data_49A
# 
_chem_comp.id                                    49A 
_chem_comp.name                                  "4,9-AMINO-2,4-DEOXY-2,3-DEHYDRO-N-ACETYL-NEURAMINIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H19 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-07-26 
_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                        289.285 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     49A 
_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        1F8E 
_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 
49A C1   C1   C 0 1 N N N 23.537 19.841 64.738 -3.228 0.143  -1.443 C1   49A 1  
49A C2   C2   C 0 1 N N N 24.125 18.773 64.058 -2.113 0.000  -0.490 C2   49A 2  
49A C3   C3   C 0 1 N N N 23.452 17.649 63.622 -2.412 -0.463 0.708  C3   49A 3  
49A C4   C4   C 0 1 N N S 24.113 16.652 62.649 -1.367 -0.677 1.773  C4   49A 4  
49A C5   C5   C 0 1 N N R 25.629 16.684 62.742 -0.070 0.004  1.312  C5   49A 5  
49A C6   C6   C 0 1 N N R 26.079 18.169 62.685 0.113  -0.314 -0.177 C6   49A 6  
49A C7   C7   C 0 1 N N R 27.642 18.386 62.800 1.493  0.157  -0.637 C7   49A 7  
49A C8   C8   C 0 1 N N R 27.927 19.871 62.551 1.671  -0.158 -2.124 C8   49A 8  
49A C9   C9   C 0 1 N N N 29.333 20.282 62.992 3.051  0.313  -2.585 C9   49A 9  
49A C10  C10  C 0 1 N N N 26.963 14.826 61.803 1.445  0.089  3.218  C10  49A 10 
49A C11  C11  C 0 1 N N N 27.506 14.184 60.553 2.613  -0.447 4.005  C11  49A 11 
49A N5   N5   N 0 1 N N N 26.237 15.927 61.627 1.065  -0.517 2.077  N5   49A 12 
49A O1A  O1A  O 0 1 N N N 24.241 20.858 64.927 -4.356 -0.160 -1.109 O1A  49A 13 
49A O1B  O1B  O 0 1 N N N 22.357 19.765 65.134 -2.996 0.612  -2.685 O1B  49A 14 
49A N4   N4   N 0 1 N N N 23.678 15.299 63.006 -1.817 -0.082 3.038  N4   49A 15 
49A O6   O6   O 0 1 N N N 25.480 18.898 63.787 -0.893 0.355  -0.927 O6   49A 16 
49A O7   O7   O 0 1 N N N 28.111 17.978 64.102 1.607  1.567  -0.434 O7   49A 17 
49A O8   O8   O 0 1 N N N 27.780 20.139 61.189 1.557  -1.568 -2.328 O8   49A 18 
49A N9   N9   N 0 1 N N N 30.393 19.615 62.190 3.221  0.009  -4.012 N9   49A 19 
49A O10  O10  O 0 1 N N N 27.187 14.339 62.911 0.847  1.068  3.613  O10  49A 20 
49A H3   H3   H 0 1 N N N 22.432 17.552 64.032 -3.442 -0.698 0.934  H3   49A 21 
49A H4   H4   H 0 1 N N N 23.811 16.934 61.613 -1.193 -1.744 1.909  H4   49A 22 
49A H5   H5   H 0 1 N N N 25.961 16.210 63.695 -0.147 1.082  1.454  H5   49A 23 
49A H6   H6   H 0 1 N N N 25.750 18.533 61.683 0.026  -1.390 -0.330 H6   49A 24 
49A H7   H7   H 0 1 N N N 28.180 17.765 62.046 2.264  -0.356 -0.062 H7   49A 25 
49A H8   H8   H 0 1 N N N 27.200 20.459 63.158 0.900  0.355  -2.699 H8   49A 26 
49A H91  1H9  H 0 1 N N N 29.452 21.390 62.975 3.138  1.388  -2.429 H91  49A 27 
49A H92  2H9  H 0 1 N N N 29.481 20.104 64.082 3.821  -0.200 -2.009 H92  49A 28 
49A H111 1H11 H 0 0 N N N 28.114 13.261 60.700 2.769  0.169  4.890  H111 49A 29 
49A H112 2H11 H 0 0 N N N 26.672 13.977 59.841 2.405  -1.473 4.309  H112 49A 30 
49A H113 3H11 H 0 0 N N N 28.089 14.931 59.967 3.509  -0.426 3.384  H113 49A 31 
49A HN5  HN5  H 0 1 N N N 26.147 16.188 60.645 1.543  -1.300 1.761  HN5  49A 32 
49A HOB1 1HOB H 0 0 N N N 21.956 20.491 65.596 -3.727 0.706  -3.311 HOB1 49A 33 
49A HN41 1HN4 H 0 0 N N N 24.115 14.639 62.362 -2.667 -0.561 3.297  HN41 49A 34 
