data_PIA # _chem_comp.id PIA _chem_comp.name "[(4Z)-2-[(1S)-1-aminoethyl]-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C14 H15 N3 O4" _chem_comp.mon_nstd_parent_comp_id ALA,TYR,GLY _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-06-22 _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 289.287 _chem_comp.one_letter_code AYG _chem_comp.three_letter_code PIA _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 1H6R _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 PIA N1 N1 N 0 1 N N N Y Y N 21.969 22.898 18.924 -0.872 -3.026 -1.194 N1 PIA 1 PIA CA1 CA1 C 0 1 N N S Y N N 21.953 24.130 19.714 -1.828 -2.151 -0.504 CA1 PIA 2 PIA CB1 CB1 C 0 1 N N N N N N 23.173 24.179 20.665 -2.017 -2.635 0.935 CB1 PIA 3 PIA C1 C1 C 0 1 N N N Y N N 21.737 25.252 18.697 -1.301 -0.739 -0.494 C1 PIA 4 PIA N2 N2 N 0 1 N N N Y N N 22.726 26.032 18.292 -0.046 -0.428 -0.391 N2 PIA 5 PIA N3 N3 N 0 1 N N N Y N N 20.589 25.444 17.970 -2.082 0.377 -0.598 N3 PIA 6 PIA C2 C2 C 0 1 N N N Y N N 20.728 26.423 17.077 -1.281 1.464 -0.554 C2 PIA 7 PIA O2 O2 O 0 1 N N N Y N N 19.729 26.766 16.424 -1.617 2.633 -0.618 O2 PIA 8 PIA CA2 CA2 C 0 1 N N N Y N N 22.060 26.665 17.330 0.086 0.933 -0.415 CA2 PIA 9 PIA CA3 CA3 C 0 1 N N N Y N N 19.348 24.714 18.066 -3.541 0.392 -0.735 CA3 PIA 10 PIA C3 C3 C 0 1 N N N Y N Y 18.477 25.148 19.223 -4.173 0.436 0.632 C3 PIA 11 PIA O3 O3 O 0 1 N N N Y N Y 17.385 24.600 19.396 -3.477 0.454 1.620 O3 PIA 12 PIA CB2 CB2 C 0 1 N N N N N N 22.452 27.795 16.380 1.255 1.656 -0.330 CB2 PIA 13 PIA CG2 CG2 C 0 1 Y N N N N N 23.869 28.366 16.250 2.525 0.969 -0.084 CG2 PIA 14 PIA CD1 CD1 C 0 1 Y N N N N N 24.864 27.781 16.963 2.575 -0.432 -0.060 CD1 PIA 15 PIA CD2 CD2 C 0 1 Y N N N N N 24.009 29.358 15.334 3.698 1.710 0.122 CD2 PIA 16 PIA CE1 CE1 C 0 1 Y N N N N N 26.151 28.247 16.722 3.767 -1.069 0.170 CE1 PIA 17 PIA CE2 CE2 C 0 1 Y N N N N N 25.305 29.830 15.094 4.884 1.062 0.351 CE2 PIA 18 PIA CZ CZ C 0 1 Y N N N N N 26.366 29.261 15.797 4.925 -0.328 0.379 CZ PIA 19 PIA OH OH O 0 1 N N N N N N 27.642 29.703 15.591 6.102 -0.965 0.607 OH PIA 20 PIA OXT O31 O 0 1 N Y N Y N Y 19.029 25.989 20.101 -5.510 0.457 0.753 O31 PIA 21 PIA H HN11 H 0 0 N N N Y Y N 21.176 22.881 18.315 0.042 -2.970 -0.769 HN11 PIA 22 PIA H2 HN12 H 0 0 N Y N Y Y N 22.807 22.862 18.380 -1.203 -3.979 -1.214 HN12 PIA 23 PIA HA1 HA1 H 0 1 N N N Y N N 21.058 24.103 20.353 -2.786 -2.177 -1.024 HA1 PIA 24 PIA HB11 HB11 H 0 0 N N N N N N 23.145 25.110 21.250 -1.059 -2.608 1.456 HB11 PIA 25 PIA HB12 HB12 H 0 0 N N N N N N 23.141 23.316 21.347 -2.727 -1.985 1.447 HB12 PIA 26 PIA HB13 HB13 H 0 0 N N N N N N 24.100 24.145 20.074 -2.398 -3.656 0.928 HB13 PIA 27 PIA HA31 HA31 H 0 0 N N N Y N N 18.785 24.862 17.133 -3.843 1.271 -1.304 HA31 PIA 28 PIA HA32 HA32 H 0 0 N N N Y N N 19.582 