data_A1EBI
# 
_chem_comp.id                                    A1EBI 
_chem_comp.name                                  "(5Z)-3-(3H-benzimidazol-4-ylmethyl)-5-[[3,5-bis(fluoranyl)-4-oxidanyl-phenyl]methylidene]-2-[(E)-hydroxyiminomethyl]imidazol-4-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H13 F2 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-05 
_chem_comp.pdbx_modified_date                    2025-02-07 
_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                        397.335 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EBI 
_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        8K85 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1EBI C10 C1  C 0 1 N N N N N N 8.450  13.324 -1.772 -0.504 0.547  0.953  C10 A1EBI 1  
A1EBI C13 C2  C 0 1 N N N N N N 5.064  12.312 -1.529 0.943  -2.729 0.611  C13 A1EBI 2  
A1EBI C17 C3  C 0 1 N N N N N N 7.059  9.935  -1.322 2.945  -0.601 1.557  C17 A1EBI 3  
A1EBI C20 C4  C 0 1 Y N N N N N 6.508  9.540  -5.061 4.931  -1.295 -1.586 C20 A1EBI 4  
A1EBI C21 C5  C 0 1 Y N N N N N 6.181  8.190  -5.233 5.267  -0.039 -2.006 C21 A1EBI 5  
A1EBI C22 C6  C 0 1 Y N N N N N 6.144  7.409  -4.120 4.852  1.075  -1.272 C22 A1EBI 6  
A1EBI C02 C7  C 0 1 Y N N N N N 10.564 17.679 -2.771 -5.093 1.588  -0.300 C02 A1EBI 7  
A1EBI C03 C8  C 0 1 Y N N N N N 9.411  18.415 -2.597 -5.317 0.252  -0.622 C03 A1EBI 8  
A1EBI C05 C9  C 0 1 Y N N N N N 8.297  17.755 -2.185 -4.308 -0.691 -0.447 C05 A1EBI 9  
A1EBI C07 C10 C 0 1 Y N N N N N 8.287  16.370 -1.936 -3.080 -0.307 0.046  C07 A1EBI 10 
A1EBI C08 C11 C 0 1 Y N N N N N 9.452  15.618 -2.104 -2.848 1.038  0.372  C08 A1EBI 11 
A1EBI C09 C12 C 0 1 N N N N N N 9.479  14.164 -1.890 -1.546 1.453  0.895  C09 A1EBI 12 
A1EBI C12 C13 C 0 1 N N N N N N 6.531  12.420 -1.664 0.624  -1.311 0.835  C12 A1EBI 13 
A1EBI C18 C14 C 0 1 Y N N N N N 6.772  9.287  -2.650 3.763  -0.394 0.308  C18 A1EBI 14 
A1EBI C19 C15 C 0 1 Y N N N N N 6.804  10.094 -3.802 4.179  -1.478 -0.435 C19 A1EBI 15 
A1EBI C23 C16 C 0 1 Y N N N N N 6.427  7.949  -2.849 4.090  0.890  -0.106 C23 A1EBI 16 
A1EBI C25 C17 C 0 1 Y N N N N N 5.962  5.828  -2.639 4.426  3.044  -0.455 C25 A1EBI 17 
A1EBI C27 C18 C 0 1 N N N N N N 8.635  11.847 -1.593 0.887  0.821  1.354  C27 A1EBI 18 
A1EBI C29 C19 C 0 1 Y N N N N N 10.587 16.305 -2.539 -3.869 1.984  0.193  C29 A1EBI 19 
A1EBI F01 F1  F 0 1 N N N N N N 11.680 18.280 -3.179 -6.075 2.499  -0.478 F01 A1EBI 20 
A1EBI F06 F2  F 0 1 N N N N N N 7.235  18.568 -2.053 -4.533 -1.986 -0.761 F06 A1EBI 21 
A1EBI N11 N1  N 0 1 N N N N N N 7.095  13.599 -1.755 -0.557 -0.780 0.657  N11 A1EBI 22 
A1EBI N14 N2  N 0 1 N N N N N N 4.395  13.406 -1.693 0.020  -3.545 0.210  N14 A1EBI 23 
A1EBI N16 N3  N 0 1 N N N N N N 7.363  11.350 -1.516 1.530  -0.364 1.259  N16 A1EBI 24 
A1EBI N24 N4  N 0 1 Y N N N N N 6.298  6.892  -1.921 3.836  2.154  0.388  N24 A1EBI 25 
A1EBI N26 N5  N 0 1 Y N N N N N 5.817  6.020  -4.007 5.021  2.414  -1.426 N26 A1EBI 26 
A1EBI O04 O1  O 0 1 N N N N N N 9.296  19.765 -2.810 -6.526 -0.133 -1.107 O04 A1EBI 27 
A1EBI O15 O2  O 0 1 N N N N N N 3.026  13.159 -1.504 0.327  -4.911 -0.005 O15 A1EBI 28 
A1EBI O28 O3  O 0 1 N N N N N N 9.678  11.244 -1.529 1.359  1.890  1.697  O28 A1EBI 29 
A1EBI H1  H1  H 0 1 N N N N N N 4.578  11.373 -1.306 1.946  -3.090 0.782  H1  A1EBI 30 
A1EBI H2  H2  H 0 1 N N N N N N 6.178  9.837  -0.670 3.076  -1.623 1.912  H2  A1EBI 31 
A1EBI H3  H3  H 0 1 N N N N N N 7.920  9.438  -0.852 3.276  0.096  2.327  H3  A1EBI 32 
A1EBI H4  H4  H 0 1 N N N N N N 6.534  10.182 -5.929 5.250  -2.153 -2.159 H4  A1EBI 33 
