data_A1EAP
# 
_chem_comp.id                                    A1EAP 
_chem_comp.name                                  "3-bromanyl-5-(2-ethylimidazo[1,2-a]pyridin-3-yl)carbonyl-2-oxidanyl-benzenecarbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H12 Br N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Lingdolinurad " 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-15 
_chem_comp.pdbx_modified_date                    2025-02-21 
_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                        370.200 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EAP 
_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        9J5X 
_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 
A1EAP C10  C1  C  0 1 N N N N N N 133.788 135.524 135.554 -2.238 -1.232 -2.672 C10  A1EAP 1  
A1EAP C13  C2  C  0 1 Y N N N N N 131.287 136.176 133.625 0.374  -1.209 0.194  C13  A1EAP 2  
A1EAP C15  C3  C  0 1 N N N N N N 134.950 134.874 136.297 -3.062 -2.507 -2.867 C15  A1EAP 3  
A1EAP C17  C4  C  0 1 Y N N N N N 136.829 139.952 132.315 -4.371 1.839  2.028  C17  A1EAP 4  
A1EAP C20  C5  C  0 1 Y N N N N N 129.227 134.913 134.704 2.714  -1.600 0.622  C20  A1EAP 5  
A1EAP C21  C6  C  0 1 Y N N N N N 130.829 133.656 133.015 1.967  0.560  -0.170 C21  A1EAP 6  
A1EAP C22  C7  C  0 1 Y N N N N N 129.611 133.648 133.932 2.996  -0.280 0.240  C22  A1EAP 7  
A1EAP C07  C8  C  0 1 Y N N N N N 133.621 137.463 133.793 -2.076 -0.797 -0.135 C07  A1EAP 8  
A1EAP C08  C9  C  0 1 Y N N N N N 134.327 136.649 134.678 -2.641 -0.566 -1.382 C08  A1EAP 9  
A1EAP C09  C10 C  0 1 Y N N N N N 135.742 138.041 133.763 -3.673 0.720  0.034  C09  A1EAP 10 
A1EAP C11  C11 C  0 1 N N N N N N 132.122 137.442 133.478 -1.022 -1.693 0.166  C11  A1EAP 11 
A1EAP C12  C12 C  0 1 Y N N N N N 134.324 139.431 132.208 -2.596 0.245  2.088  C12  A1EAP 12 
A1EAP C14  C13 C  0 1 Y N N N N N 136.993 138.877 133.305 -4.510 1.642  0.686  C14  A1EAP 13 
A1EAP C16  C14 C  0 1 Y N N N N N 135.516 140.238 131.764 -3.395 1.125  2.735  C16  A1EAP 14 
A1EAP C18  C15 C  0 1 Y N N N N N 130.069 136.183 134.548 1.399  -2.062 0.597  C18  A1EAP 15 
A1EAP C19  C16 C  0 1 Y N N N N N 131.660 134.915 132.863 0.667  0.105  -0.189 C19  A1EAP 16 
A1EAP C23  C17 C  0 1 N N N N N N 128.011 134.913 135.624 3.773  -2.471 1.034  C23  A1EAP 17 
A1EAP N04  N1  N  0 1 Y N N N N N 134.497 138.308 133.243 -2.735 0.036  0.752  N04  A1EAP 18 
A1EAP N05  N2  N  0 1 Y N N N N N 135.617 137.016 134.642 -3.595 0.340  -1.241 N05  A1EAP 19 
A1EAP N06  N3  N  0 1 N N N N N N 127.106 134.913 136.307 4.614  -3.162 1.361  N06  A1EAP 20 
A1EAP O02  O1  O  0 1 N N N N N N 131.590 138.432 133.110 -1.266 -2.863 0.401  O02  A1EAP 21 
A1EAP O03  O2  O  0 1 N N N N N N 128.844 132.487 134.072 4.274  0.173  0.257  O03  A1EAP 22 
A1EAP BR01 BR1 BR 0 0 N N N N N N 131.324 132.059 132.035 2.350  2.339  -0.683 BR01 A1EAP 23 
A1EAP H1   H1  H  0 1 N N N N N N 133.069 135.933 136.279 -1.179 -1.487 -2.634 H1   A1EAP 24 
A1EAP H2   H2  H  0 1 N N N N N N 133.287 134.774 134.924 -2.419 -0.552 -3.504 H2   A1EAP 25 
A1EAP H3   H3  H  0 1 N N N N N N 134.570 134.060 136.932 -2.882 -3.187 -2.035 H3   A1EAP 26 
A1EAP H4   H4  H  0 1 N N N N N N 135.668 134.467 135.570 -4.121 -2.252 -2.905 H4   A1EAP 27 
