data_EAQ
# 
_chem_comp.id                                    EAQ 
_chem_comp.name                                  "6-~{tert}-butyl-~{N}-[6-(1~{H}-pyrazol-4-yl)-1~{H}-imidazo[1,2-a]pyridin-2-yl]pyridine-3-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-03-12 
_chem_comp.pdbx_modified_date                    2025-12-15 
_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                        360.412 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EAQ 
_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        6FYR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_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 
EAQ C1  C1  C 0 1 Y N N N N N -4.719  11.797 36.214 2.566  -1.620 -0.076 C1  EAQ 1  
EAQ C3  C2  C 0 1 Y N N N N N -5.644  9.757  35.632 3.814  0.399  0.014  C3  EAQ 2  
EAQ C11 C3  C 0 1 Y N N N N N -4.220  7.759  35.063 6.280  0.418  0.012  C11 EAQ 3  
EAQ C12 C4  C 0 1 N N N N N N -8.468  14.405 36.496 -1.548 0.286  0.014  C12 EAQ 4  
EAQ C13 C5  C 0 1 Y N N N N N -9.082  15.771 36.680 -3.026 0.298  0.016  C13 EAQ 5  
EAQ C15 C6  C 0 1 Y N N N N N -10.213 16.129 35.930 -3.745 -0.897 -0.032 C15 EAQ 6  
EAQ C17 C7  C 0 1 Y N N N N N -10.260 18.293 36.893 -5.749 0.239  0.016  C17 EAQ 7  
EAQ C18 C8  C 0 1 Y N N N N N -9.117  17.992 37.656 -5.111 1.464  0.071  C18 EAQ 8  
EAQ C19 C9  C 0 1 Y N N N N N -8.520  16.725 37.542 -3.728 1.508  0.071  C19 EAQ 9  
EAQ C20 C10 C 0 1 N N N N N N -10.990 19.657 36.947 -7.256 0.187  0.015  C20 EAQ 10 
EAQ C21 C11 C 0 1 N N N N N N -10.801 20.407 35.598 -7.799 1.142  1.080  C21 EAQ 11 
EAQ C22 C12 C 0 1 N N N N N N -12.514 19.412 37.158 -7.779 0.605  -1.360 C22 EAQ 12 
EAQ C23 C13 C 0 1 N N N N N N -10.476 20.528 38.131 -7.717 -1.238 0.326  C23 EAQ 13 
EAQ C24 C14 C 0 1 Y N N N N N -3.078  7.224  34.576 7.211  0.357  1.006  C24 EAQ 14 
EAQ C27 C15 C 0 1 Y N N N N N -5.190  6.655  34.988 6.776  1.283  -0.983 C27 EAQ 15 
EAQ N2  N1  N 0 1 Y N N N N N -5.756  11.036 35.986 2.615  -0.252 -0.014 N2  EAQ 16 
EAQ C4  C16 C 0 1 Y N N N N N -4.421  9.166  35.519 4.980  -0.301 -0.019 C4  EAQ 17 
EAQ C5  C17 C 0 1 Y N N N N N -3.226  9.991  35.823 4.956  -1.713 -0.079 C5  EAQ 18 
EAQ C6  C18 C 0 1 Y N N N N N -3.357  11.273 36.167 3.763  -2.363 -0.106 C6  EAQ 19 
EAQ N7  N2  N 0 1 Y N N N N N -5.065  12.970 36.480 1.291  -1.987 -0.091 N7  EAQ 20 
EAQ C8  C19 C 0 1 Y N N N N N -6.487  13.055 36.422 0.518  -0.897 -0.041 C8  EAQ 21 
EAQ C9  C20 C 0 1 Y N N N N N -6.855  11.785 36.076 1.321  0.197  0.008  C9  EAQ 22 
EAQ N10 N3  N 0 1 N N N N N N -7.141  14.218 36.631 -0.883 -0.885 -0.039 N10 EAQ 23 
EAQ O14 O1  O 0 1 N N N N N N -9.210  13.494 36.189 -0.931 1.333  0.061  O14 EAQ 24 
EAQ N16 N4  N 0 1 Y N N N N N -10.763 17.349 36.060 -5.062 -0.887 -0.030 N16 EAQ 25 
EAQ N25 N5  N 0 1 Y N N N N N -3.286  5.974  34.234 8.241  1.153  0.650  N25 EAQ 26 
EAQ N26 N6  N 0 1 Y N N N N N -4.563  5.655  34.493 7.945  1.719  -0.595 N26 EAQ 27 
EAQ H1  H1  H 0 1 N N N N N N -6.535  9.180  35.432 3.838  1.477  0.062  H1  EAQ 28 
EAQ H2  H2  H 0 1 N N N N N N -10.646 15.418 35.242 -3.217 -1.839 -0.070 H2  EAQ 29 
EAQ H3  H3  H 0 1 N N N N N N -8.701  18.730 38.325 -5.686 2.378  0.112  H3  EAQ 30 
EAQ H4  H4  H 0 1 N N N N N N -7.635  16.487 38.114 -3.203 2.451  0.113  H4  EAQ 31 
EAQ H5  H5  H 0 1 N N N N N N -11.321 21.375 35.640 -7.470 2.158  0.859  H5  EAQ 32 
EAQ H6  H6  H 0 1 N N N N N N -9.729  20.574 35.419 -8.889 1.105  1.079  H6  EAQ 33 
EAQ H7  H7  H 0 1 N N N N N N -11.219 19.802 34.780 -7.426 0.845  2.060  H7  EAQ 34 
EAQ H8  H8  H 0 1 N N N N N N -12.672 18.881 38.108 -7.392 -0.076 -2.118 H8  EAQ 35 
EAQ H9  H9  H 0 1 N N N N N N -13.040 20.378 37.185 -8.869 0.568  -1.361 H9  EAQ 36 
EAQ H10 H10 H 0 1 N N N N N N -12.906 18.804 36.329 -7.450 1.620  -1.581 H10 EAQ 37 
