data_XFF
# 
_chem_comp.id                                    XFF 
_chem_comp.name                                  "(2-methyl-2-phenylsulfanyl-propyl) ~{N}-[(2~{S})-1-[[(1~{S},2~{S})-1-[bis(oxidanyl)-oxidanylidene-$l^{5}-sulfanyl]-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]carbamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H37 N3 O8 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-14 
_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                        559.696 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XFF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        8F44 
_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 
XFF C5  C1  C 0 1 N N N N N N 14.628 21.605 26.798 1.708  3.360  -3.537 C5  XFF 1  
XFF C10 C2  C 0 1 N N S N N N 7.298  21.244 26.140 3.488  -2.331 -0.409 C10 XFF 2  
XFF C1  C3  C 0 1 N N N N N N 10.895 24.266 26.182 -2.236 1.064  -0.273 C1  XFF 3  
XFF C2  C4  C 0 1 N N S N N N 11.707 22.312 27.404 0.142  1.160  -0.797 C2  XFF 4  
XFF C3  C5  C 0 1 N N N N N N 12.773 21.972 28.501 0.333  2.385  -1.693 C3  XFF 5  
XFF C4  C6  C 0 1 N N N N N N 14.186 22.398 28.030 1.406  2.088  -2.742 C4  XFF 6  
XFF C6  C7  C 0 1 N N N N N N 15.238 22.283 29.175 0.903  1.000  -3.692 C6  XFF 7  
XFF C7  C8  C 0 1 N N N N N N 10.365 21.767 27.830 1.395  0.926  0.008  C7  XFF 8  
XFF C8  C9  C 0 1 N N S N N N 8.635  19.943 27.897 3.671  0.081  0.217  C8  XFF 9  
XFF C14 C10 C 0 1 N N S N N N 8.926  18.569 28.500 4.608  1.290  0.269  C14 XFF 10 
XFF C13 C11 C 0 1 N N N N N N 6.410  22.003 27.162 3.205  -2.785 1.042  C13 XFF 11 
XFF C12 C12 C 0 1 N N N N N N 5.357  22.654 26.329 3.176  -4.322 0.890  C12 XFF 12 
XFF C11 C13 C 0 1 N N N N N N 6.361  21.084 24.945 4.187  -3.515 -1.039 C11 XFF 13 
XFF C9  C14 C 0 1 N N N N N N 7.692  19.861 26.642 4.402  -1.104 -0.417 C9  XFF 14 
XFF C15 C15 C 0 1 N N N N N N 10.716 26.221 24.845 -4.600 0.987  0.041  C15 XFF 15 
XFF C16 C16 C 0 1 N N N N N N 10.971 27.754 25.010 -5.655 1.410  1.065  C16 XFF 16 
XFF C17 C17 C 0 1 N N N N N N 9.952  28.374 26.022 -5.376 0.715  2.400  C17 XFF 17 
XFF C19 C18 C 0 1 Y N N N N N 9.548  29.924 23.425 -7.130 -0.792 0.164  C19 XFF 18 
XFF O3  O1  O 0 1 N N N N N N 7.715  18.021 29.040 3.885  2.433  0.731  O3  XFF 19 
XFF O1  O2  O 0 1 N N N N N N 10.396 23.556 25.294 -2.418 0.498  -1.333 O1  XFF 20 
XFF C20 C19 C 0 1 Y N N N N N 8.196  29.623 23.197 -7.323 -1.704 1.195  C20 XFF 21 
XFF C22 C20 C 0 1 Y N N N N N 7.596  31.969 23.565 -6.872 -3.504 -0.317 C22 XFF 22 
XFF C18 C21 C 0 1 N N N N N N 12.443 27.965 25.503 -5.600 2.926  1.258  C18 XFF 23 
XFF C21 C22 C 0 1 Y N N N N N 7.222  30.639 23.259 -7.194 -3.057 0.951  C21 XFF 24 
XFF C23 C23 C 0 1 Y N N N N N 8.963  32.269 23.807 -6.679 -2.600 -1.346 C23 XFF 25 
XFF C24 C24 C 0 1 Y N N N N N 9.937  31.241 23.740 -6.807 -1.245 -1.109 C24 XFF 26 
XFF N1  N1  N 0 1 N N N N N N 11.586 23.746 27.231 -0.985 1.389  0.110  N1  XFF 27 
