data_EKK
# 
_chem_comp.id                                    EKK 
_chem_comp.name                                  5-bromotubercidin 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H13 Br N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-03-24 
_chem_comp.pdbx_modified_date                    2018-04-13 
_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                        345.149 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EKK 
_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        6G35 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
EKK O3  O1  O  0 1 N N N 65.199 31.326 9.845  4.351  2.906  0.981  O3  EKK 1  
EKK C4  C1  C  0 1 N N R 64.174 29.647 13.110 1.792  -0.508 0.434  C4  EKK 2  
EKK C5  C2  C  0 1 Y N N 65.896 28.662 11.552 -0.288 0.863  0.077  C5  EKK 3  
EKK C6  C3  C  0 1 Y N N 66.807 27.659 11.590 -1.615 0.669  -0.004 C6  EKK 4  
EKK N1  N1  N  0 1 N N N 68.435 25.318 13.004 -4.243 -1.071 0.023  N1  EKK 5  
EKK C7  C4  C  0 1 Y N N 66.756 27.051 12.871 -1.844 -0.764 0.175  C7  EKK 6  
EKK C8  C5  C  0 1 Y N N 67.423 26.002 13.542 -2.975 -1.595 0.198  C8  EKK 7  
EKK N2  N2  N  0 1 Y N N 67.038 25.716 14.801 -2.797 -2.898 0.392  N2  EKK 8  
EKK C9  C6  C  0 1 Y N N 66.063 26.444 15.350 -1.587 -3.402 0.560  C9  EKK 9  
EKK C10 C7  C  0 1 Y N N 65.756 27.739 13.571 -0.576 -1.346 0.358  C10 EKK 10 
EKK N3  N3  N  0 1 Y N N 65.382 27.465 14.826 -0.500 -2.662 0.546  N3  EKK 11 
EKK BR  BR1 BR 0 0 N N N 67.917 27.077 10.195 -2.933 1.994  -0.293 BR  EKK 12 
EKK N   N4  N  0 1 Y N N 65.239 28.717 12.756 0.344  -0.336 0.293  N   EKK 13 
EKK C3  C8  C  0 1 N N R 64.665 30.865 13.892 2.431  -0.893 -0.925 C3  EKK 14 
EKK O1  O2  O  0 1 N N N 63.643 31.275 14.796 2.379  -2.306 -1.131 O1  EKK 15 
EKK C2  C9  C  0 1 N N S 64.920 31.863 12.760 3.892  -0.415 -0.743 C2  EKK 16 
EKK O2  O3  O  0 1 N N N 64.879 33.221 13.203 4.732  -1.506 -0.361 O2  EKK 17 
EKK O   O4  O  0 1 N N N 63.595 30.129 11.911 2.427  0.746  0.762  O   EKK 18 
EKK C1  C10 C  0 1 N N R 63.780 31.556 11.805 3.811  0.626  0.391  C1  EKK 19 
EKK C   C11 C  0 1 N N N 64.017 31.921 10.358 4.337  1.975  -0.103 C   EKK 20 
EKK H1  H1  H  0 1 N N N 65.312 31.579 8.936  4.674  3.785  0.740  H1  EKK 21 
EKK H2  H2  H  0 1 N N N 63.416 29.126 13.713 2.016  -1.261 1.190  H2  EKK 22 
EKK H3  H3  H  0 1 N N N 65.716 29.313 10.710 0.207  1.818  -0.019 H3  EKK 23 
EKK H4  H4  H  0 1 N N N 68.776 24.651 13.666 -4.359 -0.118 -0.117 H4  EKK 24 
EKK H5  H5  H  0 1 N N N 68.117 24.842 12.184 -5.016 -1.656 0.042  H5  EKK 25 
EKK H6  H6  H  0 1 N N N 65.787 26.169 16.357 -1.487 -4.467 0.715  H6  EKK 26 
EKK H7  H7  H  0 1 N N N 65.605 30.631 14.414 1.947  -0.364 -1.746 H7  EKK 27 
EKK H8  H8  H  0 1 N N N 63.534 30.616 15.471 2.766  -2.596 -1.968 H8  EKK 28 
EKK H9  H9  H  0 1 N N N 65.881 31.634 12.277 4.260  0.045  -1.661 H9  EKK 29 
EKK H10 H10 H  0 1 N N N 65.602 33.383 13.797 5.659  -1.263 -0.234 H10 EKK 30 
EKK H11 H11 H  0 1 N N N 62.876 32.074 12.157 4.396  0.288  1.246  H11 EKK 31 
EKK H12 H12 H  0 1 N N N 64.107 33.014 10.278 3.689  2.350  -0.895 H12 EKK 32 
EKK H13 H13 H  0 1 N N N 63.159 31.579 9.761  5.348  1.851  -0.489 H13 EKK 33 
# 
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 
EKK O3  C   SING N N 1  
EKK BR  C6  SING N N 2  
EKK C   C1  SING N N 3  
EKK C5  C6  DOUB Y N 4  
EKK C5  N   SING Y N 5  
EKK C6  C7  SING Y N 6  
EKK C1  O   SING N N 7  
EKK C1  C2  SING N N 8  
EKK O   C4  SING N N 9  
EKK N   C4  SING N N 10 
EKK N   C10 SING Y N 11 
EKK C2  O2  SING N N 12 
EKK C2  C3  SING N N 13 
EKK C7  C8  DOUB Y N 14 
EKK C7  C10 SING Y N 15 
EKK N1  C8  SING N N 16 
EKK C4  C3  SING N N 17 
EKK C8  N2  SING Y N 18 
EKK C10 N3  DOUB Y N 19 
EKK C3  O1  SING N N 20 
EKK N2  C9  DOUB Y N 21 
EKK N3  C9  SING Y N 22 
EKK O3  H1  SING N N 23 
EKK C4  H2  SING N N 24 
EKK C5  H3  SING N N 25 
EKK N1  H4  SING N N 26 
EKK N1  H5  SING N N 27 
EKK C9  H6  SING N N 28 
EKK C3  H7  SING N N 29 
EKK O1  H8  SING N N 30 
EKK C2  H9  SING N N 31 
EKK O2  H10 SING N N 32 
EKK C1  H11 SING N N 33 
EKK C   H12 SING N N 34 
EKK C   H13 SING N N 35 
# 
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 
EKK InChI            InChI                1.03  "InChI=1S/C11H13BrN4O4/c12-4-1-16(10-6(4)9(13)14-3-15-10)11-8(19)7(18)5(2-17)20-11/h1,3,5,7-8,11,17-19H,2H2,(H2,13,14,15)/t5-,7-,8-,11-/m1/s1" 
EKK InChIKey         InChI                1.03  ZWTPRQXZXQEKFT-IOSLPCCCSA-N                                                                                                                    
EKK SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cc(Br)c12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O"                                                                                        
EKK SMILES           CACTVS               3.385 "Nc1ncnc2n(cc(Br)c12)[CH]3O[CH](CO)[CH](O)[CH]3O"                                                                                              
EKK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c(c2c(ncnc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N)Br"                                                                                      
EKK SMILES           "OpenEye OEToolkits" 2.0.6 "c1c(c2c(ncnc2n1C3C(C(C(O3)CO)O)O)N)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 
EKK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{R},4~{S},5~{R})-2-(4-azanyl-5-bromanyl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
EKK "Create component" 2018-03-24 EBI  
EKK "Initial release"  2018-04-18 RCSB 
# 
