data_XRH
# 
_chem_comp.id                                    XRH 
_chem_comp.name                                  "2-[3-[7-chloranyl-4-(dimethylamino)-2-oxidanylidene-quinazolin-1-yl]phenoxy]-~{N}-[3-[7-chloranyl-4-(dimethylamino)-2-oxidanylidene-quinazolin-1-yl]phenyl]ethanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H29 Cl2 N7 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "3-CARBAMIMIDOYL-1-(PYRIDIN-3-YLCARBAMOYLMETHYL)-1H-INDOLE-7-CARBOXYLIC ACID PYRIDIN-3-YLAMIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-08 
_chem_comp.pdbx_modified_date                    2024-02-23 
_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                        670.545 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XRH 
_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        8XAM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
# 
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 
XRH C11 C1  C  0 1 Y N N N N N -35.348 3.172  -41.545 4.288   0.651  0.474  C11 XRH 1  
XRH C14 C2  C  0 1 N N N N N N -33.298 -0.561 -40.658 -0.426  -0.077 0.293  C14 XRH 2  
XRH C15 C3  C  0 1 Y N N N N N -32.882 -2.727 -40.060 -2.750  -0.418 -0.084 C15 XRH 3  
XRH C20 C4  C  0 1 N N N N N N -32.246 -6.741 -47.337 -11.102 1.946  -0.518 C20 XRH 4  
XRH C21 C5  C  0 1 N N N N N N -29.796 -6.533 -47.075 -9.805  3.969  0.296  C21 XRH 5  
XRH C22 C6  C  0 1 Y N N N N N -30.230 -6.103 -44.200 -8.602  0.445  -0.050 C22 XRH 6  
XRH C23 C7  C  0 1 Y N N N N N -30.564 -5.459 -42.946 -7.369  -0.215 -0.207 C23 XRH 7  
XRH C25 C8  C  0 1 Y N N N N N -28.326 -5.654 -42.257 -8.412  -2.269 0.437  C25 XRH 8  
XRH C26 C9  C  0 1 Y N N N N N -27.957 -6.303 -43.430 -9.626  -1.613 0.595  C26 XRH 9  
XRH C27 C10 C  0 1 Y N N N N N -28.909 -6.536 -44.443 -9.729  -0.270 0.357  C27 XRH 10 
XRH C29 C11 C  0 1 Y N N N N N -32.652 -4.882 -39.151 -3.623  -1.646 -1.953 C29 XRH 11 
XRH C30 C12 C  0 1 Y N N N N N -32.962 -3.564 -38.996 -2.575  -1.345 -1.105 C30 XRH 12 
XRH C31 C13 C  0 1 Y N N N N N -35.026 3.316  -39.153 2.987   1.077  2.447  C31 XRH 13 
XRH O3  O1  O  0 1 N N N N N N -32.398 -0.417 -41.452 -0.203  -0.400 -0.854 O3  XRH 14 
XRH C13 C14 C  0 1 N N N N N N -34.658 0.133  -40.899 0.707   0.361  1.186  C13 XRH 15 
XRH O1  O2  O  0 1 N N N N N N -34.510 1.310  -40.188 1.935   0.310  0.456  O1  XRH 16 
XRH C12 C15 C  0 1 Y N N N N N -34.958 2.609  -40.315 3.062   0.677  1.121  C12 XRH 17 
XRH C32 C16 C  0 1 Y N N N N N -35.427 4.635  -39.153 4.133   1.450  3.124  C32 XRH 18 
XRH C33 C17 C  0 1 Y N N N N N -35.757 5.214  -40.379 5.355   1.432  2.481  C33 XRH 19 
XRH C10 C18 C  0 1 Y N N N N N -35.729 4.472  -41.521 5.437   1.027  1.155  C10 XRH 20 
XRH N2  N1  N  0 1 N N N N N N -36.088 5.070  -42.692 6.677   0.996  0.506  N2  XRH 21 
XRH C9  C19 C  0 1 Y N N N N N -37.386 5.443  -42.924 7.228   -0.215 0.126  C9  XRH 22 
