data_QED # _chem_comp.id QED _chem_comp.name ;N,N'-{[(2-{[(2,3-dihydroxyphenyl)carbonyl]amino}ethyl)imino]diethane-2,1-diyl}bis(1-hydroxy-6-oxo-1,6-dihydropyridine-2 -carboxamide) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H28 N6 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "tren mono-2,3-catecholamido bis-N-hydroxypyridin-2-one-6-amide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-19 _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 556.525 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QED _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 3HEG _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 QED C1 C1 C 0 1 Y N N 25.651 77.366 67.702 -5.858 2.241 0.120 C1 QED 1 QED C2 C2 C 0 1 Y N N 26.343 76.633 66.619 -7.137 2.083 -0.427 C2 QED 2 QED C3 C3 C 0 1 Y N N 25.746 75.379 66.115 -8.169 2.925 -0.021 C3 QED 3 QED C4 C4 C 0 1 Y N N 24.553 74.935 66.681 -7.927 3.912 0.919 C4 QED 4 QED C5 C5 C 0 1 Y N N 23.928 75.661 67.702 -6.661 4.069 1.459 C5 QED 5 QED C6 C6 C 0 1 Y N N 24.460 76.854 68.208 -5.631 3.240 1.072 C6 QED 6 QED O7 O7 O 0 1 N N N 27.507 77.102 66.097 -7.371 1.114 -1.348 O7 QED 7 QED O8 O8 O 0 1 N N N 26.376 74.692 65.121 -9.414 2.778 -0.547 O8 QED 8 QED C9 C9 C 0 1 N N N 26.264 78.639 68.204 -4.757 1.355 -0.303 C9 QED 9 QED O10 O10 O 0 1 N N N 25.562 79.630 68.353 -4.958 0.488 -1.131 O10 QED 10 QED N11 N11 N 0 1 N N N 27.581 78.649 68.413 -3.528 1.507 0.229 N11 QED 11 QED C12 C12 C 0 1 N N N 28.291 79.874 68.731 -2.434 0.627 -0.190 C12 QED 12 QED C13 C13 C 0 1 N N N 29.774 79.626 69.038 -1.156 1.009 0.560 C13 QED 13 QED N14 N14 N 0 1 N N N 30.688 80.053 67.964 -0.060 0.127 0.140 N14 QED 14 QED C15 C15 C 0 1 N N N 30.280 80.944 66.878 1.229 0.607 0.654 C15 QED 15 QED C16 C16 C 0 1 N N N 29.874 80.111 65.660 1.692 1.809 -0.172 C16 QED 16 QED N17 N17 N 0 1 N N N 30.245 80.849 64.466 3.017 2.236 0.287 N17 QED 17 QED C18 C18 C 0 1 N N N 29.590 80.920 63.300 3.628 3.284 -0.300 C18 QED 18 QED O19 O19 O 0 1 N N N 29.977 81.769 62.506 3.080 3.875 -1.210 O19 QED 19 QED C21 C21 C 0 1 N N N 32.109 79.679 67.981 -0.310 -1.259 0.557 C21 QED 20 QED C22 C22 C 0 1 N N N 32.352 78.218 68.375 0.602 -2.202 -0.231 C22 QED 21 QED N23 N23 N 0 1 N N N 32.164 77.293 67.272 0.400 -3.577 0.232 N23 QED 22 QED C24 C24 C 0 1 N N N 32.136 75.967 67.439 1.102 -4.585 -0.324 C24 QED 23 QED N25 N25 N 0 1 N N N 28.238 78.783 63.117 5.576 4.787 -0.430 N25 QED 24 QED C26 C26 C 0 1 N N N 27.172 78.106 62.645 6.793 5.194 -0.022 C26 QED 25 QED C27 C27 C 0 1 N N N 26.219 78.728 61.845 7.450 4.518 1.029 C27 QED 26 QED C28 C28 C 0 1 N N N 26.377 80.069 61.529 6.843 3.455 1.625 C28 QED 27 QED C29 C29 C 0 1 N N N 27.481 80.748 62.023 5.574 3.049 1.183 C29 QED 28 QED O30 O30 O 0 1 N N N 29.172 78.061 63.931 4.925 5.471 -1.486 O30 QED 29 QED O31 O31 O 0 1 N N N 27.026 76.896 62.928 7.329 6.148 -0.562 O31 QED 30 QED O32 O32 O 0 1 N N N 32.253 75.424 68.529 1.903 -4.352 -1.209 O32 QED 31 QED C33 C33 C 0 1 N N N 31.951 75.125 66.212 0.899 -5.973 0.144 C33 QED 32 QED N34 N34 N 0 1 N N N 30.846 