data_WUK
# 
_chem_comp.id                                    WUK 
_chem_comp.name                                  "methyl 4-{2-[3-(2-{[(1R)-1-(naphthalen-1-yl)ethyl]carbamoyl}phenyl)propanoyl]hydrazinyl}-4-oxobutanoate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H29 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-10-19 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        475.536 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WUK 
_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        8EUA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
WUK C1  C1  C 0 1 N N N N N N 15.279 25.414 3.402  6.276  0.547  -0.294 C1  WUK 1  
WUK C4  C2  C 0 1 N N N N N N 19.477 27.293 2.410  10.448 2.945  0.308  C4  WUK 2  
WUK C8  C3  C 0 1 N N N N N N 14.091 24.528 3.032  5.071  -0.112 0.325  C8  WUK 3  
WUK C9  C4  C 0 1 N N N N N N 11.548 24.589 0.992  2.077  -1.858 -0.672 C9  WUK 4  
WUK C12 C5  C 0 1 Y N N N N N 7.872  23.853 0.190  -1.233 -3.735 -0.537 C12 WUK 5  
WUK C13 C6  C 0 1 Y N N N N N 7.834  22.462 0.163  -1.294 -5.110 -0.436 C13 WUK 6  
WUK C15 C7  C 0 1 Y N N N N N 5.404  22.494 -0.169 -3.451 -4.950 0.604  C15 WUK 7  
WUK C17 C8  C 0 1 Y N N N N N 6.654  24.520 0.027  -2.288 -2.956 -0.059 C17 WUK 8  
WUK C19 C9  C 0 1 N N R N N N 5.798  27.989 0.679  -3.132 0.732  0.305  C19 WUK 9  
WUK C18 C10 C 0 1 N N N N N N 6.657  25.996 0.029  -2.228 -1.482 -0.160 C18 WUK 10 
WUK C20 C11 C 0 1 N N N N N N 5.920  28.721 2.005  -2.205 1.280  1.393  C20 WUK 11 
WUK C22 C12 C 0 1 Y N N N N N 3.334  27.740 0.497  -5.440 0.636  1.227  C22 WUK 12 
WUK C23 C13 C 0 1 Y N N N N N 2.107  28.020 -0.083 -6.721 1.153  1.411  C23 WUK 13 
WUK C24 C14 C 0 1 Y N N N N N 2.058  28.845 -1.183 -7.085 2.339  0.852  C24 WUK 14 
WUK C25 C15 C 0 1 Y N N N N N 3.226  29.400 -1.711 -6.157 3.056  0.077  C25 WUK 15 
WUK C26 C16 C 0 1 Y N N N N N 3.142  30.263 -2.808 -6.497 4.284  -0.517 C26 WUK 16 
WUK C27 C17 C 0 1 Y N N N N N 4.299  30.840 -3.328 -5.573 4.950  -1.261 C27 WUK 17 
WUK C28 C18 C 0 1 Y N N N N N 5.551  30.576 -2.765 -4.291 4.433  -1.445 C28 WUK 18 
WUK C21 C19 C 0 1 Y N N N N N 4.507  28.289 -0.008 -4.514 1.305  0.487  C21 WUK 19 
WUK C30 C20 C 0 1 Y N N N N N 4.465  29.122 -1.134 -4.854 2.530  -0.110 C30 WUK 20 
WUK N3  N1  N 0 1 N N N N N N 5.980  26.580 0.912  -3.192 -0.728 0.405  N3  WUK 21 
WUK O2  O1  O 0 1 N N N N N N 18.434 26.501 1.812  9.314  2.329  0.974  O2  WUK 22 
WUK O5  O2  O 0 1 N N N N N N 7.320  26.567 -0.847 -1.309 -0.951 -0.752 O5  WUK 23 
WUK C29 C21 C 0 1 Y N N N N N 5.623  29.722 -1.673 -3.927 3.247  -0.886 C29 WUK 24 
WUK C16 C22 C 0 1 Y N N N N N 5.427  23.880 -0.153 -3.401 -3.575 0.514  C16 WUK 25 
WUK C14 C23 C 0 1 Y N N N N N 6.613  21.803 -0.034 -2.399 -5.716 0.133  C14 WUK 26 
WUK C11 C24 C 0 1 N N N N N N 9.157  24.657 0.394  -0.028 -3.076 -1.156 C11 WUK 27 
WUK C10 C25 C 0 1 N N N N N N 10.352 23.762 0.623  0.872  -2.517 -0.052 C10 WUK 28 
WUK O4  O3  O 0 1 N N N N N N 12.118 25.220 0.120  2.204  -1.837 -1.877 O4  WUK 29 
WUK N2  N2  N 0 1 N N N N N N 11.905 24.539 2.202  3.014  -1.292 0.115  N2  WUK 30 
WUK N1  N3  N 0 1 N N N N N N 13.074 25.191 2.520  4.134  -0.679 -0.461 N1  WUK 31 
WUK O3  O4  O 0 1 N N N N N N 14.089 23.320 3.222  4.944  -0.133 1.531  O3  WUK 32 
WUK C2  C26 C 0 1 N N N N N N 16.125 25.371 2.121  7.176  1.105  0.810  C2  WUK 33 
