data_IEM
# 
_chem_comp.id                                    IEM 
_chem_comp.name                                  "5-ACETAMIDO-5,6-DIHYDRO-4-HYDROXY-6-ISOBUTOXY-4H-PYRAN-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H19 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ISOBUTYL ETHER MIMETIC" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-28 
_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                        273.282 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IEM 
_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        2F11 
_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 
IEM C1   C1   C 0 1 N N N 34.226 30.383 24.433 1.190  -3.282 -0.103 C1   IEM 1  
IEM C2   C2   C 0 1 N N N 34.011 30.336 25.842 0.351  -2.077 0.012  C2   IEM 2  
IEM C3   C3   C 0 1 N N N 33.192 31.448 26.593 -0.899 -2.258 0.393  C3   IEM 3  
IEM C4   C4   C 0 1 N N S 32.625 30.880 27.943 -1.862 -1.111 0.569  C4   IEM 4  
IEM C5   C5   C 0 1 N N R 33.586 29.909 28.668 -1.226 0.145  -0.045 C5   IEM 5  
IEM C6   C6   C 0 1 N N R 33.894 28.762 27.664 0.251  0.163  0.371  C6   IEM 6  
IEM O7   O7   O 0 1 N N N 34.821 27.658 28.198 0.838  1.410  -0.007 O7   IEM 7  
IEM C7   C7   C 0 1 N N N 35.106 26.548 27.151 2.171  1.410  0.507  C7   IEM 8  
IEM C8   C8   C 0 1 N N N 36.050 25.480 27.711 2.860  2.725  0.136  C8   IEM 9  
IEM C9   C9   C 0 1 N N N 36.478 24.572 26.570 4.242  2.779  0.791  C9   IEM 10 
IEM C10  C10  C 0 1 N N N 35.335 24.701 28.805 3.012  2.810  -1.384 C10  IEM 11 
IEM C11  C11  C 0 1 N N N 33.375 29.607 31.166 -3.028 1.783  -0.139 C11  IEM 12 
IEM C12  C12  C 0 1 N N N 32.580 29.048 32.323 -3.725 3.015  0.379  C12  IEM 13 
IEM N5   N5   N 0 1 N N N 32.918 29.430 29.904 -1.903 1.343  0.459  N5   IEM 14 
IEM O1A  O1A  O 0 1 N N N 34.541 29.268 23.709 2.478  -3.173 -0.487 O1A  IEM 15 
IEM O1B  O1B  O 0 1 N N N 34.142 31.501 23.799 0.722  -4.375 0.148  O1B  IEM 16 
IEM O4   O4   O 0 1 N N N 32.305 31.991 28.782 -3.091 -1.406 -0.097 O4   IEM 17 
IEM O6   O6   O 0 1 N N N 34.560 29.347 26.478 0.935  -0.902 -0.281 O6   IEM 18 
IEM O11  O11  O 0 1 N N N 34.545 30.276 31.468 -3.480 1.187  -1.094 O11  IEM 19 
IEM H3   H3   H 0 1 N N N 33.041 32.455 26.233 -1.246 -3.262 0.585  H3   IEM 20 
IEM H4   H4   H 0 1 N N N 31.733 30.279 27.712 -2.048 -0.946 1.630  H4   IEM 21 
IEM H5   H5   H 0 1 N N N 34.533 30.378 28.973 -1.303 0.106  -1.132 H5   IEM 22 
IEM H6   H6   H 0 1 N N N 32.924 28.292 27.446 0.326  0.037  1.451  H6   IEM 23 
IEM H71  1H7  H 0 1 N N N 35.586 27.011 26.276 2.726  0.576  0.079  H71  IEM 24 
IEM H72  2H7  H 0 1 N N N 34.155 26.070 26.872 2.142  1.309  1.592  H72  IEM 25 
IEM H8   H8   H 0 1 N N N 36.946 25.939 28.154 2.258  3.563  0.488  H8   IEM 26 
IEM H91  1H9  H 0 1 N N N 35.719 23.790 26.420 4.733  3.716  0.526  H91  IEM 27 
IEM H92  2H9  H 0 1 N N N 37.443 24.105 26.816 4.134  2.719  1.874  H92  IEM 28 
IEM H93  3H9  H 0 1 N N N 36.581 25.164 25.649 4.844  1.942  0.439  H93  IEM 29 
IEM H101 1H10 H 0 0 N N N 34.370 25.181 29.025 2.028  2.771  -1.850 H101 IEM 30 
IEM H102 2H10 H 0 0 N N N 35.956 24.691 29.713 3.503  3.746  -1.649 H102 IEM 31 
IEM H103 3H10 H 0 0 N N N 35.162 23.668 28.468 3.614  1.972  -1.736 H103 IEM 32 
