data_A1H3C
# 
_chem_comp.id                                    A1H3C 
_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-phenyl-benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H23 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                        493.535 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H3C 
_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        8RV4 
_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 
A1H3C C1  C1  C 0 1 N N S N N N 85.298 -13.418 29.607 4.435   -2.016 0.474  C1  A1H3C 1  
A1H3C C11 C2  C 0 1 Y N N N N N 81.891 -12.237 29.043 5.675   0.921  -0.451 C11 A1H3C 2  
A1H3C C12 C3  C 0 1 Y N N N N N 80.893 -11.977 30.026 5.745   2.187  0.154  C12 A1H3C 3  
A1H3C C14 C4  C 0 1 Y N N N N N 82.236 -13.420 30.857 3.831   1.319  0.690  C14 A1H3C 4  
A1H3C C16 C5  C 0 1 Y N N N N N 80.960 -10.791 27.602 7.767   1.253  -1.345 C16 A1H3C 5  
A1H3C C18 C6  C 0 1 Y N N N N N 79.887 -11.031 29.658 6.904   2.956  -0.047 C18 A1H3C 6  
A1H3C C2  C7  C 0 1 N N R N N N 86.173 -14.558 29.052 3.341   -3.100 0.327  C2  A1H3C 7  
A1H3C C20 C8  C 0 1 N N N N N N 86.911 -17.075 31.264 -1.809  -1.991 1.260  C20 A1H3C 8  
A1H3C C21 C9  C 0 1 Y N N N N N 87.436 -18.253 32.080 -3.111  -1.392 0.795  C21 A1H3C 9  
A1H3C C22 C10 C 0 1 Y N N N N N 86.640 -18.821 33.079 -3.996  -2.159 0.056  C22 A1H3C 10 
A1H3C C23 C11 C 0 1 Y N N N N N 87.086 -19.908 33.858 -5.193  -1.624 -0.376 C23 A1H3C 11 
A1H3C C24 C12 C 0 1 Y N N N N N 88.358 -20.487 33.681 -5.518  -0.306 -0.070 C24 A1H3C 12 
A1H3C C25 C13 C 0 1 Y N N N N N 89.190 -19.896 32.650 -4.620  0.474  0.682  C25 A1H3C 13 
A1H3C C26 C14 C 0 1 Y N N N N N 88.715 -18.801 31.879 -3.417  -0.085 1.114  C26 A1H3C 14 
A1H3C C27 C15 C 0 1 N N N N N N 90.587 -20.331 32.266 -4.950  1.873  1.015  C27 A1H3C 15 
A1H3C C3  C16 C 0 1 N N S N N N 85.151 -15.552 28.457 2.122   -2.335 -0.224 C3  A1H3C 16 
A1H3C C30 C17 C 0 1 Y N N N N N 88.670 -21.629 34.599 -6.802  0.273  -0.532 C30 A1H3C 17 
A1H3C C31 C18 C 0 1 Y N N N N N 89.290 -22.827 34.166 -6.807  1.411  -1.336 C31 A1H3C 18 
A1H3C C32 C19 C 0 1 Y N N N N N 89.571 -23.889 35.056 -8.005  1.945  -1.764 C32 A1H3C 19 
A1H3C C33 C20 C 0 1 Y N N N N N 89.227 -23.784 36.417 -9.200  1.353  -1.396 C33 A1H3C 20 
A1H3C C34 C21 C 0 1 Y N N N N N 88.604 -22.610 36.876 -9.201  0.223  -0.598 C34 A1H3C 21 
A1H3C C35 C22 C 0 1 Y N N N N N 88.328 -21.549 35.978 -8.009  -0.324 -0.169 C35 A1H3C 22 
A1H3C C5  C23 C 0 1 N N R N N N 83.959 -13.707 28.907 3.929   -0.911 -0.488 C5  A1H3C 23 
A1H3C C9  C24 C 0 1 N N N N N N 85.382 -17.003 28.894 0.936   -2.489 0.731  C9  A1H3C 24 
A1H3C N13 N1  N 0 1 Y N N N N N 81.146 -12.748 31.152 4.588   2.367  0.835  N13 A1H3C 25 
A1H3C N15 N2  N 0 1 Y N N N N N 81.966 -11.653 27.802 6.701   0.498  -1.183 N15 A1H3C 26 
A1H3C N17 N3  N 0 1 Y N N N N N 79.954 -10.457 28.424 7.876   2.451  -0.799 N17 A1H3C 27 
A1H3C N19 N4  N 0 1 N N N N N N 78.879 -10.684 30.474 7.029   4.210  0.523  N19 A1H3C 28 
A1H3C N8  N5  N 0 1 Y N N N N N 82.752 -13.160 29.603 4.458   0.398  -0.096 N8  A1H3C 29 
