data_EK5 # _chem_comp.id EK5 _chem_comp.name "4-[4-(3-chlorophenyl)-1H-pyrazol-5-yl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-06 _chem_comp.pdbx_modified_date 2012-08-24 _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 418.876 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EK5 _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 4FV2 _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 EK5 O1 O1 O 0 1 N N N 15.097 3.731 17.903 0.485 -1.126 1.676 O1 EK5 1 EK5 C14 C14 C 0 1 N N N 15.791 4.318 17.073 0.889 -0.175 1.033 C14 EK5 2 EK5 N4 N4 N 0 1 N N N 15.283 5.167 16.177 2.207 -0.039 0.786 N4 EK5 3 EK5 C15 C15 C 0 1 N N N 13.915 5.659 16.242 3.153 -1.037 1.291 C15 EK5 4 EK5 C16 C16 C 0 1 Y N N 13.682 6.687 17.321 4.552 -0.655 0.881 C16 EK5 5 EK5 C23 C23 C 0 1 Y N N 14.671 7.615 17.669 5.321 0.149 1.701 C23 EK5 6 EK5 C22 C22 C 0 1 Y N N 14.452 8.577 18.644 6.603 0.499 1.331 C22 EK5 7 EK5 C21 C21 C 0 1 Y N N 13.214 8.612 19.268 7.134 0.046 0.127 C21 EK5 8 EK5 O2 O2 O 0 1 N N N 12.764 9.497 20.220 8.362 0.258 -0.421 O2 EK5 9 EK5 C20 C20 C 0 1 N N N 11.397 9.160 20.592 8.310 -0.031 -1.828 C20 EK5 10 EK5 C19 C19 C 0 1 N N N 10.958 7.982 19.731 7.177 -1.081 -1.921 C19 EK5 11 EK5 C18 C18 C 0 1 Y N N 12.217 7.709 18.951 6.350 -0.758 -0.691 C18 EK5 12 EK5 C17 C17 C 0 1 Y N N 12.459 6.745 17.985 5.074 -1.114 -0.316 C17 EK5 13 EK5 C12 C12 C 0 1 Y N N 17.246 4.079 16.995 -0.060 0.822 0.523 C12 EK5 14 EK5 C11 C11 C 0 1 Y N N 18.199 4.571 16.139 -1.414 0.803 0.701 C11 EK5 15 EK5 N3 N3 N 0 1 Y N N 17.838 3.189 17.859 0.262 1.939 -0.214 N3 EK5 16 EK5 C13 C13 C 0 1 Y N N 19.159 3.119 17.555 -0.867 2.617 -0.504 C13 EK5 17 EK5 C10 C10 C 0 1 Y N N 19.433 3.935 16.474 -1.934 1.940 0.049 C10 EK5 18 EK5 C9 C9 C 0 1 Y N N 20.634 4.215 15.872 -3.356 2.336 -0.025 C9 EK5 19 EK5 N2 N2 N 0 1 Y N N 21.741 3.458 16.027 -3.864 3.580 0.195 N2 EK5 20 EK5 N1 N1 N 0 1 Y N N 22.847 3.944 15.391 -5.252 3.521 0.023 N1 EK5 21 EK5 C8 C8 C 0 1 Y N N 22.459 5.095 14.855 -5.591 2.299 -0.289 C8 EK5 22 EK5 C7 C7 C 0 1 Y N N 21.101 5.371 15.094 -4.428 1.510 -0.338 C7 EK5 23 EK5 C3 C3 C 0 1 Y N N 20.432 6.634 14.684 -4.359 0.063 -0.655 C3 EK5 24 EK5 C2 C2 C 0 1 Y N N 19.639 7.331 15.593 -5.109 -0.851 0.083 C2 EK5 25 EK5 C4 C4 C 0 1 Y N N 20.561 7.123 13.388 -3.548 -0.387 -1.695 C4 EK5 26 EK5 C5 C5 C 0 1 Y N N 19.904 8.285 13.010 -3.487 -1.735 -1.986 C5 EK5 27 EK5 C6 C6 C 0 1 Y N N 19.095 8.966 13.911 -4.230 -2.639 -1.248 C6 EK5 28 EK5 C1 C1 C 0 1 Y N N 18.972 8.467 15.189 -5.041 -2.197 -0.217 C1 EK5 29 EK5 CL CL CL 0 0 N N N 17.900 9.261 16.311 -5.969 -3.339 0.705 CL EK5 30 EK5 H10 H10 H 0 1 N N N 15.868 5.479 15.428 2.529 0.719 0.274 H10 EK5 31 EK5 H12 H12 H 0 1 N N N 13.665 6.113 15.272 3.092 -1.078 2.379 H12 EK5 32 EK5 H11 H11 H 0 1 N N N 13.249 4.804 16.429 2.907 -2.014 0.876 H11 EK5 33 EK5 H19 H19 H 0 1 N N N 15.626 7.581 17.167 4.915 0.507 2.636 H19 EK5 34 EK5 H18 H18 H 0 1 N N N 15.226 9.281 18.911 7.197 1.127 1.979 H18 EK5 35 EK5 H17 H17 H 0 1 N N N 10.737 10.021 20.412 8.055 0.863 -2.397 H17 EK5 36 EK5 H16 H16 H 0 1 N N N 11.356 8.882 21.656 9.256 -0.449 -2.172 H16 EK5 37 EK5 H15 H15 H 0 1 N N N 10.124 8.255 19.068 6.592 -0.944 -2.831 H15 EK5 38 EK5 H14 H14 H 0 1 N N N 10.669 7.117 20.347 7.578 -2.093 -1.867 