data_XOH
# 
_chem_comp.id                                    XOH 
_chem_comp.name                                  "4-[2,6-bis(fluoranyl)-4-(3-morpholin-4-ylpropylcarbamoylamino)phenoxy]-~{N}-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]-1~{H}-pyrrolo[2,3-b]pyridine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H28 F2 N8 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-06-08 
_chem_comp.pdbx_modified_date                    2024-06-21 
_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                        570.548 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XOH 
_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        8PAS 
_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 
XOH C2  C1  C 0 1 N N N N N N -29.530 -3.399  -25.175 -5.253  -0.078 -0.254 C2  XOH 1  
XOH C4  C2  C 0 1 N N N N N N -28.555 -2.562  -23.053 -6.594  -2.112 -0.281 C4  XOH 2  
XOH C5  C3  C 0 1 Y N N N N N -27.938 -3.639  -22.135 -8.032  -2.504 -0.506 C5  XOH 3  
XOH C11 C4  C 0 1 Y N N N N N -30.453 -4.143  -25.815 -5.116  1.379  -0.389 C11 XOH 4  
XOH C12 C5  C 0 1 Y N N N N N -30.640 -3.926  -27.111 -6.109  2.271  -0.666 C12 XOH 5  
XOH N13 N1  N 0 1 Y N N N N N -31.556 -4.751  -27.534 -5.597  3.526  -0.705 N13 XOH 6  
XOH C16 C6  C 0 1 Y N N N N N -33.142 -7.195  -25.382 -2.060  4.187  -0.124 C16 XOH 7  
XOH C17 C7  C 0 1 Y N N N N N -32.445 -6.862  -24.229 -1.628  2.892  0.097  C17 XOH 8  
XOH C18 C8  C 0 1 Y N N N N N -31.492 -5.844  -24.265 -2.547  1.850  0.040  C18 XOH 9  
XOH C21 C9  C 0 1 Y N N N N N -31.520 -6.096  -20.887 0.041   0.090  -0.512 C21 XOH 10 
XOH C23 C10 C 0 1 Y N N N N N -31.454 -6.958  -19.790 1.374   -0.152 -0.235 C23 XOH 11 
XOH C24 C11 C 0 1 Y N N N N N -30.601 -8.064  -19.843 1.822   -0.149 1.079  C24 XOH 12 
XOH C30 C12 C 0 1 N N N N N N -28.774 -10.463 -14.948 7.815   -0.372 0.247  C30 XOH 13 
XOH C31 C13 C 0 1 N N N N N N -28.685 -10.444 -13.426 8.895   0.092  -0.731 C31 XOH 14 
XOH C33 C14 C 0 1 N N N N N N -26.670 -10.264 -12.150 10.282  -1.858 -0.355 C33 XOH 15 
XOH C34 C15 C 0 1 N N N N N N -25.386 -10.869 -11.670 11.639  -2.322 0.181  C34 XOH 16 
XOH C36 C16 C 0 1 N N N N N N -26.490 -13.003 -11.746 12.639  -0.258 -0.510 C36 XOH 17 
XOH C37 C17 C 0 1 N N N N N N -27.795 -12.417 -12.264 11.292  0.227  -1.053 C37 XOH 18 
XOH C38 C18 C 0 1 Y N N N N N -29.853 -8.277  -21.012 0.932   0.095  2.116  C38 XOH 19 
XOH C39 C19 C 0 1 Y N N N N N -29.920 -7.419  -22.108 -0.402  0.337  1.839  C39 XOH 20 
XOH O35 O1  O 0 1 N N N N N N -25.770 -12.043 -10.919 12.682  -1.686 -0.563 O35 XOH 21 
XOH N32 N2  N 0 1 N N N N N N -27.466 -11.170 -13.009 10.206  -0.391 -0.279 N32 XOH 22 
