data_EPX
# 
_chem_comp.id                                    EPX 
_chem_comp.name                                  EPOXOMICIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H57 N5 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-18 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        655.823 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EPX 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1G65 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
EPX O9   O9   O 0 1 N N N 12.294 -138.469 20.708 -0.020 1.510  5.223  O9   EPX 1   
EPX N1   N1   N 0 1 N N N 11.878 -138.334 23.483 0.630  0.367  7.576  N1   EPX 2   
EPX C1   C1   C 0 1 N N S 12.021 -137.184 22.607 0.155  -0.479 6.479  C1   EPX 3   
EPX C2   C2   C 0 1 N N N 10.655 -138.466 24.110 -0.031 1.498  7.889  C2   EPX 4   
EPX C3   C3   C 0 1 N N N 10.249 -139.577 25.055 0.456  2.370  9.017  C3   EPX 5   
EPX O1   O1   O 0 1 N N N 9.767  -137.644 23.914 -1.021 1.814  7.263  O1   EPX 6   
EPX C4   C4   C 0 1 N N N 11.629 -137.608 21.239 0.158  0.310  5.196  C4   EPX 7   
EPX C5   C5   C 0 1 N N S 13.368 -136.393 22.914 -1.266 -0.956 6.782  C5   EPX 8   
EPX C6   C6   C 0 1 N N N 13.672 -135.321 21.812 -1.762 -1.841 5.636  C6   EPX 9   
EPX C7   C7   C 0 1 N N N 13.256 -135.711 24.337 -1.269 -1.759 8.084  C7   EPX 10  
EPX C8   C8   C 0 1 N N N 12.952 -139.300 23.652 1.825  -0.014 8.332  C8   EPX 11  
EPX C9   C9   C 0 1 N N N 14.520 -134.920 24.799 -2.691 -2.235 8.387  C9   EPX 12  
EPX N2   N2   N 0 1 N N N 10.501 -137.085 20.700 0.359  -0.315 4.019  N2   EPX 13  
EPX C10  C10  C 0 1 N N S 9.975  -137.478 19.415 0.361  0.453  2.772  C10  EPX 14  
EPX C11  C11  C 0 1 N N N 10.903 -137.252 18.326 -0.126 -0.418 1.644  C11  EPX 15  
EPX O2   O2   O 0 1 N N N 11.624 -136.340 18.353 -0.445 -1.567 1.861  O2   EPX 16  
EPX C12  C12  C 0 1 N N S 8.606  -136.815 19.234 1.783  0.929  2.470  C12  EPX 17  
EPX C13  C13  C 0 1 N N N 7.977  -137.127 17.867 2.279  1.814  3.615  C13  EPX 18  
EPX C14  C14  C 0 1 N N N 7.766  -137.391 20.397 2.707  -0.281 2.324  C14  EPX 19  
EPX C15  C15  C 0 1 N N N 6.299  -136.871 20.470 4.129  0.195  2.022  C15  EPX 20  
EPX N3   N3   N 0 1 N N N 10.878 -138.115 17.297 -0.209 0.080  0.395  N3   EPX 21  
EPX C16  C16  C 0 1 N N S 11.805 -137.900 16.250 -0.684 -0.766 -0.701 C16  EPX 22  
EPX C17  C17  C 0 1 N N N 11.163 -138.062 14.912 -0.036 -0.330 -1.990 C17  EPX 23  
EPX C18  C18  C 0 1 N N N 13.020 -138.795 16.537 -2.181 -0.639 -0.822 C18  EPX 24  
EPX O4   O4   O 0 1 N N N 14.086 -138.552 15.658 -2.734 0.362  -0.439 O4   EPX 25  
EPX C19  C19  C 0 1 N N N 12.572 -140.274 16.463 -2.986 -1.762 -1.422 C19  EPX 26  
EPX N5   N5   N 0 1 N N N 11.872 -137.867 13.797 -0.154 -1.092 -3.095 N5   EPX 27  
