data_A4C
# 
_chem_comp.id                                    A4C 
_chem_comp.name                                  "9,9'-(HEXANE-1,6-DIYLDIIMINO)BIS{N-[2-(DIMETHYLAMINO)ETHYL]ACRIDINE-4-CARBOXAMIDE}" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C42 H50 N8 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-17 
_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                        698.899 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A4C 
_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        2GB9 
_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 
A4C OD1  OD1  O 0 1 N N N 21.356 2.187  9.527   10.012  -0.066 0.216  OD1  A4C 1   
A4C CD1  CD1  C 0 1 N N N 22.068 1.373  8.943   9.454   1.005  0.068  CD1  A4C 2   
A4C ND1  ND1  N 0 1 N N N 23.189 0.895  9.493   10.115  2.151  0.328  ND1  A4C 3   
A4C CD2  CD2  C 0 1 N N N 23.578 1.129  10.887  11.505  2.107  0.788  CD2  A4C 4   
A4C CD3  CD3  C 0 1 N N N 24.122 2.556  11.043  12.015  3.532  1.008  CD3  A4C 5   
A4C ND2  ND2  N 0 1 N N N 25.400 2.618  10.319  13.409  3.488  1.469  ND2  A4C 6   
A4C CD8  CD8  C 0 1 N N N 25.951 3.974  10.405  14.234  3.186  0.292  CD8  A4C 7   
A4C CD7  CD7  C 0 1 N N N 26.329 1.598  10.798  13.757  4.852  1.890  CD7  A4C 8   
A4C C4   C4   C 0 1 Y N N 21.956 1.263  7.419   8.057   1.049  -0.394 C4   A4C 9   
A4C C3   C3   C 0 1 Y N N 22.871 0.495  6.713   7.407   2.264  -0.567 C3   A4C 10  
A4C C2   C2   C 0 1 Y N N 22.806 0.372  5.330   6.091   2.308  -1.002 C2   A4C 11  
A4C C12  C12  C 0 1 Y N N 20.943 1.926  6.737   7.328   -0.188 -0.686 C12  A4C 12  
A4C C11  C11  C 0 1 Y N N 20.860 1.813  5.356   5.980   -0.090 -1.123 C11  A4C 13  
A4C C1   C1   C 0 1 Y N N 21.781 1.045  4.651   5.388   1.173  -1.275 C1   A4C 14  
A4C N10  N10  N 0 1 Y N N 20.040 2.673  7.394   7.910   -1.369 -0.527 N10  A4C 15  
A4C C14  C14  C 0 1 Y N N 19.059 3.317  6.761   7.267   -2.511 -0.780 C14  A4C 16  
A4C C5   C5   C 0 1 Y N N 18.146 4.082  7.494   7.917   -3.748 -0.607 C5   A4C 17  
A4C C6   C6   C 0 1 Y N N 17.122 4.755  6.843   7.252   -4.905 -0.867 C6   A4C 18  
A4C C7   C7   C 0 1 Y N N 16.973 4.692  5.453   5.928   -4.891 -1.306 C7   A4C 19  
A4C C13  C13  C 0 1 Y N N 18.924 3.244  5.382   5.920   -2.501 -1.226 C13  A4C 20  
A4C C8   C8   C 0 1 Y N N 17.893 3.925  4.748   5.265   -3.716 -1.485 C8   A4C 21  
A4C C9   C9   C 0 1 Y N N 19.842 2.477  4.665   5.258   -1.268 -1.403 C9   A4C 22  
A4C N9   N9   N 0 1 N N N 19.802 2.342  3.349   3.952   -1.218 -1.835 N9   A4C 23  
A4C CX1  CX1  C 0 1 N N N 20.165 3.434  2.420   3.116   -1.084 -0.635 CX1  A4C 24  
A4C CX2  CX2  C 0 1 N N N 19.000 3.639  1.445   1.639   -1.150 -1.032 CX2  A4C 25  
A4C CX3  CX3  C 0 1 N N N 19.192 4.811  0.488   0.768   -1.011 0.218  CX3  A4C 26  