XOH C29 C20 C 0 1 N N N N N N -30.048 -9.684  -15.261 6.449   0.132  -0.225 C29 XOH 23 
XOH N28 N3  N 0 1 N N N N N N -30.149 -9.738  -16.729 5.414   -0.313 0.712  N28 XOH 24 
XOH C26 C21 C 0 1 N N N N N N -30.380 -8.677  -17.535 4.125   0.015  0.498  C26 XOH 25 
XOH O27 O2  O 0 1 N N N N N N -30.525 -7.539  -17.091 3.820   0.680  -0.473 O27 XOH 26 
XOH N25 N4  N 0 1 N N N N N N -30.447 -8.977  -18.857 3.173   -0.394 1.359  N25 XOH 27 
XOH F40 F1  F 0 1 N N N N N N -29.152 -7.634  -23.272 -1.269  0.571  2.848  F40 XOH 28 
XOH F22 F2  F 0 1 N N N N N N -32.205 -5.211  -20.825 -0.395  0.087  -1.791 F22 XOH 29 
XOH C20 C22 C 0 1 Y N N N N N -30.766 -6.330  -22.040 -0.851  0.329  0.525  C20 XOH 30 
XOH O19 O3  O 0 1 N N N N N N -30.820 -5.467  -23.124 -2.163  0.567  0.253  O19 XOH 31 
XOH C41 C23 C 0 1 Y N N N N N -31.246 -5.168  -25.416 -3.879  2.167  -0.244 C41 XOH 32 
XOH N15 N5  N 0 1 Y N N N N N -32.852 -6.499  -26.538 -3.322  4.459  -0.385 N15 XOH 33 
XOH C14 C24 C 0 1 Y N N N N N -31.938 -5.514  -26.521 -4.244  3.505  -0.454 C14 XOH 34 
XOH O1  O4  O 0 1 N N N N N N -28.674 -2.797  -25.834 -4.279  -0.759 0.008  O1  XOH 35 
XOH N3  N6  N 0 1 N N N N N N -29.607 -3.275  -23.845 -6.458  -0.660 -0.415 N3  XOH 36 
XOH N6  N7  N 0 1 Y N N N N N -28.530 -3.982  -20.996 -8.554  -2.815 -1.655 N6  XOH 37 
XOH O7  O5  O 0 1 Y N N N N N -27.708 -5.040  -20.461 -9.922  -3.119 -1.431 O7  XOH 38 
XOH N8  N8  N 0 1 Y N N N N N -26.635 -5.263  -21.373 -10.146 -2.956 -0.039 N8  XOH 39 
XOH C9  C25 C 0 1 Y N N N N N -26.849 -4.404  -22.350 -9.017  -2.598 0.497  C9  XOH 40 
XOH C10 C26 C 0 1 N N N N N N -25.894 -4.349  -23.517 -8.798  -2.322 1.962  C10 XOH 41 
XOH H1  H1  H 0 1 N N N N N N -27.789 -2.140  -23.721 -6.288  -2.415 0.721  H1  XOH 42 
XOH H2  H2  H 0 1 N N N N N N -29.004 -1.756  -22.454 -5.963  -2.606 -1.019 H2  XOH 43 
XOH H3  H3  H 0 1 N N N N N N -30.122 -3.192  -27.711 -7.145  2.016  -0.830 H3  XOH 44 
XOH H4  H4  H 0 1 N N N N N N -31.911 -4.800  -28.468 -6.113  4.328  -0.886 H4  XOH 45 
XOH H5  H5  H 0 1 N N N N N N -33.889 -7.975  -25.375 -1.346  4.996  -0.079 H5  XOH 46 
XOH H6  H6  H 0 1 N N N N N N -32.640 -7.389  -23.307 -0.588  2.693  0.311  H6  XOH 47 
XOH H7  H7  H 0 1 N N N N N N -32.055 -6.772  -18.912 2.067   -0.342 -1.041 H7  XOH 48 
XOH H8  H8  H 0 1 N N N N N N -28.847 -11.495 -15.321 7.806   -1.462 0.288  H8  XOH 49 
XOH H9  H9  H 0 1 N N N N N N -27.897 -9.972  -15.396 8.026   0.027  1.239  H9  XOH 50 
XOH H10 H10 H 0 1 N N N N N N -28.635 -9.404  -13.072 8.684   -0.307 -1.723 H10 XOH 51 
XOH H11 H11 H 0 1 N N N N N N -29.572 -10.935 -12.998 8.904   1.181  -0.772 H11 XOH 52 
