data_E6A
# 
_chem_comp.id                                    E6A 
_chem_comp.name                                  "(2~{R},3~{R})-2-[(2~{S},3~{S})-3-bromanyl-1,4-bis(oxidanylidene)-2,3-dihydronaphthalen-2-yl]-3-oxidanyl-2,3-dihydronaphthalene-1,4-dione" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H13 Br O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-10-20 
_chem_comp.pdbx_modified_date                    2016-02-12 
_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                        413.218 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E6A 
_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        5EAI 
_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 
E6A O40 O1  O  0 1 N N N -54.887 -24.108 -23.954 -0.577 -1.904 -1.719 O40 E6A 1  
E6A C23 C1  C  0 1 N N N -55.493 -23.494 -24.824 -1.053 -1.035 -1.020 C23 E6A 2  
E6A C24 C2  C  0 1 Y N N -56.579 -22.542 -24.362 -2.403 -1.186 -0.444 C24 E6A 3  
E6A C37 C3  C  0 1 Y N N -56.993 -22.482 -23.024 -3.025 -2.429 -0.396 C37 E6A 4  
E6A C36 C4  C  0 1 Y N N -57.984 -21.567 -22.643 -4.293 -2.541 0.148  C36 E6A 5  
E6A C35 C5  C  0 1 Y N N -58.576 -20.700 -23.575 -4.946 -1.427 0.645  C35 E6A 6  
E6A C34 C6  C  0 1 Y N N -58.199 -20.717 -24.924 -4.343 -0.181 0.606  C34 E6A 7  
E6A C25 C7  C  0 1 Y N N -57.220 -21.622 -25.358 -3.069 -0.049 0.063  C25 E6A 8  
E6A C26 C8  C  0 1 N N N -56.742 -21.668 -26.789 -2.400 1.264  0.009  C26 E6A 9  
E6A O38 O2  O  0 1 N N N -57.405 -21.121 -27.663 -2.796 2.190  0.684  O38 E6A 10 
E6A C27 C9  C  0 1 N N R -55.423 -22.364 -27.109 -1.207 1.431  -0.907 C27 E6A 11 
E6A O41 O3  O  0 1 N N N -55.248 -22.519 -28.529 -1.649 1.486  -2.265 O41 E6A 12 
E6A C22 C10 C  0 1 N N R -55.230 -23.689 -26.328 -0.273 0.224  -0.712 C22 E6A 13 
E6A C6  C11 C  0 1 N N S -53.858 -24.324 -26.761 0.227  0.188  0.734  C6  E6A 14 
E6A C5  C12 C  0 1 N N S -53.924 -25.910 -26.801 1.485  1.057  0.867  C5  E6A 15 
E6A BR  BR1 BR 0 0 N N N -55.445 -26.644 -25.700 1.079  2.898  0.309  BR  E6A 16 
E6A C4  C13 C  0 1 N N N -52.643 -26.623 -26.373 2.562  0.481  -0.027 C4  E6A 17 
E6A O20 O4  O  0 1 N N N -52.681 -27.724 -25.829 3.218  1.201  -0.748 O20 E6A 18 
E6A C18 C14 C  0 1 Y N N -51.310 -25.999 -26.652 2.796  -0.975 0.000  C18 E6A 19 
E6A C13 C15 C  0 1 Y N N -51.264 -24.524 -26.539 1.816  -1.823 0.563  C13 E6A 20 
E6A C1  C16 C  0 1 N N N -52.552 -23.839 -26.135 0.582  -1.233 1.114  C1  E6A 21 
E6A O19 O5  O  0 1 N N N -52.503 -22.899 -25.356 -0.133 -1.873 1.855  O19 E6A 22 
E6A C17 C17 C  0 1 Y N N -50.185 -26.721 -27.051 3.965  -1.521 -0.518 C17 E6A 23 
E6A C16 C18 C  0 1 Y N N -49.006 -26.025 -27.303 4.157  -2.892 -0.480 C16 E6A 24 
E6A C15 C19 C  0 1 Y N N -48.954 -24.630 -27.215 3.197  -3.722 0.070  C15 E6A 25 
E6A C14 C20 C  0 1 Y N N -50.070 -23.870 -26.842 2.027  -3.197 0.591  C14 E6A 26 
E6A H1  H1  H  0 1 N N N -56.550 -23.138 -22.290 -2.522 -3.303 -0.783 H1  E6A 27 
E6A H2  H2  H  0 1 N N N -58.299 -21.528 -21.611 -4.777 -3.506 0.186  H2  E6A 28 
E6A H3  H3  H  0 1 N N N -59.336 -20.007 -23.246 -5.935 -1.530 1.067  H3  E6A 29 
E6A H4  H4  H  0 1 N N N -58.660 -20.037 -25.625 -4.859 0.684  0.996  H4  E6A 30 
E6A H5  H5  H  0 1 N N N -54.629 -21.689 -26.757 -0.676 2.348  -0.653 H5  E6A 31 
E6A H6  H6  H  0 1 N N N -55.957 -22.082 -28.985 -2.254 2.216  -2.452 H6  E6A 32 
