data_A1H8I
# 
_chem_comp.id                                    A1H8I 
_chem_comp.name                                  "N-[4-[3-[2,2-bis(fluoranyl)propoxy]phenyl]-2,3,5,6-tetrakis(fluoranyl)phenyl]-2-oxidanyl-pyrazolo[1,5-a]pyridine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H15 F6 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-(3'-(2,2-difluoropropoxy)-2,3,5,6-tetrafluoro-[1,1'-biphenyl]-4-yl)-2-hydroxypyrazolo[1,5-a]pyridine-3-carboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-16 
_chem_comp.pdbx_modified_date                    2025-07-18 
_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                        495.374 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H8I 
_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        9EZ9 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1H8I N1  N1  N 0 1 N N N N N N -28.490 22.843 23.981 -2.848 0.314  -0.683 N1  A1H8I 1  
A1H8I C2  C1  C 0 1 N N N N N N -18.050 26.263 23.936 8.138  -1.124 -0.804 C2  A1H8I 2  
A1H8I O2  O1  O 0 1 N N N N N N -29.425 22.994 21.942 -3.499 0.914  1.355  O2  A1H8I 3  
A1H8I N3  N2  N 0 1 Y N N N N N -32.894 21.499 23.800 -7.199 -0.663 -0.386 N3  A1H8I 4  
A1H8I C4  C2  C 0 1 Y N N N N N -20.944 24.729 22.481 4.914  0.218  0.370  C4  A1H8I 5  
A1H8I C5  C3  C 0 1 Y N N N N N -20.728 24.860 21.118 5.282  1.038  1.428  C5  A1H8I 6  
A1H8I C6  C4  C 0 1 Y N N N N N -21.765 24.626 20.239 4.320  1.734  2.135  C6  A1H8I 7  
A1H8I C1  C5  C 0 1 N N N N N N -16.997 27.197 23.414 7.989  -0.667 -2.257 C1  A1H8I 8  
A1H8I C10 C6  C 0 1 Y N N N N N -25.178 24.376 23.647 0.526  -0.558 0.499  C10 A1H8I 9  
A1H8I C11 C7  C 0 1 Y N N N N N -26.441 24.072 24.095 -0.807 -0.673 0.153  C11 A1H8I 10 
A1H8I C12 C8  C 0 1 Y N N N N N -27.224 23.132 23.455 -1.498 0.432  -0.334 C12 A1H8I 11 
A1H8I C13 C9  C 0 1 N N N N N N -29.532 22.720 23.133 -3.805 0.531  0.241  C13 A1H8I 12 
A1H8I C14 C10 C 0 1 Y N N N N N -30.797 22.202 23.679 -5.211 0.306  -0.095 C14 A1H8I 13 
A1H8I C15 C11 C 0 1 Y N N N N N -31.088 21.777 24.975 -6.109 1.251  -0.634 C15 A1H8I 14 
A1H8I C16 C12 C 0 1 Y N N N N N -34.174 21.170 23.434 -8.127 -1.660 -0.358 C16 A1H8I 15 
A1H8I C17 C13 C 0 1 Y N N N N N -34.536 21.378 22.147 -7.803 -2.892 0.094  C17 A1H8I 16 
A1H8I C18 C14 C 0 1 Y N N N N N -33.623 21.922 21.202 -6.503 -3.162 0.542  C18 A1H8I 17 
A1H8I C19 C15 C 0 1 Y N N N N N -32.355 22.242 21.579 -5.567 -2.170 0.518  C19 A1H8I 18 
A1H8I C20 C16 C 0 1 Y N N N N N -31.962 22.027 22.919 -5.927 -0.900 0.051  C20 A1H8I 19 
A1H8I C21 C17 C 0 1 Y N N N N N -26.639 22.436 22.413 -0.849 1.655  -0.474 C21 A1H8I 20 
A1H8I C22 C18 C 0 1 Y N N N N N -25.371 22.727 21.968 0.485  1.774  -0.130 C22 A1H8I 21 
A1H8I C23 C19 C 0 1 Y N N N N N -22.186 24.349 22.965 3.579  0.097  0.019  C23 A1H8I 22 
A1H8I C3  C20 C 0 1 N N N N N N -18.606 25.359 22.862 7.220  -0.288 0.090  C3  A1H8I 23 
