data_0UO
# 
_chem_comp.id                                    0UO 
_chem_comp.name                                  4-methoxy-L-tryptophan 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H14 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                     2012-06-20 
_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                        234.251 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0UO 
_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        4FN5 
_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 
0UO O3  O3  O 0 1 N N N N N N -54.096 -28.714 -13.274 -0.485 1.857  -0.463 O3  0UO 1  
0UO C11 C11 C 0 1 Y N N N N N -50.786 -29.134 -16.175 -0.432 -2.499 -0.302 C11 0UO 2  
0UO C13 C13 C 0 1 Y N N N N N -50.571 -29.638 -13.979 -2.288 -1.293 0.091  C13 0UO 3  
0UO C14 C14 C 0 1 Y N N N N N -50.113 -30.029 -12.710 -3.559 -0.799 0.373  C14 0UO 4  
0UO C15 C15 C 0 1 Y N N N N N -50.981 -29.994 -11.610 -3.786 0.559  0.372  C15 0UO 5  
0UO C16 C16 C 0 1 Y N N N N N -52.310 -29.562 -11.798 -2.759 1.449  0.093  C16 0UO 6  
0UO C17 C17 C 0 1 Y N N N N N -52.796 -29.141 -13.081 -1.489 0.983  -0.190 C17 0UO 7  
0UO C18 C18 C 0 1 Y N N N N N -51.923 -29.197 -14.225 -1.245 -0.396 -0.192 C18 0UO 8  
0UO C19 C19 C 0 1 N N N N N N -55.017 -28.719 -12.183 -0.812 3.248  -0.442 C19 0UO 9  
0UO C   C   C 0 1 N N N Y N Y -53.192 -30.622 -17.950 3.497  0.004  0.156  C   0UO 10 
0UO CA  CA  C 0 1 N N S Y N N -54.003 -29.626 -17.089 2.079  -0.377 0.495  CA  0UO 11 
0UO C9  C9  C 0 1 N N N N N N -53.158 -28.462 -16.514 1.321  -0.719 -0.789 C9  0UO 12 
0UO C10 C10 C 0 1 Y N N N N N -52.005 -28.877 -15.655 -0.058 -1.217 -0.442 C10 0UO 13 
0UO N   N   N 0 1 N N N Y Y N -54.741 -30.244 -15.981 1.417  0.748  1.169  N   0UO 14 
0UO O   O   O 0 1 N N N Y N Y -52.969 -30.371 -19.132 3.813  1.169  0.104  O   0UO 15 
0UO N6  N6  N 0 1 Y N N N N N -49.940 -29.590 -15.200 -1.762 -2.564 0.016  N6  0UO 16 
0UO H7  H7  H 0 1 N N N N N N -50.517 -28.999 -17.212 0.218  -3.352 -0.427 H7  0UO 17 
0UO H8  H8  H 0 1 N N N N N N -49.092 -30.357 -12.582 -4.367 -1.482 0.592  H8  0UO 18 
0UO H9  H9  H 0 1 N N N N N N -50.636 -30.294 -10.631 -4.774 0.935  0.591  H9  0UO 19 
0UO H10 H10 H 0 1 N N N N N N -52.981 -29.548 -10.952 -2.953 2.512  0.095  H10 0UO 20 
0UO H11 H11 H 0 1 N N N N N N -55.994 -28.348 -12.526 0.077  3.833  -0.677 H11 0UO 21 
0UO H12 H12 H 0 1 N N N N N N -55.127 -29.745 -11.801 -1.586 3.451  -1.182 H12 0UO 22 
0UO H13 H13 H 0 1 N N N N N N -54.639 -28.068 -11.381 -1.175 3.521  0.549  H13 0UO 23 
0UO HA  H28 H 0 1 N N N Y N N -54.744 -29.168 -17.760 2.083  -1.244 1.156  H28 0UO 24 
0UO H29 H29 H 0 1 N N N N N N -52.761 -27.880 -17.359 1.239  0.173  -1.411 H29 0UO 25 
0UO H30 H30 H 0 1 N N N N N N -53.821 -27.826 -15.910 1.861  -1.493 -1.334 H30 0UO 26 
0UO H   H35 H 0 1 N N N Y Y N -55.237 -29.538 -15.475 1.399  1.565  0.577  H35 0UO 27 
0UO H41 H41 H 0 1 N N N N N N -48.988 -29.854 -15.355 -2.260 -3.383 0.167  H41 0UO 28 
