data_1OD # _chem_comp.id 1OD _chem_comp.name "(4S,5R)-N,N-bis{3-[(2,3-dihydroxybenzoyl)amino]propyl}-2-(2,3-dihydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H34 N4 O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms fluvibactin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-17 _chem_comp.pdbx_modified_date 2021-03-01 _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 622.622 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1OD _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 4K19 _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 1OD O34 O34 O 0 1 N N N 31.030 80.934 64.298 -5.826 2.186 1.889 O34 1OD 1 1OD C33 C33 C 0 1 N N N 30.088 80.236 64.650 -5.366 1.789 0.836 C33 1OD 2 1OD C35 C35 C 0 1 Y N N 28.884 80.112 63.744 -6.243 1.633 -0.340 C35 1OD 3 1OD C40 C40 C 0 1 Y N N 28.537 81.156 62.892 -5.718 1.172 -1.551 C40 1OD 4 1OD C39 C39 C 0 1 Y N N 27.413 81.046 62.072 -6.542 1.023 -2.646 C39 1OD 5 1OD C38 C38 C 0 1 Y N N 26.626 79.902 62.097 -7.890 1.327 -2.555 C38 1OD 6 1OD C37 C37 C 0 1 Y N N 26.976 78.868 62.948 -8.424 1.786 -1.362 C37 1OD 7 1OD O41 O41 O 0 1 N N N 26.222 77.735 62.981 -9.748 2.083 -1.280 O41 1OD 8 1OD C36 C36 C 0 1 Y N N 28.090 78.975 63.762 -7.605 1.941 -0.248 C36 1OD 9 1OD O42 O42 O 0 1 N N N 28.403 77.940 64.588 -8.126 2.385 0.925 O42 1OD 10 1OD N32 N32 N 0 1 N N N 30.073 79.610 65.837 -4.053 1.497 0.741 N32 1OD 11 1OD C31 C31 C 0 1 N N N 31.134 79.710 66.829 -3.181 1.658 1.907 C31 1OD 12 1OD C30 C30 C 0 1 N N N 30.595 79.622 68.262 -1.752 1.262 1.534 C30 1OD 13 1OD C29 C29 C 0 1 N N N 30.352 78.177 68.723 -0.841 1.430 2.751 C29 1OD 14 1OD N14 N14 N 0 1 N N N 30.179 78.056 70.183 0.526 1.040 2.397 N14 1OD 15 1OD C12 C12 C 0 1 N N N 30.329 76.913 70.877 1.347 1.928 1.802 C12 1OD 16 1OD O13 O13 O 0 1 N N N 30.158 76.903 72.084 0.987 3.074 1.642 O13 1OD 17 1OD C10 C10 C 0 1 N N S 30.657 75.577 70.255 2.713 1.495 1.336 C10 1OD 18 1OD C9 C9 C 0 1 N N R 32.162 75.276 70.262 3.801 1.902 2.359 C9 1OD 19 1OD C43 C43 C 0 1 N N N 32.552 74.247 71.317 4.204 0.714 3.235 C43 1OD 20 1OD O8 O8 O 0 1 N N N 32.486 74.754 68.973 4.882 2.292 1.486 O8 1OD 21 1OD N11 N11 N 0 1 N N N 30.329 75.406 68.846 3.124 2.250 0.135 N11 1OD 22 1OD C7 C7 C 0 1 N N N 31.296 74.957 68.180 4.342 2.661 0.306 C7 1OD 23 1OD C1 C1 C 0 1 Y N N 31.247 74.665 66.712 5.072 3.460 -0.700 C1 1OD 24 1OD C6 C6 C 0 1 Y N N 30.222 75.157 65.920 4.453 3.809 -1.905 C6 1OD 25 1OD O44 O44 O 0 1 N N N 29.228 75.940 66.418 3.178 3.415 -2.155 O44 1OD 26 1OD C5 C5 C 0 1 Y N N 30.185 74.864 64.579 5.149 4.563 -2.844 C5 1OD 27 1OD O45 O45 O 0 1 N N N 29.172 75.383 63.834 4.553 4.907 -4.017 O45 1OD 28 1OD C4 C4 C 0 1 Y N N 31.174 74.071 64.007 6.449 4.964 -2.585 C4 1OD 29 1OD C3 C3 C 0 1 Y N N 32.209 73.576 64.795 7.062 4.617 -1.392 C3 1OD 30 1OD C2 C2 C 0 1 Y N N 32.243 73.874 66.152 6.382 3.876 -0.450 C2 1OD 31 1OD C15 C15 C 0 1 N N N 29.808 79.266 70.928 1.000 -0.315 2.688 C15 1OD 32 1OD C16 C16 C 0 1 N N N 28.357 79.126 71.398 0.699 -1.229 1.498 C16 1OD 33 1OD C17 C17 C 0 1 N N N 27.355 79.648 70.369 1.194 -2.644 1.803 C17 1OD 34 1OD N18 N18 N 0 1 N N N 26.846 78.576 69.531 0.905 -3.518 0.664 N18 1OD 35 1OD C19 C19 C 0 1 N N N 25.584 78.149 69.599 1.255 -4.819 0.707 C19 1OD 36 1OD O20 O20 O 0 1 N N N 24.792 78.649 70.385 1.809 -5.267 1.692 O20 1OD 37 1OD C21 C21 C 0 1 Y N N 25.152 76.978 68.753 0.964 -5.700 -0.440 C21 1OD 38 1OD C26 C26 C 0 1 Y N N 25.887 76.551 67.654 1.320 -7.053 -0.397 C26 1OD 39 1OD O27 O27 O 0 1 N N N 27.019 77.211 67.284 1.939 -7.560 0.700 O27 1OD 40 1OD C25 C25 C 0 1 Y N N 25.480 75.439 66.930 1.036 -7.875 -1.483 C25 1OD 41 1OD O28 O28 O 0 1 N N N 26.193 75.008 65.849 1.378 -9.191 -1.448 O28 1OD 42 1OD C24 C24 C 0 1 Y N N 24.326 74.754 67.289 0.404 -7.354 -2.599 C24 1OD 43 1OD C23 C23 C 0 1 Y N N 23.580 75.181 68.380 0.052 -6.015 -2.642 C23 1OD 44 1OD C22 C22 C 0 1 Y N N 23.995 76.288 69.108 0.327 -5.188 -1.574 C22 1OD 45 1OD H1 H1 H 0 1 N N N 29.138 82.053 62.865 -4.668 0.934 -1.629 H1 1OD 46 1OD H2 H2 H 0 1 N N N 27.152 81.859 61.411 -6.133 0.666 -3.580 H2 1OD 47 1OD H3 H3 H 0 1 N N N 25.755 79.821 61.463 -8.527 1.207 -3.418 H3 1OD 48 1OD H4 H4 H 0 1 N N N 26.591 77.127 63.611 -10.303 1.337 -1.014 H4 1OD 49 1OD H5 H5 H 0 1 N N N 29.186 78.154 65.082 -8.105 3.346 1.026 H5 1OD 50 1OD H6 H6 H 0 1 N N N 29.282 79.038 66.054 -3.686 1.181 -0.099 H6 1OD 51 1OD H7 H7 H 0 1 N N N 31.849 78.889 66.668 -3.197 2.698 2.232 H7 1OD 52 1OD H8 H8 H 0 1 N N N 31.648 80.674 66.702 -3.536 1.020 2.717 H8 1OD 53 1OD H9 H9 H 0 1 N N N 31.324 80.089 68.940 -1.736 0.222 1.209 H9 1OD 54 1OD H10 H10 H 0 1 N N N 29.643 80.171 68.313 -1.397 1.901 0.724 H10 1OD 55 1OD H11 H11 H 0 1 N N N 29.443 77.801 68.231 -0.850 2.472 3.071 H11 1OD 56 1OD H12 H12 H 0 1 N N N 31.214 77.564 68.421 -1.200 0.797 3.563 H12 1OD 57 1OD H13 H13 H 0 1 N N N 30.152 74.792 70.837 2.737 0.422 1.148 H13 1OD 58 1OD H14 H14 H 0 1 N N N 32.713 76.210 70.448 3.469 2.742 2.970 H14 1OD 59 1OD H15 H15 H 0 1 N N N 32.308 74.636 72.317 4.471 -0.131 2.601 H15 1OD 60 1OD H16 H16 H 0 1 N N N 31.997 73.313 