data_EOT # _chem_comp.id EOT _chem_comp.name "[(1-[(BIS-CARBOXYMETHYL-AMINO)-METHYL]-2-{4-[3-(2-HYDROXY-ETHYL)-THIOUREIDO]-PHENY}-ETHYL)-CARBOXYMETHYL-AMINO]-ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N4 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 500.523 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EOT _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 1IND _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 EOT C15 C15 C 0 1 Y N N 61.618 1.339 37.421 0.679 -0.103 2.848 C15 EOT 1 EOT C16 C16 C 0 1 Y N N 60.997 2.435 38.031 -0.665 -0.220 2.524 C16 EOT 2 EOT C17 C17 C 0 1 Y N N 59.918 2.266 38.894 -1.041 -0.454 1.215 C17 EOT 3 EOT C12 C12 C 0 1 Y N N 59.447 0.983 39.162 -0.079 -0.572 0.229 C12 EOT 4 EOT C13 C13 C 0 1 Y N N 60.061 -0.108 38.560 1.260 -0.455 0.548 C13 EOT 5 EOT C14 C14 C 0 1 Y N N 61.132 0.068 37.696 1.642 -0.216 1.854 C14 EOT 6 EOT N3 N3 N 0 1 N N N 62.652 1.438 36.575 1.063 0.133 4.172 N3 EOT 7 EOT C18 C18 C 0 1 N N N 63.805 2.052 36.862 0.480 -0.551 5.175 C18 EOT 8 EOT S1 S1 S 0 1 N N N 64.155 2.672 38.377 -0.755 -1.685 4.833 S1 EOT 9 EOT N4 N4 N 0 1 N N N 64.688 2.143 35.878 0.869 -0.343 6.449 N4 EOT 10 EOT C19 C19 C 0 1 N N N 65.965 2.844 36.055 0.235 -1.087 7.540 C19 EOT 11 EOT C20 C20 C 0 1 N N N 66.353 3.529 34.739 0.856 -0.666 8.873 C20 EOT 12 EOT O9 O9 O 0 1 N N N 67.608 4.168 34.919 0.654 0.734 9.072 O9 EOT 13 EOT C11 C11 C 0 1 N N N 58.303 0.779 40.073 -0.493 -0.827 -1.197 C11 EOT 14 EOT C1 C1 C 0 1 N N S 56.902 1.044 39.494 -0.581 0.502 -1.948 C1 EOT 15 EOT C2 C2 C 0 1 N N N 56.487 -0.122 38.549 -0.861 0.234 -3.428 C2 EOT 16 EOT N1 N1 N 0 1 N N N 55.885 1.173 40.568 -1.668 1.313 -1.383 N1 EOT 17 EOT C9 C9 C 0 1 N N N 55.911 2.472 41.266 -1.295 2.719 -1.585 C9 EOT 18 EOT C10 C10 C 0 1 N N N 55.460 3.614 40.365 -0.223 3.101 -0.598 C10 EOT 19 EOT O7 O7 O 0 1 N N N 54.506 3.288 39.471 0.187 2.285 0.193 O7 EOT 20 EOT O8 O8 O 0 1 N N N 55.987 4.720 40.426 0.275 4.347 -0.597 O8 EOT 21 EOT C7 C7 C 0 1 N N N 55.917 0.020 41.460 -2.854 1.067 -2.215 C7 EOT 22 EOT C8 C8 C 0 1 N N N 54.678 0.035 42.343 -3.485 -0.241 -1.816 C8 EOT 23 EOT O5 O5 O 0 1 N N N 53.600 0.614 41.773 -3.147 -0.788 -0.793 O5 EOT 24 EOT O6 O6 O 0 1 N N N 54.711 -0.388 43.497 -4.423 -0.800 -2.596 O6 EOT 25 EOT N2 N2 N 0 1 N N N 55.152 0.011 37.940 0.313 -0.399 -4.042 N2 EOT 26 EOT C5 C5 C 0 1 N N N 54.675 -1.353 37.603 -0.129 -0.951 -5.329 C5 EOT 27 EOT C6 C6 C 0 1 N N N 53.318 -1.707 38.225 0.937 -1.864 -5.877 C6 EOT 28 EOT O3 O3 O 0 1 N N N 52.978 -1.016 39.324 1.919 -2.111 -5.217 O3 EOT 29 EOT O4 O4 O 0 1 N N N 52.610 -2.597 37.754 0.796 -2.404 -7.098 O4 EOT 