data_IKN
# 
_chem_comp.id                                    IKN 
_chem_comp.name                                  "(3~{R},5~{R})-5-[3-(2-aminophenyl)-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 H22 N6 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                        410.493 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IKN 
_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        8Q12 
_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 
IKN C10  C1  C 0 1 Y N N N N N 3.054  7.700  9.226  -3.505 2.488  0.410  C10  IKN 1  
IKN C14  C2  C 0 1 N N R N N N 1.047  4.103  8.612  0.973  1.478  -1.006 C14  IKN 2  
IKN C17  C3  C 0 1 Y N N N N N 0.109  3.012  9.226  2.257  0.977  -0.397 C17  IKN 3  
IKN C16  C4  C 0 1 N N N N N N 2.420  4.995  10.116 -0.643 3.141  -0.544 C16  IKN 4  
IKN C22  C5  C 0 1 Y N N N N N -2.745 1.120  10.176 5.317  -0.841 -0.206 C22  IKN 5  
IKN C19  C6  C 0 1 Y N N N N N -1.491 1.698  9.892  4.104  -0.003 -0.047 C19  IKN 6  
IKN C12  C7  C 0 1 N N R N N N 1.157  5.987  10.072 -1.085 1.892  0.259  C12  IKN 7  
IKN C13  C8  C 0 1 N N N N N N 0.272  5.394  9.338  -0.228 0.763  -0.359 C13  IKN 8  
IKN N20  N1  N 0 1 Y N N N N N -0.359 1.097  10.217 3.791  0.719  0.999  N20  IKN 9  
IKN C01  C9  C 0 1 N N N N N N 0.690  11.345 11.135 -4.025 -2.344 0.421  C01  IKN 10 
IKN C03  C10 C 0 1 N N N N N N 0.215  13.147 9.648  -6.155 -2.851 -0.612 C03  IKN 11 
IKN C04  C11 C 0 1 N N N N N N -1.279 12.838 9.454  -6.610 -3.666 0.526  C04  IKN 12 
IKN C05  C12 C 0 1 N N N N N N -2.426 12.608 9.305  -6.973 -4.316 1.434  C05  IKN 13 
IKN C06  C13 C 0 1 N N N N N N 0.635  10.950 8.763  -4.984 -0.813 -1.191 C06  IKN 14 
IKN C07  C14 C 0 1 Y N N N N N 1.418  9.633  8.987  -4.282 0.384  -0.603 C07  IKN 15 
IKN C09  C15 C 0 1 Y N N N N N 1.703  7.447  9.536  -2.553 1.619  0.057  C09  IKN 16 
IKN C23  C16 C 0 1 Y N N N N N -2.893 -0.250 10.012 5.526  -1.552 -1.386 C23  IKN 17 
IKN C24  C17 C 0 1 Y N N N N N -4.119 -0.861 10.286 6.656  -2.330 -1.531 C24  IKN 18 
IKN C25  C18 C 0 1 Y N N N N N -5.190 -0.092 10.728 7.585  -2.408 -0.507 C25  IKN 19 
IKN C26  C19 C 0 1 Y N N N N N -5.039 1.283  10.900 7.390  -1.709 0.667  C26  IKN 20 
IKN C27  C20 C 0 1 Y N N N N N -3.818 1.890  10.624 6.260  -0.918 0.825  C27  IKN 21 
IKN N02  N2  N 0 1 N N N N N N 0.993  11.919 9.828  -5.268 -1.785 -0.127 N02  IKN 22 
IKN N08  N3  N 0 1 Y N N N N N 0.896  8.478  9.408  -3.003 0.504  -0.482 N08  IKN 23 
IKN N15  N4  N 0 1 N N N N N N 2.338  4.278  8.772  0.813  2.924  -0.738 N15  IKN 24 
IKN N18  N5  N 0 1 Y N N N N N -1.215 2.867  9.269  3.116  0.162  -0.956 N18  IKN 25 
IKN N28  N6  N 0 1 N N N N N N -3.658 3.316  10.801 6.064  -0.207 2.007  N28  IKN 26 
IKN O21  O1  O 0 1 Y N N N N N 0.658  1.913  9.796  2.736  1.287  0.811  O21  IKN 27 
IKN O29  O2  O 0 1 N N N N N N 0.637  6.176  11.362 -0.789 2.054  1.648  O29  IKN 28 
IKN S11  S1  S 0 1 Y N N N N N 3.115  9.373  8.744  -5.065 1.775  0.008  S11  IKN 29 
IKN H101 H1  H 0 0 N N N N N N 3.878  7.004  9.277  -3.346 3.455  0.864  H101 IKN 30 
IKN H141 H2  H 0 0 N N N N N N 0.791  4.171  7.544  0.976  1.298  -2.081 H141 IKN 31 
IKN H162 H3  H 0 0 N N N N N N 2.335  4.283  10.950 -1.158 3.182  -1.505 H162 IKN 32 
IKN H161 H4  H 0 0 N N N N N N 3.361  5.557  10.208 -0.824 4.052  0.026  H161 IKN 33 
IKN H132 H5  H 0 0 N N N N N N -0.113 6.085  8.574  -0.800 0.225  -1.114 H132 IKN 34 
IKN H131 H6  H 0 0 N N N N N N -0.561 5.036  9.961  0.113  0.079  0.418  H131 IKN 35 
IKN H013 H7  H 0 0 N N N N N N 1.272  10.422 11.275 -3.505 -2.905 -0.355 H013 IKN 36 
IKN H011 H8  H 0 0 N N N N N N 0.953  12.067 11.922 -3.387 -1.533 0.772  H011 IKN 37 
IKN H012 H9  H 0 0 N N N N N N -0.384 11.113 11.194 -4.261 -3.007 1.253  H012 IKN 38 
IKN H032 H10 H 0 0 N N N N N N 0.588  13.681 8.762  -5.614 -3.482 -1.317 H032 IKN 39 
IKN H031 H11 H 0 0 N N N N N N 0.337  13.782 10.538 -7.018 -2.408 -1.109 H031 IKN 40 
