data_A1L14
# 
_chem_comp.id                                    A1L14 
_chem_comp.name                                  "2-[(2~{E})-3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-(1-oxidanyl-2-phenyl-ethylidene)-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H26 N4 O8 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-28 
_chem_comp.pdbx_modified_date                    2025-05-16 
_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                        544.455 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L14 
_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        8ZKA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
A1L14 C13 C1  C 0 1 N N N N N N 20.996 70.008 -10.925 0.093  0.156  1.954  C13 A1L14 1  
A1L14 C11 C2  C 0 1 Y N N N N N 18.816 66.975 -13.984 4.529  3.070  -0.291 C11 A1L14 2  
A1L14 C01 C3  C 0 1 N N N N N N 19.407 68.357 -9.925  0.539  2.571  1.858  C01 A1L14 3  
A1L14 C02 C4  C 0 1 N N N N N N 19.823 69.299 -11.054 0.981  1.131  1.839  C02 A1L14 4  
A1L14 C04 C5  C 0 1 N N N N N N 17.876 68.755 -12.361 3.335  1.848  1.569  C04 A1L14 5  
A1L14 C05 C6  C 0 1 Y N N N N N 18.137 67.307 -12.814 3.634  2.076  0.110  C05 A1L14 6  
A1L14 C06 C7  C 0 1 Y N N N N N 17.679 66.244 -12.053 3.028  1.308  -0.865 C06 A1L14 7  
A1L14 C08 C8  C 0 1 Y N N N N N 18.548 64.738 -13.560 4.164  2.483  -2.485 C08 A1L14 8  
A1L14 C09 C9  C 0 1 N N N N N N 18.786 63.293 -13.990 4.458  2.705  -3.946 C09 A1L14 9  
A1L14 C14 C10 C 0 1 N N N N N N 21.972 69.978 -9.764  -1.400 0.288  2.114  C14 A1L14 10 
A1L14 C15 C11 C 0 1 N N N N N N 23.417 70.107 -10.236 -2.070 0.178  0.743  C15 A1L14 11 
A1L14 C26 C12 C 0 1 N N N N N N 19.640 70.360 -13.063 2.626  -0.544 1.694  C26 A1L14 12 
A1L14 C27 C13 C 0 1 N N N N N N 19.233 70.809 -14.260 3.830  -1.110 1.573  C27 A1L14 13 
A1L14 C29 C14 C 0 1 N N N N N N 20.146 71.815 -14.969 3.961  -2.612 1.579  C29 A1L14 14 
A1L14 C30 C15 C 0 1 Y N N N N N 19.475 72.971 -15.719 3.976  -3.121 0.161  C30 A1L14 15 
A1L14 C31 C16 C 0 1 Y N N N N N 18.424 73.676 -15.149 5.175  -3.250 -0.514 C31 A1L14 16 
A1L14 C32 C17 C 0 1 Y N N N N N 17.840 74.727 -15.841 5.190  -3.717 -1.815 C32 A1L14 17 
A1L14 C33 C18 C 0 1 Y N N N N N 18.308 75.083 -17.099 4.004  -4.054 -2.441 C33 A1L14 18 
A1L14 C34 C19 C 0 1 Y N N N N N 19.363 74.386 -17.665 2.805  -3.924 -1.766 C34 A1L14 19 
A1L14 C35 C20 C 0 1 Y N N N N N 19.948 73.334 -16.973 2.791  -3.463 -0.463 C35 A1L14 20 
A1L14 N03 N1  N 0 1 N N N N N N 19.126 69.484 -12.174 2.306  0.814  1.701  N03 A1L14 21 
A1L14 N07 N2  N 0 1 Y N N N N N 17.891 64.998 -12.441 3.314  1.537  -2.139 N07 A1L14 22 
A1L14 N10 N3  N 0 1 Y N N N N N 19.004 65.712 -14.321 4.765  3.239  -1.589 N10 A1L14 23 
A1L14 N12 N4  N 0 1 N N N N N N 19.336 67.989 -14.863 5.158  3.871  0.648  N12 A1L14 24 
A1L14 O16 O1  O 0 1 N N N N N N 24.224 69.862 -9.125  -3.486 0.302  0.894  O16 A1L14 25 
A1L14 O18 O2  O 0 1 N N N N N N 26.237 68.651 -10.177 -4.294 -1.024 -1.096 O18 A1L14 26 
A1L14 O19 O3  O 0 1 N N N N N N 26.268 71.198 -10.221 -6.022 0.279  0.202  O19 A1L14 27 
A1L14 O21 O4  O 0 1 N N N N N N 26.421 72.688 -8.092  -7.641 -1.737 -0.275 O21 A1L14 28 
A1L14 O22 O5  O 0 1 N N N N N N 27.933 73.116 -10.026 -8.624 0.609  0.388  O22 A1L14 29 