30 EOT C3 C3 C 0 1 N N N 55.146 0.873 36.733 1.262 0.679 -4.350 C3 EOT 31 EOT C4 C4 C 0 1 N N N 53.734 1.306 36.360 2.557 0.431 -3.620 C4 EOT 32 EOT O1 O1 O 0 1 N N N 52.847 1.222 37.374 2.707 -0.583 -2.982 O1 EOT 33 EOT O2 O2 O 0 1 N N N 53.435 1.662 35.219 3.545 1.338 -3.680 O2 EOT 34 EOT H16 H16 H 0 1 N N N 61.366 3.454 37.827 -1.417 -0.129 3.294 H16 EOT 35 EOT H17 H17 H 0 1 N N N 59.439 3.142 39.362 -2.087 -0.546 0.963 H17 EOT 36 EOT H13 H13 H 0 1 N N N 59.693 -1.126 38.770 2.009 -0.547 -0.224 H13 EOT 37 EOT H14 H14 H 0 1 N N N 61.601 -0.811 37.223 2.689 -0.124 2.102 H14 EOT 38 EOT HN3 HN3 H 0 1 N N N 62.295 1.860 35.717 1.749 0.791 4.368 HN3 EOT 39 EOT HN4 HN4 H 0 1 N N N 64.394 1.688 35.013 1.569 0.299 6.643 HN4 EOT 40 EOT H191 1H19 H 0 0 N N N 65.940 3.557 36.911 0.390 -2.155 7.388 H191 EOT 41 EOT H192 2H19 H 0 0 N N N 66.768 2.169 36.433 -0.833 -0.873 7.553 H192 EOT 42 EOT H201 1H20 H 0 0 N N N 66.350 2.826 33.873 1.925 -0.880 8.860 H201 EOT 43 EOT H202 2H20 H 0 0 N N N 65.565 4.227 34.370 0.385 -1.220 9.685 H202 EOT 44 EOT HO9 HO9 H 0 1 N N N 67.848 4.592 34.103 1.059 0.957 9.921 HO9 EOT 45 EOT H111 1H11 H 0 0 N N N 58.343 -0.250 40.498 0.243 -1.469 -1.680 H111 EOT 46 EOT H112 2H11 H 0 0 N N N 58.447 1.387 40.996 -1.466 -1.317 -1.211 H112 EOT 47 EOT H1 H1 H 0 1 N N N 56.949 2.003 38.927 0.361 1.039 -1.848 H1 EOT 48 EOT H21 1H2 H 0 1 N N N 57.257 -0.267 37.756 -1.721 -0.428 -3.521 H21 EOT 49 EOT H22 2H2 H 0 1 N N N 56.570 -1.097 39.083 -1.071 1.176 -3.935 H22 EOT 50 EOT H91 1H9 H 0 1 N N N 55.312 2.438 42.206 -0.919 2.853 -2.600 H91 EOT 51 EOT H92 2H9 H 0 1 N N N 56.915 2.675 41.704 -2.170 3.352 -1.435 H92 EOT 52 EOT HO8 HO8 H 0 1 N N N 55.705 5.432 39.864 0.963 4.593 0.036 HO8 EOT 53 EOT H71 1H7 H 0 1 N N N 56.029 -0.940 40.905 -3.572 1.875 -2.072 H71 EOT 54 EOT H72 2H7 H 0 1 N N N 56.859 -0.029 42.054 -2.560 1.023 -3.263 H72 EOT 55 EOT HO6 HO6 H 0 1 N N N 53.937 -0.378 44.048 -4.828 -1.640 -2.340 HO6 EOT 56 EOT H51 1H5 H 0 1 N N N 54.649 -1.498 36.497 -1.050 -1.515 -5.185 H51 EOT 57 EOT H52 2H5 H 0 1 N N N 55.442 -2.115 37.874 -0.307 -0.138 -6.032 H52 EOT 58 EOT HO4 HO4 H 0 1 N N N 51.769 -2.816 38.139 1.481 -2.990 -7.450 HO4 EOT 59 EOT H31 1H3 H 0 1 N N N 55.822 1.751 36.856 1.448 0.703 -5.423 H31 EOT 60 EOT H32 2H3 H 0 1 N N N 55.659 0.377 35.876 0.843 1.633 -4.032 H32 EOT 61 EOT HO2 HO2 H 0 1 N N N 52.554 1.932 34.986 4.376 1.179 -3.212 HO2 EOT 62 # 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 EOT C15 C16 SING Y N 1 EOT C15 C14 DOUB Y N 2 EOT C15 N3 SING N N 3 EOT C16 C17 DOUB Y N 4 EOT C16 H16 SING N N 5 EOT C17 C12 SING Y N 6 EOT C17 H17 SING N N 7 EOT C12 C13 