data_A1H3A
# 
_chem_comp.id                                    A1H3A 
_chem_comp.name                                  "5-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanylmethyl]-2-chloranyl-benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 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                        451.884 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H3A 
_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        8RV9 
_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 
A1H3A C1  C1  C  0 1 N N R N N N -54.071 66.908 -29.494 -3.497 2.042  0.666  C1  A1H3A 1  
A1H3A C11 C2  C  0 1 Y N N N N N -51.289 64.796 -28.765 -4.923 -0.762 -0.403 C11 A1H3A 2  
A1H3A C12 C3  C  0 1 Y N N N N N -50.538 64.067 -29.677 -5.031 -2.062 0.119  C12 A1H3A 3  
A1H3A C14 C4  C  0 1 Y N N N N N -52.526 64.430 -30.512 -3.055 -1.324 0.623  C14 A1H3A 4  
A1H3A C16 C5  C  0 1 Y N N N N N -49.482 64.805 -27.292 -7.064 -0.934 -1.223 C16 A1H3A 5  
A1H3A C18 C6  C  0 1 Y N N N N N -49.228 63.719 -29.352 -6.234 -2.759 -0.079 C18 A1H3A 6  
A1H3A C2  C7  C  0 1 N N S N N N -55.516 67.107 -29.051 -2.356 3.081  0.541  C2  A1H3A 7  
A1H3A C20 C8  C  0 1 N N N N N N -58.849 66.371 -30.569 2.770  1.670  1.137  C20 A1H3A 8  
A1H3A C21 C9  C  0 1 Y N N N N N -59.297 66.555 -31.995 4.017  1.044  0.568  C21 A1H3A 9  
A1H3A C22 C10 C  0 1 Y N N N N N -58.531 67.308 -32.872 4.904  1.814  -0.163 C22 A1H3A 10 
A1H3A C23 C11 C  0 1 Y N N N N N -58.963 67.471 -34.180 6.052  1.249  -0.688 C23 A1H3A 11 
A1H3A C24 C12 C  0 1 Y N N N N N -60.153 66.889 -34.607 6.319  -0.091 -0.487 C24 A1H3A 12 
A1H3A C25 C13 C  0 1 Y N N N N N -60.916 66.142 -33.727 5.427  -0.875 0.250  C25 A1H3A 13 
A1H3A C26 C14 C  0 1 Y N N N N N -60.487 65.980 -32.417 4.274  -0.294 0.782  C26 A1H3A 14 
A1H3A C28 C15 C  0 1 N N N N N N -62.209 65.498 -34.137 5.706  -2.308 0.470  C28 A1H3A 15 
A1H3A C3  C16 C  0 1 N N S N N N -55.866 65.839 -28.275 -1.204 2.299  -0.121 C3  A1H3A 16 
A1H3A C5  C17 C  0 1 N N R N N N -53.584 65.756 -28.630 -3.092 0.985  -0.393 C5  A1H3A 17 
A1H3A C9  C18 C  0 1 N N N N N N -57.122 65.121 -28.758 0.031  2.331  0.781  C9  A1H3A 18 
A1H3A N13 N1  N  0 1 Y N N N N N -51.325 63.849 -30.753 -3.856 -2.343 0.733  N13 A1H3A 19 
A1H3A N15 N2  N  0 1 Y N N N N N -50.748 65.156 -27.575 -5.955 -0.243 -1.061 N15 A1H3A 20 
A1H3A N17 N3  N  0 1 Y N N N N N -48.732 64.102 -28.156 -7.211 -2.158 -0.750 N17 A1H3A 21 
A1H3A N19 N4  N  0 1 N N N N N N -48.452 63.006 -30.211 -6.398 -4.043 0.412  N19 A1H3A 22 
A1H3A N8  N5  N  0 1 Y N N N N N -52.496 65.000 -29.297 -3.669 -0.321 -0.065 N8  A1H3A 23 
A1H3A O29 O1  O  0 1 N N N N N N -62.425 65.173 -35.326 6.712  -2.809 0.009  O29 A1H3A 24 
A1H3A O30 O2  O  0 1 N N N N N N -63.060 65.299 -33.247 4.844  -3.060 1.181  O30 A1H3A 25 
A1H3A O4  O3  O  0 1 N N N N N N -54.743 64.960 -28.404 -1.652 0.944  -0.294 O4  A1H3A 26 
A1H3A O6  O4  O  0 1 N N N N N N -55.643 68.247 -28.192 -2.761 4.171  -0.289 O6  A1H3A 27 
A1H3A O7  O5  O  0 1 N N N N N N -53.250 68.071 -29.301 -4.759 2.629  0.344  O7  A1H3A 28 
A1H3A S10 S1  S  0 1 N N N N N N -57.407 65.361 -30.482 1.422  1.536  -0.070 S10 A1H3A 29 
A1H3A CL1 CL1 CL 0 0 N N N N N N -60.675 67.128 -36.305 7.760  -0.800 -1.149 CL1 A1H3A 30 
A1H3A H1  H1  H  0 1 N N N N N N -54.056 66.600 -30.550 -3.517 1.605  1.665  H1  A1H3A 31 
A1H3A H2  H2  H  0 1 N N N N N N -53.369 64.434 -31.187 -2.053 -1.278 1.024  H2  A1H3A 32 
A1H3A H3  H3  H  0 1 N N N N N N -49.056 65.096 -26.343 -7.884 -0.482 -1.762 H3  A1H3A 33 
A1H3A H4  H4  H  0 1 N N N N N N -56.168 67.198 -29.932 -2.057 3.440  1.526  H4  A1H3A 34 
A1H3A H5  H5  H  0 1 N N N N N N -58.625 67.356 -30.133 2.489  1.152  2.054  H5  A1H3A 35 
A1H3A H6  H6  H  0 1 N N N N N N -59.658 65.892 -29.997 2.958  2.721  1.356  H6  A1H3A 36 
A1H3A H7  H7  H  0 1 N N N N N N -57.609 67.762 -32.541 4.700  2.863  -0.323 H7  A1H3A 37 
A1H3A H8  H8  H  0 1 N N N N N N -58.372 68.053 -34.872 6.740  1.856  -1.258 H8  A1H3A 38 
