data_W3N
# 
_chem_comp.id                                    W3N 
_chem_comp.name                                  "1-[(1S)-1-[3-(1H-imidazol-4-yl)phenyl]ethyl]-5-(1H-indazol-7-yl)pyrimidine-2,4-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H18 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-04-26 
_chem_comp.pdbx_modified_date                    2023-06-30 
_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                        398.417 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     W3N 
_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        8OVZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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.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 
W3N C1  C1  C 0 1 N N S -4.063 -15.978 -20.866 1.126  -2.191 -0.548 C1  W3N 1  
W3N C2  C2  C 0 1 Y N N -2.568 -15.690 -20.952 1.877  -1.169 0.266  C2  W3N 2  
W3N C3  C3  C 0 1 Y N N -1.868 -16.081 -22.084 1.402  -0.791 1.509  C3  W3N 3  
W3N C7  C4  C 0 1 Y N N -1.875 -15.052 -19.924 3.041  -0.616 -0.228 C7  W3N 4  
W3N C8  C5  C 0 1 Y N N 0.216  -14.132 -18.925 4.986  0.928  -0.001 C8  W3N 5  
W3N C9  C6  C 0 1 Y N N 1.544  -13.804 -18.824 5.757  1.855  0.626  C9  W3N 6  
W3N C10 C7  C 0 1 Y N N 0.641  -13.131 -17.012 6.643  1.369  -1.318 C10 W3N 7  
W3N C11 C8  C 0 1 N N N -5.246 -14.677 -19.109 -0.938 -0.885 -0.646 C11 W3N 8  
W3N C12 C9  C 0 1 N N N -5.718 -14.458 -17.858 -2.276 -0.751 -0.419 C12 W3N 9  
W3N C13 C10 C 0 1 N N N -5.477 -15.485 -16.843 -2.994 -1.873 0.199  C13 W3N 10 
W3N C14 C11 C 0 1 N N N -4.298 -16.815 -18.570 -0.986 -3.068 0.256  C14 W3N 11 
W3N C15 C12 C 0 1 Y N N -6.452 -13.204 -17.548 -2.986 0.498  -0.784 C15 W3N 12 
W3N C16 C13 C 0 1 Y N N -7.563 -12.850 -18.319 -3.283 0.770  -2.113 C16 W3N 13 
W3N C19 C14 C 0 1 Y N N -6.767 -11.133 -16.258 -4.043 2.589  -0.155 C19 W3N 14 
W3N C20 C15 C 0 1 Y N N -6.066 -12.324 -16.522 -3.369 1.411  0.210  C20 W3N 15 
W3N C21 C16 C 0 1 Y N N -6.072 -10.549 -15.169 -4.297 3.304  1.041  C21 W3N 16 
W3N O1  O1  O 0 1 N N N -3.688 -17.833 -18.864 -0.386 -4.084 0.550  O1  W3N 17 
W3N N2  N1  N 0 1 N N N -4.559 -15.810 -19.478 -0.312 -2.050 -0.302 N2  W3N 18 
W3N C6  C17 C 0 1 Y N N -0.505 -14.807 -20.021 3.735  0.329  0.525  C6  W3N 19 
W3N N1  N2  N 0 1 Y N N -0.345 -13.689 -17.749 5.561  0.654  -1.191 N1  W3N 20 
W3N N   N3  N 0 1 Y N N 1.804  -13.181 -17.627 6.802  2.128  -0.212 N   W3N 21 
W3N C5  C18 C 0 1 Y N N 0.173  -15.209 -21.166 3.249  0.711  1.774  C5  W3N 22 
W3N C4  C19 C 0 1 Y N N -0.506 -15.841 -22.192 2.087  0.147  2.261  C4  W3N 23 
W3N C   C20 C 0 1 N N N -4.929 -15.219 -21.871 1.413  -1.971 -2.034 C   W3N 24 
W3N N3  N4  N 0 1 N N N -4.777 -16.591 -17.300 -2.304 -2.989 0.515  N3  W3N 25 
W3N O   O2  O 0 1 N N N -5.844 -15.429 -15.667 -4.189 -1.799 0.421  O   W3N 26 
W3N N4  N5  N 0 1 Y N N -5.050 -12.379 -15.627 -3.236 1.440  1.573  N4  W3N 27 
W3N N5  N6  N 0 1 Y N N -5.050 -11.295 -14.798 -3.820 2.622  2.043  N5  W3N 28 
W3N C18 C21 C 0 1 Y N N -7.877 -10.819 -17.048 -4.324 2.838  -1.506 C18 W3N 29 
W3N C17 C22 C 0 1 Y N N -8.267 -11.678 -18.068 -3.949 1.936  -2.460 C17 W3N 30 
W3N H1  H1  H 0 1 N N N -4.180 -17.044 -21.111 1.447  -3.192 -0.260 H1  W3N 31 
W3N H2  H2  H 0 1 N N N -2.389 -16.577 -22.890 0.493  -1.229 1.893  H2  W3N 32 
W3N H3  H3  H 0 1 N N N -2.408 -14.742 -19.037 3.414  -0.915 -1.197 H3  W3N 33 
W3N H4  H4  H 0 1 N N N 2.285  -14.008 -19.583 5.579  2.290  1.597  H4  W3N 34 
W3N H5  H5  H 0 1 N N N 0.493  -12.696 -16.035 7.306  1.356  -2.171 H5  W3N 35 
W3N H6  H6  H 0 1 N N N -5.419 -13.919 -19.859 -0.379 -0.080 -1.098 H6  W3N 36 
W3N H7  H7  H 0 1 N N N -7.880 -13.498 -19.123 -2.994 0.068  -2.882 H7  W3N 37 
W3N H8  H8  H 0 1 N N N -6.345 -9.613  -14.703 -4.801 4.256  1.111  H8  W3N 38 
