data_B1O # _chem_comp.id B1O _chem_comp.name "3-[[6-(2,6-dimethylpyridin-3-yl)oxy-7-fluoranyl-1-methyl-benzimidazol-2-yl]methoxy]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H20 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-28 _chem_comp.pdbx_modified_date 2019-03-22 _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 421.421 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B1O _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 6IZN _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 B1O O1 O1 O 0 1 N N N 11.544 47.704 65.159 -4.645 1.100 0.052 O1 B1O 1 B1O C2 C1 C 0 1 Y N N 11.746 47.752 63.786 -3.361 1.315 0.446 C2 B1O 2 B1O C3 C2 C 0 1 Y N N 10.846 47.119 62.932 -2.329 1.197 -0.471 C3 B1O 3 B1O C4 C3 C 0 1 Y N N 13.036 48.477 61.853 -1.808 1.879 2.181 C4 B1O 4 B1O C5 C4 C 0 1 Y N N 12.845 48.434 63.244 -3.091 1.659 1.768 C5 B1O 5 B1O C6 C5 C 0 1 Y N N 12.142 47.850 61.026 -0.751 1.759 1.273 C6 B1O 6 B1O C7 C6 C 0 1 Y N N 11.022 47.156 61.579 -1.020 1.418 -0.063 C7 B1O 7 B1O N8 N1 N 0 1 Y N N 10.304 46.629 60.512 0.205 1.378 -0.700 N8 B1O 8 B1O C9 C7 C 0 1 Y N N 10.966 46.996 59.410 1.153 1.683 0.227 C9 B1O 9 B1O N10 N2 N 0 1 Y N N 12.060 47.719 59.648 0.595 1.906 1.380 N10 B1O 10 B1O C11 C8 C 0 1 N N N 10.520 46.632 58.009 2.634 1.753 -0.043 C11 B1O 11 B1O O12 O2 O 0 1 N N N 9.112 46.737 57.910 3.221 0.470 0.181 O12 B1O 12 B1O C13 C9 C 0 1 N N N 9.069 45.837 60.659 0.440 1.064 -2.112 C13 B1O 13 B1O C14 C10 C 0 1 Y N N 8.736 48.012 57.478 4.560 0.359 -0.020 C14 B1O 14 B1O C15 C11 C 0 1 Y N N 9.680 48.956 57.065 5.294 1.466 -0.425 C15 B1O 15 B1O C16 C12 C 0 1 Y N N 9.271 50.214 56.640 6.658 1.360 -0.631 C16 B1O 16 B1O C17 C13 C 0 1 Y N N 7.919 50.537 56.624 7.298 0.154 -0.435 C17 B1O 17 B1O C18 C14 C 0 1 Y N N 6.977 49.602 57.033 6.568 -0.965 -0.027 C18 B1O 18 B1O C19 C15 C 0 1 Y N N 7.385 48.343 57.459 5.193 -0.855 0.186 C19 B1O 19 B1O C20 C16 C 0 1 N N N 5.554 49.936 57.016 7.250 -2.259 0.183 C20 B1O 20 B1O O21 O3 O 0 1 N N N 5.273 51.238 56.793 6.613 -3.230 0.538 O21 B1O 21 B1O O22 O4 O 0 1 N N N 4.722 49.096 57.179 8.578 -2.361 -0.018 O22 B1O 22 B1O C23 C17 C 0 1 Y N N 12.549 47.003 65.817 -5.109 -0.177 0.061 C23 B1O 23 B1O C24 C18 C 0 1 Y N N 13.048 45.815 65.311 -4.325 -1.210 0.565 C24 B1O 24 B1O C25 C19 C 0 1 Y N N 14.043 45.165 66.010 -4.841 -2.496 0.553 C25 B1O 25 B1O C26 C20 C 0 1 Y N N 13.065 47.499 67.008 -6.374 -0.470 -0.428 C26 B1O 26 B1O N27 N3 N 0 1 Y N N 14.035 46.871 67.695 -6.829 -1.707 -0.421 N27 B1O 27 B1O C28 C21 C 0 1 Y N N 14.512 45.719 67.194 -6.109 -2.709 0.044 C28 B1O 28 B1O C29 C22 C 0 1 N N N 15.594 45.018 67.963 -6.678 -4.104 0.027 C29 B1O 29 B1O F30 F1 F 0 1 N N N 9.820 46.489 63.512 -2.595 0.868 -1.754 F30 B1O 30 B1O C31 C23 C 0 1 N N N 12.534 48.783 67.568 -7.238 0.639 -0.972 C31 B1O 31 B1O H1 H1 H 0 1 N N N 13.884 49.002 61.438 -1.609 2.145 3.208 H1 B1O 32 B1O H2 H2 H 0 1 N N N 13.547 48.928 63.899 -3.903 1.753 2.473 H2 B1O 33 B1O H3 H3 H 0 1 N N N 10.825 45.599 57.786 2.801 2.053 -1.078 H3 B1O 34 B1O H4 H4 H 0 1 N N N 10.989 47.317 57.287 3.092 2.483 0.624 H4 B1O 35 B1O H5 H5 H 0 1 N N N 8.822 45.737 61.726 0.408 1.982 -2.698 H5 B1O 36 B1O H6 H6 H 0 1 N N N 8.244 46.344 60.138 1.418 0.596 -2.222 H6 B1O 37 B1O H7 H7 H 0 1 N N N 9.220 44.839 60.222 -0.332 