data_A1H4B
# 
_chem_comp.id                                    A1H4B 
_chem_comp.name                                  "3-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanylmethyl]-5-pyridin-3-yl-benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H22 N6 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ADE 
_chem_comp.pdbx_synonyms                         "3-(((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)thio)methyl)-5-(pyridin-3-yl)benzoic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-13 
_chem_comp.pdbx_modified_date                    2024-02-16 
_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                        494.523 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H4B 
_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        8RZE 
_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 
A1H4B C10    C1  C 0 1 N N N N N N 61.704 -65.682 -34.833 4.543  -3.713 0.527  C10    A1H4B 1  
A1H4B C13    C2  C 0 1 Y N N N N N 59.791 -67.365 -34.960 5.498  -1.493 -0.070 C13    A1H4B 2  
A1H4B C14    C3  C 0 1 Y N N N N N 58.699 -68.050 -34.403 5.430  -0.105 -0.067 C14    A1H4B 3  
A1H4B C15    C4  C 0 1 Y N N N N N 57.927 -69.045 -35.206 6.506  0.694  -0.705 C15    A1H4B 4  
A1H4B C16    C5  C 0 1 Y N N N N N 56.564 -69.290 -34.942 7.593  0.061  -1.313 C16    A1H4B 5  
A1H4B C17    C6  C 0 1 Y N N N N N 55.845 -70.217 -35.704 8.570  0.850  -1.895 C17    A1H4B 6  
A1H4B C18    C7  C 0 1 Y N N N N N 56.519 -70.879 -36.734 8.440  2.227  -1.856 C18    A1H4B 7  
A1H4B "C3'"  C8  C 0 1 N N S N N N 55.705 -67.243 -28.950 -2.693 2.692  1.368  "C3'"  A1H4B 8  
A1H4B C20    C9  C 0 1 Y N N N N N 58.512 -69.757 -36.268 6.445  2.085  -0.712 C20    A1H4B 9  
A1H4B C21    C10 C 0 1 Y N N N N N 58.344 -67.766 -33.076 4.348  0.537  0.537  C21    A1H4B 10 
A1H4B "C1'"  C11 C 0 1 N N R N N N 53.805 -65.828 -28.820 -3.632 1.021  -0.134 "C1'"  A1H4B 11 
A1H4B C4     C12 C 0 1 Y N N N N N 51.445 -64.835 -28.960 -5.725 -0.274 -0.726 C4     A1H4B 12 
A1H4B C2     C13 C 0 1 Y N N N N N 49.691 -64.787 -27.572 -7.532 0.016  -2.116 C2     A1H4B 13 
A1H4B C6     C14 C 0 1 Y N N N N N 49.407 -63.749 -29.630 -7.472 -1.929 -0.876 C6     A1H4B 14 
A1H4B "C4'"  C15 C 0 1 N N S N N N 56.057 -65.863 -28.349 -1.631 1.865  0.610  "C4'"  A1H4B 15 
A1H4B C5     C16 C 0 1 Y N N N N N 50.745 -64.127 -29.929 -6.252 -1.511 -0.317 C5     A1H4B 16 
A1H4B C8     C17 C 0 1 Y N N N N N 52.676 -64.505 -30.725 -4.386 -1.219 0.749  C8     A1H4B 17 
A1H4B "C2'"  C18 C 0 1 N N R N N N 54.299 -67.085 -29.547 -4.040 2.125  0.867  "C2'"  A1H4B 18 
A1H4B "C5'"  C19 C 0 1 N N N N N N 57.235 -65.127 -29.000 -0.429 1.584  1.515  "C5'"  A1H4B 19 
A1H4B C12    C20 C 0 1 N N N N N N 58.661 -66.528 -30.890 2.180  0.498  1.782  C12    A1H4B 20 
A1H4B C7     C21 C 0 1 Y N N N N N 59.059 -66.827 -32.326 3.345  -0.203 1.132  C7     A1H4B 21 
A1H4B C19    C22 C 0 1 Y N N N N N 60.144 -66.159 -32.896 3.405  -1.582 1.133  C19    A1H4B 22 
A1H4B C9     C23 C 0 1 Y N N N N N 60.530 -66.411 -34.224 4.483  -2.237 0.531  C9     A1H4B 23 
A1H4B N19    N1  N 0 1 Y N N N N N 57.831 -70.663 -37.024 7.402  2.795  -1.274 N19    A1H4B 24 
A1H4B N9     N2  N 0 1 Y N N N N N 52.688 -65.066 -29.500 -4.547 -0.119 -0.040 N9     A1H4B 25 
A1H4B N3     N3  N 0 1 Y N N N N N 50.966 -65.198 -27.739 -6.393 0.449  -1.619 N3     A1H4B 26 
A1H4B N1     N4  N 0 1 Y N N N N N 48.894 -64.101 -28.414 -8.067 -1.138 -1.763 N1     A1H4B 27 
