data_XOE
# 
_chem_comp.id                                    XOE 
_chem_comp.name                                  "1-phenyl-N-(2,3,6-trifluoro-4-{[(3M)-3-(2-{[(3R,5R)-5-fluoropiperidin-3-yl]amino}pyrimidin-4-yl)pyridin-2-yl]oxy}phenyl)methanesulfonamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H24 F4 N6 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-11-06 
_chem_comp.pdbx_modified_date                    2024-05-24 
_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                        588.576 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XOE 
_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        8UVL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
XOE C4   C1  C 0 1 Y N N N N N 13.454 36.981 22.031 1.752  -0.896 1.529  C4   XOE 1  
XOE C5   C2  C 0 1 Y N N N N N 15.256 35.974 23.197 0.124  0.150  0.106  C5   XOE 2  
XOE C6   C3  C 0 1 Y N N N N N 15.469 35.079 22.155 0.709  -0.442 -1.003 C6   XOE 3  
XOE C7   C4  C 0 1 Y N N N N N 14.653 35.153 21.025 1.814  -1.260 -0.849 C7   XOE 4  
XOE C8   C5  C 0 1 Y N N N N N 13.648 36.125 20.998 2.339  -1.489 0.417  C8   XOE 5  
XOE C13  C6  C 0 1 Y N N N N N 18.920 34.614 25.954 -1.641 4.538  -0.111 C13  XOE 6  
XOE C15  C7  C 0 1 Y N N N N N 19.410 35.523 23.773 0.702  4.076  -0.017 C15  XOE 7  
XOE C17  C8  C 0 1 Y N N N N N 16.664 34.716 26.807 -3.245 2.621  -0.161 C17  XOE 8  
XOE C21  C9  C 0 1 Y N N N N N 16.259 34.214 29.032 -4.690 0.824  -0.201 C21  XOE 9  
XOE C24  C10 C 0 1 N N S N N N 18.168 33.893 30.677 -6.232 -1.102 -0.244 C24  XOE 10 
XOE C26  C11 C 0 1 N N S N N N 19.751 33.978 32.452 -7.593 -3.112 -0.824 C26  XOE 11 
XOE C11  C12 C 0 1 Y N N N N N 17.258 35.622 24.568 -0.765 2.295  -0.051 C11  XOE 12 
XOE C12  C13 C 0 1 Y N N N N N 17.599 34.998 25.776 -1.866 3.160  -0.107 C12  XOE 13 
XOE C14  C14 C 0 1 Y N N N N N 19.824 34.880 24.935 -0.333 4.992  -0.065 C14  XOE 14 
XOE C18  C15 C 0 1 Y N N N N N 15.288 34.623 26.589 -4.343 3.485  -0.224 C18  XOE 15 
XOE C19  C16 C 0 1 Y N N N N N 14.431 34.322 27.645 -5.611 2.936  -0.273 C19  XOE 16 
XOE C25  C17 C 0 1 N N N N N N 18.313 33.856 32.152 -6.182 -2.517 -0.827 C25  XOE 17 
XOE C27  C18 C 0 1 N N N N N N 20.619 32.898 31.816 -8.139 -3.110 0.605  C27  XOE 18 
XOE C29  C19 C 0 1 N N N N N N 18.813 32.670 30.029 -6.817 -1.159 1.169  C29  XOE 19 
XOE C3   C20 C 0 1 Y N N N N N 14.250 36.908 23.130 0.647  -0.078 1.373  C3   XOE 20 
XOE C31  C21 C 0 1 N N N N N N 10.920 36.397 17.855 5.353  -0.332 0.572  C31  XOE 21 
XOE C34  C22 C 0 1 Y N N N N N 11.554 37.219 16.747 6.712  0.077  0.067  C34  XOE 22 
