data_A1H3B
# 
_chem_comp.id                                    A1H3B 
_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-(4-hydroxyphenyl)benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 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                        509.534 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H3B 
_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        8RV6 
_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 
A1H3B C1  C1  C 0 1 N N R N N N -86.312 14.113 3.808  4.215  2.054  -1.029 C1  A1H3B 1  
A1H3B C11 C2  C 0 1 Y N N N N N -83.066 12.767 3.175  6.011  -0.131 0.707  C11 A1H3B 2  
A1H3B C12 C3  C 0 1 Y N N N N N -82.086 12.429 4.098  6.408  -1.461 0.490  C12 A1H3B 3  
A1H3B C14 C4  C 0 1 Y N N N N N -83.401 13.993 4.942  4.394  -1.254 -0.285 C14 A1H3B 4  
A1H3B C16 C5  C 0 1 Y N N N N N -82.163 11.199 1.694  8.052  0.301  1.673  C16 A1H3B 5  
A1H3B C18 C6  C 0 1 Y N N N N N -81.140 11.442 3.777  7.692  -1.848 0.912  C18 A1H3B 6  
A1H3B C2  C7  C 0 1 N N R N N N -87.214 15.242 3.309  2.897  2.846  -1.207 C2  A1H3B 7  
A1H3B C20 C8  C 0 1 N N N N N N -87.850 19.055 5.094  -1.787 0.336  -1.818 C20 A1H3B 8  
A1H3B C21 C9  C 0 1 Y N N N N N -88.427 19.273 6.488  -2.953 -0.401 -1.210 C21 A1H3B 9  
A1H3B C22 C10 C 0 1 Y N N N N N -88.973 18.214 7.194  -4.037 0.305  -0.728 C22 A1H3B 10 
A1H3B C23 C11 C 0 1 Y N N N N N -89.510 18.403 8.469  -5.119 -0.370 -0.164 C23 A1H3B 11 
A1H3B C24 C12 C 0 1 Y N N N N N -89.522 19.676 9.047  -5.106 -1.759 -0.087 C24 A1H3B 12 
A1H3B C25 C13 C 0 1 Y N N N N N -88.986 20.755 8.339  -4.009 -2.468 -0.576 C25 A1H3B 13 
A1H3B C26 C14 C 0 1 Y N N N N N -88.450 20.549 7.063  -2.934 -1.780 -1.143 C26 A1H3B 14 
A1H3B C27 C15 C 0 1 N N N N N N -88.977 22.142 8.938  -3.986 -3.943 -0.498 C27 A1H3B 15 
A1H3B C3  C16 C 0 1 N N R N N N -86.252 16.238 2.654  1.844  1.997  -0.468 C3  A1H3B 16 
A1H3B C30 C17 C 0 1 Y N N N N N -90.076 17.197 9.150  -6.283 0.391  0.354  C30 A1H3B 17 
A1H3B C31 C18 C 0 1 Y N N N N N -89.747 15.941 8.637  -7.364 -0.284 0.918  C31 A1H3B 18 
A1H3B C32 C19 C 0 1 Y N N N N N -90.246 14.780 9.216  -8.444 0.427  1.398  C32 A1H3B 19 
A1H3B C33 C20 C 0 1 Y N N N N N -91.091 14.868 10.315 -8.455 1.813  1.320  C33 A1H3B 20 
A1H3B C34 C21 C 0 1 Y N N N N N -91.433 16.121 10.831 -7.379 2.488  0.759  C34 A1H3B 21 
A1H3B C35 C22 C 0 1 Y N N N N N -90.929 17.288 10.252 -6.294 1.783  0.282  C35 A1H3B 22 
A1H3B C5  C23 C 0 1 N N R N N N -85.020 14.330 3.029  3.900  1.172  0.206  C5  A1H3B 23 
A1H3B C9  C24 C 0 1 N N N N N N -86.395 17.677 3.144  0.729  1.596  -1.435 C9  A1H3B 24 
A1H3B N13 N1  N 0 1 Y N N N N N -82.318 13.205 5.183  5.376  -2.092 -0.119 N13 A1H3B 25 
A1H3B N15 N2  N 0 1 Y N N N N N -83.090 12.138 1.978  6.859  0.708  1.294  N15 A1H3B 26 
A1H3B N17 N3  N 0 1 Y N N N N N -81.190 10.850 2.558  8.468  -0.939 1.494  N17 A1H3B 27 
A1H3B N19 N4  N 0 1 N N N N N N -80.171 11.070 4.654  8.138  -3.144 0.725  N19 A1H3B 28 
A1H3B N8  N5  N 0 1 Y N N N N N -83.852 13.716 3.715  4.738  -0.030 0.208  N8  A1H3B 29 
