data_ANA
# 
_chem_comp.id                                    ANA 
_chem_comp.name                                  "4-O-ACETYL-ALPHA-2-OMETHYL-5-N-ACETYL-ALPHA-D-NEURAMINIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H23 N O10" 
_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                        365.333 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ANA 
_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        1HGI 
_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 
ANA C1   C1   C 0 1 N N N 24.933 90.573 1.478  2.257  -0.905 0.270  C1   ANA 1  
ANA C2   C2   C 0 1 N N R 23.792 91.564 1.171  1.966  0.569  0.174  C2   ANA 2  
ANA C3   C3   C 0 1 N N N 24.073 92.321 -0.133 1.566  0.917  -1.261 C3   ANA 3  
ANA C4   C4   C 0 1 N N S 23.942 91.394 -1.336 0.332  0.095  -1.649 C4   ANA 4  
ANA C5   C5   C 0 1 N N R 22.528 90.817 -1.339 -0.757 0.320  -0.595 C5   ANA 5  
ANA C6   C6   C 0 1 N N R 22.298 90.044 -0.055 -0.182 0.017  0.789  C6   ANA 6  
ANA C7   C7   C 0 1 N N R 20.916 89.421 0.113  -1.272 0.208  1.846  C7   ANA 7  
ANA C8   C8   C 0 1 N N R 20.806 88.735 1.489  -0.698 -0.093 3.231  C8   ANA 8  
ANA C9   C9   C 0 1 N N N 19.513 87.924 1.557  -1.789 0.096  4.288  C9   ANA 9  
ANA C10  C10  C 0 1 N N N 21.370 89.776 -3.221 -2.894 -0.161 -1.663 C10  ANA 10 
ANA C11  C11  C 0 1 N N N 21.433 88.787 -4.385 -4.058 -1.078 -1.938 C11  ANA 11 
ANA C12  C12  C 0 1 N N N 23.461 91.977 3.526  3.421  0.991  1.898  C12  ANA 12 
ANA CA4  CA4  C 0 1 N N N 25.564 92.453 -2.833 0.315  -0.067 -4.064 CA4  ANA 13 
ANA CM4  CM4  C 0 1 N N N 25.849 93.944 -2.872 -0.182 0.375  -5.415 CM4  ANA 14 
ANA N5   N5   N 0 1 N N N 22.461 89.925 -2.483 -1.889 -0.570 -0.863 N5   ANA 15 
ANA O1A  O1A  O 0 1 N N N 26.094 90.955 1.525  1.951  -1.518 1.266  O1A  ANA 16 
ANA O1B  O1B  O 0 1 N N N 24.684 89.392 1.668  2.855  -1.539 -0.750 O1B  ANA 17 
ANA O2   O2   O 0 1 N N N 23.743 92.514 2.233  3.135  1.308  0.534  O2   ANA 18 
ANA O4   O4   O 0 1 N N N 24.226 92.000 -2.629 -0.147 0.522  -2.951 O4   ANA 19 
ANA O6   O6   O 0 1 N N N 22.516 90.913 1.061  0.902  0.901  1.065  O6   ANA 20 
ANA O7   O7   O 0 1 N N N 19.917 90.386 -0.024 -1.741 1.557  1.808  O7   ANA 21 
ANA O8   O8   O 0 1 N N N 21.925 87.888 1.732  -0.229 -1.443 3.269  O8   ANA 22 
ANA O9   O9   O 0 1 N N N 19.525 87.087 2.683  -1.253 -0.185 5.582  O9   ANA 23 
ANA O10  O10  O 0 1 N N N 20.339 90.382 -2.921 -2.862 0.943  -2.160 O10  ANA 24 
ANA OA4  OA4  O 0 1 N N N 26.493 91.648 -2.872 1.132  -0.954 -3.982 OA4  ANA 25 
ANA H31  1H3  H 0 1 N N N 25.081 92.767 -0.073 1.332  1.980  -1.327 H31  ANA 26 
ANA H32  2H3  H 0 1 N N N 23.351 93.143 -0.228 2.389  0.681  -1.936 H32  ANA 27 
ANA H4   H4   H 0 1 N N N 24.657 90.564 -1.233 0.594  -0.962 -1.684 H4   ANA 28 
ANA H5   H5   H 0 1 N N N 21.805 91.650 -1.417 -1.092 1.356  -0.633 H5   ANA 29 
ANA H6   H6   H 0 1 N N N 22.993 89.193 -0.052 0.173  -1.012 0.817  H6   ANA 30 
ANA H7   H7   H 0 1 N N N 20.765 88.672 -0.673 -2.100 -0.470 1.640  H7   ANA 31 
ANA H8   H8   H 0 1 N N N 20.766 89.507 2.283  0.129  0.584  3.437  H8   ANA 32 
ANA H91  1H9  H 0 1 N N N 19.396 87.309 0.655  -2.146 1.126  4.259  H91  ANA 33 
ANA H92  2H9  H 0 1 N N N 18.649 88.605 1.591  -2.617 -0.581 4.082  H92  ANA 34 
ANA H111 1H11 H 0 0 N N N 22.354 88.190 -4.350 -4.765 -0.578 -2.600 H111 ANA 35 
ANA H112 2H11 H 0 0 N N N 21.389 89.338 -5.333 -3.698 -1.990 -2.414 H112 ANA 36 
ANA H113 3H11 H 0 0 N N N 20.575 88.094 -4.352 -4.553 -1.329 -1.000 H113 ANA 37 
ANA H121 1H12 H 0 0 N N N 23.422 92.719 4.356  4.248  1.607  2.249  H121 ANA 38 
ANA H122 2H12 H 0 0 N N N 22.514 91.388 3.496  2.539  1.184  2.508  H122 ANA 39 
ANA H123 3H12 H 0 0 N N N 24.188 91.168 3.770  3.693  -0.061 1.976  H123 ANA 40 