EPX C26  C26  C 0 1 N N N 11.199 -136.120 12.319 1.804  -1.579 -4.476 C26  EPX 28  
EPX C23  C23  C 0 1 N N N 9.828  -135.329 12.491 2.781  -1.265 -3.340 C23  EPX 29  
EPX C25  C25  C 0 1 N N N 10.139 -133.859 12.712 3.973  -2.221 -3.415 C25  EPX 30  
EPX C24  C24  C 0 1 N N N 8.901  -135.751 13.669 3.274  0.176  -3.475 C24  EPX 31  
EPX C20  C20  C 0 1 N N S 11.173 -137.677 12.544 0.550  -0.715 -4.323 C20  EPX 32  
EPX C21  C21  C 0 1 N N R 11.651 -138.567 11.283 -0.368 -0.934 -5.527 C21  EPX 33  
EPX O6   O6   O 0 1 N N N 10.896 -139.797 11.605 -0.126 -2.228 -6.081 O6   EPX 34  
EPX C29  C29  C 0 1 N N S 13.174 -139.341 11.202 -0.083 0.133  -6.584 C29  EPX 35  
EPX N4   N4   N 0 1 N N N 13.224 -139.851 9.743  -0.262 1.466  -5.998 N4   EPX 36  
EPX C32  C32  C 0 1 N N S 12.019 -139.506 8.841  -1.652 1.536  -5.527 C32  EPX 37  
EPX C31  C31  C 0 1 N N N 12.167 -139.612 7.321  -1.901 2.881  -4.895 C31  EPX 38  
EPX O5   O5   O 0 1 N N N 13.153 -139.982 6.815  -1.036 3.723  -4.905 O5   EPX 39  
EPX C22  C22  C 0 1 N N R 11.716 -138.068 9.398  -1.898 0.434  -4.496 C22  EPX 40  
EPX C30  C30  C 0 1 N N N 11.117 -137.111 8.297  -3.324 0.555  -3.955 C30  EPX 41  
EPX O8   O8   O 0 1 N N N 10.594 -137.999 10.313 -1.729 -0.844 -5.107 O8   EPX 42  
EPX C28  C28  C 0 1 N N N 13.342 -140.571 12.233 -1.049 -0.041 -7.758 C28  EPX 43  
EPX C27  C27  C 0 1 N N N 14.629 -138.536 11.260 1.355  -0.015 -7.082 C27  EPX 44  
EPX O7   O7   O 0 1 N N N 15.831 -139.421 11.149 1.607  0.948  -8.107 O7   EPX 45  
EPX O3   O3   O 0 1 N N N 9.962  -138.355 14.897 0.590  0.707  -2.033 O3   EPX 46  
EPX H11  1H1  H 0 1 N N N 11.316 -136.339 22.789 0.813  -1.342 6.376  H11  EPX 47  
EPX H31A 1H3  H 0 0 N N N 9.261  -139.683 25.561 -0.201 3.232  9.121  H31A EPX 48  
EPX H32A 2H3  H 0 0 N N N 10.425 -140.532 24.508 0.454  1.798  9.945  H32A EPX 49  
EPX H33  3H3  H 0 1 N N N 11.018 -139.598 25.861 1.469  2.709  8.802  H33  EPX 50  
EPX H51  1H5  H 0 1 N N N 14.215 -137.117 22.909 -1.924 -0.093 6.885  H51  EPX 51  
EPX H61  1H6  H 0 1 N N N 14.615 -134.767 22.027 -1.104 -2.704 5.533  H61  EPX 52  
EPX H62  2H6  H 0 1 N N N 13.690 -135.776 20.794 -2.775 -2.180 5.852  H62  EPX 53  
EPX H63  3H6  H 0 1 N N N 12.812 -134.623 21.674 -1.760 -1.269 4.708  H63  EPX 54  
EPX H71  1H7  H 0 1 N N N 12.356 -135.052 24.376 -0.611 -2.621 7.981  H71  EPX 55  
EPX H72  2H7  H 0 1 N N N 12.977 -136.470 25.104 -0.915 -1.128 8.900  H72  EPX 56  
EPX H81  1H8  H 0 1 N N N 12.842 -140.182 24.324 2.022  0.731  9.102  H81  EPX 57  
EPX H82  2H8  H 0 1 N N N 13.239 -139.672 22.641 1.664  -0.985 8.800  H82  EPX 58  
EPX H83  3H8  H 0 1 N N N 13.867 -138.744 23.962 2.679  -0.074 7.657  H83  EPX 59  
EPX H91  1H9  H 0 1 N N N 14.441 -134.439 25.802 -2.693 -2.807 9.315  H91  EPX 60  
EPX H92  2H9  H 0 1 N N N 15.419 -135.578 24.759 -3.349 -1.372 8.490  H92  EPX 61  
