data_A1H3E
# 
_chem_comp.id                                    A1H3E 
_chem_comp.name                                  "3-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanylmethyl]-5-(3-oxidanylprop-1-ynyl)benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 N5 O6 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                        473.502 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H3E 
_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        8RV7 
_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 
A1H3E C14  C1  C 0 1 Y N N N N N 82.317 -13.327 30.616 -3.730 -1.306 0.441  C14  A1H3E 1  
A1H3E O4   O1  O 0 1 N N N N N N 83.725 -15.134 28.633 -2.050 0.881  -0.151 O4   A1H3E 2  
A1H3E C12  C2  C 0 1 Y N N N N N 80.976 -11.852 29.761 -5.738 -1.769 -0.234 C12  A1H3E 3  
A1H3E C11  C3  C 0 1 Y N N N N N 81.958 -12.179 28.837 -5.468 -0.440 -0.603 C11  A1H3E 4  
A1H3E C9   C4  C 0 1 N N N N N N 85.156 -16.959 28.738 -0.306 1.956  1.154  C9   A1H3E 5  
A1H3E C1   C5  C 0 1 N N R N N N 85.174 -13.437 29.463 -3.830 2.065  0.831  C1   A1H3E 6  
A1H3E C2   C6  C 0 1 N N S N N N 85.993 -14.446 29.020 -2.584 2.982  0.877  C2   A1H3E 7  
A1H3E C5   C7  C 0 1 N N R N N N 83.813 -13.582 28.759 -3.470 1.087  -0.317 C5   A1H3E 8  
A1H3E C3   C8  C 0 1 N N S N N N 84.967 -15.509 28.324 -1.479 2.155  0.192  C3   A1H3E 9  
A1H3E C16  C9  C 0 1 Y N N N N N 80.986 -10.729 27.339 -7.564 -0.292 -1.535 C16  A1H3E 10 
A1H3E C18  C10 C 0 1 Y N N N N N 80.007 -10.888 29.401 -6.993 -2.308 -0.565 C18  A1H3E 11 
A1H3E C20  C11 C 0 1 N N N N N N 87.013 -17.631 30.580 2.323  0.968  1.573  C20  A1H3E 12 
A1H3E C21  C12 C 0 1 Y N N N N N 87.499 -17.773 32.027 3.533  0.274  1.003  C21  A1H3E 13 
A1H3E C22  C13 C 0 1 Y N N N N N 87.996 -16.668 32.708 4.535  1.016  0.411  C22  A1H3E 14 
A1H3E C23  C14 C 0 1 Y N N N N N 88.448 -16.789 34.020 5.659  0.380  -0.120 C23  A1H3E 15 
A1H3E C24  C15 C 0 1 Y N N N N N 88.373 -18.026 34.661 5.768  -1.007 -0.052 C24  A1H3E 16 
A1H3E C25  C16 C 0 1 Y N N N N N 87.866 -19.138 33.948 4.753  -1.751 0.548  C25  A1H3E 17 
A1H3E C26  C17 C 0 1 Y N N N N N 87.440 -19.005 32.643 3.636  -1.101 1.079  C26  A1H3E 18 
A1H3E C27  C18 C 0 1 N N N N N N 87.758 -20.564 34.586 4.859  -3.222 0.625  C27  A1H3E 19 
A1H3E C30  C19 C 0 1 N N N N N N 88.961 -15.470 34.661 6.731  1.176  -0.754 C30  A1H3E 20 
A1H3E C31  C20 C 0 1 N N N N N N 89.266 -15.333 35.933 7.798  0.571  -1.257 C31  A1H3E 21 
A1H3E C32  C21 C 0 1 N N N N N N 89.728 -13.961 36.447 8.890  1.383  -1.904 C32  A1H3E 22 
A1H3E N13  N1  N 0 1 Y N N N N N 81.231 -12.599 30.862 -4.636 -2.239 0.398  N13  A1H3E 23 
A1H3E N15  N2  N 0 1 Y N N N N N 81.940 -11.603 27.636 -6.402 0.254  -1.246 N15  A1H3E 24 
A1H3E N17  N3  N 0 1 Y N N N N N 80.040 -10.351 28.184 -7.863 -1.537 -1.209 N17  A1H3E 25 
A1H3E N19  N4  N 0 1 N N N N N N 78.956 -10.484 30.337 -7.315 -3.611 -0.229 N19  A1H3E 26 
A1H3E N8   N5  N 0 1 Y N N N N N 82.757 -13.079 29.395 -4.195 -0.177 -0.164 N8   A1H3E 27 
A1H3E O28  O2  O 0 1 N N N N N N 87.485 -21.513 33.862 3.974  -3.869 1.147  O28  A1H3E 28 