A1L14 O23 O6  O 0 1 N N N N N N 25.548 73.687 -10.153 -7.502 0.237  -1.842 O23 A1L14 30 
A1L14 O24 O7  O 0 1 N N N N N N 26.518 69.826 -8.007  -4.255 1.490  -1.322 O24 A1L14 31 
A1L14 O28 O8  O 0 1 N N N N N N 18.058 70.382 -14.898 4.942  -0.329 1.443  O28 A1L14 32 
A1L14 P17 P1  P 0 1 N N N N N N 25.852 69.863 -9.359  -4.510 0.234  -0.347 P17 A1L14 33 
A1L14 P20 P2  P 0 1 N N N N N N 26.544 72.701 -9.598  -7.449 -0.145 -0.413 P20 A1L14 34 
A1L14 S25 S1  S 0 1 N N N N N N 21.107 70.925 -12.368 1.047  -1.341 1.874  S25 A1L14 35 
A1L14 H1  H1  H 0 1 N N N N N N 20.157 68.393 -9.121  -0.534 2.620  2.043  H1  A1L14 36 
A1L14 H2  H2  H 0 1 N N N N N N 18.430 68.669 -9.528  1.069  3.103  2.648  H2  A1L14 37 
A1L14 H3  H3  H 0 1 N N N N N N 19.334 67.330 -10.313 0.762  3.033  0.896  H3  A1L14 38 
A1L14 H4  H4  H 0 1 N N N N N N 17.273 69.267 -13.126 4.242  1.525  2.079  H4  A1L14 39 
A1L14 H5  H5  H 0 1 N N N N N N 17.324 68.739 -11.409 2.977  2.776  2.016  H5  A1L14 40 
A1L14 H6  H6  H 0 1 N N N N N N 17.144 66.435 -11.134 2.331  0.530  -0.593 H6  A1L14 41 
A1L14 H7  H7  H 0 1 N N N N N N 19.342 63.279 -14.939 3.756  3.434  -4.351 H7  A1L14 42 
A1L14 H8  H8  H 0 1 N N N N N N 19.368 62.771 -13.216 5.475  3.079  -4.060 H8  A1L14 43 
A1L14 H9  H9  H 0 1 N N N N N N 17.819 62.787 -14.125 4.355  1.763  -4.485 H9  A1L14 44 
A1L14 H10 H10 H 0 1 N N N N N N 21.743 70.812 -9.085  -1.767 -0.507 2.763  H10 A1L14 45 
A1L14 H11 H11 H 0 1 N N N N N N 21.857 69.025 -9.226  -1.634 1.256  2.556  H11 A1L14 46 
A1L14 H12 H12 H 0 1 N N N N N N 23.625 69.370 -11.026 -1.703 0.973  0.094  H12 A1L14 47 
A1L14 H13 H13 H 0 1 N N N N N N 23.601 71.120 -10.622 -1.836 -0.790 0.300  H13 A1L14 48 
A1L14 H15 H15 H 0 1 N N N N N N 20.750 71.255 -15.698 4.889  -2.893 2.077  H15 A1L14 49 
A1L14 H16 H16 H 0 1 N N N N N N 20.806 72.255 -14.207 3.116  -3.047 2.113  H16 A1L14 50 
A1L14 H17 H17 H 0 1 N N N N N N 18.061 73.407 -14.168 6.102  -2.987 -0.024 H17 A1L14 51 
A1L14 H18 H18 H 0 1 N N N N N N 17.018 75.271 -15.399 6.127  -3.818 -2.342 H18 A1L14 52 
A1L14 H19 H19 H 0 1 N N N N N N 17.851 75.901 -17.635 4.015  -4.418 -3.458 H19 A1L14 53 
A1L14 H20 H20 H 0 1 N N N N N N 19.730 74.660 -18.643 1.879  -4.187 -2.256 H20 A1L14 54 
A1L14 H21 H21 H 0 1 N N N N N N 20.775 72.796 -17.412 1.854  -3.362 0.064  H21 A1L14 55 
A1L14 H22 H22 H 0 1 N N N N N N 19.788 67.555 -15.642 4.922  3.796  1.586  H22 A1L14 56 
A1L14 H23 H23 H 0 1 N N N N N N 18.585 68.563 -15.190 5.834  4.508  0.368  H23 A1L14 57 
A1L14 H24 H24 H 0 1 N N N N N N 25.746 73.301 -7.824  -7.616 -2.059 0.636  H24 A1L14 58 
A1L14 H25 H25 H 0 1 N N N N N N 27.880 73.906 -10.551 -9.513 0.400  0.071  H25 A1L14 59 
A1L14 H26 H26 H 0 1 N N N N N N 27.051 69.043 -7.937  -4.379 2.349  -0.896 H26 A1L14 60 
A1L14 H27 H27 H 0 1 N N N N N N 17.601 69.764 -14.340 5.766  -0.828 1.362  H27 A1L14 61 
# 
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 
A1L14 C34 C33 DOUB Y N 1  
A1L14 C34 C35 SING Y N 2  
A1L14 C33 C32 SING Y N 3  
A1L14 C35 C30 DOUB Y N 4  
A1L14 C32 C31 DOUB Y N 5  
A1L14 C30 C31 SING Y N 6  
A1L14 C30 C29 SING N N 7  
A1L14 C29 C27 SING N N 8  
A1L14 O28 C27 SING N N 9  
A1L14 N12 C11 SING N N 10 
A1L14 N10 C11 DOUB Y N 11 
A1L14 N10 C08 SING Y N 12 
