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 #