A1H8I C7  C21 C 0 1 Y N N N N N -23.003 24.220 20.711 2.988  1.619  1.793  C7  A1H8I 24 
A1H8I C8  C22 C 0 1 Y N N N N N -23.240 24.104 22.081 2.609  0.794  0.735  C8  A1H8I 25 
A1H8I C9  C23 C 0 1 Y N N N N N -24.600 23.734 22.552 1.179  0.669  0.365  C9  A1H8I 26 
A1H8I F1  F1  F 0 1 N N N N N N -17.495 25.544 24.936 7.787  -2.474 -0.702 F1  A1H8I 27 
A1H8I F2  F2  F 0 1 N N N N N N -19.053 26.997 24.443 9.466  -0.955 -0.397 F2  A1H8I 28 
A1H8I F3  F3  F 0 1 N N N N N N -24.526 25.381 24.253 1.197  -1.632 0.971  F3  A1H8I 29 
A1H8I F4  F4  F 0 1 N N N N N N -26.986 24.783 25.097 -1.440 -1.859 0.286  F4  A1H8I 30 
A1H8I F5  F5  F 0 1 N N N N N N -27.332 21.463 21.807 -1.522 2.726  -0.948 F5  A1H8I 31 
A1H8I F6  F6  F 0 1 N N N N N N -24.903 22.018 20.928 1.114  2.962  -0.266 F6  A1H8I 32 
A1H8I N2  N3  N 0 1 Y N N N N N -32.368 21.342 25.046 -7.275 0.673  -0.797 N2  A1H8I 33 
A1H8I O1  O2  O 0 1 N N N N N N -19.904 24.986 23.336 5.864  -0.460 -0.326 O1  A1H8I 34 
A1H8I O3  O3  O 0 1 N N N N N N -30.356 21.765 25.945 -5.815 2.542  -0.934 O3  A1H8I 35 
A1H8I H1  H1  H 0 1 N N N N N N -28.619 22.730 24.966 -3.095 0.080  -1.592 H1  A1H8I 36 
A1H8I H2  H2  H 0 1 N N N N N N -19.754 25.143 20.747 6.323  1.131  1.700  H2  A1H8I 37 
A1H8I H3  H3  H 0 1 N N N N N N -21.611 24.760 19.178 4.611  2.370  2.958  H3  A1H8I 38 
A1H8I H4  H4  H 0 1 N N N N N N -16.628 27.830 24.235 8.642  -1.262 -2.894 H4  A1H8I 39 
A1H8I H5  H5  H 0 1 N N N N N N -16.163 26.613 22.998 6.954  -0.798 -2.574 H5  A1H8I 40 
A1H8I H6  H6  H 0 1 N N N N N N -17.428 27.833 22.627 8.262  0.385  -2.337 H6  A1H8I 41 
A1H8I H8  H8  H 0 1 N N N N N N -34.870 20.758 24.150 -9.132 -1.463 -0.700 H8  A1H8I 42 
A1H8I H9  H9  H 0 1 N N N N N N -35.538 21.126 21.831 -8.550 -3.672 0.110  H9  A1H8I 43 
A1H8I H10 H10 H 0 1 N N N N N N -33.937 22.082 20.181 -6.243 -4.148 0.899  H10 A1H8I 44 
A1H8I H11 H11 H 0 1 N N N N N N -31.659 22.655 20.864 -4.560 -2.360 0.860  H11 A1H8I 45 
A1H8I H12 H12 H 0 1 N N N N N N -22.340 24.242 24.029 3.292  -0.537 -0.807 H12 A1H8I 46 
A1H8I H13 H13 H 0 1 N N N N N N -17.970 24.471 22.735 7.327  -0.614 1.125  H13 A1H8I 47 
A1H8I H14 H14 H 0 1 N N N N N N -18.682 25.895 21.905 7.494  0.764  0.010  H14 A1H8I 48 
A1H8I H15 H15 H 0 1 N N N N N N -23.793 23.991 20.011 2.238  2.164  2.348  H15 A1H8I 49 
A1H8I H16 H16 H 0 1 N N N N N N -30.827 21.418 26.694 -5.496 2.673  -1.837 H16 A1H8I 50 
# 
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 
A1H8I C6  C7  DOUB Y N 1  
A1H8I C6  C5  SING Y N 2  
A1H8I C7  C8  SING Y N 3  
A1H8I F6  C22 SING N N 4  
A1H8I C5  C4  DOUB Y N 5  
A1H8I C18 C19 DOUB Y N 6  
A1H8I C18 C17 SING Y N 7  
A1H8I C19 C20 SING Y N 8  
A1H8I F5  C21 SING N N 9  
A1H8I O2  C13 DOUB N N 10 
A1H8I C22 C21 DOUB Y N 11 
A1H8I C22 C9  SING Y N 12 
A1H8I C8  C9  SING N N 13 
A1H8I C8  C23 DOUB Y N 14 
A1H8I C17 C16 DOUB Y N 15 
A1H8I C21 C12 SING Y N 16 
A1H8I C4  C23 SING Y N 17 
A1H8I C4  O1  SING N N 18 
A1H8I C9  C10 DOUB Y N 19 
A1H8I C3  O1  SING N N 20 
A1H8I C3  C2  SING N N 21 
A1H8I C20 C14 DOUB Y N 22 
A1H8I C20 N3  SING Y N 23 
A1H8I C13 C14 SING N N 24 
A1H8I C13 N1  SING N N 25 
A1H8I C1  C2  SING N N 26 
A1H8I C16 N3  SING Y N 27 
A1H8I C12 N1  SING N N 28 
A1H8I C12 C11 DOUB Y N 29 
A1H8I C10 C11 SING Y N 30 
A1H8I C10 F3  SING N N 31 
A1H8I C14 C15 SING Y N 32 
A1H8I N3  N2  SING Y N 33 
A1H8I C2  F2  SING N N 34 
A1H8I C2  F1  SING N N 35 
A1H8I C11 F4  SING N N 36 
A1H8I C15 N2  DOUB Y N 37 
A1H8I C15 O3  SING N N 38 
A1H8I N1  H1  SING N N 39 
A1H8I C5  H2  SING N N 40 
A1H8I C6  H3  SING N N 41 
A1H8I C1  H4  SING N N 42 
A1H8I C1  H5  SING N N 43 
A1H8I C1  H6  SING N N 44 
A1H8I C16 H8  SING N N 45 
A1H8I C17 H9  SING N N 46 
A1H8I C18 H10 SING N N 47 
A1H8I C19 H11 SING N N 48 
A1H8I C23 H12 SING N N 49 
A1H8I C3  H13 SING N N 50 
A1H8I C3  H14 SING N N 51 
A1H8I C7  H15 SING N N 52 
A1H8I O3  H16 SING N N 53 
# 
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 
A1H8I InChI            InChI                1.06  "InChI=1S/C23H15F6N3O3/c1-23(28,29)10-35-12-6-4-5-11(9-12)14-16(24)18(26)20(19(27)17(14)25)30-21(33)15-13-7-2-3-8-32(13)31-22(15)34/h2-9H,10H2,1H3,(H,30,33)(H,31,34)" 
A1H8I InChIKey         InChI                1.06  VMNSFPULVHCEOI-UHFFFAOYSA-N                                                                                                                                            
A1H8I SMILES_CANONICAL CACTVS               3.385 "CC(F)(F)COc1cccc(c1)c2c(F)c(F)c(NC(=O)c3c(O)nn4ccccc34)c(F)c2F"                                                                                                       
A1H8I SMILES           CACTVS               3.385 "CC(F)(F)COc1cccc(c1)c2c(F)c(F)c(NC(=O)c3c(O)nn4ccccc34)c(F)c2F"                                                                                                       
A1H8I SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(COc1cccc(c1)c2c(c(c(c(c2F)F)NC(=O)c3c4ccccn4nc3O)F)F)(F)F"                                                                                                         
A1H8I SMILES           "OpenEye OEToolkits" 2.0.7 "CC(COc1cccc(c1)c2c(c(c(c(c2F)F)NC(=O)c3c4ccccn4nc3O)F)F)(F)F"                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1H8I 
_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        "~{N}-[4-[3-[2,2-bis(fluoranyl)propoxy]phenyl]-2,3,5,6-tetrakis(fluoranyl)phenyl]-2-oxidanyl-pyrazolo[1,5-a]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 
A1H8I "Create component" 2024-04-16 PDBE 
A1H8I "Initial release"  2025-07-23 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H8I 
_pdbx_chem_comp_synonyms.name         "N-(3'-(2,2-difluoropropoxy)-2,3,5,6-tetrafluoro-[1,1'-biphenyl]-4-yl)-2-hydroxypyrazolo[1,5-a]pyridine-3-carboxamide" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