A1L14 C27 C26 DOUB N E 13 
A1L14 C09 C08 SING N N 14 
A1L14 C11 C05 SING Y N 15 
A1L14 C08 N07 DOUB Y N 16 
A1L14 C26 S25 SING N N 17 
A1L14 C26 N03 SING N N 18 
A1L14 C05 C04 SING N N 19 
A1L14 C05 C06 DOUB Y N 20 
A1L14 N07 C06 SING Y N 21 
A1L14 S25 C13 SING N N 22 
A1L14 C04 N03 SING N N 23 
A1L14 N03 C02 SING N N 24 
A1L14 C02 C13 DOUB N N 25 
A1L14 C02 C01 SING N N 26 
A1L14 C13 C14 SING N N 27 
A1L14 C15 C14 SING N N 28 
A1L14 C15 O16 SING N N 29 
A1L14 O19 P20 SING N N 30 
A1L14 O19 P17 SING N N 31 
A1L14 O18 P17 DOUB N N 32 
A1L14 O23 P20 DOUB N N 33 
A1L14 O22 P20 SING N N 34 
A1L14 P20 O21 SING N N 35 
A1L14 P17 O16 SING N N 36 
A1L14 P17 O24 SING N N 37 
A1L14 C01 H1  SING N N 38 
A1L14 C01 H2  SING N N 39 
A1L14 C01 H3  SING N N 40 
A1L14 C04 H4  SING N N 41 
A1L14 C04 H5  SING N N 42 
A1L14 C06 H6  SING N N 43 
A1L14 C09 H7  SING N N 44 
A1L14 C09 H8  SING N N 45 
A1L14 C09 H9  SING N N 46 
A1L14 C14 H10 SING N N 47 
A1L14 C14 H11 SING N N 48 
A1L14 C15 H12 SING N N 49 
A1L14 C15 H13 SING N N 50 
A1L14 C29 H15 SING N N 51 
A1L14 C29 H16 SING N N 52 
A1L14 C31 H17 SING N N 53 
A1L14 C32 H18 SING N N 54 
A1L14 C33 H19 SING N N 55 
A1L14 C34 H20 SING N N 56 
A1L14 C35 H21 SING N N 57 
A1L14 N12 H22 SING N N 58 
A1L14 N12 H23 SING N N 59 
A1L14 O21 H24 SING N N 60 
A1L14 O22 H25 SING N N 61 
A1L14 O24 H26 SING N N 62 
A1L14 O28 H27 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 
A1L14 InChI            InChI                1.06  "InChI=1S/C20H26N4O8P2S/c1-13-18(8-9-31-34(29,30)32-33(26,27)28)35-20(17(25)10-15-6-4-3-5-7-15)24(13)12-16-11-22-14(2)23-19(16)21/h3-7,11,25H,8-10,12H2,1-2H3,(H,29,30)(H2,21,22,23)(H2,26,27,28)/b20-17+" 
A1L14 InChIKey         InChI                1.06  PQLDEUIZUIQZPQ-LVZFUZTISA-N                                                                                                                                                                                
A1L14 SMILES_CANONICAL CACTVS               3.385 "Cc1ncc(CN/2C(=C(CCO[P](O)(=O)O[P](O)(O)=O)SC/2=C(O)/Cc3ccccc3)C)c(N)n1"                                                                                                                                   
A1L14 SMILES           CACTVS               3.385 "Cc1ncc(CN2C(=C(CCO[P](O)(=O)O[P](O)(O)=O)SC2=C(O)Cc3ccccc3)C)c(N)n1"                                                                                                                                      
A1L14 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ncc(c(n1)N)CN\2C(=C(S/C2=C(\Cc3ccccc3)/O)CCOP(=O)(O)OP(=O)(O)O)C"                                                                                                                                      
A1L14 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ncc(c(n1)N)CN2C(=C(SC2=C(Cc3ccccc3)O)CCOP(=O)(O)OP(=O)(O)O)C"                                                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           A1L14 
_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        "2-[(2~{E})-3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-(1-oxidanyl-2-phenyl-ethylidene)-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1L14 "Create component" 2024-05-28 PDBJ 
A1L14 "Initial release"  2025-05-21 RCSB 
# 
