data_8GU # _chem_comp.id 8GU _chem_comp.name "(2Z)-6-methoxy-7-(piperazin-1-ylmethyl)-2-(1H-pyrrolo[3,2-b]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 8GU _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 5VUB _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 8GU C15 C1 C 0 1 N N N 41.284 3.445 3.202 -2.706 3.240 0.670 C15 8GU 1 8GU C17 C2 C 0 1 N N N 39.849 2.511 -0.893 0.741 -1.759 -0.236 C17 8GU 2 8GU C20 C3 C 0 1 Y N N 43.007 2.164 -2.952 2.262 0.635 0.647 C20 8GU 3 8GU C22 C4 C 0 1 Y N N 44.364 1.646 -1.217 4.477 1.001 0.595 C22 8GU 4 8GU C26 C5 C 0 1 Y N N 45.200 1.208 0.944 6.814 0.688 0.242 C26 8GU 5 8GU C28 C6 C 0 1 N N N 38.393 2.890 -0.975 -0.075 -2.855 -0.624 C28 8GU 6 8GU C01 C7 C 0 1 N N N 36.166 1.849 5.156 -6.111 -1.171 0.689 C01 8GU 7 8GU O02 O1 O 0 1 N N N 37.316 1.508 4.372 -4.877 -0.474 0.865 O02 8GU 8 8GU C03 C8 C 0 1 Y N N 37.456 1.889 3.041 -3.745 -1.117 0.479 C03 8GU 9 8GU C04 C9 C 0 1 Y N N 36.395 2.387 2.269 -3.829 -2.399 -0.060 C04 8GU 10 8GU C05 C10 C 0 1 Y N N 36.600 2.742 0.930 -2.697 -3.056 -0.451 C05 8GU 11 8GU C06 C11 C 0 1 Y N N 37.859 2.614 0.369 -1.453 -2.440 -0.311 C06 8GU 12 8GU C07 C12 C 0 1 Y N N 38.930 2.116 1.140 -1.357 -1.148 0.230 C07 8GU 13 8GU C08 C13 C 0 1 Y N N 38.765 1.737 2.490 -2.517 -0.493 0.624 C08 8GU 14 8GU C09 C14 C 0 1 N N N 39.914 1.221 3.322 -2.439 0.894 1.207 C09 8GU 15 8GU N10 N1 N 0 1 N N N 40.811 2.280 4.024 -2.540 1.885 0.127 N10 8GU 16 8GU C11 C15 C 0 1 N N N 39.957 2.829 5.155 -1.371 1.817 -0.761 C11 8GU 17 8GU C12 C16 C 0 1 N N N 40.708 3.847 6.029 -1.551 2.807 -1.914 C12 8GU 18 8GU N13 N2 N 0 1 N N N 41.135 5.014 5.164 -1.717 4.162 -1.371 N13 8GU 19 8GU C14 C17 C 0 1 N N N 42.027 4.508 4.076 -2.886 4.231 -0.483 C14 8GU 20 8GU O16 O2 O 0 1 N N N 40.082 2.063 0.413 -0.057 -0.783 0.258 O16 8GU 21 8GU C18 C18 C 0 1 N N N 40.780 2.579 -1.860 2.098 -1.701 -0.340 C18 8GU 22 8GU C19 C19 C 0 1 Y N N 42.201 2.236 -1.827 2.815 -0.507 0.105 C19 8GU 23 8GU N21 N3 N 0 1 Y N N 44.307 1.814 -2.595 3.246 1.521 0.934 N21 8GU 24 8GU C23 C20 C 0 1 Y N N 43.046 1.902 -0.692 4.273 -0.283 0.064 C23 8GU 25 8GU N24 N4 N 0 1 Y N N 42.826 1.807 0.653 5.300 -1.016 -0.347 N24 8GU 26 8GU C25 C21 C 0 1 Y N N 43.879 1.474 1.411 6.536 -0.569 -0.271 C25 8GU 27 8GU C27 C22 C 0 1 Y N N 45.447 1.299 -0.399 5.778 1.492 0.683 C27 8GU 28 8GU O29 O3 O 0 1 N N N 37.794 3.327 -1.936 0.289 -3.913 -1.111 O29 8GU 29 8GU H1 H1 H 0 1 N N N 41.972 3.078 2.426 -3.585 3.269 1.314 H1 8GU 30 8GU H2 H2 H 0 1 N N N 40.414 3.921 2.725 -1.823 3.512 1.248 H2 8GU 31 8GU H3 H3 H 0 1 N N N 42.674 2.352 -3.962 1.207 0.799 0.812 H3 8GU 32 8GU H4 H4 H 0 1 N N N 45.987 0.941 1.634 7.834 1.039 0.296 H4 8GU 33 8GU H5 H5 H 0 1 N N N 36.280 1.441 6.171 -6.251 -1.402 -0.367 H5 8GU 34 8GU H6 H6 H 0 1 N N N 36.070 2.944 5.209 -6.091 -2.097 1.263 H6 8GU 35 8GU H7 H7 H 0 1 N N N 35.265 1.424 4.689 -6.934 -0.547 1.036 H7 8GU 36 8GU H8 H8 H 0 1 N N N 35.415 2.497 2.710 -4.792 -2.875 -0.168 H8 8GU 37 8GU H9 H9 H 0 1 N N N 35.778 3.115 0.337 -2.765 -4.050 -0.868 H9 8GU 38 8GU H10 H10 H 0 1 N N N 39.492 0.573 4.104 -3.259 1.039 1.910 H10 8GU 39 8GU H11 H11 H 0 1 N N N 