A1H3E O29  O3  O 0 1 N N N N N N 87.939 -20.712 35.842 5.939  -3.847 0.116  O29  A1H3E 29 
A1H3E O33  O4  O 0 1 N N N N N N 90.919 -14.187 37.233 10.162 0.917  -1.449 O33  A1H3E 30 
A1H3E O6   O5  O 0 1 N N N N N N 86.906 -14.151 27.960 -2.825 4.190  0.153  O6   A1H3E 31 
A1H3E O7   O6  O 0 1 N N N N N N 85.765 -12.090 29.173 -5.004 2.814  0.512  O7   A1H3E 32 
A1H3E S10  S1  S 0 1 N N N N N N 85.267 -17.050 30.558 1.047  1.110  0.291  S10  A1H3E 33 
A1H3E H141 H1  H 0 0 N N N N N N 82.771 -14.018 31.311 -2.754 -1.410 0.892  H141 A1H3E 34 
A1H3E H92  H2  H 0 1 N N N N N N 84.300 -17.556 28.391 0.041  2.927  1.510  H92  A1H3E 35 
A1H3E H91  H3  H 0 1 N N N N N N 86.082 -17.352 28.292 -0.629 1.353  2.002  H91  A1H3E 36 
A1H3E H11  H4  H 0 1 N N N N N N 85.010 -13.523 30.547 -3.955 1.530  1.772  H11  A1H3E 37 
A1H3E H21  H5  H 0 1 N N N N N N 86.505 -14.954 29.851 -2.311 3.203  1.909  H21  A1H3E 38 
A1H3E H51  H6  H 0 1 N N N N N N 83.903 -13.164 27.746 -3.682 1.537  -1.286 H51  A1H3E 39 
A1H3E H31  H7  H 0 1 N N N N N N 85.132 -15.442 27.238 -1.138 2.665  -0.708 H31  A1H3E 40 
A1H3E H161 H8  H 0 0 N N N N N N 80.981 -10.300 26.348 -8.300 0.299  -2.058 H161 A1H3E 41 
A1H3E H202 H9  H 0 0 N N N N N N 87.646 -16.902 30.053 1.933  0.389  2.411  H202 A1H3E 42 
A1H3E H201 H10 H 0 0 N N N N N N 87.079 -18.607 30.076 2.603  1.963  1.918  H201 A1H3E 43 
A1H3E H221 H11 H 0 0 N N N N N N 88.032 -15.707 32.216 4.450  2.092  0.359  H221 A1H3E 44 
A1H3E H241 H12 H 0 0 N N N N N N 88.697 -18.133 35.686 6.635  -1.504 -0.461 H241 A1H3E 45 
A1H3E H261 H13 H 0 0 N N N N N N 87.062 -19.862 32.106 2.850  -1.675 1.547  H261 A1H3E 46 
A1H3E H322 H16 H 0 0 N N N N N N 89.954 -13.296 35.600 8.830  1.276  -2.987 H322 A1H3E 47 
A1H3E H321 H17 H 0 0 N N N N N N 88.944 -13.507 37.070 8.770  2.433  -1.635 H321 A1H3E 48 
A1H3E H191 H18 H 0 0 N N N N N N 78.362 -9.809  29.900 -6.672 -4.164 0.241  H191 A1H3E 49 
A1H3E H192 H19 H 0 0 N N N N N N 78.416 -11.284 30.597 -8.185 -3.971 -0.462 H192 A1H3E 50 
A1H3E H1   H20 H 0 1 N N N N N N 87.828 -21.627 36.073 5.964  -4.811 0.190  H1   A1H3E 51 
A1H3E H331 H21 H 0 0 N N N N N N 91.238 -13.358 37.571 10.914 1.396  -1.825 H331 A1H3E 52 
A1H3E H61  H22 H 0 1 N N N N N N 87.410 -14.928 27.750 -3.551 4.723  0.507  H61  A1H3E 53 
A1H3E H71  H23 H 0 1 N N N N N N 85.179 -11.412 29.489 -5.219 3.502  1.157  H71  A1H3E 54 
A1H3E H301 H24 H 0 0 N N N N N N 89.075 -14.609 34.020 6.646  2.252  -0.807 H301 A1H3E 55 
A1H3E H311 H25 H 0 0 N N N N N N 89.193 -16.174 36.607 7.883  -0.504 -1.205 H311 A1H3E 56 
# 
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 
A1H3E C1  C2   SING N N 1  
A1H3E C1  C5   SING N N 2  
A1H3E C1  O7   SING N N 3  
A1H3E C11 C12  DOUB Y N 4  
A1H3E C11 N15  SING Y N 5  
A1H3E C11 N8   SING Y N 6  
A1H3E C12 C18  SING Y N 7  
A1H3E C12 N13  SING Y N 8  
A1H3E C14 N13  DOUB Y N 9  
A1H3E C14 N8   SING Y N 10 
A1H3E C16 N15  DOUB Y N 11 
A1H3E C16 N17  SING Y N 12 
A1H3E C18 N17  DOUB Y N 13 
A1H3E C18 N19  SING N N 14 
A1H3E C2  C3   SING N N 15 
A1H3E C2  O6   SING N N 16 
A1H3E C20 C21  SING N N 17 
A1H3E C20 S10  SING N N 18 
