data_4NU
# 
_chem_comp.id                                    4NU 
_chem_comp.name                                  "{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(3,5-dichloro-4-oxocyclohexa-2,5-dien-1-yl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C15 H15 Cl2 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               "THR, TYR, GLY" 
_chem_comp.pdbx_synonyms                         "PEPTIDE DERIVED CHROMOPHORE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-04-21 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        388.203 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4NU 
_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        4ZF5 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
4NU N1   N1  N  0 1 N N N Y Y N 54.536 7.247  2.158  -2.922 2.872  0.968  N1  4NU 1  
4NU CA1  CA1 C  0 1 N N R Y N N 53.381 7.150  3.003  -3.476 1.594  0.502  CA1 4NU 2  
4NU CB1  CB1 C  0 1 N N R N N N 53.761 7.371  4.505  -3.944 1.738  -0.947 CB1 4NU 3  
4NU CG1  CG1 C  0 1 N N N N N N 54.730 6.290  5.003  -4.928 2.904  -1.052 CG1 4NU 4  
4NU OG1  OG1 O  0 1 N N N N N N 54.397 8.627  4.718  -2.816 1.989  -1.788 OG1 4NU 5  
4NU C1   C1  C  0 1 N N N Y N N 52.469 8.201  2.492  -2.416 0.526  0.585  C1  4NU 6  
4NU N2   N2  N  0 1 N N N Y N N 52.364 9.387  3.004  -1.157 0.732  0.363  N2  4NU 7  
4NU N3   N3  N  0 1 N N N Y N N 51.647 8.003  1.336  -2.662 -0.779 0.908  N3  4NU 8  
4NU C2   C2  C  0 1 N N N Y N N 50.919 9.206  1.154  -1.491 -1.453 0.889  C2  4NU 9  
4NU O2   O2  O  0 1 N N N Y N N 50.133 9.386  0.248  -1.313 -2.634 1.123  O2  4NU 10 
4NU CA2  CA2 C  0 1 N N N Y N N 51.434 10.056 2.240  -0.470 -0.445 0.523  CA2 4NU 11 
4NU CA3  CA3 C  0 1 N N N Y N N 51.540 6.801  0.579  -3.974 -1.350 1.223  CA3 4NU 12 
4NU C3   C3  C  0 1 N N N Y N Y 50.476 5.860  0.872  -4.621 -1.849 -0.043 C3  4NU 13 
4NU O3   O3  O  0 1 N N N Y N Y 50.090 5.234  -0.117 -4.046 -1.739 -1.100 O3  4NU 14 
4NU CB2  CB2 C  0 1 N N N N N N 50.997 11.345 2.352  0.855  -0.642 0.377  CB2 4NU 15 
4NU CG2  CG2 C  0 1 N N N N N N 51.461 12.390 3.177  1.750  0.510  -0.003 CG2 4NU 16 
4NU CD1  CD1 C  0 1 N N N N N N 52.448 12.148 4.262  2.428  0.187  -1.297 CD1 4NU 17 
4NU CD2  CD2 C  0 1 N N N N N N 50.935 13.756 3.007  2.713  0.759  1.115  CD2 4NU 18 
4NU CE1  CE1 C  0 1 N N N N N N 52.881 13.209 5.072  3.700  -0.185 -1.375 CE1 4NU 19 
4NU CE2  CE2 C  0 1 N N N N N N 51.394 14.781 3.847  3.989  0.395  1.067  CE2 4NU 20 
4NU CZ   CZ  C  0 1 N N N N N N 52.382 14.592 4.932  4.505  -0.276 -0.141 CZ  4NU 21 
4NU O4   O4  O  0 1 N N N N N N 52.804 15.511 5.692  5.558  -0.885 -0.121 O4  4NU 22 
4NU CL1  CL1 CL 0 0 N N N N N N 54.044 12.972 6.337  4.411  -0.559 -2.914 CL1 4NU 23 
4NU CL2  CL2 CL 0 0 N N N N N N 50.733 16.374 3.582  5.040  0.707  2.413  CL2 4NU 24 
4NU H    H1  H  0 1 N N N Y Y N 55.212 6.564  2.436  -2.136 3.153  0.401  H1  4NU 25 
4NU H2   H2  H  0 1 N Y N Y Y N 54.269 7.083  1.208  -3.631 3.589  0.983  H2  4NU 26 
4NU HA1  H4  H  0 1 N N N Y N N 52.908 6.162  2.899  -4.322 1.314  1.131  H4  4NU 27 
4NU H5   H5  H  0 1 N N N N N N 52.839 7.312  5.102  -4.435 0.818  -1.264 H5  4NU 28 
4NU H6   H6  H  0 1 N N N N N N 54.975 6.475  6.059  -4.437 3.824  -0.736 H6  4NU 29 
4NU H7   H7  H  0 1 N N N N N N 54.258 5.301  4.904  -5.261 3.007  -2.085 H7  4NU 30 
4NU H8   H8  H  0 1 N N N N N N 55.651 6.318  4.402  -5.788 2.712  -0.411 H8  4NU 31 
4NU H9   H9  H  0 1 N N N N N N 54.611 8.722  5.639  -2.329 2.794  -1.564 H9  4NU 32 
4NU HA31 H10 H  0 1 N N N Y N N 52.489 6.259  0.705  -3.851 -2.180 1.920  H10 4NU 33 
4NU HA32 H11 H  0 1 N N N Y N N 51.424 7.096  -0.474 -4.604 -0.585 1.677  H11 4NU 34 
4NU OXT  OXT O  0 1 N Y N Y N Y 49.642 6.435  1.217  -5.837 -2.416 0.004  OXT 4NU 35 
4NU H15  H15 H  0 1 N N N N N N 50.168 11.604 1.710  1.275  -1.624 0.531  H15 4NU 36 
4NU H16  H16 H  0 1 N N N N N N 52.275 12.603 2.469  1.137  1.400  -0.140 H16 4NU 37 