EAQ H11 H11 H 0 1 N N N N N N -10.617 19.983 39.076 -7.344 -1.536 1.306  H11 EAQ 38 
EAQ H12 H12 H 0 1 N N N N N N -9.407  20.745 37.989 -8.807 -1.275 0.325  H12 EAQ 39 
EAQ H13 H13 H 0 1 N N N N N N -11.041 21.471 38.164 -7.330 -1.919 -0.433 H13 EAQ 40 
EAQ H14 H14 H 0 1 N N N N N N -2.137  7.746  34.483 7.137  -0.223 1.914  H14 EAQ 41 
EAQ H15 H15 H 0 1 N N N N N N -6.226  6.683  35.291 6.277  1.540  -1.906 H15 EAQ 42 
EAQ H16 H16 H 0 1 N N N N N N -2.242  9.550  35.765 5.880  -2.272 -0.102 H16 EAQ 43 
EAQ H17 H17 H 0 1 N N N N N N -2.502  11.890 36.398 3.733  -3.442 -0.150 H17 EAQ 44 
EAQ H19 H19 H 0 1 N N N N N N -7.866  11.446 35.904 0.999  1.227  0.055  H19 EAQ 45 
EAQ H20 H20 H 0 1 N N N N N N -6.594  15.007 36.910 -1.375 -1.721 -0.077 H20 EAQ 46 
EAQ H21 H21 H 0 1 N N N N N N -2.602  5.358  33.843 9.046  1.306  1.168  H21 EAQ 47 
# 
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 
EAQ N25 N26 SING Y N 1  
EAQ N25 C24 SING Y N 2  
EAQ N26 C27 DOUB Y N 3  
EAQ C24 C11 DOUB Y N 4  
EAQ C27 C11 SING Y N 5  
EAQ C11 C4  SING N N 6  
EAQ C4  C3  DOUB Y N 7  
EAQ C4  C5  SING Y N 8  
EAQ C21 C20 SING N N 9  
EAQ C3  N2  SING Y N 10 
EAQ C5  C6  DOUB Y N 11 
EAQ C15 N16 DOUB Y N 12 
EAQ C15 C13 SING Y N 13 
EAQ N2  C9  SING Y N 14 
EAQ N2  C1  SING Y N 15 
EAQ N16 C17 SING Y N 16 
EAQ C9  C8  DOUB Y N 17 
EAQ C6  C1  SING Y N 18 
EAQ O14 C12 DOUB N N 19 
EAQ C1  N7  DOUB Y N 20 
EAQ C8  N7  SING Y N 21 
EAQ C8  N10 SING N N 22 
EAQ C12 N10 SING N N 23 
EAQ C12 C13 SING N N 24 
EAQ C13 C19 DOUB Y N 25 
EAQ C17 C20 SING N N 26 
EAQ C17 C18 DOUB Y N 27 
EAQ C20 C22 SING N N 28 
EAQ C20 C23 SING N N 29 
EAQ C19 C18 SING Y N 30 
EAQ C3  H1  SING N N 31 
EAQ C15 H2  SING N N 32 
EAQ C18 H3  SING N N 33 
EAQ C19 H4  SING N N 34 
EAQ C21 H5  SING N N 35 
EAQ C21 H6  SING N N 36 
EAQ C21 H7  SING N N 37 
EAQ C22 H8  SING N N 38 
EAQ C22 H9  SING N N 39 
EAQ C22 H10 SING N N 40 
EAQ C23 H11 SING N N 41 
EAQ C23 H12 SING N N 42 
EAQ C23 H13 SING N N 43 
EAQ C24 H14 SING N N 44 
EAQ C27 H15 SING N N 45 
EAQ C5  H16 SING N N 46 
EAQ C6  H17 SING N N 47 
EAQ C9  H19 SING N N 48 
EAQ N10 H20 SING N N 49 
EAQ N25 H21 SING N N 50 
# 
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 
EAQ InChI            InChI                1.06  "InChI=1S/C20H20N6O/c1-20(2,3)16-6-4-13(8-21-16)19(27)25-17-12-26-11-14(5-7-18(26)24-17)15-9-22-23-10-15/h4-12H,1-3H3,(H,22,23)(H,25,27)" 
EAQ InChIKey         InChI                1.06  BNBGXFKXNXXHEZ-UHFFFAOYSA-N                                                                                                               
EAQ SMILES_CANONICAL CACTVS               3.385 "CC(C)(C)c1ccc(cn1)C(=O)Nc2cn3cc(ccc3n2)c4c[nH]nc4"                                                                                       
EAQ SMILES           CACTVS               3.385 "CC(C)(C)c1ccc(cn1)C(=O)Nc2cn3cc(ccc3n2)c4c[nH]nc4"                                                                                       
EAQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(C)c1ccc(cn1)C(=O)Nc2cn3cc(ccc3n2)c4c[nH]nc4"                                                                                       
EAQ SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(C)c1ccc(cn1)C(=O)Nc2cn3cc(ccc3n2)c4c[nH]nc4"                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           EAQ 
_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        "6-~{tert}-butyl-~{N}-[6-(1~{H}-pyrazol-4-yl)imidazo[1,2-a]pyridin-2-yl]pyridine-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
EAQ "Create component"   2018-03-12 EBI  
EAQ "Initial release"    2018-07-18 RCSB 
EAQ "Other modification" 2019-10-17 PDBE 
EAQ "Other modification" 2025-12-15 PDBE 
# 
