data_U8E
# 
_chem_comp.id                                    U8E 
_chem_comp.name                                  "4-[4-[bis(fluoranyl)methoxy]phenyl]-3-cyclopropyl-6-(4-methoxyphenyl)-2~{H}-pyrazolo[4,3-b]pyridin-5-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H19 F2 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-30 
_chem_comp.pdbx_modified_date                    2024-03-15 
_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                        423.412 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U8E 
_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        8QE1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
U8E C1  C1  C 0 1 Y N N N N N 34.593 40.319 7.821  -5.997 -1.280 0.216  C1  U8E 1  
U8E C2  C2  C 0 1 Y N N N N N 35.809 40.974 7.804  -5.589 -0.703 -0.979 C2  U8E 2  
U8E C3  C3  C 0 1 Y N N N N N 36.539 41.104 8.973  -4.377 -0.050 -1.054 C3  U8E 3  
U8E C7  C4  C 0 1 N N N N N N 36.856 40.719 11.425 -2.257 0.731  -0.002 C7  U8E 4  
U8E C8  C5  C 0 1 N N N N N N 38.165 40.348 11.436 -2.215 2.077  -0.239 C8  U8E 5  
U8E C9  C6  C 0 1 Y N N N N N 38.922 40.464 12.618 -0.914 2.739  -0.302 C9  U8E 6  
U8E C10 C7  C 0 1 Y N N N N N 39.402 40.943 14.747 1.295  2.850  -0.230 C10 U8E 7  
U8E C11 C8  C 0 1 N N N N N N 39.369 41.373 16.179 2.763  2.532  -0.113 C11 U8E 8  
U8E C12 C9  C 0 1 N N N N N N 39.975 40.524 17.263 3.754  3.673  -0.349 C12 U8E 9  
U8E C13 C10 C 0 1 N N N N N N 40.663 41.765 16.845 3.525  3.140  1.067  C13 U8E 10 
U8E C14 C11 C 0 1 Y N N N N N 38.359 40.965 13.788 0.267  1.969  -0.117 C14 U8E 11 
U8E C15 C12 C 0 1 N N N N N N 36.208 41.247 12.619 -1.010 -0.015 0.182  C15 U8E 12 
U8E C16 C13 C 0 1 Y N N N N N 36.391 41.853 14.946 1.357  -0.138 0.302  C16 U8E 13 
U8E C19 C14 C 0 1 Y N N N N N 35.138 42.819 17.203 3.672  -1.615 0.660  C19 U8E 14 
U8E C20 C15 C 0 1 N N N N N N 35.150 43.960 19.280 5.365  -2.964 -0.323 C20 U8E 15 
U8E C21 C16 C 0 1 Y N N N N N 35.204 41.459 16.989 3.077  -0.984 1.743  C21 U8E 16 
U8E C22 C17 C 0 1 Y N N N N N 35.831 40.975 15.858 1.923  -0.247 1.566  C22 U8E 17 
U8E F1  F1  F 0 1 N N N N N N 36.333 43.396 19.535 4.433  -3.852 -0.870 F1  U8E 18 
U8E F   F2  F 0 1 N N N N N N 35.401 45.210 18.809 5.688  -1.985 -1.269 F   U8E 19 
U8E O2  O1  O 0 1 N N N N N N 34.481 43.224 18.347 4.808  -2.341 0.836  O2  U8E 20 
U8E C18 C18 C 0 1 Y N N N N N 35.687 43.703 16.291 3.107  -1.506 -0.603 C18 U8E 21 
U8E C17 C19 C 0 1 Y N N N N N 36.316 43.218 15.161 1.953  -0.769 -0.782 C17 U8E 22 
U8E N2  N1  N 0 1 N N N N N N 37.034 41.341 13.768 0.184  0.605  0.122  N2  U8E 23 
