data_OQ8
# 
_chem_comp.id                                    OQ8 
_chem_comp.name                                  "~{N}-[4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]-4-methyl-3-[2-[[(3~{S})-1-propanoylpyrrolidin-3-yl]amino]pyrimidin-4-yl]oxy-benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H40 F3 N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-03-27 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        639.711 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OQ8 
_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        6YG6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              Y 
# 
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 
OQ8 C4  C1  C 0 1 N N N N N N -11.876 -2.204  16.912 6.498   1.353  1.623  C4  OQ8 1  
OQ8 C5  C2  C 0 1 Y N N N N N -10.823 -3.267  17.119 5.217   0.862  1.000  C5  OQ8 2  
OQ8 C6  C3  C 0 1 Y N N N N N -9.870  -3.561  16.137 4.651   1.558  -0.053 C6  OQ8 3  
OQ8 N1  N1  N 0 1 N N N N N N -12.070 -1.346  18.085 7.635   0.961  0.780  N1  OQ8 4  
OQ8 C7  C4  C 0 1 N N N N N N -9.856  -2.901  14.779 5.316   2.805  -0.575 C7  OQ8 5  
OQ8 C8  C5  C 0 1 Y N N N N N -10.798 -3.980  18.317 4.613   -0.286 1.478  C8  OQ8 6  
OQ8 N2  N2  N 0 1 N N N N N N -7.849  -6.138  17.948 1.677   -0.497 -0.724 N2  OQ8 7  
OQ8 C9  C6  C 0 1 Y N N N N N -9.847  -4.950  18.557 3.439   -0.740 0.909  C9  OQ8 8  
OQ8 C10 C7  C 0 1 Y N N N N N -8.891  -5.235  17.598 2.865   -0.041 -0.145 C10 OQ8 9  
OQ8 C11 C8  C 0 1 Y N N N N N -8.917  -4.544  16.388 3.477   1.110  -0.626 C11 OQ8 10 
OQ8 C12 C9  C 0 1 N N N N N N -6.703  -6.380  17.259 0.817   -1.241 -0.000 C12 OQ8 11 
OQ8 N3  N3  N 0 1 Y N N N N N -0.794  -9.675  13.835 -6.771  -2.243 1.265  N3  OQ8 12 
OQ8 C13 C10 C 0 1 Y N N N N N -5.823  -7.482  17.767 -0.371  -1.836 -0.647 C13 OQ8 13 
OQ8 C14 C11 C 0 1 Y N N N N N -6.234  -8.604  18.484 -0.606  -1.628 -2.008 C14 OQ8 14 
OQ8 C15 C12 C 0 1 Y N N N N N -5.323  -9.587  18.818 -1.716  -2.185 -2.609 C15 OQ8 15 
OQ8 N4  N4  N 0 1 Y N N N N N -0.461  -8.646  15.977 -4.755  -2.156 0.133  N4  OQ8 16 
OQ8 O2  O1  O 0 1 N N N N N N -6.337  -5.689  16.307 1.019   -1.423 1.185  O2  OQ8 17 
OQ8 F2  F1  F 0 1 N N N N N N -9.510  -1.625  14.833 4.510   3.385  -1.561 F2  OQ8 18 
OQ8 F1  F2  F 0 1 N N N N N N -11.041 -2.946  14.177 5.495   3.712  0.474  F1  OQ8 19 
OQ8 F   F3  F 0 1 N N N N N N -9.003  -3.459  13.938 6.560   2.475  -1.124 F   OQ8 20 
OQ8 C2  C13 C 0 1 N N N N N N -10.889 -0.527  18.356 8.890   1.532  1.288  C2  OQ8 21 