A1H3B O28 O1  O 0 1 N N N N N N -90.065 22.723 9.171  -3.029 -4.559 -0.924 O28 A1H3B 30 
A1H3B O29 O2  O 0 1 N N N N N N -87.879 22.695 9.189  -5.025 -4.605 0.045  O29 A1H3B 31 
A1H3B O36 O3  O 0 1 N N N N N N -91.577 13.721 10.874 -9.521 2.510  1.793  O36 A1H3B 32 
A1H3B O4  O4  O 0 1 N N N N N N -84.925 15.749 2.918  2.511  0.823  0.024  O4  A1H3B 33 
A1H3B O6  O5  O 0 1 N N N N N N -88.150 14.780 2.324  3.006  4.140  -0.609 O6  A1H3B 34 
A1H3B O7  O6  O 0 1 N N N N N N -86.830 12.794 3.580  5.308  2.936  -0.760 O7  A1H3B 35 
A1H3B S10 S1  S 0 1 N N N N N N -86.639 17.764 4.890  -0.576 0.725  -0.524 S10 A1H3B 36 
A1H3B H37 H1  H 0 1 N N N N N N -86.113 14.263 4.879  4.421  1.439  -1.905 H37 A1H3B 37 
A1H3B H1  H2  H 0 1 N N N N N N -83.823 14.717 5.624  3.447  -1.492 -0.747 H1  A1H3B 38 
A1H3B H46 H4  H 0 1 N N N N N N -82.203 10.707 0.734  8.716  1.009  2.147  H46 A1H3B 39 
A1H3B H38 H5  H 0 1 N N N N N N -87.727 15.718 4.158  2.644  2.934  -2.263 H38 A1H3B 40 
A1H3B H50 H6  H 0 1 N N N N N N -87.379 19.999 4.782  -1.319 -0.288 -2.579 H50 A1H3B 41 
A1H3B H49 H7  H 0 1 N N N N N N -88.691 18.825 4.423  -2.141 1.261  -2.274 H49 A1H3B 42 
A1H3B H51 H8  H 0 1 N N N N N N -88.984 17.228 6.752  -4.048 1.383  -0.788 H51 A1H3B 43 
A1H3B H52 H9  H 0 1 N N N N N N -89.941 19.824 10.031 -5.941 -2.286 0.349  H52 A1H3B 44 
A1H3B H53 H10 H 0 1 N N N N N N -88.048 21.387 6.513  -2.085 -2.327 -1.526 H53 A1H3B 45 
A1H3B H39 H11 H 0 1 N N N N N N -86.435 16.226 1.569  1.427  2.566  0.363  H39 A1H3B 46 
A1H3B H54 H12 H 0 1 N N N N N N -89.096 15.870 7.778  -7.356 -1.362 0.978  H54 A1H3B 47 
A1H3B H55 H13 H 0 1 N N N N N N -89.978 13.814 8.813  -9.282 -0.096 1.835  H55 A1H3B 48 
A1H3B H56 H14 H 0 1 N N N N N N -92.092 16.187 11.684 -7.391 3.566  0.700  H56 A1H3B 49 
A1H3B H57 H15 H 0 1 N N N N N N -91.197 18.254 10.654 -5.457 2.308  -0.154 H57 A1H3B 50 
A1H3B H40 H16 H 0 1 N N N N N N -85.130 13.881 2.031  4.036  1.738  1.127  H40 A1H3B 51 
A1H3B H44 H17 H 0 1 N N N N N N -85.481 18.232 2.886  0.312  2.489  -1.901 H44 A1H3B 52 
A1H3B H43 H18 H 0 1 N N N N N N -87.258 18.138 2.642  1.134  0.940  -2.205 H43 A1H3B 53 
A1H3B H48 H20 H 0 1 N N N N N N -79.598 10.364 4.238  7.562  -3.799 0.299  H48 A1H3B 54 
A1H3B H47 H21 H 0 1 N N N N N N -79.607 11.863 4.884  9.026  -3.399 1.020  H47 A1H3B 55 
A1H3B H3  H22 H 0 1 N N N N N N -88.035 23.558 9.555  -4.965 -5.570 0.074  H3  A1H3B 56 
A1H3B H58 H23 H 0 1 N N N N N N -92.136 13.939 11.611 -9.445 2.760  2.724  H58 A1H3B 57 
A1H3B H41 H24 H 0 1 N N N N N N -88.692 15.505 2.037  3.695  4.696  -0.997 H41 A1H3B 58 
A1H3B H42 H25 H 0 1 N N N N N N -86.217 12.150 3.915  5.485  3.569  -1.468 H42 A1H3B 59 
# 
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 
A1H3B C1  C2  SING N N 1  
A1H3B C1  C5  SING N N 2  
A1H3B O7  C1  SING N N 3  
A1H3B C2  C3  SING N N 4  
A1H3B O6  C2  SING N N 5  
A1H3B O4  C3  SING N N 6  
A1H3B C3  C9  SING N N 7  
A1H3B C5  O4  SING N N 8  
A1H3B N8  C5  SING N N 9  
A1H3B C11 N8  SING Y N 10 
A1H3B C14 N8  SING Y N 11 
A1H3B C9  S10 SING N N 12 
A1H3B S10 C20 SING N N 13 
A1H3B C11 C12 DOUB Y N 14 