XRH C8  C20 C  0 1 Y N N N N N -38.351 5.153  -42.023 6.585   -1.420 0.367  C8  XRH 23 
XRH C7  C21 C  0 1 Y N N N N N -39.646 5.557  -42.263 7.179   -2.601 -0.034 C7  XRH 24 
XRH CL  CL1 CL 0 0 N N N N N N -40.903 5.114  -41.088 6.377   -4.111 0.266  CL  XRH 25 
XRH C6  C22 C  0 1 Y N N N N N -40.014 6.259  -43.397 8.411   -2.592 -0.675 C6  XRH 26 
XRH C5  C23 C  0 1 Y N N N N N -39.029 6.546  -44.360 9.059   -1.413 -0.922 C5  XRH 27 
XRH C4  C24 C  0 1 Y N N N N N -37.710 6.116  -44.141 8.476   -0.210 -0.525 C4  XRH 28 
XRH C1  C25 C  0 1 N N N N N N -36.560 6.308  -45.018 9.128   1.085  -0.764 C1  XRH 29 
XRH N1  N2  N  0 1 N N N N N N -36.710 6.779  -46.261 10.343  1.152  -1.393 N1  XRH 30 
XRH C3  C26 C  0 1 N N N N N N -35.481 7.179  -46.906 11.372  2.074  -0.903 C3  XRH 31 
XRH C2  C27 C  0 1 N N N N N N -37.961 6.633  -47.021 10.615  0.303  -2.556 C2  XRH 32 
XRH N   N3  N  0 1 N N N N N N -35.328 5.936  -44.705 8.513   2.186  -0.359 N   XRH 33 
XRH C   C28 C  0 1 N N N N N N -35.068 5.408  -43.534 7.328   2.145  0.250  C   XRH 34 
XRH O   O3  O  0 1 N N N N N N -33.920 5.110  -43.188 6.814   3.195  0.593  O   XRH 35 
XRH N3  N4  N  0 1 N N N N N N -33.185 -1.448 -39.704 -1.686  -0.109 0.770  N3  XRH 36 
XRH C28 C29 C  0 1 Y N N N N N -32.337 -5.351 -40.440 -4.848  -1.028 -1.789 C28 XRH 37 
XRH C17 C30 C  0 1 Y N N N N N -32.237 -4.499 -41.520 -5.029  -0.101 -0.771 C17 XRH 38 
XRH C16 C31 C  0 1 Y N N N N N -32.541 -3.185 -41.381 -3.978  0.204  0.083  C16 XRH 39 
XRH N4  N5  N  0 1 N N N N N N -31.875 -5.069 -42.729 -6.270  0.525  -0.606 N4  XRH 40 
XRH C24 C32 C  0 1 Y N N N N N -29.606 -5.216 -42.003 -7.284  -1.577 0.040  C24 XRH 41 
XRH CL1 CL2 CL 0 0 N N N N N N -27.067 -5.246 -41.088 -8.310  -3.974 0.747  CL1 XRH 42 
XRH C19 C33 C  0 1 N N N N N N -31.356 -6.266 -45.143 -8.654  1.889  -0.320 C19 XRH 43 
XRH N6  N6  N  0 1 N N N N N N -31.123 -6.617 -46.418 -9.827  2.585  -0.184 N6  XRH 44 
XRH N5  N7  N  0 1 N N N N N N -32.591 -5.869 -44.831 -7.542  2.501  -0.697 N5  XRH 45 
XRH C18 C34 C  0 1 N N N N N N -32.875 -5.346 -43.637 -6.391  1.845  -0.836 C18 XRH 46 
XRH O2  O4  O  0 1 N N N N N N -34.040 -4.998 -43.306 -5.404  2.468  -1.187 O2  XRH 47 
XRH H9  H1  H  0 1 N N N N N N -35.344 2.598  -42.460 4.349   0.336  -0.558 H9  XRH 48 
XRH H16 H2  H  0 1 N N N N N N -31.876 -7.033 -48.331 -11.533 1.504  0.380  H16 XRH 49 
XRH H14 H3  H  0 1 N N N N N N -32.942 -7.507 -46.964 -11.787 2.691  -0.922 H14 XRH 50 
XRH H15 H4  H  0 1 N N N N N N -32.769 -5.776 -47.410 -10.933 1.166  -1.261 H15 XRH 51 
XRH H19 H5  H  0 1 N N N N N N -29.879 -6.879 -48.116 -9.713  4.647  -0.553 H19 XRH 52 
XRH H18 H6  H  0 1 N N N N N N -29.446 -5.490 -47.063 -10.730 4.182  0.833  H18 XRH 53 
XRH H17 H7  H  0 1 N N N N N N -29.078 -7.167 -46.534 -8.956  4.108  0.965  H17 XRH 54 
XRH H21 H8  H  0 1 N N N N N N -26.937 -6.630 -43.566 -10.497 -2.168 0.909  H21 XRH 55 
