data_IJ9
# 
_chem_comp.id                                    IJ9 
_chem_comp.name                                  "(3~{R},5~{R})-5-[3-(4-bromophenyl)-1,2,4-oxadiazol-5-yl]-3-[2-[[methyl(prop-2-ynyl)amino]methyl]-1,3-thiazol-4-yl]pyrrolidin-3-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 Br N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-01 
_chem_comp.pdbx_modified_date                    2024-08-02 
_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                        474.374 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IJ9 
_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        8Q0Y 
_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.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 
IJ9 C10  C1  C  0 1 N N R N N N 1.151  6.164  9.942  -3.176 -2.395 -0.169 C10  IJ9 1  
IJ9 C12  C2  C  0 1 N N N N N N 2.177  5.362  10.098 -2.971 -2.845 1.294  C12  IJ9 2  
IJ9 N13  N1  N  0 1 N N N N N N 2.104  4.221  8.969  -1.498 -2.827 1.487  N13  IJ9 3  
IJ9 C14  C3  C  0 1 N N R N N N 0.658  4.260  8.560  -1.049 -1.612 0.760  C14  IJ9 4  
IJ9 C01  C4  C  0 1 N N N N N N -2.994 12.510 9.381  -5.524 5.899  -0.883 C01  IJ9 5  
IJ9 C02  C5  C  0 1 N N N N N N -1.774 12.788 9.400  -5.775 5.015  -0.153 C02  IJ9 6  
IJ9 C03  C6  C  0 1 N N N N N N -0.284 13.136 9.452  -6.089 3.906  0.763  C03  IJ9 7  
IJ9 C05  C7  C  0 1 N N N N N N 0.206  11.276 10.992 -4.077 2.683  0.198  C05  IJ9 8  
IJ9 C06  C8  C  0 1 N N N N N N 0.294  10.945 8.537  -6.037 1.494  0.977  C06  IJ9 9  
IJ9 C07  C9  C  0 1 Y N N N N N 1.138  9.723  8.857  -5.665 0.227  0.252  C07  IJ9 10 
IJ9 C09  C10 C  0 1 Y N N N N N 1.604  7.612  9.467  -4.403 -1.527 -0.282 C09  IJ9 11 
IJ9 C15  C11 C  0 1 Y N N N N N -0.055 3.069  9.237  0.413  -1.720 0.409  C15  IJ9 12 
IJ9 C17  C12 C  0 1 Y N N N N N -1.460 1.670  10.050 2.473  -1.325 0.099  C17  IJ9 13 
IJ9 C18  C13 C  0 1 Y N N N N N -2.639 1.105  10.398 3.795  -0.654 0.039  C18  IJ9 14 
IJ9 C19  C14 C  0 1 Y N N N N N -3.706 1.970  10.788 3.928  0.669  0.458  C19  IJ9 15 
IJ9 C20  C15 C  0 1 Y N N N N N -4.903 1.409  11.092 5.159  1.288  0.400  C20  IJ9 16 
IJ9 C21  C16 C  0 1 Y N N N N N -5.053 0.071  11.006 6.262  0.598  -0.073 C21  IJ9 17 
IJ9 C23  C17 C  0 1 Y N N N N N -3.989 -0.820 10.592 6.135  -0.715 -0.492 C23  IJ9 18 
IJ9 C24  C18 C  0 1 Y N N N N N -2.783 -0.261 10.287 4.909  -1.345 -0.432 C24  IJ9 19 
IJ9 C27  C19 C  0 1 N N N N N N 0.162  5.488  8.830  -1.912 -1.584 -0.520 C27  IJ9 20 
IJ9 C28  C20 C  0 1 Y N N N N N 2.934  7.996  9.290  -5.409 -1.803 -1.117 C28  IJ9 21 
IJ9 N04  N2  N  0 1 N N N N N N 0.547  11.930 9.645  -5.545 2.654  0.220  N04  IJ9 22 
IJ9 N08  N3  N  0 1 Y N N N N N 0.692  8.546  9.234  -4.572 -0.435 0.436  N08  IJ9 23 
