data_WYE # _chem_comp.id WYE _chem_comp.name "(2Z)-4,6-dihydroxy-2-{[1-methyl-4-(4-methylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]methylidene}-1-benzofuran-3(2H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-02-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 406.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WYE _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 3LJ3 _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 WYE C1 C1 C 0 1 Y N N 48.812 14.597 30.680 -4.426 -1.268 0.004 C1 WYE 1 WYE N1 N1 N 0 1 Y N N 48.403 12.803 29.076 -3.394 -3.387 -0.006 N1 WYE 2 WYE O1 O1 O 0 1 N N N 42.199 13.979 33.964 1.751 2.556 0.027 O1 WYE 3 WYE C2 C2 C 0 1 Y N N 40.546 11.018 30.637 4.763 -1.116 0.005 C2 WYE 4 WYE N2 N2 N 0 1 Y N N 46.229 11.800 29.305 -0.914 -3.387 -0.005 N2 WYE 5 WYE O2 O2 O 0 1 N N N 42.696 12.066 31.033 2.277 -0.837 0.008 O2 WYE 6 WYE C3 C3 C 0 1 Y N N 38.814 11.564 32.274 5.989 0.962 0.016 C3 WYE 7 WYE N3 N3 N 0 1 N N N 47.171 15.278 32.325 -3.079 0.745 0.015 N3 WYE 8 WYE O3 O3 O 0 1 N N N 38.381 10.087 30.413 7.136 -1.118 0.004 O3 WYE 9 WYE C4 C4 C 0 1 Y N N 49.173 13.770 29.624 -4.485 -2.649 -0.003 C4 WYE 10 WYE N4 N4 N 0 1 N N N 47.189 17.971 33.237 -4.083 3.409 -0.010 N4 WYE 11 WYE O4 O4 O 0 1 N N N 39.267 13.035 34.108 4.819 3.029 0.028 O4 WYE 12 WYE C5 C5 C 0 1 Y N N 45.133 11.967 30.104 0.024 -2.406 0.000 C5 WYE 13 WYE C6 C6 C 0 1 Y N N 46.703 13.458 30.729 -2.040 -1.451 0.004 C6 WYE 14 WYE C7 C7 C 0 1 Y N N 40.977 12.504 32.506 3.583 0.983 0.018 C7 WYE 15 WYE C8 C8 C 0 1 Y N N 45.389 12.984 30.997 -0.590 -1.184 0.006 C8 WYE 16 WYE C9 C9 C 0 1 Y N N 47.549 14.449 31.258 -3.182 -0.641 0.008 C9 WYE 17 WYE C10 C10 C 0 1 Y N N 41.390 11.831 31.355 3.563 -0.422 0.010 C10 WYE 18 WYE C11 C11 C 0 1 Y N N 39.240 10.885 31.106 5.968 -0.427 0.008 C11 WYE 19 WYE C12 C12 C 0 1 Y N N 39.688 12.390 32.994 4.802 1.673 0.020 C12 WYE 20 WYE C13 C13 C 0 1 Y N N 47.196 12.700 29.664 -2.181 -2.846 -0.003 C13 WYE 21 WYE C14 C14 C 0 1 N N N 42.128 13.265 32.990 2.177 1.413 0.020 C14 WYE 22 WYE C15 C15 C 0 1 N N N 43.182 12.930 31.999 1.419 0.210 0.014 C15 WYE 23 WYE C16 C16 C 0 1 N N N 44.454 13.380 31.985 0.060 0.125 0.013 C16 WYE 24 WYE C17 C17 C 0 1 N N N 45.976 16.122 32.159 -3.724 1.315 1.206 C17 WYE 25 WYE C18 C18 C 0 1 N N N 48.146 15.693 33.337 -3.643 1.322 -1.213 C18 WYE 26 WYE C19 C19 C 0 1 N N N 46.334 17.596 32.055 -3.519 2.832 1.218 C19 WYE 27 WYE C20 C20 C 0 1 N N N 48.469 17.177 33.226 -3.438 2.839 -1.201 C20 WYE 28 WYE C21 C21 C 0 1 N N N 46.323 10.827 28.243 -0.621 -4.823 -0.013 C21 WYE 29 WYE C22 C22 C 0 1 N N N 47.449 19.451 33.289 -5.540 3.221 -0.060 C22 WYE 30 WYE H1 H1 H 0 1 N N N 49.499 15.344 31.049 -5.333 -0.683 0.002 H1 WYE 31 WYE H2 H2 H 0 1 N N N 40.880 10.504 29.748 4.761 -2.196 0.004 H2 WYE 32 WYE H3 H3 H 0 1 N N N 37.797 11.443 32.616 6.933 1.487 0.018 H3 WYE 33 WYE HO3 HO3 H 0 1 N N N 37.533 10.088 30.840 7.475 -1.313 -0.881 HO3 WYE 34 WYE H4 H4 H 0 1 N N N 50.157 13.912 29.203 -5.450 -3.135 -0.006 H4 WYE 35 WYE HO4 HO4 H 0 1 N N N 39.982 13.547 34.467 4.823 3.428 -0.853 HO4 WYE 36 WYE H5 H5 H 0 1 N N N 44.218 11.396 30.045 1.092 -2.566 0.000 H5 WYE 37 WYE H16 H16 H 0 1 N N N 44.771 14.067 32.755 -0.537 1.025 0.018 H16 WYE 38 WYE H17 H17 H 0 1 N N N 45.456 15.820 31.238 -4.791 1.092 1.184 H17 WYE 39 WYE H17A H17A H 0 0 N N N 