data_S52 # _chem_comp.id S52 _chem_comp.name "2-phenoxy-1-phenyl-3-(piperazin-1-ylcarbonyl)-1H-indole" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2-Phenoxy-1-phenyl-1H-indol-3-yl)-piperazin-1-yl-methanone" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-10 _chem_comp.pdbx_modified_date 2020-06-17 _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 397.469 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S52 _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 3OQK _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 S52 C1 C1 C 0 1 Y N N -13.562 -20.862 -2.856 4.935 -0.202 -1.955 C1 S52 1 S52 O1 O1 O 0 1 N N N -9.615 -21.918 0.133 0.254 1.245 -0.609 O1 S52 2 S52 C2 C2 C 0 1 Y N N -13.719 -22.256 -2.900 3.789 -0.222 -2.729 C2 S52 3 S52 C3 C3 C 0 1 Y N N -12.667 -23.082 -2.469 2.561 -0.458 -2.143 C3 S52 4 S52 C4 C4 C 0 1 Y N N -11.424 -22.560 -2.004 2.478 -0.675 -0.774 C4 S52 5 S52 C5 C5 C 0 1 Y N N -11.321 -21.137 -2.016 3.630 -0.654 0.001 C5 S52 6 S52 C6 C6 C 0 1 Y N N -12.359 -20.299 -2.411 4.855 -0.417 -0.591 C6 S52 7 S52 N12 N12 N 0 1 Y N N -10.343 -23.309 -1.635 1.234 -0.913 -0.176 N12 S52 8 S52 C13 C13 C 0 1 Y N N -9.882 -24.372 -2.346 0.866 -2.099 0.438 C13 S52 9 S52 C14 C14 C 0 1 Y N N -8.655 -24.756 -1.731 -0.446 -1.949 0.912 C14 S52 10 S52 C15 C15 C 0 1 Y N N -8.426 -23.870 -0.678 -0.860 -0.581 0.545 C15 S52 11 S52 C16 C16 C 0 1 Y N N -9.451 -22.957 -0.719 0.218 -0.010 -0.110 C16 S52 12 S52 C17 C17 C 0 1 Y N N -10.390 -25.119 -3.418 1.530 -3.304 0.640 C17 S52 13 S52 C18 C18 C 0 1 Y N N -9.665 -26.229 -3.868 0.898 -4.336 1.301 C18 S52 14 S52 C19 C19 C 0 1 Y N N -8.458 -26.601 -3.247 -0.399 -4.186 1.769 C19 S52 15 S52 C20 C20 C 0 1 Y N N -7.939 -25.864 -2.178 -1.073 -2.999 1.578 C20 S52 16 S52 C26 C26 C 0 1 Y N N -9.358 -22.038 1.467 0.698 2.241 0.203 C26 S52 17 S52 C29 C29 C 0 1 Y N N -8.524 -21.075 2.065 0.655 3.559 -0.228 C29 S52 18 S52 C30 C30 C 0 1 Y N N -8.251 -21.199 3.435 1.107 4.570 0.598 C30 S52 19 S52 C31 C31 C 0 1 Y N N -8.781 -22.261 4.192 1.603 4.268 1.854 C31 S52 20 S52 C32 C32 C 0 1 Y N N -9.595 -23.200 3.566 1.647 2.955 2.285 C32 S52 21 S52 C33 C33 C 0 1 Y N N -9.894 -23.101 2.204 1.191 1.942 1.465 C33 S52 22 S52 C39 C39 C 0 1 N N N -7.189 -23.815 0.181 -2.151 0.048 0.823 C39 S52 23 S52 N40 N40 N 0 1 N N N -6.702 -24.817 0.952 -3.188 -0.143 -0.016 N40 S52 24 S52 O41 O41 O 0 1 N N N -6.603 -22.702 0.116 -2.289 0.745 1.812 O41 S52 25 S52 C42 C42 