data_XHU
# 
_chem_comp.id                                    XHU 
_chem_comp.name                                  "(1P)-4-chloro-5'-(cyclopropyloxy)-2'-fluoro-6-[(1H-pyrazolo[3,4-b]pyridin-3-yl)methoxy][1,1'-biphenyl]-3-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H16 Cl F N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-06-06 
_chem_comp.pdbx_modified_date                    2024-12-13 
_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                        434.850 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XHU 
_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        7G2J 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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_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 
XHU C10  C1  C  0 1 Y N N N N N -12.251 8.187  43.034 -1.328 -0.843 0.850  C10  XHU 1  
XHU C11  C2  C  0 1 Y N N N N N -13.515 8.759  42.903 -2.117 -1.822 0.252  C11  XHU 2  
XHU C13  C3  C  0 1 Y N N N N N -11.465 5.907  42.654 -2.655 1.255  0.688  C13  XHU 3  
XHU C15  C4  C  0 1 N N N N N N -10.793 3.642  42.046 -4.005 3.295  0.549  C15  XHU 4  
XHU C17  C5  C  0 1 Y N N N N N -11.932 4.146  44.123 -1.712 3.242  -0.319 C17  XHU 5  
XHU C19  C6  C  0 1 Y N N N N N -12.513 5.019  45.004 -0.533 2.566  -0.555 C19  XHU 6  
XHU C20  C7  C  0 1 Y N N N N N -12.557 6.388  44.713 -0.405 1.235  -0.186 C20  XHU 7  
XHU C22  C8  C  0 1 N N N N N N -13.629 6.861  46.772 1.806  1.312  -1.052 C22  XHU 8  
XHU C23  C9  C  0 1 Y N N N N N -14.110 8.012  47.566 3.008  0.421  -1.230 C23  XHU 9  
XHU C26  C10 C  0 1 Y N N N N N -14.309 9.795  48.945 4.994  -0.673 -0.860 C26  XHU 10 
XHU C28  C11 C  0 1 Y N N N N N -12.789 11.259 49.743 6.381  -0.531 0.976  C28  XHU 11 
XHU C1   C12 C  0 1 N N N N N N -14.891 13.213 42.493 -4.825 -4.546 -1.328 C1   XHU 12 
XHU C2   C13 C  0 1 N N N N N N -15.033 12.066 41.459 -3.589 -3.694 -1.030 C2   XHU 13 
XHU C3   C14 C  0 1 N N N N N N -16.228 12.953 41.827 -3.623 -4.584 -2.274 C3   XHU 14 
XHU O4   O1  O  0 1 N N N N N N -14.901 10.734 42.080 -2.750 -4.104 0.052  O4   XHU 15 
XHU C5   C15 C  0 1 Y N N N N N -13.655 10.067 42.351 -1.981 -3.147 0.635  C5   XHU 16 
XHU C6   C16 C  0 1 Y N N N N N -12.485 10.795 41.981 -1.060 -3.496 1.612  C6   XHU 17 
XHU C7   C17 C  0 1 Y N N N N N -11.256 10.218 42.123 -0.275 -2.526 2.208  C7   XHU 18 
XHU C8   C18 C  0 1 Y N N N N N -11.136 8.930  42.607 -0.400 -1.203 1.828  C8   XHU 19 
XHU F9   F1  F  0 1 N N N N N N -9.899  8.365  42.499 0.368  -0.257 2.412  F9   XHU 20 
XHU C12  C19 C  0 1 Y N N N N N -12.051 6.836  43.507 -1.469 0.576  0.444  C12  XHU 21 
XHU C14  C20 C  0 1 Y N N N N N -11.387 4.546  42.955 -2.782 2.591  0.305  C14  XHU 22 
XHU N16  N1  N  0 1 N N N N N N -10.300 2.916  41.254 -4.975 3.853  0.744  N16  XHU 23 