IKN H051 H12 H 0 0 N N N N N N -3.457 12.401 9.171  -7.297 -4.898 2.246  H051 IKN 41 
IKN H061 H13 H 0 0 N N N N N N -0.445 10.746 8.799  -5.919 -0.495 -1.653 H061 IKN 42 
IKN H062 H14 H 0 0 N N N N N N 0.896  11.370 7.781  -4.345 -1.275 -1.945 H062 IKN 43 
IKN H231 H15 H 0 0 N N N N N N -2.058 -0.845 9.672  4.804  -1.494 -2.187 H231 IKN 44 
IKN H241 H16 H 0 0 N N N N N N -4.235 -1.927 10.155 6.817  -2.881 -2.446 H241 IKN 45 
IKN H251 H17 H 0 0 N N N N N N -6.140 -0.561 10.938 8.467  -3.020 -0.628 H251 IKN 46 
IKN H261 H18 H 0 0 N N N N N N -5.871 1.878  11.248 8.118  -1.774 1.462  H261 IKN 47 
IKN H2   H20 H 0 1 N N N N N N 2.718  4.842  8.039  1.162  3.475  -1.508 H2   IKN 48 
IKN H282 H22 H 0 0 N N N N N N -2.724 3.580  10.558 5.272  0.343  2.117  H282 IKN 49 
IKN H281 H23 H 0 0 N N N N N N -4.305 3.800  10.211 6.719  -0.261 2.721  H281 IKN 50 
IKN H291 H24 H 0 0 N N N N N N 0.314  5.348  11.698 -1.272 2.777  2.072  H291 IKN 51 
# 
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 
IKN N02 C01  SING N N 1  
IKN C04 C03  SING N N 2  
IKN C05 C04  TRIP N N 3  
IKN C03 N02  SING N N 4  
IKN C06 N02  SING N N 5  
IKN C07 C06  SING N N 6  
IKN N08 C07  DOUB Y N 7  
IKN C09 N08  SING Y N 8  
IKN S11 C10  SING Y N 9  
IKN C10 C09  DOUB Y N 10 
IKN C12 C09  SING N N 11 
IKN C14 C13  SING N N 12 
IKN C16 N15  SING N N 13 
IKN N15 C14  SING N N 14 
IKN C17 C14  SING N N 15 
IKN N18 C17  DOUB Y N 16 
IKN C19 N18  SING Y N 17 
IKN O21 N20  SING Y N 18 
IKN N20 C19  DOUB Y N 19 
IKN C22 C19  SING N N 20 
IKN C23 C22  DOUB Y N 21 
IKN C24 C23  SING Y N 22 
IKN C25 C24  DOUB Y N 23 
IKN C26 C25  SING Y N 24 
IKN C27 C26  DOUB Y N 25 
IKN N28 C27  SING N N 26 
IKN C13 C12  SING N N 27 
IKN O29 C12  SING N N 28 
IKN C07 S11  SING Y N 29 
IKN C12 C16  SING N N 30 
IKN C17 O21  SING Y N 31 
IKN C22 C27  SING Y N 32 
IKN C10 H101 SING N N 33 
IKN C14 H141 SING N N 34 
IKN C16 H162 SING N N 35 
IKN C16 H161 SING N N 36 
IKN C13 H132 SING N N 37 
IKN C13 H131 SING N N 38 
IKN C01 H013 SING N N 39 
IKN C01 H011 SING N N 40 
IKN C01 H012 SING N N 41 
IKN C03 H032 SING N N 42 
IKN C03 H031 SING N N 43 
IKN C05 H051 SING N N 44 
IKN C06 H061 SING N N 45 
IKN C06 H062 SING N N 46 
IKN C23 H231 SING N N 47 
IKN C24 H241 SING N N 48 
IKN C25 H251 SING N N 49 
IKN C26 H261 SING N N 50 
IKN N15 H2   SING N N 51 
IKN N28 H282 SING N N 52 
IKN N28 H281 SING N N 53 
IKN O29 H291 SING N N 54 
# 
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 
IKN InChI            InChI                1.06  "InChI=1S/C20H22N6O2S/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)13-6-4-5-7-14(13)21/h1,4-7,11,15,22,27H,8-10,12,21H2,2H3/t15-,20-/m1/s1" 
IKN InChIKey         InChI                1.06  KFCHSFALIDSDNT-FOIQADDNSA-N                                                                                                                                           
IKN SMILES_CANONICAL CACTVS               3.385 "CN(CC#C)Cc1scc(n1)[C@]2(O)CN[C@H](C2)c3onc(n3)c4ccccc4N"                                                                                                             
IKN SMILES           CACTVS               3.385 "CN(CC#C)Cc1scc(n1)[C]2(O)CN[CH](C2)c3onc(n3)c4ccccc4N"                                                                                                               
IKN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(CC#C)Cc1nc(cs1)[C@]2(C[C@@H](NC2)c3nc(no3)c4ccccc4N)O"                                                                                                            
IKN SMILES           "OpenEye OEToolkits" 2.0.7 "CN(CC#C)Cc1nc(cs1)C2(CC(NC2)c3nc(no3)c4ccccc4N)O"                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           IKN 
_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-(2-aminophenyl)-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 
IKN "Create component" 2023-08-01 PDBE 
IKN "Initial release"  2024-08-07 RCSB 
# 
