data_8GX # _chem_comp.id 8GX _chem_comp.name "(2Z)-6-methoxy-7-(piperazin-1-ylmethyl)-2-(1H-pyrrolo[2,3-c]pyridin-3-ylmethylidene)-1-benzofuran-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N4 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 390.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8GX _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 5VUA _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 8GX C15 C1 C 0 1 N N N 17.386 -37.259 -4.347 2.193 3.121 0.573 C15 8GX 1 8GX C17 C2 C 0 1 N N N 17.541 -35.591 -0.137 -1.037 -1.719 -0.240 C17 8GX 2 8GX C20 C3 C 0 1 Y N N 19.214 -38.051 2.207 -2.437 0.779 0.558 C20 8GX 3 8GX C22 C4 C 0 1 Y N N 20.466 -39.067 0.629 -4.627 1.268 0.455 C22 8GX 4 8GX C24 C5 C 0 1 Y N N 19.819 -37.970 -1.414 -5.613 -0.725 -0.478 C24 8GX 5 8GX C28 C6 C 0 1 N N N 16.517 -34.488 -0.134 -0.277 -2.867 -0.590 C28 8GX 6 8GX C01 C7 C 0 1 N N N 16.430 -32.173 -6.238 5.821 -1.489 0.794 C01 8GX 7 8GX O02 O1 O 0 1 N N N 17.259 -33.094 -5.530 4.624 -0.722 0.934 O02 8GX 8 8GX C03 C8 C 0 1 Y N N 17.009 -33.382 -4.182 3.465 -1.310 0.541 C03 8GX 9 8GX C04 C9 C 0 1 Y N N 16.057 -32.652 -3.456 3.487 -2.605 0.031 C04 8GX 10 8GX C05 C10 C 0 1 Y N N 15.827 -32.941 -2.110 2.327 -3.207 -0.367 C05 8GX 11 8GX C06 C11 C 0 1 Y N N 16.543 -33.960 -1.511 1.117 -2.522 -0.261 C06 8GX 12 8GX C07 C12 C 0 1 Y N N 17.507 -34.704 -2.245 1.084 -1.215 0.252 C07 8GX 13 8GX C08 C13 C 0 1 Y N N 17.773 -34.450 -3.606 2.271 -0.617 0.652 C08 8GX 14 8GX C09 C14 C 0 1 N N N 18.797 -35.191 -4.468 2.261 0.785 1.207 C09 8GX 15 8GX N10 N1 N 0 1 N N N 18.209 -36.409 -5.222 2.433 1.747 0.110 N10 8GX 16 8GX C11 C15 C 0 1 N N N 17.380 -36.063 -6.433 3.767 1.623 -0.494 C11 8GX 17 8GX C12 C16 C 0 1 N N N 17.001 -37.353 -7.218 3.878 2.584 -1.680 C12 8GX 18 8GX N13 N2 N 0 1 N N N 16.194 -38.287 -6.314 3.637 3.958 -1.218 N13 8GX 19 8GX C14 C17 C 0 1 N N N 16.999 -38.578 -5.059 2.303 4.082 -0.613 C14 8GX 20 8GX O16 O2 O 0 1 N N N 18.091 -35.664 -1.440 -0.194 -0.776 0.244 O16 8GX 21 8GX C18 C18 C 0 1 N N N 17.873 -36.359 0.908 -2.386 -1.586 -0.373 C18 8GX 22 8GX C19 C19 C 0 1 Y N N 18.864 -37.434 1.015 -3.042 -0.343 0.030 C19 8GX 23 8GX N21 N3 N 0 1 Y N N 20.175 -39.031 1.995 -3.376 1.724 0.809 N21 8GX 24 8GX C23 C20 C 0 1 Y N N 19.657 -38.068 -0.019 -4.479 -0.038 -0.047 C23 8GX 25 8GX C25 C21 C 0 1 Y N N 20.723 -38.812 -2.029 -6.830 -0.104 -0.396 C25 8GX 26 8GX N26 N4 N 0 1 Y N N 21.492 -39.764 -1.396 -6.941 1.125 0.079 N26 8GX 27 8GX C27 C22 C 0 1 Y N N 21.362 -39.889 -0.073 -5.903 1.818 0.501 C27 8GX 28 8GX O29 O3 O 0 1 N N N 15.830 -34.120 0.805 -0.690 -3.913 -1.061 O29 8GX 29 8GX H1 H1 H 0 1 N N N 17.956 -37.496 -3.436 1.194 3.190 1.005 H1 8GX 30 8GX H2 H2 H 0 1 N N N 16.470 -36.715 -4.075 2.934 3.386 1.326 H2 8GX 31 8GX H3 H3 H 0 1 N N N 18.795 -37.803 3.171 -1.379 0.886 0.746 H3 8GX 32 8GX H4 H4 H 0 1 N N N 19.250 -37.254 -1.988 -5.533 -1.729 -0.868 H4 8GX 33 8GX H5 H5 H 0 1 N N N 16.785 -32.082 -7.275 6.671 -0.904 1.143 H5 8GX 34 8GX H6 H6 H 0 1 N N N 15.392 -32.538 -6.237 5.740 -2.401 1.386 H6 8GX 35 8GX H7 H7 H 0 1 N N N 16.473 -31.189 -5.748 5.965 -1.749 -0.255 H7 8GX 36 8GX H8 H8 H 0 1 N N N 15.500 -31.863 -3.940 4.424 -3.136 -0.051 H8 8GX 37 8GX H9 H9 H 0 1 N N N 15.100 -32.377 -1.545 2.346 -4.212 -0.763 H9 8GX 38 8GX H10 H10 H 0 