XHU CL18 CL1 CL 0 0 N N N N N N -11.927 2.512  44.637 -1.868 4.904  -0.797 CL18 XHU 24 
XHU O21  O2  O  0 1 N N N N N N -13.093 7.312  45.509 0.757  0.575  -0.421 O21  XHU 25 
XHU N24  N2  N  0 1 Y N N N N N -15.391 8.121  47.933 3.263  -0.328 -2.264 N24  XHU 26 
XHU N25  N3  N  0 1 Y N N N N N -15.485 9.168  48.752 4.468  -1.013 -2.076 N25  XHU 27 
XHU N27  N4  N  0 1 Y N N N N N -14.072 10.853 49.713 6.096  -1.025 -0.209 N27  XHU 28 
XHU C29  C21 C  0 1 Y N N N N N -11.744 10.612 49.004 5.544  0.380  1.604  C29  XHU 29 
XHU C30  C22 C  0 1 Y N N N N N -12.051 9.512  48.208 4.390  0.781  0.983  C30  XHU 30 
XHU C31  C23 C  0 1 Y N N N N N -13.349 9.078  48.171 4.101  0.249  -0.279 C31  XHU 31 
XHU H39  H1  H  0 1 N N N N N N -14.390 8.211  43.220 -2.834 -1.550 -0.509 H39  XHU 32 
XHU H40  H2  H  0 1 N N N N N N -11.052 6.253  41.718 -3.480 0.749  1.170  H40  XHU 33 
XHU H41  H3  H  0 1 N N N N N N -12.938 4.650  45.926 0.291  3.072  -1.037 H41  XHU 34 
XHU H43  H4  H  0 1 N N N N N N -14.467 6.173  46.586 2.075  2.166  -0.430 H43  XHU 35 
XHU H42  H5  H  0 1 N N N N N N -12.842 6.336  47.334 1.467  1.664  -2.026 H42  XHU 36 
XHU H45  H6  H  0 1 N N N N N N -12.534 12.113 50.353 7.289  -0.842 1.472  H45  XHU 37 
XHU H32  H7  H  0 1 N N N N N N -14.753 12.979 43.559 -4.998 -5.419 -0.699 H32  XHU 38 
XHU H33  H8  H  0 1 N N N N N N -14.316 14.115 42.238 -5.720 -4.029 -1.673 H33  XHU 39 
XHU H34  H9  H  0 1 N N N N N N -14.573 12.228 40.473 -3.672 -2.618 -1.178 H34  XHU 40 
XHU H35  H10 H  0 1 N N N N N N -17.059 12.535 42.414 -3.005 -5.482 -2.267 H35  XHU 41 
XHU H36  H11 H  0 1 N N N N N N -16.622 13.671 41.093 -3.728 -4.092 -3.241 H36  XHU 42 
XHU H37  H12 H  0 1 N N N N N N -12.571 11.798 41.590 -0.956 -4.530 1.908  H37  XHU 43 
XHU H38  H13 H  0 1 N N N N N N -10.370 10.774 41.854 0.440  -2.804 2.968  H38  XHU 44 
XHU H44  H14 H  0 1 N N N N N N -16.341 9.458  49.179 4.867  -1.632 -2.708 H44  XHU 45 
XHU H46  H15 H  0 1 N N N N N N -10.729 10.975 49.064 5.801  0.772  2.577  H46  XHU 46 
XHU H47  H16 H  0 1 N N N N N N -11.284 9.013  47.634 3.724  1.489  1.453  H47  XHU 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 
XHU C1  C2   SING N N 1  
XHU C1  C3   SING N N 2  
XHU C2  C3   SING N N 3  
XHU C2  O4   SING N N 4  
XHU O4  C5   SING N N 5  
XHU C5  C6   DOUB Y N 6  
XHU C5  C11  SING Y N 7  
XHU C6  C7   SING Y N 8  
XHU C7  C8   DOUB Y N 9  
XHU C8  F9   SING N N 10 
XHU C8  C10  SING Y N 11 
XHU C10 C11  DOUB Y N 12 
XHU C10 C12  SING N N 13 
XHU C12 C13  DOUB Y N 14 
XHU C12 C20  SING Y N 15 
XHU C13 C14  SING Y N 16 
XHU C14 C15  SING N N 17 
XHU C14 C17  DOUB Y N 18 
XHU C15 N16  TRIP N N 19 
XHU C17 CL18 SING N N 20 
XHU C17 C19  SING Y N 21 
XHU C19 C20  DOUB Y N 22 
XHU C20 O21  SING N N 23 
