data_I0U
# 
_chem_comp.id                                    I0U 
_chem_comp.name                                  "5-[5-bromanyl-1-[[(3~{S})-1-ethanoylpiperidin-3-yl]methyl]benzimidazol-2-yl]-1,3-dimethyl-pyridin-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H25 Br N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-07-25 
_chem_comp.pdbx_modified_date                    2023-10-13 
_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                        457.364 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I0U 
_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        8PX8 
_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 
I0U C17  C1  C  0 1 N N S 40.800 18.506 10.570 -1.451 -1.687 1.021  C17  I0U 1  
I0U C26  C2  C  0 1 Y N N 37.307 21.833 7.460  2.885  1.592  -0.443 C26  I0U 2  
I0U C28  C3  C  0 1 Y N N 37.160 22.864 8.370  3.872  0.848  0.162  C28  I0U 3  
I0U C01  C4  C  0 1 N N N 43.937 16.297 11.981 0.788  -3.332 -1.927 C01  I0U 4  
I0U C05  C5  C  0 1 N N N 42.604 16.143 12.651 -0.303 -4.127 -1.258 C05  I0U 5  
I0U O06  O1  O  0 1 N N N 42.366 15.172 13.357 -0.785 -5.088 -1.819 O06  I0U 6  
I0U N07  N1  N  0 1 N N N 41.642 17.093 12.422 -0.744 -3.770 -0.035 N07  I0U 7  
I0U C08  C6  C  0 1 N N N 40.316 17.053 13.055 -1.727 -4.598 0.678  C08  I0U 8  
I0U C11  C7  C  0 1 N N N 39.195 17.286 12.068 -2.910 -3.716 1.087  C11  I0U 9  
I0U C14  C8  C  0 1 N N N 39.439 18.541 11.245 -2.395 -2.520 1.891  C14  I0U 10 
I0U C19  C9  C  0 1 N N N 41.083 19.755 9.764  -0.962 -0.474 1.815  C19  I0U 11 
I0U N22  N2  N  0 1 Y N N 40.059 20.011 8.744  -0.156 0.386  0.945  N22  I0U 12 
I0U C23  C10 C  0 1 Y N N 39.750 19.296 7.604  -0.626 1.348  0.092  C23  I0U 13 
I0U N24  N3  N  0 1 Y N N 38.715 19.786 6.953  0.378  1.920  -0.528 N24  I0U 14 
I0U C25  C11 C  0 1 Y N N 38.334 20.914 7.684  1.544  1.366  -0.114 C25  I0U 15 
I0U BR29 BR1 BR 0 0 N N N 35.774 24.133 8.093  5.685  1.161  -0.276 BR29 I0U 16 
I0U C30  C12 C  0 1 Y N N 37.973 23.007 9.478  3.547  -0.130 1.092  C30  I0U 17 
I0U C32  C13 C  0 1 Y N N 38.979 22.092 9.713  2.230  -0.370 1.423  C32  I0U 18 
I0U C34  C14 C  0 1 Y N N 39.150 21.062 8.799  1.222  0.378  0.832  C34  I0U 19 
I0U C35  C15 C  0 1 N N N 40.439 18.095 7.164  -2.050 1.691  -0.102 C35  I0U 20 
I0U C36  C16 C  0 1 N N N 41.859 17.913 7.294  -2.801 2.241  0.963  C36  I0U 21 
I0U C38  C17 C  0 1 N N N 42.476 16.778 6.887  -4.111 2.547  0.758  C38  I0U 22 
I0U C39  C18 C  0 1 N N N 43.960 16.586 7.022  -4.937 3.136  1.873  C39  I0U 23 
I0U C43  C19 C  0 1 N N N 41.704 15.711 6.296  -4.689 2.311  -0.503 C43  I0U 24 
I0U O44  O2  O  0 1 N N N 42.171 14.636 5.924  -5.863 2.583  -0.692 O44  I0U 25 