C 0 1 N N N -7.286 -26.154 1.100 -4.523 0.388 0.301 C42 S52 26 S52 C43 C43 C 0 1 N N N -7.597 -26.381 2.576 -5.032 1.180 -0.908 C43 S52 27 S52 N44 N44 N 0 1 N N N -6.555 -25.906 3.456 -4.968 0.333 -2.107 N44 S52 28 S52 C45 C45 C 0 1 N N N -5.919 -24.628 3.180 -3.583 -0.044 -2.420 C45 S52 29 S52 C46 C46 C 0 1 N N N -5.477 -24.580 1.722 -3.014 -0.882 -1.276 C46 S52 30 S52 H1 H1 H 0 1 N N N -14.373 -20.220 -3.167 5.894 -0.022 -2.417 H1 S52 31 S52 H2 H2 H 0 1 N N N -14.640 -22.690 -3.262 3.855 -0.054 -3.794 H2 S52 32 S52 H3 H3 H 0 1 N N N -12.805 -24.153 -2.491 1.667 -0.473 -2.748 H3 S52 33 S52 H5 H5 H 0 1 N N N -10.390 -20.688 -1.703 3.568 -0.822 1.066 H5 S52 34 S52 H6 H6 H 0 1 N N N -12.239 -19.226 -2.375 5.751 -0.401 0.011 H6 S52 35 S52 H17 H17 H 0 1 N N N -11.323 -24.844 -3.888 2.540 -3.432 0.279 H17 S52 36 S52 H18 H18 H 0 1 N N N -10.036 -26.807 -4.702 1.418 -5.271 1.455 H18 S52 37 S52 H19 H19 H 0 1 N N N -7.924 -27.470 -3.602 -0.882 -5.003 2.285 H19 S52 38 S52 H20 H20 H 0 1 N N N -7.007 -26.147 -1.711 -2.083 -2.884 1.943 H20 S52 39 S52 H29 H29 H 0 1 N N N -8.107 -20.264 1.486 0.269 3.796 -1.209 H29 S52 40 S52 H30 H30 H 0 1 N N N -7.622 -20.466 3.918 1.074 5.596 0.264 H30 S52 41 S52 H31 H31 H 0 1 N N N -8.559 -22.346 5.245 1.956 5.060 2.498 H31 S52 42 S52 H32 H32 H 0 1 N N N -10.002 -24.018 4.141 2.035 2.722 3.266 H32 S52 43 S52 H33 H33 H 0 1 N N N -10.529 -23.833 1.727 1.221 0.917 1.804 H33 S52 44 S52 H42 H42 H 0 1 N N N -8.210 -26.225 0.508 -5.205 -0.437 0.511 H42 S52 45 S52 H42A H42A H 0 0 N N N -6.573 -26.914 0.747 -4.460 1.044 1.169 H42A S52 46 S52 H43 H43 H 0 1 N N N -8.525 -25.843 2.819 -6.063 1.487 -0.734 H43 S52 47 S52 H43A H43A H 0 0 N N N -7.720 -27.462 2.740 -4.408 2.062 -1.053 H43A S52 48 S52 HN44 HN44 H 0 0 N N N -6.969 -25.824 4.363 -5.551 -0.484 -2.004 HN44 S52 49 S52 H45 H45 H 0 1 N N N -6.634 -23.815 3.372 -3.564 -0.625 -3.342 H45 S52 50 S52 H45A H45A H 0 0 N N N -5.041 -24.508 3.832 -2.980 0.855 -2.543 H45A S52 51 S52 H46 H46 H 0 1 N N N -4.722 -25.352 1.512 -1.954 -1.064 -1.449 H46 S52 52 S52 H46A H46A H 0 0 N N N -5.037 -23.603 1.474 -3.548 -1.831 -1.220 H46A S52 53 # # 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 S52 C1 C2 DOUB Y N 1 S52 C1 C6 SING Y N 2 S52 O1 C16 SING N N 3 S52 O1 C26 SING N N 4 S52 C2 C3 SING Y N 5 S52 C3 C4 DOUB Y N 6 S52 C4 C5 SING Y N 7 S52 C4 N12 SING Y N 8 S52 C5 C6 DOUB Y N 9 S52 N12 C13 SING Y N 10 S52 N12 C16 SING Y N 11 S52 C13 