data_A1AWV
# 
_chem_comp.id                                    A1AWV 
_chem_comp.name                                  Pexmetinib 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H33 F N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-[3-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-yl]-N'-[(5-fluoro-2-{[1-(2-hydroxyethyl)-1H-indazol-5-yl]oxy}phenyl)methyl]urea" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-07-08 
_chem_comp.pdbx_modified_date                    2024-11-08 
_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                        556.631 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AWV 
_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        9CJ3 
_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_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 
A1AWV N1  N1  N 0 1 Y N N N N N 10.139 11.562 67.586 -6.525 -2.079 0.238  N1  A1AWV 1  
A1AWV N3  N2  N 0 1 N N N N N N 16.119 7.338  62.585 0.786  1.933  -0.085 N3  A1AWV 2  
A1AWV C4  C1  C 0 1 Y N N N N N 12.073 10.296 67.337 -4.703 -1.063 -0.550 C4  A1AWV 3  
A1AWV C5  C2  C 0 1 Y N N N N N 10.708 10.378 66.857 -5.555 -1.166 0.566  C5  A1AWV 4  
A1AWV C6  C3  C 0 1 Y N N N N N 10.246 9.479  65.934 -5.297 -0.402 1.702  C6  A1AWV 5  
A1AWV C7  C4  C 0 1 Y N N N N N 11.084 8.476  65.475 -4.223 0.441  1.730  C7  A1AWV 6  
A1AWV C8  C5  C 0 1 Y N N N N N 12.415 8.353  65.917 -3.373 0.550  0.630  C8  A1AWV 7  
A1AWV C10 C6  C 0 1 Y N N N N N 15.398 7.135  64.961 -1.209 3.309  -0.210 C10 A1AWV 8  
A1AWV C13 C7  C 0 1 Y N N N N N 18.113 9.217  60.134 3.825  0.042  0.388  C13 A1AWV 9  
A1AWV C15 C8  C 0 1 Y N N N N N 18.787 11.033 59.101 5.572  -0.259 1.741  C15 A1AWV 10 
A1AWV C17 C9  C 0 1 N N N N N N 19.437 12.492 57.220 5.906  -0.764 4.146  C17 A1AWV 11 
A1AWV C20 C10 C 0 1 Y N N N N N 18.601 7.582  58.221 4.417  -1.625 -1.326 C20 A1AWV 12 
A1AWV C21 C11 C 0 1 Y N N N N N 19.849 7.292  57.404 3.125  -1.948 -1.718 C21 A1AWV 13 
A1AWV C22 C12 C 0 1 Y N N N N N 19.970 6.156  56.769 2.915  -2.637 -2.897 C22 A1AWV 14 
A1AWV C24 C13 C 0 1 N N N N N N 19.024 3.827  56.068 3.757  -3.754 -4.972 C24 A1AWV 15 
A1AWV C26 C14 C 0 1 Y N N N N N 17.612 6.708  58.255 5.494  -1.994 -2.120 C26 A1AWV 16 
A1AWV C28 C15 C 0 1 Y N N N N N 16.966 6.706  66.722 -2.358 4.714  -1.773 C28 A1AWV 17 
A1AWV C1  C16 C 0 1 N N N N N N 7.797  11.221 68.216 -7.200 -3.704 1.938  C1  A1AWV 18 
A1AWV C11 C17 C 0 1 N N N N N N 15.049 7.439  63.542 0.024  2.985  0.593  C11 A1AWV 19 
A1AWV C12 C18 C 0 1 N N N N N N 16.560 8.521  61.900 1.935  1.479  0.454  C12 A1AWV 20 
A1AWV C14 C19 C 0 1 Y N N N N N 18.209 10.558 60.305 4.393  0.468  1.549  C14 A1AWV 21 
A1AWV C16 C20 C 0 1 N N N N N N 19.173 12.446 58.721 6.517  -0.110 2.905  C16 A1AWV 22 
A1AWV C18 C21 C 0 1 N N N N N N 20.440 12.794 59.489 7.847  -0.791 2.572  C18 A1AWV 23 
A1AWV C19 C22 C 0 1 N N N N N N 18.030 13.372 59.088 6.760  1.375  3.179  C19 A1AWV 24 
A1AWV C2  C23 C 0 1 N N N N N N 8.778  12.078 67.421 -7.630 -2.493 1.106  C2  A1AWV 25 
