data_A1H28
# 
_chem_comp.id                                    A1H28 
_chem_comp.name                                  "5-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]-2-chloranyl-benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H16 Cl N5 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-01 
_chem_comp.pdbx_modified_date                    2024-02-09 
_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                        437.857 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H28 
_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        8RV8 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1H28 C11 C1  C  0 1 N N R N N N 53.763 -65.892 -28.604 2.811  0.776  0.463  C11 A1H28 1  
A1H28 C12 C2  C  0 1 N N R N N N 54.240 -67.099 -29.395 2.873  2.031  -0.435 C12 A1H28 2  
A1H28 C14 C3  C  0 1 N N S N N N 55.655 -67.315 -28.866 1.429  2.580  -0.413 C14 A1H28 3  
A1H28 C17 C4  C  0 1 N N S N N N 56.031 -66.001 -28.197 0.665  1.591  0.495  C17 A1H28 4  
A1H28 C18 C5  C  0 1 N N N N N N 57.311 -65.395 -28.751 -0.754 1.369  -0.034 C18 A1H28 5  
A1H28 C2  C6  C  0 1 Y N N N N N 49.667 -64.833 -27.321 7.140  -0.272 1.017  C2  A1H28 6  
A1H28 C20 C7  C  0 1 Y N N N N N 58.097 -66.059 -31.345 -3.256 0.180  0.363  C20 A1H28 7  
A1H28 C21 C8  C  0 1 Y N N N N N 57.729 -67.365 -31.637 -3.501 0.814  -0.851 C21 A1H28 8  
A1H28 C22 C9  C  0 1 Y N N N N N 58.587 -68.184 -32.356 -4.739 0.705  -1.454 C22 A1H28 9  
A1H28 C23 C10 C  0 1 Y N N N N N 59.814 -67.691 -32.782 -5.743 -0.033 -0.857 C23 A1H28 10 
A1H28 C24 C11 C  0 1 Y N N N N N 60.182 -66.382 -32.489 -5.506 -0.674 0.363  C24 A1H28 11 
A1H28 C25 C12 C  0 1 Y N N N N N 59.323 -65.564 -31.761 -4.253 -0.568 0.969  C25 A1H28 12 
A1H28 C26 C13 C  0 1 N N N N N N 61.501 -65.819 -32.933 -6.576 -1.464 1.005  C26 A1H28 13 
A1H28 C4  C14 C  0 1 Y N N N N N 49.444 -63.770 -29.394 6.733  -2.017 -0.438 C4  A1H28 14 
A1H28 C6  C15 C  0 1 Y N N N N N 50.757 -64.147 -29.696 5.396  -1.597 -0.534 C6  A1H28 15 
A1H28 C7  C16 C  0 1 Y N N N N N 51.484 -64.887 -28.773 5.001  -0.465 0.199  C7  A1H28 16 
A1H28 C9  C17 C  0 1 Y N N N N N 52.753 -64.569 -30.514 3.290  -1.268 -0.936 C9  A1H28 17 
A1H28 N1  N1  N  0 1 Y N N N N N 50.930 -65.218 -27.583 5.898  0.161  0.953  N1  A1H28 18 
A1H28 N10 N2  N  0 1 Y N N N N N 52.696 -65.130 -29.296 3.669  -0.282 -0.075 N10 A1H28 19 
A1H28 N3  N3  N  0 1 Y N N N N N 48.930 -64.130 -28.195 7.558  -1.327 0.343  N3  A1H28 20 
A1H28 N5  N4  N  0 1 N N N N N N 48.678 -63.046 -30.259 7.180  -3.122 -1.140 N5  A1H28 21 
A1H28 N8  N5  N  0 1 Y N N N N N 51.570 -63.965 -30.768 4.305  -2.036 -1.207 N8  A1H28 22 
A1H28 O13 O1  O  0 1 N N N N N N 53.373 -68.236 -29.215 3.781  2.991  0.109  O13 A1H28 23 
A1H28 O15 O2  O  0 1 N N N N N N 55.718 -68.357 -27.887 1.401  3.896  0.144  O15 A1H28 24 
A1H28 O16 O3  O  0 1 N N N N N N 54.939 -65.101 -28.419 1.426  0.366  0.429  O16 A1H28 25 
A1H28 O28 O4  O  0 1 N N N N N N 62.344 -65.516 -32.057 -6.345 -2.081 2.180  O28 A1H28 26 
A1H28 O29 O5  O  0 1 N N N N N N 61.714 -65.654 -34.157 -7.664 -1.558 0.473  O29 A1H28 27 
A1H28 S19 S1  S  0 1 N N N N N N 57.047 -65.075 -30.460 -1.675 0.323  1.128  S19 A1H28 28 
A1H28 CL1 CL1 CL 0 0 N N N N N N 60.894 -68.785 -33.712 -7.298 -0.160 -1.617 CL1 A1H28 29 
A1H28 H1  H1  H  0 1 N N N N N N 53.386 -66.236 -27.629 3.108  1.023  1.482  H1  A1H28 30 
A1H28 H2  H2  H  0 1 N N N N N N 54.295 -66.830 -30.460 3.166  1.761  -1.449 H2  A1H28 31 
A1H28 H3  H3  H  0 1 N N N N N N 56.339 -67.516 -29.704 1.005  2.581  -1.418 H3  A1H28 32 
A1H28 H4  H4  H  0 1 N N N N N N 56.160 -66.177 -27.119 0.633  1.964  1.519  H4  A1H28 33 
A1H28 H5  H5  H  0 1 N N N N N N 58.146 -66.100 -28.625 -1.258 2.330  -0.136 H5  A1H28 34 
A1H28 H6  H6  H  0 1 N N N N N N 57.541 -64.457 -28.224 -0.706 0.878  -1.006 H6  A1H28 35 
A1H28 H7  H7  H  0 1 N N N N N N 49.230 -65.100 -26.370 7.844  0.260  1.640  H7  A1H28 36 
