data_ZMR
# 
_chem_comp.id                                    ZMR 
_chem_comp.name                                  ZANAMIVIR 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H20 N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MODIFIED SIALIC ACID" 
_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                        332.310 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZMR 
_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        1A4G 
_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 
ZMR C1   C1   C 0 1 N N N 29.597 40.001 -30.935 -3.515 -0.200 0.888  C1   ZMR 1  
ZMR O1A  O1A  O 0 1 N N N 29.676 40.436 -32.191 -3.722 -0.564 2.169  O1A  ZMR 2  
ZMR O1B  O1B  O 0 1 N N N 28.974 40.549 -30.084 -4.460 0.047  0.166  O1B  ZMR 3  
ZMR C2   C2   C 0 1 N N N 30.298 38.736 -30.639 -2.141 -0.103 0.363  C2   ZMR 4  
ZMR C3   C3   C 0 1 N N N 30.246 38.233 -29.387 -2.012 0.257  -0.898 C3   ZMR 5  
ZMR C4   C4   C 0 1 N N S 30.950 36.958 -29.043 -0.665 0.414  -1.557 C4   ZMR 6  
ZMR C5   C5   C 0 1 N N R 31.924 36.549 -30.120 0.394  -0.195 -0.628 C5   ZMR 7  
ZMR N5   N5   N 0 1 N N N 32.108 35.126 -29.905 1.724  0.294  -1.001 N5   ZMR 8  
ZMR C10  C10  C 0 1 N N N 33.262 34.583 -29.577 2.469  -0.390 -1.891 C10  ZMR 9  
ZMR O10  O10  O 0 1 N N N 34.263 35.235 -29.333 2.039  -1.411 -2.384 O10  ZMR 10 
ZMR C11  C11  C 0 1 N N N 33.333 33.073 -29.685 3.837  0.113  -2.274 C11  ZMR 11 
ZMR C6   C6   C 0 1 N N R 31.296 36.777 -31.481 0.059  0.243  0.802  C6   ZMR 12 
ZMR O6   O6   O 0 1 N N N 30.950 38.128 -31.648 -1.144 -0.391 1.218  O6   ZMR 13 
ZMR C7   C7   C 0 1 N N R 32.169 36.299 -32.649 1.198  -0.155 1.743  C7   ZMR 14 
ZMR O7   O7   O 0 1 N N N 33.387 37.033 -32.733 1.371  -1.573 1.706  O7   ZMR 15 
ZMR C8   C8   C 0 1 N N R 31.456 36.372 -33.996 0.858  0.279  3.169  C8   ZMR 16 
ZMR O8   O8   O 0 1 N N N 30.283 35.586 -33.894 0.685  1.697  3.206  O8   ZMR 17 
ZMR C9   C9   C 0 1 N N N 32.306 35.901 -35.194 1.997  -0.119 4.110  C9   ZMR 18 
ZMR O9   O9   O 0 1 N N N 32.563 34.501 -35.161 1.679  0.287  5.442  O9   ZMR 19 
ZMR NE   NE   N 0 1 N N N 31.619 36.856 -27.744 -0.658 -0.286 -2.844 NE   ZMR 20 
ZMR CZ   CZ   C 0 1 N N N 31.361 35.902 -26.842 -0.293 0.341  -3.926 CZ   ZMR 21 
ZMR NH1  NH1  N 0 1 N N N 30.272 35.153 -26.966 -0.430 -0.265 -5.152 NH1  ZMR 22 
ZMR NH2  NH2  N 0 1 N N N 32.200 35.713 -25.818 0.230  1.609  -3.841 NH2  ZMR 23 
ZMR HO1  HO1  H 0 1 N N N 30.174 39.998 -32.871 -4.623 -0.628 2.514  HO1  ZMR 24 
ZMR H3   H3   H 0 1 N N N 29.655 38.836 -28.677 -2.902 0.448  -1.480 H3   ZMR 25 
ZMR H4   H4   H 0 1 N N N 30.085 36.258 -28.965 -0.453 1.472  -1.713 H4   ZMR 26 
ZMR H5   H5   H 0 1 N N N 32.879 37.122 -30.083 0.367  -1.282 -0.699 H5   ZMR 27 
ZMR HN5  HN5  H 0 1 N N N 31.355 34.443 -29.992 2.067  1.111  -0.607 HN5  ZMR 28 
ZMR H111 1H11 H 0 0 N N N 34.310 32.613 -29.407 4.284  -0.566 -2.999 H111 ZMR 29 
ZMR H112 2H11 H 0 0 N N N 32.512 32.610 -29.089 3.748  1.106  -2.713 H112 ZMR 30 
ZMR H113 3H11 H 0 0 N N N 33.039 32.751 -30.711 4.467  0.163  -1.386 H113 ZMR 31 
ZMR H6   H6   H 0 1 N N N 30.373 36.151 -31.503 -0.072 1.324  0.829  H6   ZMR 32 
ZMR H7   H7   H 0 1 N N N 32.390 35.228 -32.428 2.119  0.330  1.424  H7   ZMR 33 
ZMR HO7  HO7  H 0 1 N N N 33.927 36.737 -33.456 0.535  -1.965 1.995  HO7  ZMR 34 
ZMR H8   H8   H 0 1 N N N 31.232 37.443 -34.206 -0.063 -0.207 3.488  H8   ZMR 35 
ZMR HO8  HO8  H 0 1 N N N 29.839 35.631 -34.732 1.521  2.089  2.918  HO8  ZMR 36 