XFF N2  N2  N 0 1 N N N N N N 9.930  20.488 27.508 2.491  0.412  -0.586 N2  XFF 28 
XFF N3  N3  N 0 1 N N N N N N 5.231  21.905 25.068 4.000  -4.615 -0.289 N3  XFF 29 
XFF O2  O3  O 0 1 N N N N N N 6.524  20.352 23.967 4.822  -3.479 -2.072 O2  XFF 30 
XFF O4  O4  O 0 1 N N N N N N 9.597  22.529 28.460 1.417  1.200  1.189  O4  XFF 31 
XFF O5  O5  O 0 1 N N N N N N 10.756 25.623 26.116 -3.282 1.367  0.517  O5  XFF 32 
XFF S1  S1  S 0 1 N N N N N N 10.781 28.588 23.344 -7.301 0.935  0.470  S1  XFF 33 
XFF S2  S2  S 0 1 N Y N N N N 9.750  17.504 27.284 5.980  0.943  1.403  S2  XFF 34 
XFF H1  H1  H 0 1 N N N N N N 15.633 21.932 26.492 2.067  4.135  -2.860 H1  XFF 35 
XFF H2  H2  H 0 1 N N N N N N 14.650 20.532 27.041 2.473  3.148  -4.284 H2  XFF 36 
XFF H3  H3  H 0 1 N N N N N N 13.919 21.780 25.976 0.800  3.702  -4.033 H3  XFF 37 
XFF H4  H4  H 0 1 N N N N N N 8.184  21.839 25.874 2.556  -2.114 -0.930 H4  XFF 38 
XFF H5  H5  H 0 1 N N N N N N 12.011 21.838 26.459 -0.061 0.286  -1.415 H5  XFF 39 
XFF H6  H6  H 0 1 N N N N N N 12.523 22.508 29.428 -0.607 2.621  -2.192 H6  XFF 40 
XFF H7  H7  H 0 1 N N N N N N 12.765 20.888 28.691 0.644  3.235  -1.085 H7  XFF 41 
XFF H8  H8  H 0 1 N N N N N N 14.131 23.458 27.742 2.314  1.746  -2.246 H8  XFF 42 
XFF H9  H9  H 0 1 N N N N N N 14.897 22.861 30.047 0.037  1.369  -4.242 H9  XFF 43 
XFF H10 H10 H 0 1 N N N N N N 15.357 21.227 29.459 1.694  0.737  -4.395 H10 XFF 44 
XFF H11 H11 H 0 1 N N N N N N 16.203 22.680 28.827 0.620  0.118  -3.118 H11 XFF 45 
XFF H12 H12 H 0 1 N N N N N N 8.162  20.583 28.656 3.361  -0.182 1.228  H12 XFF 46 
XFF H13 H13 H 0 1 N N N N N N 9.658  18.700 29.310 5.001  1.488  -0.728 H13 XFF 47 
XFF H14 H14 H 0 1 N N N N N N 5.960  21.303 27.881 4.006  -2.474 1.712  H14 XFF 48 
XFF H15 H15 H 0 1 N N N N N N 6.999  22.758 27.704 2.242  -2.409 1.387  H15 XFF 49 
XFF H16 H16 H 0 1 N N N N N N 5.643  23.695 26.116 3.602  -4.796 1.775  H16 XFF 50 
XFF H17 H17 H 0 1 N N N N N N 4.397  22.640 26.866 2.154  -4.667 0.733  H17 XFF 51 
XFF H18 H18 H 0 1 N N N N N N 6.781  19.309 26.916 5.306  -1.320 0.154  H18 XFF 52 
XFF H19 H19 H 0 1 N N N N N N 8.217  19.326 25.837 4.671  -0.858 -1.444 H19 XFF 53 
XFF H20 H20 H 0 1 N N N N N N 9.729  26.056 24.388 -4.640 -0.094 -0.097 H20 XFF 54 
XFF H21 H21 H 0 1 N N N N N N 11.495 25.782 24.204 -4.799 1.482  -0.910 H21 XFF 55 
XFF H22 H22 H 0 1 N N N N N N 10.063 27.885 27.001 -4.360 0.943  2.723  H22 XFF 56 
XFF H23 H23 H 0 1 N N N N N N 10.148 29.451 26.126 -6.083 1.071  3.149  H23 XFF 57 
XFF H24 H24 H 0 1 N N N N N N 8.928  28.222 25.650 -5.486 -0.363 2.279  H24 XFF 58 
XFF H25 H25 H 0 1 N N N N N N 7.342  18.631 29.666 3.135  2.677  0.172  H25 XFF 59 
XFF H26 H26 H 0 1 N N N N N N 7.901  28.608 22.973 -7.574 -1.355 2.186  H26 XFF 60 
XFF H27 H27 H 0 1 N N N N N N 6.850  32.748 23.614 -6.771 -4.563 -0.505 H27 XFF 61 
XFF H28 H28 H 0 1 N N N N N N 12.575 27.481 26.482 -5.880 3.421  0.329  H28 XFF 62 