OQ8 C1  C14 C 0 1 N N N N N N -11.096 0.285   19.616 10.035  1.167  0.340  C1  OQ8 22 
OQ8 N   N5  N 0 1 N N N N N N -12.282 1.159   19.492 10.131  -0.295 0.233  N   OQ8 23 
OQ8 C31 C15 C 0 1 N N N N N N -12.523 1.875   20.779 11.267  -0.688 -0.610 C31 OQ8 24 
OQ8 C32 C16 C 0 1 N N N N N N -13.920 2.477   20.935 11.488  -2.198 -0.499 C32 OQ8 25 
OQ8 C3  C17 C 0 1 N N N N N N -13.204 -0.455  17.881 7.731   -0.502 0.673  C3  OQ8 26 
OQ8 C   C18 C 0 1 N N N N N N -13.465 0.358   19.121 8.876   -0.867 -0.275 C   OQ8 27 
OQ8 C18 C19 C 0 1 Y N N N N N -4.479  -7.359  17.416 -1.260  -2.612 0.098  C18 OQ8 28 
OQ8 C17 C20 C 0 1 Y N N N N N -3.582  -8.359  17.737 -2.371  -3.166 -0.515 C17 OQ8 29 
OQ8 C16 C21 C 0 1 Y N N N N N -3.989  -9.505  18.431 -2.599  -2.949 -1.868 C16 OQ8 30 
OQ8 C30 C22 C 0 1 N N N N N N -3.048  -10.658 18.657 -3.809  -3.553 -2.532 C30 OQ8 31 
OQ8 O   O2  O 0 1 N N N N N N -2.255  -8.207  17.351 -3.239  -3.922 0.207  O   OQ8 32 
OQ8 C19 C23 C 0 1 Y N N N N N -1.777  -8.643  16.145 -4.422  -3.367 0.565  C19 OQ8 33 
OQ8 C22 C24 C 0 1 Y N N N N N -0.032  -9.153  14.807 -5.911  -1.610 0.480  C22 OQ8 34 
OQ8 C21 C25 C 0 1 Y N N N N N -2.116  -9.620  14.050 -6.502  -3.453 1.731  C21 OQ8 35 
OQ8 C20 C26 C 0 1 Y N N N N N -2.694  -9.105  15.194 -5.306  -4.058 1.391  C20 OQ8 36 
OQ8 N5  N6  N 0 1 N N N N N N 1.286   -9.073  14.572 -6.227  -0.346 0.013  N5  OQ8 37 
OQ8 C23 C27 C 0 1 N N S N N N 2.236   -8.498  15.523 -7.501  0.275  0.385  C23 OQ8 38 
OQ8 C26 C28 C 0 1 N N N N N N 3.674   -8.750  15.179 -7.358  1.091  1.697  C26 OQ8 39 
OQ8 C25 C29 C 0 1 N N N N N N 4.401   -7.710  16.023 -8.467  2.156  1.564  C25 OQ8 40 
OQ8 N6  N7  N 0 1 N N N N N N 3.423   -6.617  16.128 -8.775  2.288  0.132  N6  OQ8 41 
OQ8 C24 C30 C 0 1 N N N N N N 2.166   -6.982  15.475 -7.898  1.378  -0.627 C24 OQ8 42 
OQ8 C27 C31 C 0 1 N N N N N N 3.769   -5.484  16.778 -9.707  3.105  -0.398 C27 OQ8 43 
OQ8 O1  O3  O 0 1 N N N N N N 4.860   -5.358  17.314 -9.877  3.132  -1.599 O1  OQ8 44 
OQ8 C28 C32 C 0 1 N N N N N N 2.769   -4.354  16.817 -10.538 3.984  0.500  C28 OQ8 45 
OQ8 C29 C33 C 0 1 N N N N N N 3.418   -2.957  16.943 -11.511 4.805  -0.348 C29 OQ8 46 
OQ8 H1  H1  H 0 1 N N N N N N -11.573 -1.573  16.064 6.467   2.440  1.709  H1  OQ8 47 
OQ8 H2  H2  H 0 1 N N N N N N -12.831 -2.698  16.679 6.612   0.914  2.614  H2  OQ8 48 
OQ8 H4  H4  H 0 1 N N N N N N -11.539 -3.768  19.073 5.060   -0.830 2.298  H4  OQ8 49 
OQ8 H5  H5  H 0 1 N N N N N N -7.974  -6.652  18.796 1.471   -0.278 -1.646 H5  OQ8 50 
OQ8 H6  H6  H 0 1 N N N N N N -9.849  -5.487  19.494 2.969   -1.637 1.283  H6  OQ8 51 