XOE C35  C23 C 0 1 Y N N N N N 12.381 38.276 17.095 6.823  0.838  -1.082 C35  XOE 23 
XOE C36  C24 C 0 1 Y N N N N N 12.990 39.019 16.099 8.070  1.213  -1.545 C36  XOE 24 
XOE C37  C25 C 0 1 Y N N N N N 12.782 38.692 14.771 9.207  0.829  -0.859 C37  XOE 25 
XOE C38  C26 C 0 1 Y N N N N N 11.954 37.632 14.433 9.096  0.069  0.290  C38  XOE 26 
XOE C39  C27 C 0 1 Y N N N N N 11.335 36.879 15.418 7.849  -0.303 0.756  C39  XOE 27 
XOE F1   F1  F 0 1 N N N N N N 12.442 37.895 21.938 2.258  -1.122 2.761  F1   XOE 28 
XOE F2   F2  F 0 1 N N N N N N 14.036 37.768 24.154 0.076  0.499  2.453  F2   XOE 29 
XOE F40  F3  F 0 1 N N N N N N 14.900 34.274 20.011 2.383  -1.837 -1.930 F40  XOE 30 
XOE F41  F4  F 0 1 N N N N N N 20.123 35.170 31.883 -8.426 -2.343 -1.644 F41  XOE 31 
XOE N16  N1  N 0 1 Y N N N N N 18.147 35.884 23.625 0.465  2.779  -0.014 N16  XOE 32 
XOE N20  N2  N 0 1 Y N N N N N 14.943 34.136 28.846 -5.748 1.619  -0.261 N20  XOE 33 
XOE N22  N3  N 0 1 Y N N N N N 17.104 34.481 28.042 -3.458 1.307  -0.157 N22  XOE 34 
XOE N23  N4  N 0 1 N N N N N N 16.761 33.972 30.368 -4.877 -0.548 -0.190 N23  XOE 35 
XOE N28  N5  N 0 1 N N N N N N 20.220 32.428 30.453 -8.167 -1.735 1.118  N28  XOE 36 
XOE N9   N6  N 0 1 N N N N N N 12.677 36.460 19.999 3.459  -2.318 0.573  N9   XOE 37 
XOE O10  O1  O 0 1 N N N N N N 15.940 36.030 24.410 -0.962 0.954  -0.046 O10  XOE 38 
XOE O32  O2  O 0 1 N N N N N N 12.061 34.164 19.019 4.546  -1.761 -1.532 O32  XOE 39 
XOE O33  O3  O 0 1 N N N N N N 13.552 35.576 17.822 5.788  -2.945 0.250  O33  XOE 40 
XOE S30  S1  S 0 1 N N N N N N 12.332 35.565 18.640 4.889  -1.925 -0.163 S30  XOE 41 
XOE H61  H1  H 0 1 N N N N N N 16.253 34.339 22.219 0.302  -0.264 -1.987 H61  XOE 42 
XOE H131 H2  H 0 0 N N N N N N 19.237 34.121 26.861 -2.467 5.233  -0.153 H131 XOE 43 
XOE H151 H3  H 0 0 N N N N N N 20.123 35.728 22.989 1.722  4.430  0.019  H151 XOE 44 
XOE H241 H4  H 0 0 N N N N N N 18.675 34.791 30.295 -6.859 -0.471 -0.873 H241 XOE 45 
XOE H261 H5  H 0 0 N N N N N N 19.911 33.981 33.540 -7.558 -4.135 -1.199 H261 XOE 46 
XOE H141 H6  H 0 0 N N N N N N 20.857 34.585 25.045 -0.124 6.051  -0.067 H141 XOE 47 
XOE H181 H7  H 0 0 N N N N N N 14.887 34.785 25.599 -4.203 4.556  -0.232 H181 XOE 48 
XOE H191 H8  H 0 0 N N N N N N 13.366 34.242 27.483 -6.481 3.575  -0.322 H191 XOE 49 
XOE H251 H9  H 0 0 N N N N N N 17.761 34.692 32.606 -5.806 -2.477 -1.850 H251 XOE 50 
XOE H252 H10 H 0 0 N N N N N N 17.925 32.904 32.545 -5.524 -3.139 -0.221 H252 XOE 51 
XOE H272 H11 H 0 0 N N N N N N 20.608 32.025 32.485 -9.149 -3.520 0.609  H272 XOE 52 
XOE H271 H12 H 0 0 N N N N N N 21.643 33.293 31.745 -7.497 -3.721 1.240  H271 XOE 53 
XOE H291 H13 H 0 0 N N N N N N 18.800 32.810 28.938 -6.181 -1.779 1.801  H291 XOE 54 
XOE H292 H14 H 0 0 N N N N N N 18.216 31.784 30.292 -6.867 -0.152 1.582  H292 XOE 55 
XOE H311 H15 H 0 0 N N N N N N 10.398 37.045 18.574 5.382  -0.428 1.658  H311 XOE 56 
XOE H312 H16 H 0 0 N N N N N N 10.212 35.663 17.442 4.619  0.424  0.293  H312 XOE 57 
XOE H351 H17 H 0 0 N N N N N N 12.548 38.517 18.134 5.934  1.138  -1.618 H351 XOE 58 
XOE H361 H18 H 0 0 N N N N N N 13.626 39.852 16.358 8.156  1.807  -2.444 H361 XOE 59 
XOE H371 H19 H 0 0 N N N N N N 13.267 39.265 13.994 10.181 1.122  -1.222 H371 XOE 60 
XOE H381 H20 H 0 0 N N N N N N 11.790 37.391 13.393 9.984  -0.232 0.826  H381 XOE 61 
XOE H391 H21 H 0 0 N N N N N N 10.697 36.047 15.158 7.763  -0.896 1.654  H391 XOE 62 
XOE H231 H22 H 0 0 N N N N N N 16.395 34.708 30.937 -4.111 -1.141 -0.147 H231 XOE 63 
XOE H281 H23 H 0 0 N N N N N N 20.815 32.885 29.792 -8.786 -1.157 0.570  H281 XOE 64 
XOE H91  H25 H 0 1 N N N N N N 12.949 37.360 19.659 3.396  -3.122 1.112  H91  XOE 65 
# 
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 
XOE C36 C37  DOUB Y N 1  
XOE C35 C36  SING Y N 2  
XOE C34 C35  DOUB Y N 3  
XOE C38 C39  DOUB Y N 4  
XOE C39 C34  SING Y N 5  
XOE C31 C34  SING N N 6  
XOE S30 C31  SING N N 7  
XOE O32 S30  DOUB N N 8  
XOE O33 S30  DOUB N N 9  
XOE N9  S30  SING N N 10 
XOE C8  N9   SING N N 11 
XOE C7  C8   DOUB Y N 12 
XOE C5  C6   DOUB Y N 13 
XOE F1  C4   SING N N 14 
XOE C4  C3   DOUB Y N 15 
XOE F2  C3   SING N N 16 
XOE C3  C5   SING Y N 17 
XOE O10 C5   SING N N 18 
XOE C11 O10  SING N N 19 
XOE C12 C11  DOUB Y N 20 
XOE C14 C13  DOUB Y N 21 
XOE C15 C14  SING Y N 22 
XOE N16 C15  DOUB Y N 23 
XOE C13 C12  SING Y N 24 
XOE C17 C12  SING N N 25 
XOE C18 C17  DOUB Y N 26 
XOE C19 C18  SING Y N 27 
XOE N20 C19  DOUB Y N 28 
XOE C21 N20  SING Y N 29 
XOE N22 C21  DOUB Y N 30 
XOE N23 C21  SING N N 31 
XOE C24 N23  SING N N 32 
XOE C25 C24  SING N N 33 
XOE C26 C25  SING N N 34 
XOE N28 C27  SING N N 35 
XOE C29 N28  SING N N 36 
XOE C27 C26  SING N N 37 
XOE F41 C26  SING N N 38 
XOE C6  C7   SING Y N 39 
XOE F40 C7   SING N N 40 
XOE C37 C38  SING Y N 41 
XOE C8  C4   SING Y N 42 
XOE C11 N16  SING Y N 43 
XOE C17 N22  SING Y N 44 
XOE C24 C29  SING N N 45 
XOE C6  H61  SING N N 46 
XOE C13 H131 SING N N 47 
XOE C15 H151 SING N N 48 
XOE C24 H241 SING N N 49 
XOE C26 H261 SING N N 50 
XOE C14 H141 SING N N 51 
XOE C18 H181 SING N N 52 
XOE C19 H191 SING N N 53 
XOE C25 H251 SING N N 54 
XOE C25 H252 SING N N 55 
XOE C27 H272 SING N N 56 
XOE C27 H271 SING N N 57 
XOE C29 H291 SING N N 58 
XOE C29 H292 SING N N 59 
XOE C31 H311 SING N N 60 
