data_JFF
# 
_chem_comp.id                                    JFF 
_chem_comp.name                                  "(2R)-3-[2-(aminomethyl)-3-azanyl-1-[4-[2-(2-chloranylethanoylamino)ethylcarbamoyl]phenyl]prop-1-enyl]sulfanyl-2-(carboxyamino)propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H26 Cl N5 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-08-10 
_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                        487.958 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JFF 
_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        7Y8D 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
JFF C1  C1  C  0 1 N N N N N N 46.896 19.293 -42.211 -2.821 1.886  0.102  C1  JFF 1  
JFF C9  C2  C  0 1 Y N N N N N 45.515 18.651 -42.212 -1.492 1.382  0.513  C9  JFF 2  
JFF C10 C3  C  0 1 Y N N N N N 44.564 19.033 -41.130 -1.329 0.786  1.765  C10 JFF 3  
JFF C11 C4  C  0 1 Y N N N N N 43.204 18.395 -41.067 -0.093 0.316  2.149  C11 JFF 4  
JFF C12 C5  C  0 1 Y N N N N N 42.812 17.435 -42.170 0.998  0.436  1.285  C12 JFF 5  
JFF C13 C6  C  0 1 Y N N N N N 43.791 17.011 -43.258 0.834  1.033  0.032  C13 JFF 6  
JFF C14 C7  C  0 1 Y N N N N N 45.146 17.659 -43.296 -0.403 1.497  -0.352 C14 JFF 7  
JFF C15 C8  C  0 1 N N N N N N 41.518 16.673 -42.062 2.325  -0.067 1.696  C15 JFF 8  
JFF O5  O1  O  0 1 N N N N N N 41.578 15.604 -42.502 2.467  -0.586 2.786  O5  JFF 9  
JFF N4  N1  N  0 1 N N N N N N 40.330 16.889 -41.305 3.377  0.049  0.862  N4  JFF 10 
JFF C16 C9  C  0 1 N N N N N N 39.341 15.778 -41.348 4.693  -0.451 1.270  C16 JFF 11 
JFF C17 C10 C  0 1 N N N N N N 39.630 14.535 -40.452 5.704  -0.198 0.149  C17 JFF 12 
JFF N5  N2  N  0 1 N N N N N N 40.653 14.946 -39.599 7.019  -0.697 0.557  N5  JFF 13 
JFF C18 C11 C  0 1 N N N N N N 41.777 14.350 -38.919 8.072  -0.581 -0.276 C18 JFF 14 
JFF O6  O2  O  0 1 N N N N N N 42.343 15.292 -38.414 7.930  -0.064 -1.364 O6  JFF 15 
JFF C19 C12 C  0 1 N N N N N N 42.294 12.919 -38.737 9.425  -1.094 0.143  C19 JFF 16 
JFF H4  H4  H  0 1 N N N N N N 44.851 19.767 -40.392 -2.173 0.694  2.433  H4  JFF 17 
JFF H5  H5  H  0 1 N N N N N N 42.525 18.616 -40.257 0.033  -0.144 3.118  H5  JFF 18 
JFF H6  H6  H  0 1 N N N N N N 43.517 16.261 -43.986 1.678  1.125  -0.637 H6  JFF 19 
JFF H7  H7  H  0 1 N N N N N N 45.846 17.421 -44.084 -0.530 1.958  -1.321 H7  JFF 20 
JFF H8  H8  H  0 1 N N N N N N 40.172 17.727 -40.782 3.264  0.462  -0.008 H8  JFF 21 
JFF H9  H9  H  0 1 N N N N N N 38.368 16.189 -41.041 5.014  0.068  2.173  H9  JFF 22 
JFF H10 H10 H  0 1 N N N N N N 39.280 15.429 -42.389 4.630  -1.520 1.468  H10 JFF 23 
JFF H11 H11 H  0 1 N N N N N N 38.735 14.254 -39.878 5.382  -0.716 -0.754 H11 JFF 24 
JFF H12 H12 H  0 1 N N N N N N 39.955 13.682 -41.065 5.766  0.873  -0.049 H12 JFF 25 
JFF H13 H13 H  0 1 N N N N N N 40.590 15.925 -39.405 7.133  -1.110 1.427  H13 JFF 26 
JFF H14 H14 H  0 1 N N N N N N 42.025 12.540 -37.740 9.747  -0.576 1.046  H14 JFF 27 
JFF H15 H15 H  0 1 N N N N N N 41.869 12.259 -39.507 9.363  -2.164 0.341  H15 JFF 28 
JFF S1  S1  S  0 1 N N N N N N ?      ?      ?       -4.236 0.842  0.223  S1  JFF 29 
