data_IKA
# 
_chem_comp.id                                    IKA 
_chem_comp.name                                  "(3~{R},5~{R})-3-[2-[[methyl(prop-2-ynyl)amino]methyl]-1,3-thiazol-4-yl]-5-[3-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl]pyrrolidin-3-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H20 F3 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                        463.476 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IKA 
_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        8Q0V 
_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 
IKA C01  C1  C 0 1 N N N N N N -2.976 12.418 9.378  -5.427 -5.851 0.889  C01  IKA 1  
IKA C02  C2  C 0 1 N N N N N N -1.823 12.698 9.395  -5.663 -4.964 0.157  C02  IKA 2  
IKA C03  C3  C 0 1 N N N N N N -0.348 13.076 9.464  -5.960 -3.852 -0.761 C03  IKA 3  
IKA C05  C4  C 0 1 N N N N N N 0.159  11.283 10.973 -3.930 -2.659 -0.195 C05  IKA 4  
IKA C06  C5  C 0 1 N N N N N N 0.272  10.887 8.574  -5.872 -1.442 -0.978 C06  IKA 5  
IKA C07  C6  C 0 1 Y N N N N N 1.101  9.632  8.895  -5.481 -0.179 -0.255 C07  IKA 6  
IKA C09  C7  C 0 1 Y N N N N N 1.475  7.470  9.513  -4.194 1.556  0.278  C09  IKA 7  
IKA C10  C8  C 0 1 N N R N N N 1.025  6.113  9.972  -2.954 2.405  0.165  C10  IKA 8  
IKA C12  C9  C 0 1 N N N N N N 2.275  5.145  10.094 -2.740 2.850  -1.298 C12  IKA 9  
IKA C14  C10 C 0 1 N N R N N N 0.724  4.229  8.641  -0.837 1.590  -0.760 C14  IKA 10 
IKA C15  C11 C 0 1 Y N N N N N -0.028 3.082  9.256  0.625  1.676  -0.407 C15  IKA 11 
IKA C17  C12 C 0 1 Y N N N N N -1.467 1.692  10.042 2.678  1.250  -0.094 C17  IKA 12 
IKA C18  C13 C 0 1 Y N N N N N -2.706 1.122  10.404 3.990  0.560  -0.031 C18  IKA 13 
IKA C19  C14 C 0 1 Y N N N N N -2.865 -0.262 10.344 4.104  -0.765 -0.448 C19  IKA 14 
IKA C20  C15 C 0 1 Y N N N N N -4.102 -0.834 10.663 5.327  -1.402 -0.387 C20  IKA 15 
IKA C21  C16 C 0 1 Y N N N N N -5.171 0.002  11.027 6.438  -0.729 0.086  C21  IKA 16 
IKA C22  C17 C 0 1 N N N N N N -6.537 -0.562 11.384 7.771  -1.430 0.150  C22  IKA 17 
IKA C26  C18 C 0 1 Y N N N N N -5.005 1.381  11.068 6.331  0.586  0.502  C26  IKA 18 
IKA C27  C19 C 0 1 Y N N N N N -3.782 1.950  10.748 5.114  1.235  0.440  C27  IKA 19 
IKA C30  C20 C 0 1 N N N N N N 0.070  5.361  9.040  -1.702 1.576  0.519  C30  IKA 20 
IKA C31  C21 C 0 1 Y N N N N N 2.805  7.843  9.331  -5.197 1.848  1.111  C31  IKA 21 
IKA F23  F1  F 0 1 N N N N N N -6.487 -1.909 11.515 8.457  -1.237 -1.054 F23  IKA 22 
IKA F24  F2  F 0 1 N N N N N N -6.950 -0.007 12.546 8.524  -0.904 1.205  F24  IKA 23 
IKA F25  F3  F 0 1 N N N N N N -7.426 -0.215 10.405 7.568  -2.798 0.358  F25  IKA 24 
IKA N04  N1  N 0 1 N N N N N N 0.504  11.885 9.670  -5.398 -2.608 -0.219 N04  IKA 25 