XFF H29 H29 H 0 1 N N N N N N 13.140 27.520 24.777 -6.292 3.217  2.048  H29 XFF 63 
XFF H30 H30 H 0 1 N N N N N N 12.648 29.042 25.595 -4.587 3.221  1.536  H30 XFF 64 
XFF H31 H31 H 0 1 N N N N N N 6.185  30.402 23.072 -7.344 -3.766 1.751  H31 XFF 65 
XFF H32 H32 H 0 1 N N N N N N 9.261  33.280 24.042 -6.428 -2.953 -2.335 H32 XFF 66 
XFF H33 H33 H 0 1 N N N N N N 10.976 31.467 23.930 -6.656 -0.539 -1.912 H33 XFF 67 
XFF H34 H34 H 0 1 N N N N N N 12.016 24.361 27.892 -0.831 1.774  0.987  H34 XFF 68 
XFF H35 H35 H 0 1 N N N N N N 10.543 19.904 26.976 2.498  0.262  -1.544 H35 XFF 69 
XFF H36 H36 H 0 1 N N N N N N 4.475  21.970 24.416 4.363  -5.489 -0.499 H36 XFF 70 
XFF O6  O6  O 0 1 N Y N N N N 9.697  15.889 28.097 6.883  2.039  1.444  O6  XFF 71 
XFF O7  O7  O 0 1 N Y N N N N ?      ?      ?      5.500  0.345  2.599  O7  XFF 72 
XFF O8  O8  O 0 1 N Y N N N N ?      ?      ?      6.767  -0.166 0.719  O8  XFF 73 
XFF H38 H38 H 0 1 N N N N N N ?      ?      ?      7.543  -0.461 1.215  H38 XFF 74 
# 
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 
XFF C20 C21 DOUB Y N 1  
XFF C20 C19 SING Y N 2  
XFF C21 C22 SING Y N 3  
XFF S1  C19 SING N N 4  
XFF S1  C16 SING N N 5  
XFF C19 C24 DOUB Y N 6  
XFF C22 C23 DOUB Y N 7  
XFF C24 C23 SING Y N 8  
XFF O2  C11 DOUB N N 9  
XFF C15 C16 SING N N 10 
XFF C15 O5  SING N N 11 
XFF C11 N3  SING N N 12 
XFF C11 C10 SING N N 13 
XFF C16 C18 SING N N 14 
XFF C16 C17 SING N N 15 
XFF N3  C12 SING N N 16 
XFF O1  C1  DOUB N N 17 
XFF O5  C1  SING N N 18 
XFF C10 C9  SING N N 19 
XFF C10 C13 SING N N 20 
XFF C1  N1  SING N N 21 
XFF C12 C13 SING N N 22 
XFF C9  C8  SING N N 23 
XFF C5  C4  SING N N 24 
XFF N1  C2  SING N N 25 
XFF S2  C14 SING N N 26 
XFF C2  C7  SING N N 27 
XFF C2  C3  SING N N 28 
XFF N2  C7  SING N N 29 
XFF N2  C8  SING N N 30 
XFF C7  O4  DOUB N N 31 
XFF C8  C14 SING N N 32 
XFF C4  C3  SING N N 33 
XFF C4  C6  SING N N 34 
XFF C14 O3  SING N N 35 
XFF C5  H1  SING N N 36 
XFF C5  H2  SING N N 37 
XFF C5  H3  SING N N 38 
XFF C10 H4  SING N N 39 
XFF C2  H5  SING N N 40 
XFF C3  H6  SING N N 41 
XFF C3  H7  SING N N 42 
XFF C4  H8  SING N N 43 
XFF C6  H9  SING N N 44 
XFF C6  H10 SING N N 45 
XFF C6  H11 SING N N 46 
XFF C8  H12 SING N N 47 
XFF C14 H13 SING N N 48 
XFF C13 H14 SING N N 49 
XFF C13 H15 SING N N 50 
XFF C12 H16 SING N N 51 
XFF C12 H17 SING N N 52 
XFF C9  H18 SING N N 53 
XFF C9  H19 SING N N 54 
XFF C15 H20 SING N N 55 
XFF C15 H21 SING N N 56 
XFF C17 H22 SING N N 57 
XFF C17 H23 SING N N 58 
XFF C17 H24 SING N N 59 
XFF O3  H25 SING N N 60 
XFF C20 H26 SING N N 61 
XFF C22 H27 SING N N 62 
XFF C18 H28 SING N N 63 
XFF C18 H29 SING N N 64 
XFF C18 H30 SING N N 65 
XFF C21 H31 SING N N 66 
XFF C23 H32 SING N N 67 
XFF C24 H33 SING N N 68 
XFF N1  H34 SING N N 69 
XFF N2  H35 SING N N 70 
XFF N3  H36 SING N N 71 
XFF S2  O6  DOUB N N 72 
XFF S2  O7  DOUB N N 73 
