data_6R9
# 
_chem_comp.id                                    6R9 
_chem_comp.name                                  "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] ethanoate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H16 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-05-31 
_chem_comp.pdbx_modified_date                    2016-07-08 
_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                        389.258 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6R9 
_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        5K8F 
_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 
6R9 C01 C1  C 0 1 N N N -13.991 21.884 4.054  -6.777 -2.276 1.770  C01 6R9 1  
6R9 C02 C2  C 0 1 N N N -13.187 23.102 4.513  -6.087 -1.443 0.721  C02 6R9 2  
6R9 C09 C3  C 0 1 N N N -12.698 24.821 7.655  -1.890 1.233  -0.562 C09 6R9 3  
6R9 C10 C4  C 0 1 N N R -13.564 25.982 8.171  -0.571 1.493  0.168  C10 6R9 4  
6R9 C11 C5  C 0 1 N N S -14.487 25.526 9.358  0.263  2.552  -0.588 C11 6R9 5  
6R9 C12 C6  C 0 1 N N R -15.519 26.626 9.344  1.721  2.065  -0.429 C12 6R9 6  
6R9 C13 C7  C 0 1 N N R -15.747 26.834 8.040  1.596  0.769  0.403  C13 6R9 7  
6R9 C16 C8  C 0 1 Y N N -16.536 25.142 6.392  2.345  -1.223 -0.951 C16 6R9 8  
6R9 C18 C9  C 0 1 Y N N -18.680 25.312 6.574  4.416  -1.422 -0.339 C18 6R9 9  
6R9 C19 C10 C 0 1 Y N N -18.096 26.205 7.444  3.879  -0.322 0.352  C19 6R9 10 
6R9 C21 C11 C 0 1 Y N N -20.186 26.896 8.144  5.913  0.010  1.369  C21 6R9 11 
6R9 C23 C12 C 0 1 Y N N -20.086 25.258 6.534  5.762  -1.754 -0.112 C23 6R9 12 
6R9 N15 N1  N 0 1 Y N N -16.764 26.076 7.300  2.571  -0.225 -0.051 N15 6R9 13 
6R9 N17 N2  N 0 1 Y N N -17.687 24.669 5.936  3.429  -1.924 -1.119 N17 6R9 14 
6R9 N20 N3  N 0 1 Y N N -18.869 26.986 8.216  4.656  0.358  1.188  N20 6R9 15 
6R9 N22 N4  N 0 1 Y N N -20.793 26.053 7.321  6.462  -1.015 0.743  N22 6R9 16 
6R9 N24 N5  N 0 1 N N N -20.747 24.337 5.637  6.346  -2.827 -0.763 N24 6R9 17 
6R9 O03 O1  O 0 1 N N N -13.583 24.191 4.286  -6.673 -1.138 -0.291 O03 6R9 18 
6R9 O04 O2  O 0 1 N N N -11.976 22.906 5.211  -4.821 -1.038 0.910  O04 6R9 19 
6R9 O06 O3  O 0 1 N N N -10.529 24.912 4.447  -5.008 1.026  -0.530 O06 6R9 20 
6R9 O07 O4  O 0 1 N N N -9.954  23.781 6.558  -4.019 -1.039 -1.594 O07 6R9 21 
6R9 O08 O5  O 0 1 N N N -12.082 25.264 6.477  -2.695 0.341  0.211  O08 6R9 22 
6R9 O14 O6  O 0 1 N N N -14.417 26.354 7.256  0.250  0.304  0.162  O14 6R9 23 
6R9 O25 O7  O 0 1 N N N -14.955 27.790 9.889  2.500  3.037  0.271  O25 6R9 24 
6R9 O26 O8  O 0 1 N N N -13.792 25.518 10.571 0.097  3.839  0.010  O26 6R9 25 
6R9 P05 P1  P 0 1 N N N -11.084 24.221 5.664  -4.154 -0.152 -0.257 P05 6R9 26 
6R9 H1  H1  H 0 1 N N N -14.900 22.219 3.534  -6.815 -1.721 2.707  H1  6R9 27 
6R9 H2  H2  H 0 1 N N N -13.379 21.278 3.369  -7.790 -2.506 1.442  H2  6R9 28 
6R9 H3  H3  H 0 1 N N N -14.271 21.279 4.929  -6.223 -3.203 1.919  H3  6R9 29 
6R9 H4  H4  H 0 1 N N N -13.328 23.944 7.446  -2.421 2.175  -0.700 H4  6R9 30 
6R9 H5  H5  H 0 1 N N N -11.937 24.556 8.403  -1.684 0.787  -1.536 H5  6R9 31 
6R9 H6  H6  H 0 1 N N N -12.914 26.800 8.515  -0.762 1.819  1.190  H6  6R9 32 
6R9 H7  H7  H 0 1 N N N -14.946 24.554 9.126  -0.020 2.581  -1.640 H7  6R9 33 
6R9 H8  H8  H 0 1 N N N -16.419 26.311 9.892  2.161  1.854  -1.403 H8  6R9 34 
6R9 H9  H9  H 0 1 N N N -15.878 27.906 7.831  1.738  0.984  1.463  H9  6R9 35 
