data_MNA
# 
_chem_comp.id                                    MNA 
_chem_comp.name                                  "2-O-METHYL-5-N-ACETYL-ALPHA-D- NEURAMINIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H21 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                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        323.296 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MNA 
_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        1HGE 
_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 
MNA C1   C1   C 0 1 N N N 25.067 90.919 1.337  2.270  -0.992 0.441  C1   MNA 1  
MNA C2   C2   C 0 1 N N R 23.869 91.845 1.015  2.065  0.484  0.225  C2   MNA 2  
MNA C3   C3   C 0 1 N N N 24.053 92.607 -0.324 2.146  0.795  -1.271 C3   MNA 3  
MNA C4   C4   C 0 1 N N S 23.933 91.703 -1.534 1.072  -0.013 -2.007 C4   MNA 4  
MNA C5   C5   C 0 1 N N R 22.572 91.014 -1.518 -0.285 0.265  -1.355 C5   MNA 5  
MNA C6   C6   C 0 1 N N R 22.429 90.274 -0.185 -0.182 -0.006 0.147  C6   MNA 6  
MNA C7   C7   C 0 1 N N R 21.079 89.627 0.080  -1.542 0.238  0.803  C7   MNA 7  
MNA C8   C8   C 0 1 N N R 21.032 88.928 1.463  -1.439 -0.032 2.306  C8   MNA 8  
MNA C9   C9   C 0 1 N N N 19.721 88.207 1.640  -2.800 0.212  2.962  C9   MNA 9  
MNA C10  C10  C 0 1 N N N 21.431 89.772 -3.296 -1.993 -0.206 -3.027 C10  MNA 10 
MNA C11  C11  C 0 1 N N N 21.491 88.847 -4.498 -3.038 -1.107 -3.633 C11  MNA 11 
MNA C12  C12  C 0 1 N N N 23.557 92.194 3.387  2.919  0.929  2.307  C12  MNA 12 
MNA N5   N5   N 0 1 N N N 22.549 90.091 -2.658 -1.301 -0.610 -1.944 N5   MNA 13 
MNA O1A  O1A  O 0 1 N N N 26.215 91.372 1.329  1.651  -1.568 1.304  O1A  MNA 14 
MNA O1B  O1B  O 0 1 N N N 24.883 89.738 1.604  3.139  -1.669 -0.326 O1B  MNA 15 
MNA O2   O2   O 0 1 N N N 23.779 92.761 2.088  3.084  1.210  0.916  O2   MNA 16 
MNA O4   O4   O 0 1 N N N 24.103 92.393 -2.770 1.037  0.376  -3.382 O4   MNA 17 
MNA O6   O6   O 0 1 N N N 22.630 91.158 0.920  0.786  0.863  0.729  O6   MNA 18 
MNA O7   O7   O 0 1 N N N 20.157 90.674 0.073  -1.937 1.595  0.590  O7   MNA 19 
MNA O8   O8   O 0 1 N N N 22.070 87.995 1.616  -1.045 -1.388 2.519  O8   MNA 20 
MNA O9   O9   O 0 1 N N N 19.881 87.310 2.694  -2.704 -0.040 4.365  O9   MNA 21 
MNA O10  O10  O 0 1 N N N 20.362 90.190 -2.872 -1.775 0.882  -3.514 O10  MNA 22 
MNA H31  1H3  H 0 1 N N N 25.020 93.093 -0.321 1.974  1.860  -1.431 H31  MNA 23 
MNA H32  2H3  H 0 1 N N N 23.312 93.415 -0.403 3.131  0.522  -1.648 H32  MNA 24 
MNA H4   H4   H 0 1 N N N 24.723 90.951 -1.465 1.302  -1.076 -1.935 H4   MNA 25 
MNA H5   H5   H 0 1 N N N 21.790 91.803 -1.629 -0.562 1.306  -1.519 H5   MNA 26 
MNA H6   H6   H 0 1 N N N 23.180 89.473 -0.140 0.117  -1.041 0.309  H6   MNA 27 
MNA H7   H7   H 0 1 N N N 20.837 88.913 -0.736 -2.283 -0.429 0.363  H7   MNA 28 
MNA H8   H8   H 0 1 N N N 21.153 89.681 2.246  -0.699 0.635  2.746  H8   MNA 29 
MNA H91  1H9  H 0 1 N N N 19.482 87.630 0.725  -3.101 1.247  2.799  H91  MNA 30 
MNA H92  2H9  H 0 1 N N N 18.921 88.948 1.836  -3.541 -0.455 2.522  H92  MNA 31 
MNA H111 1H11 H 0 0 N N N 22.398 88.258 -4.477 -3.488 -0.614 -4.494 H111 MNA 32 
MNA H112 2H11 H 0 0 N N N 21.487 89.434 -5.421 -2.573 -2.041 -3.951 H112 MNA 33 
MNA H113 3H11 H 0 0 N N N 20.629 88.153 -4.503 -3.809 -1.319 -2.892 H113 MNA 34 
MNA H121 1H12 H 0 0 N N N 23.486 92.916 4.233  3.612  1.539  2.886  H121 MNA 35 
