data_YHI
# 
_chem_comp.id                                    YHI 
_chem_comp.name                                  "benzyl (1R,2S,5S)-2-({(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}carbamoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-3-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H31 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-03-08 
_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                        429.509 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YHI 
_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        7LYI 
_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 
YHI C10 C1  C 0 1 Y N N N N N -5.099  -23.860 -23.141 7.699  1.840  0.921  C10 YHI 1  
YHI C15 C2  C 0 1 N N R N N N -11.890 -28.471 -23.012 -0.205 -2.832 -0.378 C15 YHI 2  
YHI C17 C3  C 0 1 N N N N N N -14.194 -27.465 -22.503 1.956  -2.711 -1.853 C17 YHI 3  
YHI C21 C4  C 0 1 N N S N N N -7.903  -29.094 -20.115 -3.519 -0.256 1.282  C21 YHI 4  
YHI C22 C5  C 0 1 N N N N N N -7.291  -28.139 -19.042 -4.769 0.246  0.556  C22 YHI 5  
YHI C24 C6  C 0 1 N N N N N N -6.072  -26.357 -20.457 -3.929 2.629  0.497  C24 YHI 6  
YHI C01 C7  C 0 1 N N S N N N -12.122 -27.621 -24.252 0.970  -3.169 0.564  C01 YHI 7  
YHI C02 C8  C 0 1 N N N N N N -11.247 -26.410 -24.104 1.542  -1.805 1.007  C02 YHI 8  
YHI N03 N1  N 0 1 N N N N N N -10.942 -26.308 -22.665 1.124  -0.862 -0.056 N03 YHI 9  
YHI C04 C9  C 0 1 N N N N N N -10.407 -25.256 -22.144 1.837  0.148  -0.593 C04 YHI 10 
YHI O05 O1  O 0 1 N N N N N N -10.297 -24.126 -22.950 3.089  0.391  -0.163 O05 YHI 11 
YHI C06 C10 C 0 1 N N N N N N -9.303  -23.119 -22.611 3.798  1.494  -0.787 C06 YHI 12 
YHI C07 C11 C 0 1 Y N N N N N -7.827  -23.476 -22.782 5.174  1.613  -0.182 C07 YHI 13 
YHI C08 C12 C 0 1 Y N N N N N -6.841  -22.546 -22.289 6.234  0.921  -0.736 C08 YHI 14 
YHI C09 C13 C 0 1 Y N N N N N -5.513  -22.745 -22.442 7.496  1.030  -0.181 C09 YHI 15 
YHI C11 C14 C 0 1 Y N N N N N -5.968  -24.812 -23.670 6.639  2.535  1.472  C11 YHI 16 
YHI C12 C15 C 0 1 Y N N N N N -7.334  -24.597 -23.534 5.376  2.422  0.920  C12 YHI 17 
YHI O13 O2  O 0 1 N N N N N N -9.998  -25.185 -21.019 1.350  0.839  -1.466 O13 YHI 18 
YHI C14 C16 C 0 1 N N S N N N -11.029 -27.661 -22.114 -0.250 -1.289 -0.421 C14 YHI 19 
YHI C16 C17 C 0 1 N N N N N N -13.337 -28.364 -23.496 1.022  -3.534 -0.963 C16 YHI 20 
YHI C18 C18 C 0 1 N N N N N N -14.004 -29.462 -24.034 0.885  -5.010 -1.340 C18 YHI 21 
YHI C19 C19 C 0 1 N N N N N N -9.551  -28.160 -21.837 -1.240 -0.764 0.586  C19 YHI 22 
YHI N20 N2  N 0 1 N N N N N N -9.237  -28.657 -20.495 -2.557 -0.766 0.302  N20 YHI 23 
YHI C23 C20 C 0 1 N N S N N N -7.126  -26.653 -19.344 -4.396 1.422  -0.349 C23 YHI 24 
YHI C25 C21 C 0 1 N N N N N N -5.160  -25.291 -19.973 -4.503 3.817  -0.307 C25 YHI 25 
YHI N26 N3  N 0 1 N N N N N N -5.535  -25.095 -18.491 -5.654 3.276  -1.039 N26 YHI 26 
YHI C27 C22 C 0 1 N N N N N N -6.683  -25.835 -18.144 -5.616 1.933  -1.083 C27 YHI 27 
YHI O28 O3  O 0 1 N N N N N N -7.214  -25.823 -17.054 -6.440 1.232  -1.633 O28 YHI 28 
YHI C29 C23 C 0 1 N N N N N N -8.028  -30.456 -19.676 -3.906 -1.377 2.249  C29 YHI 29 
YHI O30 O4  O 0 1 N N N N N N -6.614  -30.844 -19.427 -4.601 -2.402 1.536  O30 YHI 30 
YHI O31 O5  O 0 1 N N N N N N -8.630  -28.129 -22.667 -0.851 -0.340 1.654  O31 YHI 31 
YHI H1  H1  H 0 1 N N N N N N -4.039  -24.003 -23.287 8.684  1.925  1.354  H1  YHI 32 
