data_BHN # _chem_comp.id BHN _chem_comp.name "2-[2-[carboxymethyl-[(2-hydroxyphenyl)methyl]amino]ethyl-[(2-hydroxyphenyl)methyl]amino]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N,N'-bis(2-hydroxybenzyl)ethylenediamine-N,N'-diacetic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-26 _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 388.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BHN _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 3MZ9 _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 BHN C1 C1 C 0 1 Y N N 4.308 -2.362 32.761 -3.656 -0.807 -0.802 C1 BHN 1 BHN C2 C2 C 0 1 Y N N 5.343 -1.625 32.198 -3.687 -2.125 -1.212 C2 BHN 2 BHN C3 C3 C 0 1 Y N N 5.629 -0.352 32.681 -4.768 -2.925 -0.891 C3 BHN 3 BHN C4 C4 C 0 1 Y N N 4.892 0.166 33.746 -5.820 -2.408 -0.157 C4 BHN 4 BHN C5 C5 C 0 1 Y N N 3.861 -0.575 34.322 -5.793 -1.089 0.255 C5 BHN 5 BHN C6 C6 C 0 1 Y N N 3.568 -1.830 33.828 -4.710 -0.285 -0.066 C6 BHN 6 BHN O6 O6 O 0 1 N N N 2.579 -2.570 34.410 -4.681 1.012 0.339 O6 BHN 7 BHN C7 C7 C 0 1 N N N 4.064 -3.718 32.147 -2.474 0.063 -1.148 C7 BHN 8 BHN N8 N8 N 0 1 N N N 3.803 -4.725 33.175 -1.526 0.071 -0.026 N8 BHN 9 BHN C9 C9 C 0 1 N N N 3.469 -5.916 32.390 -0.209 0.561 -0.452 C9 BHN 10 BHN C10 C10 C 0 1 N N N 2.667 -6.912 33.222 0.838 0.193 0.601 C10 BHN 11 BHN N11 N11 N 0 1 N N N 1.616 -6.224 33.978 2.148 0.716 0.193 N11 BHN 12 BHN C12 C12 C 0 1 N N N 1.347 -7.127 35.114 3.217 0.186 1.050 C12 BHN 13 BHN C13 C13 C 0 1 Y N N 0.279 -6.543 36.036 3.396 -1.285 0.777 C13 BHN 14 BHN C14 C14 C 0 1 Y N N -0.612 -7.443 36.622 2.947 -2.218 1.692 C14 BHN 15 BHN C15 C15 C 0 1 Y N N -1.616 -6.984 37.476 3.112 -3.568 1.442 C15 BHN 16 BHN C16 C16 C 0 1 Y N N -1.729 -5.621 37.746 3.725 -3.988 0.277 C16 BHN 17 BHN C17 C17 C 0 1 Y N N -0.831 -4.721 37.175 4.176 -3.059 -0.642 C17 BHN 18 BHN C18 C18 C 0 1 Y N N 0.162 -5.187 36.318 4.007 -1.704 -0.396 C18 BHN 19 BHN O18 O18 O 0 1 N N N 1.030 -4.307 35.749 4.445 -0.789 -1.301 O18 BHN 20 BHN C19 C19 C 0 1 N N N 5.096 -4.950 33.855 -2.045 0.864 1.096 C19 BHN 21 BHN C20 C20 C 0 1 N N N 4.892 -5.166 35.358 -2.170 2.306 0.676 C20 BHN 22 BHN O20 O20 O 0 1 N N N 5.912 -5.471 35.987 -1.938 2.625 -0.466 O20 BHN 23 BHN C21 C21 C 0 1 N N N 0.414 -6.277 33.119 2.152 2.185 0.195 C21 BHN 24 BHN O21 O21 O 0 1 N N N 3.756 -5.006 35.843 -2.539 3.237 1.570 O21 BHN 25 BHN C22 C22 C 0 1 N N N 0.184 -4.974 32.353 3.336 2.686 -0.592 C22 BHN 26 BHN O22 O22 O 0 1 N N N -0.529 -5.084 31.344 4.040 1.904 -1.187 O22 BHN 27 BHN O23 O23 O 0 1 N N N 0.704 -3.911 32.762 3.609 3.999 -0.631 O23 BHN 28 BHN H2 H2 H 0 1 N N N 5.924 -2.039 31.387 -2.867 -2.531 -1.786 H2 BHN 29 BHN H3 H3 H 0 1 N N N 6.419 0.233 32.233 -4.791 -3.955 -1.213 H3 BHN 30 BHN H4 H4 H 0 1 N N N 5.122 1.150 34.128 -6.663 -3.034 0.093 H4 BHN 31 BHN H5 H5 H 0 1 N N N 3.296 -0.170 35.148 -6.615 -0.685 0.827 H5 BHN 32 BHN HO6 HO6 H 0 1 N N N 2.179 -2.069 35.111 -5.075 1.630 -0.292 HO6 BHN 33 BHN H7 H7 H 0 1 N N N 3.191 -3.655 31.480 -1.982 -0.331 -2.037 H7 BHN 34 BHN H7A H7A H 0 1 N N N 4.955 -4.016 31.575 -2.816 1.080 -1.342 H7A BHN 35 BHN H9 H9 H 0 1 N N N 2.869 -5.613 31.519 0.058 0.103 -1.405 H9 BHN 36 BHN H9A H9A H 0 1 N N N 4.400 -6.397 32.056 -0.244 1.644 -0.567 H9A BHN 37 BHN H10 H10 H 0 1 N N N 2.203 -7.650 32.551 0.556 0.627 1.560 H10 BHN 38 BHN H10A H10A H 0 0 N N N 3.343 -7.420 33.926 0.893 -0.892 0.695 H10A BHN 39 BHN H12 H12 H 0 1 N N N 0.995 -8.094 34.726 4.148 0.711 0.836 H12 BHN 40 BHN H12A H12A H 0 0 N N N 2.276 -7.268 35.687 2.950 