data_TRF
# 
_chem_comp.id                                    TRF 
_chem_comp.name                                  N1-FORMYL-TRYPTOPHAN 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C12 H12 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               TRP 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        232.235 
_chem_comp.one_letter_code                       W 
_chem_comp.three_letter_code                     TRF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1VRK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_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 
TRF N   N   N 0 1 N N N Y Y N 17.811 -2.090 -2.796 1.311  1.119  2.117  N   TRF 1  
TRF CA  CA  C 0 1 N N S Y N N 18.645 -2.051 -1.598 0.034  0.418  2.305  CA  TRF 2  
TRF CB  CB  C 0 1 N N N N N N 20.130 -2.066 -1.978 0.033  -0.869 1.479  CB  TRF 3  
TRF CG  CG  C 0 1 Y N N N N N 21.048 -2.491 -0.863 0.210  -0.531 0.021  CG  TRF 4  
TRF CD1 CD1 C 0 1 Y N N N N N 20.791 -2.452 0.484  1.374  -0.426 -0.634 CD1 TRF 5  
TRF NE1 NE1 N 0 1 Y N N N N N 21.855 -2.963 1.187  1.141  -0.104 -1.951 NE1 TRF 6  
TRF CE2 CE2 C 0 1 Y N N N N N 22.834 -3.338 0.298  -0.220 0.007  -2.169 CE2 TRF 7  
TRF CZ2 CZ2 C 0 1 Y N N N N N 24.095 -3.902 0.530  -0.986 0.306  -3.288 CZ2 TRF 8  
TRF CH2 CH2 C 0 1 Y N N N N N 24.877 -4.181 -0.565 -2.361 0.343  -3.191 CH2 TRF 9  
TRF CZ3 CZ3 C 0 1 Y N N N N N 24.433 -3.909 -1.871 -2.991 0.084  -1.983 CZ3 TRF 10 
TRF CE3 CE3 C 0 1 Y N N N N N 23.178 -3.347 -2.100 -2.250 -0.213 -0.861 CE3 TRF 11 
TRF CD2 CD2 C 0 1 Y N N N N N 22.358 -3.052 -1.003 -0.858 -0.260 -0.945 CD2 TRF 12 
TRF C   C   C 0 1 N N N Y N Y 18.333 -0.775 -0.828 -0.142 0.079  3.763  C   TRF 13 
TRF C1  C1  C 0 1 N N N N N N 21.865 -3.202 2.506  2.094  0.075  -2.886 C1  TRF 14 
TRF O1  O1  O 0 1 N N N N N N 23.110 -2.863 3.085  3.264  -0.045 -2.591 O1  TRF 15 
TRF O   O   O 0 1 N N N Y N Y 18.242 -0.789 0.398  0.824  -0.127 4.457  O   TRF 16 
TRF OXT OXT O 0 1 N Y N Y N Y 18.178 0.324  -1.565 -1.374 0.008  4.290  OXT TRF 17 
TRF H   1HN H 0 1 N N N Y Y N 16.822 -2.080 -2.543 1.436  1.232  1.122  H   TRF 18 
TRF H2  2HN H 0 1 N Y N Y Y N 18.041 -2.883 -3.393 2.036  0.491  2.430  H2  TRF 19 
TRF HA  HA  H 0 1 N N N Y N N 18.429 -2.946 -0.969 -0.783 1.060  1.979  HA  TRF 20 
TRF HB2 1HB H 0 1 N N N N N N 20.295 -2.698 -2.881 0.852  -1.511 1.805  HB2 TRF 21 
TRF HB3 2HB H 0 1 N N N N N N 20.439 -1.073 -2.381 -0.914 -1.389 1.619  HB3 TRF 22 
TRF HD1 HD1 H 0 1 N N N N N N 19.862 -2.065 0.936  2.349  -0.573 -0.195 HD1 TRF 23 
TRF HZ2 HZ2 H 0 1 N N N N N N 24.462 -4.120 1.546  -0.505 0.509  -4.234 HZ2 TRF 24 
TRF HH2 HH2 H 0 1 N N N N N N 25.870 -4.627 -0.393 -2.952 0.576  -4.064 HH2 TRF 25 
TRF HZ3 HZ3 H 0 1 N N N N N N 25.081 -4.141 -2.732 -4.069 0.117  -1.922 HZ3 TRF 26 
TRF HE3 HE3 H 0 1 N N N N N N 22.840 -3.139 -3.129 -2.744 -0.413 0.077  HE3 TRF 27 
