data_MIX
# 
_chem_comp.id                                    MIX 
_chem_comp.name                                  1,4-DIHYDROXY-5,8-BIS({2-[(2-HYDROXYETHYL)AMINO]ETHYL}AMINO)-9,10-ANTHRACENEDIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H28 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MITOXANTRONE, 1,4-DIHYDROXY-5,8-BIS({2-[(2-HYDROXYETHYL)AMINO]ETHYL}AMINO)ANTHRA-9,10-QUINONE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-03 
_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                        444.481 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MIX 
_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        ? 
_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 
MIX OAC  OAC  O 0 1 N N N 66.625 9.798  -23.065 7.788  4.615  0.775  OAC  MIX 1  
MIX CAK  CAK  C 0 1 N N N 65.728 10.633 -22.297 7.987  3.824  -0.399 CAK  MIX 2  
MIX CAM  CAM  C 0 1 N N N 64.262 10.307 -22.656 7.169  2.536  -0.290 CAM  MIX 3  
MIX NAS  NAS  N 0 1 N N N 64.131 9.984  -24.099 5.737  2.864  -0.281 NAS  MIX 4  
MIX CAO  CAO  C 0 1 N N N 64.313 8.544  -24.380 5.013  1.590  -0.175 CAO  MIX 5  
MIX CAQ  CAQ  C 0 1 N N N 63.007 8.009  -24.968 3.507  1.859  -0.160 CAQ  MIX 6  
MIX NAU  NAU  N 0 1 N N N 63.198 6.643  -25.468 2.785  0.589  -0.055 NAU  MIX 7  
MIX CAY  CAY  C 0 1 Y N N 62.836 5.588  -24.742 1.398  0.580  -0.023 CAY  MIX 8  
MIX CAI  CAI  C 0 1 Y N N 62.707 5.683  -23.368 0.687  1.779  -0.122 CAI  MIX 9  
MIX CAJ  CAJ  C 0 1 Y N N 62.335 4.586  -22.599 -0.687 1.780  -0.091 CAJ  MIX 10 
MIX CBE  CBE  C 0 1 Y N N 62.594 4.374  -25.351 0.707  -0.628 0.103  CBE  MIX 11 
MIX CBA  CBA  C 0 1 N N N 62.733 4.300  -26.728 1.438  -1.903 0.216  CBA  MIX 12 
MIX OAA  OAA  O 0 1 N N N 63.064 5.303  -27.362 2.634  -1.910 0.440  OAA  MIX 13 
MIX CBC  CBC  C 0 1 Y N N 62.500 3.094  -27.369 0.703  -3.170 0.048  CBC  MIX 14 
MIX CAW  CAW  C 0 1 Y N N 62.639 2.993  -28.742 1.389  -4.371 -0.139 CAW  MIX 15 
MIX OAE  OAE  O 0 1 N N N 63.005 4.064  -29.464 2.745  -4.383 -0.167 OAE  MIX 16 
MIX CAG  CAG  C 0 1 Y N N 62.390 1.803  -29.394 0.676  -5.558 -0.298 CAG  MIX 17 
MIX CAH  CAH  C 0 1 Y N N 62.010 0.699  -28.643 -0.701 -5.556 -0.271 CAH  MIX 18 
MIX CAX  CAX  C 0 1 Y N N 61.871 0.775  -27.268 -1.403 -4.367 -0.084 CAX  MIX 19 
MIX OAF  OAF  O 0 1 N N N 61.502 -0.320 -26.558 -2.759 -4.375 -0.059 OAF  MIX 20 
MIX CBD  CBD  C 0 1 Y N N 62.121 1.978  -26.635 -0.707 -3.168 0.077  CBD  MIX 21 
MIX CBB  CBB  C 0 1 N N N 61.986 2.051  -25.260 -1.432 -1.899 0.276  CBB  MIX 22 
MIX OAB  OAB  O 0 1 N N N 61.646 1.029  -24.665 -2.617 -1.904 0.551  OAB  MIX 23 
MIX CBF  CBF  C 0 1 Y N N 62.222 3.257  -24.591 -0.704 -0.626 0.139  CBF  MIX 24 
MIX CAZ  CAZ  C 0 1 Y N N 62.085 3.369  -23.198 -1.396 0.583  0.039  CAZ  MIX 25 
MIX NAV  NAV  N 0 1 N N N 61.730 2.369  -22.397 -2.783 0.595  0.069  NAV  MIX 26 
MIX CAR  CAR  C 0 1 N N N 60.398 2.324  -21.797 -3.504 1.870  0.110  CAR  MIX 27 