A1H3C O28 O1  O 0 1 N N N N N N 91.584 -19.687 32.683 -4.036  2.654  1.623  O28 A1H3C 30 
A1H3C O29 O2  O 0 1 N N N N N N 90.709 -21.319 31.498 -6.045  2.320  0.740  O29 A1H3C 31 
A1H3C O4  O3  O 0 1 N N N N N N 83.884 -15.088 28.920 2.495   -0.950 -0.321 O4  A1H3C 32 
A1H3C O6  O4  O 0 1 N N N N N N 87.091 -14.154 28.047 3.757   -4.109 -0.595 O6  A1H3C 33 
A1H3C O7  O5  O 0 1 N N N N N N 85.835 -12.126 29.374 5.707   -2.514 0.053  O7  A1H3C 34 
A1H3C S10 S1  S 0 1 N N N N N N 85.195 -17.173 30.690 -0.531  -1.710 0.003  S10 A1H3C 35 
A1H3C H36 H1  H 0 1 N N N N N N 85.165 -13.579 30.687 4.483   -1.647 1.499  H36 A1H3C 36 
A1H3C H44 H2  H 0 1 N N N N N N 82.692 -14.120 31.541 2.852   1.196  1.128  H44 A1H3C 37 
A1H3C H45 H3  H 0 1 N N N N N N 80.959 -10.295 26.643 8.583   0.879  -1.945 H45 A1H3C 38 
A1H3C H37 H4  H 0 1 N N N N N N 86.700 -15.044 29.887 3.108   -3.541 1.297  H37 A1H3C 39 
A1H3C H48 H5  H 0 1 N N N N N N 87.553 -16.974 30.376 -1.506  -1.522 2.196  H48 A1H3C 40 
A1H3C H49 H6  H 0 1 N N N N N N 87.002 -16.173 31.887 -1.936  -3.062 1.415  H49 A1H3C 41 
A1H3C H50 H7  H 0 1 N N N N N N 85.655 -18.416 33.259 -3.748  -3.182 -0.185 H50 A1H3C 42 
A1H3C H51 H8  H 0 1 N N N N N N 86.430 -20.310 34.616 -5.878  -2.228 -0.953 H51 A1H3C 43 
A1H3C H52 H9  H 0 1 N N N N N N 89.354 -18.378 31.118 -2.724  0.505  1.695  H52 A1H3C 44 
A1H3C H38 H10 H 0 1 N N N N N N 85.202 -15.497 27.360 1.857   -2.720 -1.208 H38 A1H3C 45 
A1H3C H53 H11 H 0 1 N N N N N N 89.556 -22.932 33.125 -5.875  1.875  -1.623 H53 A1H3C 46 
A1H3C H54 H12 H 0 1 N N N N N N 90.051 -24.784 34.690 -8.011  2.828  -2.387 H54 A1H3C 47 
A1H3C H55 H13 H 0 1 N N N N N N 89.439 -24.594 37.099 -10.136 1.775  -1.732 H55 A1H3C 48 
A1H3C H56 H14 H 0 1 N N N N N N 88.335 -22.516 37.918 -10.137 -0.235 -0.313 H56 A1H3C 49 
A1H3C H57 H15 H 0 1 N N N N N N 87.846 -20.657 36.350 -8.011  -1.206 0.454  H57 A1H3C 50 
A1H3C H39 H16 H 0 1 N N N N N N 84.000 -13.319 27.879 4.202   -1.143 -1.517 H39 A1H3C 51 
A1H3C H43 H17 H 0 1 N N N N N N 84.649 -17.652 28.392 0.740   -3.547 0.900  H43 A1H3C 52 
A1H3C H42 H18 H 0 1 N N N N N N 86.399 -17.308 28.607 1.170   -2.007 1.681  H42 A1H3C 53 
A1H3C H47 H19 H 0 1 N N N N N N 78.295 -10.013 30.017 6.312   4.569  1.070  H47 A1H3C 54 
A1H3C H46 H20 H 0 1 N N N N N N 78.340 -11.495 30.701 7.833   4.732  0.377  H46 A1H3C 55 
A1H3C H1  H21 H 0 1 N N N N N N 92.379 -20.068 32.329 -4.299  3.563  1.821  H1  A1H3C 56 
A1H3C H40 H22 H 0 1 N N N N N N 87.593 -14.906 27.755 4.555   -4.583 -0.326 H40 A1H3C 57 
A1H3C H41 H23 H 0 1 N N N N N N 85.252 -11.470 29.738 6.025   -3.267 0.570  H41 A1H3C 58 
# 
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 
A1H3C C1  C2  SING N N 1  
A1H3C C1  C5  SING N N 2  
A1H3C O7  C1  SING N N 3  
A1H3C C2  C3  SING N N 4  
A1H3C O6  C2  SING N N 5  
A1H3C O4  C3  SING N N 6  
A1H3C C3  C9  SING N N 7  
A1H3C C5  O4  SING N N 8  
A1H3C N8  C5  SING N N 9  
A1H3C C11 N8  SING Y N 10 
A1H3C C14 N8  SING Y N 11 
A1H3C C9  S10 SING N N 12 