A1AWV C23 C24 C 0 1 Y N N N N N 18.861 5.137  56.820 3.990  -3.003 -3.686 C23 A1AWV 26 
A1AWV C25 C25 C 0 1 Y N N N N N 17.766 5.392  57.506 5.278  -2.688 -3.295 C25 A1AWV 27 
A1AWV C27 C26 C 0 1 Y N N N N N 16.804 6.956  65.440 -1.227 4.419  -1.031 C27 A1AWV 28 
A1AWV C29 C27 C 0 1 Y N N N N N 15.811 6.594  67.684 -3.473 3.897  -1.694 C29 A1AWV 29 
A1AWV C3  C28 C 0 1 Y N N N N N 12.072 11.396 68.196 -5.234 -1.974 -1.558 C3  A1AWV 30 
A1AWV C30 C29 C 0 1 Y N N N N N 14.595 6.754  67.253 -3.458 2.785  -0.873 C30 A1AWV 31 
A1AWV C31 C30 C 0 1 Y N N N N N 12.922 9.291  66.866 -3.606 -0.194 -0.507 C31 A1AWV 32 
A1AWV C9  C31 C 0 1 Y N N N N N 14.394 7.066  65.799 -2.326 2.489  -0.128 C9  A1AWV 33 
A1AWV F1  F1  F 0 1 N N N N N N 18.169 6.570  67.268 -2.374 5.800  -2.576 F1  A1AWV 34 
A1AWV N2  N3  N 0 1 Y N N N N N 11.054 12.129 68.400 -6.294 -2.545 -1.060 N2  A1AWV 35 
A1AWV N4  N4  N 0 1 N N N N N N 17.586 8.228  60.954 2.636  0.512  -0.170 N4  A1AWV 36 
A1AWV N5  N5  N 0 1 Y N N N N N 18.974 10.010 58.253 5.719  -1.084 0.736  N5  A1AWV 37 
A1AWV N6  N6  N 0 1 Y N N N N N 18.541 8.869  58.870 4.633  -0.921 -0.133 N6  A1AWV 38 
A1AWV O1  O1  O 0 1 N N N N N N 7.840  11.693 69.537 -8.278 -4.108 2.784  O1  A1AWV 39 
A1AWV O2  O2  O 0 1 N N N N N N 13.117 7.266  65.344 -2.310 1.395  0.679  O2  A1AWV 40 
A1AWV O3  O3  O 0 1 N N N N N N 16.133 9.617  62.111 2.339  1.943  1.503  O3  A1AWV 41 
A1AWV H1  H1  H 0 1 N N N N N N 16.550 6.455  62.399 0.463  1.563  -0.922 H1  A1AWV 42 
A1AWV H2  H2  H 0 1 N N N N N N 9.233  9.551  65.565 -5.947 -0.477 2.561  H2  A1AWV 43 
A1AWV H3  H3  H 0 1 N N N N N N 10.704 7.766  64.755 -4.030 1.030  2.614  H3  A1AWV 44 
A1AWV H4  H4  H 0 1 N N N N N N 20.268 11.815 56.972 4.959  -0.279 4.383  H4  A1AWV 45 
A1AWV H5  H5  H 0 1 N N N N N N 18.533 12.176 56.679 5.733  -1.822 3.951  H5  A1AWV 46 
A1AWV H6  H6  H 0 1 N N N N N N 19.700 13.519 56.925 6.590  -0.657 4.988  H6  A1AWV 47 
A1AWV H7  H7  H 0 1 N N N N N N 20.638 8.027  57.348 2.285  -1.663 -1.102 H7  A1AWV 48 
A1AWV H8  H8  H 0 1 N N N N N N 20.868 5.947  56.206 1.910  -2.889 -3.203 H8  A1AWV 49 
A1AWV H9  H9  H 0 1 N N N N N N 19.493 3.081  56.727 3.632  -3.044 -5.790 H9  A1AWV 50 
A1AWV H10 H10 H 0 1 N N N N N N 18.037 3.463  55.747 4.613  -4.398 -5.177 H10 A1AWV 51 
A1AWV H11 H11 H 0 1 N N N N N N 19.660 3.988  55.185 2.858  -4.363 -4.880 H11 A1AWV 52 
A1AWV H12 H12 H 0 1 N N N N N N 16.708 6.923  58.805 6.500  -1.740 -1.820 H12 A1AWV 53 
A1AWV H13 H13 H 0 1 N N N N N N 6.781  11.327 67.807 -6.932 -4.524 1.272  H13 A1AWV 54 
A1AWV H14 H14 H 0 1 N N N N N N 8.099  10.164 68.180 -6.338 -3.436 2.549  H14 A1AWV 55 
A1AWV H15 H15 H 0 1 N N N N N N 14.663 8.468  63.505 -0.268 2.640  1.585  H15 A1AWV 56 
A1AWV H16 H16 H 0 1 N N N N N N 14.258 6.739  63.235 0.642  3.878  0.687  H16 A1AWV 57 
A1AWV H17 H17 H 0 1 N N N N N N 17.911 11.136 61.167 4.002  1.231  2.205  H17 A1AWV 58 
A1AWV H18 H18 H 0 1 N N N N N N 20.236 12.757 60.569 7.674  -1.850 2.377  H18 A1AWV 59 