MNA H122 2H12 H 0 0 N N N 22.649 91.547 3.366  1.896  1.159  2.606  H122 MNA 36 
MNA H123 3H12 H 0 0 N N N 24.341 91.432 3.605  3.123  -0.125 2.491  H123 MNA 37 
MNA HN5  HN5  H 0 1 N N N 23.401 89.723 -2.946 -1.476 -1.481 -1.554 HN5  MNA 38 
MNA HOB1 1HOB H 0 0 N N N 25.618 89.169 1.801  3.270  -2.617 -0.187 HOB1 MNA 39 
MNA HO4  HO4  H 0 1 N N N 25.026 92.568 -2.889 1.913  0.194  -3.747 HO4  MNA 40 
MNA HO7  HO7  H 0 1 N N N 20.662 91.431 0.358  -1.256 2.151  0.993  HO7  MNA 41 
MNA HO8  HO8  H 0 1 N N N 21.703 87.199 2.033  -1.725 -1.944 2.116  HO8  MNA 42 
MNA HO9  HO9  H 0 1 N N N 19.967 87.856 3.472  -3.580 0.124  4.739  HO9  MNA 43 
# 
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 
MNA C1  C2   SING N N 1  
MNA C1  O1A  DOUB N N 2  
MNA C1  O1B  SING N N 3  
MNA C2  C3   SING N N 4  
MNA C2  O2   SING N N 5  
MNA C2  O6   SING N N 6  
MNA C3  C4   SING N N 7  
MNA C3  H31  SING N N 8  
MNA C3  H32  SING N N 9  
MNA C4  C5   SING N N 10 
MNA C4  O4   SING N N 11 
MNA C4  H4   SING N N 12 
MNA C5  C6   SING N N 13 
MNA C5  N5   SING N N 14 
MNA C5  H5   SING N N 15 
MNA C6  C7   SING N N 16 
MNA C6  O6   SING N N 17 
MNA C6  H6   SING N N 18 
MNA C7  C8   SING N N 19 
MNA C7  O7   SING N N 20 
MNA C7  H7   SING N N 21 
MNA C8  C9   SING N N 22 
MNA C8  O8   SING N N 23 
MNA C8  H8   SING N N 24 
MNA C9  O9   SING N N 25 
MNA C9  H91  SING N N 26 
MNA C9  H92  SING N N 27 
MNA C10 C11  SING N N 28 
MNA C10 N5   SING N N 29 
MNA C10 O10  DOUB N N 30 
MNA C11 H111 SING N N 31 
MNA C11 H112 SING N N 32 
MNA C11 H113 SING N N 33 
MNA C12 O2   SING N N 34 
MNA C12 H121 SING N N 35 
MNA C12 H122 SING N N 36 
MNA C12 H123 SING N N 37 
MNA N5  HN5  SING N N 38 
MNA O1B HOB1 SING N N 39 
MNA O4  HO4  SING N N 40 
MNA O7  HO7  SING N N 41 
MNA O8  HO8  SING N N 42 
MNA O9  HO9  SING N N 43 
# 
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 
MNA SMILES           ACDLabs              10.04 O=C(O)C1(OC)OC(C(O)C(O)CO)C(NC(=O)C)C(O)C1                                                                                                                        
MNA InChI            InChI                1.02b InChI=1/C12H21NO9/c1-5(15)13-8-6(16)3-12(21-2,11(19)20)22-10(8)9(18)7(17)4-14/h6-10,14,16-18H,3-4H2,1-2H3,(H,13,15)(H,19,20)/t6-,7+,8+,9+,10+,12+/m0/s1/f/h13,19H 
MNA InChIKey         InChI                1.02b NJRVVFURCKKXOD-DGCLCYFSDQ                                                                                                                                         
MNA SMILES_CANONICAL CACTVS               3.341 CO[C@@]1(C[C@H](O)[C@@H](NC(C)=O)[C@@H](O1)[C@H](O)[C@H](O)CO)C(O)=O                                                                                              
MNA SMILES           CACTVS               3.341 CO[C]1(C[CH](O)[CH](NC(C)=O)[CH](O1)[CH](O)[CH](O)CO)C(O)=O                                                                                                       
MNA 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)O                                                                                               
MNA SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OC)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 
MNA "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid"                
MNA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-5-acetamido-4-hydroxy-2-methoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid" 
# 