H14 EK5 39 EK5 H13 H13 H 0 1 N N N 11.688 6.028 17.744 4.479 -1.747 -0.958 H13 EK5 40 EK5 H8 H8 H 0 1 N N N 18.045 5.302 15.359 -1.980 0.057 1.240 H8 EK5 41 EK5 H2 H2 H 0 1 N N N 17.376 2.681 18.586 1.158 2.198 -0.481 H2 EK5 42 EK5 H9 H9 H 0 1 N N N 19.886 2.516 18.079 -0.925 3.534 -1.070 H9 EK5 43 EK5 H1 H1 H 0 1 N N N 21.750 2.613 16.562 -3.352 4.370 0.430 H1 EK5 44 EK5 H7 H7 H 0 1 N N N 23.114 5.747 14.297 -6.596 1.953 -0.483 H7 EK5 45 EK5 H3 H3 H 0 1 N N N 19.547 6.982 16.611 -5.742 -0.507 0.887 H3 EK5 46 EK5 H4 H4 H 0 1 N N N 21.175 6.596 12.673 -2.968 0.317 -2.273 H4 EK5 47 EK5 H5 H5 H 0 1 N N N 20.023 8.664 12.006 -2.859 -2.084 -2.792 H5 EK5 48 EK5 H6 H6 H 0 1 N N N 18.575 9.865 13.616 -4.180 -3.692 -1.480 H6 EK5 49 # 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 EK5 C5 C4 DOUB Y N 1 EK5 C5 C6 SING Y N 2 EK5 C4 C3 SING Y N 3 EK5 C6 C1 DOUB Y N 4 EK5 C3 C7 SING N N 5 EK5 C3 C2 DOUB Y N 6 EK5 C8 C7 SING Y N 7 EK5 C8 N1 DOUB Y N 8 EK5 C7 C9 DOUB Y N 9 EK5 C1 C2 SING Y N 10 EK5 C1 CL SING N N 11 EK5 N1 N2 SING Y N 12 EK5 C9 N2 SING Y N 13 EK5 C9 C10 SING N N 14 EK5 C11 C10 SING Y N 15 EK5 C11 C12 DOUB Y N 16 EK5 N4 C15 SING N N 17 EK5 N4 C14 SING N N 18 EK5 C15 C16 SING N N 19 EK5 C10 C13 DOUB Y N 20 EK5 C12 C14 SING N N 21 EK5 C12 N3 SING Y N 22 EK5 C14 O1 DOUB N N 23 EK5 C16 C23 DOUB Y N 24 EK5 C16 C17 SING Y N 25 EK5 C13 N3 SING Y N 26 EK5 C23 C22 SING Y N 27 EK5 C17 C18 DOUB Y N 28 EK5 C22 C21 DOUB Y N 29 EK5 C18 C21 SING Y N 30 EK5 C18 C19 SING N N 31 EK5 C21 O2 SING N N 32 EK5 C19 C20 SING N N 33 EK5 O2 C20 SING N N 34 EK5 N4 H10 SING N N 35 EK5 C15 H12 SING N N 36 EK5 C15 H11 SING N N 37 EK5 C23 H19 SING N N 38 EK5 C22 H18 SING N N 39 EK5 C20 H17 SING N N 40 EK5 C20 H16 SING N N 41 EK5 C19 H15 SING N N 42 EK5 C19 H14 SING N N 43 EK5 C17 H13 SING N N 44 EK5 C11 H8 SING N N 45 EK5 N3 H2 SING N N 46 EK5 C13 H9 SING N N 47 EK5 N2 H1 SING N N 48 EK5 C8 H7 SING N N 49 EK5 C2 H3 SING N N 50 EK5 C4 H4 SING N N 51 EK5 C5 H5 SING N N 52 EK5 C6 H6 SING N N 53 # 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 EK5 SMILES ACDLabs 12.01 "Clc1cccc(c1)c2cnnc2c3cc(nc3)C(=O)NCc5cc4c(OCC4)cc5" EK5 InChI InChI 1.03 "InChI=1S/C23H19ClN4O2/c24-18-3-1-2-15(9-18)19-13-27-28-22(19)17-10-20(25-12-17)23(29)26-11-14-4-5-21-16(8-14)6-7-30-21/h1-5,8-10,12-13,25H,6-7,11H2,(H,26,29)(H,27,28)" EK5 InChIKey InChI 1.03 IVRHNXDBTVKZAH-UHFFFAOYSA-N EK5 SMILES_CANONICAL CACTVS 3.370 "Clc1cccc(c1)c2cn[nH]c2c3c[nH]c(c3)C(=O)NCc4ccc5OCCc5c4" EK5 SMILES CACTVS 3.370 "Clc1cccc(c1)c2cn[nH]c2c3c[nH]c(c3)C(=O)NCc4ccc5OCCc5c4" EK5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)c2cn[nH]c2c3cc([nH]c3)C(=O)NCc4ccc5c(c4)CCO5" EK5 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)c2cn[nH]c2c3cc([nH]c3)C(=O)NCc4ccc5c(c4)CCO5" # 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 EK5 "SYSTEMATIC NAME" ACDLabs 12.01 "4-[4-(3-chlorophenyl)-1H-pyrazol-5-yl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1H-pyrrole-2-carboxamide" EK5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-(3-chlorophenyl)-1H-pyrazol-5-yl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1H-pyrrole-2-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 EK5 "Create component" 2012-07-06 RCSB EK5 "Initial release" 2012-08-24 RCSB #