OQ8 H7  H7  H 0 1 N N N N N N -8.183  -4.776  15.630 3.035   1.654  -1.448 H7  OQ8 52 
OQ8 H8  H8  H 0 1 N N N N N N -7.268  -8.705  18.779 0.081   -1.032 -2.589 H8  OQ8 53 
OQ8 H9  H9  H 0 1 N N N N N N -5.654  -10.439 19.393 -1.896  -2.024 -3.661 H9  OQ8 54 
OQ8 H10 H10 H 0 1 N N N N N N -10.014 -1.182  18.485 8.798   2.617  1.347  H10 OQ8 55 
OQ8 H11 H11 H 0 1 N N N N N N -10.716 0.153   17.509 9.097   1.131  2.280  H11 OQ8 56 
OQ8 H12 H12 H 0 1 N N N N N N -11.240 -0.399  20.465 9.841   1.592  -0.645 H12 OQ8 57 
OQ8 H13 H13 H 0 1 N N N N N N -10.207 0.908   19.793 10.971  1.566  0.730  H13 OQ8 58 
OQ8 H15 H15 H 0 1 N N N N N N -12.366 1.161   21.601 11.058  -0.427 -1.647 H15 OQ8 59 
OQ8 H16 H16 H 0 1 N N N N N N -11.790 2.691   20.857 12.164  -0.164 -0.278 H16 OQ8 60 
OQ8 H17 H17 H 0 1 N N N N N N -13.996 2.980   21.910 11.698  -2.459 0.538  H17 OQ8 61 
OQ8 H18 H18 H 0 1 N N N N N N -14.096 3.207   20.132 10.591  -2.721 -0.831 H18 OQ8 62 
OQ8 H19 H19 H 0 1 N N N N N N -14.673 1.677   20.875 12.331  -2.489 -1.125 H19 OQ8 63 
OQ8 H20 H20 H 0 1 N N N N N N -12.986 0.223   17.043 7.925   -0.927 1.658  H20 OQ8 64 
OQ8 H21 H21 H 0 1 N N N N N N -14.097 -1.053  17.646 6.794   -0.900 0.282  H21 OQ8 65 
OQ8 H22 H22 H 0 1 N N N N N N -14.312 1.034   18.935 8.669   -0.465 -1.267 H22 OQ8 66 
OQ8 H23 H23 H 0 1 N N N N N N -13.713 -0.321  19.950 8.967   -1.951 -0.334 H23 OQ8 67 
OQ8 H24 H24 H 0 1 N N N N N N -4.138  -6.479  16.891 -1.082  -2.780 1.150  H24 OQ8 68 
OQ8 H25 H25 H 0 1 N N N N N N -2.539  -10.533 19.624 -4.646  -2.857 -2.465 H25 OQ8 69 
OQ8 H26 H26 H 0 1 N N N N N N -3.616  -11.600 18.661 -3.587  -3.754 -3.579 H26 OQ8 70 
OQ8 H27 H27 H 0 1 N N N N N N -2.300  -10.684 17.851 -4.071  -4.485 -2.030 H27 OQ8 71 
OQ8 H28 H28 H 0 1 N N N N N N -2.770  -10.002 13.280 -7.209  -3.961 2.370  H28 OQ8 72 
OQ8 H29 H29 H 0 1 N N N N N N -3.763  -9.062  15.342 -5.063  -5.044 1.758  H29 OQ8 73 
OQ8 H30 H30 H 0 1 N N N N N N 1.593   -10.011 14.410 -5.606  0.128  -0.562 H30 OQ8 74 
OQ8 H31 H31 H 0 1 N N N N N N 2.024   -8.850  16.544 -8.287  -0.474 0.475  H31 OQ8 75 
OQ8 H32 H32 H 0 1 N N N N N N 3.977   -9.770  15.457 -7.535  0.458  2.567  H32 OQ8 76 
OQ8 H33 H33 H 0 1 N N N N N N 3.860   -8.592  14.106 -6.376  1.561  1.754  H33 OQ8 77 
OQ8 H34 H34 H 0 1 N N N N N N 4.650   -8.112  17.016 -9.356  1.836  2.107  H34 OQ8 78 
OQ8 H35 H35 H 0 1 N N N N N N 5.320   -7.370  15.524 -8.114  3.110  1.957  H35 OQ8 79 
OQ8 H36 H36 H 0 1 N N N N N N 2.128   -6.613  14.439 -7.012  1.909  -0.976 H36 OQ8 80 
