data_LBA # _chem_comp.id LBA _chem_comp.name "2-(4-{3-[4-(6-carboxy-1H-benzimidazol-2-yl)phenoxy]-2-hydroxypropoxy}phenyl)-1H-benzimidazole-5-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H24 N4 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-15 _chem_comp.pdbx_modified_date 2019-05-24 _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 564.545 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LBA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6NY0 _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 LBA C18 C18 C 0 1 Y N N 3.892 -1.182 2.797 3.641 2.244 -0.095 C18 LBA 1 LBA C23 C23 C 0 1 N N N -0.544 0.040 3.895 -1.212 1.882 0.070 C23 LBA 2 LBA O19 O1 O 0 1 N N N 3.047 -0.094 3.013 2.417 2.832 -0.098 O19 LBA 3 LBA C20 C20 C 0 1 N N N 1.824 -0.335 3.700 1.285 1.974 0.057 C20 LBA 4 LBA C21 C21 C 0 1 N N S 0.596 0.077 2.882 0.004 2.810 0.029 C21 LBA 5 LBA O22 O2 O 0 1 N N N 0.635 1.416 2.314 -0.023 3.680 1.163 O22 LBA 6 LBA O24 O3 O 0 1 N N N -1.817 -0.174 3.260 -2.406 2.654 -0.073 O24 LBA 7 LBA C25 C25 C 0 1 Y N N -2.759 0.803 3.357 -3.583 1.977 -0.058 C25 LBA 8 LBA H4 H4 H 0 1 N N N -0.360 -0.777 4.608 -1.146 1.160 -0.744 H4 LBA 9 LBA H5 H5 H 0 1 N N N -0.572 0.998 4.435 -1.233 1.353 1.023 H5 LBA 10 LBA H6 H6 H 0 1 N N N 1.829 0.237 4.639 1.264 1.249 -0.757 H6 LBA 11 LBA H7 H7 H 0 1 N N N 1.753 -1.409 3.925 1.355 1.449 1.010 H7 LBA 12 LBA H8 H8 H 0 1 N N N 0.413 -0.670 2.095 -0.023 3.404 -0.885 H8 LBA 13 LBA H9 H9 H 0 1 N N N 0.441 1.372 1.385 -0.001 3.218 2.013 H9 LBA 14 LBA C1 C1 C 0 1 Y N N ? ? ? 4.783 3.021 -0.242 C1 LBA 15 LBA C2 C2 C 0 1 Y N N ? ? ? 6.027 2.429 -0.240 C2 LBA 16 LBA C3 C3 C 0 1 Y N N ? ? ? 6.139 1.045 -0.089 C3 LBA 17 LBA C4 C4 C 0 1 Y N N ? ? ? 4.988 0.267 0.059 C4 LBA 18 LBA C5 C5 C 0 1 Y N N ? ? ? 3.748 0.868 0.060 C5 LBA 19 LBA C6 C6 C 0 1 Y N N ? ? ? -4.781 2.668 -0.192 C6 LBA 20 LBA C7 C7 C 0 1 Y N N ? ? ? -5.978 1.985 -0.178 C7 LBA 21 LBA C8 C8 C 0 1 Y N N ? ? ? -5.985 0.597 -0.027 C8 LBA 22 LBA C9 C9 C 0 1 Y N N ? ? ? -4.779 -0.094 0.108 C9 LBA 23 LBA C10 C10 C 0 1 Y N N ? ? ? -3.586 0.596 0.087 C10 LBA 24 LBA C24 C24 C 0 1 Y N N ? ? ? 7.470 0.405 -0.086 C24 LBA 25 LBA C22 C22 C 0 1 Y N N ? ? ? -7.266 -0.140 -0.010 C22 LBA 26 LBA N2 N2 N 0 1 Y N N ? ? ? 7.699 -0.936 0.054 N2 LBA 27 LBA C13 C13 C 0 1 Y N N ? ? ? 9.068 -1.122 0.003 C13 LBA 28 LBA C14 C14 C 0 1 Y N N ? ? ? 9.631 0.158 -0.171 C14 LBA 29 LBA N1 N1 N 0 1 Y N N ? ? ? 