A1AWV H19 H19 H 0 1 N N N N N N 21.230 12.070 59.240 8.282  -0.325 1.688  H19 A1AWV 60 
A1AWV H20 H20 H 0 1 N N N N N N 20.770 13.806 59.212 8.531  -0.684 3.414  H20 A1AWV 61 
A1AWV H21 H21 H 0 1 N N N N N N 17.854 13.326 60.173 7.444  1.483  4.020  H21 A1AWV 62 
A1AWV H22 H22 H 0 1 N N N N N N 18.287 14.403 58.802 7.196  1.841  2.295  H22 A1AWV 63 
A1AWV H23 H23 H 0 1 N N N N N N 17.120 13.060 58.555 5.813  1.861  3.416  H23 A1AWV 64 
A1AWV H24 H24 H 0 1 N N N N N N 8.735  13.115 67.785 -7.898 -1.672 1.771  H24 A1AWV 65 
A1AWV H25 H25 H 0 1 N N N N N N 8.505  12.052 66.356 -8.492 -2.761 0.495  H25 A1AWV 66 
A1AWV H26 H26 H 0 1 N N N N N N 16.971 4.662  57.537 6.115  -2.975 -3.913 H26 A1AWV 67 
A1AWV H27 H27 H 0 1 N N N N N N 17.645 7.028  64.767 -0.359 5.058  -1.094 H27 A1AWV 68 
A1AWV H28 H28 H 0 1 N N N N N N 15.993 6.382  68.727 -4.354 4.128  -2.273 H28 A1AWV 69 
A1AWV H29 H29 H 0 1 N N N N N N 12.987 11.638 68.716 -4.823 -2.145 -2.542 H29 A1AWV 70 
A1AWV H30 H30 H 0 1 N N N N N N 13.753 6.665  67.923 -4.328 2.148  -0.811 H30 A1AWV 71 
A1AWV H31 H31 H 0 1 N N N N N N 13.942 9.225  67.213 -2.947 -0.108 -1.359 H31 A1AWV 72 
A1AWV H32 H32 H 0 1 N N N N N N 17.932 7.293  60.880 2.313  0.142  -1.007 H32 A1AWV 73 
A1AWV H33 H33 H 0 1 N N N N N N 7.242  11.187 70.074 -8.075 -4.872 3.341  H33 A1AWV 74 
# 
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 
A1AWV C24 C23 SING N N 1  
A1AWV C22 C23 DOUB Y N 2  
A1AWV C22 C21 SING Y N 3  
A1AWV C23 C25 SING Y N 4  
A1AWV C17 C16 SING N N 5  
A1AWV C21 C20 DOUB Y N 6  
A1AWV C25 C26 DOUB Y N 7  
A1AWV C20 C26 SING Y N 8  
A1AWV C20 N6  SING N N 9  
A1AWV N5  N6  SING Y N 10 
A1AWV N5  C15 DOUB Y N 11 
A1AWV C16 C19 SING N N 12 
A1AWV C16 C15 SING N N 13 
A1AWV C16 C18 SING N N 14 
A1AWV N6  C13 SING Y N 15 
A1AWV C15 C14 SING Y N 16 
A1AWV C13 C14 DOUB Y N 17 
A1AWV C13 N4  SING N N 18 
A1AWV N4  C12 SING N N 19 
A1AWV C12 O3  DOUB N N 20 
A1AWV C12 N3  SING N N 21 
A1AWV N3  C11 SING N N 22 
A1AWV C11 C10 SING N N 23 
A1AWV C10 C27 DOUB Y N 24 
A1AWV C10 C9  SING Y N 25 
A1AWV O2  C9  SING N N 26 
A1AWV O2  C8  SING N N 27 
A1AWV C27 C28 SING Y N 28 
A1AWV C7  C8  DOUB Y N 29 
A1AWV C7  C6  SING Y N 30 
A1AWV C9  C30 DOUB Y N 31 
A1AWV C8  C31 SING Y N 32 
A1AWV C6  C5  DOUB Y N 33 
A1AWV C28 F1  SING N N 34 
A1AWV C28 C29 DOUB Y N 35 
A1AWV C5  C4  SING Y N 36 
A1AWV C5  N1  SING Y N 37 
A1AWV C31 C4  DOUB Y N 38 
A1AWV C30 C29 SING Y N 39 
A1AWV C4  C3  SING Y N 40 
A1AWV C2  N1  SING N N 41 
A1AWV C2  C1  SING N N 42 
A1AWV N1  N2  SING Y N 43 
A1AWV C3  N2  DOUB Y N 44 
A1AWV C1  O1  SING N N 45 
A1AWV N3  H1  SING N N 46 
A1AWV C6  H2  SING N N 47 
A1AWV C7  H3  SING N N 48 
A1AWV C17 H4  SING N N 49 
A1AWV C17 H5  SING N N 50 
A1AWV C17 H6  SING N N 51 
A1AWV C21 H7  SING N N 52 
A1AWV C22 H8  SING N N 53 
A1AWV C24 H9  SING N N 54 
A1AWV C24 H10 SING N N 55 
A1AWV C24 H11 SING N N 56 
A1AWV C26 H12 SING N N 57 
A1AWV C1  H13 SING N N 58 
A1AWV C1  H14 SING N N 59 
A1AWV C11 H15 SING N N 60 
A1AWV C11 H16 SING N N 61 