XRH H22 H9  H  0 1 N N N N N N -28.639 -7.026 -45.367 -10.676 0.233  0.483  H22 XRH 56 
XRH H24 H10 H  0 1 N N N N N N -32.648 -5.552 -38.304 -3.485  -2.366 -2.746 H24 XRH 57 
XRH H25 H11 H  0 1 N N N N N N -33.270 -3.188 -38.031 -1.619  -1.830 -1.236 H25 XRH 58 
XRH H26 H12 H  0 1 N N N N N N -34.763 2.838  -38.221 2.033   1.093  2.953  H26 XRH 59 
XRH H10 H13 H  0 1 N N N N N N -34.822 0.330  -41.969 0.528   1.381  1.526  H10 XRH 60 
XRH H11 H14 H  0 1 N N N N N N -35.490 -0.470 -40.505 0.768   -0.304 2.047  H11 XRH 61 
XRH H27 H15 H  0 1 N N N N N N -35.484 5.201  -38.235 4.073   1.757  4.158  H27 XRH 62 
XRH H28 H16 H  0 1 N N N N N N -36.036 6.256  -40.423 6.249   1.724  3.012  H28 XRH 63 
XRH H8  H17 H  0 1 N N N N N N -38.109 4.609  -41.122 5.627   -1.435 0.866  H8  XRH 64 
XRH H7  H18 H  0 1 N N N N N N -41.035 6.580  -43.540 8.861   -3.525 -0.982 H7  XRH 65 
XRH H6  H19 H  0 1 N N N N N N -39.284 7.091  -45.257 10.017  -1.414 -1.421 H6  XRH 66 
XRH H5  H20 H  0 1 N N N N N N -35.701 7.551  -47.918 11.989  1.568  -0.161 H5  XRH 67 
XRH H3  H21 H  0 1 N N N N N N -35.002 7.976  -46.319 11.996  2.397  -1.736 H3  XRH 68 
XRH H4  H22 H  0 1 N N N N N N -34.804 6.315  -46.972 10.894  2.942  -0.449 H4  XRH 69 
XRH H2  H23 H  0 1 N N N N N N -37.845 7.097  -48.012 9.679   0.077  -3.067 H2  XRH 70 
XRH H1  H24 H  0 1 N N N N N N -38.194 5.565  -47.141 11.285  0.825  -3.239 H1  XRH 71 
XRH H   H25 H  0 1 N N N N N N -38.780 7.128  -46.478 11.082  -0.625 -2.226 H   XRH 72 
XRH H12 H26 H  0 1 N N N N N N -33.317 -1.196 -38.745 -1.855  0.082  1.706  H12 XRH 73 
XRH H23 H27 H  0 1 N N N N N N -32.169 -6.408 -40.588 -5.665  -1.265 -2.454 H23 XRH 74 
XRH H13 H28 H  0 1 N N N N N N -32.528 -2.511 -42.225 -4.116  0.924  0.875  H13 XRH 75 
XRH H20 H29 H  0 1 N N N N N N -29.845 -4.697 -41.087 -6.343  -2.093 -0.077 H20 XRH 76 
# 
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 
XRH O3  C14 DOUB N N 1  
XRH C14 C13 SING N N 2  
XRH C14 N3  SING N N 3  
XRH C13 O1  SING N N 4  
XRH O1  C12 SING N N 5  
XRH C12 C11 SING Y N 6  
XRH C12 C31 DOUB Y N 7  
XRH C11 C10 DOUB Y N 8  
XRH C31 C32 SING Y N 9  
XRH C32 C33 DOUB Y N 10 
XRH C33 C10 SING Y N 11 
XRH C10 N2  SING N N 12 
XRH N2  C9  SING N N 13 
XRH N2  C   SING N N 14 
XRH C9  C8  DOUB Y N 15 
XRH C9  C4  SING Y N 16 
XRH C8  C7  SING Y N 17 
XRH C7  CL  SING N N 18 
XRH C7  C6  DOUB Y N 19 
XRH C6  C5  SING Y N 20 
XRH C5  C4  DOUB Y N 21 
XRH C4  C1  SING N N 22 
XRH C1  N1  SING N N 23 
XRH C1  N   DOUB N N 24 
XRH N1  C3  SING N N 25 
XRH N1  C2  SING N N 26 
XRH N   C   SING N N 27 
XRH C   O   DOUB N N 28 
XRH N3  C15 SING N N 29 
XRH C15 C30 SING Y N 30 
XRH C15 C16 DOUB Y N 31 
XRH C30 C29 DOUB Y N 32 
XRH C29 C28 SING Y N 33 
XRH C28 C17 DOUB Y N 34 
XRH C17 C16 SING Y N 35 
XRH C17 N4  SING N N 36 
XRH N4  C23 SING N N 37 
XRH N4  C18 SING N N 38 
XRH C23 C24 SING Y N 39 
XRH C23 C22 DOUB Y N 40 
XRH C24 C25 DOUB Y N 41 
