data_8GR # _chem_comp.id 8GR _chem_comp.name "(2Z)-2-(1H-indol-3-ylmethylidene)-6-methoxy-7-(piperazin-1-ylmethyl)-1-benzofuran-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-06 _chem_comp.pdbx_modified_date 2017-12-08 _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 389.447 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8GR _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 5VUC _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 8GR C15 C1 C 0 1 N N N 17.434 -36.146 -6.529 -2.687 3.253 -0.649 C15 8GR 1 8GR C17 C2 C 0 1 N N N 17.742 -35.699 -0.309 0.739 -1.767 0.223 C17 8GR 2 8GR C20 C3 C 0 1 Y N N 19.473 -38.222 1.974 2.269 0.628 -0.642 C20 8GR 3 8GR C22 C4 C 0 1 Y N N 20.668 -39.243 0.347 4.488 0.987 -0.588 C22 8GR 4 8GR C24 C5 C 0 1 Y N N 20.005 -38.118 -1.661 5.354 -1.066 0.363 C24 8GR 5 8GR C26 C6 C 0 1 Y N N 21.642 -39.934 -1.700 6.846 0.709 -0.249 C26 8GR 6 8GR C28 C7 C 0 1 N N N 16.692 -34.621 -0.301 -0.080 -2.862 0.607 C28 8GR 7 8GR C01 C8 C 0 1 N N N 16.634 -32.096 -6.415 -6.113 -1.143 -0.677 C01 8GR 8 8GR O02 O1 O 0 1 N N N 17.270 -33.194 -5.738 -4.876 -0.451 -0.853 O02 8GR 9 8GR C03 C9 C 0 1 Y N N 17.078 -33.498 -4.389 -3.746 -1.101 -0.474 C03 8GR 10 8GR C04 C10 C 0 1 Y N N 16.127 -32.802 -3.639 -3.834 -2.385 0.057 C04 8GR 11 8GR C05 C11 C 0 1 Y N N 15.927 -33.096 -2.280 -2.704 -3.050 0.441 C05 8GR 12 8GR C06 C12 C 0 1 Y N N 16.678 -34.096 -1.679 -1.457 -2.439 0.300 C06 8GR 13 8GR C07 C13 C 0 1 Y N N 17.644 -34.814 -2.421 -1.357 -1.144 -0.235 C07 8GR 14 8GR C08 C14 C 0 1 Y N N 17.875 -34.546 -3.800 -2.515 -0.482 -0.620 C08 8GR 15 8GR C09 C15 C 0 1 N N N 18.899 -35.278 -4.671 -2.433 0.907 -1.197 C09 8GR 16 8GR N10 N1 N 0 1 N N N 18.281 -36.529 -5.358 -2.525 1.894 -0.113 N10 8GR 17 8GR C11 C16 C 0 1 N N N 17.496 -37.453 -4.481 -1.353 1.816 0.770 C11 8GR 18 8GR C12 C17 C 0 1 N N N 17.032 -38.714 -5.266 -1.524 2.802 1.929 C12 8GR 19 8GR N13 N2 N 0 1 N N N 16.230 -38.352 -6.494 -1.686 4.161 1.392 N13 8GR 20 8GR C14 C18 C 0 1 N N N 17.016 -37.376 -7.354 -2.858 4.238 0.509 C14 8GR 21 8GR O16 O2 O 0 1 N N N 18.263 -35.753 -1.621 -0.057 -0.783 -0.259 O16 8GR 22 8GR C18 C19 C 0 1 N N N 18.121 -36.482 0.736 2.097 -1.714 0.327 C18 8GR 23 8GR C19 C20 C 0 1 Y N N 19.102 -37.581 0.798 2.817 -0.518 -0.108 C19 8GR 24 8GR N21 N3 N 0 1 Y N N 20.409 -39.217 1.710 3.257 1.512 -0.926 N21 8GR 25 8GR C23 C21 C 0 1 Y N N 19.867 -38.232 -0.268 4.275 -0.298 -0.064 C23 8GR 26 8GR C25 C22 C 0 1 Y N N 20.870 -38.949 -2.348 6.633 -0.560 0.269 C25 8GR 27 8GR C27 C23 C 0 1 Y N N 21.551 -40.092 -0.343 5.786 1.480 -0.678 C27 8GR 28 8GR O29 O3 O 0 1 N N N 16.009 -34.265 0.637 0.280 -3.924 1.086 O29 8GR 29 8GR H1 H1 H 0 1 N N N 18.005 -35.461 -7.174 -1.804 3.522 -1.229 H1 8GR 30 8GR H2 H2 H 0 1 N N N 16.530 -35.637 -6.164 -3.568 3.288 -1.290 H2 8GR 31 8GR H3 H3 H 0 1 N N N 19.089 -37.982 2.954 1.215 0.796 -0.811 H3 8GR 32 8GR H4 H4 H 0 1 N N N 19.432 -37.377 -2.198 5.191 -2.055 0.767 H4 8GR 33 8GR H5 H5 H 0 1 N N N 22.305 -40.564 -2.274 7.851 1.096 -0.320 H5 8GR 34 8GR H6 H6 H 0 1 N N N 16.954 -32.079 -7.467 -6.934 -0.513 -1.018 H6 8GR 35 8GR H7 H7 H 0 1 N N N 15.542 -32.218 -6.366 -6.099 -2.066 -1.256 H7 8GR 36 8GR H8 H8 H 0 1 N N N 16.919 -31.151 -5.929 -6.251 -1.379 0.379 H8 8GR 37 8GR H9 H9 H 0 1 N N N 15.538 -32.028 -4.110 -4.799 -2.858 0.166 H9 8GR 38 8GR H10 H10 H 0 1 N N N 15.194 -32.548 -1.707 -2.775 -4.045 0.854 H10 8GR 39 8GR H11 H11 H 0 1 N N N 19.741 -35.598 -4.039 -1.484 1.029 -1.720 H11 8GR 40 8GR H12 H12 H 0 1 N N N 19.264 -34.589 -5.447 -3.255 1.059 -1.897 H12 8GR 41 8GR H14 H14 H 0 1 N N N 18.126 -37.768 -3.636 -1.262 0.804 1.165 H14 8GR 42 8GR H15 H15 H 0 1 N N N 16.611 -36.921 -4.100 -0.455 2.069 0.207 H15 8GR 43 8GR H16 H16 H 0 1 N N N 16.409 -39.335 -4.605 -2.407 2.532 2.508 H16 8GR 44 8GR H17 H17 H 0 1 N N N 17.919 -39.285 -5.577 -0.643 2.766 2.569 H17 8GR 45 8GR H18 H18 H 0 1 N N N 15.368 -37.929 -6.215 -0.851 4.462 0.913 H18 8GR 46 8GR H20 H20 H 0 1 N N N 16.389 -37.050 -8.197 -2.950 5.251 0.115 H20 8GR 47 8GR H21 H21 H 0 1 N N N 17.917 -37.877 -7.739 -3.756 3.985 1.072 H21 8GR 48 8GR H22 H22 H 0 1 N N N 17.624 -36.264 1.670 2.641 -2.554 0.731 H22 8GR 49 8GR H23 H23 H 0 1 N N N 20.827 -39.817 2.392 3.119 2.391 -1.312 H23 8GR 50 8GR H24 H24 H 0 1 N N N 20.957 -38.840 -3.419 7.472 -1.153 0.601 H24 8GR 51 8GR H25 H25 H 0 1 N N N 22.134 -40.838 0.176 5.963 2.466 -1.079 H25 8GR 52 # 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 8GR C14 C15 SING N N 1 8GR C14 N13 SING N N 2 8GR C15 N10 SING N N 3 8GR N13 C12 SING N N 4 8GR C01 O02 SING N N 5 8GR O02 C03 SING N N 6 8GR N10 C09 SING N N 7 8GR N10 C11 SING N N 8 8GR C12 C11 SING N N 9 8GR C09 C08 SING N N 10 8GR C03 C08 DOUB Y N 11 8GR C03 C04 SING Y N 12 8GR C08 C07 SING Y N 13 8GR C04 C05 DOUB Y N 14 8GR C07 C06 DOUB Y N 15 8GR C07 O16 SING N N 16 8GR C25 C26 DOUB Y N 17 8GR C25 C24 SING Y N 18 8GR C05 C06 SING Y N 19 8GR C26 C27 SING Y N 20 8GR C06 C28 SING N N 21 8GR C24 C23 DOUB Y N 22 8GR O16 C17 SING N N 23 8GR C27 C22 DOUB Y N 24 8GR C17 C28 SING N N 25 8GR C17 C18 DOUB N Z 26 8GR C28 O29 DOUB N N 27 8GR C23 C22 SING Y N 28 8GR C23 C19 SING Y N 29 8GR C22 N21 SING Y N 30 8GR C18 C19 SING N N 31 8GR C19 C20 DOUB Y N 32 8GR N21 C20 SING Y N 33 8GR C15 H1 SING N N 34 8GR C15 H2 SING N N 35 8GR C20 H3 SING N N 36 8GR C24 H4 SING N N 37 8GR C26 H5 SING N N 38 8GR C01 H6 SING N N 39 8GR C01 H7 SING N N 40 8GR C01 H8 SING N N 41 8GR C04 H9 SING N N 42 8GR C05 H10 SING N N 43 8GR C09 H11 SING N N 44 8GR C09 H12 SING N N 45 8GR C11 H14 SING N N 46 8GR C11 H15 SING N N 47 8GR C12 H16 SING N N 48 8GR C12 H17 SING N N 49 8GR N13 H18 SING N N 50 8GR C14 H20 SING N N 51 8GR C14 H21 SING N N 52 8GR C18 H22 SING N N 53 8GR N21 H23 SING N N 54 8GR C25 H24 SING N N 55 8GR C27 H25 SING N N 56 # 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 8GR InChI InChI 1.03 "InChI=1S/C23H23N3O3/c1-28-20-7-6-17-22(27)21(12-15-13-25-19-5-3-2-4-16(15)19)29-23(17)18(20)14-26-10-8-24-9-11-26/h2-7,12-13,24-25H,8-11,14H2,1H3/b21-12-" 8GR InChIKey InChI 1.03 ZSHOEUJOJHPBFX-MTJSOVHGSA-N 8GR SMILES_CANONICAL CACTVS 3.385 "COc1ccc2C(=O)\C(Oc2c1CN3CCNCC3)=C\c4c[nH]c5ccccc45" 8GR SMILES CACTVS 3.385 "COc1ccc2C(=O)C(Oc2c1CN3CCNCC3)=Cc4c[nH]c5ccccc45" 8GR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1CN3CCNCC3)O/C(=C\c4c[nH]c5c4cccc5)/C2=O" 8GR SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1CN3CCNCC3)OC(=Cc4c[nH]c5c4cccc5)C2=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 8GR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{Z})-2-(1~{H}-indol-3-ylmethylidene)-6-methoxy-7-(piperazin-1-ylmethyl)-1-benzofuran-3-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8GR "Create component" 2017-07-06 PDBJ 8GR "Initial release" 2017-12-13 RCSB #