data_A1A2Y # _chem_comp.id A1A2Y _chem_comp.name 5-methoxy-L-tryptophan _chem_comp.type non-polymer _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 2024-08-20 _chem_comp.pdbx_modified_date 2024-11-01 _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 A1A2Y _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 8VJE _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_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_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 A1A2Y N N1 N 0 1 N N N Y Y N 39.978 -12.418 14.392 -1.585 -1.166 0.994 N A1A2Y 1 A1A2Y CA C1 C 0 1 N N S N Y N 39.965 -10.971 14.402 -2.487 -0.146 0.444 CA A1A2Y 2 A1A2Y C C2 C 0 1 N N N N Y Y 40.278 -10.507 12.982 -3.799 -0.784 0.070 C A1A2Y 3 A1A2Y CB C3 C 0 1 N N N N N N 41.031 -10.428 15.354 -1.851 0.480 -0.800 CB A1A2Y 4 A1A2Y CG C4 C 0 1 Y N N N N N 40.856 -10.958 16.775 -0.601 1.223 -0.405 CG A1A2Y 5 A1A2Y CD1 C5 C 0 1 Y N N N N N 41.651 -11.925 17.380 -0.504 2.534 -0.132 CD1 A1A2Y 6 A1A2Y CE2 C6 C 0 1 Y N N N N N 40.095 -11.317 18.831 1.574 1.718 0.132 CE2 A1A2Y 7 A1A2Y CD2 C7 C 0 1 Y N N N N N 39.858 -10.573 17.705 0.738 0.650 -0.240 CD2 A1A2Y 8 A1A2Y CE3 C8 C 0 1 Y N N N N N 38.774 -9.655 17.685 1.265 -0.636 -0.375 CE3 A1A2Y 9 A1A2Y CZ3 C9 C 0 1 Y N N N N N 37.956 -9.508 18.806 2.609 -0.850 -0.142 CZ3 A1A2Y 10 A1A2Y O23 O1 O 0 1 N N N N N N 36.892 -8.591 18.768 3.128 -2.100 -0.272 O23 A1A2Y 11 A1A2Y C24 C10 C 0 1 N N N N N N 36.151 -8.477 19.950 4.525 -2.252 -0.016 C24 A1A2Y 12 A1A2Y CZ2 C11 C 0 1 Y N N N N N 39.262 -11.167 19.975 2.925 1.481 0.363 CZ2 A1A2Y 13 A1A2Y NE1 N2 N 0 1 Y N N N N N 41.184 -12.118 18.612 0.788 2.849 0.189 NE1 A1A2Y 14 A1A2Y CH2 C12 C 0 1 Y N N N N N 38.201 -10.270 19.953 3.434 0.209 0.226 CH2 A1A2Y 15 A1A2Y O O2 O 0 1 N N N N Y Y 40.976 -11.172 12.287 -3.863 -1.978 -0.105 O A1A2Y 16 A1A2Y H H1 H 0 1 N N N Y Y N 39.776 -12.760 15.310 -1.953 -1.549 1.852 H A1A2Y 17 A1A2Y H2 H2 H 0 1 N Y N Y Y N 39.287 -12.753 13.752 -1.410 -1.896 0.319 H2 A1A2Y 18 A1A2Y HA H4 H 0 1 N N N N Y N 38.977 -10.594 14.703 -2.659 0.628 1.192 HA A1A2Y 19 A1A2Y HXT H5 H 0 1 N Y N N Y Y 39.887 -9.620 12.628 -5.718 -0.480 -0.311 HXT A1A2Y 20 A1A2Y HB2 H6 H 0 1 N N N N N N 42.023 -10.727 14.984 -1.597 -0.306 -1.512 HB2 A1A2Y 21 A1A2Y HB3 H7 H 0 1 N N N N N N 40.963 -9.330 15.374 -2.556 1.173 -1.259 HB3 A1A2Y 22 A1A2Y HD1 H8 H 0 1 N N N N N N 42.495 -12.429 16.932 -1.324 3.235 -0.162 HD1 A1A2Y 23 A1A2Y HE3 H9 H 0 1 N N N N N N 38.582 -9.069 16.799 0.625 -1.458 -0.661 HE3 A1A2Y 24 A1A2Y H10 H10 H 0 1 N N