data_EKH # _chem_comp.id EKH _chem_comp.name " 5-chlorotubercidin" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H13 Cl 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 300.698 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EKH _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 6G36 _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 EKH CL CL1 CL 0 0 N N N 10.347 12.270 10.337 2.792 -2.748 -0.503 CL EKH 1 EKH C10 C1 C 0 1 Y N N 11.403 11.786 11.624 1.838 -1.342 -0.146 C10 EKH 2 EKH C2 C2 C 0 1 Y N N 11.466 12.394 12.902 2.336 0.012 0.093 C2 EKH 3 EKH C C3 C 0 1 Y N N 10.827 13.435 13.616 3.604 0.613 0.122 C EKH 4 EKH N3 N1 N 0 1 N N N 9.820 14.150 13.095 4.747 -0.129 -0.114 N3 EKH 5 EKH C4 C4 C 0 1 Y N N 12.298 10.780 11.555 0.500 -1.287 -0.042 C4 EKH 6 EKH N2 N2 N 0 1 Y N N 12.975 10.714 12.754 0.109 -0.004 0.250 N2 EKH 7 EKH C3 C5 C 0 1 Y N N 12.476 11.685 13.585 1.204 0.810 0.339 C3 EKH 8 EKH N1 N3 N 0 1 Y N N 12.858 11.929 14.842 1.382 2.106 0.590 N1 EKH 9 EKH C1 C6 C 0 1 Y N N 12.197 12.946 15.406 2.589 2.628 0.608 C1 EKH 10 EKH N N4 N 0 1 Y N N 11.226 13.698 14.881 3.678 1.916 0.381 N EKH 11 EKH C5 C7 C 0 1 N N R 14.044 9.785 13.105 -1.278 0.430 0.436 C5 EKH 12 EKH O3 O1 O 0 1 N N N 14.633 9.310 11.914 -2.132 -0.701 0.714 O3 EKH 13 EKH C8 C8 C 0 1 N N R 14.456 7.886 11.799 -3.474 -0.304 0.383 C8 EKH 14 EKH C9 C9 C 0 1 N N N 14.246 7.513 10.362 -4.249 -1.503 -0.167 C9 EKH 15 EKH O O2 O 0 1 N N N 13.033 8.033 9.816 -4.422 -2.473 0.868 O EKH 16 EKH C7 C10 C 0 1 N N S 13.303 7.579 12.740 -3.375 0.794 -0.694 C7 EKH 17 EKH O1 O3 O 0 1 N N N 13.347 6.206 13.141 -3.990 2.000 -0.236 O1 EKH 18 EKH C6 C11 C 0 1 N N R 13.555 8.559 13.870 -1.853 1.001 -0.886 C6 EKH 19 EKH O2 O4 O 0 1 N N N 14.611 8.173 14.754 -1.540 2.389 -1.020 O2 EKH 20 EKH H1 H1 H 0 1 N N N 9.497 14.814 13.770 4.678 -1.078 -0.303 H1 EKH 21 EKH H2 H2 H 0 1 N N N 10.141 14.633 12.280 5.617 0.300 -0.091 H2 EKH 22 EKH H3 H3 H 0 1 N N N 12.458 10.135 10.704 -0.169 -2.126 -0.170 H3 EKH 23 EKH H4 H4 H 0 1 N N N 12.486 13.191 16.417 2.694 3.683 0.815 H4 EKH 24 EKH H5 H5 H 0 1 N N N 14.795 10.305 13.718 -1.344 1.169 1.234 H5 EKH 25 EKH H6 H6 H 0 1 N N N 15.355 7.372 12.170 -3.973 0.089 1.268 H6 EKH 26 EKH H7 H7 H 0 1 N N N 14.221 6.416 10.286 -5.226 -1.172 -0.521 H7 EKH 27 EKH H8 H8 H 0 1 N N N 15.089 7.903 9.773 -3.694 -1.948 -0.993 H8 EKH 28 EKH H9 H9 H 0 1 N N N 12.954 7.766 8.908 -4.907 -3.263 0.590 H9 EKH 29 EKH H10 H10 H 0 1 N N N 12.348 7.816 12.248 -3.836 0.460 -1.623 H10 EKH 30 EKH H11 H11 H 0 1 N N N 12.623 6.024 13.729 -4.934 1.911 -0.044 H11 EKH 31 EKH H12 H12 H 0 1 N N N 12.623 8.783 14.409 -1.488 0.437 -1.744 H12 EKH 32 EKH H13 H13 H 0 1 N N N 14.712 8.830 15.433 -1.878 2.792 -1.831 H13 EKH 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 EKH O C9 SING N N 1 EKH CL C10 SING N N 2 EKH C9 C8 SING N N 3 EKH C4 C10 DOUB Y N 4 EKH C4 N2 SING Y N 5 EKH C10 C2 SING Y N 6 EKH C8 O3 SING N N 7 EKH C8 C7 SING N N 8 EKH O3 C5 SING N N 9 EKH C7 O1 SING N N 10 EKH C7 C6 SING N N 11 EKH N2 C5 SING N N 12 EKH N2 C3 SING Y N 13 EKH C2 C3 DOUB Y N 14 EKH C2 C SING Y N 15 EKH N3 C SING N N 16 EKH C5 C6 SING N N 17 EKH C3 N1 SING Y N 18 EKH C N DOUB Y N 19 EKH C6 O2 SING N N 20 EKH N1 C1 DOUB Y N 21 EKH N C1 SING Y N 22 EKH N3 H1 SING N N 23 EKH N3 H2 SING N N 24 EKH C4 H3 SING N N 25 EKH C1 H4 SING N N 26 EKH C5 H5 SING N N 27 EKH C8 H6 SING N N 28 EKH C9 H7 SING N N 29 EKH C9 H8 SING N N 30 EKH O H9 SING N N 31 EKH C7 H10 SING N N 32 EKH O1 H11 SING N N 33 EKH C6 H12 SING N N 34 EKH O2 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 EKH InChI InChI 1.03 "InChI=1S/C11H13ClN4O4/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" EKH InChIKey InChI 1.03 WUHZZVWKGCJQHU-IOSLPCCCSA-N EKH SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cc(Cl)c12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O" EKH SMILES CACTVS 3.385 "Nc1ncnc2n(cc(Cl)c12)[CH]3O[CH](CO)[CH](O)[CH]3O" EKH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c(c2c(ncnc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N)Cl" EKH SMILES "OpenEye OEToolkits" 2.0.6 "c1c(c2c(ncnc2n1C3C(C(C(O3)CO)O)O)N)Cl" # 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 EKH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{R},4~{S},5~{R})-2-(4-azanyl-5-chloranyl-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 EKH "Create component" 2018-03-24 EBI EKH "Initial release" 2018-04-18 RCSB #