data_ESB # _chem_comp.id ESB _chem_comp.name "3-[(3E)-3-(ETHYLIMINO)-4-HYDROXY-6-OXOCYCLOHEXA-1,4-DIEN-1-YL]-L-ALANINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C11 H14 N2 O4" _chem_comp.mon_nstd_parent_comp_id TYR _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-03 _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 238.240 _chem_comp.one_letter_code Y _chem_comp.three_letter_code ESB _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 2ZL8 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 ESB OX OX O 0 1 N N N N N N -4.203 0.233 26.670 0.727 -2.650 -0.438 OX ESB 1 ESB C2 C2 C 0 1 N N N N N N 3.187 0.069 24.946 -3.520 3.029 -0.966 C2 ESB 2 ESB C1 C1 C 0 1 N N N N N N 2.411 -0.382 26.189 -2.836 2.380 0.239 C1 ESB 3 ESB N1 N1 N 0 1 N N N N N N 1.142 -1.094 25.831 -3.142 0.948 0.261 N1 ESB 4 ESB N N N 0 1 N N N Y Y N -0.916 3.264 25.717 1.839 1.237 1.301 N ESB 5 ESB CA CA C 0 1 N N S Y N N -1.772 3.480 26.881 2.377 0.161 0.457 CA ESB 6 ESB C C C 0 1 N N N Y N Y -1.261 4.510 27.860 3.802 0.480 0.084 C ESB 7 ESB O O O 0 1 N N N Y N Y -0.071 4.829 27.915 4.205 1.617 0.154 O ESB 8 ESB CB CB C 0 1 N N N N N N -2.079 2.177 27.664 1.532 0.038 -0.813 CB ESB 9 ESB CG CG C 0 1 N N N N N N -1.834 0.859 26.949 0.137 -0.400 -0.448 CG ESB 10 ESB CD1 CD1 C 0 1 N N N N N N -3.007 -0.041 26.494 -0.159 -1.829 -0.280 CD1 ESB 11 ESB CD2 CD2 C 0 1 N N N N N N -0.531 0.461 26.706 -0.828 0.517 -0.272 CD2 ESB 12 ESB CE1 CE1 C 0 1 N N N N N N -2.594 -1.329 25.791 -1.461 -2.265 0.063 CE1 ESB 13 ESB CE2 CE2 C 0 1 N N N N N N -0.217 -0.734 26.055 -2.191 0.076 0.086 CE2 ESB 14 ESB CZ CZ C 0 1 N N N N N N -1.231 -1.610 25.607 -2.462 -1.373 0.243 CZ ESB 15 ESB OH OH O 0 1 N N N N N N -0.917 -2.781 24.967 -3.704 -1.800 0.570 OH ESB 16 ESB OXT OXT O 0 1 N Y N Y N Y -2.211 5.035 28.625 4.623 -0.499 -0.328 OXT ESB 17 ESB H2C H2 H 0 1 N N N N N N 2.493 0.177 24.099 -3.156 2.566 -1.883 H2 ESB 18 ESB H2A H2A H 0 1 N N N N N N 3.672 1.035 25.148 -4.598 2.889 -0.891 H2A ESB 19 ESB H2B H2B H 0 1 N N N N N N 3.952 -0.682 24.699 -3.292 4.095 -0.983 H2B ESB 20 ESB H1 H1 H 0 1 N N N N N N 3.046 -1.066 26.771 -1.758 2.520 0.164 H1 ESB 21 ESB H1A H1A H 0 1 N N N N N N 2.147 0.514 26.770 -3.200 2.844 1.156 H1A ESB 22 ESB H HN H 0 1 N N N Y Y N -1.480 3.215 24.893 1.856 2.121 0.814 HN ESB 23 ESB H2 HNA H 0 1 N Y N Y Y N -0.269 4.022 25.634 0.907 1.016 1.617 HNA ESB 24 ESB HA HA H 0 1 N N N Y N N -2.696 3.869 26.428 2.347 -0.780 1.006 HA ESB 25 ESB HB HB H 0 1 N N N N N N -1.437 2.181 28.557 1.489 1.005 -1.315 HB ESB 26 ESB HBA HBA H 0 1 N N N N N N -3.162 2.204 27.852 1.982 -0.698 -1.479 HBA ESB 27 ESB HD2 HD2 H 0 1 N N N N N N 0.276 1.100 27.033 -0.609 1.569 -0.391 HD2 ESB 28 ESB HE1 HE1 H 0 1 N N N N N N -3.345 -2.020 25.437 -1.657 -3.320 0.181 HE1 ESB 29 ESB HOH HOH H 0 1 N N N N N N -0.844 -2.622 24.033 -3.779 -2.761 0.654 HOH ESB 30 ESB HXT HOXT H 0 0 N Y N Y N Y -1.829 5.681 29.207 5.528 -0.246 -0.556 HOXT ESB 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 ESB OX CD1 DOUB N N 1 ESB C2 C1 SING N N 2 ESB C1 N1 SING N N 3 ESB N1 CE2 DOUB N N 4 ESB N CA SING N N 5 ESB CA C SING N N 6 ESB CA CB SING N N 7 ESB C O DOUB N N 8 ESB C OXT SING N N 9 ESB CB CG SING N N 10 ESB CG CD1 SING N N 11 ESB CG CD2 DOUB N N 12 ESB CD1 CE1 SING N N 13 ESB CD2 CE2 SING N N 14 ESB CE1 CZ DOUB N N 15 ESB CE2 CZ SING N N 16 ESB CZ OH SING N N 17 ESB C2 H2C SING N N 18 ESB C2 H2A SING N N 19 ESB C2 H2B SING N N 20 ESB C1 H1 SING N N 21 ESB C1 H1A SING N N 22 ESB N H SING N N 23 ESB N H2 SING N N 24 ESB CA HA SING N N 25 ESB CB HB SING N N 26 ESB CB HBA SING N N 27 ESB CD2 HD2 SING N N 28 ESB CE1 HE1 SING N N 29 ESB OH HOH SING N N 30 ESB OXT HXT SING N N 31 # 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 ESB SMILES ACDLabs 10.04 "O=C1C=C(O)/C(=N/CC)C=C1CC(C(=O)O)N" ESB SMILES_CANONICAL CACTVS 3.341 "CCN=C1C=C(C[C@H](N)C(O)=O)C(=O)C=C1O" ESB SMILES CACTVS 3.341 "CCN=C1C=C(C[CH](N)C(O)=O)C(=O)C=C1O" ESB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC/N=C/1\C=C(C(=O)C=C1O)C[C@@H](C(=O)O)N" ESB SMILES "OpenEye OEToolkits" 1.5.0 "CCN=C1C=C(C(=O)C=C1O)CC(C(=O)O)N" ESB InChI InChI 1.03 "InChI=1S/C11H14N2O4/c1-2-13-8-4-6(3-7(12)11(16)17)9(14)5-10(8)15/h4-5,7,15H,2-3,12H2,1H3,(H,16,17)/b13-8+/t7-/m0/s1" ESB InChIKey InChI 1.03 SLIKWDKENRTLAW-AXGKHFFLSA-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 ESB "SYSTEMATIC NAME" ACDLabs 10.04 "3-[(3E)-3-(ethylimino)-4-hydroxy-6-oxocyclohexa-1,4-dien-1-yl]-L-alanine" ESB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[(3E)-3-ethylimino-4-hydroxy-6-oxo-1-cyclohexa-1,4-dienyl]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 ESB "Create component" 2008-04-03 PDBJ ESB "Modify descriptor" 2011-06-04 RCSB ESB "Modify backbone" 2023-11-03 PDBE #