data_A1BCS
# 
_chem_comp.id                                    A1BCS 
_chem_comp.name                                  "(2S)-3-(3,4-dihydroxyphenyl)-2-[(2E)-2-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)hydrazin-1-yl]-2-methylpropanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H22 N3 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-10-04 
_chem_comp.pdbx_modified_date                    2025-09-05 
_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                        455.356 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BCS 
_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        9DUI 
_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 
A1BCS C22  C1  C 0 1 Y N N N N N 39.676 34.021 67.952 -7.383 -0.660 -0.506 C22  A1BCS 1  
A1BCS C21  C2  C 0 1 Y N N N N N 38.863 35.029 67.431 -6.654 -0.839 -1.671 C21  A1BCS 2  
A1BCS C16  C3  C 0 1 N N S N N N 41.438 38.896 67.855 -2.398 -0.340 -0.295 C16  A1BCS 3  
A1BCS C20  C4  C 0 1 Y N N N N N 39.131 36.356 67.721 -5.309 -1.151 -1.604 C20  A1BCS 4  
A1BCS C5   C5  C 0 1 Y N N N N N 46.520 36.396 66.584 3.622  0.839  -0.062 C5   A1BCS 5  
A1BCS C6   C6  C 0 1 N N N N N N 46.533 35.624 67.870 4.095  -0.591 -0.018 C6   A1BCS 6  
A1BCS C12  C7  C 0 1 Y N N N N N 45.393 37.115 66.177 2.253  1.133  -0.124 C12  A1BCS 7  
A1BCS C1   C8  C 0 1 N N N N N N 46.761 38.486 62.867 2.456  4.914  -0.176 C1   A1BCS 8  
A1BCS C2   C9  C 0 1 Y N N N N N 46.616 37.771 64.177 2.850  3.460  -0.137 C2   A1BCS 9  
A1BCS N3   N1  N 0 1 Y N N N N N 47.671 37.077 64.601 4.127  3.133  -0.072 N3   A1BCS 10 
A1BCS C4   C10 C 0 1 Y N N N N N 47.610 36.417 65.761 4.529  1.877  -0.034 C4   A1BCS 11 
A1BCS O7   O1  O 0 1 N N N N N N 45.591 34.496 67.633 5.522  -0.619 0.042  O7   A1BCS 12 
A1BCS P8   P1  P 0 1 N N N N N N 45.167 33.544 68.885 6.371  -1.986 0.100  P8   A1BCS 13 
A1BCS O9   O2  O 0 1 N N N N N N 46.321 33.548 69.865 5.903  -2.809 1.238  O9   A1BCS 14 
A1BCS O10  O3  O 0 1 N N N N N N 44.889 32.201 68.242 6.167  -2.803 -1.272 O10  A1BCS 15 
A1BCS O11  O4  O 0 1 N N N N N N 43.922 34.190 69.454 7.931  -1.641 0.293  O11  A1BCS 16 
A1BCS C13  C11 C 0 1 N N N N N N 44.290 37.095 67.020 1.247  0.057  -0.148 C13  A1BCS 17 
A1BCS N14  N2  N 0 1 N N N N N N 43.218 37.684 66.817 -0.016 0.351  -0.207 N14  A1BCS 18 
A1BCS N15  N3  N 0 1 N N N N N N 42.771 38.268 67.947 -0.973 -0.672 -0.230 N15  A1BCS 19 
A1BCS C17  C12 C 0 1 N N N N N N 40.839 38.903 66.445 -2.678 0.457  -1.571 C17  A1BCS 20 
A1BCS C18  C13 C 0 1 N N N N N N 40.499 38.163 68.846 -3.222 -1.629 -0.309 C18  A1BCS 21 
A1BCS C19  C14 C 0 1 Y N N N N N 40.209 36.714 68.529 -4.688 -1.288 -0.376 C19  A1BCS 22 
A1BCS O23  O5  O 0 1 N N N N N N 39.452 32.707 67.698 -8.706 -0.352 -0.571 O23  A1BCS 23 
A1BCS C24  C15 C 0 1 Y N N N N N 40.765 34.367 68.767 -6.759 -0.803 0.730  C24  A1BCS 24 
A1BCS O25  O6  O 0 1 N N N N N N 41.563 33.393 69.274 -7.471 -0.634 1.876  O25  A1BCS 25 
A1BCS C26  C16 C 0 1 Y N N N N N 41.021 35.707 69.049 -5.410 -1.111 0.790  C26  A1BCS 26 