XRH C25 CL1 SING N N 42 
XRH C25 C26 SING Y N 43 
XRH C26 C27 DOUB Y N 44 
XRH C27 C22 SING Y N 45 
XRH C22 C19 SING N N 46 
XRH C19 N6  SING N N 47 
XRH C19 N5  DOUB N N 48 
XRH N6  C21 SING N N 49 
XRH N6  C20 SING N N 50 
XRH N5  C18 SING N N 51 
XRH C18 O2  DOUB N N 52 
XRH C11 H9  SING N N 53 
XRH C20 H16 SING N N 54 
XRH C20 H14 SING N N 55 
XRH C20 H15 SING N N 56 
XRH C21 H19 SING N N 57 
XRH C21 H18 SING N N 58 
XRH C21 H17 SING N N 59 
XRH C26 H21 SING N N 60 
XRH C27 H22 SING N N 61 
XRH C29 H24 SING N N 62 
XRH C30 H25 SING N N 63 
XRH C31 H26 SING N N 64 
XRH C13 H10 SING N N 65 
XRH C13 H11 SING N N 66 
XRH C32 H27 SING N N 67 
XRH C33 H28 SING N N 68 
XRH C8  H8  SING N N 69 
XRH C6  H7  SING N N 70 
XRH C5  H6  SING N N 71 
XRH C3  H5  SING N N 72 
XRH C3  H3  SING N N 73 
XRH C3  H4  SING N N 74 
XRH C2  H2  SING N N 75 
XRH C2  H1  SING N N 76 
XRH C2  H   SING N N 77 
XRH N3  H12 SING N N 78 
XRH C28 H23 SING N N 79 
XRH C16 H13 SING N N 80 
XRH C24 H20 SING N N 81 
# 
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 
XRH InChI            InChI                1.06  "InChI=1S/C34H29Cl2N7O4/c1-40(2)31-26-13-11-20(35)15-28(26)42(33(45)38-31)23-8-5-7-22(17-23)37-30(44)19-47-25-10-6-9-24(18-25)43-29-16-21(36)12-14-27(29)32(41(3)4)39-34(43)46/h5-18H,19H2,1-4H3,(H,37,44)" 
XRH InChIKey         InChI                1.06  GOGVJELCHJYKRJ-UHFFFAOYSA-N                                                                                                                                                                                 
XRH SMILES_CANONICAL CACTVS               3.385 "CN(C)C1=NC(=O)N(c2cccc(NC(=O)COc3cccc(c3)N4C(=O)N=C(N(C)C)c5ccc(Cl)cc45)c2)c6cc(Cl)ccc16"                                                                                                                  
XRH SMILES           CACTVS               3.385 "CN(C)C1=NC(=O)N(c2cccc(NC(=O)COc3cccc(c3)N4C(=O)N=C(N(C)C)c5ccc(Cl)cc45)c2)c6cc(Cl)ccc16"                                                                                                                  
XRH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(C)C1=NC(=O)N(c2c1ccc(c2)Cl)c3cccc(c3)NC(=O)COc4cccc(c4)N5c6cc(ccc6C(=NC5=O)N(C)C)Cl"                                                                                                                    
XRH SMILES           "OpenEye OEToolkits" 2.0.7 "CN(C)C1=NC(=O)N(c2c1ccc(c2)Cl)c3cccc(c3)NC(=O)COc4cccc(c4)N5c6cc(ccc6C(=NC5=O)N(C)C)Cl"                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           XRH 
_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        "2-[3-[7-chloranyl-4-(dimethylamino)-2-oxidanylidene-quinazolin-1-yl]phenoxy]-~{N}-[3-[7-chloranyl-4-(dimethylamino)-2-oxidanylidene-quinazolin-1-yl]phenyl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XRH "Create component" 2023-12-08 PDBC 
XRH "Initial release"  2024-02-28 RCSB 
# 