JFF C2  C13 C  0 1 N N N N N N ?      ?      ?       -2.949 3.134  -0.356 C2  JFF 30 
JFF C3  C14 C  0 1 N N N N N N ?      ?      ?       -1.724 3.979  -0.593 C3  JFF 31 
JFF C4  C15 C  0 1 N N N N N N ?      ?      ?       -4.319 3.696  -0.637 C4  JFF 32 
JFF N2  N3  N  0 1 N N N N N N ?      ?      ?       -1.405 3.987  -2.027 N2  JFF 33 
JFF N3  N4  N  0 1 N N N N N N ?      ?      ?       -4.796 4.433  0.541  N3  JFF 34 
JFF C5  C16 C  0 1 N N N N N N ?      ?      ?       -3.886 -0.461 -0.989 C5  JFF 35 
JFF C6  C17 C  0 1 N N R N N N ?      ?      ?       -4.979 -1.530 -0.919 C6  JFF 36 
JFF C7  C18 C  0 1 N N N N N N ?      ?      ?       -4.688 -2.613 -1.926 C7  JFF 37 
JFF O4  O4  O  0 1 N N N N N N ?      ?      ?       -4.524 -3.752 -1.558 O4  JFF 38 
JFF O3  O3  O  0 1 N N N N N N ?      ?      ?       -4.611 -2.312 -3.232 O3  JFF 39 
JFF N1  N5  N  0 1 N N N N N N ?      ?      ?       -5.010 -2.109 0.426  N1  JFF 40 
JFF C8  C19 C  0 1 N N N N N N ?      ?      ?       -6.145 -2.668 0.892  C8  JFF 41 
JFF O1  O5  O  0 1 N N N N N N ?      ?      ?       -6.174 -3.200 2.129  O1  JFF 42 
JFF O2  O6  O  0 1 N N N N N N ?      ?      ?       -7.141 -2.691 0.197  O2  JFF 43 
JFF CL1 CL1 CL 0 0 N N N N N N 44.140 13.012 -38.915 10.617 -0.796 -1.177 CL1 JFF 44 
JFF H1  H1  H  0 1 N N N N N N ?      ?      ?       -1.916 4.998  -0.258 H1  JFF 45 
JFF H2  H2  H  0 1 N N N N N N ?      ?      ?       -0.884 3.565  -0.036 H2  JFF 46 
JFF H3  H3  H  0 1 N N N N N N ?      ?      ?       -4.266 4.372  -1.491 H3  JFF 47 
JFF H16 H16 H  0 1 N N N N N N ?      ?      ?       -5.008 2.882  -0.860 H16 JFF 48 
JFF H17 H17 H  0 1 N N N N N N ?      ?      ?       -0.527 4.455  -2.199 H17 JFF 49 
JFF H18 H18 H  0 1 N N N N N N ?      ?      ?       -1.394 3.050  -2.400 H18 JFF 50 
JFF H19 H19 H  0 1 N N N N N N ?      ?      ?       -4.141 5.153  0.807  H19 JFF 51 
JFF H20 H20 H  0 1 N N N N N N ?      ?      ?       -5.713 4.820  0.378  H20 JFF 52 
JFF H21 H21 H  0 1 N N N N N N ?      ?      ?       -3.862 -0.030 -1.990 H21 JFF 53 
JFF H22 H22 H  0 1 N N N N N N ?      ?      ?       -2.920 -0.915 -0.766 H22 JFF 54 
JFF H23 H23 H  0 1 N N N N N N ?      ?      ?       -5.945 -1.076 -1.142 H23 JFF 55 
JFF H24 H24 H  0 1 N N N N N N ?      ?      ?       -4.423 -3.040 -3.840 H24 JFF 56 
JFF H25 H25 H  0 1 N N N N N N ?      ?      ?       -4.215 -2.090 0.981  H25 JFF 57 
JFF H26 H26 H  0 1 N N N N N N ?      ?      ?       -7.010 -3.590 2.420  H26 JFF 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 
JFF C14 C13 DOUB Y N 1  
JFF C14 C9  SING Y N 2  
JFF C13 C12 SING Y N 3  
JFF O5  C15 DOUB N N 4  
JFF C9  C1  SING N N 5  
JFF C9  C10 DOUB Y N 6  
JFF C12 C15 SING N N 7  
JFF C12 C11 DOUB Y N 8  
JFF C15 N4  SING N N 9  
JFF C16 N4  SING N N 10 
JFF C16 C17 SING N N 11 
JFF C10 C11 SING Y N 12 
JFF C17 N5  SING N N 13 
JFF N5  C18 SING N N 14 
JFF C18 C19 SING N N 15 
JFF C18 O6  DOUB N N 16 
JFF C10 H4  SING N N 17 
JFF C11 H5  SING N N 18 
JFF C13 H6  SING N N 19 
JFF C14 H7  SING N N 20 
JFF N4  H8  SING N N 21 
JFF C16 H9  SING N N 22 
JFF C16 H10 SING N N 23 
JFF C17 H11 SING N N 24 
JFF C17 H12 SING N N 25 
JFF N5  H13 SING N N 26 
