data_8XP # _chem_comp.id 8XP _chem_comp.name "5-[3-(tert-butylcarbamoyl)phenyl]-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H25 F N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-17 _chem_comp.pdbx_modified_date 2017-05-05 _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 444.497 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8XP _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 5PZN _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 8XP C13 C1 C 0 1 Y N N 23.234 8.022 14.943 -2.230 -0.527 -0.060 C13 8XP 1 8XP C18 C2 C 0 1 Y N N 23.042 6.931 15.796 -2.290 -1.916 -0.157 C18 8XP 2 8XP C17 C3 C 0 1 Y N N 20.655 7.251 15.720 -4.683 -1.829 -0.141 C17 8XP 3 8XP C16 C4 C 0 1 N N N 17.269 9.169 13.539 -8.324 0.486 0.037 C16 8XP 4 8XP C19 C5 C 0 1 Y N N 21.762 6.552 16.181 -3.512 -2.558 -0.197 C19 8XP 5 8XP C20 C6 C 0 1 N N N 17.559 9.656 12.121 -8.364 1.287 1.340 C20 8XP 6 8XP C21 C7 C 0 1 N N N 16.146 8.134 13.515 -9.520 -0.467 -0.013 C21 8XP 7 8XP C22 C8 C 0 1 N N N 16.875 10.348 14.427 -8.385 1.444 -1.153 C22 8XP 8 8XP C23 C9 C 0 1 Y N N 30.060 11.036 15.081 5.126 0.822 -0.010 C23 8XP 9 8XP C24 C10 C 0 1 N N N 28.220 9.416 17.334 3.373 -1.761 -0.189 C24 8XP 10 8XP C12 C11 C 0 1 Y N N 20.819 8.320 14.840 -4.637 -0.436 -0.053 C12 8XP 11 8XP C27 C12 C 0 1 N N N 29.743 8.523 19.022 4.087 -3.860 0.821 C27 8XP 12 8XP C1 C13 C 0 1 Y N N 24.596 8.473 14.541 -0.916 0.160 -0.018 C1 8XP 13 8XP C2 C14 C 0 1 Y N N 24.854 8.890 13.226 -0.857 1.552 0.086 C2 8XP 14 8XP C3 C15 C 0 1 Y N N 26.055 9.479 12.864 0.357 2.200 0.126 C3 8XP 15 8XP C4 C16 C 0 1 Y N N 27.001 9.658 13.854 1.541 1.472 0.063 C4 8XP 16 8XP C5 C17 C 0 1 Y N N 26.808 9.233 15.161 1.485 0.073 -0.040 C5 8XP 17 8XP C6 C18 C 0 1 Y N N 25.603 8.623 15.504 0.258 -0.581 -0.076 C6 8XP 18 8XP O7 O1 O 0 1 Y N N 28.213 10.315 13.728 2.840 1.839 0.082 O7 8XP 19 8XP C8 C19 C 0 1 Y N N 28.800 10.294 14.981 3.652 0.773 -0.003 C8 8XP 20 8XP C9 C20 C 0 1 Y N N 28.004 9.649 15.885 2.888 -0.380 -0.084 C9 8XP 21 8XP C10 C21 C 0 1 N N N 19.705 9.115 14.219 -5.891 0.345 0.007 C10 8XP 22 8XP N11 N1 N 0 1 N N N 18.493 8.530 14.090 -7.081 -0.288 -0.023 N11 8XP 23 8XP C14 C22 C 0 1 Y N N 22.109 8.706 14.473 -3.406 0.215 -0.007 C14 8XP 24 8XP O15 O2 O 0 1 N N N 19.900 10.265 13.827 -5.850 1.557 0.084 O15 8XP 25 8XP O25 O3 O 0 1 N N N 27.446 9.886 18.167 3.566 -2.256 -1.284 O25 8XP 26 8XP N26 N2 N 0 1 N N N 29.289 8.688 17.647 3.603 -2.481 0.926 N26 8XP 27 8XP C28 C23 C 0 1 Y N N 30.823 11.325 13.947 5.867 -0.359 -0.109 C28 8XP 28 8XP C29 C24 C 0 1 Y N N 31.980 12.080 14.045 7.244 -0.306 -0.121 C29 8XP 29 8XP C30 C25 C 0 1 Y N N 32.357 12.535 15.282 7.894 0.916 -0.034 C30 8XP 30 8XP C31 C26 C 0 1 Y N N 31.664 12.243 16.425 7.165 2.090 0.065 C31 8XP 31 8XP C32 C27 C 0 1 Y N N 30.503 11.502 16.321 5.787 2.050 0.077 C32 8XP 32 8XP F33 F1 F 0 1 N N N 33.403 13.393 15.367 9.245 0.961 -0.045 F33 8XP 33 8XP H40 H1 H 0 1 N N N 23.896 6.378 16.159 -1.377 -2.492 -0.202 H40 8XP 34 8XP H39 H2 H 0 1 N N N 19.665 6.966 16.044 -5.636 -2.336 -0.173 H39 8XP 35 8XP H41 H3 H 0 1 N N N 21.628 5.709 16.843 -3.553 -3.635 -0.273 H41 8XP 36 8XP H44 H4 H 0 1 N N N 18.368 10.401 12.147 -7.511 1.965 1.376 H44 8XP 37 8XP H43 H5 H 0 1 N N N 17.865 8.804 11.496 -9.288 1.862 1.384 H43 8XP 38 8XP H42 H6 H 0 1 N N N 16.653 10.114 11.698 -8.320 0.603 2.188 H42 8XP 39 8XP H47 H7 H 0 1 N N N 15.943 7.788 14.539 -9.476 -1.150 0.835 H47 8XP 40 8XP H45 H8 H 0 1 N N N 15.237 8.589 13.095 -10.445 0.109 0.032 H45 8XP 41 8XP H46 H9 H 0 1 N N N 16.449 7.279 12.893 -9.492 -1.038 -0.941 H46 8XP 42 8XP H48 H10 H 0 1 N N N 16.668 9.988 15.445 -8.357 0.874 -2.082 H48 8XP 43 8XP H50 H11 H 0 1 N N N 17.699 11.076 14.456 -9.310 2.020 -1.109 H50 8XP 44 8XP H49 H12 H 0 1 N N N 15.974 10.829 14.019 -7.533 2.123 -1.118 H49 8XP 45 8XP H54 H13 H 0 1 N N N 30.639 7.885 19.039 4.215 -4.278 1.819 H54 8XP 46 8XP H52 H14 H 0 1 N N N 29.986 9.507 19.448 3.364 -4.457 0.266 H52 8XP 47 8XP H53 H15 H 0 1 N N N 28.946 8.053 19.617 5.044 -3.871 0.298 H53 8XP 48 8XP H34 H16 H 0 1 N N N 24.093 8.747 12.473 -1.771 2.125 0.135 H34 8XP 49 8XP H35 H17 H 0 1 N N N 26.244 9.786 11.846 0.390 3.277 0.206 H35 8XP 50 8XP H36 H18 H 0 1 N N N 25.445 8.266 16.511 0.219 -1.658 -0.151 H36 8XP 51 8XP H37 H19 H 0 1 N N N 18.412 7.580 14.393 -7.114 -1.255 -0.083 H37 8XP 52 8XP H38 H20 H 0 1 N N N 22.241 9.550 13.813 -3.365 1.293 0.061 H38 8XP 53 8XP H51 H21 H 0 1 N N N 29.799 8.239 16.913 3.449 -2.086 1.799 H51 8XP 54 8XP H55 H22 H 0 1 N N N 30.507 10.955 12.983 5.361 -1.311 -0.177 H55 8XP 55 8XP H56 H23 H 0 1 N N N 32.570 12.305 13.169 7.818 -1.218 -0.197 H56 8XP 56 8XP H57 H24 H 0 1 N N N 32.017 12.584 17.387 7.677 3.039 0.133 H57 8XP 57 8XP H58 H25 H 0 1 N N N 29.931 11.280 17.210 5.220 2.967 0.150 H58 8XP 58 # 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 8XP C20 C16 SING N N 1 8XP C3 C2 DOUB Y N 2 8XP C3 C4 SING Y N 3 8XP C2 C1 SING Y N 4 8XP C21 C16 SING N N 5 8XP C16 N11 SING N N 6 8XP C16 C22 SING N N 7 8XP O7 C4 SING Y N 8 8XP O7 