data_AKE
#

_chem_comp.id                                   AKE
_chem_comp.name                                 "1,4-bis({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H28 N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ametantrone
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-08-03
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       412.482
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AKE
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       4G0W
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
AKE  O01  O01  O  0  1  N  N  N  25.416  102.498  34.583  -2.614   2.284  -0.533  O01  AKE   1  
AKE  C02  C02  C  0  1  N  N  N  26.474  102.912  35.070  -1.431   2.278  -0.253  C02  AKE   2  
AKE  C03  C03  C  0  1  Y  N  N  26.474  104.139  35.821  -0.704   3.549  -0.043  C03  AKE   3  
AKE  C04  C04  C  0  1  Y  N  N  25.201  104.878  35.999  -1.398   4.743   0.121  C04  AKE   4  
AKE  C05  C05  C  0  1  Y  N  N  25.171  106.060  36.724  -0.702   5.923   0.317  C05  AKE   5  
AKE  C06  C06  C  0  1  Y  N  N  26.385  106.554  37.280   0.681   5.923   0.350  C06  AKE   6  
AKE  C07  C07  C  0  1  Y  N  N  27.616  105.826  37.104   1.387   4.744   0.189  C07  AKE   7  
AKE  C08  C08  C  0  1  Y  N  N  27.654  104.612  36.368   0.703   3.549  -0.007  C08  AKE   8  
AKE  C09  C09  C  0  1  N  N  N  28.921  103.863  36.184   1.440   2.279  -0.178  C09  AKE   9  
AKE  O10  O10  O  0  1  N  N  N  29.970  104.250  36.656   2.637   2.286  -0.395  O10  AKE  10  
AKE  C11  C11  C  0  1  Y  N  N  28.924  102.665  35.432   0.708   1.005  -0.082  C11  AKE  11  
AKE  C12  C12  C  0  1  Y  N  N  30.172  101.941  35.234   1.395  -0.205   0.047  C12  AKE  12  
AKE  N13  N13  N  0  1  N  N  N  31.412  102.460  35.819   2.781  -0.218   0.087  N13  AKE  13  
AKE  C14  C14  C  0  1  N  N  N  32.715  102.094  35.345   3.500  -1.493   0.161  C14  AKE  14  
AKE  C15  C15  C  0  1  N  N  N  33.733  103.206  35.379   5.006  -1.227   0.192  C15  AKE  15  
AKE  N16  N16  N  0  1  N  N  N  33.769  104.129  34.223   5.727  -2.505   0.267  N16  AKE  16  
AKE  C17  C17  C  0  1  N  N  N  33.788  105.507  34.688   7.180  -2.289   0.298  C17  AKE  17  
AKE  C18  C18  C  0  1  N  N  N  32.519  106.154  34.999   7.894  -3.640   0.376  C18  AKE  18  
AKE  O19  O19  O  0  1  N  N  N  32.102  106.233  36.321   7.648  -4.378  -0.822  O19  AKE  19  
AKE  C20  C20  C  0  1  Y  N  N  30.166  100.786  34.499   0.679  -1.403   0.137  C20  AKE  20  
AKE  C21  C21  C  0  1  Y  N  N  28.906  100.272  33.931  -0.685  -1.404   0.099  C21  AKE  21  
AKE  C22  C22  C  0  1  Y  N  N  27.721  100.974  34.114  -1.395  -0.206  -0.029  C22  AKE  22  
AKE  N23  N23  N  0  1  N  N  N  26.422  100.493  33.535  -2.781  -0.221  -0.065  N23  AKE  23  
AKE  C24  C24  C  0  1  N  N  N  26.363   99.294  32.730  -3.500  -1.496  -0.116  C24  AKE  24  
AKE  C25  C25  C  0  1  N  N  N  25.372   99.328  31.554  -5.007  -1.232  -0.149  C25  AKE  25  
AKE  N26  N26  N  0  1  N  N  N  25.768  100.100  30.381  -5.727  -2.511  -0.200  N26  AKE  26  
AKE  C27  C27  C  0  1  N  N  N  25.810   99.208  29.264  -7.180  -2.296  -0.233  C27  AKE  27  
