data_SKD
# 
_chem_comp.id                                    SKD 
_chem_comp.name                                  "2-ACETYLAMINO-7-(1,2-DIHYDROXY-ETHYL)-3-HYDROXY-6,8-DIOXA-BICYCLO[3.2.1]OCTANE-5-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H17 N O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         2,7-ANHYDRO-NEU5AC 
_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                        291.255 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SKD 
_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        2SLI 
_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 
SKD C1   C1   C 0 1 N N N 1.768 7.427 36.092 -2.791 -0.223 -0.843 C1   SKD 1  
SKD C2   C2   C 0 1 N N S 3.053 7.223 36.906 -1.404 0.067  -0.330 C2   SKD 2  
SKD C3   C3   C 0 1 N N N 4.256 6.883 36.005 -1.440 1.038  0.860  C3   SKD 3  
SKD C4   C4   C 0 1 N N S 5.534 7.444 36.673 -0.004 1.434  1.219  C4   SKD 4  
SKD C5   C5   C 0 1 N N R 5.465 7.266 38.209 0.842  0.167  1.389  C5   SKD 5  
SKD C6   C6   C 0 1 N N R 4.137 7.877 38.760 0.669  -0.712 0.141  C6   SKD 6  
SKD C7   C7   C 0 1 N N R 3.337 6.637 39.152 0.772  0.207  -1.099 C7   SKD 7  
SKD C8   C8   C 0 1 N N R 2.176 6.953 40.107 1.315  -0.574 -2.297 C8   SKD 8  
SKD C9   C9   C 0 1 N N N 2.682 7.498 41.445 1.342  0.333  -3.528 C9   SKD 9  
SKD C10  C10  C 0 1 N N N 7.168 7.272 39.930 0.953  -0.314 3.775  C10  SKD 10 
SKD C11  C11  C 0 1 N N N 8.412 7.911 40.514 0.492  -1.070 4.995  C11  SKD 11 
SKD N5   N5   N 0 1 N N N 6.642 7.835 38.846 0.394  -0.567 2.575  N5   SKD 12 
SKD O1A  O1A  O 0 1 N N N 1.694 6.937 34.939 -3.082 0.044  -1.984 O1A  SKD 13 
SKD O1B  O1B  O 0 1 N N N 0.807 8.035 36.612 -3.703 -0.782 -0.031 O1B  SKD 14 
SKD O4   O4   O 0 1 N N N 6.703 6.806 36.158 0.545  2.238  0.173  O4   SKD 15 
SKD O6   O6   O 0 1 N N N 3.397 8.389 37.646 -0.722 -1.129 0.105  O6   SKD 16 
SKD O7   O7   O 0 1 N N N 2.808 6.184 37.882 -0.575 0.643  -1.356 O7   SKD 17 
SKD O8   O8   O 0 1 N N N 1.303 7.902 39.508 2.640  -1.026 -2.009 O8   SKD 18 
SKD O9   O9   O 0 1 N N N 3.049 8.861 41.291 1.850  -0.396 -4.647 O9   SKD 19 
SKD O10  O10  O 0 1 N N N 6.661 6.301 40.494 1.826  0.521  3.874  O10  SKD 20 
SKD H31  1H3  H 0 1 N N N 4.330 5.793 35.780 -1.910 0.552  1.714  H31  SKD 21 
SKD H32  2H3  H 0 1 N N N 4.124 7.243 34.958 -2.007 1.929  0.587  H32  SKD 22 
SKD H4   H4   H 0 1 N N N 5.595 8.532 36.437 -0.004 2.000  2.150  H4   SKD 23 
SKD H5   H5   H 0 1 N N N 5.460 6.178 38.453 1.891  0.440  1.503  H5   SKD 24 
SKD H6   H6   H 0 1 N N N 4.309 8.643 39.551 1.365  -1.550 0.103  H6   SKD 25 
SKD H7   H7   H 0 1 N N N 3.967 5.892 39.692 1.412  1.062  -0.883 H7   SKD 26 
SKD H8   H8   H 0 1 N N N 1.627 6.002 40.303 0.672  -1.432 -2.492 H8   SKD 27 
SKD H91  1H9  H 0 1 N N N 1.943 7.350 42.267 0.332  0.678  -3.748 H91  SKD 28 
SKD H92  2H9  H 0 1 N N N 3.511 6.882 41.864 1.985  1.191  -3.333 H92  SKD 29 
SKD H111 1H11 H 0 0 N N N 8.853 7.439 41.422 1.055  -0.732 5.866  H111 SKD 30 
SKD H112 2H11 H 0 0 N N N 9.193 7.989 39.722 -0.569 -0.887 5.156  H112 SKD 31 
SKD H113 3H11 H 0 0 N N N 8.212 8.989 40.717 0.659  -2.137 4.846  H113 SKD 32 
SKD HN5  HN5  H 0 1 N N N 7.123 8.671 38.515 -0.304 -1.235 2.497  HN5  SKD 33 