ZMR H91  1H9  H 0 1 N N N 31.838 36.200 -36.160 2.129  -1.200 4.082  H91  ZMR 37 
ZMR H92  2H9  H 0 1 N N N 33.254 36.482 -35.266 2.918  0.367  3.791  H92  ZMR 38 
ZMR HO9  HO9  H 0 1 N N N 33.086 34.210 -35.898 2.421  0.018  6.001  HO9  ZMR 39 
ZMR HN11 1HN1 H 0 0 N N N 30.075 34.425 -26.278 -0.158 0.201  -5.957 HN11 ZMR 40 
ZMR HN12 2HN1 H 0 0 N N N 30.274 34.728 -27.893 -0.799 -1.160 -5.212 HN12 ZMR 41 
ZMR HN21 1HN2 H 0 0 N N N 32.003 34.985 -25.130 0.348  2.140  -4.645 HN21 ZMR 42 
ZMR HN22 2HN2 H 0 0 N N N 32.317 36.599 -25.327 0.480  1.974  -2.978 HN22 ZMR 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 
ZMR C1  O1A  SING N N 1  
ZMR C1  O1B  DOUB N N 2  
ZMR C1  C2   SING N N 3  
ZMR O1A HO1  SING N N 4  
ZMR C2  C3   DOUB N N 5  
ZMR C2  O6   SING N N 6  
ZMR C3  C4   SING N N 7  
ZMR C3  H3   SING N N 8  
ZMR C4  C5   SING N N 9  
ZMR C4  NE   SING N N 10 
ZMR C4  H4   SING N N 11 
ZMR C5  N5   SING N N 12 
ZMR C5  C6   SING N N 13 
ZMR C5  H5   SING N N 14 
ZMR N5  C10  SING N N 15 
ZMR N5  HN5  SING N N 16 
ZMR C10 O10  DOUB N N 17 
ZMR C10 C11  SING N N 18 
ZMR C11 H111 SING N N 19 
ZMR C11 H112 SING N N 20 
ZMR C11 H113 SING N N 21 
ZMR C6  O6   SING N N 22 
ZMR C6  C7   SING N N 23 
ZMR C6  H6   SING N N 24 
ZMR C7  O7   SING N N 25 
ZMR C7  C8   SING N N 26 
ZMR C7  H7   SING N N 27 
ZMR O7  HO7  SING N N 28 
ZMR C8  O8   SING N N 29 
ZMR C8  C9   SING N N 30 
ZMR C8  H8   SING N N 31 
ZMR O8  HO8  SING N N 32 
ZMR C9  O9   SING N N 33 
ZMR C9  H91  SING N N 34 
ZMR C9  H92  SING N N 35 
ZMR O9  HO9  SING N N 36 
ZMR NE  CZ   DOUB N N 37 
ZMR CZ  NH1  SING N N 38 
ZMR CZ  NH2  SING N N 39 
ZMR NH1 HN11 SING N N 40 
ZMR NH1 HN12 SING N N 41 
ZMR NH2 HN21 SING N N 42 
ZMR NH2 HN22 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 
ZMR SMILES           ACDLabs              10.04 O=C(O)C=1OC(C(O)C(O)CO)C(NC(=O)C)C(/N=C(\N)N)C=1                                                                                                                                         
ZMR InChI            InChI                1.02b InChI=1/C12H20N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,8+,9+,10+/m0/s1/f/h15,21H,13-14H2 
ZMR InChIKey         InChI                1.02b ARAIBEBZBOPLMB-OSZOJNELDI                                                                                                                                                                
ZMR SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H]1[C@H](C=C(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O)N=C(N)N                                                                                                                         
ZMR SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](C=C(O[CH]1[CH](O)[CH](O)CO)C(O)=O)N=C(N)N                                                                                                                               
ZMR 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)N=C(N)N                                                                                                                       
ZMR SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(C=C(OC1C(C(CO)O)O)C(=O)O)N=C(N)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 
ZMR "SYSTEMATIC NAME" ACDLabs              10.04 "5-(acetylamino)-2,6-anhydro-3,4,5-trideoxy-4-[(diaminomethylidene)amino]-D-glycero-D-galacto-non-2-enonic acid"               
ZMR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-4-(diaminomethylideneamino)-6-[(1R,2R)-1,2,3-trihydroxypropyl]-5,6-dihydro-4H-pyran-2-carboxylic acid" 
# 
