data_LOX # _chem_comp.id LOX _chem_comp.name "(2Z,3S,4S,5R)-2-hydroxyiminopiperidine-3,4,5-triol" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C5 H10 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3,4,5-TRIHYDOXY-PIPERIDINE-2-ONE-OXIME" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-08-17 _chem_comp.pdbx_modified_date 2020-07-17 _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 162.144 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LOX _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1FH9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LOX _pdbx_chem_comp_synonyms.name "3,4,5-TRIHYDOXY-PIPERIDINE-2-ONE-OXIME" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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.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 LOX C1 C1 C 0 1 N N N 20.284 68.092 35.637 1.162 -0.013 -0.238 C1 LOX 1 LOX C2 C2 C 0 1 N N S 20.108 68.945 36.963 0.095 1.043 -0.437 C2 LOX 2 LOX C3 C3 C 0 1 N N S 19.776 67.994 38.189 -1.184 0.581 0.259 C3 LOX 3 LOX C4 C4 C 0 1 N N R 18.768 66.901 37.782 -1.568 -0.809 -0.254 C4 LOX 4 LOX C5 C5 C 0 1 N N N 19.432 65.906 36.785 -0.463 -1.809 0.099 C5 LOX 5 LOX N5 N1 N 0 1 N N N 19.932 66.724 35.637 0.806 -1.333 -0.474 N5 LOX 6 LOX ON1 O22 O 0 1 N N N 20.896 67.693 33.538 3.331 -0.708 0.323 ON1 LOX 7 LOX N1 N2 N 0 1 N N N 20.774 68.606 34.516 2.356 0.303 0.140 N1 LOX 8 LOX O2 O2 O 0 1 N N N 21.212 69.745 37.252 0.529 2.282 0.128 O2 LOX 9 LOX O3 O3 O 0 1 N N N 19.228 68.749 39.279 -2.241 1.501 -0.020 O3 LOX 10 LOX O4 O4 O 0 1 N N N 18.366 66.161 38.928 -2.794 -1.220 0.356 O4 LOX 11 LOX H2 H2 H 0 1 N N N 19.253 69.638 36.785 -0.092 1.171 -1.503 H2 LOX 12 LOX H3 H3 H 0 1 N N N 20.729 67.513 38.508 -1.015 0.537 1.335 H3 LOX 13 LOX H4 H4 H 0 1 N N N 17.888 67.397 37.308 -1.695 -0.775 -1.336 H4 LOX 14 LOX H51 H51 H 0 1 N N N 20.221 65.273 37.253 -0.707 -2.786 -0.317 H51 LOX 15 LOX H52 H52 H 0 1 N N N 18.755 65.075 36.473 -0.370 -1.883 1.182 H52 LOX 16 LOX HN5 HN1 H 0 1 N N N 20.747 66.227 35.276 1.373 -1.921 -0.997 HN5 LOX 17 LOX HON1 HO22 H 0 0 N N N 21.246 68.061 32.735 4.144 -0.265 0.604 HON1 LOX 18 LOX HO2 HO2 H 0 1 N N N 21.106 70.255 38.046 1.337 2.535 -0.340 HO2 LOX 19 LOX HO3 HO3 H 0 1 N N N 19.029 68.179 40.013 -1.959 2.362 0.319 HO3 LOX 20 LOX HO4 HO4 H 0 1 N N N 17.744 65.487 38.677 -3.000 -2.098 0.006 HO4 LOX 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 LOX C1 C2 SING N N 1 LOX C1 N5 SING N N 2 LOX C1 N1 DOUB N Z 3 LOX C2 C3 SING N N 4 LOX C2 O2 SING N N 5 LOX C2 H2 SING N N 6 LOX C3 C4 SING N N 7 LOX C3 O3 SING N N 8 LOX C3 H3 SING N N 9 LOX C4 C5 SING N N 10 LOX C4 O4 SING N N 11 LOX C4 H4 SING N N 12 LOX C5 N5 SING N N 13 LOX C5 H51 SING N N 14 LOX C5 H52 SING N N 15 LOX N5 HN5 SING N N 16 LOX ON1 N1 SING N N 17 LOX ON1 HON1 SING N N 18 LOX O2 HO2 SING N N 19 LOX O3 HO3 SING N N 20 LOX O4 HO4 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 LOX SMILES ACDLabs 10.04 "OC1C(=N\O)\NCC(O)C1O" LOX SMILES_CANONICAL CACTVS 3.341 "O/N=C/1NC[C@@H](O)[C@H](O)[C@H]/1O" LOX SMILES CACTVS 3.341 "ON=C1NC[CH](O)[CH](O)[CH]1O" LOX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H]([C@@H]([C@H](/C(=N/O)/N1)O)O)O" LOX SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(C(C(=NO)N1)O)O)O" LOX InChI InChI 1.03 "InChI=1S/C5H10N2O4/c8-2-1-6-5(7-11)4(10)3(2)9/h2-4,8-11H,1H2,(H,6,7)/t2-,3+,4-/m1/s1" LOX InChIKey InChI 1.03 JDBSITHMKSTORG-FLRLBIABSA-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 LOX "SYSTEMATIC NAME" ACDLabs 10.04 "(2Z,3S,4S,5R)-3,4,5-trihydroxypiperidin-2-one oxime" LOX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2Z,3S,4S,5R)-2-hydroxyiminopiperidine-3,4,5-triol" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support LOX "CARBOHYDRATE ISOMER" D PDB ? LOX "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LOX "Create component" 2000-08-17 RCSB LOX "Modify descriptor" 2011-06-04 RCSB LOX "Other modification" 2020-07-03 RCSB LOX "Modify name" 2020-07-17 RCSB LOX "Modify synonyms" 2020-07-17 RCSB LOX "Modify linking type" 2020-07-17 RCSB LOX "Modify atom id" 2020-07-17 RCSB LOX "Modify component atom id" 2020-07-17 RCSB ##