data_HKH
# 
_chem_comp.id                                    HKH 
_chem_comp.name                                  "~{N}-[(2~{S})-1-[(3~{R},3~{a}~{R},6~{S},6~{a}~{S})-6-fluoranyl-3-oxidanyl-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]pyrrol-4-yl]-4-methyl-1-oxidanylidene-pentan-2-yl]-4-thiophen-2-yl-benzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H27 F N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-02-01 
_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                        446.535 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HKH 
_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        6QLX 
_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 
HKH C2  C1  C 0 1 N N S N N N 23.094 -1.477 0.633  5.588  -1.663 0.644  C2  HKH 1  
HKH C3  C2  C 0 1 N N S N N N 23.719 -0.107 0.594  6.004  -0.212 0.995  C3  HKH 2  
HKH O4  O1  O 0 1 N N N N N N 24.902 -0.094 -0.222 6.612  0.381  -0.171 O4  HKH 3  
HKH C8  C3  C 0 1 N N N N N N 24.699 0.693  -1.409 6.307  1.790  -0.094 C8  HKH 4  
HKH C9  C4  C 0 1 N N N N N N 22.378 -1.550 -0.698 4.301  -1.436 -0.186 C9  HKH 5  
HKH C11 C5  C 0 1 N N N N N N 20.637 0.183  -1.320 2.308  -0.038 0.426  C11 HKH 6  
HKH C13 C6  C 0 1 N N S N N N 19.828 -0.745 -2.189 1.396  -0.901 -0.407 C13 HKH 7  
HKH C14 C7  C 0 1 N N N N N N 19.743 -0.166 -3.605 1.707  -0.689 -1.890 C14 HKH 8  
HKH C15 C8  C 0 1 N N N N N N 19.111 -1.141 -4.587 1.327  0.738  -2.292 C15 HKH 9  
HKH C20 C9  C 0 1 N N N N N N 18.251 -1.556 -0.491 -0.976 -1.449 -0.303 C20 HKH 10 
HKH C22 C10 C 0 1 Y N N N N N 16.835 -1.526 0.035  -2.388 -1.053 -0.146 C22 HKH 11 
HKH C24 C11 C 0 1 Y N N N N N 14.447 -1.404 -0.335 -4.020 0.638  0.313  C24 HKH 12 
HKH C27 C12 C 0 1 Y N N N N N 16.600 -1.560 1.403  -3.403 -2.000 -0.312 C27 HKH 13 
HKH C30 C13 C 0 1 Y N N N N N 10.467 -1.452 1.761  -8.733 -0.133 0.350  C30 HKH 14 
HKH C31 C14 C 0 1 Y N N N N N 10.827 -0.926 2.993  -8.685 1.172  0.637  C31 HKH 15 
HKH F1  F1  F 0 1 N N N N N N 22.128 -1.569 1.610  5.314  -2.398 1.802  F1  HKH 16 
HKH C6  C15 C 0 1 N N R N N N 23.530 1.585  -1.099 4.843  1.850  0.396  C6  HKH 17 
HKH O7  O2  O 0 1 N N N N N N 24.091 2.714  -0.424 4.658  2.955  1.283  O7  HKH 18 
HKH C5  C16 C 0 1 N N R N N N 22.704 0.770  -0.122 4.639  0.511  1.165  C5  HKH 19 
HKH N10 N1  N 0 1 N N N N N N 21.822 -0.195 -0.805 3.630  -0.296 0.465  N10 HKH 20 
HKH O12 O3  O 0 1 N N N N N N 20.149 1.267  -1.066 1.852  0.889  1.062  O12 HKH 21 
HKH C17 C17 C 0 1 N N N N N N 20.081 -2.207 -5.049 2.287  1.727  -1.628 C17 HKH 22 
HKH C18 C18 C 0 1 N N N N N N 18.644 -0.379 -5.820 1.418  0.881  -3.812 C18 HKH 23 
HKH N19 N2  N 0 1 N N N N N N 18.502 -0.895 -1.633 0.002  -0.536 -0.144 N19 HKH 24 
HKH O21 O4  O 0 1 N N N N N N 19.151 -2.120 0.142  -0.694 -2.600 -0.576 O21 HKH 25 
HKH C26 C19 C 0 1 Y N N N N N 15.301 -1.507 1.904  -4.711 -1.633 -0.166 C26 HKH 26 
HKH C25 C20 C 0 1 Y N N N N N 14.209 -1.427 1.032  -5.035 -0.310 0.148  C25 HKH 27 
HKH C23 C21 C 0 1 Y N N N N N 15.745 -1.450 -0.830 -2.712 0.269  0.174  C23 HKH 28 
