data_A1A3H
# 
_chem_comp.id                                    A1A3H 
_chem_comp.name                                  "(2R)-2-amino-3-(4-{[(R)-{[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]oxy}phenyl)propanoic acid (non-preferred name)" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 N6 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-26 
_chem_comp.pdbx_modified_date                    2025-05-02 
_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                        494.395 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A3H 
_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        9DBJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1A3H C21  C1  C 0 1 Y N N N N N -43.997 -57.444 24.512 5.958  1.258  -0.284 C21  A1A3H 1  
A1A3H C22  C2  C 0 1 N N N N N N -44.224 -57.204 26.008 7.431  1.457  -0.032 C22  A1A3H 2  
A1A3H C23  C3  C 0 1 N N S N N N -42.903 -57.059 26.764 8.026  0.176  0.554  C23  A1A3H 3  
A1A3H C25  C4  C 0 1 N N N N N N -42.204 -55.733 26.468 9.519  0.333  0.691  C25  A1A3H 4  
A1A3H C28  C5  C 0 1 Y N N N N N -44.170 -56.402 23.614 5.527  0.767  -1.502 C28  A1A3H 5  
A1A3H C29  C6  C 0 1 Y N N N N N -43.964 -56.612 22.259 4.178  0.578  -1.733 C29  A1A3H 6  
A1A3H C32  C7  C 0 1 N N S N N N -39.607 -61.484 19.243 -3.320 -2.940 -0.397 C32  A1A3H 7  
A1A3H C02  C8  C 0 1 Y N N N N N -44.416 -62.451 23.188 -8.184 2.033  0.096  C02  A1A3H 8  
A1A3H C04  C9  C 0 1 Y N N N N N -44.279 -61.934 20.941 -8.417 0.455  1.764  C04  A1A3H 9  
A1A3H C06  C10 C 0 1 Y N N N N N -42.293 -62.075 22.150 -6.460 0.412  0.558  C06  A1A3H 10 
A1A3H C07  C11 C 0 1 Y N N N N N -43.013 -62.380 23.291 -6.918 1.501  -0.202 C07  A1A3H 11 
A1A3H C09  C12 C 0 1 Y N N N N N -40.895 -62.344 23.768 -4.952 0.971  -0.950 C09  A1A3H 12 
A1A3H C11  C13 C 0 1 N N R N N N -39.880 -61.779 21.575 -4.338 -0.967 0.545  C11  A1A3H 13 
A1A3H C13  C14 C 0 1 N N S N N N -40.580 -60.637 19.552 -2.465 -1.680 -0.681 C13  A1A3H 14 
A1A3H C14  C15 C 0 1 N N N N N N -40.478 -59.296 18.824 -0.993 -1.956 -0.369 C14  A1A3H 15 
A1A3H C18  C16 C 0 1 Y N N N N N -43.578 -57.860 21.797 3.256  0.880  -0.741 C18  A1A3H 16 
A1A3H C19  C17 C 0 1 Y N N N N N -43.408 -58.901 22.697 3.692  1.372  0.481  C19  A1A3H 17 
A1A3H C20  C18 C 0 1 Y N N N N N -43.615 -58.695 24.054 5.042  1.559  0.707  C20  A1A3H 18 
A1A3H C34  C19 C 0 1 N N N N N N -39.568 -62.484 20.486 -4.712 -2.299 -0.140 C34  A1A3H 19 
A1A3H N01  N1  N 0 1 N N N N N N -45.215 -62.772 24.361 -8.687 3.106  -0.619 N01  A1A3H 20 
A1A3H N03  N2  N 0 1 Y N N N N N -45.000 -62.227 22.015 -8.889 1.479  1.077  N03  A1A3H 21 
A1A3H N05  N3  N 0 1 Y N N N N N -42.961 -61.860 21.004 -7.235 -0.073 1.524  N05  A1A3H 22 
A1A3H N08  N4  N 0 1 Y N N N N N -42.106 -62.540 24.270 -5.950 1.792  -1.104 N08  A1A3H 23 
A1A3H N10  N5  N 0 1 Y N N N N N -40.987 -62.060 22.479 -5.218 0.102  0.067  N10  A1A3H 24 
A1A3H N24  N6  N 0 1 N N N N N N -43.144 -57.173 28.191 7.438  -0.077 1.876  N24  A1A3H 25 
A1A3H O12  O1  O 0 1 N N N N N N -40.415 -60.429 21.065 -2.980 -0.670 0.200  O12  A1A3H 26 
A1A3H O15  O2  O 0 1 N N N N N N -40.734 -58.278 19.761 -0.205 -0.825 -0.746 O15  A1A3H 27 
A1A3H O17  O3  O 0 1 N N N N N N -43.371 -58.075 20.422 1.929  0.695  -0.966 O17  A1A3H 28 
A1A3H O26  O4  O 0 1 N N N N N N -42.251 -54.796 27.308 10.002 0.604  1.765  O26  A1A3H 29 