DOUB Y N 8 EOT C12 C11 SING N N 9 EOT C13 C14 SING Y N 10 EOT C13 H13 SING N N 11 EOT C14 H14 SING N N 12 EOT N3 C18 SING N N 13 EOT N3 HN3 SING N N 14 EOT C18 S1 DOUB N N 15 EOT C18 N4 SING N N 16 EOT N4 C19 SING N N 17 EOT N4 HN4 SING N N 18 EOT C19 C20 SING N N 19 EOT C19 H191 SING N N 20 EOT C19 H192 SING N N 21 EOT C20 O9 SING N N 22 EOT C20 H201 SING N N 23 EOT C20 H202 SING N N 24 EOT O9 HO9 SING N N 25 EOT C11 C1 SING N N 26 EOT C11 H111 SING N N 27 EOT C11 H112 SING N N 28 EOT C1 C2 SING N N 29 EOT C1 N1 SING N N 30 EOT C1 H1 SING N N 31 EOT C2 N2 SING N N 32 EOT C2 H21 SING N N 33 EOT C2 H22 SING N N 34 EOT N1 C9 SING N N 35 EOT N1 C7 SING N N 36 EOT C9 C10 SING N N 37 EOT C9 H91 SING N N 38 EOT C9 H92 SING N N 39 EOT C10 O7 DOUB N N 40 EOT C10 O8 SING N N 41 EOT O8 HO8 SING N N 42 EOT C7 C8 SING N N 43 EOT C7 H71 SING N N 44 EOT C7 H72 SING N N 45 EOT C8 O5 DOUB N N 46 EOT C8 O6 SING N N 47 EOT O6 HO6 SING N N 48 EOT N2 C5 SING N N 49 EOT N2 C3 SING N N 50 EOT C5 C6 SING N N 51 EOT C5 H51 SING N N 52 EOT C5 H52 SING N N 53 EOT C6 O3 DOUB N N 54 EOT C6 O4 SING N N 55 EOT O4 HO4 SING N N 56 EOT C3 C4 SING N N 57 EOT C3 H31 SING N N 58 EOT C3 H32 SING N N 59 EOT C4 O1 DOUB N N 60 EOT C4 O2 SING N N 61 EOT O2 HO2 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 EOT SMILES ACDLabs 10.04 "S=C(Nc1ccc(cc1)CC(N(CC(=O)O)CC(=O)O)CN(CC(=O)O)CC(=O)O)NCCO" EOT SMILES_CANONICAL CACTVS 3.341 "OCCNC(=S)Nc1ccc(C[C@@H](CN(CC(O)=O)CC(O)=O)N(CC(O)=O)CC(O)=O)cc1" EOT SMILES CACTVS 3.341 "OCCNC(=S)Nc1ccc(C[CH](CN(CC(O)=O)CC(O)=O)N(CC(O)=O)CC(O)=O)cc1" EOT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C[C@@H](CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O)NC(=S)NCCO" EOT SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CC(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O)NC(=S)NCCO" EOT InChI InChI 1.03 "InChI=1S/C20H28N4O9S/c25-6-5-21-20(34)22-14-3-1-13(2-4-14)7-15(24(11-18(30)31)12-19(32)33)8-23(9-16(26)27)10-17(28)29/h1-4,15,25H,5-12H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)(H2,21,22,34)/t15-/m0/s1" EOT InChIKey InChI 1.03 PQYGLZAKNWQTCV-HNNXBMFYSA-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 EOT "SYSTEMATIC NAME" ACDLabs 10.04 ;2,2',2'',2'''-{[(2S)-3-(4-{[(2-hydroxyethyl)carbamothioyl]amino}phenyl)propane-1,2-diyl]dinitrilo}tetraacetic acid ; EOT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2S)-1-(bis(carboxymethyl)amino)-3-[4-(2-hydroxyethylcarbamothioylamino)phenyl]propan-2-yl]-(carboxymethyl)amino]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EOT "Create component" 1999-07-08 RCSB EOT "Modify descriptor" 2011-06-04 RCSB #