data_MFC
# 
_chem_comp.id                                    MFC 
_chem_comp.name                                  "5-[1-(3-FLUORO-4-HYDROXY-PHENYL)-METH-(Z)-YLIDENE]-3,5-DIHYDRO-IMIDAZOL-4-ONE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C15 H16 F N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               "GLY, TYR, GLY" 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-01-05 
_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                        337.303 
_chem_comp.one_letter_code                       GYG 
_chem_comp.three_letter_code                     MFC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1RRX 
_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 
MFC N1   N    N 0 1 N N N Y Y N 23.668 27.325 36.707 2.581  3.406  -3.493 N    MFC 1  
MFC CA1  CA1  C 0 1 N N R Y N N 24.535 26.214 37.186 3.422  2.362  -4.112 CA1  MFC 2  
MFC CB1  CB1  C 0 1 N N R N N N 25.535 25.826 36.010 2.990  0.964  -3.669 CB1  MFC 3  
MFC CG1  CG1  C 0 1 N N N N N N 24.832 25.226 34.817 3.825  -0.132 -4.322 CG1  MFC 4  
MFC OG1  OG1  O 0 1 N N N N N N 26.213 27.016 35.583 3.098  0.845  -2.252 OG1  MFC 5  
MFC C1   C1   C 0 1 N N N Y N N 25.115 26.739 38.297 3.268  2.553  -5.585 C1   MFC 6  
MFC N2   N2   N 0 1 N N N Y N N 26.382 27.344 38.319 2.391  1.910  -6.297 N2   MFC 7  
MFC N3   N3   N 0 1 N N N Y N N 24.610 26.817 39.559 4.053  3.422  -6.266 N3   MFC 8  
MFC C2   C2   C 0 1 N N N Y N N 25.508 27.430 40.442 3.682  3.380  -7.585 C2   MFC 9  
MFC O2   O2   O 0 1 N N N Y N N 25.373 27.629 41.562 4.105  3.986  -8.551 O2   MFC 10 
MFC CA2  CA2  C 0 1 N N N Y N N 26.631 27.786 39.616 2.588  2.377  -7.574 CA2  MFC 11 
MFC CA3  CA3  C 0 1 N N N Y N N 23.248 26.322 39.887 5.107  4.263  -5.727 CA3  MFC 12 
MFC C3   C    C 0 1 N N N Y N Y 23.018 25.106 40.508 6.396  3.500  -5.768 C    MFC 13 
MFC O3   O    O 0 1 N N N Y N Y 21.950 24.677 41.214 6.556  2.367  -6.198 O    MFC 14 
MFC CB2  CB2  C 0 1 N N N N N N 27.782 28.511 40.052 1.920  2.013  -8.669 CB2  MFC 15 
MFC CG2  CG2  C 0 1 Y N N N N N 28.920 28.942 39.250 0.879  1.025  -8.700 CG2  MFC 16 
MFC CD1  CD1  C 0 1 Y N N N N N 29.068 28.634 37.848 -0.466 1.395  -8.536 CD1  MFC 17 
MFC CD2  CD2  C 0 1 Y N N N N N 29.985 29.789 39.922 1.185  -0.332 -8.896 CD2  MFC 18 
MFC CE1  CE1  C 0 1 Y N N N N N 30.243 29.139 37.115 -1.477 0.435  -8.567 CE1  MFC 19 
MFC CE2  CE2  C 0 1 Y N N N N N 31.135 30.293 39.201 0.173  -1.292 -8.926 CE2  MFC 20 
MFC F    F    F 0 1 N N N N N N 32.077 31.064 39.864 0.487  -2.582 -9.114 F    MFC 21 
MFC CZ   CZ   C 0 1 Y N N N N N 31.277 29.984 37.829 -1.158 -0.909 -8.761 CZ   MFC 22 
MFC OH   OH   O 0 1 N N N N N N 32.295 30.423 37.185 -2.145 -1.845 -8.790 OH   MFC 23 
MFC OXT  OXT  O 0 1 N Y N Y N Y ?      ?      ?      7.397  4.256  -5.249 OXT  MFC 24 
MFC H    H    H 0 1 N N N Y Y N 23.027 27.573 37.460 2.524  3.415  -2.505 H    MFC 25 
MFC H2   HN2  H 0 1 N Y N Y Y N 23.185 27.101 35.836 1.966  3.903  -4.087 HN2  MFC 26 
MFC HA1  HA1  H 0 1 N N N Y N N 24.026 25.257 37.447 4.470  2.549  -3.854 HA1  MFC 27 
MFC HB1  HB1  H 0 1 N N N N N N 26.240 25.059 36.406 1.936  0.813  -3.928 HB1  MFC 28 
MFC HG11 HG11 H 0 0 N N N N N N 25.532 24.954 33.993 3.666  -0.136 -5.406 HG11 MFC 29 
MFC HG12 HG12 H 0 0 N N N N N N 24.211 24.350 35.118 4.896  0.036  -4.167 HG12 MFC 30 
MFC HG13 HG13 H 0 0 N N N N N N 24.025 25.901 34.448 3.561  -1.119 -3.931 HG13 MFC 31 
MFC HG1  HG1  H 0 1 N N N N N N 26.809 26.784 34.881 3.991  1.140  -2.018 HG1  MFC 32 
MFC HA31 HA31 H 0 0 N N N Y N N 22.744 27.108 40.496 4.864  4.518  -4.693 HA31 MFC 33 
MFC HA32 HA32 H 0 0 N N N Y N N 22.652 26.333 38.944 5.190  5.166  -6.336 HA32 MFC 34 