A1AWV C14 H17 SING N N 62 
A1AWV C18 H18 SING N N 63 
A1AWV C18 H19 SING N N 64 
A1AWV C18 H20 SING N N 65 
A1AWV C19 H21 SING N N 66 
A1AWV C19 H22 SING N N 67 
A1AWV C19 H23 SING N N 68 
A1AWV C2  H24 SING N N 69 
A1AWV C2  H25 SING N N 70 
A1AWV C25 H26 SING N N 71 
A1AWV C27 H27 SING N N 72 
A1AWV C29 H28 SING N N 73 
A1AWV C3  H29 SING N N 74 
A1AWV C30 H30 SING N N 75 
A1AWV C31 H31 SING N N 76 
A1AWV N4  H32 SING N N 77 
A1AWV O1  H33 SING N N 78 
# 
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 
A1AWV SMILES           ACDLabs              12.01 "OCCn1ncc2cc(ccc21)Oc1ccc(F)cc1CNC(=O)Nc1cc(nn1c1ccc(C)cc1)C(C)(C)C"                                                                                                                                       
A1AWV InChI            InChI                1.06  "InChI=1S/C31H33FN6O3/c1-20-5-8-24(9-6-20)38-29(17-28(36-38)31(2,3)4)35-30(40)33-18-22-15-23(32)7-12-27(22)41-25-10-11-26-21(16-25)19-34-37(26)13-14-39/h5-12,15-17,19,39H,13-14,18H2,1-4H3,(H2,33,35,40)" 
A1AWV InChIKey         InChI                1.06  LNMRSSIMGCDUTP-UHFFFAOYSA-N                                                                                                                                                                                
A1AWV SMILES_CANONICAL CACTVS               3.385 "Cc1ccc(cc1)n2nc(cc2NC(=O)NCc3cc(F)ccc3Oc4ccc5n(CCO)ncc5c4)C(C)(C)C"                                                                                                                                       
A1AWV SMILES           CACTVS               3.385 "Cc1ccc(cc1)n2nc(cc2NC(=O)NCc3cc(F)ccc3Oc4ccc5n(CCO)ncc5c4)C(C)(C)C"                                                                                                                                       
A1AWV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1)n2c(cc(n2)C(C)(C)C)NC(=O)NCc3cc(ccc3Oc4ccc5c(c4)cnn5CCO)F"                                                                                                                                     
A1AWV SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1)n2c(cc(n2)C(C)(C)C)NC(=O)NCc3cc(ccc3Oc4ccc5c(c4)cnn5CCO)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 
A1AWV "SYSTEMATIC NAME" ACDLabs              12.01 "N-[3-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-yl]-N'-[(5-fluoro-2-{[1-(2-hydroxyethyl)-1H-indazol-5-yl]oxy}phenyl)methyl]urea" 
A1AWV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[5-~{tert}-butyl-2-(4-methylphenyl)pyrazol-3-yl]-3-[[5-fluoranyl-2-[1-(2-hydroxyethyl)indazol-5-yl]oxy-phenyl]methyl]urea"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AWV "Create component" 2024-07-08 RCSB 
A1AWV "Initial release"  2024-11-13 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1AWV 
_pdbx_chem_comp_synonyms.name         "N-[3-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-yl]-N'-[(5-fluoro-2-{[1-(2-hydroxyethyl)-1H-indazol-5-yl]oxy}phenyl)methyl]urea" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