MIX CAP  CAP  C 0 1 N N N 60.409 1.144  -20.838 -5.011 1.604  0.137  CAP  MIX 28 
MIX NAT  NAT  N 0 1 N N N 59.064 0.944  -20.279 -5.733 2.882  0.178  NAT  MIX 29 
MIX CAN  CAN  C 0 1 N N N 58.882 1.548  -18.930 -7.165 2.557  0.202  CAN  MIX 30 
MIX CAL  CAL  C 0 1 N N N 58.900 0.456  -17.829 -7.982 3.850  0.245  CAL  MIX 31 
MIX OAD  OAD  O 0 1 N N N 57.876 -0.558 -17.999 -7.780 4.581  -0.966 OAD  MIX 32 
MIX HAC  HAC  H 0 1 N N N 66.239 9.615  -23.914 8.319  5.416  0.666  HAC  MIX 33 
MIX HAK1 1HAK H 0 0 N N N 65.930 11.689 -22.530 7.664  4.387  -1.275 HAK1 MIX 34 
MIX HAK2 2HAK H 0 0 N N N 65.889 10.448 -21.225 9.044  3.577  -0.495 HAK2 MIX 35 
MIX HAM1 1HAM H 0 0 N N N 63.640 11.187 -22.433 7.389  1.893  -1.142 HAM1 MIX 36 
MIX HAM2 2HAM H 0 0 N N N 63.932 9.441  -22.063 7.429  2.017  0.633  HAM2 MIX 37 
MIX HAS  HAS  H 0 1 N N N 63.216 10.251 -24.401 5.561  3.369  0.575  HAS  MIX 38 
MIX HAO1 1HAO H 0 0 N N N 64.565 8.004  -23.456 5.261  0.959  -1.029 HAO1 MIX 39 
MIX HAO2 2HAO H 0 0 N N N 65.134 8.402  -25.098 5.301  1.084  0.746  HAO2 MIX 40 
MIX HAQ1 1HAQ H 0 0 N N N 62.697 8.656  -25.801 3.259  2.490  0.694  HAQ1 MIX 41 
MIX HAQ2 2HAQ H 0 0 N N N 62.233 8.004  -24.186 3.219  2.365  -1.081 HAQ2 MIX 42 
MIX HAU  HAU  H 0 1 N N N 62.667 6.586  -26.313 3.276  -0.246 -0.007 HAU  MIX 43 
MIX HAI  HAI  H 0 1 N N N 62.899 6.629  -22.883 1.221  2.712  -0.224 HAI  MIX 44 
MIX HAJ  HAJ  H 0 1 N N N 62.241 4.687  -21.528 -1.224 2.715  -0.168 HAJ  MIX 45 
MIX HAE  HAE  H 0 1 N N N 63.091 4.818  -28.892 3.007  -4.252 -1.088 HAE  MIX 46 
MIX HAG  HAG  H 0 1 N N N 62.489 1.732  -30.467 1.208  -6.486 -0.443 HAG  MIX 47 
MIX HAH  HAH  H 0 1 N N N 61.819 -0.239 -29.142 -1.240 -6.483 -0.396 HAH  MIX 48 
MIX HAF  HAF  H 0 1 N N N 61.416 -1.063 -27.143 -3.057 -4.243 -0.970 HAF  MIX 49 
MIX HAV  HAV  H 0 1 N N N 61.809 1.538  -22.947 -3.276 -0.240 0.063  HAV  MIX 50 
MIX HAR1 1HAR H 0 0 N N N 59.617 2.211  -22.563 -3.217 2.422  1.005  HAR1 MIX 51 
MIX HAR2 2HAR H 0 0 N N N 60.184 3.259  -21.259 -3.255 2.457  -0.774 HAR2 MIX 52 
MIX HAP1 1HAP H 0 0 N N N 61.116 1.347  -20.020 -5.298 1.052  -0.758 HAP1 MIX 53 
MIX HAP2 2HAP H 0 0 N N N 60.718 0.237  -21.379 -5.260 1.017  1.021  HAP2 MIX 54 
MIX HAT  HAT  H 0 1 N N N 58.403 1.366  -20.900 -5.518 3.309  1.067  HAT  MIX 55 
MIX HAN1 1HAN H 0 0 N N N 57.910 2.061  -18.902 -7.425 1.993  -0.694 HAN1 MIX 56 
MIX HAN2 2HAN H 0 0 N N N 59.700 2.259  -18.743 -7.387 1.958  1.085  HAN2 MIX 57 
MIX HAL1 1HAL H 0 0 N N N 58.704 0.958  -16.870 -9.039 3.609  0.353  HAL1 MIX 58 
MIX HAL2 2HAL H 0 0 N N N 59.881 -0.041 -17.856 -7.659 4.455  1.093  HAL2 MIX 59 
MIX HAD  HAD  H 0 1 N N N 57.506 -0.780 -17.153 -8.311 5.387  -0.898 HAD  MIX 60 
# 
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 
MIX OAC CAK  SING N N 1  
MIX OAC HAC  SING N N 2  
MIX CAK CAM  SING N N 3  
MIX CAK HAK1 SING N N 4  
MIX CAK HAK2 SING N N 5  
MIX CAM NAS  SING N N 6  
MIX CAM HAM1 SING N N 7  