OQ8 H37 H37 H 0 1 N N N N N N 1.297   -6.601  16.032 -8.437  0.944  -1.469 H37 OQ8 81 
OQ8 H38 H38 H 0 1 N N N N N N 2.178   -4.380  15.890 -11.099 3.364  1.199  H38 OQ8 82 
OQ8 H39 H39 H 0 1 N N N N N N 2.104   -4.508  17.680 -9.884  4.657  1.056  H39 OQ8 83 
OQ8 H40 H40 H 0 1 N N N N N N 2.632   -2.188  16.965 -10.950 5.426  -1.047 H40 OQ8 84 
OQ8 H41 H41 H 0 1 N N N N N N 4.005   -2.908  17.872 -12.165 4.133  -0.904 H41 OQ8 85 
OQ8 H42 H42 H 0 1 N N N N N N 4.079   -2.781  16.082 -12.112 5.441  0.302  H42 OQ8 86 
# 
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 
OQ8 N3  C21 DOUB Y N 1  
OQ8 N3  C22 SING Y N 2  
OQ8 F   C7  SING N N 3  
OQ8 C21 C20 SING Y N 4  
OQ8 F1  C7  SING N N 5  
OQ8 N5  C22 SING N N 6  
OQ8 N5  C23 SING N N 7  
OQ8 C7  F2  SING N N 8  
OQ8 C7  C6  SING N N 9  
OQ8 C22 N4  DOUB Y N 10 
OQ8 C26 C23 SING N N 11 
OQ8 C26 C25 SING N N 12 
OQ8 C20 C19 DOUB Y N 13 
OQ8 C24 C23 SING N N 14 
OQ8 C24 N6  SING N N 15 
OQ8 N4  C19 SING Y N 16 
OQ8 C25 N6  SING N N 17 
OQ8 N6  C27 SING N N 18 
OQ8 C6  C11 DOUB Y N 19 
OQ8 C6  C5  SING Y N 20 
OQ8 C19 O   SING N N 21 
OQ8 O2  C12 DOUB N N 22 
OQ8 C11 C10 SING Y N 23 
OQ8 C27 C28 SING N N 24 
OQ8 C27 O1  DOUB N N 25 
OQ8 C28 C29 SING N N 26 
OQ8 C4  C5  SING N N 27 
OQ8 C4  N1  SING N N 28 
OQ8 C5  C8  DOUB Y N 29 
OQ8 C12 C13 SING N N 30 
OQ8 C12 N2  SING N N 31 
OQ8 O   C17 SING N N 32 
OQ8 C18 C17 DOUB Y N 33 
OQ8 C18 C13 SING Y N 34 
OQ8 C10 N2  SING N N 35 
OQ8 C10 C9  DOUB Y N 36 
OQ8 C17 C16 SING Y N 37 
OQ8 C13 C14 DOUB Y N 38 
OQ8 C3  N1  SING N N 39 
OQ8 C3  C   SING N N 40 
OQ8 N1  C2  SING N N 41 
OQ8 C8  C9  SING Y N 42 
OQ8 C2  C1  SING N N 43 
OQ8 C16 C30 SING N N 44 
OQ8 C16 C15 DOUB Y N 45 
OQ8 C14 C15 SING Y N 46 
OQ8 C   N   SING N N 47 
OQ8 N   C1  SING N N 48 
OQ8 N   C31 SING N N 49 
OQ8 C31 C32 SING N N 50 
OQ8 C4  H1  SING N N 51 
OQ8 C4  H2  SING N N 52 
OQ8 C8  H4  SING N N 53 
OQ8 N2  H5  SING N N 54 
OQ8 C9  H6  SING N N 55 
OQ8 C11 H7  SING N N 56 
OQ8 C14 H8  SING N N 57 
OQ8 C15 H9  SING N N 58 
OQ8 C2  H10 SING N N 59 
OQ8 C2  H11 SING N N 60 
OQ8 C1  H12 SING N N 61 
OQ8 C1  H13 SING N N 62 
OQ8 C31 H15 SING N N 63 
OQ8 C31 H16 SING N N 64 
OQ8 C32 H17 SING N N 65 
OQ8 C32 H18 SING N N 66 
OQ8 C32 H19 SING N N 67 
OQ8 C3  H20 SING N N 68 
OQ8 C3  H21 SING N N 69 
OQ8 C   H22 SING N N 70 
OQ8 C   H23 SING N N 71 
OQ8 C18 H24 SING N N 72 
OQ8 C30 H25 SING N N 73 
OQ8 C30 H26 SING N N 74 
OQ8 C30 H27 SING N N 75 
OQ8 C21 H28 SING N N 76 
OQ8 C20 H29 SING N N 77 
OQ8 N5  H30 SING N N 78 
OQ8 C23 H31 SING N N 79 
OQ8 C26 H32 SING N N 80 
OQ8 C26 H33 SING N N 81 