XOH H12 H12 H 0 1 N N N N N N -26.434 -9.357  -12.726 10.172  -2.174 -1.392 H12 XOH 53 
XOH H13 H13 H 0 1 N N N N N N -27.277 -9.994  -11.273 9.485   -2.296 0.245  H13 XOH 54 
XOH H14 H14 H 0 1 N N N N N N -24.750 -11.149 -12.523 11.726  -2.052 1.233  H14 XOH 55 
XOH H15 H15 H 0 1 N N N N N N -24.844 -10.161 -11.026 11.722  -3.403 0.073  H15 XOH 56 
XOH H16 H16 H 0 1 N N N N N N -26.712 -13.898 -11.146 13.446  0.153  -1.117 H16 XOH 57 
XOH H17 H17 H 0 1 N N N N N N -25.858 -13.283 -12.602 12.756  0.072  0.522  H17 XOH 58 
XOH H18 H18 H 0 1 N N N N N N -28.462 -12.185 -11.421 11.232  1.312  -0.961 H18 XOH 59 
XOH H19 H19 H 0 1 N N N N N N -28.288 -13.136 -12.935 11.199  -0.055 -2.102 H19 XOH 60 
XOH H20 H20 H 0 1 N N N N N N -29.202 -9.137  -21.064 1.280   0.096  3.138  H20 XOH 61 
XOH H22 H22 H 0 1 N N N N N N -29.965 -8.644  -14.913 6.458   1.221  -0.266 H22 XOH 62 
XOH H23 H23 H 0 1 N N N N N N -30.922 -10.159 -14.792 6.237   -0.268 -1.217 H23 XOH 63 
XOH H24 H24 H 0 1 N N N N N N -30.038 -10.631 -17.165 5.657   -0.845 1.487  H24 XOH 64 
XOH H25 H25 H 0 1 N N N N N N -30.378 -9.939  -19.120 3.423   -0.859 2.173  H25 XOH 65 
XOH H26 H26 H 0 1 N N N N N N -30.390 -3.670  -23.366 -7.235  -0.116 -0.620 H26 XOH 66 
XOH H27 H27 H 0 1 N N N N N N -25.095 -5.091  -23.373 -8.991  -1.268 2.166  H27 XOH 67 
XOH H28 H28 H 0 1 N N N N N N -26.438 -4.572  -24.447 -9.476  -2.937 2.553  H28 XOH 68 
XOH H29 H29 H 0 1 N N N N N N -25.453 -3.344  -23.582 -7.767  -2.560 2.226  H29 XOH 69 
# 
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 
XOH N13 C12 SING Y N 1  
XOH N13 C14 SING Y N 2  
XOH C12 C11 DOUB Y N 3  
XOH N15 C14 DOUB Y N 4  
XOH N15 C16 SING Y N 5  
XOH C14 C41 SING Y N 6  
XOH O1  C2  DOUB N N 7  
XOH C11 C41 SING Y N 8  
XOH C11 C2  SING N N 9  
XOH C41 C18 DOUB Y N 10 
XOH C16 C17 DOUB Y N 11 
XOH C2  N3  SING N N 12 
XOH C18 C17 SING Y N 13 
XOH C18 O19 SING N N 14 
XOH N3  C4  SING N N 15 
XOH C10 C9  SING N N 16 
XOH F40 C39 SING N N 17 
XOH O19 C20 SING N N 18 
XOH C4  C5  SING N N 19 
XOH C9  C5  SING Y N 20 
XOH C9  N8  DOUB Y N 21 
XOH C5  N6  DOUB Y N 22 
XOH C39 C20 DOUB Y N 23 
XOH C39 C38 SING Y N 24 
XOH C20 C21 SING Y N 25 
XOH N8  O7  SING Y N 26 
XOH C38 C24 DOUB Y N 27 
XOH N6  O7  SING Y N 28 
XOH C21 F22 SING N N 29 
XOH C21 C23 DOUB Y N 30 
XOH C24 C23 SING Y N 31 
XOH C24 N25 SING N N 32 
XOH N25 C26 SING N N 33 
XOH C26 O27 DOUB N N 34 
XOH C26 N28 SING N N 35 
XOH N28 C29 SING N N 36 
XOH C29 C30 SING N N 37 
XOH C30 C31 SING N N 38 
XOH C31 N32 SING N N 39 
XOH N32 C37 SING N N 40 
XOH N32 C33 SING N N 41 
XOH C37 C36 SING N N 42 
XOH C33 C34 SING N N 43 
XOH C36 O35 SING N N 44 
XOH C34 O35 SING N N 45 