8.612 1.038 -0.223 N1 LBA 30 LBA N4 N4 N 0 1 Y N N ? ? ? -7.393 -1.496 0.131 N4 LBA 31 LBA C16 C16 C 0 1 Y N N ? ? ? -8.741 -1.788 0.097 C16 LBA 32 LBA C17 C17 C 0 1 Y N N ? ? ? -9.404 -0.557 -0.070 C17 LBA 33 LBA N3 N3 N 0 1 Y N N ? ? ? -8.452 0.408 -0.123 N3 LBA 34 LBA C11 C11 C 0 1 Y N N ? ? ? -10.797 -0.531 -0.141 C11 LBA 35 LBA C12 C12 C 0 1 Y N N ? ? ? -11.510 -1.723 -0.046 C12 LBA 36 LBA C15 C15 C 0 1 Y N N ? ? ? -10.833 -2.938 0.119 C15 LBA 37 LBA C19 C19 C 0 1 Y N N ? ? ? -9.470 -2.967 0.189 C19 LBA 38 LBA C26 C26 C 0 1 Y N N ? ? ? 11.023 0.298 -0.259 C26 LBA 39 LBA C27 C27 C 0 1 Y N N ? ? ? 11.826 -0.799 -0.177 C27 LBA 40 LBA C28 C28 C 0 1 Y N N ? ? ? 11.272 -2.075 -0.004 C28 LBA 41 LBA C29 C29 C 0 1 Y N N ? ? ? 9.888 -2.232 0.085 C29 LBA 42 LBA C30 C30 C 0 1 N N N ? ? ? 12.153 -3.254 0.083 C30 LBA 43 LBA O3 O4 O 0 1 N N N ? ? ? 13.490 -3.104 -0.004 O3 LBA 44 LBA O4 O5 O 0 1 N N N ? ? ? 11.674 -4.361 0.233 O4 LBA 45 LBA H1 H1 H 0 1 N N N ? ? ? 4.696 4.092 -0.359 H1 LBA 46 LBA H2 H2 H 0 1 N N N ? ? ? 6.914 3.033 -0.355 H2 LBA 47 LBA H3 H3 H 0 1 N N N ? ? ? 5.070 -0.803 0.175 H3 LBA 48 LBA H10 H10 H 0 1 N N N ? ? ? 2.858 0.267 0.175 H10 LBA 49 LBA H11 H11 H 0 1 N N N ? ? ? -4.774 3.741 -0.308 H11 LBA 50 LBA H12 H12 H 0 1 N N N ? ? ? -6.908 2.522 -0.282 H12 LBA 51 LBA H13 H13 H 0 1 N N N ? ? ? -4.781 -1.168 0.225 H13 LBA 52 LBA H14 H14 H 0 1 N N N ? ? ? -2.653 0.062 0.191 H14 LBA 53 LBA H15 H15 H 0 1 N N N ? ? ? 7.027 -1.627 0.167 H15 LBA 54 LBA H16 H16 H 0 1 N N N ? ? ? -6.670 -2.134 0.235 H16 LBA 55 LBA H17 H17 H 0 1 N N N ? ? ? -11.318 0.407 -0.268 H17 LBA 56 LBA H18 H18 H 0 1 N N N ? ? ? -11.393 -3.859 0.192 H18 LBA 57 LBA H19 H19 H 0 1 N N N ? ? ? -8.957 -3.909 0.317 H19 LBA 58 LBA H20 H20 H 0 1 N N N ? ? ? 11.459 1.277 -0.393 H20 LBA 59 LBA H21 H21 H 0 1 N N N ? ? ? 12.898 -0.685 -0.246 H21 LBA 60 LBA H22 H22 H 0 1 N N N ? ? ? 9.460 -3.215 0.219 H22 LBA 61 LBA H23 H23 H 0 1 N N N ? ? ? 14.026 -3.906 0.059 H23 LBA 62 LBA C31 C31 C 0 1 N N N ? ? ? -12.984 -1.706 -0.120 C31 LBA 63 LBA O2 O6 O 0 1 N N N ? ? ? -13.676 -2.858 -0.029 O2 LBA 64 LBA O1 O7 O 0 1 N N N ? ? ? -13.573 -0.653 -0.263 O1 LBA 65 LBA H24 H24 H 0 1 N N N ? ? ? -14.640 -2.796 -0.083 H24 LBA 66 # # 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 LBA O22 C21 SING N N 1 LBA C18 O19 SING N N 2 LBA C21 C20 SING N N 3 LBA C21 C23 SING N N 4 LBA O19 C20 SING N N 5 LBA O24 C25 SING N N 6 LBA O24 C23 SING N N 7 LBA C23 H4 SING N N 8 LBA C23 H5 SING N N 9 LBA C20 H6 SING N N 10 LBA C20 H7 SING N N 11 LBA C21 H8 SING N N 12 LBA O22 H9 SING N N 13 LBA C18 C1 SING Y N 14 LBA C1 C2 DOUB Y N 15 LBA C2 C3 SING Y N 16 LBA C3 C4 DOUB Y N 17 LBA C4 C5 SING Y N 18 LBA C5 C18 DOUB Y N 19 LBA C25 C6 SING Y N 20 LBA C6 C7 DOUB Y N 21 LBA C7 C8 SING Y