6R9 H10 H10 H 0 1 N N N -15.559 24.814 6.070  1.404  -1.408 -1.449 H10 6R9 36 
6R9 H11 H11 H 0 1 N N N -20.788 27.531 8.777  6.518  0.584  2.055  H11 6R9 37 
6R9 H12 H12 H 0 1 N N N -21.738 24.428 5.736  5.825  -3.359 -1.384 H12 6R9 38 
6R9 H13 H13 H 0 1 N N N -20.486 24.545 4.694  7.276  -3.046 -0.598 H13 6R9 39 
6R9 H14 H14 H 0 1 N N N -9.125  24.031 6.168  -3.472 -1.829 -1.488 H14 6R9 40 
6R9 H15 H15 H 0 1 N N N -14.787 27.658 10.815 2.561  3.890  -0.179 H15 6R9 41 
6R9 H16 H16 H 0 1 N N N -14.374 25.239 11.268 0.599  4.542  -0.425 H16 6R9 42 
# 
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 
6R9 C01 C02 SING N N 1  
6R9 O03 C02 DOUB N N 2  
6R9 O06 P05 DOUB N N 3  
6R9 C02 O04 SING N N 4  
6R9 O04 P05 SING N N 5  
6R9 N24 C23 SING N N 6  
6R9 P05 O08 SING N N 7  
6R9 P05 O07 SING N N 8  
6R9 N17 C16 DOUB Y N 9  
6R9 N17 C18 SING Y N 10 
6R9 C16 N15 SING Y N 11 
6R9 O08 C09 SING N N 12 
6R9 C23 C18 DOUB Y N 13 
6R9 C23 N22 SING Y N 14 
6R9 C18 C19 SING Y N 15 
6R9 O14 C13 SING N N 16 
6R9 O14 C10 SING N N 17 
6R9 N15 C19 SING Y N 18 
6R9 N15 C13 SING N N 19 
6R9 N22 C21 DOUB Y N 20 
6R9 C19 N20 DOUB Y N 21 
6R9 C09 C10 SING N N 22 
6R9 C13 C12 SING N N 23 
6R9 C21 N20 SING Y N 24 
6R9 C10 C11 SING N N 25 
6R9 C12 C11 SING N N 26 
6R9 C12 O25 SING N N 27 
6R9 C11 O26 SING N N 28 
6R9 C01 H1  SING N N 29 
6R9 C01 H2  SING N N 30 
6R9 C01 H3  SING N N 31 
6R9 C09 H4  SING N N 32 
6R9 C09 H5  SING N N 33 
6R9 C10 H6  SING N N 34 
6R9 C11 H7  SING N N 35 
6R9 C12 H8  SING N N 36 
6R9 C13 H9  SING N N 37 
6R9 C16 H10 SING N N 38 
6R9 C21 H11 SING N N 39 
6R9 N24 H12 SING N N 40 
6R9 N24 H13 SING N N 41 
6R9 O07 H14 SING N N 42 
6R9 O25 H15 SING N N 43 
6R9 O26 H16 SING N N 44 
# 
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 
6R9 InChI            InChI                1.03  "InChI=1S/C12H16N5O8P/c1-5(18)25-26(21,22)23-2-6-8(19)9(20)12(24-6)17-4-16-7-10(13)14-3-15-11(7)17/h3-4,6,8-9,12,19-20H,2H2,1H3,(H,21,22)(H2,13,14,15)/t6-,8-,9-,12-/m1/s1" 
6R9 InChIKey         InChI                1.03  UBPVOHPZRZIJHM-WOUKDFQISA-N                                                                                                                                                 
6R9 SMILES_CANONICAL CACTVS               3.385 "CC(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23"                                                                                                         
6R9 SMILES           CACTVS               3.385 "CC(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23"                                                                                                              
6R9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC(=O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O"                                                                                                          
6R9 SMILES           "OpenEye OEToolkits" 2.0.5 "CC(=O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O"                                                                                                                            
# 
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 
6R9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] ethanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6R9 "Create component" 2016-05-31 RCSB 
6R9 "Initial release"  2016-07-13 RCSB 
# 
