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 
# 