IJ9 N16  N4  N  0 1 Y N N N N N -1.361 2.855  9.477  1.314  -0.778 0.531  N16  IJ9 24 
IJ9 N25  N5  N  0 1 Y N N N N N -0.286 1.080  10.134 2.210  -2.556 -0.253 N25  IJ9 25 
IJ9 O11  O1  O  0 1 N N N N N N 0.384  6.319  11.070 -3.292 -3.531 -1.028 O11  IJ9 26 
IJ9 O26  O2  O  0 1 Y N N N N N 0.617  1.999  9.630  1.035  -2.798 -0.080 O26  IJ9 27 
IJ9 S29  S1  S  0 1 Y N N N N N 2.870  9.648  8.813  -6.631 -0.547 -0.927 S29  IJ9 28 
IJ9 BR22 BR1 BR 0 0 N N N N N N -6.797 -0.642 11.465 7.947  1.453  -0.150 BR22 IJ9 29 
IJ9 H122 H1  H  0 0 N N N N N N 3.113  5.931  9.992  -3.453 -2.147 1.978  H122 IJ9 30 
IJ9 H121 H2  H  0 0 N N N N N N 2.140  4.900  11.096 -3.363 -3.851 1.440  H121 IJ9 31 
IJ9 H1   H3  H  0 1 N N N N N N 2.704  4.436  8.198  -1.263 -2.770 2.467  H1   IJ9 32 
IJ9 H141 H5  H  0 0 N N N N N N 0.619  4.081  7.475  -1.230 -0.721 1.360  H141 IJ9 33 
IJ9 H011 H6  H  0 0 N N N N N N -4.027 12.275 9.365  -5.300 6.690  -1.536 H011 IJ9 34 
IJ9 H032 H7  H  0 0 N N N N N N 0.003  13.621 8.507  -5.644 4.102  1.738  H032 IJ9 35 
IJ9 H031 H8  H  0 0 N N N N N N -0.108 13.829 10.288 -7.170 3.817  0.868  H031 IJ9 36 
IJ9 H053 H9  H  0 0 N N N N N N 0.827  10.379 11.132 -3.702 1.774  -0.273 H053 IJ9 37 
IJ9 H051 H10 H  0 0 N N N N N N 0.404  11.989 11.806 -3.739 3.551  -0.369 H051 IJ9 38 
IJ9 H052 H11 H  0 0 N N N N N N -0.857 10.992 11.003 -3.699 2.746  1.218  H052 IJ9 39 
IJ9 H062 H12 H  0 0 N N N N N N -0.772 10.674 8.503  -7.122 1.554  1.069  H062 IJ9 40 
IJ9 H061 H13 H  0 0 N N N N N N 0.595  11.374 7.570  -5.588 1.491  1.970  H061 IJ9 41 
IJ9 H191 H14 H  0 0 N N N N N N -3.564 3.039  10.839 3.068  1.208  0.828  H191 IJ9 42 
IJ9 H201 H15 H  0 0 N N N N N N -5.731 2.030  11.401 5.263  2.313  0.725  H201 IJ9 43 
IJ9 H231 H16 H  0 0 N N N N N N -4.145 -1.887 10.527 6.998  -1.249 -0.861 H231 IJ9 44 
IJ9 H241 H17 H  0 0 N N N N N N -1.957 -0.877 9.965  4.812  -2.372 -0.754 H241 IJ9 45 
IJ9 H272 H18 H  0 0 N N N N N N 0.147  6.099  7.916  -1.378 -2.053 -1.347 H272 IJ9 46 
IJ9 H271 H19 H  0 0 N N N N N N -0.858 5.404  9.232  -2.178 -0.558 -0.774 H271 IJ9 47 
IJ9 H281 H20 H  0 0 N N N N N N 3.815  7.386  9.424  -5.465 -2.647 -1.787 H281 IJ9 48 
IJ9 H111 H22 H  0 0 N N N N N N -0.337 6.909  10.885 -4.057 -4.090 -0.840 H111 IJ9 49 
# 
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 
IJ9 C02  C01  TRIP N N 1  
IJ9 C03  C02  SING N N 2  
IJ9 N04  C03  SING N N 3  
IJ9 C05  N04  SING N N 4  
IJ9 C06  N04  SING N N 5  
IJ9 C07  C06  SING N N 6  
IJ9 N08  C07  DOUB Y N 7  
IJ9 C09  N08  SING Y N 8  
IJ9 O11  C10  SING N N 9  
IJ9 C12  C10  SING N N 10 
IJ9 N13  C12  SING N N 11 
IJ9 C14  N13  SING N N 12 
IJ9 N16  C15  DOUB Y N 13 