XOH C4  H1  SING N N 46 
XOH C4  H2  SING N N 47 
XOH C12 H3  SING N N 48 
XOH N13 H4  SING N N 49 
XOH C16 H5  SING N N 50 
XOH C17 H6  SING N N 51 
XOH C23 H7  SING N N 52 
XOH C30 H8  SING N N 53 
XOH C30 H9  SING N N 54 
XOH C31 H10 SING N N 55 
XOH C31 H11 SING N N 56 
XOH C33 H12 SING N N 57 
XOH C33 H13 SING N N 58 
XOH C34 H14 SING N N 59 
XOH C34 H15 SING N N 60 
XOH C36 H16 SING N N 61 
XOH C36 H17 SING N N 62 
XOH C37 H18 SING N N 63 
XOH C37 H19 SING N N 64 
XOH C38 H20 SING N N 65 
XOH C29 H22 SING N N 66 
XOH C29 H23 SING N N 67 
XOH N28 H24 SING N N 68 
XOH N25 H25 SING N N 69 
XOH N3  H26 SING N N 70 
XOH C10 H27 SING N N 71 
XOH C10 H28 SING N N 72 
XOH C10 H29 SING N N 73 
# 
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 
XOH InChI            InChI                1.06  "InChI=1S/C26H28F2N8O5/c1-15-20(35-41-34-15)14-32-25(37)17-13-31-24-22(17)21(3-5-29-24)40-23-18(27)11-16(12-19(23)28)33-26(38)30-4-2-6-36-7-9-39-10-8-36/h3,5,11-13H,2,4,6-10,14H2,1H3,(H,29,31)(H,32,37)(H2,30,33,38)" 
XOH InChIKey         InChI                1.06  SENYRIRBXVWYED-UHFFFAOYSA-N                                                                                                                                                                                             
XOH SMILES_CANONICAL CACTVS               3.385 "Cc1nonc1CNC(=O)c2c[nH]c3nccc(Oc4c(F)cc(NC(=O)NCCCN5CCOCC5)cc4F)c23"                                                                                                                                                    
XOH SMILES           CACTVS               3.385 "Cc1nonc1CNC(=O)c2c[nH]c3nccc(Oc4c(F)cc(NC(=O)NCCCN5CCOCC5)cc4F)c23"                                                                                                                                                    
XOH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(non1)CNC(=O)c2c[nH]c3c2c(ccn3)Oc4c(cc(cc4F)NC(=O)NCCCN5CCOCC5)F"                                                                                                                                                  
XOH SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c(non1)CNC(=O)c2c[nH]c3c2c(ccn3)Oc4c(cc(cc4F)NC(=O)NCCCN5CCOCC5)F"                                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           XOH 
_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-[2,6-bis(fluoranyl)-4-(3-morpholin-4-ylpropylcarbamoylamino)phenoxy]-~{N}-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]-1~{H}-pyrrolo[2,3-b]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 
XOH "Create component" 2023-06-08 PDBE 
XOH "Initial release"  2024-06-26 RCSB 
# 
