data_A1A05
# 
_chem_comp.id                                    A1A05 
_chem_comp.name                                  "{[(6-{4-[(1R)-2,2-difluorocyclopropyl]phenyl}thieno[2,3-d]pyrimidin-4-yl)amino]methylene}bis(phosphonic acid)" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H15 F2 N3 O6 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-05 
_chem_comp.pdbx_modified_date                    2025-10-24 
_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                        477.316 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A05 
_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        9CZ4 
_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 
A1A05 C4  C1  C 0 1 Y N N N N N -3.531 66.771 39.225 2.144  1.153  -0.431 C4  A1A05 1  
A1A05 C5  C2  C 0 1 Y N N N N N -3.802 68.094 39.132 0.749  1.419  -0.419 C5  A1A05 2  
A1A05 C6  C3  C 0 1 Y N N N N N -5.096 68.484 39.216 0.346  2.757  -0.474 C6  A1A05 3  
A1A05 N1  N1  N 0 1 Y N N N N N -6.094 67.595 39.396 1.279  3.716  -0.535 N1  A1A05 4  
A1A05 N3  N2  N 0 1 Y N N N N N -4.488 65.829 39.402 2.990  2.171  -0.487 N3  A1A05 5  
A1A05 OAU O1  O 0 1 N N N N N N -1.144 63.531 41.309 4.489  1.550  1.577  OAU A1A05 6  
A1A05 PAS P1  P 0 1 N N N N N N -0.809 65.058 40.763 4.752  -0.004 1.250  PAS A1A05 7  
A1A05 OAV O2  O 0 1 N N N N N N -1.422 66.133 41.598 6.208  -0.268 1.243  OAV A1A05 8  
A1A05 OAW O3  O 0 1 N N N N N N 0.646  65.146 40.473 4.047  -0.915 2.375  OAW A1A05 9  
A1A05 CAR C4  C 0 1 N N N N N N -1.751 65.075 39.222 4.054  -0.408 -0.385 CAR A1A05 10 
A1A05 PAT P2  P 0 1 N N N N N N -0.720 64.709 37.772 4.351  -2.168 -0.755 PAT A1A05 11 
A1A05 OAX O4  O 0 1 N N N N N N -1.428 63.382 37.268 3.735  -2.525 -2.198 OAX A1A05 12 
A1A05 OAZ O5  O 0 1 N N N N N N -0.915 65.752 36.746 5.936  -2.455 -0.762 OAZ A1A05 13 
A1A05 OAY O6  O 0 1 N N N N N N 0.660  64.363 38.188 3.703  -3.006 0.279  OAY A1A05 14 
A1A05 NAJ N3  N 0 1 N N N N N N -2.237 66.443 39.112 2.612  -0.147 -0.378 NAJ A1A05 15 
A1A05 C2  C5  C 0 1 Y N N N N N -5.821 66.229 39.497 2.557  3.417  -0.544 C2  A1A05 16 
A1A05 SAE S1  S 0 1 Y N N N N N -5.118 70.134 39.052 -1.409 2.851  -0.448 SAE A1A05 17 
A1A05 CAC C6  C 0 1 Y N N N N N -2.934 69.137 38.950 -0.377 0.512  -0.357 CAC A1A05 18 
A1A05 CAD C7  C 0 1 Y N N N N N -3.516 70.331 38.890 -1.570 1.107  -0.364 CAD A1A05 19 
A1A05 CAK C8  C 0 1 Y N N N N N -2.899 71.512 38.693 -2.862 0.389  -0.309 CAK A1A05 20 
A1A05 CAP C9  C 0 1 Y N N N N N -3.274 72.299 37.594 -4.061 1.103  -0.322 CAP A1A05 21 
A1A05 CAO C10 C 0 1 Y N N N N N -2.694 73.532 37.314 -5.263 0.427  -0.270 CAO A1A05 22 
A1A05 CAL C11 C 0 1 Y N N N N N -1.895 71.993 39.531 -2.887 -1.005 -0.249 CAL A1A05 23 
