data_LOX
# 
_chem_comp.id                                    LOX 
_chem_comp.name                                  3,4,5-TRIHYDOXY-PIPERIDINE-2-ONE-OXIME 
_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                         "XYLOSE-DERIVED LACTAM OXIME" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-17 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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 
# 
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 N1   N1   N 0 1 N N N 19.932 66.724 35.637 0.806  -1.333 -0.474 N1   LOX 6  
LOX O22  O22  O 0 1 N N N 20.896 67.693 33.538 3.331  -0.708 0.323  O22  LOX 7  
LOX N2   N2   N 0 1 N N N 20.774 68.606 34.516 2.356  0.303  0.140  N2   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  1H5  H 0 1 N N N 20.221 65.273 37.253 -0.707 -2.786 -0.317 H51  LOX 15 
LOX H52  2H5  H 0 1 N N N 18.755 65.075 36.473 -0.370 -1.883 1.182  H52  LOX 16 
LOX HN1  HN1  H 0 1 N N N 20.747 66.227 35.276 1.373  -1.921 -0.997 HN1  LOX 17 
LOX HO22 HO22 H 0 0 N N N 21.246 68.061 32.735 4.144  -0.265 0.604  HO22 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  N1   SING N N 2  
LOX C1  N2   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  N1   SING N N 13 
LOX C5  H51  SING N N 14 
LOX C5  H52  SING N N 15 
LOX N1  HN1  SING N N 16 
LOX O22 N2   SING N N 17 
LOX O22 HO22 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 InChI            InChI                1.02b InChI=1/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/f/h6H/b7-5- 
LOX InChIKey         InChI                1.02b JDBSITHMKSTORG-IOXJDIDQDF                                                                       
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                                                                          
# 
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    
# 