EPX H93  3H9  H 0 1 N N N 14.798 -134.160 24.031 -3.044 -2.865 7.571  H93  EPX 62  
EPX HN21 1HN2 H 0 0 N N N 10.037 -136.380 21.273 0.502  -1.274 3.998  HN21 EPX 63  
EPX H10  H10  H 0 1 N N N 9.831  -138.583 19.388 -0.296 1.316  2.876  H10  EPX 64  
EPX H12  H12  H 0 1 N N N 8.671  -135.702 19.255 1.785  1.501  1.542  H12  EPX 65  
EPX H131 1H13 H 0 0 N N N 6.980  -136.644 17.735 2.277  1.243  4.543  H131 EPX 66  
EPX H132 2H13 H 0 0 N N N 8.668  -136.853 17.035 3.293  2.154  3.399  H132 EPX 67  
EPX H133 3H13 H 0 0 N N N 7.915  -138.227 17.695 1.622  2.677  3.719  H133 EPX 68  
EPX H141 1H14 H 0 0 N N N 7.778  -138.505 20.365 2.353  -0.911 1.508  H141 EPX 69  
EPX H142 2H14 H 0 0 N N N 8.284  -137.218 21.368 2.705  -0.853 3.252  H142 EPX 70  
EPX H151 1H15 H 0 0 N N N 5.693  -137.286 21.308 4.787  -0.667 1.918  H151 EPX 71  
EPX H152 2H15 H 0 0 N N N 6.286  -135.756 20.501 4.131  0.767  1.094  H152 EPX 72  
EPX H153 3H15 H 0 0 N N N 5.780  -137.043 19.498 4.482  0.825  2.838  H153 EPX 73  
EPX HN31 1HN3 H 0 0 N N N 10.202 -138.879 17.309 0.045  1.000  0.221  HN31 EPX 74  
EPX H16  H16  H 0 1 N N N 12.172 -136.847 16.211 -0.423 -1.805 -0.497 H16  EPX 75  
EPX H191 1H19 H 0 0 N N N 13.453 -140.923 16.671 -4.035 -1.469 -1.476 H191 EPX 76  
EPX H192 2H19 H 0 0 N N N 11.710 -140.493 17.136 -2.617 -1.979 -2.425 H192 EPX 77  
EPX H193 3H19 H 0 0 N N N 12.077 -140.522 15.495 -2.889 -2.652 -0.800 H193 EPX 78  
EPX HN51 1HN5 H 0 0 N N N 12.887 -137.863 13.896 -0.706 -1.889 -3.078 HN51 EPX 79  
EPX H261 1H26 H 0 0 N N N 11.627 -135.900 11.313 1.527  -2.632 -4.436 H261 EPX 80  
EPX H262 2H26 H 0 0 N N N 11.972 -135.664 12.980 2.279  -1.364 -5.433 H262 EPX 81  
EPX H23  H23  H 0 1 N N N 9.272  -135.565 11.553 2.276  -1.388 -2.382 H23  EPX 82  
EPX H251 1H25 H 0 0 N N N 9.178  -133.305 12.832 4.669  -1.997 -2.606 H251 EPX 83  
EPX H252 2H25 H 0 0 N N N 10.836 -133.694 13.565 3.622  -3.248 -3.318 H252 EPX 84  
EPX H253 3H25 H 0 0 N N N 10.779 -133.432 11.905 4.478  -2.097 -4.373 H253 EPX 85  
EPX H241 1H24 H 0 0 N N N 7.940  -135.197 13.789 3.695  0.325  -4.470 H241 EPX 86  
EPX H242 2H24 H 0 0 N N N 8.691  -136.843 13.600 2.438  0.861  -3.328 H242 EPX 87  
EPX H243 3H24 H 0 0 N N N 9.474  -135.708 14.624 4.039  0.371  -2.724 H243 EPX 88  
EPX H20  H20  H 0 1 N N N 10.135 -138.078 12.619 0.837  0.334  -4.270 H20  EPX 89  
EPX HO61 1HO6 H 0 0 N N N 11.177 -140.320 10.863 -0.315 -2.871 -5.383 HO61 EPX 90  
EPX HN41 1HN4 H 0 0 N N N 13.374 -140.859 9.739  -0.179 2.129  -6.754 HN41 EPX 91  
EPX H32  H32  H 0 1 N N N 11.195 -140.255 8.906  -2.328 1.400  -6.372 H32  EPX 92  
EPX H31  H31  H 0 1 N N N 11.478 -139.395 6.487  -2.854 3.091  -4.432 H31  EPX 93  
EPX H22  H22  H 0 1 N N N 12.707 -137.799 9.832  -1.189 0.540  -3.675 H22  EPX 94  
