data_BHR # _chem_comp.id BHR _chem_comp.name "2-[2-[carboxymethyl-[(2-hydroxyphenyl)methyl]amino]ethyl-[(2,3-dihydroxyphenyl)methyl]amino]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-26 _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 404.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BHR _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 3MZB _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 BHR C1 C1 C 0 1 Y N N 33.216 20.050 21.702 3.378 -0.721 0.918 C1 BHR 1 BHR C2 C2 C 0 1 Y N N 32.096 19.321 22.082 3.423 -2.038 1.337 C2 BHR 2 BHR C3 C3 C 0 1 Y N N 31.534 18.382 21.232 4.522 -2.823 1.043 C3 BHR 3 BHR C4 C4 C 0 1 Y N N 32.101 18.156 19.983 5.582 -2.295 0.330 C4 BHR 4 BHR C5 C5 C 0 1 Y N N 33.227 18.863 19.586 5.544 -0.975 -0.092 C5 BHR 5 BHR O5 O5 O 0 1 N N N 33.759 18.608 18.350 6.586 -0.454 -0.794 O5 BHR 6 BHR C6 C6 C 0 1 Y N N 33.785 19.812 20.443 4.437 -0.185 0.203 C6 BHR 7 BHR O6 O6 O 0 1 N N N 34.890 20.509 20.057 4.395 1.110 -0.210 O6 BHR 8 BHR C7 C7 C 0 1 N N N 33.701 21.060 22.736 2.175 0.130 1.235 C7 BHR 9 BHR N8 N8 N 0 1 N N N 35.159 21.193 22.801 1.251 0.115 0.093 N8 BHR 10 BHR C9 C9 C 0 1 N N N 35.385 22.337 23.699 -0.083 0.586 0.489 C9 BHR 11 BHR C10 C10 C 0 1 N N N 36.776 22.945 23.528 -1.101 0.195 -0.584 C10 BHR 12 BHR N11 N11 N 0 1 N N N 37.121 23.158 22.117 -2.428 0.699 -0.206 N11 BHR 13 BHR C12 C12 C 0 1 N N N 38.591 23.200 22.055 -3.470 0.146 -1.082 C12 BHR 14 BHR C13 C13 C 0 1 Y N N 39.096 23.080 20.608 -3.629 -1.327 -0.805 C13 BHR 15 BHR C14 C14 C 0 1 Y N N 40.308 23.699 20.315 -3.147 -2.256 -1.707 C14 BHR 16 BHR C15 C15 C 0 1 Y N N 40.839 23.644 19.026 -3.293 -3.607 -1.454 C15 BHR 17 BHR C16 C16 C 0 1 Y N N 40.158 22.975 18.013 -3.921 -4.033 -0.299 C16 BHR 18 BHR C17 C17 C 0 1 Y N N 38.944 22.358 18.290 -4.405 -3.108 0.607 C17 BHR 19 BHR C18 C18 C 0 1 Y N N 38.423 22.415 19.582 -4.255 -1.752 0.358 C18 BHR 20 BHR O18 O18 O 0 1 N N N 37.230 21.824 19.834 -4.725 -0.840 1.250 O18 BHR 21 BHR C19 C19 C 0 1 N N N 35.677 19.998 23.485 1.781 0.911 -1.023 C19 BHR 22 BHR C20 C20 C 0 1 N N N 37.023 19.591 22.872 1.876 2.357 -0.608 C20 BHR 23 BHR O20 O20 O 0 1 N N N 37.670 18.768 23.512 1.616 2.678 0.527 O20 BHR 24 BHR C21 C21 C 0 1 N N N 36.595 24.475 21.702 -2.457 2.167 -0.217 C21 BHR 25 BHR O21 O21 O 0 1 N N N 37.356 20.105 21.791 2.249 3.288 -1.500 O21 BHR 26 BHR C22 C22 C 0 1 N N N 35.334 24.329 20.838 -3.664 2.652 0.543 C22 BHR 27 BHR O22 O22 O 0 1 N N N 34.712 25.386 20.593 -4.366 1.862 1.129 O22 BHR 28 BHR O23 O23 O 0 1 N N N 34.994 23.188 20.446 -3.960 3.961 0.569 O23 BHR 29 BHR H2 H2 H 0 1 N N N 31.657 19.489 23.054 2.597 -2.454 1.894 H2 BHR 30 BHR H3 H3 H 0 1 N N N 30.659 17.828 21.539 4.553 -3.851 1.372 H3 BHR 31 BHR H4 H4 H 0 1 N N N 31.663 17.426 19.318 6.440 -2.910 0.103 H4 BHR 32 BHR HO5 HO5 H 0 1 N N N 34.520 19.159 18.212 6.505 -0.556 -1.752 HO5 BHR 33 BHR HO6 HO6 H 0 1 N N N 35.150 20.234 19.186 4.764 1.737 0.426 HO6 BHR 34 BHR H7 H7 H 0 1 N N N 33.282 22.043 22.474 1.671 -0.268 2.115 H7 BHR 35 BHR H7A H7A H 0 1 N N N 33.345 20.732 23.724 2.496 1.153 1.430 H7A BHR 36 BHR H9 H9 H 0 1 N N N 34.636 23.110 23.475 -0.362 0.130 1.438 H9 BHR 37 BHR H9A H9A H 0 1 N N N 35.280 21.991 24.738 -0.068 1.671 0.597 H9A BHR 38 BHR H10 H10 H 0 1 N N N 36.799 23.916 24.044 -0.807 0.628 -1.540 H10 BHR 39 BHR H10A H10A H 0 0 N N N 37.514 22.259 23.969 -1.136 -0.891 -0.673 H10A BHR 40 BHR H12 H12 H 0 1 N N N 38.937 24.157 22.473 -4.414 0.655 -0.890 