U8E N1  N2  N 0 1 Y N N N N N 40.507 40.466 14.197 0.753  4.064  -0.468 N1  U8E 24 
U8E N   N3  N 0 1 Y N N N N N 40.211 40.182 12.908 -0.530 3.985  -0.508 N   U8E 25 
U8E O1  O2  O 0 1 N N N N N N 35.036 41.598 12.675 -1.053 -1.215 0.392  O1  U8E 26 
U8E C4  C20 C 0 1 Y N N N N N 36.064 40.583 10.173 -3.560 0.030  0.074  C4  U8E 27 
U8E C5  C21 C 0 1 Y N N N N N 34.835 39.929 10.173 -3.972 -0.550 1.273  C5  U8E 28 
U8E C6  C22 C 0 1 Y N N N N N 34.101 39.794 9.005  -5.186 -1.201 1.340  C6  U8E 29 
U8E O   O3  O 0 1 N N N N N N 33.840 40.167 6.684  -7.195 -1.918 0.287  O   U8E 30 
U8E C   C23 C 0 1 N N N N N N 34.355 40.717 5.467  -7.979 -1.961 -0.906 C   U8E 31 
U8E H1  H1  H 0 1 N N N N N N 36.190 41.384 6.880  -6.223 -0.766 -1.852 H1  U8E 32 
U8E H2  H2  H 0 1 N N N N N N 37.490 41.616 8.954  -4.061 0.398  -1.984 H2  U8E 33 
U8E H3  H3  H 0 1 N N N N N N 38.624 39.964 10.537 -3.126 2.639  -0.377 H3  U8E 34 
U8E H4  H4  H 0 1 N N N N N N 38.489 41.961 16.477 3.056  1.535  -0.441 H4  U8E 35 
U8E H5  H5  H 0 1 N N N N N N 39.494 40.470 18.251 4.700  3.427  -0.832 H5  U8E 36 
U8E H6  H6  H 0 1 N N N N N N 40.411 39.545 17.014 3.344  4.654  -0.590 H6  U8E 37 
U8E H7  H7  H 0 1 N N N N N N 41.608 41.706 16.285 2.964  3.769  1.758  H7  U8E 38 
U8E H8  H8  H 0 1 N N N N N N 40.691 42.631 17.522 4.320  2.543  1.514  H8  U8E 39 
U8E H9  H9  H 0 1 N N N N N N 34.553 44.022 20.202 6.267  -3.510 -0.044 H9  U8E 40 
U8E H10 H10 H 0 1 N N N N N N 34.768 40.775 17.702 3.517  -1.070 2.726  H10 U8E 41 
U8E H11 H11 H 0 1 N N N N N N 35.885 39.910 15.685 1.461  0.244  2.409  H11 U8E 42 
U8E H12 H12 H 0 1 N N N N N N 35.624 44.768 16.462 3.570  -1.997 -1.446 H12 U8E 43 
U8E H13 H13 H 0 1 N N N N N N 36.748 43.903 14.447 1.514  -0.685 -1.765 H13 U8E 44 
U8E H14 H14 H 0 1 N N N N N N 41.391 40.340 14.648 1.261  4.881  -0.593 H14 U8E 45 
U8E H15 H15 H 0 1 N N N N N N 34.448 39.521 11.095 -3.342 -0.490 2.148  H15 U8E 46 
U8E H16 H16 H 0 1 N N N N N N 33.150 39.282 9.018  -5.506 -1.651 2.269  H16 U8E 47 
U8E H17 H17 H 0 1 N N N N N N 33.649 40.519 4.647  -7.420 -2.474 -1.690 H17 U8E 48 
U8E H18 H18 H 0 1 N N N N N N 34.488 41.803 5.583  -8.907 -2.497 -0.712 H18 U8E 49 
U8E H19 H19 H 0 1 N N N N N N 35.325 40.252 5.236  -8.207 -0.945 -1.229 H19 U8E 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 
U8E C   O   SING N N 1  
U8E O   C1  SING N N 2  
U8E C2  C1  DOUB Y N 3  
U8E C2  C3  SING Y N 4  
U8E C1  C6  SING Y N 5  
U8E C3  C4  DOUB Y N 6  
U8E C6  C5  DOUB Y N 7  
U8E C5  C4  SING Y N 8  
U8E C4  C7  SING N N 9  
U8E C7  C8  DOUB N N 10 
U8E C7  C15 SING N N 11 
U8E C8  C9  SING N N 12 