EPX H301 1H30 H 0 0 N N N 10.902 -136.090 8.692  -3.500 -0.227 -3.216 H301 EPX 95  
EPX H302 2H30 H 0 0 N N N 11.779 -137.063 7.401  -3.454 1.531  -3.488 H302 EPX 96  
EPX H303 3H30 H 0 0 N N N 10.211 -137.558 7.825  -4.035 0.446  -4.774 H303 EPX 97  
EPX H281 1H28 H 0 0 N N N 14.334 -141.075 12.180 -0.845 0.717  -8.513 H281 EPX 98  
EPX H282 2H28 H 0 0 N N N 13.126 -140.239 13.275 -0.916 -1.032 -8.193 H282 EPX 99  
EPX H283 3H28 H 0 0 N N N 12.519 -141.311 12.096 -2.074 0.064  -7.404 H283 EPX 100 
EPX H271 1H27 H 0 0 N N N 14.662 -137.736 10.483 2.045  0.146  -6.254 H271 EPX 101 
EPX H272 2H27 H 0 0 N N N 14.690 -137.910 12.181 1.499  -1.018 -7.484 H272 EPX 102 
EPX HO71 1HO7 H 0 0 N N N 16.661 -138.961 11.182 2.522  0.820  -8.392 HO71 EPX 103 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
EPX O9  C4   DOUB N N 1   
EPX N1  C1   SING N N 2   
EPX N1  C2   SING N N 3   
EPX N1  C8   SING N N 4   
EPX C1  C4   SING N N 5   
EPX C1  C5   SING N N 6   
EPX C1  H11  SING N N 7   
EPX C2  C3   SING N N 8   
EPX C2  O1   DOUB N N 9   
EPX C3  H31A SING N N 10  
EPX C3  H32A SING N N 11  
EPX C3  H33  SING N N 12  
EPX C4  N2   SING N N 13  
EPX C5  C6   SING N N 14  
EPX C5  C7   SING N N 15  
EPX C5  H51  SING N N 16  
EPX C6  H61  SING N N 17  
EPX C6  H62  SING N N 18  
EPX C6  H63  SING N N 19  
EPX C7  C9   SING N N 20  
EPX C7  H71  SING N N 21  
EPX C7  H72  SING N N 22  
EPX C8  H81  SING N N 23  
EPX C8  H82  SING N N 24  
EPX C8  H83  SING N N 25  
EPX C9  H91  SING N N 26  
EPX C9  H92  SING N N 27  
EPX C9  H93  SING N N 28  
EPX N2  C10  SING N N 29  
EPX N2  HN21 SING N N 30  
EPX C10 C11  SING N N 31  
EPX C10 C12  SING N N 32  
EPX C10 H10  SING N N 33  
EPX C11 O2   DOUB N N 34  
EPX C11 N3   SING N N 35  
EPX C12 C13  SING N N 36  
EPX C12 C14  SING N N 37  
EPX C12 H12  SING N N 38  
EPX C13 H131 SING N N 39  
EPX C13 H132 SING N N 40  
EPX C13 H133 SING N N 41  
EPX C14 C15  SING N N 42  
EPX C14 H141 SING N N 43  
EPX C14 H142 SING N N 44  
EPX C15 H151 SING N N 45  
EPX C15 H152 SING N N 46  
EPX C15 H153 SING N N 47  
EPX N3  C16  SING N N 48  
EPX N3  HN31 SING N N 49  
EPX C16 C17  SING N N 50  
EPX C16 C18  SING N N 51  
EPX C16 H16  SING N N 52  
EPX C17 N5   SING N N 53  
EPX C17 O3   DOUB N N 54  
EPX C18 O4   DOUB N N 55  
EPX C18 C19  SING N N 56  
EPX C19 H191 SING N N 57  
EPX C19 H192 SING N N 58  
EPX C19 H193 SING N N 59  
EPX N5  C20  SING N N 60  
EPX N5  HN51 SING N N 61  
EPX C26 C23  SING N N 62  
EPX C26 C20  SING N N 63  
EPX C26 H261 SING N N 64  
EPX C26 H262 SING N N 65  
EPX C23 C25  SING N N 66  
EPX C23 C24  SING N N 67  
EPX C23 H23  SING N N 68  
EPX C25 H251 SING N N 69  
EPX C25 H252 SING N N 70  
EPX C25 H253 SING N N 71  
EPX C24 H241 SING N N 72  