1 N N N 19.609 -35.545 -3.816 1.310 0.970 1.707 H10 8GX 39 8GX H11 H11 H 0 1 N N N 19.202 -34.486 -5.209 3.076 0.898 1.921 H11 8GX 40 8GX H13 H13 H 0 1 N N N 17.958 -35.396 -7.089 4.526 1.871 0.247 H13 8GX 41 8GX H14 H14 H 0 1 N N N 16.461 -35.553 -6.109 3.916 0.600 -0.840 H14 8GX 42 8GX H15 H15 H 0 1 N N N 16.397 -37.082 -8.097 4.876 2.515 -2.112 H15 8GX 43 8GX H16 H16 H 0 1 N N N 17.918 -37.864 -7.547 3.136 2.319 -2.434 H16 8GX 44 8GX H17 H17 H 0 1 N N N 15.331 -37.849 -6.064 4.355 4.254 -0.573 H17 8GX 45 8GX H19 H19 H 0 1 N N N 16.396 -39.195 -4.376 1.544 3.834 -1.354 H19 8GX 46 8GX H20 H20 H 0 1 N N N 17.914 -39.123 -5.334 2.155 5.105 -0.267 H20 8GX 47 8GX H21 H21 H 0 1 N N N 17.324 -36.154 1.815 -2.972 -2.400 -0.775 H21 8GX 48 8GX H22 H22 H 0 1 N N N 20.587 -39.610 2.698 -3.192 2.599 1.185 H22 8GX 49 8GX H23 H23 H 0 1 N N N 20.838 -38.716 -3.099 -7.715 -0.626 -0.728 H23 8GX 50 8GX H24 H24 H 0 1 N N N 21.948 -40.624 0.459 -6.043 2.819 0.882 H24 8GX 51 # 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 8GX C12 C11 SING N N 1 8GX C12 N13 SING N N 2 8GX C11 N10 SING N N 3 8GX N13 C14 SING N N 4 8GX C01 O02 SING N N 5 8GX O02 C03 SING N N 6 8GX N10 C09 SING N N 7 8GX N10 C15 SING N N 8 8GX C14 C15 SING N N 9 8GX C09 C08 SING N N 10 8GX C03 C08 DOUB Y N 11 8GX C03 C04 SING Y N 12 8GX C08 C07 SING Y N 13 8GX C04 C05 DOUB Y N 14 8GX C07 C06 DOUB Y N 15 8GX C07 O16 SING N N 16 8GX C05 C06 SING Y N 17 8GX C25 C24 SING Y N 18 8GX C25 N26 DOUB Y N 19 8GX C06 C28 SING N N 20 8GX O16 C17 SING N N 21 8GX C24 C23 DOUB Y N 22 8GX N26 C27 SING Y N 23 8GX C17 C28 SING N N 24 8GX C17 C18 DOUB N Z 25 8GX C28 O29 DOUB N N 26 8GX C27 C22 DOUB Y N 27 8GX C23 C22 SING Y N 28 8GX C23 C19 SING Y N 29 8GX C22 N21 SING Y N 30 8GX C18 C19 SING N N 31 8GX C19 C20 DOUB Y N 32 8GX N21 C20 SING Y N 33 8GX C15 H1 SING N N 34 8GX C15 H2 SING N N 35 8GX C20 H3 SING N N 36 8GX C24 H4 SING N N 37 8GX C01 H5 SING N N 38 8GX C01 H6 SING N N 39 8GX C01 H7 SING N N 40 8GX C04 H8 SING N N 41 8GX C05 H9 SING N N 42 8GX C09 H10 SING N N 43 8GX C09 H11 SING N N 44 8GX C11 H13 SING N N 45 8GX C11 H14 SING N N 46 8GX C12 H15 SING N N 47 8GX C12 H16 SING N N 48 8GX N13 H17 SING N N 49 8GX C14 H19 SING N N 50 8GX C14 H20 SING N N 51 8GX C18 H21 SING N N 52 8GX N21 H22 SING N N 53 8GX C25 H23 SING N N 54 8GX C27 H24 SING N N 55 # 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 8GX InChI InChI 1.03 "InChI=1S/C22H22N4O3/c1-28-19-3-2-16-21(27)20(10-14-11-25-18-12-24-5-4-15(14)18)29-22(16)17(19)13-26-8-6-23-7-9-26/h2-5,10-12,23,25H,6-9,13H2,1H3/b20-10-" 8GX InChIKey InChI 1.03 GZVLKFFYCJUAPT-JMIUGGIZSA-N 8GX SMILES_CANONICAL CACTVS 3.385 "COc1ccc2C(=O)\C(Oc2c1CN3CCNCC3)=C\c4c[nH]c5cnccc45" 8GX SMILES CACTVS 3.385 "COc1ccc2C(=O)C(Oc2c1CN3CCNCC3)=Cc4c[nH]c5cnccc45" 8GX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1CN3CCNCC3)O/C(=C\c4c[nH]c5c4ccnc5)/C2=O" 8GX SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1CN3CCNCC3)OC(=Cc4c[nH]c5c4ccnc5)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 8GX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{Z})-6-methoxy-7-(piperazin-1-ylmethyl)-2-(1~{H}-pyrrolo[2,3-c]pyridin-3-ylmethylidene)-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 8GX "Create component" 2017-07-06 PDBJ 8GX "Initial release" 2017-12-13 RCSB #