A1H4B N6     N5  N 0 1 N N N N N N 48.579 -63.036 -30.505 -8.039 -3.138 -0.512 N6     A1H4B 28 
A1H4B N7     N6  N 0 1 Y N N N N N 51.524 -63.931 -31.013 -5.387 -2.035 0.584  N7     A1H4B 29 
A1H4B "O3'"  O1  O 0 1 N N N N N N 55.806 -68.263 -27.968 -2.578 4.077  1.036  "O3'"  A1H4B 30 
A1H4B O11    O2  O 0 1 N N N N N N 62.304 -64.835 -34.122 5.583  -4.343 -0.054 O11    A1H4B 31 
A1H4B O12    O3  O 0 1 N N N N N N 62.022 -65.945 -36.021 3.658  -4.359 1.051  O12    A1H4B 32 
A1H4B "O4'"  O4  O 0 1 N N N N N N 54.932 -65.038 -28.646 -2.301 0.632  0.267  "O4'"  A1H4B 33 
A1H4B "O2'"  O5  O 0 1 N N N N N N 53.381 -68.153 -29.341 -4.798 3.142  0.210  "O2'"  A1H4B 34 
A1H4B S1     S1  S 0 1 N N N N N N 57.328 -65.283 -30.804 0.862  0.741  0.560  S1     A1H4B 35 
A1H4B H46    H1  H 0 1 N N N N N N 60.075 -67.573 -35.981 6.331  -1.994 -0.540 H46    A1H4B 36 
A1H4B H47    H2  H 0 1 N N N N N N 56.070 -68.757 -34.143 7.670  -1.016 -1.329 H47    A1H4B 37 
A1H4B H48    H3  H 0 1 N N N N N N 54.803 -70.415 -35.503 9.425  0.396  -2.374 H48    A1H4B 38 
A1H4B H49    H4  H 0 1 N N N N N N 55.972 -71.596 -37.328 9.201  2.846  -2.309 H49    A1H4B 39 
A1H4B "H3'"  H5  H 0 1 N N N N N N 56.407 -67.447 -29.772 -2.594 2.547  2.444  "H3'"  A1H4B 40 
A1H4B H50    H6  H 0 1 N N N N N N 59.552 -69.577 -36.496 5.608  2.587  -0.250 H50    A1H4B 41 
A1H4B H51    H7  H 0 1 N N N N N N 57.507 -68.280 -32.627 4.296  1.616  0.540  H51    A1H4B 42 
A1H4B "H1'"  H8  H 0 1 N N N N N N 53.434 -66.147 -27.835 -3.622 1.416  -1.150 "H1'"  A1H4B 43 
A1H4B H2     H9  H 0 1 N N N N N N 49.244 -65.046 -26.624 -8.049 0.628  -2.841 H2     A1H4B 44 
A1H4B "H4'"  H10 H 0 1 N N N N N N 56.220 -65.955 -27.265 -1.313 2.389  -0.290 "H4'"  A1H4B 45 
A1H4B H8     H11 H 0 1 N N N N N N 53.520 -64.523 -31.399 -3.552 -1.388 1.414  H8     A1H4B 46 
A1H4B "H2'"  H12 H 0 1 N N N N N N 54.392 -66.862 -30.620 -4.606 1.699  1.695  "H2'"  A1H4B 47 
A1H4B "H5'2" H13 H 0 0 N N N N N N 57.149 -64.058 -28.753 -0.039 2.525  1.903  "H5'2" A1H4B 48 
A1H4B "H5'1" H14 H 0 0 N N N N N N 58.166 -65.528 -28.574 -0.740 0.950  2.345  "H5'1" A1H4B 49 
A1H4B H44    H15 H 0 1 N N N N N N 59.540 -66.148 -30.348 1.805  -0.109 2.605  H44    A1H4B 50 
A1H4B H43    H16 H 0 1 N N N N N N 58.312 -67.457 -30.416 2.506  1.466  2.163  H43    A1H4B 51 
A1H4B H45    H17 H 0 1 N N N N N N 60.694 -65.439 -32.309 2.618  -2.156 1.599  H45    A1H4B 52 
A1H4B HN61   H18 H 0 0 N N N N N N 47.688 -62.888 -30.075 -7.595 -3.707 0.135  HN61   A1H4B 53 
A1H4B HN62   H19 H 0 0 N N N N N N 48.998 -62.153 -30.715 -8.882 -3.416 -0.904 HN62   A1H4B 54 
A1H4B "HO3'" H20 H 0 0 N N N N N N 56.698 -68.304 -27.644 -3.259 4.636  1.437  "HO3'" A1H4B 55 
A1H4B H1     H21 H 0 1 N N N N N N 63.011 -64.445 -34.622 5.581  -5.309 -0.028 H1     A1H4B 56 
A1H4B "HO2'" H22 H 0 0 N N N N N N 52.551 -67.942 -29.753 -5.029 3.889  0.778  "HO2'" A1H4B 57 
# 
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 
A1H4B "O3'" "C3'"  SING N N 1  
A1H4B "C3'" "C2'"  SING N N 2  
A1H4B "C3'" "C4'"  SING N N 3  
A1H4B "C4'" "C5'"  SING N N 4  
A1H4B "O4'" "C4'"  SING N N 5  
A1H4B "C5'" S1     SING N N 6  
A1H4B S1    C12    SING N N 7  
A1H4B C12   C7     SING N N 8  
A1H4B C7    C21    DOUB Y N 9  
A1H4B C7    C19    SING Y N 10 
A1H4B C19   C9     DOUB Y N 11 
A1H4B C9    C10    SING N N 12 
A1H4B C13   C9     SING Y N 13 
A1H4B O11   C10    SING N N 14 
A1H4B C10   O12    DOUB N N 15 
A1H4B C14   C13    DOUB Y N 16 
A1H4B C15   C14    SING N N 17 
