data_A1H4C
# 
_chem_comp.id                                    A1H4C 
_chem_comp.name                                  "3-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanylmethyl]-5-(3-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               ADE 
_chem_comp.pdbx_synonyms                         
;5-(((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)thio)methyl)-3'-hydroxy-[1,1'-biphenyl]-3-carboxylic 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                        509.534 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H4C 
_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        8RZD 
_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 
A1H4C C10    C1  C 0 1 N N N N N N 87.817 -20.733 34.942 4.231  -3.718 0.699  C10    A1H4C 1  
A1H4C C13    C2  C 0 1 Y N N N N N 88.475 -18.326 35.159 5.201  -1.498 0.132  C13    A1H4C 2  
A1H4C C14    C3  C 0 1 Y N N N N N 88.605 -17.010 34.706 5.135  -0.109 0.138  C14    A1H4C 3  
A1H4C C15    C4  C 0 1 Y N N N N N 89.222 -16.020 35.645 6.227  0.690  -0.471 C15    A1H4C 4  
A1H4C C16    C5  C 0 1 Y N N N N N 90.259 -16.417 36.515 6.161  2.082  -0.466 C16    A1H4C 5  
A1H4C C17    C6  C 0 1 Y N N N N N 90.838 -15.515 37.411 7.179  2.823  -1.033 C17    A1H4C 6  
A1H4C C18    C7  C 0 1 Y N N N N N 90.386 -14.194 37.460 8.264  2.188  -1.606 C18    A1H4C 7  
A1H4C C19    C8  C 0 1 Y N N N N N 89.352 -13.780 36.612 8.338  0.803  -1.615 C19    A1H4C 8  
A1H4C "C3'"  C9  C 0 1 N N S N N N 86.151 -14.569 29.131 -3.019 2.691  1.375  "C3'"  A1H4C 9  
A1H4C C21    C10 C 0 1 Y N N N N N 88.778 -14.688 35.714 7.324  0.051  -1.044 C21    A1H4C 10 
A1H4C C22    C11 C 0 1 Y N N N N N 88.133 -16.710 33.413 4.039  0.532  0.716  C22    A1H4C 11 
A1H4C "C1'"  C12 C 0 1 N N R N N N 83.963 -13.660 28.957 -3.922 1.024  -0.154 "C1'"  A1H4C 12 
A1H4C C4     C13 C 0 1 Y N N N N N 81.930 -12.109 29.104 -6.000 -0.268 -0.801 C4     A1H4C 13 
A1H4C C2     C14 C 0 1 Y N N N N N 80.978 -10.649 27.709 -7.772 0.027  -2.235 C2     A1H4C 14 
A1H4C "C4'"  C15 C 0 1 N N S N N N 85.149 -15.601 28.563 -1.939 1.864  0.642  "C4'"  A1H4C 15 
A1H4C C6     C16 C 0 1 Y N N N N N 79.977 -10.865 29.794 -7.744 -1.922 -0.998 C6     A1H4C 16 
A1H4C C5     C17 C 0 1 Y N N N N N 80.982 -11.832 30.084 -6.538 -1.505 -0.409 C5     A1H4C 17 
A1H4C C8     C18 C 0 1 Y N N N N N 82.287 -13.292 30.890 -4.700 -1.218 0.705  C8     A1H4C 18 
A1H4C "C2'"  C19 C 0 1 N N R N N N 85.286 -13.431 29.693 -4.353 2.125  0.839  "C2'"  A1H4C 19 
A1H4C "C5'"  C20 C 0 1 N N N N N N 85.105 -16.971 29.267 -0.761 1.580  1.576  "C5'"  A1H4C 20 
A1H4C C3     C21 C 0 1 N N N N N N 87.052 -17.415 31.200 1.841  0.492  1.906  C3     A1H4C 21 
A1H4C C7     C22 C 0 1 Y N N N N N 87.557 -17.711 32.607 3.021  -0.209 1.283  C7     A1H4C 22 
A1H4C C1     C23 C 0 1 Y N N N N N 87.457 -19.016 33.092 3.079  -1.588 1.282  C1     A1H4C 23 
A1H4C C9     C24 C 0 1 Y N N N N N 87.915 -19.344 34.378 4.171  -2.242 0.706  C9     A1H4C 24 
A1H4C N9     N1  N 0 1 Y N N N N N 82.755 -13.065 29.644 -4.840 -0.116 -0.085 N9     A1H4C 25 
A1H4C N3     N2  N 0 1 Y N N N N N 81.977 -11.542 27.873 -6.645 0.458  -1.709 N3     A1H4C 26 
A1H4C N1     N3  N 0 1 Y N N N N N 79.996 -10.278 28.560 -8.316 -1.128 -1.898 N1     A1H4C 27 
A1H4C N6     N4  N 0 1 N N N N N N 78.969 -10.498 30.694 -8.321 -3.131 -0.652 N6     A1H4C 28 
A1H4C N7     N5  N 0 1 Y N N N N N 81.219 -12.573 31.179 -5.696 -2.032 0.513  N7     A1H4C 29 