A1EBI H5  H5  H 0 1 N N N N N N 5.967  7.784  -6.211 5.854  0.092  -2.904 H5  A1EBI 34 
A1EBI H6  H6  H 0 1 N N N N N N 7.376  15.887 -1.614 -2.298 -1.039 0.182  H6  A1EBI 35 
A1EBI H7  H7  H 0 1 N N N N N N 10.460 13.718 -1.819 -1.399 2.467  1.236  H7  A1EBI 36 
A1EBI H8  H8  H 0 1 N N N N N N 7.056  11.141 -3.720 3.917  -2.477 -0.118 H8  A1EBI 37 
A1EBI H9  H9  H 0 1 N N N N N N 5.809  4.861  -2.183 4.405  4.117  -0.336 H9  A1EBI 38 
A1EBI H10 H10 H 0 1 N N N N N N 11.505 15.759 -2.700 -3.695 3.020  0.442  H10 A1EBI 39 
A1EBI H13 H13 H 0 1 N N N N N N 6.432  6.936  -0.931 3.331  2.368  1.188  H13 A1EBI 40 
A1EBI H15 H15 H 0 1 N N N N N N 8.406  20.041 -2.623 -6.593 -0.094 -2.071 H15 A1EBI 41 
A1EBI H16 H16 H 0 1 N N N N N N 2.539  13.965 -1.625 -0.425 -5.440 -0.303 H16 A1EBI 42 
# 
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 
A1EBI C21 C20 DOUB Y N 1  
A1EBI C21 C22 SING Y N 2  
A1EBI C20 C19 SING Y N 3  
A1EBI C22 N26 SING Y N 4  
A1EBI C22 C23 DOUB Y N 5  
A1EBI N26 C25 DOUB Y N 6  
A1EBI C19 C18 DOUB Y N 7  
A1EBI F01 C02 SING N N 8  
A1EBI C23 C18 SING Y N 9  
A1EBI C23 N24 SING Y N 10 
A1EBI O04 C03 SING N N 11 
A1EBI C02 C03 DOUB Y N 12 
A1EBI C02 C29 SING Y N 13 
A1EBI C18 C17 SING N N 14 
A1EBI C25 N24 SING Y N 15 
A1EBI C03 C05 SING Y N 16 
A1EBI C29 C08 DOUB Y N 17 
A1EBI C05 F06 SING N N 18 
A1EBI C05 C07 DOUB Y N 19 
A1EBI C08 C07 SING Y N 20 
A1EBI C08 C09 SING N N 21 
A1EBI C09 C10 DOUB N Z 22 
A1EBI C10 N11 SING N N 23 
A1EBI C10 C27 SING N N 24 
A1EBI N11 C12 DOUB N N 25 
A1EBI N14 C13 DOUB N E 26 
A1EBI N14 O15 SING N N 27 
A1EBI C12 C13 SING N N 28 
A1EBI C12 N16 SING N N 29 
A1EBI C27 O28 DOUB N N 30 
A1EBI C27 N16 SING N N 31 
A1EBI N16 C17 SING N N 32 
A1EBI C13 H1  SING N N 33 
A1EBI C17 H2  SING N N 34 
A1EBI C17 H3  SING N N 35 
A1EBI C20 H4  SING N N 36 
A1EBI C21 H5  SING N N 37 
A1EBI C07 H6  SING N N 38 
A1EBI C09 H7  SING N N 39 
A1EBI C19 H8  SING N N 40 
A1EBI C25 H9  SING N N 41 
A1EBI C29 H10 SING N N 42 
A1EBI N24 H13 SING N N 43 
A1EBI O04 H15 SING N N 44 
A1EBI O15 H16 SING N N 45 
# 
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 
A1EBI InChI            InChI                1.06  "InChI=1S/C19H13F2N5O3/c20-12-4-10(5-13(21)18(12)27)6-15-19(28)26(16(25-15)7-24-29)8-11-2-1-3-14-17(11)23-9-22-14/h1-7,9,27,29H,8H2,(H,22,23)/b15-6-,24-7+" 
A1EBI InChIKey         InChI                1.06  MWUNZPXNBRYTBM-LSGIWYNDSA-N                                                                                                                                 
A1EBI SMILES_CANONICAL CACTVS               3.385 "O\N=C\C1=NC(=C/c2cc(F)c(O)c(F)c2)\C(=O)N1Cc3cccc4nc[nH]c34"                                                                                                
A1EBI SMILES           CACTVS               3.385 "ON=CC1=NC(=Cc2cc(F)c(O)c(F)c2)C(=O)N1Cc3cccc4nc[nH]c34"                                                                                                    
A1EBI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c2c(c1)nc[nH]2)CN3C(=N/C(=C\c4cc(c(c(c4)F)O)F)/C3=O)/C=N/O"                                                                                           
A1EBI SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c2c(c1)nc[nH]2)CN3C(=NC(=Cc4cc(c(c(c4)F)O)F)C3=O)C=NO"                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1EBI 
_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~{Z})-3-(3~{H}-benzimidazol-4-ylmethyl)-5-[[3,5-bis(fluoranyl)-4-oxidanyl-phenyl]methylidene]-2-[(~{E})-hydroxyiminomethyl]imidazol-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EBI "Create component" 2024-09-05 PDBC 
A1EBI "Initial release"  2025-02-12 RCSB 
# 