A1H3E C21 C22  DOUB Y N 19 
A1H3E C21 C26  SING Y N 20 
A1H3E C22 C23  SING Y N 21 
A1H3E C23 C24  DOUB Y N 22 
A1H3E C23 C30  SING N N 23 
A1H3E C24 C25  SING Y N 24 
A1H3E C25 C26  DOUB Y N 25 
A1H3E C25 C27  SING N N 26 
A1H3E C27 O28  DOUB N N 27 
A1H3E C27 O29  SING N N 28 
A1H3E C3  C9   SING N N 29 
A1H3E C3  O4   SING N N 30 
A1H3E C30 C31  DOUB N E 31 
A1H3E C31 C32  SING N N 32 
A1H3E C32 O33  SING N N 33 
A1H3E C5  N8   SING N N 34 
A1H3E C5  O4   SING N N 35 
A1H3E C9  S10  SING N N 36 
A1H3E C14 H141 SING N N 37 
A1H3E C9  H92  SING N N 38 
A1H3E C9  H91  SING N N 39 
A1H3E C1  H11  SING N N 40 
A1H3E C2  H21  SING N N 41 
A1H3E C5  H51  SING N N 42 
A1H3E C3  H31  SING N N 43 
A1H3E C16 H161 SING N N 44 
A1H3E C20 H202 SING N N 45 
A1H3E C20 H201 SING N N 46 
A1H3E C22 H221 SING N N 47 
A1H3E C24 H241 SING N N 48 
A1H3E C26 H261 SING N N 49 
A1H3E C32 H322 SING N N 50 
A1H3E C32 H321 SING N N 51 
A1H3E N19 H191 SING N N 52 
A1H3E N19 H192 SING N N 53 
A1H3E O29 H1   SING N N 54 
A1H3E O33 H331 SING N N 55 
A1H3E O6  H61  SING N N 56 
A1H3E O7  H71  SING N N 57 
A1H3E C30 H301 SING N N 58 
A1H3E C31 H311 SING N N 59 
# 
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 
A1H3E InChI            InChI                1.06  "InChI=1S/C21H23N5O6S/c22-18-15-19(24-9-23-18)26(10-25-15)20-17(29)16(28)14(32-20)8-33-7-12-4-11(2-1-3-27)5-13(6-12)21(30)31/h1-2,4-6,9-10,14,16-17,20,27-29H,3,7-8H2,(H,30,31)(H2,22,23,24)/b2-1+/t14-,16-,17-,20-/m1/s1" 
A1H3E InChIKey         InChI                1.06  HVLWKBDZYHPIQO-FEIMRTCESA-N                                                                                                                                                                                                
A1H3E SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCc4cc(\C=C\CO)cc(c4)C(O)=O)[C@@H](O)[C@H]3O"                                                                                                                                              
A1H3E SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCc4cc(C=CCO)cc(c4)C(O)=O)[CH](O)[CH]3O"                                                                                                                                                      
A1H3E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(cc(cc1/C=C/CO)C(=O)O)CSC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O"                                                                                                                                              
A1H3E SMILES           "OpenEye OEToolkits" 2.0.7 "c1c(cc(cc1C=CCO)C(=O)O)CSCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O"                                                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1H3E 
_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        "3-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanylmethyl]-5-[(~{E})-3-oxidanylprop-1-enyl]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 
A1H3E "Create component"   2024-02-01 PDBE 
A1H3E "Modify coordinates" 2024-02-01 PDBE 
A1H3E "Initial release"    2024-02-14 RCSB 
# 