OQ8 C25 H34 SING N N 82 
OQ8 C25 H35 SING N N 83 
OQ8 C24 H36 SING N N 84 
OQ8 C24 H37 SING N N 85 
OQ8 C28 H38 SING N N 86 
OQ8 C28 H39 SING N N 87 
OQ8 C29 H40 SING N N 88 
OQ8 C29 H41 SING N N 89 
OQ8 C29 H42 SING N N 90 
# 
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 
OQ8 InChI            InChI                1.03  "InChI=1S/C33H40F3N7O3/c1-4-30(44)43-13-11-26(21-43)39-32-37-12-10-29(40-32)46-28-18-23(7-6-22(28)3)31(45)38-25-9-8-24(27(19-25)33(34,35)36)20-42-16-14-41(5-2)15-17-42/h6-10,12,18-19,26H,4-5,11,13-17,20-21H2,1-3H3,(H,38,45)(H,37,39,40)/t26-/m0/s1" 
OQ8 InChIKey         InChI                1.03  UGBPGPFLKSJLMW-SANMLTNESA-N                                                                                                                                                                                                                             
OQ8 SMILES_CANONICAL CACTVS               3.385 "CCN1CCN(CC1)Cc2ccc(NC(=O)c3ccc(C)c(Oc4ccnc(N[C@H]5CCN(C5)C(=O)CC)n4)c3)cc2C(F)(F)F"                                                                                                                                                                    
OQ8 SMILES           CACTVS               3.385 "CCN1CCN(CC1)Cc2ccc(NC(=O)c3ccc(C)c(Oc4ccnc(N[CH]5CCN(C5)C(=O)CC)n4)c3)cc2C(F)(F)F"                                                                                                                                                                     
OQ8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCC(=O)N1CC[C@@H](C1)Nc2nccc(n2)Oc3cc(ccc3C)C(=O)Nc4ccc(c(c4)C(F)(F)F)CN5CCN(CC5)CC"                                                                                                                                                                   
OQ8 SMILES           "OpenEye OEToolkits" 2.0.7 "CCC(=O)N1CCC(C1)Nc2nccc(n2)Oc3cc(ccc3C)C(=O)Nc4ccc(c(c4)C(F)(F)F)CN5CCN(CC5)CC"                                                                                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           OQ8 
_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        "~{N}-[4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]-4-methyl-3-[2-[[(3~{S})-1-propanoylpyrrolidin-3-yl]amino]pyrimidin-4-yl]oxy-benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
OQ8 "Create component" 2020-03-27 PDBE 
OQ8 "Initial release"  2020-08-12 RCSB 
OQ8 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            OQ8 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C29 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