XFF S2  O8  SING N N 74 
XFF O8  H38 SING N N 75 
# 
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 
XFF SMILES           ACDLabs              12.01 "CC(C)CC(NC(=O)OCC(C)(C)Sc1ccccc1)C(=O)NC(CC1CCNC1=O)C(O)S(=O)(=O)O"                                                                                                                                                                      
XFF InChI            InChI                1.06  "InChI=1S/C24H37N3O8S2/c1-15(2)12-18(27-23(31)35-14-24(3,4)36-17-8-6-5-7-9-17)21(29)26-19(22(30)37(32,33)34)13-16-10-11-25-20(16)28/h5-9,15-16,18-19,22,30H,10-14H2,1-4H3,(H,25,28)(H,26,29)(H,27,31)(H,32,33,34)/t16-,18-,19-,22-/m0/s1" 
XFF InChIKey         InChI                1.06  AGWHKDXHVADVIY-FUOQNJDISA-N                                                                                                                                                                                                               
XFF SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)OCC(C)(C)Sc1ccccc1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)[C@@H](O)[S](O)(=O)=O"                                                                                                                                                 
XFF SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)OCC(C)(C)Sc1ccccc1)C(=O)N[CH](C[CH]2CCNC2=O)[CH](O)[S](O)(=O)=O"                                                                                                                                                        
XFF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)[C@@H](O)S(=O)(=O)O)NC(=O)OCC(C)(C)Sc2ccccc2"                                                                                                                                                  
XFF SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)CC(C(=O)NC(CC1CCNC1=O)C(O)S(=O)(=O)O)NC(=O)OCC(C)(C)Sc2ccccc2"                                                                                                                                                                      
# 
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 
XFF "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,2S)-1-hydroxy-2-[(N-{[2-methyl-2-(phenylsulfanyl)propoxy]carbonyl}-L-leucyl)amino]-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid"                                          
XFF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{S},2~{S})-2-[[(2~{S})-4-methyl-2-[(2-methyl-2-phenylsulfanyl-propoxy)carbonylamino]pentanoyl]amino]-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propane-1-sulfonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XFF "Create component" 2022-11-14 RCSB 
XFF "Initial release"  2022-11-23 RCSB 
XFF "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            XFF 
_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               C14 
_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      ? 
# 