IKA N08  N2  N 0 1 Y N N N N N 0.614  8.444  9.289  -4.379 0.466  -0.439 N08  IKA 26 
IKA N13  N3  N 0 1 N N N N N N 2.261  4.432  8.994  -1.268 2.810  -1.490 N13  IKA 27 
IKA N16  N4  N 0 1 Y N N N N N -1.315 2.890  9.496  1.512  0.720  -0.526 N16  IKA 28 
IKA N28  N5  N 0 1 Y N N N N N -0.294 1.082  10.131 2.434  2.486  0.256  N28  IKA 29 
IKA O11  O1  O 0 1 N N N N N N 0.364  6.250  11.206 -3.054 3.544  1.022  O11  IKA 30 
IKA O29  O2  O 0 1 Y N N N N N 0.623  1.970  9.643  1.262  2.745  0.081  O29  IKA 31 
IKA S32  S1  S 0 1 Y N N N N N 2.810  9.529  8.829  -6.437 0.611  0.921  S32  IKA 32 
IKA H011 H1  H 0 0 N N N N N N -4.006 12.168 9.363  -5.215 -6.644 1.544  H011 IKA 33 
IKA H032 H2  H 0 0 N N N N N N -0.059 13.564 8.522  -5.516 -4.057 -1.735 H032 IKA 34 
IKA H031 H3  H 0 0 N N N N N N -0.196 13.774 10.300 -7.039 -3.748 -0.868 H031 IKA 35 
IKA H053 H4  H 0 0 N N N N N N 0.784  10.394 11.144 -3.543 -1.755 0.275  H053 IKA 36 
IKA H051 H5  H 0 0 N N N N N N 0.337  12.016 11.774 -3.607 -3.531 0.374  H051 IKA 37 
IKA H052 H6  H 0 0 N N N N N N -0.902 10.991 10.973 -3.552 -2.729 -1.215 H052 IKA 38 
IKA H061 H7  H 0 0 N N N N N N -0.796 10.627 8.525  -6.957 -1.486 -1.072 H061 IKA 39 
IKA H062 H8  H 0 0 N N N N N N 0.591  11.310 7.610  -5.421 -1.448 -1.970 H062 IKA 40 
IKA H121 H9  H 0 0 N N N N N N 3.207  5.725  10.167 -3.232 2.158  -1.982 H121 IKA 41 
IKA H122 H10 H 0 0 N N N N N N 2.177  4.496  10.977 -3.117 3.862  -1.447 H122 IKA 42 
IKA H141 H11 H 0 0 N N N N N N 0.658  4.128  7.548  -1.031 0.700  -1.359 H141 IKA 43 
IKA H191 H12 H 0 0 N N N N N N -2.037 -0.890 10.052 3.237  -1.292 -0.818 H191 IKA 44 
IKA H201 H13 H 0 0 N N N N N N -4.233 -1.905 10.630 5.416  -2.429 -0.710 H201 IKA 45 
IKA H261 H14 H 0 0 N N N N N N -5.834 2.013  11.351 7.202  1.108  0.871  H261 IKA 46 
IKA H271 H15 H 0 0 N N N N N N -3.660 3.023  10.764 5.032  2.263  0.761  H271 IKA 47 
IKA H302 H16 H 0 0 N N N N N N -0.178 5.984  8.168  -1.163 2.039  1.345  H302 IKA 48 
IKA H301 H17 H 0 0 N N N N N N -0.854 5.097  9.576  -1.985 0.555  0.774  H301 IKA 49 
IKA H311 H18 H 0 0 N N N N N N 3.672  7.214  9.472  -5.240 2.694  1.781  H311 IKA 50 
IKA H2   H20 H 0 1 N N N N N N 2.728  4.919  8.256  -1.032 2.747  -2.469 H2   IKA 51 
IKA H111 H22 H 0 0 N N N N N N -0.379 6.834  11.105 -3.811 4.115  0.831  H111 IKA 52 
# 
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 
IKA C02 C01  TRIP N N 1  
IKA C03 C02  SING N N 2  
IKA N04 C03  SING N N 3  
IKA C05 N04  SING N N 4  
IKA C06 N04  SING N N 5  
IKA C07 C06  SING N N 6  
IKA N08 C07  DOUB Y N 7  
IKA C09 N08  SING Y N 8  
IKA O11 C10  SING N N 9  
IKA C12 C10  SING N N 10 
IKA N13 C12  SING N N 11 
IKA C14 N13  SING N N 12 
IKA N16 C15  DOUB Y N 13 
IKA C17 N16  SING Y N 14 