71.141 5.059 0.990 3.852 H16 1OD 61 1OD H17 H17 H 0 1 N N N 33.632 74.049 71.254 3.368 0.436 3.877 H17 1OD 62 1OD H18 H18 H 0 1 N N N 29.363 76.070 67.349 2.506 4.044 -1.857 H18 1OD 63 1OD H19 H19 H 0 1 N N N 28.597 75.894 64.392 4.078 5.748 -3.986 H19 1OD 64 1OD H20 H20 H 0 1 N N N 31.139 73.840 62.953 6.987 5.548 -3.316 H20 1OD 65 1OD H21 H21 H 0 1 N N N 32.982 72.964 64.354 8.076 4.934 -1.198 H21 1OD 66 1OD H22 H22 H 0 1 N N N 33.042 73.492 66.770 6.865 3.609 0.478 H22 1OD 67 1OD H23 H23 H 0 1 N N N 30.470 79.382 71.799 2.075 -0.294 2.867 H23 1OD 68 1OD H24 H24 H 0 1 N N N 29.903 80.146 70.275 0.493 -0.695 3.575 H24 1OD 69 1OD H25 H25 H 0 1 N N N 28.232 79.694 72.331 -0.376 -1.250 1.320 H25 1OD 70 1OD H26 H26 H 0 1 N N N 28.148 78.062 71.586 1.206 -0.849 0.612 H26 1OD 71 1OD H27 H27 H 0 1 N N N 27.853 80.394 69.732 2.269 -2.622 1.981 H27 1OD 72 1OD H28 H28 H 0 1 N N N 26.513 80.120 70.897 0.687 -3.023 2.690 H28 1OD 73 1OD H29 H29 H 0 1 N N N 27.466 78.141 68.878 0.463 -3.161 -0.122 H29 1OD 74 1OD H30 H30 H 0 1 N N N 27.165 77.944 67.871 1.333 -7.903 1.370 H30 1OD 75 1OD H31 H31 H 0 1 N N N 26.950 75.568 65.725 2.263 -9.376 -1.791 H31 1OD 76 1OD H32 H32 H 0 1 N N N 24.010 73.892 66.721 0.185 -7.994 -3.440 H32 1OD 77 1OD H33 H33 H 0 1 N N N 22.680 74.654 68.661 -0.440 -5.616 -3.517 H33 1OD 78 1OD H34 H34 H 0 1 N N N 23.415 76.617 69.958 0.045 -4.146 -1.612 H34 1OD 79 # # 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 1OD C39 C38 DOUB Y N 1 1OD C39 C40 SING Y N 2 1OD C38 C37 SING Y N 3 1OD C40 C35 DOUB Y N 4 1OD C37 O41 SING N N 5 1OD C37 C36 DOUB Y N 6 1OD C35 C36 SING Y N 7 1OD C35 C33 SING N N 8 1OD C36 O42 SING N N 9 1OD O45 C5 SING N N 10 1OD C4 C5 DOUB Y N 11 1OD C4 C3 SING Y N 12 1OD O34 C33 DOUB N N 13 1OD C5 C6 SING Y N 14 1OD C33 N32 SING N N 15 1OD C3 C2 DOUB Y N 16 1OD N32 C31 SING N N 17 1OD O28 C25 SING N N 18 1OD C6 O44 SING N N 19 1OD C6 C1 DOUB Y N 20 1OD C2 C1 SING Y N 21 1OD C1 C7 SING N N 22 1OD C31 C30 SING N N 23 1OD C25 C24 DOUB Y N 24 1OD C25 C26 SING Y N 25 1OD O27 C26 SING N N 26 1OD C24 C23 SING Y N 27 1OD C26 C21 DOUB Y N 28 1OD C7 N11 DOUB N N 29 1OD C7 O8 SING N N 30 1OD C30 C29 SING N N 31 1OD C23 C22 DOUB Y N 32 1OD C29 N14 SING N N 33 1OD C21 C22 SING Y N 34 1OD C21 C19 SING N N 35 1OD N11 C10 SING N N 36 1OD O8 C9 SING N N 37 1OD N18 C19 SING N N 38 1OD N18 C17 SING N N 39 1OD C19 O20 DOUB N N 40 1OD N14 C12 SING N N 41 1OD N14 C15 SING N N 42 1OD C10 C9 SING N N 43 1OD C10 C12 SING N N 44 1OD C9 C43 SING N N 45 1OD C17 C16 SING N N 46 1OD C12 O13 