AKE  C28  C28  C  0  1  N  N  N  25.547   99.795  27.902  -7.894  -3.648  -0.286  C28  AKE  28  
AKE  O29  O29  O  0  1  N  N  N  24.753   99.058  27.059  -7.645  -4.367   0.923  O29  AKE  29  
AKE  C30  C30  C  0  1  Y  N  N  27.725  102.183  34.876  -0.705   1.004  -0.113  C30  AKE  30  
AKE  H1   H1   H  0  1  N  N  N  24.292  104.494  35.561  -2.478   4.749   0.096  H1   AKE  31  
AKE  H2   H2   H  0  1  N  N  N  24.244  106.596  36.864  -1.242   6.849   0.444  H2   AKE  32  
AKE  H3   H3   H  0  1  N  N  N  26.383  107.479  37.837   1.213   6.851   0.502  H3   AKE  33  
AKE  H4   H4   H  0  1  N  N  N  28.526  106.211  37.540   2.467   4.752   0.216  H4   AKE  34  
AKE  H5   H5   H  0  1  N  N  N  31.359  103.455  35.737   3.274   0.616   0.065  H5   AKE  35  
AKE  H6   H6   H  0  1  N  N  N  32.617  101.751  34.305   3.205  -2.023   1.066  H6   AKE  36  
AKE  H7   H7   H  0  1  N  N  N  33.088  101.269  35.970   3.255  -2.099  -0.711  H7   AKE  37  
AKE  H8   H8   H  0  1  N  N  N  34.727  102.742  35.462   5.300  -0.697  -0.713  H8   AKE  38  
AKE  H9   H9   H  0  1  N  N  N  33.534  103.809  36.277   5.250  -0.621   1.064  H9   AKE  39  
AKE  H10  H10  H  0  1  N  N  N  32.958  103.982  33.656   5.468  -3.112  -0.497  H10  AKE  40  
AKE  H12  H12  H  0  1  N  N  N  34.398  105.533  35.603   7.489  -1.766  -0.606  H12  AKE  41  
AKE  H13  H13  H  0  1  N  N  N  34.275  106.107  33.905   7.439  -1.690   1.171  H13  AKE  42  
AKE  H14  H14  H  0  1  N  N  N  32.583  107.185  34.621   8.966  -3.477   0.489  H14  AKE  43  
AKE  H15  H15  H  0  1  N  N  N  31.738  105.609  34.448   7.520  -4.201   1.232  H15  AKE  44  
AKE  H16  H16  H  0  1  N  N  N  31.407  105.603  36.473   8.072  -5.247  -0.843  H16  AKE  45  
AKE  H17  H17  H  0  1  N  N  N  31.088  100.249  34.334   1.211  -2.338   0.236  H17  AKE  46  
AKE  H18  H18  H  0  1  N  N  N  28.904   99.348  33.372  -1.221  -2.339   0.165  H18  AKE  47  
AKE  H19  H19  H  0  1  N  N  N  26.073  101.236  32.964  -3.275   0.614  -0.056  H19  AKE  48  
AKE  H20  H20  H  0  1  N  N  N  26.079   98.459  33.387  -3.207  -2.042  -1.014  H20  AKE  49  
AKE  H21  H21  H  0  1  N  N  N  27.368   99.112  32.320  -3.253  -2.088   0.765  H21  AKE  50  
AKE  H22  H22  H  0  1  N  N  N  24.428   99.751  31.927  -5.299  -0.686   0.749  H22  AKE  51  
AKE  H23  H23  H  0  1  N  N  N  25.206   98.290  31.229  -5.253  -0.640  -1.030  H23  AKE  52  
AKE  H24  H24  H  0  1  N  N  N  26.671  100.503  30.528  -5.466  -3.105   0.573  H24  AKE  53  
AKE  H26  H26  H  0  1  N  N  N  25.057   98.425  29.438  -7.487  -1.758   0.664  H26  AKE  54  
AKE  H27  H27  H  0  1  N  N  N  26.812   98.754  29.241  -7.441  -1.712  -1.115  H27  AKE  55  
AKE  H28  H28  H  0  1  N  N  N  26.519   99.937  27.406  -8.967  -3.488  -0.399  H28  AKE  56  
AKE  H29  H29  H  0  1  N  N  N  25.063  100.772  28.047  -7.521  -4.223  -1.134  H29  AKE  57  
AKE  H30  H30  H  0  1  N  N  N  24.654   99.518  26.234  -8.069  -5.235   0.959  H30  AKE  58  
#   #
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
AKE  O29  C28  SING  N  N   1  
AKE  C28  C27  SING  N  N   2  
AKE  C27  N26  SING  N  N   3  
AKE  N26  C25  SING  N  N   4  
AKE  C25  C24  SING  N  N   5  
AKE  C24  N23  SING  N  N   6  