A4C OD2  OD2  O 0 1 N N N 15.844 2.187  -9.527  -10.048 -0.149 -0.087 OD2  A4C 27  
A4C CD4  CD4  C 0 1 N N N 15.132 1.373  -8.943  -9.562  0.958  0.046  CD4  A4C 28  
A4C ND3  ND3  N 0 1 N N N 14.011 0.895  -9.493  -10.303 2.054  -0.209 ND3  A4C 29  
A4C CD5  CD5  C 0 1 N N N 13.622 1.129  -10.887 -11.694 1.912  -0.647 CD5  A4C 30  
A4C CD6  CD6  C 0 1 N N N 13.078 2.556  -11.043 -12.303 3.298  -0.867 CD6  A4C 31  
A4C ND4  ND4  N 0 1 N N N 11.800 2.618  -10.319 -13.698 3.156  -1.306 ND4  A4C 32  
A4C CD0  CD0  C 0 1 N N N 11.249 3.974  -10.405 -14.293 4.498  -1.263 CD0  A4C 33  
A4C CD9  CD9  C 0 1 N N N 10.871 1.598  -10.798 -13.657 2.757  -2.719 CD9  A4C 34  
A4C C25  C25  C 0 1 Y N N 15.244 1.263  -7.419  -8.164  1.100  0.486  C25  A4C 35  
A4C C26  C26  C 0 1 Y N N 14.329 0.495  -6.713  -7.596  2.358  0.642  C26  A4C 36  
A4C C15  C15  C 0 1 Y N N 14.394 0.372  -5.330  -6.279  2.495  1.056  C15  A4C 37  
A4C C27  C27  C 0 1 Y N N 16.257 1.926  -6.737  -7.346  -0.083 0.768  C27  A4C 38  
A4C C16  C16  C 0 1 Y N N 16.340 1.813  -5.356  -6.005  0.111  1.193  C16  A4C 39  
A4C C17  C17  C 0 1 Y N N 15.419 1.045  -4.651  -5.497  1.412  1.324  C17  A4C 40  
A4C N12  N12  N 0 1 Y N N 17.160 2.673  -7.394  -7.849  -1.302 0.631  N12  A4C 41  
A4C C18  C18  C 0 1 Y N N 18.141 3.317  -6.761  -7.126  -2.395 0.881  C18  A4C 42  
A4C C19  C19  C 0 1 Y N N 19.054 4.082  -7.494  -7.692  -3.676 0.726  C19  A4C 43  
A4C C20  C20  C 0 1 Y N N 20.078 4.755  -6.843  -6.944  -4.782 0.984  C20  A4C 44  
A4C C21  C21  C 0 1 Y N N 20.227 4.692  -5.453  -5.618  -4.674 1.400  C21  A4C 45  
A4C C22  C22  C 0 1 Y N N 18.276 3.244  -5.382  -5.776  -2.289 1.306  C22  A4C 46  
A4C C23  C23  C 0 1 Y N N 19.307 3.925  -4.748  -5.035  -3.455 1.562  C23  A4C 47  
A4C C24  C24  C 0 1 Y N N 17.358 2.477  -4.665  -5.198  -1.013 1.464  C24  A4C 48  
A4C N11  N11  N 0 1 N N N 17.398 2.342  -3.349  -3.892  -0.870 1.874  N11  A4C 49  
A4C CX4  CX4  C 0 1 N N N 17.035 3.434  -2.420  -3.055  -1.003 0.674  CX4  A4C 50  
A4C CX5  CX5  C 0 1 N N N 18.200 3.639  -1.445  -1.579  -0.937 1.071  CX5  A4C 51  
A4C CX6  CX6  C 0 1 N N N 18.008 4.811  -0.488  -0.708  -1.077 -0.179 CX6  A4C 52  
A4C HND1 HND1 H 0 0 N N N 23.798 0.346  8.920   9.670   3.004  0.210  HND1 A4C 53  
A4C HD21 1HD2 H 0 0 N N N 24.360 0.409  11.172  12.121  1.612  0.037  HD21 A4C 54  
A4C HD22 2HD2 H 0 0 N N N 22.700 1.000  11.537  11.560  1.553  1.725  HD22 A4C 55  
A4C HD31 1HD3 H 0 0 N N N 24.265 2.803  12.105  11.399  4.027  1.759  HD31 A4C 56  
A4C HD32 2HD3 H 0 0 N N N 23.411 3.282  10.622  11.960  4.086  0.071  HD32 A4C 57  
A4C HD81 1HD8 H 0 0 N N N 25.256 4.683  9.930   14.010  2.179  -0.060 HD81 A4C 58  