A1H3A H9  H9  H  0 1 N N N N N N -61.082 65.404 -31.723 3.580  -0.894 1.353  H9  A1H3A 39 
A1H3A H10 H10 H  0 1 N N N N N N -56.005 66.108 -27.217 -0.967 2.738  -1.090 H10 A1H3A 40 
A1H3A H11 H11 H  0 1 N N N N N N -53.213 66.161 -27.677 -3.399 1.303  -1.389 H11 A1H3A 41 
A1H3A H12 H12 H  0 1 N N N N N N -57.987 65.507 -28.199 0.288  3.365  1.010  H12 A1H3A 42 
A1H3A H13 H13 H  0 1 N N N N N N -57.011 64.044 -28.564 -0.181 1.796  1.707  H13 A1H3A 43 
A1H3A H14 H14 H  0 1 N N N N N N -47.552 62.855 -29.801 -5.677 -4.471 0.900  H14 A1H3A 44 
A1H3A H15 H15 H  0 1 N N N N N N -48.885 62.124 -30.398 -7.234 -4.514 0.269  H15 A1H3A 45 
A1H3A H16 H16 H  0 1 N N N N N N -63.828 64.890 -33.628 5.068  -3.993 1.298  H16 A1H3A 46 
A1H3A H17 H17 H  0 1 N N N N N N -56.551 68.348 -27.931 -3.522 4.663  0.051  H17 A1H3A 47 
A1H3A H18 H18 H  0 1 N N N N N N -52.365 67.887 -29.594 -5.014 3.358  0.926  H18 A1H3A 48 
# 
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 
A1H3A CL1 C24 SING N N 1  
A1H3A O29 C28 DOUB N N 2  
A1H3A C24 C23 DOUB Y N 3  
A1H3A C24 C25 SING Y N 4  
A1H3A C23 C22 SING Y N 5  
A1H3A C28 C25 SING N N 6  
A1H3A C28 O30 SING N N 7  
A1H3A C25 C26 DOUB Y N 8  
A1H3A C22 C21 DOUB Y N 9  
A1H3A C26 C21 SING Y N 10 
A1H3A C21 C20 SING N N 11 
A1H3A N13 C14 DOUB Y N 12 
A1H3A N13 C12 SING Y N 13 
A1H3A C20 S10 SING N N 14 
A1H3A C14 N8  SING Y N 15 
A1H3A S10 C9  SING N N 16 
A1H3A N19 C18 SING N N 17 
A1H3A C12 C18 DOUB Y N 18 
A1H3A C12 C11 SING Y N 19 
A1H3A C1  O7  SING N N 20 
A1H3A C1  C2  SING N N 21 
A1H3A C1  C5  SING N N 22 
A1H3A C18 N17 SING Y N 23 
A1H3A N8  C11 SING Y N 24 
A1H3A N8  C5  SING N N 25 
A1H3A C2  C3  SING N N 26 
A1H3A C2  O6  SING N N 27 
A1H3A C11 N15 DOUB Y N 28 
A1H3A C9  C3  SING N N 29 
A1H3A C5  O4  SING N N 30 
A1H3A O4  C3  SING N N 31 
A1H3A N17 C16 DOUB Y N 32 
A1H3A N15 C16 SING Y N 33 
A1H3A C1  H1  SING N N 34 
A1H3A C14 H2  SING N N 35 
A1H3A C16 H3  SING N N 36 
A1H3A C2  H4  SING N N 37 
A1H3A C20 H5  SING N N 38 
A1H3A C20 H6  SING N N 39 
A1H3A C22 H7  SING N N 40 
A1H3A C23 H8  SING N N 41 
A1H3A C26 H9  SING N N 42 
A1H3A C3  H10 SING N N 43 
A1H3A C5  H11 SING N N 44 
A1H3A C9  H12 SING N N 45 
A1H3A C9  H13 SING N N 46 
A1H3A N19 H14 SING N N 47 
A1H3A N19 H15 SING N N 48 
A1H3A O30 H16 SING N N 49 
A1H3A O6  H17 SING N N 50 
A1H3A O7  H18 SING N N 51 
# 
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 
A1H3A InChI            InChI                1.06  "InChI=1S/C18H18ClN5O5S/c19-10-2-1-8(3-9(10)18(27)28)4-30-5-11-13(25)14(26)17(29-11)24-7-23-12-15(20)21-6-22-16(12)24/h1-3,6-7,11,13-14,17,25-26H,4-5H2,(H,27,28)(H2,20,21,22)/t11-,13-,14-,17-/m1/s1" 
A1H3A InChIKey         InChI                1.06  LWRXIEBTUHHZRW-LSCFUAHRSA-N                                                                                                                                                                            
A1H3A SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCc4ccc(Cl)c(c4)C(O)=O)[C@@H](O)[C@H]3O"                                                                                                                               
A1H3A SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCc4ccc(Cl)c(c4)C(O)=O)[CH](O)[CH]3O"                                                                                                                                     
A1H3A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1CSC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)C(=O)O)Cl"                                                                                                                               
A1H3A SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1CSCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)C(=O)O)Cl"                                                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1H3A 
_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]methylsulfanylmethyl]-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 
A1H3A "Create component" 2024-02-01 PDBE 
A1H3A "Initial release"  2024-02-14 RCSB 
# 