AKE  N23  C22  SING  N  N   7  
AKE  C21  C22  DOUB  Y  N   8  
AKE  C21  C20  SING  Y  N   9  
AKE  C22  C30  SING  Y  N  10  
AKE  N16  C17  SING  N  N  11  
AKE  N16  C15  SING  N  N  12  
AKE  C20  C12  DOUB  Y  N  13  
AKE  O01  C02  DOUB  N  N  14  
AKE  C17  C18  SING  N  N  15  
AKE  C30  C02  SING  N  N  16  
AKE  C30  C11  DOUB  Y  N  17  
AKE  C18  O19  SING  N  N  18  
AKE  C02  C03  SING  N  N  19  
AKE  C12  C11  SING  Y  N  20  
AKE  C12  N13  SING  N  N  21  
AKE  C14  C15  SING  N  N  22  
AKE  C14  N13  SING  N  N  23  
AKE  C11  C09  SING  N  N  24  
AKE  C03  C04  DOUB  Y  N  25  
AKE  C03  C08  SING  Y  N  26  
AKE  C04  C05  SING  Y  N  27  
AKE  C09  C08  SING  N  N  28  
AKE  C09  O10  DOUB  N  N  29  
AKE  C08  C07  DOUB  Y  N  30  
AKE  C05  C06  DOUB  Y  N  31  
AKE  C07  C06  SING  Y  N  32  
AKE  C04  H1   SING  N  N  33  
AKE  C05  H2   SING  N  N  34  
AKE  C06  H3   SING  N  N  35  
AKE  C07  H4   SING  N  N  36  
AKE  N13  H5   SING  N  N  37  
AKE  C14  H6   SING  N  N  38  
AKE  C14  H7   SING  N  N  39  
AKE  C15  H8   SING  N  N  40  
AKE  C15  H9   SING  N  N  41  
AKE  N16  H10  SING  N  N  42  
AKE  C17  H12  SING  N  N  43  
AKE  C17  H13  SING  N  N  44  
AKE  C18  H14  SING  N  N  45  
AKE  C18  H15  SING  N  N  46  
AKE  O19  H16  SING  N  N  47  
AKE  C20  H17  SING  N  N  48  
AKE  C21  H18  SING  N  N  49  
AKE  N23  H19  SING  N  N  50  
AKE  C24  H20  SING  N  N  51  
AKE  C24  H21  SING  N  N  52  
AKE  C25  H22  SING  N  N  53  
AKE  C25  H23  SING  N  N  54  
AKE  N26  H24  SING  N  N  55  
AKE  C27  H26  SING  N  N  56  
AKE  C27  H27  SING  N  N  57  
AKE  C28  H28  SING  N  N  58  
AKE  C28  H29  SING  N  N  59  
AKE  O29  H30  SING  N  N  60  
#   #
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
AKE  SMILES            ACDLabs               12.01  "O=C2c1ccccc1C(=O)c3c2c(ccc3NCCNCCO)NCCNCCO"  
AKE  InChI             InChI                 1.03   "InChI=1S/C22H28N4O4/c27-13-11-23-7-9-25-17-5-6-18(26-10-8-24-12-14-28)20-19(17)21(29)15-3-1-2-4-16(15)22(20)30/h1-6,23-28H,7-14H2"  
AKE  InChIKey          InChI                 1.03   FFGSXKJJVBXWCY-UHFFFAOYSA-N  
AKE  SMILES_CANONICAL  CACTVS                3.370  "OCCNCCNc1ccc(NCCNCCO)c2C(=O)c3ccccc3C(=O)c12"  
AKE  SMILES            CACTVS                3.370  "OCCNCCNc1ccc(NCCNCCO)c2C(=O)c3ccccc3C(=O)c12"  
AKE  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "c1ccc2c(c1)C(=O)c3c(ccc(c3C2=O)NCCNCCO)NCCNCCO"  
AKE  SMILES            "OpenEye OEToolkits"  1.7.6  "c1ccc2c(c1)C(=O)c3c(ccc(c3C2=O)NCCNCCO)NCCNCCO"  
#   #
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
AKE  "SYSTEMATIC NAME"  ACDLabs               12.01  "1,4-bis({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione"  
AKE  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "1,4-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,10-dione"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
AKE  "Create component"  2012-08-03  PDBJ  
AKE  "Initial release"   2013-07-17  RCSB  
AKE  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     AKE
_pdbx_chem_comp_synonyms.name        ametantrone
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