A4C HD82 2HD8 H 0 0 N N N 26.921 4.009  9.888   14.015  3.904  -0.499 HD82 A4C 59  
A4C HD83 3HD8 H 0 0 N N N 26.089 4.248  11.461  15.288  3.252  0.560  HD83 A4C 60  
A4C HD71 1HD7 H 0 0 N N N 25.869 1.045  11.630  13.650  5.532  1.046  HD71 A4C 61  
A4C HD72 2HD7 H 0 0 N N N 27.255 2.080  11.145  13.092  5.164  2.695  HD72 A4C 62  
A4C HD73 3HD7 H 0 0 N N N 26.563 0.901  9.980   14.789  4.870  2.243  HD73 A4C 63  
A4C H3   H3   H 0 1 N N N 23.653 -0.020 7.251   7.932   3.185  -0.360 H3   A4C 64  
A4C H2   H2   H 0 1 N N N 23.527 -0.227 4.793   5.610   3.267  -1.128 H2   A4C 65  
A4C H1   H1   H 0 1 N N N 21.706 0.967  3.576   4.365   1.246  -1.612 H1   A4C 66  
A4C H5   H5   H 0 1 N N N 18.238 4.149  8.568   8.942   -3.778 -0.268 H5   A4C 67  
A4C H6   H6   H 0 1 N N N 16.424 5.341  7.422   7.756   -5.850 -0.732 H6   A4C 68  
A4C H7   H7   H 0 1 N N N 16.176 5.218  4.949   5.423   -5.825 -1.505 H7   A4C 69  
A4C H8   H8   H 0 1 N N N 17.803 3.856  3.674   4.240   -3.719 -1.825 H8   A4C 70  
A4C HN9  HN9  H 0 1 N N N 20.437 1.598  3.142   3.852   -0.359 -2.355 HN9  A4C 71  
A4C HX11 1HX1 H 0 0 N N N 21.081 3.175  1.868   3.342   -1.895 0.058  HX11 A4C 72  
A4C HX12 2HX1 H 0 0 N N N 20.349 4.360  2.984   3.320   -0.127 -0.154 HX12 A4C 73  
A4C HX21 1HX2 H 0 0 N N N 18.109 3.862  2.051   1.413   -0.339 -1.724 HX21 A4C 74  
A4C HX22 2HX2 H 0 0 N N N 18.894 2.724  0.844   1.435   -2.106 -1.513 HX22 A4C 75  
A4C HX31 1HX3 H 0 0 N N N 20.142 4.712  -0.058  0.995   -1.821 0.911  HX31 A4C 76  
A4C HX32 2HX3 H 0 0 N N N 19.220 5.757  1.049   0.973   -0.054 0.699  HX32 A4C 77  
A4C HND3 HND3 H 0 0 N N N 13.402 0.346  -8.920  -9.916  2.937  -0.103 HND3 A4C 78  
A4C HD51 1HD5 H 0 0 N N N 12.840 0.409  -11.172 -11.725 1.350  -1.580 HD51 A4C 79  
A4C HD52 2HD5 H 0 0 N N N 14.500 1.000  -11.537 -12.263 1.382  0.116  HD52 A4C 80  
A4C HD61 1HD6 H 0 0 N N N 12.935 2.803  -12.105 -12.272 3.861  0.066  HD61 A4C 81  
A4C HD62 2HD6 H 0 0 N N N 13.789 3.282  -10.622 -11.734 3.829  -1.630 HD62 A4C 82  
A4C HD01 1HD0 H 0 0 N N N 10.279 3.943  -10.922 -13.742 5.161  -1.930 HD01 A4C 83  
A4C HD02 2HD0 H 0 0 N N N 11.944 4.617  -10.965 -15.334 4.445  -1.582 HD02 A4C 84  
A4C HD03 3HD0 H 0 0 N N N 11.111 4.379  -9.392  -14.245 4.885  -0.245 HD03 A4C 85  
A4C HD91 1HD9 H 0 0 N N N 9.945  1.639  -10.206 -14.674 2.638  -3.093 HD91 A4C 86  
A4C HD92 2HD9 H 0 0 N N N 11.331 0.604  -10.692 -13.144 3.525  -3.299 HD92 A4C 87  
A4C HD93 3HD9 H 0 0 N N N 10.637 1.782  -11.857 -13.122 1.812  -2.814 HD93 A4C 88  
A4C H26  H26  H 0 1 N N N 13.547 -0.020 -7.251  -8.186  3.240  0.438  H26  A4C 89  
A4C H15  H15  H 0 1 N N N 13.673 -0.227 -4.793  -5.863  3.485  1.169  H15  A4C 90  
A4C H17  H17  H 0 1 N N N 15.494 0.967  -3.576  -4.476  1.558  1.644  H17  A4C 91  