WUK C3  C27 C 0 1 N N N N N N 17.553 25.580 2.543  8.381  1.765  0.191  C3  WUK 34 
WUK O1  O5  O 0 1 N N N N N N 17.967 24.956 3.507  8.508  1.786  -1.011 O1  WUK 35 
WUK H1  H1  H 0 1 N Y N N N N 15.832 25.003 4.259  6.832  -0.187 -0.879 H1  WUK 36 
WUK H2  H2  H 0 1 N N N N N N 14.955 26.440 3.632  5.952  1.359  -0.945 H2  WUK 37 
WUK H3  H3  H 0 1 N N N N N N 19.977 27.889 1.632  11.125 3.362  1.054  H3  WUK 38 
WUK H4  H4  H 0 1 N N N N N N 19.041 27.965 3.164  10.975 2.195  -0.282 H4  WUK 39 
WUK H5  H5  H 0 1 N N N N N N 20.211 26.630 2.891  10.096 3.741  -0.347 H5  WUK 40 
WUK H6  H6  H 0 1 N N N N N N 8.742  21.892 0.293  -0.477 -5.714 -0.802 H6  WUK 41 
WUK H7  H7  H 0 1 N N N N N N 4.473  21.959 -0.283 -4.311 -5.430 1.047  H7  WUK 42 
WUK H8  H8  H 0 1 N N N N N N 6.613  28.343 0.031  -2.748 1.014  -0.675 H8  WUK 43 
WUK H9  H9  H 0 1 N N N N N N 6.883  28.472 2.475  -2.161 2.366  1.319  H9  WUK 44 
WUK H10 H10 H 0 1 N N N N N N 5.867  29.806 1.831  -2.589 0.998  2.373  H10 WUK 45 
WUK H11 H11 H 0 1 N N N N N N 5.098  28.416 2.669  -1.206 0.865  1.261  H11 WUK 46 
WUK H12 H12 H 0 1 N N N N N N 3.380  27.085 1.355  -5.176 -0.308 1.682  H12 WUK 47 
WUK H13 H13 H 0 1 N N N N N N 1.201  27.596 0.323  -7.435 0.604  2.006  H13 WUK 48 
WUK H14 H14 H 0 1 N N N N N N 1.106  29.066 -1.643 -8.081 2.727  1.003  H14 WUK 49 
WUK H15 H15 H 0 1 N N N N N N 2.182  30.482 -3.252 -7.486 4.696  -0.383 H15 WUK 50 
WUK H16 H16 H 0 1 N N N N N N 4.227  31.501 -4.179 -5.836 5.893  -1.717 H16 WUK 51 
WUK H17 H17 H 0 1 N N N N N N 6.444  31.027 -3.171 -3.577 4.981  -2.041 H17 WUK 52 
WUK H18 H18 H 0 1 N N N N N N 5.601  26.107 1.707  -3.925 -1.153 0.878  H18 WUK 53 
WUK H19 H19 H 0 1 N N N N N N 6.584  29.513 -1.227 -2.931 2.859  -1.037 H19 WUK 54 
WUK H20 H20 H 0 1 N N N N N N 4.518  24.450 -0.277 -4.222 -2.978 0.881  H20 WUK 55 
WUK H21 H21 H 0 1 N N N N N N 6.605  20.724 -0.083 -2.444 -6.793 0.206  H21 WUK 56 
WUK H22 H22 H 0 1 N N N N N N 9.338  25.270 -0.501 0.527  -3.809 -1.741 H22 WUK 57 
WUK H23 H23 H 0 1 N N N N N N 9.031  25.313 1.268  -0.352 -2.263 -1.807 H23 WUK 58 
WUK H24 H24 H 0 1 N N N N N N 10.129 23.059 1.439  1.196  -3.330 0.598  H24 WUK 59 
WUK H25 H25 H 0 1 N N N N N N 10.568 23.200 -0.297 0.317  -1.784 0.533  H25 WUK 60 
WUK H26 H26 H 0 1 N N N N N N 11.368 24.052 2.891  2.912  -1.309 1.079  H26 WUK 61 
WUK H27 H27 H 0 1 N N N N N N 13.152 26.175 2.361  4.236  -0.662 -1.426 H27 WUK 62 
WUK H28 H28 H 0 1 N N N N N N 15.812 26.169 1.432  6.621  1.839  1.395  H28 WUK 63 
WUK H29 H29 H 0 1 N N N N N N 16.014 24.395 1.626  7.500  0.293  1.460  H29 WUK 64 
# 
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 
WUK C27 C26 DOUB Y N 1  
WUK C27 C28 SING Y N 2  
WUK C26 C25 SING Y N 3  
WUK C28 C29 DOUB Y N 4  
WUK C25 C24 DOUB Y N 5  
WUK C25 C30 SING Y N 6  
WUK C29 C30 SING Y N 7  
WUK C24 C23 SING Y N 8  
WUK C30 C21 DOUB Y N 9  
WUK O5  C18 DOUB N N 10 
WUK C15 C16 DOUB Y N 11 
WUK C15 C14 SING Y N 12 
WUK C16 C17 SING Y N 13 
WUK C23 C22 DOUB Y N 14 
WUK C14 C13 DOUB Y N 15 
WUK C21 C22 SING Y N 16 
WUK C21 C19 SING N N 17 
WUK C17 C18 SING N N 18 
WUK C17 C12 DOUB Y N 19 
WUK C18 N3  SING N N 20 
WUK O4  C9  DOUB N N 21 
WUK C13 C12 SING Y N 22 
WUK C12 C11 SING N N 23 
WUK C11 C10 SING N N 24 
WUK C10 C9  SING N N 25 
WUK C19 N3  SING N N 26 
WUK C19 C20 SING N N 27 
WUK C9  N2  SING N N 28 
WUK O2  C4  SING N N 29 