A1H3C S10 C20 SING N N 13 
A1H3C C11 C12 DOUB Y N 14 
A1H3C N15 C11 SING Y N 15 
A1H3C C12 N13 SING Y N 16 
A1H3C C12 C18 SING Y N 17 
A1H3C N13 C14 DOUB Y N 18 
A1H3C C16 N15 DOUB Y N 19 
A1H3C N17 C16 SING Y N 20 
A1H3C C18 N17 DOUB Y N 21 
A1H3C N19 C18 SING N N 22 
A1H3C C20 C21 SING N N 23 
A1H3C C21 C22 DOUB Y N 24 
A1H3C C21 C26 SING Y N 25 
A1H3C C22 C23 SING Y N 26 
A1H3C C23 C24 DOUB Y N 27 
A1H3C C24 C25 SING Y N 28 
A1H3C C30 C24 SING N N 29 
A1H3C C26 C25 DOUB Y N 30 
A1H3C C25 C27 SING N N 31 
A1H3C O28 C27 SING N N 32 
A1H3C C27 O29 DOUB N N 33 
A1H3C C30 C31 DOUB Y N 34 
A1H3C C35 C30 SING Y N 35 
A1H3C C31 C32 SING Y N 36 
A1H3C C32 C33 DOUB Y N 37 
A1H3C C33 C34 SING Y N 38 
A1H3C C34 C35 DOUB Y N 39 
A1H3C C1  H36 SING N N 40 
A1H3C C14 H44 SING N N 41 
A1H3C C16 H45 SING N N 42 
A1H3C C2  H37 SING N N 43 
A1H3C C20 H48 SING N N 44 
A1H3C C20 H49 SING N N 45 
A1H3C C22 H50 SING N N 46 
A1H3C C23 H51 SING N N 47 
A1H3C C26 H52 SING N N 48 
A1H3C C3  H38 SING N N 49 
A1H3C C31 H53 SING N N 50 
A1H3C C32 H54 SING N N 51 
A1H3C C33 H55 SING N N 52 
A1H3C C34 H56 SING N N 53 
A1H3C C35 H57 SING N N 54 
A1H3C C5  H39 SING N N 55 
A1H3C C9  H43 SING N N 56 
A1H3C C9  H42 SING N N 57 
A1H3C N19 H47 SING N N 58 
A1H3C N19 H46 SING N N 59 
A1H3C O28 H1  SING N N 60 
A1H3C O6  H40 SING N N 61 
A1H3C O7  H41 SING N N 62 
# 
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 
A1H3C InChI            InChI                1.06  "InChI=1S/C24H23N5O5S/c25-21-18-22(27-11-26-21)29(12-28-18)23-20(31)19(30)17(34-23)10-35-9-13-6-7-15(16(8-13)24(32)33)14-4-2-1-3-5-14/h1-8,11-12,17,19-20,23,30-31H,9-10H2,(H,32,33)(H2,25,26,27)" 
A1H3C InChIKey         InChI                1.06  UYWKUMPLJFKERM-UHFFFAOYSA-N                                                                                                                                                                        
A1H3C SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCc4ccc(c5ccccc5)c(c4)C(O)=O)[C@H](O)[C@@H]3O"                                                                                                                     
A1H3C SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCc4ccc(c5ccccc5)c(c4)C(O)=O)[CH](O)[CH]3O"                                                                                                                           
A1H3C SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2ccc(cc2C(=O)O)CSC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O"                                                                                                                     
A1H3C SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2ccc(cc2C(=O)O)CSCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O"                                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           A1H3C 
_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-phenyl-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 
A1H3C "Create component" 2024-02-01 PDBE 
A1H3C "Initial release"  2024-02-14 RCSB 
# 