A1A05 CAM C12 C 0 1 Y N N N N N -1.313 73.240 39.258 -4.095 -1.668 -0.198 CAM A1A05 24 
A1A05 CAN C13 C 0 1 Y N N N N N -1.699 74.012 38.158 -5.280 -0.955 -0.206 CAN A1A05 25 
A1A05 CAQ C14 C 0 1 N N R N N N -1.046 75.243 37.971 -6.597 -1.686 -0.149 CAQ A1A05 26 
A1A05 CBA C15 C 0 1 N N N N N N -1.553 76.353 37.100 -7.762 -0.990 0.557  CBA A1A05 27 
A1A05 FBC F1  F 0 1 N N N N N N -2.644 76.183 36.368 -7.524 0.277  1.100  FBC A1A05 28 
A1A05 FBD F2  F 0 1 N N N N N N -0.834 77.054 36.729 -8.659 -1.793 1.269  FBD A1A05 29 
A1A05 CBB C16 C 0 1 N N N N N N -1.750 76.439 38.531 -7.757 -1.117 -0.968 CBB A1A05 30 
A1A05 H1  H1  H 0 1 N N N N N N -1.687 63.584 42.087 3.554  1.795  1.597  H1  A1A05 31 
A1A05 H3  H2  H 0 1 N N N N N N 0.810  64.861 39.582 4.370  -0.754 3.272  H3  A1A05 32 
A1A05 HAR H3  H 0 1 N N N N N N -2.553 64.324 39.286 4.531  0.209  -1.146 HAR A1A05 33 
A1A05 H4  H4  H 0 1 N N N N N N -0.823 62.653 37.339 4.114  -2.012 -2.925 H4  A1A05 34 
A1A05 H5  H5  H 0 1 N N N N N N -0.070 66.086 36.469 6.168  -3.374 -0.952 H5  A1A05 35 
A1A05 HAJ H6  H 0 1 N N N N N N -1.759 66.963 39.820 1.986  -0.887 -0.337 HAJ A1A05 36 
A1A05 H2  H7  H 0 1 N N N N N N -6.613 65.509 39.643 3.280  4.219  -0.589 H2  A1A05 37 
A1A05 HAC H8  H 0 1 N N N N N N -1.866 69.001 38.863 -0.261 -0.561 -0.310 HAC A1A05 38 
A1A05 HAP H9  H 0 1 N N N N N N -4.047 71.931 36.936 -4.048 2.182  -0.372 HAP A1A05 39 
A1A05 HAO H10 H 0 1 N N N N N N -3.011 74.106 36.456 -6.192 0.978  -0.280 HAO A1A05 40 
A1A05 HAL H11 H 0 1 N N N N N N -1.569 71.412 40.381 -1.962 -1.563 -0.244 HAL A1A05 41 
A1A05 HAM H12 H 0 1 N N N N N N -0.544 73.615 39.917 -4.116 -2.747 -0.152 HAM A1A05 42 
A1A05 HAQ H13 H 0 1 N N N N N N 0.044  75.243 38.121 -6.529 -2.770 -0.059 HAQ A1A05 43 
A1A05 HBB H14 H 0 1 N N N N N N -2.761 76.331 38.951 -7.568 -0.213 -1.548 HBB A1A05 44 
A1A05 H2L H15 H 0 1 N N N N N N -1.187 77.180 39.117 -8.453 -1.826 -1.416 H2L A1A05 45 
# 
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 
A1A05 PAS OAU SING N N 1  
A1A05 PAS OAV DOUB N N 2  
A1A05 PAS OAW SING N N 3  
A1A05 PAS CAR SING N N 4  
A1A05 PAT CAR SING N N 5  
A1A05 CAR NAJ SING N N 6  
A1A05 PAT OAX SING N N 7  
A1A05 PAT OAZ SING N N 8  
A1A05 PAT OAY DOUB N N 9  
A1A05 C4  NAJ SING N N 10 
A1A05 C4  N3  DOUB Y N 11 
A1A05 C4  C5  SING Y N 12 
A1A05 C2  N3  SING Y N 13 
A1A05 C2  N1  DOUB Y N 14 
A1A05 C6  N1  SING Y N 15 
A1A05 C6  SAE SING Y N 16 
A1A05 C6  C5  DOUB Y N 17 
A1A05 CAD SAE SING Y N 18 
A1A05 C5  CAC SING Y N 19 
A1A05 CAD CAC DOUB Y N 20 
A1A05 CAD CAK SING N N 21 
A1A05 CAK CAP SING Y N 22 
A1A05 CAK CAL DOUB Y N 23 
A1A05 CAP CAO DOUB Y N 24 
A1A05 CAN CAO SING Y N 25 
A1A05 CAL CAM SING Y N 26 
A1A05 CAN CAM DOUB Y N 27 
A1A05 CAQ CAN SING N N 28 