A1A3H O27  O5  O 0 1 N N N N N N -41.582 -55.572 25.384 10.312 0.172  -0.380 O27  A1A3H 30 
A1A3H O30  O6  O 0 1 N N N N N N -41.846 -55.979 20.166 1.735  -1.043 0.854  O30  A1A3H 31 
A1A3H O31  O7  O 0 1 N N N N N N -42.461 -57.246 18.156 2.084  -1.874 -1.504 O31  A1A3H 32 
A1A3H O33  O8  O 0 1 N N N N N N -38.375 -60.828 19.112 -2.850 -3.632 0.761  O33  A1A3H 33 
A1A3H P16  P1  P 0 1 N N N N N N -42.107 -57.364 19.619 1.393  -0.768 -0.560 P16  A1A3H 34 
A1A3H H221 H1  H 0 0 N N N N N N -44.782 -58.055 26.425 7.931  1.694  -0.971 H221 A1A3H 35 
A1A3H H222 H2  H 0 0 N N N N N N -44.811 -56.283 26.136 7.571  2.279  0.671  H222 A1A3H 36 
A1A3H H231 H3  H 0 0 N N N N N N -42.237 -57.874 26.446 7.808  -0.662 -0.107 H231 A1A3H 37 
A1A3H H281 H4  H 0 0 N N N N N N -44.465 -55.426 23.970 6.244  0.532  -2.274 H281 A1A3H 38 
A1A3H H291 H5  H 0 0 N N N N N N -44.105 -55.800 21.561 3.841  0.195  -2.685 H291 A1A3H 39 
A1A3H H321 H6  H 0 0 N N N N N N -39.838 -62.067 18.339 -3.346 -3.601 -1.263 H321 A1A3H 40 
A1A3H H041 H7  H 0 0 N N N N N N -44.777 -61.753 20.000 -9.023 0.035  2.553  H041 A1A3H 41 
A1A3H H091 H8  H 0 0 N N N N N N -39.973 -62.407 24.327 -4.047 0.978  -1.538 H091 A1A3H 42 
A1A3H H111 H9  H 0 0 N N N N N N -38.979 -61.576 22.173 -4.433 -1.068 1.626  H111 A1A3H 43 
A1A3H H131 H10 H 0 0 N N N N N N -41.574 -61.069 19.362 -2.580 -1.370 -1.720 H131 A1A3H 44 
A1A3H H141 H11 H 0 0 N N N N N N -41.220 -59.253 18.013 -0.876 -2.141 0.699  H141 A1A3H 45 
A1A3H H142 H12 H 0 0 N N N N N N -39.468 -59.174 18.405 -0.661 -2.832 -0.927 H142 A1A3H 46 
A1A3H H191 H13 H 0 0 N N N N N N -43.113 -59.877 22.340 2.977  1.607  1.255  H191 A1A3H 47 
A1A3H H201 H14 H 0 0 N N N N N N -43.479 -59.508 24.752 5.382  1.938  1.659  H201 A1A3H 48 
A1A3H H341 H15 H 0 0 N N N N N N -40.298 -63.294 20.340 -5.235 -2.119 -1.079 H341 A1A3H 49 
A1A3H H342 H16 H 0 0 N N N N N N -38.561 -62.913 20.592 -5.309 -2.923 0.524  H342 A1A3H 50 
A1A3H H012 H17 H 0 0 N N N N N N -46.183 -62.784 24.112 -8.164 3.499  -1.336 H012 A1A3H 51 
A1A3H H011 H18 H 0 0 N N N N N N -44.950 -63.671 24.709 -9.562 3.465  -0.404 H011 A1A3H 52 
A1A3H H242 H19 H 0 0 N N N N N N -42.279 -57.078 28.684 7.767  -0.952 2.257  H242 A1A3H 53 
A1A3H H241 H20 H 0 0 N N N N N N -43.774 -56.453 28.481 7.626  0.686  2.508  H241 A1A3H 54 
A1A3H H2   H22 H 0 1 N N N N N N -41.211 -54.698 25.358 11.263 0.282  -0.243 H2   A1A3H 55 
A1A3H H3   H23 H 0 1 N N N N N N -42.443 -56.332 17.898 1.902  -1.755 -2.446 H3   A1A3H 56 
A1A3H H331 H24 H 0 0 N N N N N N -37.701 -61.460 18.891 -3.356 -4.427 0.977  H331 A1A3H 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 
A1A3H C02 N01  SING N N 1  
A1A3H N03 C02  DOUB Y N 2  
A1A3H C04 N03  SING Y N 3  
A1A3H N05 C04  DOUB Y N 4  
A1A3H C06 N05  SING Y N 5  
A1A3H C07 C06  DOUB Y N 6  
A1A3H N08 C07  SING Y N 7  
A1A3H C09 N08  DOUB Y N 8  
A1A3H N10 C09  SING Y N 9  
A1A3H C11 N10  SING N N 10 
A1A3H O12 C11  SING N N 11 
A1A3H C13 O12  SING N N 12 
A1A3H O15 C14  SING N N 13 
A1A3H P16 O15  SING N N 14 
A1A3H C18 O17  SING N N 15 
A1A3H C19 C18  DOUB Y N 16 
A1A3H C20 C19  SING Y N 17 
A1A3H C21 C20  DOUB Y N 18 
A1A3H C23 C22  SING N N 19 
A1A3H N24 C23  SING N N 20 
A1A3H C25 C23  SING N N 21 
A1A3H O26 C25  DOUB N N 22 
A1A3H O27 C25  SING N N 23 
A1A3H C22 C21  SING N N 24 