C8 SING Y N 9 8XP O15 C10 DOUB N N 10 8XP C4 C5 DOUB Y N 11 8XP C28 C29 DOUB Y N 12 8XP C28 C23 SING Y N 13 8XP C29 C30 SING Y N 14 8XP N11 C10 SING N N 15 8XP C10 C12 SING N N 16 8XP C14 C12 DOUB Y N 17 8XP C14 C13 SING Y N 18 8XP C1 C13 SING N N 19 8XP C1 C6 DOUB Y N 20 8XP C12 C17 SING Y N 21 8XP C13 C18 DOUB Y N 22 8XP C8 C23 SING N N 23 8XP C8 C9 DOUB Y N 24 8XP C23 C32 DOUB Y N 25 8XP C5 C6 SING Y N 26 8XP C5 C9 SING Y N 27 8XP C30 F33 SING N N 28 8XP C30 C31 DOUB Y N 29 8XP C17 C19 DOUB Y N 30 8XP C18 C19 SING Y N 31 8XP C9 C24 SING N N 32 8XP C32 C31 SING Y N 33 8XP C24 N26 SING N N 34 8XP C24 O25 DOUB N N 35 8XP N26 C27 SING N N 36 8XP C18 H40 SING N N 37 8XP C17 H39 SING N N 38 8XP C19 H41 SING N N 39 8XP C20 H44 SING N N 40 8XP C20 H43 SING N N 41 8XP C20 H42 SING N N 42 8XP C21 H47 SING N N 43 8XP C21 H45 SING N N 44 8XP C21 H46 SING N N 45 8XP C22 H48 SING N N 46 8XP C22 H50 SING N N 47 8XP C22 H49 SING N N 48 8XP C27 H54 SING N N 49 8XP C27 H52 SING N N 50 8XP C27 H53 SING N N 51 8XP C2 H34 SING N N 52 8XP C3 H35 SING N N 53 8XP C6 H36 SING N N 54 8XP N11 H37 SING N N 55 8XP C14 H38 SING N N 56 8XP N26 H51 SING N N 57 8XP C28 H55 SING N N 58 8XP C29 H56 SING N N 59 8XP C31 H57 SING N N 60 8XP C32 H58 SING N N 61 # 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 8XP SMILES ACDLabs 12.01 "c1(cccc(C(NC(C)(C)C)=O)c1)c2cc4c(cc2)oc(c3ccc(cc3)F)c4C(NC)=O" 8XP InChI InChI 1.03 "InChI=1S/C27H25FN2O3/c1-27(2,3)30-25(31)19-7-5-6-17(14-19)18-10-13-22-21(15-18)23(26(32)29-4)24(33-22)16-8-11-20(28)12-9-16/h5-15H,1-4H3,(H,29,32)(H,30,31)" 8XP InChIKey InChI 1.03 BTCDHBMCIQJLRL-UHFFFAOYSA-N 8XP SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1c(oc2ccc(cc12)c3cccc(c3)C(=O)NC(C)(C)C)c4ccc(F)cc4" 8XP SMILES CACTVS 3.385 "CNC(=O)c1c(oc2ccc(cc12)c3cccc(c3)C(=O)NC(C)(C)C)c4ccc(F)cc4" 8XP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(C)NC(=O)c1cccc(c1)c2ccc3c(c2)c(c(o3)c4ccc(cc4)F)C(=O)NC" 8XP SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)(C)NC(=O)c1cccc(c1)c2ccc3c(c2)c(c(o3)c4ccc(cc4)F)C(=O)NC" # 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 8XP "SYSTEMATIC NAME" ACDLabs 12.01 "5-[3-(tert-butylcarbamoyl)phenyl]-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide" 8XP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[3-(~{tert}-butylcarbamoyl)phenyl]-2-(4-fluorophenyl)-~{N}-methyl-1-benzofuran-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8XP "Create component" 2017-03-17 RCSB 8XP "Initial release" 2017-05-10 RCSB #