75.280 65.463 1.615 -6.993 -0.424 N34 QED 33 QED C35 C35 C 0 1 N N N 30.648 74.554 64.355 1.443 -8.263 -0.012 C35 QED 34 QED C36 C36 C 0 1 N N N 31.594 73.614 63.947 0.519 -8.555 1.016 C36 QED 35 QED C37 C37 C 0 1 N N N 32.747 73.437 64.703 -0.195 -7.544 1.583 C37 QED 36 QED C38 C38 C 0 1 N N N 32.928 74.203 65.849 0.004 -6.227 1.140 C38 QED 37 QED O39 O39 O 0 1 N N N 29.856 76.237 65.853 2.543 -6.710 -1.455 O39 QED 38 QED O40 O40 O 0 1 N N N 29.607 74.728 63.686 2.086 -9.163 -0.526 O40 QED 39 QED C41 C41 C 0 1 N N N 28.409 80.096 62.840 4.964 3.715 0.163 C41 QED 40 QED H4 H4 H 0 1 N N N 24.104 74.018 66.327 -8.729 4.564 1.232 H4 QED 41 QED H5 H5 H 0 1 N N N 23.002 75.288 68.114 -6.481 4.842 2.191 H5 QED 42 QED H6 H6 H 0 1 N N N 23.942 77.380 68.996 -4.648 3.364 1.500 H6 QED 43 QED HO7 HO7 H 0 1 N N N 27.810 76.512 65.417 -7.644 0.268 -0.968 HO7 QED 44 QED HO8 HO8 H 0 1 N N N 25.875 73.914 64.906 -9.981 2.170 -0.053 HO8 QED 45 QED HN11 HN11 H 0 0 N N N 28.092 77.792 68.349 -3.368 2.199 0.890 HN11 QED 46 QED H12 H12 H 0 1 N N N 28.221 80.552 67.868 -2.693 -0.407 0.036 H12 QED 47 QED H12A H12A H 0 0 N N N 27.822 80.330 69.616 -2.272 0.735 -1.262 H12A QED 48 QED H13 H13 H 0 1 N N N 30.032 80.189 69.947 -0.898 2.043 0.334 H13 QED 49 QED H13A H13A H 0 0 N N N 29.913 78.546 69.193 -1.319 0.901 1.633 H13A QED 50 QED H15 H15 H 0 1 N N N 29.426 81.555 67.206 1.116 0.905 1.697 H15 QED 51 QED H15A H15A H 0 0 N N N 31.119 81.602 66.609 1.969 -0.190 0.583 H15A QED 52 QED H16 H16 H 0 1 N N N 30.393 79.142 65.678 1.745 1.528 -1.224 H16 QED 53 QED H16A H16A H 0 0 N N N 28.788 79.936 65.670 0.984 2.628 -0.050 H16A QED 54 QED HN17 HN17 H 0 0 N N N 31.097 81.370 64.521 3.454 1.764 1.013 HN17 QED 55 QED H21 H21 H 0 1 N N N 32.516 79.834 66.971 -0.103 -1.361 1.623 H21 QED 56 QED H21A H21A H 0 0 N N N 32.623 80.321 68.711 -1.351 -1.515 0.363 H21A QED 57 QED H22 H22 H 0 1 N N N 33.388 78.124 68.731 0.362 -2.137 -1.292 H22 QED 58 QED H22A H22A H 0 0 N N N 31.643 77.953 69.173 1.642 -1.915 -0.076 H22A QED 59 QED HN23 HN23 H 0 0 N N N 32.051 77.663 66.350 -0.238 -3.762 0.938 HN23 QED 60 QED H27 H27 H 0 1 N N N 25.368 78.175 61.475 8.426 4.841 1.358 H27 QED 61 QED H28 H28 H 0 1 N N N 25.653 80.576 60.909 7.334 2.928 2.430 H28 QED 62 QED H29 H29 H 0 1 N N N 27.625 81.789 61.774 5.083 2.206 1.648 H29 QED 63 QED HO30 HO30 H 0 0 N N N 28.882 77.161 64.024 5.432 6.211 -1.847 HO30 QED 64 QED H36 H36 H 0 1 N N N 31.432 73.030 63.053 0.379 -9.573 1.348 H36 QED 65 QED H37 H37 H 0 1 N N N 33.492 72.714 64.404 -0.905 -7.753 2.369 H37 QED 66 QED H38 H38 H 0 1 N N N 33.817 74.084 66.451 -0.556 -5.417 1.583 H38 QED 67 QED HO39 HO39 H 0 0 N N N 29.141 76.227 65.227 3.002 -7.489 -1.796 HO39 QED 68 # # 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 QED C2 C1 DOUB Y N 1 QED C1 C9 SING N N 2 QED C1 C6 SING Y N 3 QED O7 C2 SING N N 4 QED C3 C2 SING Y N 5 QED O8 C3 SING N N 6 QED C3 C4 DOUB Y N 7 QED C4 C5 SING Y N 8 QED C4 H4 SING N N 9 QED C5 C6 DOUB Y N 10 QED C5 H5 SING N N 11 QED C6 H6 SING N N 12 QED O7 HO7 SING N N 13 QED O8 HO8 