0.331 2.096 H12A BHN 41 BHN H14 H14 H 0 1 N N N -0.524 -8.499 36.414 2.468 -1.892 2.603 H14 BHN 42 BHN H15 H15 H 0 1 N N N -2.304 -7.684 37.927 2.760 -4.295 2.159 H15 BHN 43 BHN H16 H16 H 0 1 N N N -2.512 -5.263 38.397 3.852 -5.043 0.084 H16 BHN 44 BHN H17 H17 H 0 1 N N N -0.905 -3.667 37.396 4.656 -3.388 -1.552 H17 BHN 45 BHN HO18 HO18 H 0 0 N N N 0.823 -3.426 36.037 5.358 -0.503 -1.160 HO18 BHN 46 BHN H19 H19 H 0 1 N N N 5.576 -5.843 33.427 -3.025 0.485 1.388 H19 BHN 47 BHN H19A H19A H 0 0 N N N 5.738 -4.070 33.703 -1.361 0.790 1.941 H19A BHN 48 BHN H21 H21 H 0 1 N N N 0.542 -7.091 32.391 1.232 2.552 -0.261 H21 BHN 49 BHN H21A H21A H 0 0 N N N -0.462 -6.466 33.757 2.218 2.547 1.221 H21A BHN 50 BHN HO21 HO21 H 0 0 N N N 3.788 -5.155 36.781 -2.605 4.148 1.254 HO21 BHN 51 BHN HO23 HO23 H 0 0 N N N 0.469 -3.198 32.180 4.379 4.272 -1.148 HO23 BHN 52 # # 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 BHN C1 C2 DOUB Y N 1 BHN C1 C6 SING Y N 2 BHN C1 C7 SING N N 3 BHN C2 C3 SING Y N 4 BHN C3 C4 DOUB Y N 5 BHN C4 C5 SING Y N 6 BHN C5 C6 DOUB Y N 7 BHN C6 O6 SING N N 8 BHN C7 N8 SING N N 9 BHN N8 C9 SING N N 10 BHN N8 C19 SING N N 11 BHN C9 C10 SING N N 12 BHN C10 N11 SING N N 13 BHN N11 C12 SING N N 14 BHN N11 C21 SING N N 15 BHN C12 C13 SING N N 16 BHN C13 C14 DOUB Y N 17 BHN C13 C18 SING Y N 18 BHN C14 C15 SING Y N 19 BHN C15 C16 DOUB Y N 20 BHN C16 C17 SING Y N 21 BHN C17 C18 DOUB Y N 22 BHN C18 O18 SING N N 23 BHN C19 C20 SING N N 24 BHN C20 O20 DOUB N N 25 BHN C20 O21 SING N N 26 BHN C21 C22 SING N N 27 BHN C22 O22 DOUB N N 28 BHN C22 O23 SING N N 29 BHN C2 H2 SING N N 30 BHN C3 H3 SING N N 31 BHN C4 H4 SING N N 32 BHN C5 H5 SING N N 33 BHN O6 HO6 SING N N 34 BHN C7 H7 SING N N 35 BHN C7 H7A SING N N 36 BHN C9 H9 SING N N 37 BHN C9 H9A SING N N 38 BHN C10 H10 SING N N 39 BHN C10 H10A SING N N 40 BHN C12 H12 SING N N 41 BHN C12 H12A SING N N 42 BHN C14 H14 SING N N 43 BHN C15 H15 SING N N 44 BHN C16 H16 SING N N 45 BHN C17 H17 SING N N 46 BHN O18 HO18 SING N N 47 BHN C19 H19 SING N N 48 BHN C19 H19A SING N N 49 BHN C21 H21 SING N N 50 BHN C21 H21A SING N N 51 BHN O21 HO21 SING N N 52 BHN O23 HO23 SING N N 53 # # 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 BHN SMILES ACDLabs 12.01 "O=C(O)CN(Cc1ccccc1O)CCN(Cc2ccccc2O)CC(=O)O" BHN SMILES_CANONICAL CACTVS 3.370 "OC(=O)CN(CCN(CC(O)=O)Cc1ccccc1O)Cc2ccccc2O" BHN SMILES CACTVS 3.370 "OC(=O)CN(CCN(CC(O)=O)Cc1ccccc1O)Cc2ccccc2O" BHN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)C[N@@](CC[N@](Cc2ccccc2O)CC(=O)O)CC(=O)O)O" BHN SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)CN(CCN(Cc2ccccc2O)CC(=O)O)CC(=O)O)O" BHN InChI InChI 1.03 "InChI=1S/C20H24N2O6/c23-17-7-3-1-5-15(17)11-21(13-19(25)26)9-10-22(14-20(27)28)12-16-6-2-4-8-18(16)24/h1-8,23-24H,9-14H2,(H,25,26)(H,27,28)" BHN InChIKey InChI 1.03 GRUVVLWKPGIYEG-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 BHN "SYSTEMATIC NAME" ACDLabs 12.01 "2,2'-{ethane-1,2-diylbis[(2-hydroxybenzyl)imino]}diacetic acid (non-preferred name)" BHN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[2-[carboxymethyl-[(2-hydroxyphenyl)methyl]amino]ethyl-[(2-hydroxyphenyl)methyl]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 BHN "Create component" 2010-05-26 PDBJ BHN "Modify aromatic_flag" 2011-06-04 RCSB BHN "Modify descriptor" 2011-06-04 RCSB BHN "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BHN _pdbx_chem_comp_synonyms.name "N,N'-bis(2-hydroxybenzyl)ethylenediamine-N,N'-diacetic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##