H12 BHR 41 BHR H12A H12A H 0 0 N N N 38.995 22.362 22.642 -3.184 0.291 -2.124 H12A BHR 42 BHR H14 H14 H 0 1 N N N 40.842 24.226 21.092 -2.656 -1.926 -2.611 H14 BHR 43 BHR H15 H15 H 0 1 N N N 41.783 24.123 18.813 -2.915 -4.332 -2.161 H15 BHR 44 BHR H16 H16 H 0 1 N N N 40.571 22.936 17.016 -4.033 -5.089 -0.103 H16 BHR 45 BHR H17 H17 H 0 1 N N N 38.408 21.838 17.510 -4.896 -3.441 1.509 H17 BHR 46 BHR HO18 HO18 H 0 0 N N N 36.904 21.417 19.040 -5.640 -0.570 1.091 HO18 BHR 47 BHR H19 H19 H 0 1 N N N 35.815 20.220 24.553 2.771 0.545 -1.293 H19 BHR 48 BHR H19A H19A H 0 0 N N N 34.959 19.172 23.370 1.115 0.822 -1.881 H19A BHR 49 BHR H21 H21 H 0 1 N N N 36.344 25.056 22.601 -1.552 2.552 0.255 H21 BHR 50 BHR H21A H21A H 0 0 N N N 37.367 24.997 21.118 -2.508 2.523 -1.246 H21A BHR 51 BHR HO21 HO21 H 0 0 N N N 38.201 19.763 21.524 2.295 4.202 -1.188 HO21 BHR 52 BHR HO23 HO23 H 0 0 N N N 34.195 23.253 19.937 -4.745 4.224 1.070 HO23 BHR 53 # 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 BHR C1 C2 DOUB Y N 1 BHR C1 C6 SING Y N 2 BHR C1 C7 SING N N 3 BHR C2 C3 SING Y N 4 BHR C3 C4 DOUB Y N 5 BHR C4 C5 SING Y N 6 BHR C5 O5 SING N N 7 BHR C5 C6 DOUB Y N 8 BHR C6 O6 SING N N 9 BHR C7 N8 SING N N 10 BHR N8 C9 SING N N 11 BHR N8 C19 SING N N 12 BHR C9 C10 SING N N 13 BHR C10 N11 SING N N 14 BHR N11 C12 SING N N 15 BHR N11 C21 SING N N 16 BHR C12 C13 SING N N 17 BHR C13 C14 DOUB Y N 18 BHR C13 C18 SING Y N 19 BHR C14 C15 SING Y N 20 BHR C15 C16 DOUB Y N 21 BHR C16 C17 SING Y N 22 BHR C17 C18 DOUB Y N 23 BHR C18 O18 SING N N 24 BHR C19 C20 SING N N 25 BHR C20 O20 DOUB N N 26 BHR C20 O21 SING N N 27 BHR C21 C22 SING N N 28 BHR C22 O22 DOUB N N 29 BHR C22 O23 SING N N 30 BHR C2 H2 SING N N 31 BHR C3 H3 SING N N 32 BHR C4 H4 SING N N 33 BHR O5 HO5 SING N N 34 BHR O6 HO6 SING N N 35 BHR C7 H7 SING N N 36 BHR C7 H7A SING N N 37 BHR C9 H9 SING N N 38 BHR C9 H9A SING N N 39 BHR C10 H10 SING N N 40 BHR C10 H10A SING N N 41 BHR C12 H12 SING N N 42 BHR C12 H12A SING N N 43 BHR C14 H14 SING N N 44 BHR C15 H15 SING N N 45 BHR C16 H16 SING N N 46 BHR C17 H17 SING N N 47 BHR O18 HO18 SING N N 48 BHR C19 H19 SING N N 49 BHR C19 H19A SING N N 50 BHR C21 H21 SING N N 51 BHR C21 H21A SING N N 52 BHR O21 HO21 SING N N 53 BHR O23 HO23 SING N N 54 # 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 BHR SMILES ACDLabs 12.01 "O=C(O)CN(Cc1cccc(O)c1O)CCN(Cc2ccccc2O)CC(=O)O" BHR SMILES_CANONICAL CACTVS 3.370 "OC(=O)CN(CCN(CC(O)=O)Cc1cccc(O)c1O)Cc2ccccc2O" BHR SMILES CACTVS 3.370 "OC(=O)CN(CCN(CC(O)=O)Cc1cccc(O)c1O)Cc2ccccc2O" BHR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)C[N@@](CC[N@](Cc2cccc(c2O)O)CC(=O)O)CC(=O)O)O" BHR SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)CN(CCN(Cc2cccc(c2O)O)CC(=O)O)CC(=O)O)O" BHR InChI InChI 1.03 "InChI=1S/C20H24N2O7/c23-16-6-2-1-4-14(16)10-21(12-18(25)26)8-9-22(13-19(27)28)11-15-5-3-7-17(24)20(15)29/h1-7,23-24,29H,8-13H2,(H,25,26)(H,27,28)" BHR InChIKey InChI 1.03 PIRBWSIWJQHRSO-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 BHR "SYSTEMATIC NAME" ACDLabs 12.01 "[{2-[(carboxymethyl)(2,3-dihydroxybenzyl)amino]ethyl}(2-hydroxybenzyl)amino]acetic acid (non-preferred name)" BHR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[2-[carboxymethyl-[(2-hydroxyphenyl)methyl]amino]ethyl-[(2,3-dihydroxyphenyl)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 BHR "Create component" 2010-05-26 PDBJ BHR "Modify aromatic_flag" 2011-06-04 RCSB BHR "Modify descriptor" 2011-06-04 RCSB #