I0U N45  N4  N  0 1 N N N 40.328 15.924 6.181  -3.956 1.786  -1.502 N45  I0U 26 
I0U C46  C20 C  0 1 N N N 39.529 14.847 5.594  -4.579 1.549  -2.806 C46  I0U 27 
I0U C50  C21 C  0 1 N N N 39.734 17.078 6.610  -2.655 1.481  -1.322 C50  I0U 28 
I0U C52  C22 C  0 1 N N N 41.871 18.313 11.636 -0.251 -2.546 0.611  C52  I0U 29 
I0U H18  H1  H  0 1 N N N 40.828 17.641 9.892  -1.979 -1.350 0.129  H18  I0U 30 
I0U H27  H2  H  0 1 N N N 36.651 21.742 6.607  3.145  2.352  -1.165 H27  I0U 31 
I0U H03  H3  H  0 1 N N N 44.578 15.440 12.237 0.351  -2.478 -2.444 H03  I0U 32 
I0U H04  H4  H  0 1 N N N 43.797 16.337 10.891 1.494  -2.980 -1.175 H04  I0U 33 
I0U H02  H5  H  0 1 N N N 44.414 17.227 12.323 1.309  -3.964 -2.646 H02  I0U 34 
I0U H10  H6  H  0 1 N N N 40.177 16.066 13.520 -2.075 -5.397 0.023  H10  I0U 35 
I0U H09  H7  H  0 1 N N N 40.271 17.833 13.830 -1.266 -5.028 1.567  H09  I0U 36 
I0U H12  H8  H  0 1 N N N 39.127 16.421 11.392 -3.425 -3.360 0.195  H12  I0U 37 
I0U H13  H9  H  0 1 N N N 38.249 17.396 12.619 -3.601 -4.295 1.700  H13  I0U 38 
I0U H16  H10 H  0 1 N N N 38.659 18.620 10.474 -1.860 -2.876 2.770  H16  I0U 39 
I0U H15  H11 H  0 1 N N N 39.390 19.418 11.907 -3.238 -1.903 2.205  H15  I0U 40 
I0U H21  H12 H  0 1 N N N 41.122 20.615 10.449 -1.820 0.087  2.185  H21  I0U 41 
I0U H20  H13 H  0 1 N N N 42.057 19.640 9.265  -0.357 -0.809 2.656  H20  I0U 42 
I0U H31  H14 H  0 1 N N N 37.822 23.832 10.158 4.332  -0.708 1.560  H31  I0U 43 
I0U H33  H15 H  0 1 N N N 39.614 22.175 10.582 1.985  -1.133 2.147  H33  I0U 44 
I0U H37  H16 H  0 1 N N N 42.451 18.704 7.729  -2.342 2.416  1.924  H37  I0U 45 
I0U H42  H17 H  0 1 N N N 44.240 15.597 6.629  -4.868 4.223  1.841  H42  I0U 46 
I0U H41  H18 H  0 1 N N N 44.484 17.368 6.453  -5.977 2.834  1.753  H41  I0U 47 
I0U H40  H19 H  0 1 N N N 44.243 16.653 8.083  -4.562 2.776  2.831  H40  I0U 48 
I0U H49  H20 H  0 1 N N N 38.471 15.148 5.565  -5.624 1.857  -2.771 H49  I0U 49 
I0U H48  H21 H  0 1 N N N 39.881 14.645 4.571  -4.056 2.126  -3.569 H48  I0U 50 
I0U H47  H22 H  0 1 N N N 39.635 13.938 6.204  -4.520 0.488  -3.050 H47  I0U 51 
I0U H51  H23 H  0 1 N N N 38.664 17.183 6.504  -2.084 1.064  -2.139 H51  I0U 52 
I0U H54  H24 H  0 1 N N N 41.861 19.180 12.313 0.375  -1.991 -0.088 H54  I0U 53 
I0U H53  H25 H  0 1 N N N 42.853 18.242 11.146 0.331  -2.809 1.495  H53  I0U 54 
# 
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 
I0U C01 C05  SING N N 1  
I0U C05 O06  DOUB N N 2  
I0U C05 N07  SING N N 3  
I0U N07 C52  SING N N 4  
I0U N07 C08  SING N N 5  
I0U C08 C11  SING N N 6  
I0U C11 C14  SING N N 7  
I0U C14 C17  SING N N 8  
I0U C17 C19  SING N N 9  
I0U C19 N22  SING N N 10 
I0U N22 C34  SING Y N 11 
I0U N22 C23  SING Y N 12 
I0U C23 N24  DOUB Y N 13 
I0U N24 C25  SING Y N 14 