MIX CAM HAM2 SING N N 8  
MIX NAS CAO  SING N N 9  
MIX NAS HAS  SING N N 10 
MIX CAO CAQ  SING N N 11 
MIX CAO HAO1 SING N N 12 
MIX CAO HAO2 SING N N 13 
MIX CAQ NAU  SING N N 14 
MIX CAQ HAQ1 SING N N 15 
MIX CAQ HAQ2 SING N N 16 
MIX NAU CAY  SING N N 17 
MIX NAU HAU  SING N N 18 
MIX CAY CAI  DOUB Y N 19 
MIX CAY CBE  SING Y N 20 
MIX CAI CAJ  SING Y N 21 
MIX CAI HAI  SING N N 22 
MIX CAJ CAZ  DOUB Y N 23 
MIX CAJ HAJ  SING N N 24 
MIX CBE CBA  SING N N 25 
MIX CBE CBF  DOUB Y N 26 
MIX CBA OAA  DOUB N N 27 
MIX CBA CBC  SING N N 28 
MIX CBC CAW  SING Y N 29 
MIX CBC CBD  DOUB Y N 30 
MIX CAW OAE  SING N N 31 
MIX CAW CAG  DOUB Y N 32 
MIX OAE HAE  SING N N 33 
MIX CAG CAH  SING Y N 34 
MIX CAG HAG  SING N N 35 
MIX CAH CAX  DOUB Y N 36 
MIX CAH HAH  SING N N 37 
MIX CAX OAF  SING N N 38 
MIX CAX CBD  SING Y N 39 
MIX OAF HAF  SING N N 40 
MIX CBD CBB  SING N N 41 
MIX CBB OAB  DOUB N N 42 
MIX CBB CBF  SING N N 43 
MIX CBF CAZ  SING Y N 44 
MIX CAZ NAV  SING N N 45 
MIX NAV CAR  SING N N 46 
MIX NAV HAV  SING N N 47 
MIX CAR CAP  SING N N 48 
MIX CAR HAR1 SING N N 49 
MIX CAR HAR2 SING N N 50 
MIX CAP NAT  SING N N 51 
MIX CAP HAP1 SING N N 52 
MIX CAP HAP2 SING N N 53 
MIX NAT CAN  SING N N 54 
MIX NAT HAT  SING N N 55 
MIX CAN CAL  SING N N 56 
MIX CAN HAN1 SING N N 57 
MIX CAN HAN2 SING N N 58 
MIX CAL OAD  SING N N 59 
MIX CAL HAL1 SING N N 60 
MIX CAL HAL2 SING N N 61 
MIX OAD HAD  SING N N 62 
# 
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 
MIX SMILES           ACDLabs              10.04 O=C2c1c(c(NCCNCCO)ccc1NCCNCCO)C(=O)c3c2c(O)ccc3O                                                                                       
MIX InChI            InChI                1.02b InChI=1/C22H28N4O6/c27-11-9-23-5-7-25-13-1-2-14(26-8-6-24-10-12-28)18-17(13)21(31)19-15(29)3-4-16(30)20(19)22(18)32/h1-4,23-30H,5-12H2 
MIX InChIKey         InChI                1.02b KKZJGLLVHKMTCM-UHFFFAOYAS                                                                                                              
MIX SMILES_CANONICAL CACTVS               3.341 OCCNCCNc1ccc(NCCNCCO)c2C(=O)c3c(O)ccc(O)c3C(=O)c12                                                                                     
MIX SMILES           CACTVS               3.341 OCCNCCNc1ccc(NCCNCCO)c2C(=O)c3c(O)ccc(O)c3C(=O)c12                                                                                     
MIX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c2c(c1NCCNCCO)C(=O)c3c(ccc(c3C2=O)O)O)NCCNCCO                                                                                     
MIX SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c2c(c1NCCNCCO)C(=O)c3c(ccc(c3C2=O)O)O)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 
MIX "SYSTEMATIC NAME" ACDLabs              10.04 1,4-dihydroxy-5,8-bis({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione 
MIX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,10-dione     
# 
