data_G28
# 
_chem_comp.id                                    G28 
_chem_comp.name                                  "5-N-ACETYL-4-AMINO-6-DIETHYLCARBOXAMIDE-4,5-DIHYDRO-2H-PYRAN-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H23 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        301.339 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G28 
_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        ? 
_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 
G28 C1   C1   C 0 1 N N N 23.450 19.658 64.758 3.112  -0.882 -0.080 C1   G28 1  
G28 O1A  O1A  O 0 1 N N N 24.163 20.623 65.069 4.278  -0.254 0.142  O1A  G28 2  
G28 O1B  O1B  O 0 1 N N N 22.224 19.671 64.985 3.098  -2.070 -0.297 O1B  G28 3  
G28 C2   C2   C 0 1 N N R 24.088 18.595 64.081 1.822  -0.104 -0.059 C2   G28 4  
G28 C3   C3   C 0 1 N N N 23.380 17.540 63.565 1.871  0.989  -1.128 C3   G28 5  
G28 C4   C4   C 0 1 N N S 24.039 16.486 62.669 0.569  1.796  -1.077 C4   G28 6  
G28 C5   C5   C 0 1 N N R 25.535 16.496 62.819 -0.611 0.827  -1.189 C5   G28 7  
G28 N5   N5   N 0 1 N N N 26.155 15.786 61.672 -0.611 0.206  -2.516 N5   G28 8  
G28 C10  C10  C 0 1 N N N 26.895 14.705 61.882 -1.773 -0.173 -3.083 C10  G28 9  
G28 O10  O10  O 0 1 N N N 27.070 14.259 63.009 -2.819 -0.001 -2.494 O10  G28 10 
G28 C11  C11  C 0 1 N N N 27.499 14.041 60.658 -1.773 -0.812 -4.448 C11  G28 11 
G28 C6   C6   C 0 1 N N R 26.057 17.938 62.838 -0.474 -0.254 -0.116 C6   G28 12 
G28 O6   O6   O 0 1 N N N 25.494 18.649 63.895 0.732  -0.986 -0.321 O6   G28 13 
G28 C7   C7   C 0 1 N N N 27.559 17.921 63.096 -0.443 0.391  1.244  C7   G28 14 
G28 O7   O7   O 0 1 N N N 27.909 17.589 64.226 0.486  1.104  1.557  O7   G28 15 
G28 N8   N8   N 0 1 N N N 28.451 18.257 62.155 -1.450 0.176  2.115  N8   G28 16 
G28 C81  C81  C 0 1 N N N 29.833 18.190 62.634 -1.357 0.692  3.483  C81  G28 17 
G28 C82  C82  C 0 1 N N N 30.398 16.809 62.303 -0.698 -0.357 4.380  C82  G28 18 
G28 C9   C9   C 0 1 N N N 28.051 18.684 60.820 -2.636 -0.571 1.693  C9   G28 19 
G28 C91  C91  C 0 1 N N N 28.135 20.172 60.776 -2.379 -2.070 1.859  C91  G28 20 
G28 N4   N4   N 0 1 N N N 23.578 15.204 63.075 0.491  2.528  0.193  N4   G28 21 
G28 HO1  HO1  H 0 1 N N N 25.097 20.613 64.896 5.106  -0.753 0.128  HO1  G28 22 
G28 H2   H2   H 0 1 N N N 23.483 18.029 64.828 1.690  0.352  0.921  H2   G28 23 
G28 H31  1H3  H 0 1 N N N 22.892 17.008 64.415 2.717  1.649  -0.935 H31  G28 24 
G28 H32  2H3  H 0 1 N N N 22.502 17.954 63.015 1.979  0.533  -2.112 H32  G28 25 
G28 H4   H4   H 0 1 N N N 23.776 16.712 61.609 0.543  2.502  -1.907 H4   G28 26 
G28 H5   H5   H 0 1 N N N 25.798 15.989 63.776 -1.544 1.370  -1.041 H5   G28 27 
G28 HN5  HN5  H 0 1 N N N 26.068 16.054 60.691 0.225  0.068  -2.987 HN5  G28 28 
G28 H111 1H11 H 0 0 N N N 28.120 13.132 60.834 -2.797 -1.049 -4.738 H111 G28 29 
G28 H112 2H11 H 0 0 N N N 26.692 13.804 59.925 -1.341 -0.121 -5.172 H112 G28 30 
G28 H113 3H11 H 0 0 N N N 28.088 14.790 60.079 -1.182 -1.727 -4.421 H113 G28 31 
G28 H6   H6   H 0 1 N N N 25.799 18.408 61.860 -1.324 -0.934 -0.175 H6   G28 32 
G28 H811 1H81 H 0 0 N N N 30.464 19.017 62.233 -2.357 0.914  3.857  H811 G28 33 
G28 H812 2H81 H 0 0 N N N 29.922 18.439 63.717 -0.757 1.602  3.489  H812 G28 34 
G28 H821 1H82 H 0 0 N N N 31.450 16.758 62.667 -0.629 0.025  5.398  H821 G28 35 
G28 H822 2H82 H 0 0 N N N 29.766 15.982 62.703 -1.298 -1.267 4.375  H822 G28 36 
G28 H823 3H82 H 0 0 N N N 30.308 16.559 61.220 0.300  -0.579 4.007  H823 G28 37 