A1A3H C28 C21  SING Y N 25 
A1A3H C29 C28  DOUB Y N 26 
A1A3H O17 P16  SING N N 27 
A1A3H O30 P16  DOUB N N 28 
A1A3H O31 P16  SING N N 29 
A1A3H C14 C13  SING N N 30 
A1A3H C32 C13  SING N N 31 
A1A3H O33 C32  SING N N 32 
A1A3H C34 C32  SING N N 33 
A1A3H C02 C07  SING Y N 34 
A1A3H C06 N10  SING Y N 35 
A1A3H C11 C34  SING N N 36 
A1A3H C18 C29  SING Y N 37 
A1A3H C22 H221 SING N N 38 
A1A3H C22 H222 SING N N 39 
A1A3H C23 H231 SING N N 40 
A1A3H C28 H281 SING N N 41 
A1A3H C29 H291 SING N N 42 
A1A3H C32 H321 SING N N 43 
A1A3H C04 H041 SING N N 44 
A1A3H C09 H091 SING N N 45 
A1A3H C11 H111 SING N N 46 
A1A3H C13 H131 SING N N 47 
A1A3H C14 H141 SING N N 48 
A1A3H C14 H142 SING N N 49 
A1A3H C19 H191 SING N N 50 
A1A3H C20 H201 SING N N 51 
A1A3H C34 H341 SING N N 52 
A1A3H C34 H342 SING N N 53 
A1A3H N01 H012 SING N N 54 
A1A3H N01 H011 SING N N 55 
A1A3H N24 H242 SING N N 56 
A1A3H N24 H241 SING N N 57 
A1A3H O27 H2   SING N N 58 
A1A3H O31 H3   SING N N 59 
A1A3H O33 H331 SING N N 60 
# 
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 
A1A3H SMILES           ACDLabs              14.52 "O=C(O)C(N)Cc1ccc(cc1)OP(=O)(O)OCC1OC(CC1O)n1cnc2c(N)ncnc21"                                                                                                                                 
A1A3H InChI            InChI                1.06  "InChI=1S/C19H23N6O8P/c20-12(19(27)28)5-10-1-3-11(4-2-10)33-34(29,30)31-7-14-13(26)6-15(32-14)25-9-24-16-17(21)22-8-23-18(16)25/h1-4,8-9,12-15,26H,5-7,20H2,(H,27,28)(H,29,30)(H2,21,22,23)" 
A1A3H InChIKey         InChI                1.06  FVTPNOGUOYZKIO-UHFFFAOYSA-N                                                                                                                                                                  
A1A3H SMILES_CANONICAL CACTVS               3.385 "N[C@@H](Cc1ccc(O[P](O)(=O)OC[C@@H]2O[C@H](C[C@@H]2O)n3cnc4c(N)ncnc34)cc1)C(O)=O"                                                                                                            
A1A3H SMILES           CACTVS               3.385 "N[CH](Cc1ccc(O[P](O)(=O)OC[CH]2O[CH](C[CH]2O)n3cnc4c(N)ncnc34)cc1)C(O)=O"                                                                                                                   
A1A3H SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[C@@H](C(=O)O)N)OP(=O)(O)OC[C@H]2[C@H](C[C@@H](O2)n3cnc4c3ncnc4N)O"                                                                                                               
A1A3H SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CC(C(=O)O)N)OP(=O)(O)OCC2C(CC(O2)n3cnc4c3ncnc4N)O"                                                                                                                                 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
A1A3H "SYSTEMATIC NAME" ACDLabs              14.52 "(2R)-2-amino-3-(4-{[(R)-{[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]oxy}phenyl)propanoic acid (non-preferred name)" 
A1A3H "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-3-[4-[[(2~{S},3~{S},5~{R})-5-(6-aminopurin-9-yl)-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxyphenyl]-2-azanyl-propanoic 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 
A1A3H "Create component" 2024-08-26 RCSB 
A1A3H "Initial release"  2025-05-07 RCSB 
# 