45.320 15.979 33.030 -3.280 0.881 2.103 H17A WYE 40 WYE H18 H18 H 0 1 N N N 47.727 15.495 34.335 -3.141 0.894 -2.080 H18 WYE 41 WYE H18A H18A H 0 0 N N N 49.072 15.117 33.194 -4.709 1.100 -1.263 H18A WYE 42 WYE H19 H19 H 0 1 N N N 45.416 18.202 32.054 -2.453 3.054 1.268 H19 WYE 43 WYE H19A H19A H 0 0 N N N 46.889 17.778 31.123 -4.022 3.260 2.085 H19A WYE 44 WYE H20 H20 H 0 1 N N N 49.010 17.366 32.287 -3.882 3.273 -2.098 H20 WYE 45 WYE H20A H20A H 0 0 N N N 49.096 17.481 34.077 -2.372 3.062 -1.179 H20A WYE 46 WYE H21 H21 H 0 1 N N N 47.308 10.904 27.760 -0.548 -5.184 1.013 H21 WYE 47 WYE H21A H21A H 0 0 N N N 46.197 9.817 28.659 -1.420 -5.354 -0.530 H21A WYE 48 WYE H21B H21B H 0 0 N N N 45.535 11.018 27.500 0.324 -4.997 -0.527 H21B WYE 49 WYE H22 H22 H 0 1 N N N 48.075 19.683 34.163 -5.998 3.710 0.800 H22 WYE 50 WYE H22A H22A H 0 0 N N N 47.970 19.764 32.372 -5.931 3.657 -0.978 H22A WYE 51 WYE H22B H22B H 0 0 N N N 46.493 19.989 33.369 -5.769 2.155 -0.036 H22B WYE 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 WYE C1 C4 DOUB Y N 1 WYE C1 C9 SING Y N 2 WYE N1 C4 SING Y N 3 WYE N1 C13 DOUB Y N 4 WYE O1 C14 DOUB N N 5 WYE C2 C10 DOUB Y N 6 WYE C2 C11 SING Y N 7 WYE N2 C5 SING Y N 8 WYE N2 C13 SING Y N 9 WYE N2 C21 SING N N 10 WYE O2 C10 SING N N 11 WYE O2 C15 SING N N 12 WYE C3 C11 DOUB Y N 13 WYE C3 C12 SING Y N 14 WYE N3 C9 SING N N 15 WYE N3 C17 SING N N 16 WYE N3 C18 SING N N 17 WYE O3 C11 SING N N 18 WYE N4 C19 SING N N 19 WYE N4 C20 SING N N 20 WYE N4 C22 SING N N 21 WYE O4 C12 SING N N 22 WYE C5 C8 DOUB Y N 23 WYE C6 C8 SING Y N 24 WYE C6 C9 DOUB Y N 25 WYE C6 C13 SING Y N 26 WYE C7 C10 SING Y N 27 WYE C7 C12 DOUB Y N 28 WYE C7 C14 SING N N 29 WYE C8 C16 SING N N 30 WYE C14 C15 SING N N 31 WYE C15 C16 DOUB N N 32 WYE C17 C19 SING N N 33 WYE C18 C20 SING N N 34 WYE C1 H1 SING N N 35 WYE C2 H2 SING N N 36 WYE C3 H3 SING N N 37 WYE O3 HO3 SING N N 38 WYE C4 H4 SING N Z 39 WYE O4 HO4 SING N N 40 WYE C5 H5 SING N N 41 WYE C16 H16 SING N N 42 WYE C17 H17 SING N N 43 WYE C17 H17A SING N N 44 WYE C18 H18 SING N N 45 WYE C18 H18A SING N N 46 WYE C19 H19 SING N N 47 WYE C19 H19A SING N N 48 WYE C20 H20 SING N N 49 WYE C20 H20A SING N N 50 WYE C21 H21 SING N N 51 WYE C21 H21A SING N N 52 WYE C21 H21B SING N N 53 WYE C22 H22 SING N N 54 WYE C22 H22A SING N N 55 WYE C22 H22B 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 WYE SMILES_CANONICAL CACTVS 3.352 "CN1CCN(CC1)c2ccnc3n(C)cc(\C=C4/Oc5cc(O)cc(O)c5C4=O)c23" WYE SMILES CACTVS 3.352 "CN1CCN(CC1)c2ccnc3n(C)cc(C=C4Oc5cc(O)cc(O)c5C4=O)c23" WYE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cn1cc(c2c1nccc2N3CCN(CC3)C)/C=C\4/C(=O)c5c(cc(cc5O4)O)O" WYE SMILES "OpenEye OEToolkits" 1.7.0 "Cn1cc(c2c1nccc2N3CCN(CC3)C)C=C4C(=O)c5c(cc(cc5O4)O)O" WYE InChI InChI 1.03 "InChI=1S/C22H22N4O4/c1-24-5-7-26(8-6-24)15-3-4-23-22-19(15)13(12-25(22)2)9-18-21(29)20-16(28)10-14(27)11-17(20)30-18/h3-4,9-12,27-28H,5-8H2,1-2H3/b18-9-" WYE InChIKey InChI 1.03 RLZIWQDVHJTWEF-NVMNQCDNSA-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 WYE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2Z)-4,6-dihydroxy-2-[[1-methyl-4-(4-methylpiperazin-1-yl)pyrrolo[2,3-b]pyridin-3-yl]methylidene]-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 WYE "Create component" 2010-02-10 RCSB WYE "Modify aromatic_flag" 2011-06-04 RCSB WYE "Modify descriptor" 2011-06-04 RCSB #