E6A H7  H7  H  0 1 N N N -56.009 -24.375 -26.691 0.575  0.303  -1.393 H7  E6A 33 
E6A H8  H8  H  0 1 N N N -53.766 -24.044 -27.821 -0.552 0.561  1.399  H8  E6A 34 
E6A H9  H9  H  0 1 N N N -54.169 -26.213 -27.830 1.826  1.051  1.902  H9  E6A 35 
E6A H10 H10 H  0 1 N N N -50.228 -27.794 -27.162 4.719  -0.879 -0.950 H10 E6A 36 
E6A H11 H11 H  0 1 N N N -48.115 -26.573 -27.572 5.065  -3.316 -0.882 H11 E6A 37 
E6A H12 H12 H  0 1 N N N -48.027 -24.124 -27.441 3.362  -4.789 0.092  H12 E6A 38 
E6A H13 H13 H  0 1 N N N -50.007 -22.793 -26.790 1.282  -3.851 1.019  H13 E6A 39 
# 
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 
E6A O41 C27 SING N N 1  
E6A O38 C26 DOUB N N 2  
E6A C16 C15 DOUB Y N 3  
E6A C16 C17 SING Y N 4  
E6A C15 C14 SING Y N 5  
E6A C27 C26 SING N N 6  
E6A C27 C22 SING N N 7  
E6A C17 C18 DOUB Y N 8  
E6A C14 C13 DOUB Y N 9  
E6A C5  C6  SING N N 10 
E6A C5  C4  SING N N 11 
E6A C5  BR  SING N N 12 
E6A C26 C25 SING N N 13 
E6A C6  C22 SING N N 14 
E6A C6  C1  SING N N 15 
E6A C18 C13 SING Y N 16 
E6A C18 C4  SING N N 17 
E6A C13 C1  SING N N 18 
E6A C4  O20 DOUB N N 19 
E6A C22 C23 SING N N 20 
E6A C1  O19 DOUB N N 21 
E6A C25 C34 DOUB Y N 22 
E6A C25 C24 SING Y N 23 
E6A C34 C35 SING Y N 24 
E6A C23 C24 SING N N 25 
E6A C23 O40 DOUB N N 26 
E6A C24 C37 DOUB Y N 27 
E6A C35 C36 DOUB Y N 28 
E6A C37 C36 SING Y N 29 
E6A C37 H1  SING N N 30 
E6A C36 H2  SING N N 31 
E6A C35 H3  SING N N 32 
E6A C34 H4  SING N N 33 
E6A C27 H5  SING N N 34 
E6A O41 H6  SING N N 35 
E6A C22 H7  SING N N 36 
E6A C6  H8  SING N N 37 
E6A C5  H9  SING N N 38 
E6A C17 H10 SING N N 39 
E6A C16 H11 SING N N 40 
E6A C15 H12 SING N N 41 
E6A C14 H13 SING N N 42 
# 
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 
E6A InChI            InChI                1.03  "InChI=1S/C20H13BrO5/c21-15-13(16(22)9-5-1-3-7-11(9)18(15)24)14-17(23)10-6-2-4-8-12(10)19(25)20(14)26/h1-8,13-15,20,26H/t13-,14+,15+,20-/m1/s1" 
E6A InChIKey         InChI                1.03  OKRIVCINKCLENI-OHNQJVKOSA-N                                                                                                                     
E6A SMILES_CANONICAL CACTVS               3.385 "O[C@@H]1[C@@H]([C@@H]2[C@H](Br)C(=O)c3ccccc3C2=O)C(=O)c4ccccc4C1=O"                                                                            
E6A SMILES           CACTVS               3.385 "O[CH]1[CH]([CH]2[CH](Br)C(=O)c3ccccc3C2=O)C(=O)c4ccccc4C1=O"                                                                                   
E6A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)C(=O)[C@@H]([C@H](C2=O)O)[C@@H]3[C@@H](C(=O)c4ccccc4C3=O)Br"                                                                        
E6A SMILES           "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)C(=O)C(C(C2=O)O)C3C(C(=O)c4ccccc4C3=O)Br"                                                                                           
# 
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 
E6A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{R},3~{R})-2-[(2~{S},3~{S})-3-bromanyl-1,4-bis(oxidanylidene)-2,3-dihydronaphthalen-2-yl]-3-oxidanyl-2,3-dihydronaphthalene-1,4-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
E6A "Create component" 2015-10-20 RCSB 
E6A "Initial release"  2016-02-17 RCSB 
# 