IEM H121 1H12 H 0 0 N N N 32.148 28.078 32.036 -3.176 3.409  1.234  H121 IEM 33 
IEM H122 2H12 H 0 0 N N N 31.772 29.747 32.584 -3.763 3.768  -0.407 H122 IEM 34 
IEM H123 3H12 H 0 0 N N N 33.241 28.912 33.191 -4.739 2.757  0.685  H123 IEM 35 
IEM HN5  HN5  H 0 1 N N N 32.057 28.934 29.795 -1.542 1.819  1.222  HN5  IEM 36 
IEM H1A  H1A  H 0 1 N N N 34.656 29.505 22.796 3.029  -3.964 -0.563 H1A  IEM 37 
IEM HO4  HO4  H 0 1 N N N 32.234 31.698 29.683 -3.442 -2.211 0.308  HO4  IEM 38 
# 
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 
IEM C1  C2   SING N N 1  
IEM C1  O1A  SING N N 2  
IEM C1  O1B  DOUB N N 3  
IEM C2  C3   DOUB N N 4  
IEM C2  O6   SING N N 5  
IEM C3  C4   SING N N 6  
IEM C3  H3   SING N N 7  
IEM C4  C5   SING N N 8  
IEM C4  O4   SING N N 9  
IEM C4  H4   SING N N 10 
IEM C5  C6   SING N N 11 
IEM C5  N5   SING N N 12 
IEM C5  H5   SING N N 13 
IEM C6  O7   SING N N 14 
IEM C6  O6   SING N N 15 
IEM C6  H6   SING N N 16 
IEM O7  C7   SING N N 17 
IEM C7  C8   SING N N 18 
IEM C7  H71  SING N N 19 
IEM C7  H72  SING N N 20 
IEM C8  C9   SING N N 21 
IEM C8  C10  SING N N 22 
IEM C8  H8   SING N N 23 
IEM C9  H91  SING N N 24 
IEM C9  H92  SING N N 25 
IEM C9  H93  SING N N 26 
IEM C10 H101 SING N N 27 
IEM C10 H102 SING N N 28 
IEM C10 H103 SING N N 29 
IEM C11 C12  SING N N 30 
IEM C11 N5   SING N N 31 
IEM C11 O11  DOUB N N 32 
IEM C12 H121 SING N N 33 
IEM C12 H122 SING N N 34 
IEM C12 H123 SING N N 35 
IEM N5  HN5  SING N N 36 
IEM O1A H1A  SING N N 37 
IEM O4  HO4  SING N N 38 
# 
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 
IEM SMILES           ACDLabs              10.04 O=C(O)C=1OC(OCC(C)C)C(NC(=O)C)C(O)C=1                                                                                                           
IEM InChI            InChI                1.02b InChI=1/C12H19NO6/c1-6(2)5-18-12-10(13-7(3)14)8(15)4-9(19-12)11(16)17/h4,6,8,10,12,15H,5H2,1-3H3,(H,13,14)(H,16,17)/t8-,10+,12+/m0/s1/f/h13,16H 
IEM InChIKey         InChI                1.02b QDVFOADQCFRSSP-WAFHALSIDO                                                                                                                       
IEM SMILES_CANONICAL CACTVS               3.341 CC(C)CO[C@@H]1OC(=C[C@H](O)[C@H]1NC(C)=O)C(O)=O                                                                                                 
IEM SMILES           CACTVS               3.341 CC(C)CO[CH]1OC(=C[CH](O)[CH]1NC(C)=O)C(O)=O                                                                                                     
IEM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CO[C@H]1[C@@H]([C@H](C=C(O1)C(=O)O)O)NC(=O)C                                                                                               
IEM SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)COC1C(C(C=C(O1)C(=O)O)O)NC(=O)C                                                                                                            
# 
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 
IEM "SYSTEMATIC NAME" ACDLabs              10.04 "2-methylpropyl 2-(acetylamino)-2,4-dideoxy-alpha-L-threo-hex-4-enopyranosiduronic acid"      
IEM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-4-hydroxy-6-(2-methylpropoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid" 
# 