A1H3B N15 C11 SING Y N 15 
A1H3B C12 N13 SING Y N 16 
A1H3B C12 C18 SING Y N 17 
A1H3B N13 C14 DOUB Y N 18 
A1H3B C16 N15 DOUB Y N 19 
A1H3B N17 C16 SING Y N 20 
A1H3B C18 N17 DOUB Y N 21 
A1H3B N19 C18 SING N N 22 
A1H3B C20 C21 SING N N 23 
A1H3B C21 C22 DOUB Y N 24 
A1H3B C21 C26 SING Y N 25 
A1H3B C22 C23 SING Y N 26 
A1H3B C23 C24 DOUB Y N 27 
A1H3B C30 C23 SING N N 28 
A1H3B C24 C25 SING Y N 29 
A1H3B C26 C25 DOUB Y N 30 
A1H3B C25 C27 SING N N 31 
A1H3B O28 C27 DOUB N N 32 
A1H3B C27 O29 SING N N 33 
A1H3B C30 C31 DOUB Y N 34 
A1H3B C35 C30 SING Y N 35 
A1H3B C31 C32 SING Y N 36 
A1H3B C32 C33 DOUB Y N 37 
A1H3B C33 C34 SING Y N 38 
A1H3B O36 C33 SING N N 39 
A1H3B C34 C35 DOUB Y N 40 
A1H3B C1  H37 SING N N 41 
A1H3B C14 H1  SING N N 42 
A1H3B C16 H46 SING N N 43 
A1H3B C2  H38 SING N N 44 
A1H3B C20 H50 SING N N 45 
A1H3B C20 H49 SING N N 46 
A1H3B C22 H51 SING N N 47 
A1H3B C24 H52 SING N N 48 
A1H3B C26 H53 SING N N 49 
A1H3B C3  H39 SING N N 50 
A1H3B C31 H54 SING N N 51 
A1H3B C32 H55 SING N N 52 
A1H3B C34 H56 SING N N 53 
A1H3B C35 H57 SING N N 54 
A1H3B C5  H40 SING N N 55 
A1H3B C9  H44 SING N N 56 
A1H3B C9  H43 SING N N 57 
A1H3B N19 H48 SING N N 58 
A1H3B N19 H47 SING N N 59 
A1H3B O29 H3  SING N N 60 
A1H3B O36 H58 SING N N 61 
A1H3B O6  H41 SING N N 62 
A1H3B O7  H42 SING N N 63 
# 
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 
A1H3B InChI            InChI                1.06  "InChI=1S/C24H23N5O6S/c25-21-18-22(27-10-26-21)29(11-28-18)23-20(32)19(31)17(35-23)9-36-8-12-5-14(7-15(6-12)24(33)34)13-1-3-16(30)4-2-13/h1-7,10-11,17,19-20,23,30-32H,8-9H2,(H,33,34)(H2,25,26,27)" 
A1H3B InChIKey         InChI                1.06  PZWOIOSYCOECFR-UHFFFAOYSA-N                                                                                                                                                                          
A1H3B SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H](CSCc4cc(cc(c4)c5ccc(O)cc5)C(O)=O)[C@H](O)[C@H]3O"                                                                                                                    
A1H3B SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCc4cc(cc(c4)c5ccc(O)cc5)C(O)=O)[CH](O)[CH]3O"                                                                                                                          
A1H3B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1c2cc(cc(c2)C(=O)O)CSC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O)O"                                                                                                                    
A1H3B SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1c2cc(cc(c2)C(=O)O)CSCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)O"                                                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           A1H3B 
_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-(4-hydroxyphenyl)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 
A1H3B "Create component" 2024-02-01 PDBE 
A1H3B "Initial release"  2024-02-14 RCSB 
# 
