data_7XQ
# 
_chem_comp.id                                    7XQ 
_chem_comp.name                                  "(1R,2S,3S,4R,5R)-3-(6-aminopurin-9-yl)-4-fluoranyl-5-(2-hydroxyethyl)cyclopentane-1,2-diol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H16 F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-03-02 
_chem_comp.pdbx_modified_date                    2022-08-05 
_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                        297.286 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     7XQ 
_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        7X01 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
7XQ C2  C1  C 0 1 Y N N 176.513 125.253 222.934 -4.096 -1.097 1.375  C2  7XQ 1  
7XQ C4  C2  C 0 1 Y N N 176.615 124.548 220.701 -4.430 0.530  -0.228 C4  7XQ 2  
7XQ C6  C3  C 0 1 Y N N 177.938 125.093 220.603 -3.041 0.579  -0.437 C6  7XQ 3  
7XQ C8  C4  C 0 1 Y N N 179.950 125.805 220.107 -0.989 0.941  -1.039 C8  7XQ 4  
7XQ C10 C5  C 0 1 N N S 180.684 126.844 222.249 0.273  -0.672 0.436  C10 7XQ 5  
7XQ C11 C6  C 0 1 N N S 181.951 126.585 221.902 1.039  -1.345 -0.716 C11 7XQ 6  
7XQ C13 C7  C 0 1 N N R 182.764 127.903 222.292 2.428  -0.675 -0.771 C13 7XQ 7  
7XQ C15 C8  C 0 1 N N R 181.656 128.998 222.614 2.638  -0.117 0.658  C15 7XQ 8  
7XQ C16 C9  C 0 1 N N N 182.019 130.413 221.929 3.640  1.039  0.647  C16 7XQ 9  
7XQ C17 C10 C 0 1 N N N 181.607 131.630 222.841 5.023  0.510  0.263  C17 7XQ 10 
7XQ C19 C11 C 0 1 N N R 180.524 128.492 222.085 1.222  0.382  1.041  C19 7XQ 11 
7XQ C21 C12 C 0 1 Y N N 178.467 125.693 221.701 -2.225 -0.276 0.323  C21 7XQ 12 
7XQ F20 F1  F 0 1 N N N 180.434 128.823 220.738 0.978  1.640  0.479  F20 7XQ 13 
7XQ N1  N1  N 0 1 Y N N 177.734 125.770 222.881 -2.790 -1.089 1.209  N1  7XQ 14 
7XQ N3  N2  N 0 1 Y N N 175.963 124.661 221.884 -4.904 -0.316 0.681  N3  7XQ 15 
7XQ N5  N3  N 0 1 N N N 175.977 123.880 219.541 -5.284 1.345  -0.950 N5  7XQ 16 
7XQ N7  N4  N 0 1 Y N N 178.886 125.173 219.608 -2.225 1.292  -1.250 N7  7XQ 17 
7XQ N9  N5  N 0 1 Y N N 179.738 126.133 221.357 -0.937 -0.024 -0.077 N9  7XQ 18 
7XQ O12 O1  O 0 1 N N N 182.464 125.433 222.649 1.180  -2.744 -0.460 O12 7XQ 19 
7XQ O14 O2  O 0 1 N N N 183.516 127.678 223.375 3.436  -1.639 -1.084 O14 7XQ 20 
7XQ O18 O3  O 0 1 N N N 182.764 132.139 223.466 5.960  1.590  0.253  O18 7XQ 21 
7XQ H1  H1  H 0 1 N N N 175.954 125.316 223.856 -4.524 -1.770 2.103  H1  7XQ 22 
7XQ H2  H2  H 0 1 N N N 180.856 126.016 219.559 -0.132 1.353  -1.550 H2  7XQ 23 
7XQ H3  H3  H 0 1 N N N 180.478 126.589 223.299 0.007  -1.413 1.190  H3  7XQ 24 
7XQ H4  H4  H 0 1 N N N 182.060 126.416 220.821 0.512  -1.188 -1.658 H4  7XQ 25 
7XQ H5  H5  H 0 1 N N N 183.353 128.231 221.423 2.433  0.134  -1.502 H5  7XQ 26 
7XQ H6  H6  H 0 1 N N N 181.592 129.136 223.703 2.966  -0.905 1.336  H6  7XQ 27 
7XQ H7  H7  H 0 1 N N N 183.104 130.454 221.750 3.323  1.788  -0.078 H7  7XQ 28 
7XQ H8  H8  H 0 1 N N N 181.486 130.491 220.970 3.686  1.489  1.639  H8  7XQ 29 
7XQ H9  H9  H 0 1 N N N 181.144 132.414 222.224 5.340  -0.239 0.988  H9  7XQ 30 