A1H28 H8  H8  H  0 1 N N N N N N 56.774 -67.744 -31.304 -2.722 1.393  -1.323 H8  A1H28 37 
A1H28 H9  H9  H  0 1 N N N N N N 58.302 -69.201 -32.584 -4.924 1.200  -2.397 H9  A1H28 38 
A1H28 H10 H10 H  0 1 N N N N N N 59.610 -64.551 -31.522 -4.064 -1.061 1.911  H10 A1H28 39 
A1H28 H11 H11 H  0 1 N N N N N N 53.602 -64.596 -31.180 2.295  -1.392 -1.337 H11 A1H28 40 
A1H28 H12 H12 H  0 1 N N N N N N 47.782 -62.875 -29.849 8.106  -3.402 -1.065 H12 A1H28 41 
A1H28 H13 H13 H  0 1 N N N N N N 49.128 -62.174 -30.453 6.568  -3.617 -1.706 H13 A1H28 42 
A1H28 H14 H14 H  0 1 N N N N N N 52.512 -68.037 -29.564 3.815  3.823  -0.383 H14 A1H28 43 
A1H28 H15 H15 H  0 1 N N N N N N 56.614 -68.456 -27.587 1.916  4.545  -0.354 H15 A1H28 44 
A1H28 H16 H16 H  0 1 N N N N N N 63.121 -65.162 -32.474 -7.076 -2.586 2.561  H16 A1H28 45 
# 
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 
A1H28 O29 C26 DOUB N N 1  
A1H28 CL1 C23 SING N N 2  
A1H28 C26 C24 SING N N 3  
A1H28 C26 O28 SING N N 4  
A1H28 C23 C24 DOUB Y N 5  
A1H28 C23 C22 SING Y N 6  
A1H28 C24 C25 SING Y N 7  
A1H28 C22 C21 DOUB Y N 8  
A1H28 C25 C20 DOUB Y N 9  
A1H28 C21 C20 SING Y N 10 
A1H28 C20 S19 SING N N 11 
A1H28 N8  C9  DOUB Y N 12 
A1H28 N8  C6  SING Y N 13 
A1H28 C9  N10 SING Y N 14 
A1H28 S19 C18 SING N N 15 
A1H28 N5  C4  SING N N 16 
A1H28 C6  C4  DOUB Y N 17 
A1H28 C6  C7  SING Y N 18 
A1H28 C12 O13 SING N N 19 
A1H28 C12 C14 SING N N 20 
A1H28 C12 C11 SING N N 21 
A1H28 C4  N3  SING Y N 22 
A1H28 N10 C7  SING Y N 23 
A1H28 N10 C11 SING N N 24 
A1H28 C14 C17 SING N N 25 
A1H28 C14 O15 SING N N 26 
A1H28 C7  N1  DOUB Y N 27 
A1H28 C18 C17 SING N N 28 
A1H28 C11 O16 SING N N 29 
A1H28 O16 C17 SING N N 30 
A1H28 N3  C2  DOUB Y N 31 
A1H28 N1  C2  SING Y N 32 
A1H28 C11 H1  SING N N 33 
A1H28 C12 H2  SING N N 34 
A1H28 C14 H3  SING N N 35 
A1H28 C17 H4  SING N N 36 
A1H28 C18 H5  SING N N 37 
A1H28 C18 H6  SING N N 38 
A1H28 C2  H7  SING N N 39 
A1H28 C21 H8  SING N N 40 
A1H28 C22 H9  SING N N 41 
A1H28 C25 H10 SING N N 42 
A1H28 C9  H11 SING N N 43 
A1H28 N5  H12 SING N N 44 
A1H28 N5  H13 SING N N 45 
A1H28 O13 H14 SING N N 46 
A1H28 O15 H15 SING N N 47 
A1H28 O28 H16 SING N N 48 
# 
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 
A1H28 InChI            InChI                1.06  "InChI=1S/C17H16ClN5O5S/c18-9-2-1-7(3-8(9)17(26)27)29-4-10-12(24)13(25)16(28-10)23-6-22-11-14(19)20-5-21-15(11)23/h1-3,5-6,10,12-13,16,24-25H,4H2,(H,26,27)(H2,19,20,21)/t10-,12-,13-,16-/m1/s1" 
A1H28 InChIKey         InChI                1.06  GDDRINPKJGQIPH-XNIJJKJLSA-N                                                                                                                                                                      
A1H28 SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSc4ccc(Cl)c(c4)C(O)=O)[C@@H](O)[C@H]3O"                                                                                                                          
A1H28 SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSc4ccc(Cl)c(c4)C(O)=O)[CH](O)[CH]3O"                                                                                                                                
A1H28 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1SC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)C(=O)O)Cl"                                                                                                                          
A1H28 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1SCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)C(=O)O)Cl"                                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           A1H28 
_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        "5-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]-2-chloranyl-benzoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H28 "Create component" 2024-02-01 PDBE 
A1H28 "Initial release"  2024-02-14 RCSB 
# 