YHI H2  H2  H 0 1 N N N N N N -11.446 -29.447 -23.257 -1.155 -3.364 -0.325 H2  YHI 33 
YHI H3  H3  H 0 1 N N N N N N -14.989 -28.075 -22.049 2.782  -3.337 -2.190 H3  YHI 34 
YHI H4  H4  H 0 1 N N N N N N -13.541 -27.067 -21.713 1.403  -2.343 -2.718 H4  YHI 35 
YHI H5  H5  H 0 1 N N N N N N -14.645 -26.631 -23.061 2.347  -1.866 -1.286 H5  YHI 36 
YHI H6  H6  H 0 1 N N N N N N -7.251  -29.059 -21.000 -3.069 0.566  1.839  H6  YHI 37 
YHI H7  H7  H 0 1 N N N N N N -7.931  -28.212 -18.151 -5.186 -0.560 -0.048 H7  YHI 38 
YHI H8  H8  H 0 1 N N N N N N -6.289  -28.528 -18.806 -5.509 0.571  1.288  H8  YHI 39 
YHI H9  H9  H 0 1 N N N N N N -6.583  -26.021 -21.371 -4.358 2.592  1.498  H9  YHI 40 
YHI H10 H10 H 0 1 N N N N N N -5.495  -27.268 -20.673 -2.841 2.677  0.541  H10 YHI 41 
YHI H11 H11 H 0 1 N N N N N N -11.860 -28.184 -25.160 0.934  -3.967 1.306  H11 YHI 42 
YHI H12 H12 H 0 1 N N N N N N -10.321 -26.534 -24.684 1.119  -1.509 1.966  H12 YHI 43 
YHI H13 H13 H 0 1 N N N N N N -11.778 -25.510 -24.448 2.629  -1.851 1.067  H13 YHI 44 
YHI H14 H14 H 0 1 N N N N N N -9.501  -22.240 -23.241 3.887  1.310  -1.857 H14 YHI 45 
YHI H15 H15 H 0 1 N N N N N N -9.454  -22.854 -21.554 3.247  2.420  -0.621 H15 YHI 46 
YHI H16 H16 H 0 1 N N N N N N -7.177  -21.656 -21.778 6.078  0.295  -1.602 H16 YHI 47 
YHI H17 H17 H 0 1 N N N N N N -4.796  -22.051 -22.029 8.323  0.483  -0.609 H17 YHI 48 
YHI H18 H18 H 0 1 N N N N N N -5.591  -25.691 -24.171 6.797  3.168  2.333  H18 YHI 49 
YHI H19 H19 H 0 1 N N N N N N -8.032  -25.279 -23.998 4.548  2.965  1.351  H19 YHI 50 
YHI H20 H20 H 0 1 N N N N N N -11.529 -27.599 -21.136 -0.508 -0.945 -1.423 H20 YHI 51 
YHI H21 H21 H 0 1 N N N N N N -14.789 -29.792 -23.338 0.614  -5.588 -0.456 H21 YHI 52 
YHI H22 H22 H 0 1 N N N N N N -14.460 -29.179 -24.994 0.109  -5.121 -2.098 H22 YHI 53 
YHI H23 H23 H 0 1 N N N N N N -13.289 -30.282 -24.195 1.833  -5.374 -1.735 H23 YHI 54 
YHI H24 H24 H 0 1 N N N N N N -9.968  -28.697 -19.814 -2.869 -1.106 -0.552 H24 YHI 55 
YHI H25 H25 H 0 1 N N N N N N -8.095  -26.263 -19.688 -3.619 1.127  -1.055 H25 YHI 56 
YHI H26 H26 H 0 1 N N N N N N -4.110  -25.606 -20.069 -4.825 4.609  0.369  H26 YHI 57 
YHI H27 H27 H 0 1 N N N N N N -8.627  -30.524 -18.756 -3.006 -1.794 2.700  H27 YHI 58 
YHI H28 H28 H 0 1 N N N N N N -8.482  -31.085 -20.456 -4.552 -0.976 3.030  H28 YHI 59 
YHI H29 H29 H 0 1 N N N N N N -6.580  -31.745 -19.127 -4.877 -3.147 2.087  H29 YHI 60 
YHI H30 H30 H 0 1 N N N N N N -5.317  -24.361 -20.539 -3.756 4.196  -1.005 H30 YHI 61 
YHI H31 H31 H 0 1 N N N N N N -5.027  -24.515 -17.855 -6.351 3.817  -1.440 H31 YHI 62 
# 
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 
YHI C01 C02 SING N N 1  
YHI C01 C16 SING N N 2  
YHI C01 C15 SING N N 3  
YHI C02 N03 SING N N 4  
YHI C18 C16 SING N N 5  
YHI C11 C12 DOUB Y N 6  
YHI C11 C10 SING Y N 7  
YHI C12 C07 SING Y N 8  
YHI C16 C15 SING N N 9  
YHI C16 C17 SING N N 10 
YHI C10 C09 DOUB Y N 11 
YHI C15 C14 SING N N 12 
YHI O05 C06 SING N N 13 
YHI O05 C04 SING N N 14 
YHI C07 C06 SING N N 15 
YHI C07 C08 DOUB Y N 16 
YHI O31 C19 DOUB N N 17 
YHI N03 C04 SING N N 18 
YHI N03 C14 SING N N 19 
YHI C09 C08 SING Y N 20 
YHI C04 O13 DOUB N N 21 
YHI C14 C19 SING N N 22 
YHI C19 N20 SING N N 23 
YHI N20 C21 SING N N 24 
YHI C24 C25 SING N N 25 
YHI C24 C23 SING N N 26 
YHI C21 C29 SING N N 27 
YHI C21 C22 SING N N 28 
YHI C25 N26 SING N N 29 
YHI C29 O30 SING N N 30 
YHI C23 C22 SING N N 31 