JFF C19 H14 SING N N 27 
JFF C19 H15 SING N N 28 
JFF C1  S1  SING N N 29 
JFF C1  C2  DOUB N N 30 
JFF C2  C3  SING N N 31 
JFF C2  C4  SING N N 32 
JFF C3  N2  SING N N 33 
JFF C4  N3  SING N N 34 
JFF S1  C5  SING N N 35 
JFF C5  C6  SING N N 36 
JFF C6  C7  SING N N 37 
JFF C7  O4  DOUB N N 38 
JFF C7  O3  SING N N 39 
JFF C6  N1  SING N N 40 
JFF N1  C8  SING N N 41 
JFF C8  O1  SING N N 42 
JFF C8  O2  DOUB N N 43 
JFF C19 CL1 SING N N 44 
JFF C3  H1  SING N N 45 
JFF C3  H2  SING N N 46 
JFF C4  H3  SING N N 47 
JFF C4  H16 SING N N 48 
JFF N2  H17 SING N N 49 
JFF N2  H18 SING N N 50 
JFF N3  H19 SING N N 51 
JFF N3  H20 SING N N 52 
JFF C5  H21 SING N N 53 
JFF C5  H22 SING N N 54 
JFF C6  H23 SING N N 55 
JFF O3  H24 SING N N 56 
JFF N1  H25 SING N N 57 
JFF O1  H26 SING N N 58 
# 
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 
JFF InChI            InChI                1.06  "InChI=1S/C19H26ClN5O6S/c20-7-15(26)23-5-6-24-17(27)12-3-1-11(2-4-12)16(13(8-21)9-22)32-10-14(18(28)29)25-19(30)31/h1-4,14,25H,5-10,21-22H2,(H,23,26)(H,24,27)(H,28,29)(H,30,31)" 
JFF InChIKey         InChI                1.06  SHRIZMDECXYRNC-UHFFFAOYSA-N                                                                                                                                                       
JFF SMILES_CANONICAL CACTVS               3.385 "NCC(CN)=C(SCC(NC(O)=O)C(O)=O)c1ccc(cc1)C(=O)NCCNC(=O)CCl"                                                                                                                        
JFF SMILES           CACTVS               3.385 "NCC(CN)=C(SCC(NC(O)=O)C(O)=O)c1ccc(cc1)C(=O)NCCNC(=O)CCl"                                                                                                                        
JFF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C(=C(CN)CN)SC[C@H](C(=O)O)NC(=O)O)C(=O)NCCNC(=O)CCl"                                                                                                                    
JFF SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C(=C(CN)CN)SCC(C(=O)O)NC(=O)O)C(=O)NCCNC(=O)CCl"                                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           JFF 
_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        "(2~{R})-3-[2-(aminomethyl)-3-azanyl-1-[4-[2-(2-chloranylethanoylamino)ethylcarbamoyl]phenyl]prop-1-enyl]sulfanyl-2-(carboxyamino)propanoic 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 
JFF "Create component" 2022-08-10 PDBJ 
JFF "Initial release"  2023-11-15 RCSB 
JFF "Modify PCM"       2024-09-27 PDBE 
# 
loop_
_pdbx_chem_comp_pcm.pcm_id 
_pdbx_chem_comp_pcm.comp_id 
_pdbx_chem_comp_pcm.modified_residue_id 
_pdbx_chem_comp_pcm.type 
_pdbx_chem_comp_pcm.category 
_pdbx_chem_comp_pcm.position 
_pdbx_chem_comp_pcm.polypeptide_position 
_pdbx_chem_comp_pcm.comp_id_linking_atom 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession 
1 JFF CYS None Crosslinker "Amino-acid backbone"   N-terminal     C1  N  ? ? 
2 JFF CYS None Crosslinker "Amino-acid side chain" "Any position" C1  SG ? ? 
3 JFF CYS None Crosslinker "Amino-acid side chain" "Any position" C19 SG ? ? 
# 