A4C H19  H19  H 0 1 N N N 18.962 4.149  -8.568  -8.717  -3.779 0.403  H19  A4C 92  
A4C H20  H20  H 0 1 N N N 20.776 5.341  -7.422  -7.384  -5.761 0.863  H20  A4C 93  
A4C H21  H21  H 0 1 N N N 21.024 5.218  -4.949  -5.046  -5.569 1.597  H21  A4C 94  
A4C H23  H23  H 0 1 N N N 19.397 3.856  -3.674  -4.007  -3.383 1.885  H23  A4C 95  
A4C HN11 HN11 H 0 0 N N N 16.763 1.598  -3.142  -3.684  -1.663 2.462  HN11 A4C 96  
A4C HX41 1HX4 H 0 0 N N N 16.119 3.175  -1.868  -3.281  -0.193 -0.019 HX41 A4C 97  
A4C HX42 2HX4 H 0 0 N N N 16.851 4.360  -2.984  -3.260  -1.960 0.193  HX42 A4C 98  
A4C HX51 1HX5 H 0 0 N N N 19.091 3.862  -2.051  -1.353  -1.748 1.764  HX51 A4C 99  
A4C HX52 2HX5 H 0 0 N N N 18.306 2.724  -0.844  -1.374  0.019  1.552  HX52 A4C 100 
A4C HX61 1HX6 H 0 0 N N N 17.966 5.760  -1.043  -0.934  -0.266 -0.872 HX61 A4C 101 
A4C HX62 2HX6 H 0 0 N N N 17.063 4.698  0.064   -0.912  -2.033 -0.660 HX62 A4C 102 
# 
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 
A4C OD1 CD1  DOUB N N 1   
A4C CD1 ND1  SING N N 2   
A4C CD1 C4   SING N N 3   
A4C ND1 CD2  SING N N 4   
A4C ND1 HND1 SING N N 5   
A4C CD2 CD3  SING N N 6   
A4C CD2 HD21 SING N N 7   
A4C CD2 HD22 SING N N 8   
A4C CD3 ND2  SING N N 9   
A4C CD3 HD31 SING N N 10  
A4C CD3 HD32 SING N N 11  
A4C ND2 CD8  SING N N 12  
A4C ND2 CD7  SING N N 13  
A4C CD8 HD81 SING N N 14  
A4C CD8 HD82 SING N N 15  
A4C CD8 HD83 SING N N 16  
A4C CD7 HD71 SING N N 17  
A4C CD7 HD72 SING N N 18  
A4C CD7 HD73 SING N N 19  
A4C C4  C3   DOUB Y N 20  
A4C C4  C12  SING Y N 21  
A4C C3  C2   SING Y N 22  
A4C C3  H3   SING N N 23  
A4C C2  C1   DOUB Y N 24  
A4C C2  H2   SING N N 25  
A4C C12 C11  SING Y N 26  
A4C C12 N10  DOUB Y N 27  
A4C C11 C1   SING Y N 28  
A4C C11 C9   DOUB Y N 29  
A4C C1  H1   SING N N 30  
A4C N10 C14  SING Y N 31  
A4C C14 C5   DOUB Y N 32  
A4C C14 C13  SING Y N 33  
A4C C5  C6   SING Y N 34  
A4C C5  H5   SING N N 35  
A4C C6  C7   DOUB Y N 36  
A4C C6  H6   SING N N 37  
A4C C7  C8   SING Y N 38  
A4C C7  H7   SING N N 39  
A4C C13 C8   DOUB Y N 40  
A4C C13 C9   SING Y N 41  
A4C C8  H8   SING N N 42  
A4C C9  N9   SING N N 43  
A4C N9  CX1  SING N N 44  
A4C N9  HN9  SING N N 45  
A4C CX1 CX2  SING N N 46  
A4C CX1 HX11 SING N N 47  
A4C CX1 HX12 SING N N 48  
A4C CX2 CX3  SING N N 49  
A4C CX2 HX21 SING N N 50  
A4C CX2 HX22 SING N N 51  
A4C CX3 CX6  SING N N 52  
A4C CX3 HX31 SING N N 53  
A4C CX3 HX32 SING N N 54  
A4C OD2 CD4  DOUB N N 55  
A4C CD4 ND3  SING N N 56  
A4C CD4 C25  SING N N 57  
A4C ND3 CD5  SING N N 58  
A4C ND3 HND3 SING N N 59  
A4C CD5 CD6  SING N N 60  
A4C CD5 HD51 SING N N 61  
A4C CD5 HD52 SING N N 62  
A4C CD6 ND4  SING N N 63  
A4C CD6 HD61 SING N N 64  
A4C CD6 HD62 SING N N 65  
