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 ? ##