23.646 18.188 -3.866 -0.508 -1.257 HA32 PIA 29 PIA HB2 HB2 H 0 1 N N N N N N 21.679 28.221 15.758 1.235 2.730 -0.445 HB2 PIA 30 PIA HD1 HD1 H 0 1 N N N N N N 24.667 26.996 17.678 1.676 -1.008 -0.222 HD1 PIA 31 PIA HD2 HD2 H 0 1 N N N N N N 23.156 29.766 14.812 3.667 2.790 0.100 HD2 PIA 32 PIA HE1 HE1 H 0 1 N N N N N N 26.987 27.819 17.256 3.806 -2.148 0.189 HE1 PIA 33 PIA HE2 HE2 H 0 1 N N N N N N 25.479 30.620 14.378 5.788 1.631 0.510 HE2 PIA 34 PIA HH HH H 0 1 N N N N N N 27.637 30.392 14.937 6.606 -1.159 -0.196 HH PIA 35 PIA HXT "HO'" H 0 1 N Y N Y N Y 18.455 26.086 20.851 -5.869 0.485 1.651 "HO'" PIA 36 # 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 PIA N1 CA1 SING N N 1 PIA N1 H SING N N 2 PIA N1 H2 SING N N 3 PIA CA1 CB1 SING N N 4 PIA CA1 C1 SING N N 5 PIA CA1 HA1 SING N N 6 PIA CB1 HB11 SING N N 7 PIA CB1 HB12 SING N N 8 PIA CB1 HB13 SING N N 9 PIA C1 N2 DOUB N N 10 PIA C1 N3 SING N N 11 PIA N2 CA2 SING N N 12 PIA N3 C2 SING N N 13 PIA N3 CA3 SING N N 14 PIA C2 O2 DOUB N N 15 PIA C2 CA2 SING N N 16 PIA CA2 CB2 DOUB N Z 17 PIA CA3 C3 SING N N 18 PIA CA3 HA31 SING N N 19 PIA CA3 HA32 SING N N 20 PIA C3 O3 DOUB N N 21 PIA C3 OXT SING N N 22 PIA CB2 CG2 SING N N 23 PIA CB2 HB2 SING N N 24 PIA CG2 CD1 DOUB Y N 25 PIA CG2 CD2 SING Y N 26 PIA CD1 CE1 SING Y N 27 PIA CD1 HD1 SING N N 28 PIA CD2 CE2 DOUB Y N 29 PIA CD2 HD2 SING N N 30 PIA CE1 CZ DOUB Y N 31 PIA CE1 HE1 SING N N 32 PIA CE2 CZ SING Y N 33 PIA CE2 HE2 SING N N 34 PIA CZ OH SING N N 35 PIA OH HH SING N N 36 PIA OXT HXT SING N N 37 # 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 PIA SMILES ACDLabs 12.01 "O=C1C(\N=C(N1CC(=O)O)C(N)C)=C\c2ccc(O)cc2" PIA InChI InChI 1.03 "InChI=1S/C14H15N3O4/c1-8(15)13-16-11(14(21)17(13)7-12(19)20)6-9-2-4-10(18)5-3-9/h2-6,8,18H,7,15H2,1H3,(H,19,20)/b11-6-/t8-/m0/s1" PIA InChIKey InChI 1.03 UMPNJELZAAOGQG-OITNDJBGSA-N PIA SMILES_CANONICAL CACTVS 3.370 "C[C@H](N)C1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(O)=O" PIA SMILES CACTVS 3.370 "C[CH](N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O" PIA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](C1=N/C(=C\c2ccc(cc2)O)/C(=O)N1CC(=O)O)N" PIA SMILES "OpenEye OEToolkits" 1.7.6 "CC(C1=NC(=Cc2ccc(cc2)O)C(=O)N1CC(=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 PIA "SYSTEMATIC NAME" ACDLabs 12.01 "[(4Z)-2-[(1S)-1-aminoethyl]-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid" PIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4Z)-2-[(1S)-1-azanylethyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxidanylidene-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 PIA "Create component" 2001-06-22 EBI PIA "Modify descriptor" 2011-06-04 RCSB PIA "Modify name" 2012-02-03 RCSB PIA "Modify leaving atom flag" 2021-08-16 PDBE PIA "Modify backbone" 2023-11-03 PDBE #