EPX C24 H242 SING N N 73  
EPX C24 H243 SING N N 74  
EPX C20 C21  SING N N 75  
EPX C20 H20  SING N N 76  
EPX C21 O6   SING N N 77  
EPX C21 C29  SING N N 78  
EPX C21 O8   SING N N 79  
EPX O6  HO61 SING N N 80  
EPX C29 N4   SING N N 81  
EPX C29 C28  SING N N 82  
EPX C29 C27  SING N N 83  
EPX N4  C32  SING N N 84  
EPX N4  HN41 SING N N 85  
EPX C32 C31  SING N N 86  
EPX C32 C22  SING N N 87  
EPX C32 H32  SING N N 88  
EPX C31 O5   DOUB N N 89  
EPX C31 H31  SING N N 90  
EPX C22 C30  SING N N 91  
EPX C22 O8   SING N N 92  
EPX C22 H22  SING N N 93  
EPX C30 H301 SING N N 94  
EPX C30 H302 SING N N 95  
EPX C30 H303 SING N N 96  
EPX C28 H281 SING N N 97  
EPX C28 H282 SING N N 98  
EPX C28 H283 SING N N 99  
EPX C27 O7   SING N N 100 
EPX C27 H271 SING N N 101 
EPX C27 H272 SING N N 102 
EPX O7  HO71 SING N N 103 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
EPX SMILES           ACDLabs              10.04 O=C(N(C)C(C(=O)NC(C(=O)NC(C(=O)C)C(=O)NC(C1(O)OC(C(NC1(C)CO)C=O)C)CC(C)C)C(C)CC)C(C)CC)C 
EPX InChI            InChI                1.02b 
;InChI=1/C32H57N5O9/c1-12-18(5)25(34-30(44)27(19(6)13-2)37(11)22(9)41)28(42)35-26(20(7)40)29(43)33-24(14-17(3)4)32(45)31(10,16-39)36-23(15-38)21(8)46-32/h15,17-19,21,23-27,36,39,45H,12-14,16H2,1-11H3,(H,33,43)(H,34,44)(H,35,42)/t18-,19-,21+,23+,24-,25-,26-,27-,31-,32+/m0/s1/f/h33-35H
;
EPX InChIKey         InChI                1.02b NDFLCTSMIHPKET-QUTSBRRBDF 
EPX SMILES_CANONICAL CACTVS               3.341 CC[C@H](C)[C@H](NC(=O)[C@H]([C@@H](C)CC)N(C)C(C)=O)C(=O)N[C@@H](C(C)=O)C(=O)N[C@@H](CC(C)C)[C@@]1(O)O[C@H](C)[C@H](N[C@@]1(C)CO)C=O 
EPX SMILES           CACTVS               3.341 CC[CH](C)[CH](NC(=O)[CH]([CH](C)CC)N(C)C(C)=O)C(=O)N[CH](C(C)=O)C(=O)N[CH](CC(C)C)[C]1(O)O[CH](C)[CH](N[C]1(C)CO)C=O 
EPX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C)[C@@H](C(=O)N[C@@H](C(=O)C)C(=O)N[C@@H](CC(C)C)[C@@]1([C@](N[C@@H]([C@H](O1)C)C=O)(C)CO)O)NC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)C 
EPX SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(C(=O)NC(C(=O)C)C(=O)NC(CC(C)C)C1(C(NC(C(O1)C)C=O)(C)CO)O)NC(=O)C(C(C)CC)N(C)C(=O)C 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
EPX "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-N-methyl-L-isoleucyl-N-[(1S)-1-({(1S)-1-[(2R,3S,5S,6R)-5-formyl-2-hydroxy-3-(hydroxymethyl)-3,6-dimethylmorpholin-2-yl]-3-methylbutyl}carbamoyl)-2-oxopropyl]-L-isoleucinamide 
EPX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
(2S,3S)-2-(ethanoyl-methyl-amino)-N-[(2S,3S)-1-[[(2S)-1-[[(1S)-1-[(2R,3S,5S,6R)-2-hydroxy-3-(hydroxymethyl)-5-methanoyl-3,6-dimethyl-morpholin-2-yl]-3-methyl-butyl]amino]-1,3-dioxo-butan-2-yl]amino]-3-methyl-1-oxo-pentan-2-yl]-3-methyl-pentanamide 
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