XHU O21 C22  SING N N 24 
XHU C22 C23  SING N N 25 
XHU C23 N24  DOUB Y N 26 
XHU C23 C31  SING Y N 27 
XHU N24 N25  SING Y N 28 
XHU N25 C26  SING Y N 29 
XHU C26 N27  DOUB Y N 30 
XHU C26 C31  SING Y N 31 
XHU N27 C28  SING Y N 32 
XHU C28 C29  DOUB Y N 33 
XHU C29 C30  SING Y N 34 
XHU C30 C31  DOUB Y N 35 
XHU C11 H39  SING N N 36 
XHU C13 H40  SING N N 37 
XHU C19 H41  SING N N 38 
XHU C22 H43  SING N N 39 
XHU C22 H42  SING N N 40 
XHU C28 H45  SING N N 41 
XHU C1  H32  SING N N 42 
XHU C1  H33  SING N N 43 
XHU C2  H34  SING N N 44 
XHU C3  H35  SING N N 45 
XHU C3  H36  SING N N 46 
XHU C6  H37  SING N N 47 
XHU C7  H38  SING N N 48 
XHU N25 H44  SING N N 49 
XHU C29 H46  SING N N 50 
XHU C30 H47  SING N N 51 
# 
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 
XHU SMILES           ACDLabs              12.01 "Fc1ccc(OC2CC2)cc1c1cc(C#N)c(Cl)cc1OCc1n[NH]c2ncccc21"                                                                                                           
XHU InChI            InChI                1.06  "InChI=1S/C23H16ClFN4O2/c24-19-10-22(30-12-21-16-2-1-7-27-23(16)29-28-21)18(8-13(19)11-26)17-9-15(5-6-20(17)25)31-14-3-4-14/h1-2,5-10,14H,3-4,12H2,(H,27,28,29)" 
XHU InChIKey         InChI                1.06  IOUGAUHAXLNXLM-UHFFFAOYSA-N                                                                                                                                      
XHU SMILES_CANONICAL CACTVS               3.385 "Fc1ccc(OC2CC2)cc1c3cc(C#N)c(Cl)cc3OCc4n[nH]c5ncccc45"                                                                                                           
XHU SMILES           CACTVS               3.385 "Fc1ccc(OC2CC2)cc1c3cc(C#N)c(Cl)cc3OCc4n[nH]c5ncccc45"                                                                                                           
XHU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(n[nH]c2nc1)COc3cc(c(cc3c4cc(ccc4F)OC5CC5)C#N)Cl"                                                                                                         
XHU SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(n[nH]c2nc1)COc3cc(c(cc3c4cc(ccc4F)OC5CC5)C#N)Cl"                                                                                                         
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
XHU "SYSTEMATIC NAME" ACDLabs              12.01 "(1P)-4-chloro-5'-(cyclopropyloxy)-2'-fluoro-6-[(1H-pyrazolo[3,4-b]pyridin-3-yl)methoxy][1,1'-biphenyl]-3-carbonitrile" 
XHU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-chloranyl-5-(5-cyclopropyloxy-2-fluoranyl-phenyl)-4-(1~{H}-pyrazolo[3,4-b]pyridin-3-ylmethoxy)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 
XHU "Create component" 2023-06-06 RCSB 
XHU "Initial release"  2024-12-18 RCSB 
# 