C14 DOUB Y N 12 S52 C13 C17 SING Y N 13 S52 C14 C15 SING Y N 14 S52 C14 C20 SING Y N 15 S52 C15 C16 DOUB Y N 16 S52 C15 C39 SING N N 17 S52 C17 C18 DOUB Y N 18 S52 C18 C19 SING Y N 19 S52 C19 C20 DOUB Y N 20 S52 C26 C29 DOUB Y N 21 S52 C26 C33 SING Y N 22 S52 C29 C30 SING Y N 23 S52 C30 C31 DOUB Y N 24 S52 C31 C32 SING Y N 25 S52 C32 C33 DOUB Y N 26 S52 C39 N40 SING N N 27 S52 C39 O41 DOUB N N 28 S52 N40 C42 SING N N 29 S52 N40 C46 SING N N 30 S52 C42 C43 SING N N 31 S52 C43 N44 SING N N 32 S52 N44 C45 SING N N 33 S52 C45 C46 SING N N 34 S52 C1 H1 SING N N 35 S52 C2 H2 SING N N 36 S52 C3 H3 SING N N 37 S52 C5 H5 SING N N 38 S52 C6 H6 SING N N 39 S52 C17 H17 SING N N 40 S52 C18 H18 SING N N 41 S52 C19 H19 SING N N 42 S52 C20 H20 SING N N 43 S52 C29 H29 SING N N 44 S52 C30 H30 SING N N 45 S52 C31 H31 SING N N 46 S52 C32 H32 SING N N 47 S52 C33 H33 SING N N 48 S52 C42 H42 SING N N 49 S52 C42 H42A SING N N 50 S52 C43 H43 SING N N 51 S52 C43 H43A SING N N 52 S52 N44 HN44 SING N N 53 S52 C45 H45 SING N N 54 S52 C45 H45A SING N N 55 S52 C46 H46 SING N N 56 S52 C46 H46A SING N N 57 # # 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 S52 SMILES ACDLabs 12.01 "O=C(c4c1ccccc1n(c2ccccc2)c4Oc3ccccc3)N5CCNCC5" S52 SMILES_CANONICAL CACTVS 3.370 "O=C(N1CCNCC1)c2c(Oc3ccccc3)n(c4ccccc4)c5ccccc25" S52 SMILES CACTVS 3.370 "O=C(N1CCNCC1)c2c(Oc3ccccc3)n(c4ccccc4)c5ccccc25" S52 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)n2c3ccccc3c(c2Oc4ccccc4)C(=O)N5CCNCC5" S52 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)n2c3ccccc3c(c2Oc4ccccc4)C(=O)N5CCNCC5" S52 InChI InChI 1.03 "InChI=1S/C25H23N3O2/c29-24(27-17-15-26-16-18-27)23-21-13-7-8-14-22(21)28(19-9-3-1-4-10-19)25(23)30-20-11-5-2-6-12-20/h1-14,26H,15-18H2" S52 InChIKey InChI 1.03 PAQQZWUEZAUGRI-UHFFFAOYSA-N # # 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 S52 "SYSTEMATIC NAME" ACDLabs 12.01 "(2-phenoxy-1-phenyl-1H-indol-3-yl)(piperazin-1-yl)methanone" S52 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2-phenoxy-1-phenyl-indol-3-yl)-piperazin-1-yl-methanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S52 "Create component" 2010-09-10 RCSB S52 "Modify aromatic_flag" 2011-06-04 RCSB S52 "Modify descriptor" 2011-06-04 RCSB S52 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id S52 _pdbx_chem_comp_synonyms.name "(2-Phenoxy-1-phenyl-1H-indol-3-yl)-piperazin-1-yl-methanone" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##