data_NAN
# 
_chem_comp.id                                    NAN 
_chem_comp.name                                  "5-N-ACETYL-ALPHA-D-NEURAMINIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C11 H19 N O9" 
_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                   OBS 
_chem_comp.pdbx_replaced_by                      SIA 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        309.270 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NAN 
_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        1HGG 
_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 
NAN C1   C1   C 0 1 N N N -7.663  71.990 28.419 -2.502 -0.832 0.174  C1   NAN 1  
NAN C2   C2   C 0 1 N N R -8.296  73.253 27.798 -2.171 0.628  0.342  C2   NAN 2  
NAN C3   C3   C 0 1 N N N -8.141  74.441 28.737 -1.789 0.898  1.800  C3   NAN 3  
NAN C4   C4   C 0 1 N N S -6.670  74.884 28.823 -0.586 0.023  2.171  C4   NAN 4  
NAN C5   C5   C 0 1 N N R -6.206  75.302 27.430 0.529  0.264  1.148  C5   NAN 5  
NAN C6   C6   C 0 1 N N R -6.345  74.057 26.516 -0.026 0.043  -0.259 C6   NAN 6  
NAN C7   C7   C 0 1 N N R -6.003  74.288 25.050 1.088  0.251  -1.286 C7   NAN 7  
NAN C8   C8   C 0 1 N N R -6.125  73.020 24.204 0.535  0.021  -2.694 C8   NAN 8  
NAN C9   C9   C 0 1 N N N -5.672  73.251 22.766 1.650  0.229  -3.721 C9   NAN 9  
NAN C10  C10  C 0 1 N N N -4.277  76.655 26.791 2.632  -0.329 2.226  C10  NAN 10 
NAN C11  C11  C 0 1 N N N -2.862  77.131 27.043 3.763  -1.292 2.478  C11  NAN 11 
NAN N5   N5   N 0 1 N N N -4.846  75.779 27.602 1.629  -0.671 1.394  N5   NAN 12 
NAN O1A  O1A  O 0 1 N N N -7.826  71.744 29.605 -2.191 -1.408 -0.841 O1A  NAN 13 
NAN O1B  O1B  O 0 1 N N N -7.014  71.216 27.726 -3.141 -1.493 1.152  O1B  NAN 14 
NAN O2   O2   O 0 1 N Y N -9.686  72.971 27.579 -3.312 1.416  -0.003 O2   NAN 15 
NAN O4   O4   O 0 1 N N N -6.442  75.945 29.749 -0.123 0.370  3.478  O4   NAN 16 
NAN O6   O6   O 0 1 N N N -7.703  73.599 26.539 -1.082 0.968  -0.513 O6   NAN 17 
NAN O7   O7   O 0 1 N N N -6.926  75.219 24.550 1.588  1.586  -1.183 O7   NAN 18 
NAN O8   O8   O 0 1 N N N -5.367  71.965 24.719 0.035  -1.313 -2.797 O8   NAN 19 
NAN O9   O9   O 0 1 N N N -5.458  71.976 22.206 1.133  0.014  -5.035 O9   NAN 20 
NAN O10  O10  O 0 1 N N N -4.874  77.040 25.802 2.624  0.753  2.772  O10  NAN 21 
NAN H31  1H3  H 0 1 N N N -8.543  74.195 29.725 -2.631 0.655  2.448  H31  NAN 22 
NAN H32  2H3  H 0 1 N N N -8.758  75.268 28.368 -1.526 1.949  1.919  H32  NAN 23 
NAN H4   H4   H 0 1 N N N -6.053  74.028 29.179 -0.878 -1.026 2.153  H4   NAN 24 
NAN H5   H5   H 0 1 N N N -6.853  76.113 27.057 0.893  1.287  1.240  H5   NAN 25 
NAN H6   H6   H 0 1 N N N -5.668  73.272 26.890 -0.408 -0.973 -0.341 H6   NAN 26 
NAN H7   H7   H 0 1 N N N -4.980  74.670 24.955 1.896  -0.454 -1.093 H7   NAN 27 
NAN H8   H8   H 0 1 N N N -7.184  72.705 24.202 -0.272 0.728  -2.887 H8   NAN 28 
NAN H91  1H9  H 0 1 N N N -4.747  73.852 22.725 2.031  1.247  -3.642 H91  NAN 29 
NAN H92  2H9  H 0 1 N N N -6.459  73.806 22.234 2.457  -0.476 -3.528 H92  NAN 30 
NAN H111 1H11 H 0 0 N N N -2.264  76.339 27.511 4.474  -0.844 3.172  H111 NAN 31 
NAN H112 2H11 H 0 0 N N N -2.875  78.010 27.702 3.368  -2.213 2.907  H112 NAN 32 
