data_28K # _chem_comp.id 28K _chem_comp.name "(2E)-3-{(2S)-2-[(1R)-1-hydroxyethyl]oxiran-2-yl}prop-2-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C7 H10 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-10 _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 158.152 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 28K _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 4MEX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 28K CAH CAH C 0 1 N N R N N N 13.164 99.197 3.506 2.180 -0.563 0.411 CAH 28K 1 28K CBP CBP C 0 1 N N N N N N 12.158 98.055 3.346 1.452 -1.758 1.029 CBP 28K 2 28K CAG CAG C 0 1 N N S N N N 14.240 99.082 2.433 1.157 0.498 -0.002 CAG 28K 3 28K OBO OBO O 0 1 N N N N N N 14.303 97.859 1.680 1.227 1.775 0.636 OBO 28K 4 28K CBN CBN C 0 1 N N N N N N 13.794 99.041 1.003 1.675 1.745 -0.722 CBN 28K 5 28K CAF CAF C 0 1 N N N N N N 15.434 99.730 2.725 -0.204 -0.021 -0.388 CAF 28K 6 28K CAE CAE C 0 1 N N N N N N 16.519 99.611 1.865 -1.281 0.370 0.289 CAE 28K 7 28K CAD CAD C 0 1 N N N Y N Y 17.714 100.259 2.158 -2.609 -0.136 -0.087 CAD 28K 8 28K OBM OBM O 0 1 N N N Y N Y 17.810 100.938 3.178 -2.723 -0.912 -1.016 OBM 28K 9 28K H40 H40 H 0 1 N N N N N N 13.642 99.104 4.492 2.868 -0.139 1.142 H40 28K 10 28K H41 H41 H 0 1 N N N N N N 11.382 98.138 4.121 0.764 -2.183 0.298 H41 28K 11 28K H42 H42 H 0 1 N N N N N N 11.691 98.114 2.352 2.180 -2.514 1.324 H42 28K 12 28K H43 H43 H 0 1 N N N N N N 12.678 97.091 3.450 0.894 -1.431 1.906 H43 28K 13 28K H44 H44 H 0 1 N N N N N N 14.391 99.533 0.221 2.747 1.817 -0.905 H44 28K 14 28K H45 H45 H 0 1 N N N N N N 12.726 99.120 0.753 1.034 2.198 -1.479 H45 28K 15 28K H46 H46 H 0 1 N N N N N N 15.519 100.327 3.621 -0.306 -0.710 -1.213 H46 28K 16 28K H47 H47 H 0 1 N N N N N N 16.434 99.015 0.968 -1.180 1.059 1.114 H47 28K 17 28K OXT OXT O 0 1 N Y N Y N Y ? ? ? -3.700 0.260 0.598 OXT 28K 18 28K HXT HXT H 0 1 N Y N Y N Y ? ? ? -4.551 -0.100 0.314 HXT 28K 19 28K O1 O1 O 0 1 N Y N N N N ? ? ? 2.911 -0.993 -0.739 O1 28K 20 28K H1 H1 H 0 1 N Y N N N N ? ? ? 3.579 -1.667 -0.551 H1 28K 21 # 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 28K CBN OBO SING N N 1 28K CBN CAG SING N N 2 28K OBO CAG SING N N 3 28K CAE CAD SING N N 4 28K CAE CAF DOUB N E 5 28K CAD OBM DOUB N N 6 28K CAG CAF SING N N 7 28K CAG CAH SING N N 8 28K CBP CAH SING N N 9 28K CAH H40 SING N N 10 28K CBP H41 SING N N 11 28K CBP H42 SING N N 12 28K CBP H43 SING N N 13 28K CBN H44 SING N N 14 28K CBN H45 SING N N 15 28K CAF H46 SING N N 16 28K CAE H47 SING N N 17 28K CAD OXT SING N N 18 28K OXT HXT SING N N 19 28K CAH O1 SING N N 20 28K O1 H1 SING N N 21 # 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 28K SMILES ACDLabs 12.01 "O=C(O)\C=C\C1(OC1)C(O)C" 28K InChI InChI 1.03 "InChI=1S/C7H10O4/c1-5(8)7(4-11-7)3-2-6(9)10/h2-3,5,8H,4H2,1H3,(H,9,10)/b3-2+/t5?,7-/m0/s1" 28K InChIKey InChI 1.03 CNIDXLQTSZGEDS-CKNBPPIJSA-N 28K SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@@]1(CO1)/C=C/C(O)=O" 28K SMILES CACTVS 3.385 "C[CH](O)[C]1(CO1)C=CC(O)=O" 28K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]([C@@]1(CO1)/C=C/C(=O)O)O" 28K SMILES "OpenEye OEToolkits" 1.7.6 "CC(C1(CO1)C=CC(=O)O)O" # 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 28K "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-3-{(2S)-2-[(1R)-1-hydroxyethyl]oxiran-2-yl}prop-2-enoic acid" 28K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[(2S)-2-[(1S)-1-oxidanylethyl]oxiran-2-yl]prop-2-enoic 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 28K "Create component" 2013-09-10 RCSB 28K "Initial release" 2014-05-21 RCSB 28K "Modify backbone" 2023-11-03 PDBE #