A1BCS C27  C17 C 0 1 N N N N N N 41.692 40.321 68.395 -2.778 0.486  0.906  C27  A1BCS 27 
A1BCS O28  O7  O 0 1 N N N N N N 40.750 41.092 68.405 -3.608 1.359  0.803  O28  A1BCS 28 
A1BCS O29  O8  O 0 1 N N N N N N 42.845 40.579 68.825 -2.194 0.253  2.092  O29  A1BCS 29 
A1BCS C30  C18 C 0 1 Y N N N N N 45.416 37.830 64.939 1.868  2.485  -0.162 C30  A1BCS 30 
A1BCS O31  O9  O 0 1 N N N N N N 44.390 38.517 64.523 0.555  2.828  -0.224 O31  A1BCS 31 
A1BCS H21  H1  H 0 1 N N N N N N 38.024 34.773 66.801 -7.137 -0.733 -2.631 H21  A1BCS 32 
A1BCS H20  H2  H 0 1 N N N N N N 38.494 37.127 67.314 -4.742 -1.290 -2.512 H20  A1BCS 33 
A1BCS H6B  H3  H 0 1 N N N N N N 47.543 35.248 68.088 3.684  -1.083 0.863  H6B  A1BCS 34 
A1BCS H6A  H4  H 0 1 N N N N N N 46.187 36.252 68.704 3.759  -1.112 -0.915 H6A  A1BCS 35 
A1BCS H1B  H5  H 0 1 N N N N N N 47.767 38.305 62.459 2.409  5.250  -1.212 H1B  A1BCS 36 
A1BCS H1C  H6  H 0 1 N N N N N N 46.006 38.112 62.160 1.479  5.038  0.290  H1C  A1BCS 37 
A1BCS H1A  H7  H 0 1 N N N N N N 46.616 39.566 63.021 3.194  5.506  0.365  H1A  A1BCS 38 
A1BCS H4   H8  H 0 1 N N N N N N 48.483 35.861 66.069 5.585  1.658  0.019  H4   A1BCS 39 
A1BCS H1   H9  H 0 1 N N N N N N 45.506 31.558 68.571 6.453  -2.323 -2.061 H1   A1BCS 40 
A1BCS H2   H10 H 0 1 N N N N N N 44.095 34.486 70.340 8.504  -2.419 0.337  H2   A1BCS 41 
A1BCS H13  H11 H 0 1 N N N N N N 44.373 36.518 67.929 1.560  -0.976 -0.118 H13  A1BCS 42 
A1BCS H15  H12 H 0 1 N N N N N N 42.733 37.569 68.661 -0.692 -1.599 -0.203 H15  A1BCS 43 
A1BCS H17A H13 H 0 0 N N N N N N 39.851 39.387 66.468 -3.739 0.704  -1.620 H17A A1BCS 44 
A1BCS H17C H14 H 0 0 N N N N N N 41.504 39.459 65.767 -2.092 1.376  -1.562 H17C A1BCS 45 
A1BCS H17B H15 H 0 0 N N N N N N 40.732 37.868 66.087 -2.404 -0.140 -2.440 H17B A1BCS 46 
A1BCS H18A H16 H 0 0 N N N N N N 40.962 38.204 69.843 -2.948 -2.227 -1.178 H18A A1BCS 47 
A1BCS H18B H17 H 0 0 N N N N N N 39.541 38.703 68.865 -3.023 -2.197 0.600  H18B A1BCS 48 
A1BCS H23  H18 H 0 1 N N N N N N 40.109 32.182 68.139 -8.888 0.597  -0.591 H23  A1BCS 49 
A1BCS H25  H19 H 0 1 N N N N N N 42.249 33.787 69.800 -7.878 -1.446 2.210  H25  A1BCS 50 
A1BCS H26  H20 H 0 1 N N N N N N 41.859 35.969 69.678 -4.924 -1.222 1.748  H26  A1BCS 51 
A1BCS H3   H21 H 0 1 N N N N N N 42.867 41.468 69.159 -2.470 0.809  2.834  H3   A1BCS 52 
A1BCS H5   H22 H 0 1 N N N N N N 44.595 38.918 63.687 0.138  2.941  0.641  H5   A1BCS 53 
# 
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 
A1BCS C1  C2   SING N N 1  
A1BCS C2  N3   DOUB Y N 2  
A1BCS N3  C4   SING Y N 3  
A1BCS C4  C5   DOUB Y N 4  
A1BCS C5  C6   SING N N 5  
A1BCS C6  O7   SING N N 6  
A1BCS O7  P8   SING N N 7  
A1BCS P8  O9   DOUB N N 8  
A1BCS P8  O10  SING N N 9  
A1BCS P8  O11  SING N N 10 
A1BCS C5  C12  SING Y N 11 
A1BCS C12 C13  SING N N 12 
A1BCS C13 N14  DOUB N Z 13 
A1BCS N14 N15  SING N N 14 
A1BCS N15 C16  SING N N 15 
A1BCS C16 C17  SING N N 16 
A1BCS C16 C18  SING N N 17 
A1BCS C18 C19  SING N N 18 
A1BCS C19 C20  DOUB Y N 19 