NAN H113 3H11 H 0 0 N N N -2.387  77.403 26.087 4.266  -1.516 1.537  H113 NAN 33 
NAN HN5  HN5  H 0 1 N N N -4.395  75.494 28.415 1.635  -1.538 0.957  HN5  NAN 34 
NAN HOB1 1HOB H 0 0 N N N -6.624  70.438 28.108 -3.353 -2.430 1.044  HOB1 NAN 35 
NAN HO2  HO2  H 0 1 N N N -10.075 73.748 27.196 -3.519 1.217  -0.926 HO2  NAN 36 
NAN HO4  HO4  H 0 1 N N N -6.940  75.767 30.548 -0.854 0.203  4.087  HO4  NAN 37 
NAN HO7  HO7  H 0 1 N N N -7.786  74.940 24.881 0.844  2.177  -1.360 HO7  NAN 38 
NAN HO8  HO8  H 0 1 N N N -4.683  71.745 24.073 0.779  -1.904 -2.620 HO8  NAN 39 
NAN HO9  HO9  H 0 1 N N N -6.052  71.365 22.668 1.866  0.155  -5.650 HO9  NAN 40 
# 
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 
NAN C1  C2   SING N N 1  
NAN C1  O1A  DOUB N N 2  
NAN C1  O1B  SING N N 3  
NAN C2  C3   SING N N 4  
NAN C2  O2   SING N N 5  
NAN C2  O6   SING N N 6  
NAN C3  C4   SING N N 7  
NAN C3  H31  SING N N 8  
NAN C3  H32  SING N N 9  
NAN C4  C5   SING N N 10 
NAN C4  O4   SING N N 11 
NAN C4  H4   SING N N 12 
NAN C5  C6   SING N N 13 
NAN C5  N5   SING N N 14 
NAN C5  H5   SING N N 15 
NAN C6  C7   SING N N 16 
NAN C6  O6   SING N N 17 
NAN C6  H6   SING N N 18 
NAN C7  C8   SING N N 19 
NAN C7  O7   SING N N 20 
NAN C7  H7   SING N N 21 
NAN C8  C9   SING N N 22 
NAN C8  O8   SING N N 23 
NAN C8  H8   SING N N 24 
NAN C9  O9   SING N N 25 
NAN C9  H91  SING N N 26 
NAN C9  H92  SING N N 27 
NAN C10 C11  SING N N 28 
NAN C10 N5   SING N N 29 
NAN C10 O10  DOUB N N 30 
NAN C11 H111 SING N N 31 
NAN C11 H112 SING N N 32 
NAN C11 H113 SING N N 33 
NAN N5  HN5  SING N N 34 
NAN O1B HOB1 SING N N 35 
NAN O2  HO2  SING N N 36 
NAN O4  HO4  SING N N 37 
NAN O7  HO7  SING N N 38 
NAN O8  HO8  SING N N 39 
NAN O9  HO9  SING N N 40 
# 
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 
NAN SMILES           ACDLabs              10.04 O=C(O)C1(O)OC(C(O)C(O)CO)C(NC(=O)C)C(O)C1                                                                                                                     
NAN InChI            InChI                1.02b InChI=1/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11+/m0/s1/f/h12,18H 
NAN InChIKey         InChI                1.02b SQVRNKJHWKZAKO-LQVDXEQVDP                                                                                                                                     
NAN SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O                                                                                             
NAN SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](O)C[C](O)(O[CH]1[CH](O)[CH](O)CO)C(O)=O                                                                                                      
NAN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O                                                                                            
NAN SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)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 
NAN "SYSTEMATIC NAME" ACDLabs              10.04 "5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosonic acid"                   
NAN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid" 
# 