IKA C19 C18  DOUB Y N 15 
IKA C20 C19  SING Y N 16 
IKA C21 C20  DOUB Y N 17 
IKA F23 C22  SING N N 18 
IKA F24 C22  SING N N 19 
IKA F25 C22  SING N N 20 
IKA C22 C21  SING N N 21 
IKA C26 C21  SING Y N 22 
IKA C27 C26  DOUB Y N 23 
IKA C18 C17  SING N N 24 
IKA N28 C17  DOUB Y N 25 
IKA O29 N28  SING Y N 26 
IKA C15 C14  SING N N 27 
IKA C30 C14  SING N N 28 
IKA C10 C09  SING N N 29 
IKA C31 C09  DOUB Y N 30 
IKA S32 C31  SING Y N 31 
IKA C07 S32  SING Y N 32 
IKA C10 C30  SING N N 33 
IKA C15 O29  SING Y N 34 
IKA C18 C27  SING Y N 35 
IKA C01 H011 SING N N 36 
IKA C03 H032 SING N N 37 
IKA C03 H031 SING N N 38 
IKA C05 H053 SING N N 39 
IKA C05 H051 SING N N 40 
IKA C05 H052 SING N N 41 
IKA C06 H061 SING N N 42 
IKA C06 H062 SING N N 43 
IKA C12 H121 SING N N 44 
IKA C12 H122 SING N N 45 
IKA C14 H141 SING N N 46 
IKA C19 H191 SING N N 47 
IKA C20 H201 SING N N 48 
IKA C26 H261 SING N N 49 
IKA C27 H271 SING N N 50 
IKA C30 H302 SING N N 51 
IKA C30 H301 SING N N 52 
IKA C31 H311 SING N N 53 
IKA N13 H2   SING N N 54 
IKA O11 H111 SING N N 55 
# 
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 
IKA InChI            InChI                1.06  "InChI=1S/C21H20F3N5O2S/c1-3-8-29(2)10-17-26-16(11-32-17)20(30)9-15(25-12-20)19-27-18(28-31-19)13-4-6-14(7-5-13)21(22,23)24/h1,4-7,11,15,25,30H,8-10,12H2,2H3/t15-,20-/m1/s1" 
IKA InChIKey         InChI                1.06  JYTZSLQNLLUMMJ-FOIQADDNSA-N                                                                                                                                                   
IKA SMILES_CANONICAL CACTVS               3.385 "CN(CC#C)Cc1scc(n1)[C@]2(O)CN[C@H](C2)c3onc(n3)c4ccc(cc4)C(F)(F)F"                                                                                                            
IKA SMILES           CACTVS               3.385 "CN(CC#C)Cc1scc(n1)[C]2(O)CN[CH](C2)c3onc(n3)c4ccc(cc4)C(F)(F)F"                                                                                                              
IKA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(CC#C)Cc1nc(cs1)[C@]2(C[C@@H](NC2)c3nc(no3)c4ccc(cc4)C(F)(F)F)O"                                                                                                           
IKA SMILES           "OpenEye OEToolkits" 2.0.7 "CN(CC#C)Cc1nc(cs1)C2(CC(NC2)c3nc(no3)c4ccc(cc4)C(F)(F)F)O"                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           IKA 
_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})-3-[2-[[methyl(prop-2-ynyl)amino]methyl]-1,3-thiazol-4-yl]-5-[3-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-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 
IKA "Create component" 2023-08-01 PDBE 
IKA "Initial release"  2024-08-07 RCSB 
# 