SKD HOB1 1HOB H 0 0 N N N 0.011 8.161 36.108 -4.593 -0.969 -0.361 HOB1 SKD 34 
SKD HO4  HO4  H 0 1 N N N 7.487 7.150 36.568 -0.015 3.022  0.099  HO4  SKD 35 
SKD HO8  HO8  H 0 1 N N N 0.585 8.097 40.098 3.174  -0.238 -1.843 HO8  SKD 36 
SKD HO9  HO9  H 0 1 N N N 3.363 9.199 42.121 1.850  0.210  -5.400 HO9  SKD 37 
# 
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 
SKD C1  C2   SING N N 1  
SKD C1  O1A  DOUB N N 2  
SKD C1  O1B  SING N N 3  
SKD C2  C3   SING N N 4  
SKD C2  O6   SING N N 5  
SKD C2  O7   SING N N 6  
SKD C3  C4   SING N N 7  
SKD C3  H31  SING N N 8  
SKD C3  H32  SING N N 9  
SKD C4  C5   SING N N 10 
SKD C4  O4   SING N N 11 
SKD C4  H4   SING N N 12 
SKD C5  C6   SING N N 13 
SKD C5  N5   SING N N 14 
SKD C5  H5   SING N N 15 
SKD C6  C7   SING N N 16 
SKD C6  O6   SING N N 17 
SKD C6  H6   SING N N 18 
SKD C7  C8   SING N N 19 
SKD C7  O7   SING N N 20 
SKD C7  H7   SING N N 21 
SKD C8  C9   SING N N 22 
SKD C8  O8   SING N N 23 
SKD C8  H8   SING N N 24 
SKD C9  O9   SING N N 25 
SKD C9  H91  SING N N 26 
SKD C9  H92  SING N N 27 
SKD C10 C11  SING N N 28 
SKD C10 N5   SING N N 29 
SKD C10 O10  DOUB N N 30 
SKD C11 H111 SING N N 31 
SKD C11 H112 SING N N 32 
SKD C11 H113 SING N N 33 
SKD N5  HN5  SING N N 34 
SKD O1B HOB1 SING N N 35 
SKD O4  HO4  SING N N 36 
SKD O8  HO8  SING N N 37 
SKD O9  HO9  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 
SKD SMILES           ACDLabs              10.04 O=C(NC1C(O)CC2(OC1C(O2)C(O)CO)C(=O)O)C                                                                                                                     
SKD InChI            InChI                1.02b InChI=1/C11H17NO8/c1-4(14)12-7-5(15)2-11(10(17)18)19-8(6(16)3-13)9(7)20-11/h5-9,13,15-16H,2-3H2,1H3,(H,12,14)(H,17,18)/t5-,6+,7+,8+,9+,11+/m0/s1/f/h12,17H 
SKD InChIKey         InChI                1.02b NCMJSVDTRDLWJE-KBNRWCSKDO                                                                                                                                  
SKD SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H]1[C@@H](O)C[C@]2(O[C@H]([C@H](O)CO)[C@@H]1O2)C(O)=O                                                                                           
SKD SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](O)C[C]2(O[CH]([CH](O)CO)[CH]1O2)C(O)=O                                                                                                    
SKD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H]1[C@H](C[C@@]2(O[C@H]1[C@H](O2)[C@@H](CO)O)C(=O)O)O                                                                                           
SKD SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(CC2(OC1C(O2)C(CO)O)C(=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 
SKD "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,2R,3S,5S,7R)-2-(acetylamino)-7-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-6,8-dioxabicyclo[3.2.1]octane-5-carboxylic acid (non-preferred name)" 
SKD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3S,4R,5R,6R)-4-acetamido-6-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-7,8-dioxabicyclo[3.2.1]octane-1-carboxylic acid"                          
# 