XOE C31 H312 SING N N 61 
XOE C35 H351 SING N N 62 
XOE C36 H361 SING N N 63 
XOE C37 H371 SING N N 64 
XOE C38 H381 SING N N 65 
XOE C39 H391 SING N N 66 
XOE N23 H231 SING N N 67 
XOE N28 H281 SING N N 68 
XOE N9  H91  SING N N 69 
# 
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 
XOE SMILES           ACDLabs              12.01 "O=S(=O)(Cc1ccccc1)Nc1c(F)cc(Oc2ncccc2c2nc(ncc2)NC2CC(F)CNC2)c(F)c1F"                                                                                                                                    
XOE InChI            InChI                1.06  "InChI=1S/C27H24F4N6O3S/c28-17-11-18(14-32-13-17)35-27-34-10-8-21(36-27)19-7-4-9-33-26(19)40-22-12-20(29)25(24(31)23(22)30)37-41(38,39)15-16-5-2-1-3-6-16/h1-10,12,17-18,32,37H,11,13-15H2,(H,34,35,36)" 
XOE InChIKey         InChI                1.06  RBOAUACOQMQNBF-UHFFFAOYSA-N                                                                                                                                                                              
XOE SMILES_CANONICAL CACTVS               3.385 "F[C@@H]1CNC[C@H](C1)Nc2nccc(n2)c3cccnc3Oc4cc(F)c(N[S](=O)(=O)Cc5ccccc5)c(F)c4F"                                                                                                                         
XOE SMILES           CACTVS               3.385 "F[CH]1CNC[CH](C1)Nc2nccc(n2)c3cccnc3Oc4cc(F)c(N[S](=O)(=O)Cc5ccccc5)c(F)c4F"                                                                                                                            
XOE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CS(=O)(=O)Nc2c(cc(c(c2F)F)Oc3c(cccn3)c4ccnc(n4)N[C@H]5C[C@@H](CNC5)F)F"                                                                                                                       
XOE SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CS(=O)(=O)Nc2c(cc(c(c2F)F)Oc3c(cccn3)c4ccnc(n4)NC5CC(CNC5)F)F"                                                                                                                                
# 
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 
XOE "SYSTEMATIC NAME" ACDLabs              12.01 "1-phenyl-N-(2,3,6-trifluoro-4-{[(3M)-3-(2-{[(3R,5R)-5-fluoropiperidin-3-yl]amino}pyrimidin-4-yl)pyridin-2-yl]oxy}phenyl)methanesulfonamide"             
XOE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-phenyl-~{N}-[2,3,6-tris(fluoranyl)-4-[3-[2-[[(3~{S},5~{S})-5-fluoranylpiperidin-3-yl]amino]pyrimidin-4-yl]pyridin-2-yl]oxy-phenyl]methanesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XOE "Create component" 2023-11-06 RCSB 
XOE "Initial release"  2024-05-29 RCSB 
# 