I0U C25 C34  DOUB Y N 15 
I0U C25 C26  SING Y N 16 
I0U C26 C28  DOUB Y N 17 
I0U C28 BR29 SING N N 18 
I0U C28 C30  SING Y N 19 
I0U C30 C32  DOUB Y N 20 
I0U C32 C34  SING Y N 21 
I0U C23 C35  SING N N 22 
I0U C35 C50  DOUB N N 23 
I0U C35 C36  SING N N 24 
I0U C36 C38  DOUB N N 25 
I0U C38 C39  SING N N 26 
I0U C38 C43  SING N N 27 
I0U C43 O44  DOUB N N 28 
I0U C43 N45  SING N N 29 
I0U N45 C46  SING N N 30 
I0U N45 C50  SING N N 31 
I0U C17 C52  SING N N 32 
I0U C17 H18  SING N N 33 
I0U C26 H27  SING N N 34 
I0U C01 H03  SING N N 35 
I0U C01 H04  SING N N 36 
I0U C01 H02  SING N N 37 
I0U C08 H10  SING N N 38 
I0U C08 H09  SING N N 39 
I0U C11 H12  SING N N 40 
I0U C11 H13  SING N N 41 
I0U C14 H16  SING N N 42 
I0U C14 H15  SING N N 43 
I0U C19 H21  SING N N 44 
I0U C19 H20  SING N N 45 
I0U C30 H31  SING N N 46 
I0U C32 H33  SING N N 47 
I0U C36 H37  SING N N 48 
I0U C39 H42  SING N N 49 
I0U C39 H41  SING N N 50 
I0U C39 H40  SING N N 51 
I0U C46 H49  SING N N 52 
I0U C46 H48  SING N N 53 
I0U C46 H47  SING N N 54 
I0U C50 H51  SING N N 55 
I0U C52 H54  SING N N 56 
I0U C52 H53  SING N N 57 
# 
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 
I0U InChI            InChI                1.06  "InChI=1S/C22H25BrN4O2/c1-14-9-17(13-25(3)22(14)29)21-24-19-10-18(23)6-7-20(19)27(21)12-16-5-4-8-26(11-16)15(2)28/h6-7,9-10,13,16H,4-5,8,11-12H2,1-3H3/t16-/m1/s1" 
I0U InChIKey         InChI                1.06  TWBOQOYETRQSEE-MRXNPFEDSA-N                                                                                                                                        
I0U SMILES_CANONICAL CACTVS               3.385 "CN1C=C(C=C(C)C1=O)c2nc3cc(Br)ccc3n2C[C@@H]4CCCN(C4)C(C)=O"                                                                                                        
I0U SMILES           CACTVS               3.385 "CN1C=C(C=C(C)C1=O)c2nc3cc(Br)ccc3n2C[CH]4CCCN(C4)C(C)=O"                                                                                                          
I0U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=CC(=CN(C1=O)C)c2nc3cc(ccc3n2C[C@@H]4CCCN(C4)C(=O)C)Br"                                                                                                        
I0U SMILES           "OpenEye OEToolkits" 2.0.7 "CC1=CC(=CN(C1=O)C)c2nc3cc(ccc3n2CC4CCCN(C4)C(=O)C)Br"                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           I0U 
_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        "5-[5-bromanyl-1-[[(3~{S})-1-ethanoylpiperidin-3-yl]methyl]benzimidazol-2-yl]-1,3-dimethyl-pyridin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
I0U "Create component" 2023-07-25 PDBE 
I0U "Initial release"  2023-10-18 RCSB 
# 