7XQ H10 H10 H 0 1 N N N 180.891 131.294 223.605 4.978  0.060  -0.729 H10 7XQ 31 
7XQ H11 H11 H 0 1 N N N 179.627 128.803 222.640 1.111  0.419  2.124  H11 7XQ 32 
7XQ H12 H12 H 0 1 N N N 175.062 123.567 219.797 -6.240 1.303  -0.796 H12 7XQ 33 
7XQ H13 H13 H 0 1 N N N 175.907 124.526 218.781 -4.925 1.959  -1.610 H13 7XQ 34 
7XQ H14 H14 H 0 1 N N N 183.362 125.263 222.392 1.655  -3.224 -1.151 H14 7XQ 35 
7XQ H15 H15 H 0 1 N N N 183.995 128.468 223.598 3.320  -2.064 -1.946 H15 7XQ 36 
7XQ H16 H16 H 0 1 N N N 182.528 132.874 224.019 6.860  1.327  0.017  H16 7XQ 37 
# 
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 
7XQ N5  C4  SING N N 1  
7XQ N7  C8  DOUB Y N 2  
7XQ N7  C6  SING Y N 3  
7XQ C8  N9  SING Y N 4  
7XQ C6  C4  DOUB Y N 5  
7XQ C6  C21 SING Y N 6  
7XQ C4  N3  SING Y N 7  
7XQ F20 C19 SING N N 8  
7XQ N9  C21 SING Y N 9  
7XQ N9  C10 SING N N 10 
7XQ C21 N1  DOUB Y N 11 
7XQ N3  C2  DOUB Y N 12 
7XQ C11 C10 SING N N 13 
7XQ C11 C13 SING N N 14 
7XQ C11 O12 SING N N 15 
7XQ C16 C15 SING N N 16 
7XQ C16 C17 SING N N 17 
7XQ C19 C10 SING N N 18 
7XQ C19 C15 SING N N 19 
7XQ C13 C15 SING N N 20 
7XQ C13 O14 SING N N 21 
7XQ C17 O18 SING N N 22 
7XQ N1  C2  SING Y N 23 
7XQ C2  H1  SING N N 24 
7XQ C8  H2  SING N N 25 
7XQ C10 H3  SING N N 26 
7XQ C11 H4  SING N N 27 
7XQ C13 H5  SING N N 28 
7XQ C15 H6  SING N N 29 
7XQ C16 H7  SING N N 30 
7XQ C16 H8  SING N N 31 
7XQ C17 H9  SING N N 32 
7XQ C17 H10 SING N N 33 
7XQ C19 H11 SING N N 34 
7XQ N5  H12 SING N N 35 
7XQ N5  H13 SING N N 36 
7XQ O12 H14 SING N N 37 
7XQ O14 H15 SING N N 38 
7XQ O18 H16 SING N N 39 
# 
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 
7XQ InChI            InChI                1.03  "InChI=1S/C12H16FN5O3/c13-6-5(1-2-19)9(20)10(21)8(6)18-4-17-7-11(14)15-3-16-12(7)18/h3-6,8-10,19-21H,1-2H2,(H2,14,15,16)/t5-,6+,8+,9+,10-/m0/s1" 
7XQ InChIKey         InChI                1.03  BHBYBYPYUGVDDF-LUTUWXHWSA-N                                                                                                                      
7XQ SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@H]3[C@H](O)[C@H](O)[C@@H](CCO)[C@H]3F"                                                                                       
7XQ SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3[CH](O)[CH](O)[CH](CCO)[CH]3F"                                                                                             
7XQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H]([C@H]3F)CCO)O)O)N"                                                                                  
7XQ SMILES           "OpenEye OEToolkits" 2.0.7 "c1nc(c2c(n1)n(cn2)C3C(C(C(C3F)CCO)O)O)N"                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           7XQ 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(1~{R},2~{S},3~{S},4~{R},5~{R})-3-(6-aminopurin-9-yl)-4-fluoranyl-5-(2-hydroxyethyl)cyclopentane-1,2-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 
7XQ "Create component" 2022-03-02 PDBJ 
7XQ "Initial release"  2022-08-10 RCSB 
# 