G28 H91  1H9  H 0 1 N N N 28.642 18.192 60.012 -3.488 -0.278 2.307  H91  G28 38 
G28 H92  2H9  H 0 1 N N N 27.047 18.297 60.523 -2.850 -0.353 0.647  H92  G28 39 
G28 H911 1H91 H 0 0 N N N 27.829 20.498 59.754 -3.295 -2.622 1.645  H911 G28 40 
G28 H912 2H91 H 0 0 N N N 27.543 20.663 61.583 -1.597 -2.383 1.168  H912 G28 41 
G28 H913 3H91 H 0 0 N N N 29.138 20.558 61.072 -2.063 -2.274 2.882  H913 G28 42 
G28 HN41 1HN4 H 0 0 N N N 24.016 14.502 62.478 1.293  3.140  0.225  HN41 G28 43 
G28 HN42 2HN4 H 0 0 N N N 22.560 15.135 63.078 -0.323 3.120  0.138  HN42 G28 44 
# 
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 
G28 C1  O1A  SING N N 1  
G28 C1  O1B  DOUB N N 2  
G28 C1  C2   SING N N 3  
G28 O1A HO1  SING N N 4  
G28 C2  C3   SING N N 5  
G28 C2  O6   SING N N 6  
G28 C2  H2   SING N N 7  
G28 C3  C4   SING N N 8  
G28 C3  H31  SING N N 9  
G28 C3  H32  SING N N 10 
G28 C4  C5   SING N N 11 
G28 C4  N4   SING N N 12 
G28 C4  H4   SING N N 13 
G28 C5  N5   SING N N 14 
G28 C5  C6   SING N N 15 
G28 C5  H5   SING N N 16 
G28 N5  C10  SING N N 17 
G28 N5  HN5  SING N N 18 
G28 C10 O10  DOUB N N 19 
G28 C10 C11  SING N N 20 
G28 C11 H111 SING N N 21 
G28 C11 H112 SING N N 22 
G28 C11 H113 SING N N 23 
G28 C6  O6   SING N N 24 
G28 C6  C7   SING N N 25 
G28 C6  H6   SING N N 26 
G28 C7  O7   DOUB N N 27 
G28 C7  N8   SING N N 28 
G28 N8  C81  SING N N 29 
G28 N8  C9   SING N N 30 
G28 C81 C82  SING N N 31 
G28 C81 H811 SING N N 32 
G28 C81 H812 SING N N 33 
G28 C82 H821 SING N N 34 
G28 C82 H822 SING N N 35 
G28 C82 H823 SING N N 36 
G28 C9  C91  SING N N 37 
G28 C9  H91  SING N N 38 
G28 C9  H92  SING N N 39 
G28 C91 H911 SING N N 40 
G28 C91 H912 SING N N 41 
G28 C91 H913 SING N N 42 
G28 N4  HN41 SING N N 43 
G28 N4  HN42 SING N N 44 
# 
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 
G28 SMILES           ACDLabs              10.04 O=C(O)C1OC(C(=O)N(CC)CC)C(NC(=O)C)C(N)C1                                                                                                             
G28 InChI            InChI                1.02b InChI=1/C13H23N3O5/c1-4-16(5-2)12(18)11-10(15-7(3)17)8(14)6-9(21-11)13(19)20/h8-11H,4-6,14H2,1-3H3,(H,15,17)(H,19,20)/t8-,9+,10+,11+/m0/s1/f/h15,19H 
G28 InChIKey         InChI                1.02b BULFTXGJKXVMER-RPUYRPLTDD                                                                                                                            
G28 SMILES_CANONICAL CACTVS               3.341 CCN(CC)C(=O)[C@@H]1O[C@H](C[C@H](N)[C@H]1NC(C)=O)C(O)=O                                                                                              
G28 SMILES           CACTVS               3.341 CCN(CC)C(=O)[CH]1O[CH](C[CH](N)[CH]1NC(C)=O)C(O)=O                                                                                                   
G28 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCN(CC)C(=O)[C@H]1[C@@H]([C@H](CC(O1)C(=O)O)N)NC(=O)C                                                                                                
G28 SMILES           "OpenEye OEToolkits" 1.5.0 CCN(CC)C(=O)C1C(C(CC(O1)C(=O)O)N)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 
G28 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,4S,5R,6R)-5-(acetylamino)-4-amino-6-(diethylcarbamoyl)tetrahydro-2H-pyran-2-carboxylic acid (non-preferred name)" 
G28 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-4-amino-6-(diethylcarbamoyl)oxane-2-carboxylic acid"                                           
# 
