data_8R4 # _chem_comp.id 8R4 _chem_comp.name "2-cyclopentyl-4-(5-phenylfuro[2,3-b]pyridin-3-yl)benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H21 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-03 _chem_comp.pdbx_modified_date 2017-03-24 _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 383.439 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8R4 _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 5UY6 _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 8R4 C4 C1 C 0 1 Y N N 14.081 24.361 50.475 3.067 -0.227 0.097 C4 8R4 1 8R4 C14 C2 C 0 1 Y N N 10.997 23.034 46.811 0.002 2.883 1.048 C14 8R4 2 8R4 C5 C3 C 0 1 Y N N 13.559 23.421 49.596 2.093 0.730 0.090 C5 8R4 3 8R4 C6 C4 C 0 1 Y N N 12.363 23.656 48.929 0.906 0.524 0.797 C6 8R4 4 8R4 C11 C5 C 0 1 N N N 16.595 22.083 50.496 5.821 1.694 -1.566 C11 8R4 5 8R4 C7 C6 C 0 1 N N N 13.873 26.641 51.600 3.930 -2.446 0.824 C7 8R4 6 8R4 C8 C7 C 0 1 N N N 15.378 24.050 51.188 4.351 -0.002 -0.661 C8 8R4 7 8R4 C9 C8 C 0 1 N N N 15.276 22.965 52.264 4.080 0.052 -2.178 C9 8R4 8 8R4 C10 C9 C 0 1 N N N 16.307 21.898 51.913 5.014 1.130 -2.754 C10 8R4 9 8R4 C12 C10 C 0 1 N N N 16.516 23.586 50.285 4.937 1.393 -0.330 C12 8R4 10 8R4 C13 C11 C 0 1 Y N N 11.810 22.677 47.977 -0.149 1.561 0.789 C13 8R4 11 8R4 N1 N1 N 0 1 Y N N 11.187 19.563 46.352 -3.468 2.795 0.424 N1 8R4 12 8R4 C3 C12 C 0 1 Y N N 13.395 25.565 50.689 2.876 -1.414 0.811 C3 8R4 13 8R4 C1 C13 C 0 1 Y N N 11.700 24.859 49.136 0.714 -0.661 1.511 C1 8R4 14 8R4 C2 C14 C 0 1 Y N N 12.205 25.801 50.007 1.685 -1.623 1.513 C2 8R4 15 8R4 O1 O1 O 0 1 N N N 14.325 26.228 52.746 4.176 -3.143 1.950 O1 8R4 16 8R4 O2 O2 O 0 1 N N N 13.823 27.817 51.291 4.576 -2.667 -0.181 O2 8R4 17 8R4 O3 O3 O 0 1 Y N N 10.705 21.890 46.093 -1.182 3.507 0.951 O3 8R4 18 8R4 C15 C15 C 0 1 Y N N 11.264 20.834 46.747 -2.166 2.643 0.626 C15 8R4 19 8R4 C16 C16 C 0 1 Y N N 11.939 21.244 47.901 -1.582 1.371 0.499 C16 8R4 20 8R4 C17 C17 C 0 1 Y N N 12.572 20.291 48.687 -2.371 0.277 0.163 C17 8R4 21 8R4 C18 C18 C 0 1 Y N N 12.494 18.949 48.284 -3.735 0.492 -0.038 C18 8R4 22 8R4 C19 C19 C 0 1 Y N N 11.792 18.636 47.105 -4.245 1.783 0.106 C19 8R4 23 8R4 C20 C20 C 0 1 Y N N 13.147 17.864 49.063 -4.630 -0.636 -0.399 C20 8R4 24 8R4 C21 C21 C 0 1 Y N N 14.184 18.128 49.950 -5.991 -0.412 -0.598 C21 8R4 25 8R4 C22 C22 C 0 1 Y N N 14.789 17.104 50.660 -6.818 -1.464 -0.934 C22 8R4 26 8R4 C23 C23 C 0 1 Y N N 14.380 15.803 50.484 -6.299 -2.739 -1.073 C23 8R4 27 8R4 C24 C24 C 0 1 Y N N 13.363 15.519 49.606 -4.949 -2.966 -0.877 C24 8R4 28 8R4 C25 C25 C 0 1 Y N N 12.751 16.540 48.898 -4.111 -1.920 -0.547 C25 8R4 29 8R4 H14 H1 H 0 1 N N N 10.677 24.033 46.554 0.936 3.362 1.301 H14 8R4 30 8R4 H3 H2 H 0 1 N N N 14.090 22.495 49.429 2.240 1.647 -0.461 H3 8R4 31 8R4 H11 H3 H 0 1 N N N 15.849 21.564 49.877 6.781 1.186 -1.481 H11 8R4 32 8R4 H10 H4 H 0 1 N N N 17.600 21.708 50.251 5.967 2.768 -1.680 H10 8R4 33 8R4 H5 H5 H 0 1 N N N 15.711 24.973 51.686 5.072 -0.785 -0.429 H5 8R4 34 8R4 H6 H6 H 0 1 N N N 15.495 23.392 53.254 4.301 -0.915 -2.631 H6 8R4 35 8R4 H7 H7 H 0 1 N N N 14.266 22.529 52.268 3.039 0.321 -2.363 H7 8R4 36 8R4 H9 H8 H 0 1 N N N 15.897 20.893 52.094 4.428 1.923 -3.218 H9 8R4 37 8R4 H8 H9 H 0 1 N N N 17.220 22.034 52.511 5.689 0.687 -3.486 H8 8R4 38 8R4 H12 