0UO OXT OXT O 0 1 N Y N Y N Y ?       ?       ?       4.408  -0.950 -0.087 OXT 0UO 29 
0UO HXT HXT H 0 1 N Y N Y N Y ?       ?       ?       5.305  -0.657 -0.301 HXT 0UO 30 
0UO H2  H2  H 0 1 N Y N Y Y N -55.391 -30.912 -16.345 0.486  0.496  1.464  H2  0UO 31 
# 
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 
0UO O   C   DOUB N N 1  
0UO C   CA  SING N N 2  
0UO CA  C9  SING N N 3  
0UO CA  N   SING N N 4  
0UO C9  C10 SING N N 5  
0UO C11 C10 DOUB Y N 6  
0UO C11 N6  SING Y N 7  
0UO C10 C18 SING Y N 8  
0UO N6  C13 SING Y N 9  
0UO C18 C13 DOUB Y N 10 
0UO C18 C17 SING Y N 11 
0UO C13 C14 SING Y N 12 
0UO O3  C17 SING N N 13 
0UO O3  C19 SING N N 14 
0UO C17 C16 DOUB Y N 15 
0UO C14 C15 DOUB Y N 16 
0UO C16 C15 SING Y N 17 
0UO C11 H7  SING N N 18 
0UO C14 H8  SING N N 19 
0UO C15 H9  SING N N 20 
0UO C16 H10 SING N N 21 
0UO C19 H11 SING N N 22 
0UO C19 H12 SING N N 23 
0UO C19 H13 SING N N 24 
0UO CA  HA  SING N N 25 
0UO C9  H29 SING N N 26 
0UO C9  H30 SING N N 27 
0UO N   H   SING N N 28 
0UO N6  H41 SING N N 29 
0UO C   OXT SING N N 30 
0UO OXT HXT SING N N 31 
0UO N   H2  SING N N 32 
# 
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 
0UO SMILES           ACDLabs              12.01 "O=C(O)C(N)Cc2c1c(cccc1OC)nc2"                                                                                    
0UO InChI            InChI                1.03  "InChI=1S/C12H14N2O3/c1-17-10-4-2-3-9-11(10)7(6-14-9)5-8(13)12(15)16/h2-4,6,8,14H,5,13H2,1H3,(H,15,16)/t8-/m0/s1" 
0UO InChIKey         InChI                1.03  VYXPKRIKQJEAOO-QMMMGPOBSA-N                                                                                       
0UO SMILES_CANONICAL CACTVS               3.370 "COc1cccc2[nH]cc(C[C@H](N)C(O)=O)c12"                                                                             
0UO SMILES           CACTVS               3.370 "COc1cccc2[nH]cc(C[CH](N)C(O)=O)c12"                                                                              
0UO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cccc2c1c(c[nH]2)C[C@@H](C(=O)O)N"                                                                            
0UO SMILES           "OpenEye OEToolkits" 1.7.6 "COc1cccc2c1c(c[nH]2)CC(C(=O)O)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 
0UO "SYSTEMATIC NAME" ACDLabs              12.01 4-methoxy-L-tryptophan                                    
0UO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-azanyl-3-(4-methoxy-1H-indol-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 
0UO "Create component" 2012-06-20 RCSB 
0UO "Initial release"  2012-09-21 RCSB 
0UO "Modify backbone"  2023-11-03 PDBE 
0UO "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            0UO 
_pdbx_chem_comp_pcm.modified_residue_id                TRP 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_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      ? 
# 