DOUB N N 47 1OD C15 C16 SING N N 48 1OD C40 H1 SING N N 49 1OD C39 H2 SING N N 50 1OD C38 H3 SING N N 51 1OD O41 H4 SING N N 52 1OD O42 H5 SING N N 53 1OD N32 H6 SING N N 54 1OD C31 H7 SING N N 55 1OD C31 H8 SING N N 56 1OD C30 H9 SING N N 57 1OD C30 H10 SING N N 58 1OD C29 H11 SING N N 59 1OD C29 H12 SING N N 60 1OD C10 H13 SING N N 61 1OD C9 H14 SING N N 62 1OD C43 H15 SING N N 63 1OD C43 H16 SING N N 64 1OD C43 H17 SING N N 65 1OD O44 H18 SING N N 66 1OD O45 H19 SING N N 67 1OD C4 H20 SING N N 68 1OD C3 H21 SING N N 69 1OD C2 H22 SING N N 70 1OD C15 H23 SING N N 71 1OD C15 H24 SING N N 72 1OD C16 H25 SING N N 73 1OD C16 H26 SING N N 74 1OD C17 H27 SING N N 75 1OD C17 H28 SING N N 76 1OD N18 H29 SING N N 77 1OD O27 H30 SING N N 78 1OD O28 H31 SING N N 79 1OD C24 H32 SING N N 80 1OD C23 H33 SING N N 81 1OD C22 H34 SING N N 82 # # 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 1OD SMILES ACDLabs 12.01 "O=C(N(CCCNC(=O)c1cccc(O)c1O)CCCNC(=O)c2cccc(O)c2O)C3N=C(OC3C)c4cccc(O)c4O" 1OD InChI InChI 1.03 "InChI=1S/C31H34N4O10/c1-17-24(34-30(45-17)20-9-4-12-23(38)27(20)41)31(44)35(15-5-13-32-28(42)18-7-2-10-21(36)25(18)39)16-6-14-33-29(43)19-8-3-11-22(37)26(19)40/h2-4,7-12,17,24,36-41H,5-6,13-16H2,1H3,(H,32,42)(H,33,43)/t17-,24+/m1/s1" 1OD InChIKey InChI 1.03 LHJFXHHBUCCXIF-OSPHWJPCSA-N 1OD SMILES_CANONICAL CACTVS 3.370 "C[C@H]1OC(=N[C@@H]1C(=O)N(CCCNC(=O)c2cccc(O)c2O)CCCNC(=O)c3cccc(O)c3O)c4cccc(O)c4O" 1OD SMILES CACTVS 3.370 "C[CH]1OC(=N[CH]1C(=O)N(CCCNC(=O)c2cccc(O)c2O)CCCNC(=O)c3cccc(O)c3O)c4cccc(O)c4O" 1OD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@H](N=C(O1)c2cccc(c2O)O)C(=O)N(CCCNC(=O)c3cccc(c3O)O)CCCNC(=O)c4cccc(c4O)O" 1OD SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(N=C(O1)c2cccc(c2O)O)C(=O)N(CCCNC(=O)c3cccc(c3O)O)CCCNC(=O)c4cccc(c4O)O" # # 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 1OD "SYSTEMATIC NAME" ACDLabs 12.01 "(4S,5R)-N,N-bis{3-[(2,3-dihydroxybenzoyl)amino]propyl}-2-(2,3-dihydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxamide" 1OD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4S,5R)-2-[2,3-bis(oxidanyl)phenyl]-N,N-bis[3-[[2,3-bis(oxidanyl)phenyl]carbonylamino]propyl]-5-methyl-4,5-dihydro-1,3-oxazole-4-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 1OD "Create component" 2013-06-17 RCSB 1OD "Modify synonyms" 2013-06-17 RCSB 1OD "Initial release" 2013-07-31 RCSB 1OD "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1OD _pdbx_chem_comp_synonyms.name fluvibactin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##