WUK O2  C3  SING N N 30 
WUK C2  C3  SING N N 31 
WUK C2  C1  SING N N 32 
WUK N2  N1  SING N N 33 
WUK N1  C8  SING N N 34 
WUK C3  O1  DOUB N N 35 
WUK C8  O3  DOUB N N 36 
WUK C8  C1  SING N N 37 
WUK C1  H1  SING N N 38 
WUK C1  H2  SING N N 39 
WUK C4  H3  SING N N 40 
WUK C4  H4  SING N N 41 
WUK C4  H5  SING N N 42 
WUK C13 H6  SING N N 43 
WUK C15 H7  SING N N 44 
WUK C19 H8  SING N N 45 
WUK C20 H9  SING N N 46 
WUK C20 H10 SING N N 47 
WUK C20 H11 SING N N 48 
WUK C22 H12 SING N N 49 
WUK C23 H13 SING N N 50 
WUK C24 H14 SING N N 51 
WUK C26 H15 SING N N 52 
WUK C27 H16 SING N N 53 
WUK C28 H17 SING N N 54 
WUK N3  H18 SING N N 55 
WUK C29 H19 SING N N 56 
WUK C16 H20 SING N N 57 
WUK C14 H21 SING N N 58 
WUK C11 H22 SING N N 59 
WUK C11 H23 SING N N 60 
WUK C10 H24 SING N N 61 
WUK C10 H25 SING N N 62 
WUK N2  H26 SING N N 63 
WUK N1  H27 SING N N 64 
WUK C2  H28 SING N N 65 
WUK C2  H29 SING N N 66 
# 
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 
WUK SMILES           ACDLabs              12.01 "O=C(OC)CCC(=O)NNC(=O)CCc1ccccc1C(=O)NC(C)c1cccc2ccccc21"                                                                                                                                      
WUK InChI            InChI                1.06  "InChI=1S/C27H29N3O5/c1-18(21-13-7-10-19-8-3-5-11-22(19)21)28-27(34)23-12-6-4-9-20(23)14-15-24(31)29-30-25(32)16-17-26(33)35-2/h3-13,18H,14-17H2,1-2H3,(H,28,34)(H,29,31)(H,30,32)/t18-/m1/s1" 
WUK InChIKey         InChI                1.06  KCRIVPTZKJZJHI-GOSISDBHSA-N                                                                                                                                                                    
WUK SMILES_CANONICAL CACTVS               3.385 "COC(=O)CCC(=O)NNC(=O)CCc1ccccc1C(=O)N[C@H](C)c2cccc3ccccc23"                                                                                                                                  
WUK SMILES           CACTVS               3.385 "COC(=O)CCC(=O)NNC(=O)CCc1ccccc1C(=O)N[CH](C)c2cccc3ccccc23"                                                                                                                                   
WUK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H](c1cccc2c1cccc2)NC(=O)c3ccccc3CCC(=O)NNC(=O)CCC(=O)OC"                                                                                                                                  
WUK SMILES           "OpenEye OEToolkits" 2.0.7 "CC(c1cccc2c1cccc2)NC(=O)c3ccccc3CCC(=O)NNC(=O)CCC(=O)OC"                                                                                                                                      
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
WUK "SYSTEMATIC NAME" ACDLabs              12.01 "methyl 4-{2-[3-(2-{[(1R)-1-(naphthalen-1-yl)ethyl]carbamoyl}phenyl)propanoyl]hydrazinyl}-4-oxobutanoate"             
WUK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl 4-[2-[3-[2-[[(1~{R})-1-naphthalen-1-ylethyl]carbamoyl]phenyl]propanoyl]hydrazinyl]-4-oxidanylidene-butanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WUK "Create component" 2022-10-19 RCSB 
WUK "Initial release"  2023-04-05 RCSB 
WUK "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            WUK 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C1 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