TRF HC1 HC1 H 0 1 N N N N N N 20.987 -3.612 3.032  1.817  0.327  -3.899 HC1 TRF 28 
TRF HXT HXT H 0 1 N Y N Y N Y 17.983 1.120  -1.084 -1.488 -0.208 5.226  HXT TRF 29 
# 
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 
TRF N   CA  SING N N 1  
TRF N   H   SING N N 2  
TRF N   H2  SING N N 3  
TRF CA  CB  SING N N 4  
TRF CA  C   SING N N 5  
TRF CA  HA  SING N N 6  
TRF CB  CG  SING N N 7  
TRF CB  HB2 SING N N 8  
TRF CB  HB3 SING N N 9  
TRF CG  CD1 DOUB Y N 10 
TRF CG  CD2 SING Y N 11 
TRF CD1 NE1 SING Y N 12 
TRF CD1 HD1 SING N N 13 
TRF NE1 CE2 SING Y N 14 
TRF NE1 C1  SING N N 15 
TRF CE2 CZ2 DOUB Y N 16 
TRF CE2 CD2 SING Y N 17 
TRF CZ2 CH2 SING Y N 18 
TRF CZ2 HZ2 SING N N 19 
TRF CH2 CZ3 DOUB Y N 20 
TRF CH2 HH2 SING N N 21 
TRF CZ3 CE3 SING Y N 22 
TRF CZ3 HZ3 SING N N 23 
TRF CE3 CD2 DOUB Y N 24 
TRF CE3 HE3 SING N N 25 
TRF C   O   DOUB N N 26 
TRF C   OXT SING N N 27 
TRF C1  O1  DOUB N N 28 
TRF C1  HC1 SING N N 29 
TRF OXT HXT SING N N 30 
# 
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 
TRF SMILES           ACDLabs              10.04 "O=C(O)C(N)Cc2c1ccccc1n(c2)C=O"                                                                                
TRF SMILES_CANONICAL CACTVS               3.341 "N[C@@H](Cc1cn(C=O)c2ccccc12)C(O)=O"                                                                           
TRF SMILES           CACTVS               3.341 "N[CH](Cc1cn(C=O)c2ccccc12)C(O)=O"                                                                             
TRF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(cn2C=O)C[C@@H](C(=O)O)N"                                                                         
TRF SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(cn2C=O)CC(C(=O)O)N"                                                                              
TRF InChI            InChI                1.03  "InChI=1S/C12H12N2O3/c13-10(12(16)17)5-8-6-14(7-15)11-4-2-1-3-9(8)11/h1-4,6-7,10H,5,13H2,(H,16,17)/t10-/m0/s1" 
TRF InChIKey         InChI                1.03  KRUDZOGZZBVSHD-JTQLQIEISA-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 
TRF "SYSTEMATIC NAME" ACDLabs              10.04 1-formyl-L-tryptophan                                  
TRF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(1-methanoylindol-3-yl)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 
TRF "Create component"   1999-07-08 EBI  
TRF "Modify descriptor"  2011-06-04 RCSB 
TRF "Other modification" 2018-10-20 EBI  
TRF "Modify backbone"    2023-11-03 PDBE 
TRF "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            TRF 
_pdbx_chem_comp_pcm.modified_residue_id                TRP 
_pdbx_chem_comp_pcm.type                               Formylation 
_pdbx_chem_comp_pcm.category                           "Named protein 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               ? 
_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      ? 
# 