SING N N 14 QED C9 O10 DOUB N N 15 QED C9 N11 SING N N 16 QED N11 C12 SING N N 17 QED N11 HN11 SING N N 18 QED C12 C13 SING N N 19 QED C12 H12 SING N N 20 QED C12 H12A SING N N 21 QED N14 C13 SING N N 22 QED C13 H13 SING N N 23 QED C13 H13A SING N N 24 QED C15 N14 SING N N 25 QED N14 C21 SING N N 26 QED C16 C15 SING N N 27 QED C15 H15 SING N N 28 QED C15 H15A SING N N 29 QED N17 C16 SING N N 30 QED C16 H16 SING N N 31 QED C16 H16A SING N N 32 QED C18 N17 SING N N 33 QED N17 HN17 SING N N 34 QED O19 C18 DOUB N N 35 QED C41 C18 SING N N 36 QED C21 C22 SING N N 37 QED C21 H21 SING N N 38 QED C21 H21A SING N N 39 QED N23 C22 SING N N 40 QED C22 H22 SING N N 41 QED C22 H22A SING N N 42 QED N23 C24 SING N N 43 QED N23 HN23 SING N N 44 QED C33 C24 SING N N 45 QED C24 O32 DOUB N N 46 QED C26 N25 SING N N 47 QED C41 N25 SING N N 48 QED N25 O30 SING N N 49 QED C27 C26 SING N N 50 QED C26 O31 DOUB N N 51 QED C28 C27 DOUB N N 52 QED C27 H27 SING N N 53 QED C28 C29 SING N N 54 QED C28 H28 SING N N 55 QED C29 C41 DOUB N N 56 QED C29 H29 SING N N 57 QED O30 HO30 SING N N 58 QED N34 C33 SING N N 59 QED C38 C33 DOUB N N 60 QED C35 N34 SING N N 61 QED N34 O39 SING N N 62 QED O40 C35 DOUB N N 63 QED C36 C35 SING N N 64 QED C36 C37 DOUB N N 65 QED C36 H36 SING N N 66 QED C37 C38 SING N N 67 QED C37 H37 SING N N 68 QED C38 H38 SING N N 69 QED O39 HO39 SING N N 70 # # 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 QED SMILES ACDLabs 11.02 "O=C3C=CC=C(C(=O)NCCN(CCNC(=O)c1cccc(O)c1O)CCNC(=O)C2=CC=CC(=O)N2O)N3O" QED SMILES_CANONICAL CACTVS 3.352 "ON1C(=O)C=CC=C1C(=O)NCCN(CCNC(=O)C2=CC=CC(=O)N2O)CCNC(=O)c3cccc(O)c3O" QED SMILES CACTVS 3.352 "ON1C(=O)C=CC=C1C(=O)NCCN(CCNC(=O)C2=CC=CC(=O)N2O)CCNC(=O)c3cccc(O)c3O" QED SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)O)O)C(=O)NCCN(CCNC(=O)C2=CC=CC(=O)N2O)CCNC(=O)C3=CC=CC(=O)N3O" QED SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)O)O)C(=O)NCCN(CCNC(=O)C2=CC=CC(=O)N2O)CCNC(=O)C3=CC=CC(=O)N3O" QED InChI InChI 1.03 "InChI=1S/C25H28N6O9/c32-19-7-1-4-16(22(19)35)23(36)26-10-13-29(14-11-27-24(37)17-5-2-8-20(33)30(17)39)15-12-28-25(38)18-6-3-9-21(34)31(18)40/h1-9,32,35,39-40H,10-15H2,(H,26,36)(H,27,37)(H,28,38)" QED InChIKey InChI 1.03 UPWYYPIMZVCQNS-UHFFFAOYSA-N # # 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 QED "SYSTEMATIC NAME" ACDLabs 11.02 "N,N'-{[(2-{[(2,3-dihydroxyphenyl)carbonyl]amino}ethyl)imino]diethane-2,1-diyl}bis(1-hydroxy-6-oxo-1,6-dihydropyridine-2-carboxamide)" QED "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[2-[2-[(2,3-dihydroxyphenyl)carbonylamino]ethyl-[2-[(1-hydroxy-6-oxo-pyridin-2-yl)carbonylamino]ethyl]amino]ethyl]-1-hydroxy-6-oxo-pyridine-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QED "Create component" 2009-06-19 RCSB QED "Modify aromatic_flag" 2011-06-04 RCSB QED "Modify descriptor" 2011-06-04 RCSB QED "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id QED _pdbx_chem_comp_synonyms.name "tren mono-2,3-catecholamido bis-N-hydroxypyridin-2-one-6-amide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##