W3N H10 H10 H 0 1 N N N 2.684  -12.840 -17.296 7.524  2.753  -0.044 H10 W3N 39 
W3N H11 H11 H 0 1 N N N 1.234  -15.027 -21.255 3.783  1.443  2.362  H11 W3N 40 
W3N H12 H12 H 0 1 N N N 0.026  -16.149 -23.080 1.711  0.438  3.230  H12 W3N 41 
W3N H13 H13 H 0 1 N N N -5.984 -15.494 -21.728 1.092  -0.970 -2.322 H13 W3N 42 
W3N H14 H14 H 0 1 N N N -4.808 -14.137 -21.715 2.482  -2.076 -2.217 H14 W3N 43 
W3N H15 H15 H 0 1 N N N -4.617 -15.479 -22.893 0.869  -2.711 -2.622 H15 W3N 44 
W3N H16 H16 H 0 1 N N N -4.600 -17.310 -16.628 -2.762 -3.742 0.920  H16 W3N 45 
W3N H17 H17 H 0 1 N N N -4.383 -13.122 -15.580 -2.810 0.760  2.118  H17 W3N 46 
W3N H18 H18 H 0 1 N N N -8.431 -9.910  -16.866 -4.841 3.742  -1.792 H18 W3N 47 
W3N H19 H19 H 0 1 N N N -9.127 -11.432 -18.673 -4.173 2.134  -3.497 H19 W3N 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 
W3N C4  C3  DOUB Y N 1  
W3N C4  C5  SING Y N 2  
W3N C3  C2  SING Y N 3  
W3N C   C1  SING N N 4  
W3N C5  C6  DOUB Y N 5  
W3N C2  C1  SING N N 6  
W3N C2  C7  DOUB Y N 7  
W3N C1  N2  SING N N 8  
W3N C6  C7  SING Y N 9  
W3N C6  C8  SING N N 10 
W3N N2  C11 SING N N 11 
W3N N2  C14 SING N N 12 
W3N C11 C12 DOUB N N 13 
W3N C8  C9  DOUB Y N 14 
W3N C8  N1  SING Y N 15 
W3N O1  C14 DOUB N N 16 
W3N C9  N   SING Y N 17 
W3N C14 N3  SING N N 18 
W3N C16 C17 SING Y N 19 
W3N C16 C15 DOUB Y N 20 
W3N C17 C18 DOUB Y N 21 
W3N C12 C15 SING N N 22 
W3N C12 C13 SING N N 23 
W3N N1  C10 DOUB Y N 24 
W3N N   C10 SING Y N 25 
W3N C15 C20 SING Y N 26 
W3N N3  C13 SING N N 27 
W3N C18 C19 SING Y N 28 
W3N C13 O   DOUB N N 29 
W3N C20 C19 DOUB Y N 30 
W3N C20 N4  SING Y N 31 
W3N C19 C21 SING Y N 32 
W3N N4  N5  SING Y N 33 
W3N C21 N5  DOUB Y N 34 
W3N C1  H1  SING N N 35 
W3N C3  H2  SING N N 36 
W3N C7  H3  SING N N 37 
W3N C9  H4  SING N N 38 
W3N C10 H5  SING N N 39 
W3N C11 H6  SING N N 40 
W3N C16 H7  SING N N 41 
W3N C21 H8  SING N N 42 
W3N N   H10 SING N N 43 
W3N C5  H11 SING N N 44 
W3N C4  H12 SING N N 45 
W3N C   H13 SING N N 46 
W3N C   H14 SING N N 47 
W3N C   H15 SING N N 48 
W3N N3  H16 SING N N 49 
W3N N4  H17 SING N N 50 
W3N C18 H18 SING N N 51 
W3N C17 H19 SING N N 52 
# 
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 
W3N InChI            InChI                1.06  "InChI=1S/C22H18N6O2/c1-13(14-4-2-5-15(8-14)19-10-23-12-24-19)28-11-18(21(29)26-22(28)30)17-7-3-6-16-9-25-27-20(16)17/h2-13H,1H3,(H,23,24)(H,25,27)(H,26,29,30)/t13-/m0/s1" 
W3N InChIKey         InChI                1.06  RGEIAXNRJWEHFV-ZDUSSCGKSA-N                                                                                                                                                 
W3N SMILES_CANONICAL CACTVS               3.385 "C[C@H](N1C=C(C(=O)NC1=O)c2cccc3cn[nH]c23)c4cccc(c4)c5c[nH]cn5"                                                                                                             
W3N SMILES           CACTVS               3.385 "C[CH](N1C=C(C(=O)NC1=O)c2cccc3cn[nH]c23)c4cccc(c4)c5c[nH]cn5"                                                                                                              
W3N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](c1cccc(c1)c2c[nH]cn2)N3C=C(C(=O)NC3=O)c4cccc5c4[nH]nc5"                                                                                                            
W3N SMILES           "OpenEye OEToolkits" 2.0.7 "CC(c1cccc(c1)c2c[nH]cn2)N3C=C(C(=O)NC3=O)c4cccc5c4[nH]nc5"                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           W3N 
_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-[(1~{S})-1-[3-(1~{H}-imidazol-4-yl)phenyl]ethyl]-5-(1~{H}-indazol-7-yl)pyrimidine-2,4-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
W3N "Create component" 2023-04-26 PDBE 
W3N "Initial release"  2023-07-05 RCSB 
# 