A1H4C "O3'"  O1  O 0 1 N N N N N N 87.075 -14.155 28.140 -2.895 4.077  1.050  "O3'"  A1H4C 30 
A1H4C O11    O2  O 0 1 N N N N N N 87.494 -21.673 34.172 5.285  -4.347 0.144  O11    A1H4C 31 
A1H4C O12    O3  O 0 1 N N N N N N 88.070 -20.873 36.166 3.332  -4.365 1.199  O12    A1H4C 32 
A1H4C O20    O4  O 0 1 N N N N N N 88.899 -12.486 36.650 9.407  0.182  -2.180 O20    A1H4C 33 
A1H4C "O4'"  O5  O 0 1 N N N N N N 83.860 -15.040 28.808 -2.601 0.633  0.279  "O4'"  A1H4C 34 
A1H4C "O2'"  O6  O 0 1 N N N N N N 85.740 -12.095 29.488 -5.095 3.145  0.166  "O2'"  A1H4C 35 
A1H4C S1     S1  S 0 1 N N N N N N 85.288 -16.945 31.076 0.554  0.739  0.651  S1     A1H4C 36 
A1H4C H47    H1  H 0 1 N N N N N N 88.821 -18.568 36.153 6.046  -1.998 -0.318 H47    A1H4C 37 
A1H4C H48    H2  H 0 1 N N N N N N 90.612 -17.437 36.488 5.314  2.581  -0.020 H48    A1H4C 38 
A1H4C H49    H3  H 0 1 N N N N N N 91.634 -15.839 38.065 7.126  3.902  -1.028 H49    A1H4C 39 
A1H4C H50    H4  H 0 1 N N N N N N 90.833 -13.494 38.150 9.058  2.773  -2.049 H50    A1H4C 40 
A1H4C "H3'"  H5  H 0 1 N N N N N N 86.688 -15.039 29.968 -2.947 2.543  2.453  "H3'"  A1H4C 41 
A1H4C H52    H6  H 0 1 N N N N N N 87.981 -14.360 35.064 7.380  -1.027 -1.050 H52    A1H4C 42 
A1H4C H53    H7  H 0 1 N N N N N N 88.214 -15.701 33.036 3.987  1.611  0.720  H53    A1H4C 43 
A1H4C "H1'"  H8  H 0 1 N N N N N N 84.050 -13.192 27.965 -3.886 1.421  -1.169 "H1'"  A1H4C 44 
A1H4C H2     H9  H 0 1 N N N N N N 80.961 -10.154 26.749 -8.270 0.641  -2.971 H2     A1H4C 45 
A1H4C "H4'"  H10 H 0 1 N N N N N N 85.329 -15.740 27.487 -1.598 2.391  -0.249 "H4'"  A1H4C 46 
A1H4C H8     H11 H 0 1 N N N N N N 82.740 -13.990 31.579 -3.882 -1.389 1.390  H8     A1H4C 47 
A1H4C "H2'"  H12 H 0 1 N N N N N N 85.125 -13.613 30.766 -4.941 1.698  1.652  "H2'"  A1H4C 48 
A1H4C "H5'2" H13 H 0 0 N N N N N N 84.137 -17.438 29.034 -0.380 2.520  1.976  "H5'2" A1H4C 49 
A1H4C "H5'1" H14 H 0 0 N N N N N N 85.918 -17.587 28.855 -1.092 0.944  2.397  "H5'1" A1H4C 50 
A1H4C H45    H15 H 0 1 N N N N N N 87.206 -18.316 30.589 1.444  -0.117 2.718  H45    A1H4C 51 
A1H4C H44    H16 H 0 1 N N N N N N 87.652 -16.588 30.792 2.157  1.459  2.297  H44    A1H4C 52 
A1H4C H46    H17 H 0 1 N N N N N N 87.021 -19.784 32.470 2.280  -2.162 1.727  H46    A1H4C 53 
A1H4C HN61   H18 H 0 0 N N N N N N 78.375 -9.815  30.269 -7.893 -3.702 0.005  HN61   A1H4C 54 
A1H4C HN62   H19 H 0 0 N N N N N N 78.430 -11.304 30.937 -9.154 -3.407 -1.066 HN62   A1H4C 55 
A1H4C "HO3'" H20 H 0 0 N N N N N N 87.574 -14.905 27.838 -3.585 4.634  1.435  "HO3'" A1H4C 56 
A1H4C H1     H21 H 0 1 N N N N N N 87.473 -22.489 34.659 5.281  -5.314 0.167  H1     A1H4C 57 
A1H4C H51    H22 H 0 1 N N N N N N 88.201 -12.376 36.015 10.137 0.020  -1.567 H51    A1H4C 58 
A1H4C "HO2'" H23 H 0 0 N N N N N N 85.124 -11.487 29.879 -5.339 3.891  0.730  "HO2'" A1H4C 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 
A1H4C "O3'" "C3'"  SING N N 1  
A1H4C "C3'" "C2'"  SING N N 2  
A1H4C "C3'" "C4'"  SING N N 3  
A1H4C "C4'" "C5'"  SING N N 4  
A1H4C "O4'" "C4'"  SING N N 5  
A1H4C "C5'" S1     SING N N 6  
A1H4C S1    C3     SING N N 7  
A1H4C C3    C7     SING N N 8  
A1H4C C7    C22    DOUB Y N 9  
A1H4C C7    C1     SING Y N 10 
A1H4C C1    C9     DOUB Y N 11 
A1H4C C9    C10    SING N N 12 
A1H4C C13   C9     SING Y N 13 
A1H4C O11   C10    SING N N 14 
A1H4C C10   O12    DOUB N N 15 
A1H4C C14   C13    DOUB Y N 16 
A1H4C C15   C14    SING N N 17 
