data_1PA # _chem_comp.id 1PA _chem_comp.name "4-(carboxymethyl)-L-phenylalanine" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C11 H13 N O4" _chem_comp.mon_nstd_parent_comp_id PHE _chem_comp.pdbx_synonyms "p-(carboxymethyl)phenylalanine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 223.225 _chem_comp.one_letter_code F _chem_comp.three_letter_code 1PA _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 1BHF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 1PA N N N 0 1 N N N Y Y N 26.909 -2.618 -1.795 -2.745 1.536 -0.612 N 1PA 1 1PA CA CA C 0 1 N N S Y N N 26.816 -1.620 -0.732 -2.901 0.093 -0.381 CA 1PA 2 1PA CB CB C 0 1 N N N N N N 27.302 -0.274 -1.273 -1.959 -0.348 0.741 CB 1PA 3 1PA CG CG C 0 1 Y N N N N N 28.774 -0.282 -1.527 -0.530 -0.167 0.298 CG 1PA 4 1PA CD1 CD1 C 0 1 Y N N N N N 29.675 -0.288 -0.460 0.121 1.028 0.536 CD1 1PA 5 1PA CE1 CE1 C 0 1 Y N N N N N 31.060 -0.352 -0.690 1.432 1.194 0.130 CE1 1PA 6 1PA CD2 CD2 C 0 1 Y N N N N N 29.278 -0.338 -2.821 0.131 -1.199 -0.341 CD2 1PA 7 1PA CE2 CE2 C 0 1 Y N N N N N 30.665 -0.405 -3.043 1.442 -1.033 -0.747 CE2 1PA 8 1PA CZ CZ C 0 1 Y N N N N N 31.570 -0.415 -1.985 2.091 0.164 -0.514 CZ 1PA 9 1PA CH CH C 0 1 N N N N N N 33.062 -0.545 -2.237 3.520 0.345 -0.957 CH 1PA 10 1PA CO CO C 0 1 N N N N N N 33.861 -0.983 -1.018 4.448 -0.089 0.148 CO 1PA 11 1PA O1 O1 O 0 1 N N N N N N 33.587 -2.061 -0.454 5.777 -0.015 -0.023 O1 1PA 12 1PA O2 O2 O 0 1 N N N N N N 34.762 -0.237 -0.598 3.995 -0.503 1.189 O2 1PA 13 1PA C C C 0 1 N N N Y N Y 25.431 -1.443 -0.102 -4.325 -0.202 0.013 C 1PA 14 1PA O O O 0 1 N N N Y N Y 24.448 -1.116 -0.777 -5.029 0.682 0.442 O 1PA 15 1PA OXT OXT O 0 1 N Y N Y N Y 25.381 -1.654 1.201 -4.813 -1.446 -0.113 OXT 1PA 16 1PA H HN1 H 0 1 N N N Y Y N 26.593 -3.502 -1.451 -3.309 1.840 -1.391 H 1PA 17 1PA H2 HN2 H 0 1 N Y N Y Y N 26.338 -2.337 -2.566 -2.966 2.061 0.221 H2 1PA 18 1PA HA HA H 0 1 N N N Y N N 27.451 -1.999 0.082 -2.657 -0.449 -1.295 HA 1PA 19 1PA HB2 HB1 H 0 1 N N N N N N 26.781 -0.064 -2.219 -2.144 0.256 1.629 HB2 1PA 20 1PA HB3 HB2 H 0 1 N N N N N N 27.075 0.508 -0.533 -2.138 -1.398 0.973 HB3 1PA 21 1PA HD1 HD1 H 0 1 N N N N N N 29.303 -0.243 0.553 -0.394 1.833 1.040 HD1 1PA 22 1PA HE1 HE1 H 0 1 N N N N N N 31.739 -0.352 0.150 1.940 2.129 0.316 HE1 1PA 23 1PA HD2 HD2 H 0 1 N N N N N N 28.600 -0.330 -3.662 -0.376 -2.135 -0.523 HD2 1PA 24 1PA HE2 HE2 H 0 1 N N N N N N 31.036 -0.450 -4.056 1.959 -1.840 -1.246 HE2 1PA 25 1PA HH2 HH1 H 0 1 N N N N N N 33.209 -1.296 -3.027 3.705 -0.260 -1.845 HH2 1PA 26 1PA HH3 HH2 H 0 1 N N N N N N 33.439 0.438 -2.555 3.698 1.395 -1.189 HH3 1PA 27 1PA HO1 HO1 H 0 1 N N N N N N 34.159 -2.181 0.295 6.332 -0.305 0.714 HO1 1PA 28 1PA HXT HXT H 0 1 N Y N Y N Y 24.494 -1.515 1.511 -5.732 -1.586 0.153 HXT 1PA 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 1PA N CA SING N N 1 1PA N H SING N N 2 1PA N H2 SING N N 3 1PA CA CB SING N N 4 1PA CA C SING N N 5 1PA CA HA SING N N 6 1PA CB CG SING N N 7 1PA CB HB2 SING N N 8 1PA CB HB3 SING N N 9 1PA CG CD1 DOUB Y N 10 1PA CG CD2 SING Y N 11 1PA CD1 CE1 SING Y N 12 1PA CD1 HD1 SING N N 13 1PA CE1 CZ DOUB Y N 14 1PA CE1 HE1 SING N N 15 1PA CD2 CE2 DOUB Y N 16 1PA CD2 HD2 SING N N 17 1PA CE2 CZ SING Y N 18 1PA CE2 HE2 SING N N 19 1PA CZ CH SING N N 20 1PA CH CO SING N N 21 1PA CH HH2 SING N N 22 1PA CH HH3 SING N N 23 1PA CO O1 SING N N 24 1PA CO O2 DOUB N N 25 1PA O1 HO1 SING N N 26 1PA C O DOUB N N 27 1PA C OXT SING N N 28 1PA OXT HXT SING N N 29 # 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 1PA SMILES ACDLabs 12.01 "O=C(O)C(N)Cc1ccc(cc1)CC(=O)O" 1PA SMILES_CANONICAL CACTVS 3.370 "N[C@@H](Cc1ccc(CC(O)=O)cc1)C(O)=O" 1PA SMILES CACTVS 3.370 "N[CH](Cc1ccc(CC(O)=O)cc1)C(O)=O" 1PA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1C[C@@H](C(=O)O)N)CC(=O)O" 1PA SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1CC(C(=O)O)N)CC(=O)O" 1PA InChI InChI 1.03 "InChI=1S/C11H13NO4/c12-9(11(15)16)5-7-1-3-8(4-2-7)6-10(13)14/h1-4,9H,5-6,12H2,(H,13,14)(H,15,16)/t9-/m0/s1" 1PA InChIKey InChI 1.03 LJHYWUVYIKCPGU-VIFPVBQESA-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 1PA "SYSTEMATIC NAME" ACDLabs 12.01 "4-(carboxymethyl)-L-phenylalanine" 1PA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-azanyl-3-[4-(carboxymethyl)phenyl]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 1PA "Create component" 1999-07-08 EBI 1PA "Modify descriptor" 2011-06-04 RCSB 1PA "Modify synonyms" 2021-03-01 PDBE 1PA "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1PA _pdbx_chem_comp_synonyms.name "p-(carboxymethyl)phenylalanine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #