data_8KE
# 
_chem_comp.id                                    8KE 
_chem_comp.name                                  "[1-[6-[(4-methoxyphenyl)amino]pyrimidin-4-yl]pyrazol-4-yl]-[(3S)-3-oxidanylpyrrolidin-1-yl]methanone" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-07-14 
_chem_comp.pdbx_modified_date                    2025-08-08 
_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                        380.401 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8KE 
_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        8PQ3 
_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_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 
8KE C15 C1  C 0 1 N N N N N N 10.542 11.165 16.722 -7.110 1.602  0.848  C15 8KE 1  
8KE C16 C2  C 0 1 N N S N N N 9.844  10.888 18.043 -8.094 0.605  0.182  C16 8KE 2  
8KE C17 C3  C 0 1 N N N N N N 8.413  11.317 17.743 -7.208 -0.629 -0.087 C17 8KE 3  
8KE C18 C4  C 0 1 Y N N N N N 4.686  11.045 6.350  5.742  1.742  -0.702 C18 8KE 4  
8KE C19 C5  C 0 1 Y N N N N N 3.454  10.469 6.101  7.077  1.409  -0.580 C19 8KE 5  
8KE C1  C6  C 0 1 N N N N N N 1.040  9.403  5.525  9.075  -1.197 1.046  C1  8KE 6  
8KE C10 C7  C 0 1 Y N N N N N 7.866  11.208 13.252 -2.184 -1.039 -0.300 C10 8KE 7  
8KE C11 C8  C 0 1 Y N N N N N 6.915  11.134 14.248 -3.381 -0.352 -0.287 C11 8KE 8  
8KE C12 C9  C 0 1 Y N N N N N 5.704  11.011 13.564 -3.072 1.027  -0.249 C12 8KE 9  
8KE C13 C10 C 0 1 N N N N N N 7.052  11.146 15.722 -4.731 -0.946 -0.310 C13 8KE 10 
8KE C14 C11 C 0 1 N N N N N N 9.541  10.623 15.722 -5.794 1.293  0.090  C14 8KE 11 
8KE C2  C12 C 0 1 Y N N N N N 3.192  9.182  6.537  7.449  0.293  0.155  C2  8KE 12 
8KE C3  C13 C 0 1 Y N N N N N 4.156  8.488  7.249  6.481  -0.491 0.766  C3  8KE 13 
8KE C4  C14 C 0 1 Y N N N N N 5.380  9.077  7.511  5.146  -0.159 0.645  C4  8KE 14 
8KE C5  C15 C 0 1 Y N N N N N 5.683  10.337 7.008  4.773  0.959  -0.090 C5  8KE 15 
8KE C6  C16 C 0 1 Y N N N N N 7.607  11.179 8.430  2.454  0.304  -0.236 C6  8KE 16 
8KE C7  C17 C 0 1 Y N N N N N 6.989  11.024 9.659  1.100  0.632  -0.236 C7  8KE 17 
8KE C8  C18 C 0 1 Y N N N N N 7.765  11.208 10.784 0.172  -0.401 -0.265 C8  8KE 18 
8KE C9  C19 C 0 1 Y N N N N N 9.566  11.634 9.499  1.896  -1.930 -0.290 C9  8KE 19 
8KE N1  N1  N 0 1 N N N N N N 6.897  11.007 7.267  3.420  1.299  -0.209 N1  8KE 20 
8KE N2  N2  N 0 1 Y N N N N N 9.065  11.523 10.729 0.607  -1.659 -0.290 N2  8KE 21 
8KE N3  N3  N 0 1 Y N N N N N 8.911  11.472 8.350  2.807  -0.979 -0.258 N3  8KE 22 
8KE N4  N4  N 0 1 Y N N N N N 7.211  11.130 12.082 -1.196 -0.124 -0.265 N4  8KE 23 
8KE N5  N5  N 0 1 Y N N N N N 5.861  11.021 12.257 -1.773 1.150  -0.240 N5  8KE 24 
8KE N6  N6  N 0 1 N N N N N N 8.255  11.012 16.318 -5.813 -0.166 -0.119 N6  8KE 25 
8KE O1  O1  O 0 1 N N N N N N 1.966  8.628  6.283  8.764  -0.035 0.275  O1  8KE 26 
8KE O2  O2  O 0 1 N N N N N N 6.037  11.302 16.403 -4.867 -2.139 -0.500 O2  8KE 27 
8KE O3  O3  O 0 1 N N N N N N 9.866  9.489  18.287 -9.161 0.276  1.074  O3  8KE 28 
8KE H1  H1  H 0 1 N N N N N N 11.502 10.632 16.657 -7.424 2.632  0.682  H1  8KE 29 
8KE H2  H2  H 0 1 N N N N N N 10.710 12.242 16.576 -7.005 1.395  1.913  H2  8KE 30 
8KE H3  H3  H 0 1 N N N N N N 10.279 11.478 18.863 -8.485 1.013  -0.750 H3  8KE 31 
8KE H4  H4  H 0 1 N N N N N N 8.277  12.392 17.932 -7.337 -1.360 0.712  H4  8KE 32 
8KE H5  H5  H 0 1 N N N N N N 7.696  10.744 18.349 -7.475 -1.076 -1.044 H5  8KE 33 
8KE H6  H6  H 0 1 N N N N N N 4.875  12.059 6.029  5.453  2.614  -1.271 H6  8KE 34 
8KE H7  H7  H 0 1 N N N N N N 2.697  11.023 5.567  7.831  2.018  -1.056 H7  8KE 35 
8KE H8  H8  H 0 1 N N N N N N 0.105  8.838  5.399  8.712  -1.065 2.065  H8  8KE 36 
8KE H9  H9  H 0 1 N N N N N N 0.831  10.345 6.054  8.596  -2.068 0.599  H9  8KE 37 
8KE H10 H10 H 0 1 N N N N N N 1.470  9.625  4.537  10.155 -1.344 1.061  H10 8KE 38 