IJ9 C17  N16  SING Y N 14 
IJ9 C19  C18  DOUB Y N 15 
IJ9 C20  C19  SING Y N 16 
IJ9 C21  C20  DOUB Y N 17 
IJ9 BR22 C21  SING N N 18 
IJ9 C23  C21  SING Y N 19 
IJ9 C24  C23  DOUB Y N 20 
IJ9 C18  C17  SING N N 21 
IJ9 N25  C17  DOUB Y N 22 
IJ9 O26  N25  SING Y N 23 
IJ9 C15  C14  SING N N 24 
IJ9 C27  C14  SING N N 25 
IJ9 C10  C09  SING N N 26 
IJ9 C28  C09  DOUB Y N 27 
IJ9 S29  C28  SING Y N 28 
IJ9 C07  S29  SING Y N 29 
IJ9 C10  C27  SING N N 30 
IJ9 C15  O26  SING Y N 31 
IJ9 C18  C24  SING Y N 32 
IJ9 C12  H122 SING N N 33 
IJ9 C12  H121 SING N N 34 
IJ9 N13  H1   SING N N 35 
IJ9 C14  H141 SING N N 36 
IJ9 C01  H011 SING N N 37 
IJ9 C03  H032 SING N N 38 
IJ9 C03  H031 SING N N 39 
IJ9 C05  H053 SING N N 40 
IJ9 C05  H051 SING N N 41 
IJ9 C05  H052 SING N N 42 
IJ9 C06  H062 SING N N 43 
IJ9 C06  H061 SING N N 44 
IJ9 C19  H191 SING N N 45 
IJ9 C20  H201 SING N N 46 
IJ9 C23  H231 SING N N 47 
IJ9 C24  H241 SING N N 48 
IJ9 C27  H272 SING N N 49 
IJ9 C27  H271 SING N N 50 
IJ9 C28  H281 SING N N 51 
IJ9 O11  H111 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 
IJ9 InChI            InChI                1.06  "InChI=1S/C20H20BrN5O2S/c1-3-8-26(2)10-17-23-16(11-29-17)20(27)9-15(22-12-20)19-24-18(25-28-19)13-4-6-14(21)7-5-13/h1,4-7,11,15,22,27H,8-10,12H2,2H3/t15-,20-/m1/s1" 
IJ9 InChIKey         InChI                1.06  JXDHMKNOEOYBOX-FOIQADDNSA-N                                                                                                                                          
IJ9 SMILES_CANONICAL CACTVS               3.385 "CN(CC#C)Cc1scc(n1)[C@]2(O)CN[C@H](C2)c3onc(n3)c4ccc(Br)cc4"                                                                                                         
IJ9 SMILES           CACTVS               3.385 "CN(CC#C)Cc1scc(n1)[C]2(O)CN[CH](C2)c3onc(n3)c4ccc(Br)cc4"                                                                                                           
IJ9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(CC#C)Cc1nc(cs1)[C@]2(C[C@@H](NC2)c3nc(no3)c4ccc(cc4)Br)O"                                                                                                        
IJ9 SMILES           "OpenEye OEToolkits" 2.0.7 "CN(CC#C)Cc1nc(cs1)C2(CC(NC2)c3nc(no3)c4ccc(cc4)Br)O"                                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           IJ9 
_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        "(3~{R},5~{R})-5-[3-(4-bromophenyl)-1,2,4-oxadiazol-5-yl]-3-[2-[[methyl(prop-2-ynyl)amino]methyl]-1,3-thiazol-4-yl]pyrrolidin-3-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
IJ9 "Create component" 2023-08-01 PDBE 
IJ9 "Initial release"  2024-08-07 RCSB 
# 