A1A05 CBA CAQ SING N N 29 
A1A05 CAQ CBB SING N N 30 
A1A05 CBA FBC SING N N 31 
A1A05 CBA FBD SING N N 32 
A1A05 CBA CBB SING N N 33 
A1A05 OAU H1  SING N N 34 
A1A05 OAW H3  SING N N 35 
A1A05 CAR HAR SING N N 36 
A1A05 OAX H4  SING N N 37 
A1A05 OAZ H5  SING N N 38 
A1A05 NAJ HAJ SING N N 39 
A1A05 C2  H2  SING N N 40 
A1A05 CAC HAC SING N N 41 
A1A05 CAP HAP SING N N 42 
A1A05 CAO HAO SING N N 43 
A1A05 CAL HAL SING N N 44 
A1A05 CAM HAM SING N N 45 
A1A05 CAQ HAQ SING N N 46 
A1A05 CBB HBB SING N N 47 
A1A05 CBB H2L SING N N 48 
# 
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 
A1A05 SMILES           ACDLabs              12.01 "O=P(O)(O)C(Nc1ncnc2sc(cc12)c1ccc(cc1)C1CC1(F)F)P(=O)(O)O"                                                                                                                       
A1A05 InChI            InChI                1.06  "InChI=1S/C16H15F2N3O6P2S/c17-16(18)6-11(16)8-1-3-9(4-2-8)12-5-10-13(19-7-20-14(10)30-12)21-15(28(22,23)24)29(25,26)27/h1-5,7,11,15H,6H2,(H,19,20,21)(H2,22,23,24)(H2,25,26,27)" 
A1A05 InChIKey         InChI                1.06  VVDXYOLRKZUNHL-UHFFFAOYSA-N                                                                                                                                                      
A1A05 SMILES_CANONICAL CACTVS               3.385 "O[P](O)(=O)C(Nc1ncnc2sc(cc12)c3ccc(cc3)[C@H]4CC4(F)F)[P](O)(O)=O"                                                                                                               
A1A05 SMILES           CACTVS               3.385 "O[P](O)(=O)C(Nc1ncnc2sc(cc12)c3ccc(cc3)[CH]4CC4(F)F)[P](O)(O)=O"                                                                                                                
A1A05 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1c2cc3c(ncnc3s2)NC(P(=O)(O)O)P(=O)(O)O)[C@@H]4CC4(F)F"                                                                                                                  
A1A05 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1c2cc3c(ncnc3s2)NC(P(=O)(O)O)P(=O)(O)O)C4CC4(F)F"                                                                                                                       
# 
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 
A1A05 "SYSTEMATIC NAME" ACDLabs              12.01 "{[(6-{4-[(1R)-2,2-difluorocyclopropyl]phenyl}thieno[2,3-d]pyrimidin-4-yl)amino]methylene}bis(phosphonic acid)"             
A1A05 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[[[6-[4-[(1~{S})-2,2-bis(fluoranyl)cyclopropyl]phenyl]thieno[2,3-d]pyrimidin-4-yl]amino]-phosphono-methyl]phosphonic 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 
A1A05 "Create component" 2024-08-05 RCSB 
A1A05 "Initial release"  2025-10-29 RCSB 
# 