8KE H11 H11 H 0 1 N N N N N N 8.933  11.309 13.387 -2.062 -2.111 -0.328 H11 8KE 39 
8KE H12 H12 H 0 1 N N N N N N 4.745  10.918 14.053 -3.786 1.837  -0.231 H12 8KE 40 
8KE H13 H13 H 0 1 N N N N N N 9.622  9.530  15.630 -5.778 1.814  -0.868 H13 8KE 41 
8KE H14 H14 H 0 1 N N N N N N 9.677  11.085 14.733 -4.933 1.579  0.693  H14 8KE 42 
8KE H15 H15 H 0 1 N N N N N N 3.952  7.487  7.600  6.772  -1.360 1.337  H15 8KE 43 
8KE H16 H16 H 0 1 N N N N N N 6.108  8.553  8.113  4.393  -0.768 1.121  H16 8KE 44 
8KE H17 H17 H 0 1 N N N N N N 5.942  10.769 9.734  0.780  1.664  -0.215 H17 8KE 45 
8KE H18 H18 H 0 1 N N N N N N 10.615 11.882 9.426  2.214  -2.962 -0.311 H18 8KE 46 
8KE H19 H19 H 0 1 N N N N N N 7.314  11.431 6.463  3.158  2.231  -0.272 H19 8KE 47 
8KE H20 H20 H 0 1 N N N N N N 9.432  9.304  19.111 -9.805 -0.344 0.706  H20 8KE 48 
# 
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 
8KE C1  O1  SING N N 1  
8KE C19 C18 DOUB Y N 2  
8KE C19 C2  SING Y N 3  
8KE O1  C2  SING N N 4  
8KE C18 C5  SING Y N 5  
8KE C2  C3  DOUB Y N 6  
8KE C5  N1  SING N N 7  
8KE C5  C4  DOUB Y N 8  
8KE C3  C4  SING Y N 9  
8KE N1  C6  SING N N 10 
8KE N3  C6  DOUB Y N 11 
8KE N3  C9  SING Y N 12 
8KE C6  C7  SING Y N 13 
8KE C9  N2  DOUB Y N 14 
8KE C7  C8  DOUB Y N 15 
8KE N2  C8  SING Y N 16 
8KE C8  N4  SING N N 17 
8KE N4  N5  SING Y N 18 
8KE N4  C10 SING Y N 19 
8KE N5  C12 DOUB Y N 20 
8KE C10 C11 DOUB Y N 21 
8KE C12 C11 SING Y N 22 
8KE C11 C13 SING N N 23 
8KE C13 N6  SING N N 24 
8KE C13 O2  DOUB N N 25 
8KE C14 N6  SING N N 26 
8KE C14 C15 SING N N 27 
8KE N6  C17 SING N N 28 
8KE C15 C16 SING N N 29 
8KE C17 C16 SING N N 30 
8KE C16 O3  SING N N 31 
8KE C15 H1  SING N N 32 
8KE C15 H2  SING N N 33 
8KE C16 H3  SING N N 34 
8KE C17 H4  SING N N 35 
8KE C17 H5  SING N N 36 
8KE C18 H6  SING N N 37 
8KE C19 H7  SING N N 38 
8KE C1  H8  SING N N 39 
8KE C1  H9  SING N N 40 
8KE C1  H10 SING N N 41 
8KE C10 H11 SING N N 42 
8KE C12 H12 SING N N 43 
8KE C14 H13 SING N N 44 
8KE C14 H14 SING N N 45 
8KE C3  H15 SING N N 46 
8KE C4  H16 SING N N 47 
8KE C7  H17 SING N N 48 
8KE C9  H18 SING N N 49 
8KE N1  H19 SING N N 50 
8KE O3  H20 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 
8KE InChI            InChI                1.06  "InChI=1S/C19H20N6O3/c1-28-16-4-2-14(3-5-16)23-17-8-18(21-12-20-17)25-10-13(9-22-25)19(27)24-7-6-15(26)11-24/h2-5,8-10,12,15,26H,6-7,11H2,1H3,(H,20,21,23)/t15-/m0/s1" 
8KE InChIKey         InChI                1.06  XCPMHUGYOPFVKI-HNNXBMFYSA-N                                                                                                                                            
8KE SMILES_CANONICAL CACTVS               3.385 "COc1ccc(Nc2cc(ncn2)n3cc(cn3)C(=O)N4CC[C@H](O)C4)cc1"                                                                                                                  
8KE SMILES           CACTVS               3.385 "COc1ccc(Nc2cc(ncn2)n3cc(cn3)C(=O)N4CC[CH](O)C4)cc1"                                                                                                                   
8KE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1ccc(cc1)Nc2cc(ncn2)n3cc(cn3)C(=O)N4CC[C@@H](C4)O"                                                                                                                 
8KE SMILES           "OpenEye OEToolkits" 2.0.7 "COc1ccc(cc1)Nc2cc(ncn2)n3cc(cn3)C(=O)N4CCC(C4)O"                                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           8KE 
_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        "[1-[6-[(4-methoxyphenyl)amino]pyrimidin-4-yl]pyrazol-4-yl]-[(3~{S})-3-oxidanylpyrrolidin-1-yl]methanone" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8KE "Create component"   2023-07-14 PDBE 
8KE "Other modification" 2023-07-26 PDBE 
8KE "Initial release"    2025-08-13 RCSB 
# 