A1H4C C22   C14    SING Y N 18 
A1H4C C21   C15    DOUB Y N 19 
A1H4C C15   C16    SING Y N 20 
A1H4C C16   C17    DOUB Y N 21 
A1H4C C17   C18    SING Y N 22 
A1H4C C18   C19    DOUB Y N 23 
A1H4C O20   C19    SING N N 24 
A1H4C C19   C21    SING Y N 25 
A1H4C "C1'" "O4'"  SING N N 26 
A1H4C N9    "C1'"  SING N N 27 
A1H4C "C2'" "C1'"  SING N N 28 
A1H4C C8    N9     SING Y N 29 
A1H4C N9    C4     SING Y N 30 
A1H4C C4    N3     SING Y N 31 
A1H4C C4    C5     DOUB Y N 32 
A1H4C N3    C2     DOUB Y N 33 
A1H4C C2    N1     SING Y N 34 
A1H4C N1    C6     DOUB Y N 35 
A1H4C C6    C5     SING Y N 36 
A1H4C N6    C6     SING N N 37 
A1H4C C5    N7     SING Y N 38 
A1H4C N7    C8     DOUB Y N 39 
A1H4C "O2'" "C2'"  SING N N 40 
A1H4C C13   H47    SING N N 41 
A1H4C C16   H48    SING N N 42 
A1H4C C17   H49    SING N N 43 
A1H4C C18   H50    SING N N 44 
A1H4C "C3'" "H3'"  SING N N 45 
A1H4C C21   H52    SING N N 46 
A1H4C C22   H53    SING N N 47 
A1H4C "C1'" "H1'"  SING N N 48 
A1H4C C2    H2     SING N N 49 
A1H4C "C4'" "H4'"  SING N N 50 
A1H4C C8    H8     SING N N 51 
A1H4C "C2'" "H2'"  SING N N 52 
A1H4C "C5'" "H5'2" SING N N 53 
A1H4C "C5'" "H5'1" SING N N 54 
A1H4C C3    H45    SING N N 55 
A1H4C C3    H44    SING N N 56 
A1H4C C1    H46    SING N N 57 
A1H4C N6    HN61   SING N N 58 
A1H4C N6    HN62   SING N N 59 
A1H4C "O3'" "HO3'" SING N N 60 
A1H4C O11   H1     SING N N 61 
A1H4C O20   H51    SING N N 62 
A1H4C "O2'" "HO2'" 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 
A1H4C 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)9-36-8-12-4-14(6-15(5-12)24(33)34)13-2-1-3-16(30)7-13/h1-7,10-11,17,19-20,23,30-32H,8-9H2,(H,33,34)(H2,25,26,27)/t17-,19-,20-,23-/m1/s1" 
A1H4C InChIKey         InChI                1.06  AZOYKQRHBFYEDX-ZDXOVATRSA-N                                                                                                                                                                                                 
A1H4C SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCc4cc(cc(c4)c5cccc(O)c5)C(O)=O)[C@@H](O)[C@H]3O"                                                                                                                                           
A1H4C SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCc4cc(cc(c4)c5cccc(O)c5)C(O)=O)[CH](O)[CH]3O"                                                                                                                                                 
A1H4C SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)O)c2cc(cc(c2)C(=O)O)CSC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O"                                                                                                                                         
A1H4C SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)O)c2cc(cc(c2)C(=O)O)CSCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O"                                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1H4C 
_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-(3-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 
A1H4C "Create component" 2024-02-13 PDBE 
A1H4C "Initial release"  2024-02-21 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H4C 
_pdbx_chem_comp_synonyms.name         
;5-(((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)thio)methyl)-3'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid
;
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