U8E C9  N   DOUB Y N 13 
U8E C9  C14 SING Y N 14 
U8E C15 O1  DOUB N N 15 
U8E C15 N2  SING N N 16 
U8E N   N1  SING Y N 17 
U8E N2  C14 SING N N 18 
U8E N2  C16 SING N N 19 
U8E C14 C10 DOUB Y N 20 
U8E N1  C10 SING Y N 21 
U8E C10 C11 SING N N 22 
U8E C16 C17 DOUB Y N 23 
U8E C16 C22 SING Y N 24 
U8E C17 C18 SING Y N 25 
U8E C22 C21 DOUB Y N 26 
U8E C11 C13 SING N N 27 
U8E C11 C12 SING N N 28 
U8E C18 C19 DOUB Y N 29 
U8E C13 C12 SING N N 30 
U8E C21 C19 SING Y N 31 
U8E C19 O2  SING N N 32 
U8E O2  C20 SING N N 33 
U8E F   C20 SING N N 34 
U8E C20 F1  SING N N 35 
U8E C2  H1  SING N N 36 
U8E C3  H2  SING N N 37 
U8E C8  H3  SING N N 38 
U8E C11 H4  SING N N 39 
U8E C12 H5  SING N N 40 
U8E C12 H6  SING N N 41 
U8E C13 H7  SING N N 42 
U8E C13 H8  SING N N 43 
U8E C20 H9  SING N N 44 
U8E C21 H10 SING N N 45 
U8E C22 H11 SING N N 46 
U8E C18 H12 SING N N 47 
U8E C17 H13 SING N N 48 
U8E N1  H14 SING N N 49 
U8E C5  H15 SING N N 50 
U8E C6  H16 SING N N 51 
U8E C   H17 SING N N 52 
U8E C   H18 SING N N 53 
U8E C   H19 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 
U8E InChI            InChI                1.06  "InChI=1S/C23H19F2N3O3/c1-30-16-8-4-13(5-9-16)18-12-19-21(20(27-26-19)14-2-3-14)28(22(18)29)15-6-10-17(11-7-15)31-23(24)25/h4-12,14,23H,2-3H2,1H3,(H,26,27)" 
U8E InChIKey         InChI                1.06  JTWWXAUUAZCEKL-UHFFFAOYSA-N                                                                                                                                  
U8E SMILES_CANONICAL CACTVS               3.385 "COc1ccc(cc1)C2=Cc3n[nH]c(C4CC4)c3N(C2=O)c5ccc(OC(F)F)cc5"                                                                                                   
U8E SMILES           CACTVS               3.385 "COc1ccc(cc1)C2=Cc3n[nH]c(C4CC4)c3N(C2=O)c5ccc(OC(F)F)cc5"                                                                                                   
U8E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1ccc(cc1)C2=Cc3c(c([nH]n3)C4CC4)N(C2=O)c5ccc(cc5)OC(F)F"                                                                                                 
U8E SMILES           "OpenEye OEToolkits" 2.0.7 "COc1ccc(cc1)C2=Cc3c(c([nH]n3)C4CC4)N(C2=O)c5ccc(cc5)OC(F)F"                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           U8E 
_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        "4-[4-[bis(fluoranyl)methoxy]phenyl]-3-cyclopropyl-6-(4-methoxyphenyl)-2~{H}-pyrazolo[4,3-b]pyridin-5-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 
U8E "Create component" 2023-08-30 PDBE 
U8E "Initial release"  2024-03-20 RCSB 
# 