YHI C23 C27 SING N N 32 
YHI N26 C27 SING N N 33 
YHI C27 O28 DOUB N N 34 
YHI C10 H1  SING N N 35 
YHI C15 H2  SING N N 36 
YHI C17 H3  SING N N 37 
YHI C17 H4  SING N N 38 
YHI C17 H5  SING N N 39 
YHI C21 H6  SING N N 40 
YHI C22 H7  SING N N 41 
YHI C22 H8  SING N N 42 
YHI C24 H9  SING N N 43 
YHI C24 H10 SING N N 44 
YHI C01 H11 SING N N 45 
YHI C02 H12 SING N N 46 
YHI C02 H13 SING N N 47 
YHI C06 H14 SING N N 48 
YHI C06 H15 SING N N 49 
YHI C08 H16 SING N N 50 
YHI C09 H17 SING N N 51 
YHI C11 H18 SING N N 52 
YHI C12 H19 SING N N 53 
YHI C14 H20 SING N N 54 
YHI C18 H21 SING N N 55 
YHI C18 H22 SING N N 56 
YHI C18 H23 SING N N 57 
YHI N20 H24 SING N N 58 
YHI C23 H25 SING N N 59 
YHI C25 H26 SING N N 60 
YHI C29 H27 SING N N 61 
YHI C29 H28 SING N N 62 
YHI O30 H29 SING N N 63 
YHI C25 H30 SING N N 64 
YHI N26 H31 SING N N 65 
# 
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 
YHI SMILES           ACDLabs              12.01 "O=C1NCCC1CC(CO)NC(=O)C1C2C(CN1C(=O)OCc1ccccc1)C2(C)C"                                                                                                                                           
YHI InChI            InChI                1.03  "InChI=1S/C23H31N3O5/c1-23(2)17-11-26(22(30)31-13-14-6-4-3-5-7-14)19(18(17)23)21(29)25-16(12-27)10-15-8-9-24-20(15)28/h3-7,15-19,27H,8-13H2,1-2H3,(H,24,28)(H,25,29)/t15-,16-,17-,18-,19-/m0/s1" 
YHI InChIKey         InChI                1.03  KXNVRILCTPCDNL-VMXHOPILSA-N                                                                                                                                                                      
YHI SMILES_CANONICAL CACTVS               3.385 "CC1(C)[C@H]2CN([C@@H]([C@@H]12)C(=O)N[C@H](CO)C[C@@H]3CCNC3=O)C(=O)OCc4ccccc4"                                                                                                                  
YHI SMILES           CACTVS               3.385 "CC1(C)[CH]2CN([CH]([CH]12)C(=O)N[CH](CO)C[CH]3CCNC3=O)C(=O)OCc4ccccc4"                                                                                                                          
YHI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)OCc3ccccc3)C(=O)N[C@@H](C[C@@H]4CCNC4=O)CO)C"                                                                                                                  
YHI SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C2C1C(N(C2)C(=O)OCc3ccccc3)C(=O)NC(CC4CCNC4=O)CO)C"                                                                                                                                         
# 
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 
YHI "SYSTEMATIC NAME" ACDLabs              12.01 "benzyl (1R,2S,5S)-2-({(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}carbamoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-3-carboxylate"                                   
YHI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(phenylmethyl) (1~{R},2~{S},5~{S})-6,6-dimethyl-2-[[(2~{S})-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]carbamoyl]-3-azabicyclo[3.1.0]hexane-3-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YHI "Create component" 2021-03-08 RCSB 
YHI "Initial release"  2021-03-17 RCSB 
YHI "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            YHI 
_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               C29 
_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      ? 
# 