A1H4B C21   C14    SING Y N 18 
A1H4B C20   C15    DOUB Y N 19 
A1H4B C15   C16    SING Y N 20 
A1H4B C16   C17    DOUB Y N 21 
A1H4B C17   C18    SING Y N 22 
A1H4B C18   N19    DOUB Y N 23 
A1H4B N19   C20    SING Y N 24 
A1H4B "C1'" "O4'"  SING N N 25 
A1H4B N9    "C1'"  SING N N 26 
A1H4B "C2'" "C1'"  SING N N 27 
A1H4B C8    N9     SING Y N 28 
A1H4B N9    C4     SING Y N 29 
A1H4B C4    N3     SING Y N 30 
A1H4B C4    C5     DOUB Y N 31 
A1H4B N3    C2     DOUB Y N 32 
A1H4B C2    N1     SING Y N 33 
A1H4B N1    C6     DOUB Y N 34 
A1H4B C6    C5     SING Y N 35 
A1H4B N6    C6     SING N N 36 
A1H4B C5    N7     SING Y N 37 
A1H4B N7    C8     DOUB Y N 38 
A1H4B "O2'" "C2'"  SING N N 39 
A1H4B C13   H46    SING N N 40 
A1H4B C16   H47    SING N N 41 
A1H4B C17   H48    SING N N 42 
A1H4B C18   H49    SING N N 43 
A1H4B "C3'" "H3'"  SING N N 44 
A1H4B C20   H50    SING N N 45 
A1H4B C21   H51    SING N N 46 
A1H4B "C1'" "H1'"  SING N N 47 
A1H4B C2    H2     SING N N 48 
A1H4B "C4'" "H4'"  SING N N 49 
A1H4B C8    H8     SING N N 50 
A1H4B "C2'" "H2'"  SING N N 51 
A1H4B "C5'" "H5'2" SING N N 52 
A1H4B "C5'" "H5'1" SING N N 53 
A1H4B C12   H44    SING N N 54 
A1H4B C12   H43    SING N N 55 
A1H4B C19   H45    SING N N 56 
A1H4B N6    HN61   SING N N 57 
A1H4B N6    HN62   SING N N 58 
A1H4B "O3'" "HO3'" SING N N 59 
A1H4B O11   H1     SING N N 60 
A1H4B "O2'" "HO2'" SING N N 61 
# 
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 
A1H4B InChI            InChI                1.06  "InChI=1S/C23H22N6O5S/c24-20-17-21(27-10-26-20)29(11-28-17)22-19(31)18(30)16(34-22)9-35-8-12-4-14(6-15(5-12)23(32)33)13-2-1-3-25-7-13/h1-7,10-11,16,18-19,22,30-31H,8-9H2,(H,32,33)(H2,24,26,27)/t16-,18-,19-,22-/m1/s1" 
A1H4B InChIKey         InChI                1.06  BFTUQZBFLLCUQV-WGQQHEPDSA-N                                                                                                                                                                                              
A1H4B SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCc4cc(cc(c4)c5cccnc5)C(O)=O)[C@@H](O)[C@H]3O"                                                                                                                                           
A1H4B SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCc4cc(cc(c4)c5cccnc5)C(O)=O)[CH](O)[CH]3O"                                                                                                                                                 
A1H4B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cnc1)c2cc(cc(c2)C(=O)O)CSC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O"                                                                                                                                         
A1H4B SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cnc1)c2cc(cc(c2)C(=O)O)CSCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O"                                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1H4B 
_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-pyridin-3-yl-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 
A1H4B "Create component" 2024-02-13 PDBE 
A1H4B "Initial release"  2024-02-21 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H4B 
_pdbx_chem_comp_synonyms.name         "3-(((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)thio)methyl)-5-(pyridin-3-yl)benzoic acid" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