A1BCS C20 C21  SING Y N 20 
A1BCS C21 C22  DOUB Y N 21 
A1BCS C22 O23  SING N N 22 
A1BCS C22 C24  SING Y N 23 
A1BCS C24 O25  SING N N 24 
A1BCS C24 C26  DOUB Y N 25 
A1BCS C16 C27  SING N N 26 
A1BCS C27 O28  DOUB N N 27 
A1BCS C27 O29  SING N N 28 
A1BCS C12 C30  DOUB Y N 29 
A1BCS C30 O31  SING N N 30 
A1BCS C26 C19  SING Y N 31 
A1BCS C30 C2   SING Y N 32 
A1BCS C21 H21  SING N N 33 
A1BCS C20 H20  SING N N 34 
A1BCS C6  H6B  SING N N 35 
A1BCS C6  H6A  SING N N 36 
A1BCS C1  H1B  SING N N 37 
A1BCS C1  H1C  SING N N 38 
A1BCS C1  H1A  SING N N 39 
A1BCS C4  H4   SING N N 40 
A1BCS O10 H1   SING N N 41 
A1BCS O11 H2   SING N N 42 
A1BCS C13 H13  SING N N 43 
A1BCS N15 H15  SING N N 44 
A1BCS C17 H17A SING N N 45 
A1BCS C17 H17C SING N N 46 
A1BCS C17 H17B SING N N 47 
A1BCS C18 H18A SING N N 48 
A1BCS C18 H18B SING N N 49 
A1BCS O23 H23  SING N N 50 
A1BCS O25 H25  SING N N 51 
A1BCS C26 H26  SING N N 52 
A1BCS O29 H3   SING N N 53 
A1BCS O31 H5   SING N N 54 
# 
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 
A1BCS SMILES           ACDLabs              14.52 "Oc1c(/C=N/NC(C)(Cc2ccc(O)c(O)c2)C(=O)O)c(cnc1C)COP(=O)(O)O"                                                                                                                    
A1BCS InChI            InChI                1.06  "InChI=1S/C18H22N3O9P/c1-10-16(24)13(12(7-19-10)9-30-31(27,28)29)8-20-21-18(2,17(25)26)6-11-3-4-14(22)15(23)5-11/h3-5,7-8,21-24H,6,9H2,1-2H3,(H,25,26)(H2,27,28,29)/t18-/m0/s1" 
A1BCS InChIKey         InChI                1.06  MRJFEJHXBDNBGU-SFHVURJKSA-N                                                                                                                                                     
A1BCS SMILES_CANONICAL CACTVS               3.385 "Cc1ncc(CO[P](O)(O)=O)c(\C=N/N[C@@](C)(Cc2ccc(O)c(O)c2)C(O)=O)c1O"                                                                                                              
A1BCS SMILES           CACTVS               3.385 "Cc1ncc(CO[P](O)(O)=O)c(C=NN[C](C)(Cc2ccc(O)c(O)c2)C(O)=O)c1O"                                                                                                                  
A1BCS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NN[C@@](C)(Cc2ccc(c(c2)O)O)C(=O)O)O"                                                                                                                
A1BCS SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NNC(C)(Cc2ccc(c(c2)O)O)C(=O)O)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 
A1BCS "SYSTEMATIC NAME" ACDLabs              14.52 "(2S)-3-(3,4-dihydroxyphenyl)-2-[(2E)-2-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)hydrazin-1-yl]-2-methylpropanoic acid" 
A1BCS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-3-[3,4-bis(oxidanyl)phenyl]-2-methyl-2-[2-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylidene]hydrazinyl]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 
A1BCS "Create component" 2024-10-04 RCSB 
A1BCS "Initial release"  2025-09-10 RCSB 
# 