H10 H 0 1 N N N 17.461 24.068 50.575 5.541 1.354 0.576 H12 8R4 39 8R4 H13 H11 H 0 1 N N N 16.294 23.818 49.233 4.142 2.133 -0.234 H13 8R4 40 8R4 H1 H12 H 0 1 N N N 10.779 25.059 48.609 -0.204 -0.820 2.057 H1 8R4 41 8R4 H2 H13 H 0 1 N N N 11.673 26.728 50.161 1.536 -2.539 2.065 H2 8R4 42 8R4 H4 H14 H 0 1 N N N 14.594 26.974 53.268 4.876 -3.809 1.910 H4 8R4 43 8R4 H15 H15 H 0 1 N N N 13.108 20.574 49.581 -1.941 -0.709 0.060 H15 8R4 44 8R4 H16 H16 H 0 1 N N N 11.739 17.603 46.794 -5.300 1.955 -0.049 H16 8R4 45 8R4 H17 H17 H 0 1 N N N 14.522 19.144 50.087 -6.397 0.583 -0.489 H17 8R4 46 8R4 H18 H18 H 0 1 N N N 15.585 17.328 51.355 -7.873 -1.292 -1.088 H18 8R4 47 8R4 H19 H19 H 0 1 N N N 14.858 15.006 51.035 -6.951 -3.559 -1.335 H19 8R4 48 8R4 H20 H20 H 0 1 N N N 13.040 14.498 49.467 -4.549 -3.964 -0.987 H20 8R4 49 8R4 H21 H21 H 0 1 N N N 11.954 16.305 48.207 -3.056 -2.098 -0.398 H21 8R4 50 # 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 8R4 O3 C15 SING Y N 1 8R4 O3 C14 SING Y N 2 8R4 N1 C15 DOUB Y N 3 8R4 N1 C19 SING Y N 4 8R4 C15 C16 SING Y N 5 8R4 C14 C13 DOUB Y N 6 8R4 C19 C18 DOUB Y N 7 8R4 C16 C13 SING Y N 8 8R4 C16 C17 DOUB Y N 9 8R4 C13 C6 SING N N 10 8R4 C18 C17 SING Y N 11 8R4 C18 C20 SING N N 12 8R4 C25 C20 DOUB Y N 13 8R4 C25 C24 SING Y N 14 8R4 C6 C1 DOUB Y N 15 8R4 C6 C5 SING Y N 16 8R4 C20 C21 SING Y N 17 8R4 C1 C2 SING Y N 18 8R4 C5 C4 DOUB Y N 19 8R4 C24 C23 DOUB Y N 20 8R4 C21 C22 DOUB Y N 21 8R4 C2 C3 DOUB Y N 22 8R4 C12 C11 SING N N 23 8R4 C12 C8 SING N N 24 8R4 C4 C3 SING Y N 25 8R4 C4 C8 SING N N 26 8R4 C23 C22 SING Y N 27 8R4 C11 C10 SING N N 28 8R4 C3 C7 SING N N 29 8R4 C8 C9 SING N N 30 8R4 O2 C7 DOUB N N 31 8R4 C7 O1 SING N N 32 8R4 C10 C9 SING N N 33 8R4 C14 H14 SING N N 34 8R4 C5 H3 SING N N 35 8R4 C11 H11 SING N N 36 8R4 C11 H10 SING N N 37 8R4 C8 H5 SING N N 38 8R4 C9 H6 SING N N 39 8R4 C9 H7 SING N N 40 8R4 C10 H9 SING N N 41 8R4 C10 H8 SING N N 42 8R4 C12 H12 SING N N 43 8R4 C12 H13 SING N N 44 8R4 C1 H1 SING N N 45 8R4 C2 H2 SING N N 46 8R4 O1 H4 SING N N 47 8R4 C17 H15 SING N N 48 8R4 C19 H16 SING N N 49 8R4 C21 H17 SING N N 50 8R4 C22 H18 SING N N 51 8R4 C23 H19 SING N N 52 8R4 C24 H20 SING N N 53 8R4 C25 H21 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 8R4 SMILES ACDLabs 12.01 "c1(c(C(O)=O)ccc(c1)c2coc3ncc(cc23)c4ccccc4)C5CCCC5" 8R4 InChI InChI 1.03 "InChI=1S/C25H21NO3/c27-25(28)20-11-10-18(12-21(20)17-8-4-5-9-17)23-15-29-24-22(23)13-19(14-26-24)16-6-2-1-3-7-16/h1-3,6-7,10-15,17H,4-5,8-9H2,(H,27,28)" 8R4 InChIKey InChI 1.03 GZZXEPJJXLJJEJ-UHFFFAOYSA-N 8R4 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc(cc1C2CCCC2)c3coc4ncc(cc34)c5ccccc5" 8R4 SMILES CACTVS 3.385 "OC(=O)c1ccc(cc1C2CCCC2)c3coc4ncc(cc34)c5ccccc5" 8R4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2cc3c(coc3nc2)c4ccc(c(c4)C5CCCC5)C(=O)O" 8R4 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2cc3c(coc3nc2)c4ccc(c(c4)C5CCCC5)C(=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 8R4 "SYSTEMATIC NAME" ACDLabs 12.01 "2-cyclopentyl-4-(5-phenylfuro[2,3-b]pyridin-3-yl)benzoic acid" 8R4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-cyclopentyl-4-(5-phenylfuro[2,3-b]pyridin-3-yl)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 8R4 "Create component" 2017-03-03 RCSB 8R4 "Initial release" 2017-03-29 RCSB #