N N N N 35.349 -7.737 19.811 4.809 -3.295 -0.155 H10 A1A2Y 25 A1A2Y H11 H11 H 0 1 N N N N N N 35.710 -9.453 20.202 5.092 -1.627 -0.706 H11 A1A2Y 26 A1A2Y H12 H12 H 0 1 N N N N N N 36.812 -8.151 20.767 4.742 -1.951 1.009 H12 A1A2Y 27 A1A2Y HZ2 H13 H 0 1 N N N N N N 39.455 -11.752 20.862 3.575 2.295 0.649 HZ2 A1A2Y 28 A1A2Y HE1 H14 H 0 1 N N N N N N 41.571 -12.754 19.279 1.103 3.736 0.424 HE1 A1A2Y 29 A1A2Y HH2 H15 H 0 1 N N N N N N 37.567 -10.161 20.820 4.484 0.031 0.407 HH2 A1A2Y 30 A1A2Y OXT OXT O 0 1 N Y N N Y Y ? ? ? -4.898 -0.026 -0.070 OXT A1A2Y 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 A1A2Y O C DOUB N N 1 A1A2Y C CA SING N N 2 A1A2Y N CA SING N N 3 A1A2Y CA CB SING N N 4 A1A2Y CB CG SING N N 5 A1A2Y CG CD1 DOUB Y N 6 A1A2Y CG CD2 SING Y N 7 A1A2Y CD1 NE1 SING Y N 8 A1A2Y CE3 CD2 DOUB Y N 9 A1A2Y CE3 CZ3 SING Y N 10 A1A2Y CD2 CE2 SING Y N 11 A1A2Y NE1 CE2 SING Y N 12 A1A2Y O23 CZ3 SING N N 13 A1A2Y O23 C24 SING N N 14 A1A2Y CZ3 CH2 DOUB Y N 15 A1A2Y CE2 CZ2 DOUB Y N 16 A1A2Y CH2 CZ2 SING Y N 17 A1A2Y N H SING N N 18 A1A2Y N H2 SING N N 19 A1A2Y CA HA SING N N 20 A1A2Y CB HB2 SING N N 21 A1A2Y CB HB3 SING N N 22 A1A2Y CD1 HD1 SING N N 23 A1A2Y CE3 HE3 SING N N 24 A1A2Y C24 H10 SING N N 25 A1A2Y C24 H11 SING N N 26 A1A2Y C24 H12 SING N N 27 A1A2Y CZ2 HZ2 SING N N 28 A1A2Y NE1 HE1 SING N N 29 A1A2Y CH2 HH2 SING N N 30 A1A2Y C OXT SING N N 31 A1A2Y OXT HXT 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 A1A2Y SMILES ACDLabs 14.52 "O=C(O)C(N)Cc1c[NH]c2ccc(cc21)OC" A1A2Y InChI InChI 1.06 "InChI=1S/C12H14N2O3/c1-17-8-2-3-11-9(5-8)7(6-14-11)4-10(13)12(15)16/h2-3,5-6,10,14H,4,13H2,1H3,(H,15,16)/t10-/m0/s1" A1A2Y InChIKey InChI 1.06 KVNPSKDDJARYKK-JTQLQIEISA-N A1A2Y SMILES_CANONICAL CACTVS 3.385 "COc1ccc2[nH]cc(C[C@H](N)C(O)=O)c2c1" A1A2Y SMILES CACTVS 3.385 "COc1ccc2[nH]cc(C[CH](N)C(O)=O)c2c1" A1A2Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)N" A1A2Y SMILES "OpenEye OEToolkits" 2.0.7 "COc1ccc2c(c1)c(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 A1A2Y "SYSTEMATIC NAME" ACDLabs 14.52 5-methoxy-L-tryptophan A1A2Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-azanyl-3-(5-methoxy-1~{H}-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 A1A2Y "Create component" 2024-08-20 RCSB A1A2Y "Modify PCM" 2024-09-27 PDBE A1A2Y "Initial release" 2024-11-06 RCSB # _pdbx_chem_comp_pcm.pcm_id 1 _pdbx_chem_comp_pcm.comp_id A1A2Y _pdbx_chem_comp_pcm.modified_residue_id TRP _pdbx_chem_comp_pcm.type Methoxylation _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 ? #