49A HN42 2HN4 H 0 0 N N N 22.662 15.207 63.030 -1.126 -0.322 3.733  HN42 49A 35 
49A HO7  HO7  H 0 1 N N N 29.049 18.108 64.171 0.909  1.983  -0.959 HO7  49A 36 
49A HO8  HO8  H 0 1 N N N 27.956 21.059 61.034 2.255  -1.983 -1.803 HO8  49A 37 
49A HN91 1HN9 H 0 0 N N N 31.330 19.889 62.484 4.140  0.337  -4.270 HN91 49A 38 
49A HN92 2HN9 H 0 0 N N N 30.257 19.777 61.192 3.238  -0.995 -4.094 HN92 49A 39 
# 
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 
49A C1  C2   SING N N 1  
49A C1  O1A  DOUB N N 2  
49A C1  O1B  SING N N 3  
49A C2  C3   DOUB N N 4  
49A C2  O6   SING N N 5  
49A C3  C4   SING N N 6  
49A C3  H3   SING N N 7  
49A C4  C5   SING N N 8  
49A C4  N4   SING N N 9  
49A C4  H4   SING N N 10 
49A C5  C6   SING N N 11 
49A C5  N5   SING N N 12 
49A C5  H5   SING N N 13 
49A C6  C7   SING N N 14 
49A C6  O6   SING N N 15 
49A C6  H6   SING N N 16 
49A C7  C8   SING N N 17 
49A C7  O7   SING N N 18 
49A C7  H7   SING N N 19 
49A C8  C9   SING N N 20 
49A C8  O8   SING N N 21 
49A C8  H8   SING N N 22 
49A C9  N9   SING N N 23 
49A C9  H91  SING N N 24 
49A C9  H92  SING N N 25 
49A C10 C11  SING N N 26 
49A C10 N5   SING N N 27 
49A C10 O10  DOUB N N 28 
49A C11 H111 SING N N 29 
49A C11 H112 SING N N 30 
49A C11 H113 SING N N 31 
49A N5  HN5  SING N N 32 
49A O1B HOB1 SING N N 33 
49A N4  HN41 SING N N 34 
49A N4  HN42 SING N N 35 
49A O7  HO7  SING N N 36 
49A O8  HO8  SING N N 37 
49A N9  HN91 SING N N 38 
49A N9  HN92 SING N N 39 
# 
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 
49A SMILES           ACDLabs              10.04 O=C(O)C=1OC(C(O)C(O)CN)C(NC(=O)C)C(C=1)N                                                                                                                      
49A InChI            InChI                1.02b InChI=1/C11H19N3O6/c1-4(15)14-8-5(13)2-7(11(18)19)20-10(8)9(17)6(16)3-12/h2,5-6,8-10,16-17H,3,12-13H2,1H3,(H,14,15)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1/f/h14,18H 
49A InChIKey         InChI                1.02b XDWUALXMEIYOQM-QQZFPVMODM                                                                                                                                     
49A SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H]1[C@@H](N)C=C(O[C@H]1[C@H](O)[C@H](O)CN)C(O)=O                                                                                                   
49A SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](N)C=C(O[CH]1[CH](O)[CH](O)CN)C(O)=O                                                                                                          
49A 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](CN)O)O)C(=O)O)N                                                                                                  
49A SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(C=C(OC1C(C(CN)O)O)C(=O)O)N                                                                                                                         
# 
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 
49A "SYSTEMATIC NAME" ACDLabs              10.04 "5-(acetylamino)-4,9-diamino-2,6-anhydro-3,4,5,9-tetradeoxy-D-glycero-D-galacto-non-2-enonic acid"               
49A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-4-amino-6-[(1R,2R)-3-amino-1,2-dihydroxy-propyl]-5,6-dihydro-4H-pyran-2-carboxylic acid" 
# 