ANA HM41 1HM4 H 0 0 N N N 26.894 94.297 -3.031 0.303  -0.213 -6.193 HM41 ANA 41 
ANA HM42 2HM4 H 0 0 N N N 25.193 94.412 -3.642 -1.261 0.230  -5.470 HM42 ANA 42 
ANA HM43 3HM4 H 0 0 N N N 25.454 94.406 -1.937 0.049  1.430  -5.560 HM43 ANA 43 
ANA HN5  HN5  H 0 1 N N N 23.290 89.471 -2.745 -1.915 -1.455 -0.465 HN5  ANA 44 
ANA HOB1 1HOB H 0 0 N N N 25.386 88.781 1.857  3.041  -2.486 -0.689 HOB1 ANA 45 
ANA HO7  HO7  H 0 1 N N N 19.892 90.659 -0.954 -0.980 2.123  1.995  HO7  ANA 46 
ANA HO8  HO8  H 0 1 N N N 22.681 88.474 1.932  -0.991 -2.009 3.082  HO8  ANA 47 
ANA HO9  HO9  H 0 1 N N N 18.637 87.151 3.051  -1.970 -0.053 6.216  HO9  ANA 48 
# 
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 
ANA C1  C2   SING N N 1  
ANA C1  O1A  DOUB N N 2  
ANA C1  O1B  SING N N 3  
ANA C2  C3   SING N N 4  
ANA C2  O2   SING N N 5  
ANA C2  O6   SING N N 6  
ANA C3  C4   SING N N 7  
ANA C3  H31  SING N N 8  
ANA C3  H32  SING N N 9  
ANA C4  C5   SING N N 10 
ANA C4  O4   SING N N 11 
ANA C4  H4   SING N N 12 
ANA C5  C6   SING N N 13 
ANA C5  N5   SING N N 14 
ANA C5  H5   SING N N 15 
ANA C6  C7   SING N N 16 
ANA C6  O6   SING N N 17 
ANA C6  H6   SING N N 18 
ANA C7  C8   SING N N 19 
ANA C7  O7   SING N N 20 
ANA C7  H7   SING N N 21 
ANA C8  C9   SING N N 22 
ANA C8  O8   SING N N 23 
ANA C8  H8   SING N N 24 
ANA C9  O9   SING N N 25 
ANA C9  H91  SING N N 26 
ANA C9  H92  SING N N 27 
ANA C10 C11  SING N N 28 
ANA C10 N5   SING N N 29 
ANA C10 O10  DOUB N N 30 
ANA C11 H111 SING N N 31 
ANA C11 H112 SING N N 32 
ANA C11 H113 SING N N 33 
ANA C12 O2   SING N N 34 
ANA C12 H121 SING N N 35 
ANA C12 H122 SING N N 36 
ANA C12 H123 SING N N 37 
ANA CA4 CM4  SING N N 38 
ANA CA4 O4   SING N N 39 
ANA CA4 OA4  DOUB N N 40 
ANA CM4 HM41 SING N N 41 
ANA CM4 HM42 SING N N 42 
ANA CM4 HM43 SING N N 43 
ANA N5  HN5  SING N N 44 
ANA O1B HOB1 SING N N 45 
ANA O7  HO7  SING N N 46 
ANA O8  HO8  SING N N 47 
ANA O9  HO9  SING N N 48 
# 
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 
ANA SMILES           ACDLabs              10.04 O=C(O)C1(OC)OC(C(O)C(O)CO)C(NC(=O)C)C(OC(=O)C)C1                                                                                                                               
ANA InChI            InChI                1.02b InChI=1/C14H23NO10/c1-6(17)15-10-9(24-7(2)18)4-14(23-3,13(21)22)25-12(10)11(20)8(19)5-16/h8-12,16,19-20H,4-5H2,1-3H3,(H,15,17)(H,21,22)/t8-,9+,10-,11-,12-,14-/m1/s1/f/h15,21H 
ANA InChIKey         InChI                1.02b LWHOUUJWFGBXPR-SODFONBIDK                                                                                                                                                      
ANA SMILES_CANONICAL CACTVS               3.341 CO[C@@]1(C[C@H](OC(C)=O)[C@@H](NC(C)=O)[C@@H](O1)[C@H](O)[C@H](O)CO)C(O)=O                                                                                                     
ANA SMILES           CACTVS               3.341 CO[C]1(C[CH](OC(C)=O)[CH](NC(C)=O)[CH](O1)[CH](O)[CH](O)CO)C(O)=O                                                                                                              
ANA 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)OC)OC(=O)C                                                                                                      
ANA SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OC)OC(=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 
ANA "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 4-O-acetyl-5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid"       
ANA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-methoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid" 
# 