N 22 LBA C8 C9 DOUB Y N 23 LBA C9 C10 SING Y N 24 LBA C10 C25 DOUB Y N 25 LBA C3 C24 SING N N 26 LBA C8 C22 SING N N 27 LBA C24 N2 SING Y N 28 LBA N2 C13 SING Y N 29 LBA C13 C14 SING Y N 30 LBA C14 N1 SING Y N 31 LBA N1 C24 DOUB Y N 32 LBA C22 N4 SING Y N 33 LBA N4 C16 SING Y N 34 LBA C16 C17 SING Y N 35 LBA C17 N3 SING Y N 36 LBA N3 C22 DOUB Y N 37 LBA C17 C11 DOUB Y N 38 LBA C11 C12 SING Y N 39 LBA C12 C15 DOUB Y N 40 LBA C15 C19 SING Y N 41 LBA C19 C16 DOUB Y N 42 LBA C14 C26 DOUB Y N 43 LBA C26 C27 SING Y N 44 LBA C27 C28 DOUB Y N 45 LBA C28 C29 SING Y N 46 LBA C29 C13 DOUB Y N 47 LBA C28 C30 SING N N 48 LBA C30 O3 SING N N 49 LBA C30 O4 DOUB N N 50 LBA C1 H1 SING N N 51 LBA C2 H2 SING N N 52 LBA C4 H3 SING N N 53 LBA C5 H10 SING N N 54 LBA C6 H11 SING N N 55 LBA C7 H12 SING N N 56 LBA C9 H13 SING N N 57 LBA C10 H14 SING N N 58 LBA N2 H15 SING N N 59 LBA N4 H16 SING N N 60 LBA C11 H17 SING N N 61 LBA C15 H18 SING N N 62 LBA C19 H19 SING N N 63 LBA C26 H20 SING N N 64 LBA C27 H21 SING N N 65 LBA C29 H22 SING N N 66 LBA O3 H23 SING N N 67 LBA C12 C31 SING N N 68 LBA C31 O2 SING N N 69 LBA C31 O1 DOUB N N 70 LBA O2 H24 SING N N 71 # # 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 LBA SMILES ACDLabs 12.01 "c4(OCC(COc1ccc(cc1)c2nc3c(n2)cc(cc3)C(O)=O)O)ccc(cc4)c5nc6c(n5)ccc(c6)C(O)=O" LBA InChI InChI 1.03 "InChI=1S/C31H24N4O7/c36-21(15-41-22-7-1-17(2-8-22)28-32-24-11-5-19(30(37)38)13-26(24)34-28)16-42-23-9-3-18(4-10-23)29-33-25-12-6-20(31(39)40)14-27(25)35-29/h1-14,21,36H,15-16H2,(H,32,34)(H,33,35)(H,37,38)(H,39,40)" LBA InChIKey InChI 1.03 GBODXIMEGJFLQT-UHFFFAOYSA-N LBA SMILES_CANONICAL CACTVS 3.385 "O[C@H](COc1ccc(cc1)c2[nH]c3ccc(cc3n2)C(O)=O)COc4ccc(cc4)c5[nH]c6cc(ccc6n5)C(O)=O" LBA SMILES CACTVS 3.385 "O[CH](COc1ccc(cc1)c2[nH]c3ccc(cc3n2)C(O)=O)COc4ccc(cc4)c5[nH]c6cc(ccc6n5)C(O)=O" LBA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1c2[nH]c3ccc(cc3n2)C(=O)O)OC[C@H](COc4ccc(cc4)c5[nH]c6cc(ccc6n5)C(=O)O)O" LBA SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1c2[nH]c3ccc(cc3n2)C(=O)O)OCC(COc4ccc(cc4)c5[nH]c6cc(ccc6n5)C(=O)O)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 LBA "SYSTEMATIC NAME" ACDLabs 12.01 "2-(4-{3-[4-(6-carboxy-1H-benzimidazol-2-yl)phenoxy]-2-hydroxypropoxy}phenyl)-1H-benzimidazole-5-carboxylic acid" LBA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[4-[(2~{S})-3-[4-(6-carboxy-1~{H}-benzimidazol-2-yl)phenoxy]-2-oxidanyl-propoxy]phenyl]-1~{H}-benzimidazole-5-carboxylic 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 LBA "Create component" 2019-02-15 RCSB LBA "Initial release" 2019-05-29 RCSB ##