0.380 -2.465 H7 B1O 38 B1O H8 H8 H 0 1 N N N 10.731 48.707 57.076 4.799 2.413 -0.580 H8 B1O 39 B1O H9 H9 H 0 1 N N N 10.004 50.941 56.322 7.223 2.224 -0.946 H9 B1O 40 B1O H10 H10 H 0 1 N N N 7.601 51.515 56.294 8.363 0.074 -0.597 H10 B1O 41 B1O H11 H11 H 0 1 N N N 6.650 47.619 57.777 4.623 -1.717 0.501 H11 B1O 42 B1O H12 H12 H 0 1 N N N 3.859 49.490 57.126 8.979 -3.228 0.133 H12 B1O 43 B1O H13 H13 H 0 1 N N N 12.666 45.406 64.388 -3.337 -1.014 0.956 H13 B1O 44 B1O H14 H14 H 0 1 N N N 14.453 44.236 65.641 -4.260 -3.321 0.936 H14 B1O 45 B1O H15 H15 H 0 1 N N N 15.836 45.596 68.867 -7.215 -4.288 0.957 H15 B1O 46 B1O H16 H16 H 0 1 N N N 15.247 44.015 68.251 -7.362 -4.207 -0.815 H16 B1O 47 B1O H17 H17 H 0 1 N N N 16.492 44.929 67.334 -5.867 -4.826 -0.073 H17 B1O 48 B1O H18 H18 H 0 1 N N N 13.056 49.017 68.507 -7.050 0.756 -2.039 H18 B1O 49 B1O H19 H19 H 0 1 N N N 12.699 49.595 66.844 -8.288 0.393 -0.813 H19 B1O 50 B1O H20 H20 H 0 1 N N N 11.456 48.680 67.763 -7.001 1.570 -0.458 H20 B1O 51 # # 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 B1O C17 C16 DOUB Y N 1 B1O C17 C18 SING Y N 2 B1O C16 C15 SING Y N 3 B1O O21 C20 DOUB N N 4 B1O C20 C18 SING N N 5 B1O C20 O22 SING N N 6 B1O C18 C19 DOUB Y N 7 B1O C15 C14 DOUB Y N 8 B1O C19 C14 SING Y N 9 B1O C14 O12 SING N N 10 B1O O12 C11 SING N N 11 B1O C11 C9 SING N N 12 B1O C9 N10 DOUB Y N 13 B1O C9 N8 SING Y N 14 B1O N10 C6 SING Y N 15 B1O N8 C13 SING N N 16 B1O N8 C7 SING Y N 17 B1O C6 C7 DOUB Y N 18 B1O C6 C4 SING Y N 19 B1O C7 C3 SING Y N 20 B1O C4 C5 DOUB Y N 21 B1O C3 F30 SING N N 22 B1O C3 C2 DOUB Y N 23 B1O C5 C2 SING Y N 24 B1O C2 O1 SING N N 25 B1O O1 C23 SING N N 26 B1O C24 C23 DOUB Y N 27 B1O C24 C25 SING Y N 28 B1O C23 C26 SING Y N 29 B1O C25 C28 DOUB Y N 30 B1O C26 C31 SING N N 31 B1O C26 N27 DOUB Y N 32 B1O C28 N27 SING Y N 33 B1O C28 C29 SING N N 34 B1O C4 H1 SING N N 35 B1O C5 H2 SING N N 36 B1O C11 H3 SING N N 37 B1O C11 H4 SING N N 38 B1O C13 H5 SING N N 39 B1O C13 H6 SING N N 40 B1O C13 H7 SING N N 41 B1O C15 H8 SING N N 42 B1O C16 H9 SING N N 43 B1O C17 H10 SING N N 44 B1O C19 H11 SING N N 45 B1O O22 H12 SING N N 46 B1O C24 H13 SING N N 47 B1O C25 H14 SING N N 48 B1O C29 H15 SING N N 49 B1O C29 H16 SING N N 50 B1O C29 H17 SING N N 51 B1O C31 H18 SING N N 52 B1O C31 H19 SING N N 53 B1O C31 H20 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 B1O InChI InChI 1.03 "InChI=1S/C23H20FN3O4/c1-13-7-9-18(14(2)25-13)31-19-10-8-17-22(21(19)24)27(3)20(26-17)12-30-16-6-4-5-15(11-16)23(28)29/h4-11H,12H2,1-3H3,(H,28,29)" B1O InChIKey InChI 1.03 GHTWTHJHQYRTGW-UHFFFAOYSA-N B1O SMILES_CANONICAL CACTVS 3.385 "Cn1c(COc2cccc(c2)C(O)=O)nc3ccc(Oc4ccc(C)nc4C)c(F)c13" B1O SMILES CACTVS 3.385 "Cn1c(COc2cccc(c2)C(O)=O)nc3ccc(Oc4ccc(C)nc4C)c(F)c13" B1O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(c(n1)C)Oc2ccc3c(c2F)n(c(n3)COc4cccc(c4)C(=O)O)C" B1O SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(c(n1)C)Oc2ccc3c(c2F)n(c(n3)COc4cccc(c4)C(=O)O)C" # _pdbx_chem_comp_identifier.comp_id B1O _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "3-[[6-(2,6-dimethylpyridin-3-yl)oxy-7-fluoranyl-1-methyl-benzimidazol-2-yl]methoxy]benzoic 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 B1O "Create component" 2018-12-28 PDBJ B1O "Initial release" 2019-03-27 RCSB ##