HKH C28 C22 C 0 1 Y N N N N N 12.794 -1.370 1.486  -6.447 0.088  0.299  C28 HKH 29 
HKH S32 S1  S 0 1 Y N N N N N 12.543 -0.755 3.070  -7.011 1.709  0.683  S32 HKH 30 
HKH C29 C23 C 0 1 Y N N N N N 11.564 -1.692 0.910  -7.508 -0.737 0.168  C29 HKH 31 
HKH H1  H1  H 0 1 N N N N N N 23.863 -2.260 0.710  6.356  -2.154 0.046  H1  HKH 32 
HKH H2  H2  H 0 1 N N N N N N 23.913 0.268  1.610  6.635  -0.151 1.882  H2  HKH 33 
HKH H3  H3  H 0 1 N N N N N N 24.471 0.044  -2.267 6.965  2.291  0.615  H3  HKH 34 
HKH H4  H4  H 0 1 N N N N N N 25.594 1.293  -1.631 6.395  2.243  -1.082 H4  HKH 35 
HKH H5  H5  H 0 1 N N N N N N 21.584 -2.311 -0.686 4.553  -1.189 -1.217 H5  HKH 36 
HKH H6  H6  H 0 1 N N N N N N 23.078 -1.763 -1.520 3.667  -2.321 -0.152 H6  HKH 37 
HKH H7  H7  H 0 1 N N N N N N 20.329 -1.723 -2.236 1.552  -1.949 -0.150 H7  HKH 38 
HKH H8  H8  H 0 1 N N N N N N 20.759 0.076  -3.950 2.772  -0.844 -2.063 H8  HKH 39 
HKH H9  H9  H 0 1 N N N N N N 19.137 0.751  -3.577 1.135  -1.399 -2.487 H9  HKH 40 
HKH H10 H10 H 0 1 N N N N N N 18.244 -1.622 -4.111 0.308  0.947  -1.967 H10 HKH 41 
HKH H11 H11 H 0 1 N N N N N N 13.615 -1.350 -1.021 -4.270 1.661  0.551  H11 HKH 42 
HKH H12 H12 H 0 1 N N N N N N 17.433 -1.628 2.086  -3.153 -3.023 -0.555 H12 HKH 43 
HKH H13 H13 H 0 1 N N N N N N 9.444  -1.658 1.481  -9.664 -0.675 0.271  H13 HKH 44 
HKH H14 H14 H 0 1 N N N N N N 10.139 -0.664 3.783  -9.544 1.801  0.814  H14 HKH 45 
HKH H15 H15 H 0 1 N N N N N N 22.959 1.852  -2.000 4.160  1.923  -0.451 H15 HKH 46 
HKH H16 H16 H 0 1 N N N N N N 23.399 3.324  -0.197 4.831  3.817  0.879  H16 HKH 47 
HKH H17 H17 H 0 1 N N N N N N 22.155 1.413  0.582  4.378  0.681  2.209  H17 HKH 48 
HKH H18 H18 H 0 1 N N N N N N 20.439 -2.779 -4.180 3.313  1.383  -1.761 H18 HKH 49 
HKH H19 H19 H 0 1 N N N N N N 19.573 -2.886 -5.750 2.171  2.709  -2.087 H19 HKH 50 
HKH H20 H20 H 0 1 N N N N N N 20.935 -1.732 -5.553 2.061  1.794  -0.564 H20 HKH 51 
HKH H21 H21 H 0 1 N N N N N N 17.935 0.407  -5.520 0.734  0.176  -4.285 H21 HKH 52 
HKH H22 H22 H 0 1 N N N N N N 19.511 0.080  -6.317 1.147  1.897  -4.098 H22 HKH 53 
HKH H23 H23 H 0 1 N N N N N N 18.149 -1.074 -6.514 2.438  0.671  -4.137 H23 HKH 54 
HKH H24 H24 H 0 1 N N N N N N 17.733 -0.486 -2.124 -0.217 0.364  0.146  H24 HKH 55 
HKH H25 H25 H 0 1 N N N N N N 15.136 -1.528 2.971  -5.494 -2.365 -0.295 H25 HKH 56 
HKH H26 H26 H 0 1 N N N N N N 15.911 -1.427 -1.897 -1.929 1.001  0.302  H26 HKH 57 
HKH H27 H27 H 0 1 N N N N N N 11.463 -2.087 -0.090 -7.404 -1.786 -0.068 H27 HKH 58 
# 
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 
HKH C18 C15 SING N N 1  
HKH C17 C15 SING N N 2  
HKH C15 C14 SING N N 3  
HKH C14 C13 SING N N 4  
HKH C13 N19 SING N N 5  
HKH C13 C11 SING N N 6  
HKH N19 C20 SING N N 7  
HKH C8  C6  SING N N 8  
HKH C8  O4  SING N N 9  
HKH C11 O12 DOUB N N 10 
HKH C11 N10 SING N N 11 
HKH C6  O7  SING N N 12 
HKH C6  C5  SING N N 13 
HKH C23 C24 DOUB Y N 14 
HKH C23 C22 SING Y N 15 
HKH N10 C9  SING N N 16 
HKH N10 C5  SING N N 17 
HKH C9  C2  SING N N 18 
HKH C20 C22 SING N N 19 
HKH C20 O21 DOUB N N 20 
HKH C24 C25 SING Y N 21 