4NU H17  H17 H  0 1 N N N N N N 52.833 11.153 4.427  1.856  0.259  -2.210 H17 4NU 38 
4NU H18  H18 H  0 1 N N N N N N 50.202 13.966 2.242  2.353  1.259  2.003  H18 4NU 39 
4NU HXT  HXT H  0 1 N Y N Y N Y 48.893 6.275  0.656  -6.212 -2.721 -0.834 HXT 4NU 40 
# 
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 
4NU O3  C3   DOUB N N 1  
4NU O2  C2   DOUB N N 2  
4NU CA3 C3   SING N N 3  
4NU CA3 N3   SING N N 4  
4NU C2  N3   SING N N 5  
4NU C2  CA2  SING N N 6  
4NU N3  C1   SING N N 7  
4NU N1  CA1  SING N N 8  
4NU CA2 CB2  DOUB N Z 9  
4NU CA2 N2   SING N N 10 
4NU CB2 CG2  SING N N 11 
4NU C1  CA1  SING N N 12 
4NU C1  N2   DOUB N N 13 
4NU CA1 CB1  SING N N 14 
4NU CD2 CG2  SING N N 15 
4NU CD2 CE2  DOUB N N 16 
4NU CG2 CD1  SING N N 17 
4NU CL2 CE2  SING N N 18 
4NU CE2 CZ   SING N N 19 
4NU CD1 CE1  DOUB N N 20 
4NU CB1 OG1  SING N N 21 
4NU CB1 CG1  SING N N 22 
4NU CZ  CE1  SING N N 23 
4NU CZ  O4   DOUB N N 24 
4NU CE1 CL1  SING N N 25 
4NU N1  H    SING N N 26 
4NU N1  H2   SING N N 27 
4NU CA1 HA1  SING N N 28 
4NU CB1 H5   SING N N 29 
4NU CG1 H6   SING N N 30 
4NU CG1 H7   SING N N 31 
4NU CG1 H8   SING N N 32 
4NU OG1 H9   SING N N 33 
4NU CA3 HA31 SING N N 34 
4NU CA3 HA32 SING N N 35 
4NU C3  OXT  SING N N 36 
4NU CB2 H15  SING N N 37 
4NU CG2 H16  SING N N 38 
4NU CD1 H17  SING N N 39 
4NU CD2 H18  SING N N 40 
4NU OXT HXT  SING N N 41 
# 
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 
4NU SMILES           ACDLabs              12.01 "NC(C(O)C)C1=N/C(C(N1CC(O)=O)=O)=C\C2C=C(Cl)C(C(=C2)Cl)=O"                                                                                                 
4NU InChI            InChI                1.03  "InChI=1S/C15H15Cl2N3O5/c1-6(21)12(18)14-19-10(15(25)20(14)5-11(22)23)4-7-2-8(16)13(24)9(17)3-7/h2-4,6-7,12,21H,5,18H2,1H3,(H,22,23)/b10-4-/t6-,12+/m1/s1" 
4NU InChIKey         InChI                1.03  RQSXQZXPLLTSDM-XMJMQUNESA-N                                                                                                                                
4NU SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O)[C@H](N)C1=N\C(=C/C2C=C(Cl)C(=O)C(=C2)Cl)C(=O)N1CC(O)=O"                                                                                        
4NU SMILES           CACTVS               3.385 "C[CH](O)[CH](N)C1=NC(=CC2C=C(Cl)C(=O)C(=C2)Cl)C(=O)N1CC(O)=O"                                                                                             
4NU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]([C@@H](C1=N/C(=C\C2C=C(C(=O)C(=C2)Cl)Cl)/C(=O)N1CC(=O)O)N)O"                                                                                       
4NU SMILES           "OpenEye OEToolkits" 1.9.2 "CC(C(C1=NC(=CC2C=C(C(=O)C(=C2)Cl)Cl)C(=O)N1CC(=O)O)N)O"                                                                                                   
# 
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 
4NU "SYSTEMATIC NAME" ACDLabs              12.01 "{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(3,5-dichloro-4-oxocyclohexa-2,5-dien-1-yl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid"                    
4NU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(4Z)-2-[(1R,2R)-1-azanyl-2-oxidanyl-propyl]-4-[[3,5-bis(chloranyl)-4-oxidanylidene-cyclohexa-2,5-dien-1-yl]methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic 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 
4NU "Create component" 2015-04-21 RCSB 
4NU "Create component" 2015-05-11 RCSB 
4NU "Create component" 2015-05-15 RCSB 
4NU "Initial release"  2015-06-10 RCSB 
4NU "Modify synonyms"  2021-03-01 PDBE 
4NU "Modify backbone"  2023-11-03 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      4NU 
_pdbx_chem_comp_synonyms.name         "PEPTIDE DERIVED CHROMOPHORE" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