A4C ND4 CD0  SING N N 66  
A4C ND4 CD9  SING N N 67  
A4C CD0 HD01 SING N N 68  
A4C CD0 HD02 SING N N 69  
A4C CD0 HD03 SING N N 70  
A4C CD9 HD91 SING N N 71  
A4C CD9 HD92 SING N N 72  
A4C CD9 HD93 SING N N 73  
A4C C25 C26  SING Y N 74  
A4C C25 C27  DOUB Y N 75  
A4C C26 C15  DOUB Y N 76  
A4C C26 H26  SING N N 77  
A4C C15 C17  SING Y N 78  
A4C C15 H15  SING N N 79  
A4C C27 C16  SING Y N 80  
A4C C27 N12  SING Y N 81  
A4C C16 C17  DOUB Y N 82  
A4C C16 C24  SING Y N 83  
A4C C17 H17  SING N N 84  
A4C N12 C18  DOUB Y N 85  
A4C C18 C19  SING Y N 86  
A4C C18 C22  SING Y N 87  
A4C C19 C20  DOUB Y N 88  
A4C C19 H19  SING N N 89  
A4C C20 C21  SING Y N 90  
A4C C20 H20  SING N N 91  
A4C C21 C23  DOUB Y N 92  
A4C C21 H21  SING N N 93  
A4C C22 C23  SING Y N 94  
A4C C22 C24  DOUB Y N 95  
A4C C23 H23  SING N N 96  
A4C C24 N11  SING N N 97  
A4C N11 CX4  SING N N 98  
A4C N11 HN11 SING N N 99  
A4C CX4 CX5  SING N N 100 
A4C CX4 HX41 SING N N 101 
A4C CX4 HX42 SING N N 102 
A4C CX5 CX6  SING N N 103 
A4C CX5 HX51 SING N N 104 
A4C CX5 HX52 SING N N 105 
A4C CX6 HX61 SING N N 106 
A4C CX6 HX62 SING N N 107 
# 
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 
A4C SMILES           ACDLabs              10.04 O=C(NCCN(C)C)c3c2nc1c(cccc1)c(c2ccc3)NCCCCCCNc4c6c(nc5c4cccc5C(=O)NCCN(C)C)cccc6 
A4C InChI            InChI                1.02b 
;InChI=1/C42H50N8O2/c1-49(2)27-25-45-41(51)33-19-13-17-31-37(29-15-7-9-21-35(29)47-39(31)33)43-23-11-5-6-12-24-44-38-30-16-8-10-22-36(30)48-40-32(38)18-14-20-34(40)42(52)46-26-28-50(3)4/h7-10,13-22H,5-6,11-12,23-28H2,1-4H3,(H,43,47)(H,44,48)(H,45,51)(H,46,52)/f/h43-46H
;
A4C InChIKey         InChI                1.02b ATHNVLFOCKEETH-FERJRKOMCT 
A4C SMILES_CANONICAL CACTVS               3.341 CN(C)CCNC(=O)c1cccc2c(NCCCCCCNc3c4ccccc4nc5c(cccc35)C(=O)NCCN(C)C)c6ccccc6nc12 
A4C SMILES           CACTVS               3.341 CN(C)CCNC(=O)c1cccc2c(NCCCCCCNc3c4ccccc4nc5c(cccc35)C(=O)NCCN(C)C)c6ccccc6nc12 
A4C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)CCNC(=O)c1cccc2c1nc3ccccc3c2NCCCCCCNc4c5ccccc5nc6c4cccc6C(=O)NCCN(C)C 
A4C SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)CCNC(=O)c1cccc2c1nc3ccccc3c2NCCCCCCNc4c5ccccc5nc6c4cccc6C(=O)NCCN(C)C 
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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 
A4C "SYSTEMATIC NAME" ACDLabs              10.04 "9,9'-(hexane-1,6-diyldiimino)bis{N-[2-(dimethylamino)ethyl]acridine-4-carboxamide}"                                  
A4C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(2-dimethylaminoethyl)-9-[6-[[4-(2-dimethylaminoethylcarbamoyl)acridin-9-yl]amino]hexylamino]acridine-4-carboxamide 
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