HKH O4  C3  SING N N 22 
HKH C5  C3  SING N N 23 
HKH C22 C27 DOUB Y N 24 
HKH C3  C2  SING N N 25 
HKH C2  F1  SING N N 26 
HKH C29 C28 DOUB Y N 27 
HKH C29 C30 SING Y N 28 
HKH C25 C28 SING N N 29 
HKH C25 C26 DOUB Y N 30 
HKH C27 C26 SING Y N 31 
HKH C28 S32 SING Y N 32 
HKH C30 C31 DOUB Y N 33 
HKH C31 S32 SING Y N 34 
HKH C2  H1  SING N N 35 
HKH C3  H2  SING N N 36 
HKH C8  H3  SING N N 37 
HKH C8  H4  SING N N 38 
HKH C9  H5  SING N N 39 
HKH C9  H6  SING N N 40 
HKH C13 H7  SING N N 41 
HKH C14 H8  SING N N 42 
HKH C14 H9  SING N N 43 
HKH C15 H10 SING N N 44 
HKH C24 H11 SING N N 45 
HKH C27 H12 SING N N 46 
HKH C30 H13 SING N N 47 
HKH C31 H14 SING N N 48 
HKH C6  H15 SING N N 49 
HKH O7  H16 SING N N 50 
HKH C5  H17 SING N N 51 
HKH C17 H18 SING N N 52 
HKH C17 H19 SING N N 53 
HKH C17 H20 SING N N 54 
HKH C18 H21 SING N N 55 
HKH C18 H22 SING N N 56 
HKH C18 H23 SING N N 57 
HKH N19 H24 SING N N 58 
HKH C26 H25 SING N N 59 
HKH C23 H26 SING N N 60 
HKH C29 H27 SING N N 61 
# 
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 
HKH InChI            InChI                1.03  "InChI=1S/C23H27FN2O4S/c1-13(2)10-17(23(29)26-11-16(24)21-20(26)18(27)12-30-21)25-22(28)15-7-5-14(6-8-15)19-4-3-9-31-19/h3-9,13,16-18,20-21,27H,10-12H2,1-2H3,(H,25,28)/t16-,17-,18-,20+,21+/m0/s1" 
HKH InChIKey         InChI                1.03  PPPDNJKXIHLWJW-DSVUQQCSSA-N                                                                                                                                                                         
HKH SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)c1ccc(cc1)c2sccc2)C(=O)N3C[C@H](F)[C@H]4OC[C@H](O)[C@@H]34"                                                                                                                      
HKH SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)c1ccc(cc1)c2sccc2)C(=O)N3C[CH](F)[CH]4OC[CH](O)[CH]34"                                                                                                                            
HKH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)C[C@@H](C(=O)N1C[C@@H]([C@@H]2[C@H]1[C@H](CO2)O)F)NC(=O)c3ccc(cc3)c4cccs4"                                                                                                                    
HKH SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)CC(C(=O)N1CC(C2C1C(CO2)O)F)NC(=O)c3ccc(cc3)c4cccs4"                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           HKH 
_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        "~{N}-[(2~{S})-1-[(3~{R},3~{a}~{R},6~{S},6~{a}~{S})-6-fluoranyl-3-oxidanyl-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]pyrrol-4-yl]-4-methyl-1-oxidanylidene-pentan-2-yl]-4-thiophen-2-yl-benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
HKH "Create component" 2019-02-01 RCSB 
HKH "Initial release"  2020-02-19 RCSB 
HKH "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            HKH 
_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               C6 
_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      ? 
# 