40.560 0.625 2.661 -1.489 1.017 1.726 H11 8GU 40 8GU H13 H13 H 0 1 N N N 39.074 3.322 4.721 -0.472 2.072 -0.199 H13 8GU 41 8GU H14 H14 H 0 1 N N N 39.634 1.991 5.790 -1.276 0.807 -1.160 H14 8GU 42 8GU H15 H15 H 0 1 N N N 40.046 4.205 6.831 -0.672 2.779 -2.558 H15 8GU 43 8GU H16 H16 H 0 1 N N N 41.596 3.371 6.471 -2.434 2.535 -2.492 H16 8GU 44 8GU H17 H17 H 0 1 N N N 41.630 5.681 5.721 -1.786 4.843 -2.112 H17 8GU 45 8GU H19 H19 H 0 1 N N N 42.919 4.047 4.525 -3.785 3.975 -1.044 H19 8GU 46 8GU H20 H20 H 0 1 N N N 42.332 5.351 3.438 -2.981 5.240 -0.083 H20 8GU 47 8GU H21 H21 H 0 1 N N N 40.422 2.945 -2.811 2.645 -2.537 -0.750 H21 8GU 48 8GU H22 H22 H 0 1 N N N 45.074 1.702 -3.227 3.104 2.398 1.323 H22 8GU 49 8GU H23 H23 H 0 1 N N N 43.712 1.400 2.475 7.347 -1.193 -0.615 H23 8GU 50 8GU H24 H24 H 0 1 N N N 46.429 1.112 -0.808 5.972 2.475 1.086 H24 8GU 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 8GU C20 N21 SING Y N 1 8GU C20 C19 DOUB Y N 2 8GU N21 C22 SING Y N 3 8GU O29 C28 DOUB N N 4 8GU C18 C19 SING N N 5 8GU C18 C17 DOUB N Z 6 8GU C19 C23 SING Y N 7 8GU C22 C23 SING Y N 8 8GU C22 C27 DOUB Y N 9 8GU C28 C17 SING N N 10 8GU C28 C06 SING N N 11 8GU C17 O16 SING N N 12 8GU C23 N24 DOUB Y N 13 8GU C27 C26 SING Y N 14 8GU C06 C05 SING Y N 15 8GU C06 C07 DOUB Y N 16 8GU O16 C07 SING N N 17 8GU N24 C25 SING Y N 18 8GU C05 C04 DOUB Y N 19 8GU C26 C25 DOUB Y N 20 8GU C07 C08 SING Y N 21 8GU C04 C03 SING Y N 22 8GU C08 C03 DOUB Y N 23 8GU C08 C09 SING N N 24 8GU C03 O02 SING N N 25 8GU C15 N10 SING N N 26 8GU C15 C14 SING N N 27 8GU C09 N10 SING N N 28 8GU N10 C11 SING N N 29 8GU C14 N13 SING N N 30 8GU O02 C01 SING N N 31 8GU C11 C12 SING N N 32 8GU N13 C12 SING N N 33 8GU C15 H1 SING N N 34 8GU C15 H2 SING N N 35 8GU C20 H3 SING N N 36 8GU C26 H4 SING N N 37 8GU C01 H5 SING N N 38 8GU C01 H6 SING N N 39 8GU C01 H7 SING N N 40 8GU C04 H8 SING N N 41 8GU C05 H9 SING N N 42 8GU C09 H10 SING N N 43 8GU C09 H11 SING N N 44 8GU C11 H13 SING N N 45 8GU C11 H14 SING N N 46 8GU C12 H15 SING N N 47 8GU C12 H16 SING N N 48 8GU N13 H17 SING N N 49 8GU C14 H19 SING N N 50 8GU C14 H20 SING N N 51 8GU C18 H21 SING N N 52 8GU N21 H22 SING N N 53 8GU C25 H23 SING N N 54 8GU 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 8GU InChI InChI 1.03 "InChI=1S/C22H22N4O3/c1-28-18-5-4-15-21(27)19(11-14-12-25-17-3-2-6-24-20(14)17)29-22(15)16(18)13-26-9-7-23-8-10-26/h2-6,11-12,23,25H,7-10,13H2,1H3/b19-11-" 8GU InChIKey InChI 1.03 SNFXRDPAATZIPK-ODLFYWEKSA-N 8GU SMILES_CANONICAL CACTVS 3.385 "COc1ccc2C(=O)/C(Oc2c1CN3CCNCC3)=C/c4c[nH]c5cccnc45" 8GU SMILES CACTVS 3.385 "COc1ccc2C(=O)C(Oc2c1CN3CCNCC3)=Cc4c[nH]c5cccnc45" 8GU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1CN3CCNCC3)O/C(=C\c4c[nH]c5c4nccc5)/C2=O" 8GU SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1CN3CCNCC3)OC(=Cc4c[nH]c5c4nccc5)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 8GU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{Z})-6-methoxy-7-(piperazin-1-ylmethyl)-2-(1~{H}-pyrrolo[3,2-b]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 8GU "Create component" 2017-07-06 PDBJ 8GU "Initial release" 2017-12-13 RCSB #