2 76
207.0554 79042.4 25
207.0653 9747.4 3
207.0789 56280.8 17
208.0632 169708.3 54
208.0872 39867.8 12
213.0634 13177.9 4
215.0604 131977.8 42
216.0557 267588.9 85
216.0681 130708.5 41
217.0635 1096999.9 349
217.0755 56319.8 17
218.0712 407808.7 129
219.0668 40269.8 12
219.0792 99813 31
220.0873 39963.4 12
221.0813 7093.2 2
222.0663 186391 59
223.0479 8894.6 2
228.0555 34090.1 10
229.0635 55863.8 17
230.0713 625848.1 199
231.0668 79429.8 25
231.0792 245070.9 78
232.087 182385.3 58
233.0825 41264.8 13
233.0937 7207.8 2
234.0661 240699.8 76
241.0631 30756.6 9
242.0587 61440.1 19
242.0711 37731.5 12
243.0667 745167.8 237
244.0744 2409934 767
245.0821 189074.1 60
255.0665 145457.3 46
256.0742 415063.9 132
257.0821 3136112 999
258.0899 358300 114
259.0978 271761.6 86
276.0641 16219.9 5
//