MFC HB2  HB2  H 0 1 N N N N N N 27.793 28.765 41.125 2.203  2.480  -9.613 HB2  MFC 35 
MFC HD1  HD1  H 0 1 N N N N N N 28.297 28.024 37.346 -0.731 2.439  -8.384 HD1  MFC 36 
MFC HD2  HD2  H 0 1 N N N N N N 29.919 30.052 40.991 2.218  -0.647 -9.026 HD2  MFC 37 
MFC HE1  HE1  H 0 1 N N N N N N 30.347 28.887 36.046 -2.512 0.740  -8.437 HE1  MFC 38 
MFC HOH  HOH  H 0 1 N N N N N N 32.943 30.953 37.632 -2.656 -1.820 -7.965 HOH  MFC 39 
MFC HXT  HXT  H 0 1 N Y N Y N Y -0.157 -0.834 0.426  8.257  3.783  -5.262 HXT  MFC 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 
MFC N1  CA1  SING N N 1  
MFC N1  H    SING N N 2  
MFC N1  H2   SING N N 3  
MFC CA1 CB1  SING N N 4  
MFC CA1 C1   SING N N 5  
MFC CA1 HA1  SING N N 6  
MFC CB1 CG1  SING N N 7  
MFC CB1 OG1  SING N N 8  
MFC CB1 HB1  SING N N 9  
MFC CG1 HG11 SING N N 10 
MFC CG1 HG12 SING N N 11 
MFC CG1 HG13 SING N N 12 
MFC OG1 HG1  SING N N 13 
MFC C1  N2   DOUB N N 14 
MFC C1  N3   SING N N 15 
MFC N2  CA2  SING N N 16 
MFC N3  C2   SING N N 17 
MFC N3  CA3  SING N N 18 
MFC C2  O2   DOUB N N 19 
MFC C2  CA2  SING N N 20 
MFC CA2 CB2  DOUB N Z 21 
MFC CA3 C3   SING N N 22 
MFC CA3 HA31 SING N N 23 
MFC CA3 HA32 SING N N 24 
MFC C3  O3   DOUB N N 25 
MFC C3  OXT  SING N N 26 
MFC CB2 CG2  SING N N 27 
MFC CB2 HB2  SING N N 28 
MFC CG2 CD1  DOUB Y N 29 
MFC CG2 CD2  SING Y N 30 
MFC CD1 CE1  SING Y N 31 
MFC CD1 HD1  SING N N 32 
MFC CD2 CE2  DOUB Y N 33 
MFC CD2 HD2  SING N N 34 
MFC CE1 CZ   DOUB Y N 35 
MFC CE1 HE1  SING N N 36 
MFC CE2 F    SING N N 37 
MFC CE2 CZ   SING Y N 38 
MFC CZ  OH   SING N N 39 
MFC OH  HOH  SING N N 40 
MFC 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 
MFC SMILES           ACDLabs              10.04 "Fc1c(O)ccc(c1)\C=C2/N=C(N(C2=O)CC(=O)O)C(N)C(O)C"                                                                                                     
MFC SMILES_CANONICAL CACTVS               3.341 "C[C@@H](O)[C@H](N)C1=N\C(=C/c2ccc(O)c(F)c2)C(=O)N1CC(O)=O"                                                                                            
MFC SMILES           CACTVS               3.341 "C[CH](O)[CH](N)C1=NC(=Cc2ccc(O)c(F)c2)C(=O)N1CC(O)=O"                                                                                                 
MFC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]([C@@H](C1=N/C(=C\c2ccc(c(c2)F)O)/C(=O)N1CC(=O)O)N)O"                                                                                           
MFC SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C(C1=NC(=Cc2ccc(c(c2)F)O)C(=O)N1CC(=O)O)N)O"                                                                                                       
MFC InChI            InChI                1.03  "InChI=1S/C15H16FN3O5/c1-7(20)13(17)14-18-10(15(24)19(14)6-12(22)23)5-8-2-3-11(21)9(16)4-8/h2-5,7,13,20-21H,6,17H2,1H3,(H,22,23)/b10-5-/t7-,13+/m1/s1" 
MFC InChIKey         InChI                1.03  QLZXNQSTTQYOCH-QHUHAOFSSA-N                                                                                                                            
# 
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 
MFC "SYSTEMATIC NAME" ACDLabs              10.04 "{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(3-fluoro-4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" 
MFC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(4Z)-2-[(1R,2R)-1-amino-2-hydroxy-propyl]-4-[(3-fluoro-4-hydroxy-phenyl)methylidene]-5-oxo-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 
MFC "Create component"  2004-01-05 RCSB 
MFC "Modify descriptor" 2011-06-04 RCSB 
MFC "Modify backbone"   2023-11-03 PDBE 
# 