A1EAP H5   H5  H  0 1 N N N N N N 135.450 135.626 136.925 -2.770 -2.988 -3.800 H5   A1EAP 28 
A1EAP H6   H6  H  0 1 N N N N N N 137.685 140.529 131.998 -5.007 2.545  2.542  H6   A1EAP 29 
A1EAP H7   H7  H  0 1 N N N N N N 133.347 139.642 131.799 -1.848 -0.305 2.641  H7   A1EAP 30 
A1EAP H8   H8  H  0 1 N N N N N N 137.968 138.662 133.716 -5.256 2.190  0.130  H8   A1EAP 31 
A1EAP H9   H9  H  0 1 N N N N N N 135.394 141.028 131.037 -3.280 1.276  3.798  H9   A1EAP 32 
A1EAP H10  H10 H  0 1 N N N N N N 129.803 137.080 135.088 1.175  -3.077 0.890  H10  A1EAP 33 
A1EAP H11  H11 H  0 1 N N N N N N 132.521 134.916 132.211 -0.130 0.764  -0.501 H11  A1EAP 34 
A1EAP H12  H12 H  0 1 N N N N N N 128.128 132.651 134.675 4.536  0.579  1.095  H12  A1EAP 35 
# 
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 
A1EAP C16  C12 DOUB Y N 1  
A1EAP C16  C17 SING Y N 2  
A1EAP BR01 C21 SING N N 3  
A1EAP C12  N04 SING Y N 4  
A1EAP C17  C14 DOUB Y N 5  
A1EAP C19  C21 DOUB Y N 6  
A1EAP C19  C13 SING Y N 7  
A1EAP C21  C22 SING Y N 8  
A1EAP O02  C11 DOUB N N 9  
A1EAP N04  C09 SING Y N 10 
A1EAP N04  C07 SING Y N 11 
A1EAP C14  C09 SING Y N 12 
A1EAP C11  C13 SING N N 13 
A1EAP C11  C07 SING N N 14 
A1EAP C13  C18 DOUB Y N 15 
A1EAP C09  N05 DOUB Y N 16 
A1EAP C07  C08 DOUB Y N 17 
A1EAP C22  O03 SING N N 18 
A1EAP C22  C20 DOUB Y N 19 
A1EAP C18  C20 SING Y N 20 
A1EAP N05  C08 SING Y N 21 
A1EAP C08  C10 SING N N 22 
A1EAP C20  C23 SING N N 23 
A1EAP C10  C15 SING N N 24 
A1EAP C23  N06 TRIP N N 25 
A1EAP C10  H1  SING N N 26 
A1EAP C10  H2  SING N N 27 
A1EAP C15  H3  SING N N 28 
A1EAP C15  H4  SING N N 29 
A1EAP C15  H5  SING N N 30 
A1EAP C17  H6  SING N N 31 
A1EAP C12  H7  SING N N 32 
A1EAP C14  H8  SING N N 33 
A1EAP C16  H9  SING N N 34 
A1EAP C18  H10 SING N N 35 
A1EAP C19  H11 SING N N 36 
A1EAP O03  H12 SING N N 37 
# 
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 
A1EAP InChI            InChI                1.06  "InChI=1S/C17H12BrN3O2/c1-2-13-15(21-6-4-3-5-14(21)20-13)17(23)10-7-11(9-19)16(22)12(18)8-10/h3-8,22H,2H2,1H3" 
A1EAP InChIKey         InChI                1.06  RQGCKMOCOOAGEG-UHFFFAOYSA-N                                                                                    
A1EAP SMILES_CANONICAL CACTVS               3.385 "CCc1nc2ccccn2c1C(=O)c3cc(Br)c(O)c(c3)C#N"                                                                     
A1EAP SMILES           CACTVS               3.385 "CCc1nc2ccccn2c1C(=O)c3cc(Br)c(O)c(c3)C#N"                                                                     
A1EAP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCc1c(n2ccccc2n1)C(=O)c3cc(c(c(c3)Br)O)C#N"                                                                   
A1EAP SMILES           "OpenEye OEToolkits" 2.0.7 "CCc1c(n2ccccc2n1)C(=O)c3cc(c(c(c3)Br)O)C#N"                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1EAP 
_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        "3-bromanyl-5-(2-ethylimidazo[1,2-a]pyridin-3-yl)carbonyl-2-oxidanyl-benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EAP "Create component" 2024-08-15 PDBC 
A1EAP "Initial release"  2025-02-26 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1EAP 
_pdbx_chem_comp_synonyms.name         "Lingdolinurad " 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
