data_G39
# 
_chem_comp.id                                    G39 
_chem_comp.name                                  "5-N-ACETYL-3-(1-ETHYLPROPYL)-1-CYCLOHEXENE-1-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C14 H24 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         OSELTAMIVIR 
_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                        284.351 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G39 
_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        2QWK 
_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 
G39 C1   C1   C 0 1 N N N 23.722 19.958 64.748 0.285  -0.014 3.720  C1   G39 1  
G39 O1A  O1A  O 0 1 N N N 24.248 21.089 64.813 1.482  0.068  3.916  O1A  G39 2  
G39 O1B  O1B  O 0 1 N N N 22.597 19.769 65.225 -0.557 -0.184 4.759  O1B  G39 3  
G39 C2   C2   C 0 1 N N N 24.381 18.920 64.059 -0.243 0.071  2.352  C2   G39 4  
G39 C3   C3   C 0 1 N N N 23.646 17.631 63.729 -1.727 -0.035 2.159  C3   G39 5  
G39 C4   C4   C 0 1 N N S 24.240 16.656 62.667 -2.118 0.490  0.777  C4   G39 6  
G39 C5   C5   C 0 1 N N R 25.748 16.612 62.696 -1.212 -0.172 -0.266 C5   G39 7  
G39 N5   N5   N 0 1 N N N 26.267 15.800 61.595 -1.684 0.164  -1.612 N5   G39 8  
G39 C10  C10  C 0 1 N N N 26.846 14.628 61.830 -1.493 -0.700 -2.629 C10  G39 9  
G39 O10  O10  O 0 1 N N N 27.001 14.191 62.980 -0.931 -1.756 -2.429 O10  G39 10 
G39 C11  C11  C 0 1 N N N 27.342 13.883 60.612 -1.978 -0.354 -4.013 C11  G39 11 
G39 C6   C6   C 0 1 N N R 26.275 18.090 62.623 0.212  0.350  -0.076 C6   G39 12 
G39 C7   C7   C 0 1 N N N 25.676 19.098 63.540 0.613  0.237  1.366  C7   G39 13 
G39 O7   O7   O 0 1 N N N 27.711 18.228 62.576 1.110  -0.419 -0.878 O7   G39 14 
G39 C8   C8   C 0 1 N N N 28.545 18.291 61.481 2.185  0.449  -1.244 C8   G39 15 
G39 C9   C9   C 0 1 N N N 28.451 19.714 60.908 1.846  1.152  -2.560 C9   G39 16 
G39 C81  C81  C 0 1 N N N 29.872 17.777 62.055 3.466  -0.369 -1.418 C81  G39 17 
G39 C82  C82  C 0 1 N N N 29.783 16.403 62.510 3.804  -1.072 -0.102 C82  G39 18 
G39 C91  C91  C 0 1 N N N 28.839 20.754 61.897 0.565  1.971  -2.386 C91  G39 19 
G39 N4   N4   N 0 1 N N N 23.731 15.402 62.988 -3.522 0.157  0.501  N4   G39 20 
G39 HO1  HO1  H 0 1 N N N 22.196 18.908 65.175 -0.209 -0.240 5.659  HO1  G39 21 
G39 H31  1H3  H 0 1 N N N 23.477 17.065 64.675 -2.028 -1.079 2.247  H31  G39 22 
G39 H32  2H3  H 0 1 N N N 22.600 17.883 63.434 -2.234 0.550  2.925  H32  G39 23 
G39 H4   H4   H 0 1 N N N 23.961 16.992 61.641 -1.986 1.571  0.745  H4   G39 24 
G39 H5   H5   H 0 1 N N N 26.104 16.133 63.638 -1.229 -1.253 -0.132 H5   G39 25 
G39 HN5  HN5  H 0 1 N N N 26.222 16.065 60.611 -2.133 1.008  -1.771 HN5  G39 26 
G39 H111 1H11 H 0 0 N N N 27.828 12.899 60.809 -1.736 -1.167 -4.697 H111 G39 27 
G39 H112 2H11 H 0 0 N N N 26.510 13.755 59.880 -3.058 -0.205 -3.993 H112 G39 28 
G39 H113 3H11 H 0 0 N N N 28.028 14.534 60.022 -1.491 0.560  -4.350 H113 G39 29 
G39 H6   H6   H 0 1 N N N 25.866 18.357 61.620 0.258  1.395  -0.383 H6   G39 30 
G39 H7   H7   H 0 1 N N N 26.212 20.011 63.846 1.663  0.295  1.608  H7   G39 31 
G39 H8   H8   H 0 1 N N N 28.320 17.673 60.580 2.333  1.194  -0.462 H8   G39 32 
G39 H91  1H9  H 0 1 N N N 29.048 19.809 59.971 2.665  1.815  -2.839 H91  G39 33 
G39 H92  2H9  H 0 1 N N N 27.434 19.913 60.494 1.698  0.408  -3.342 H92  G39 34 
G39 H811 1H81 H 0 0 N N N 30.702 17.904 61.322 4.285  0.293  -1.698 H811 G39 35 
G39 H812 2H81 H 0 0 N N N 30.244 18.445 62.865 3.317  -1.113 -2.200 H812 G39 36 
G39 H821 1H82 H 0 0 N N N 30.747 16.029 62.927 4.717  -1.655 -0.226 H821 G39 37 
G39 H822 2H82 H 0 0 N N N 28.952 16.275 63.242 3.952  -0.327 0.679  H822 G39 38 
G39 H823 3H82 H 0 0 N N N 29.410 15.734 61.699 2.985  -1.734 0.176  H823 G39 39 
G39 H911 1H91 H 0 0 N N N 28.770 21.786 61.481 0.324  2.472  -3.324 H911 G39 40 
G39 H912 2H91 H 0 0 N N N 28.242 20.658 62.833 -0.253 1.308  -2.107 H912 G39 41 
G39 H913 3H91 H 0 0 N N N 29.855 20.554 62.310 0.713  2.715  -1.604 H913 G39 42 
G39 HN41 1HN4 H 0 0 N N N 24.119 14.764 62.293 -4.072 0.600  1.221  HN41 G39 43 
G39 HN42 2HN4 H 0 0 N N N 22.713 15.375 63.045 -3.762 0.610  -0.367 HN42 G39 44 
# 
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 
G39 C1  O1A  DOUB N N 1  
G39 C1  O1B  SING N N 2  
G39 C1  C2   SING N N 3  
G39 O1B HO1  SING N N 4  
G39 C2  C3   SING N N 5  
G39 C2  C7   DOUB N N 6  
G39 C3  C4   SING N N 7  
G39 C3  H31  SING N N 8  
G39 C3  H32  SING N N 9  
G39 C4  C5   SING N N 10 
G39 C4  N4   SING N N 11 
G39 C4  H4   SING N N 12 
G39 C5  N5   SING N N 13 
G39 C5  C6   SING N N 14 
G39 C5  H5   SING N N 15 
G39 N5  C10  SING N N 16 
G39 N5  HN5  SING N N 17 
G39 C10 O10  DOUB N N 18 
G39 C10 C11  SING N N 19 
G39 C11 H111 SING N N 20 
G39 C11 H112 SING N N 21 
G39 C11 H113 SING N N 22 
G39 C6  C7   SING N N 23 
G39 C6  O7   SING N N 24 
G39 C6  H6   SING N N 25 
G39 C7  H7   SING N N 26 
G39 O7  C8   SING N N 27 
G39 C8  C9   SING N N 28 
G39 C8  C81  SING N N 29 
G39 C8  H8   SING N N 30 
G39 C9  C91  SING N N 31 
G39 C9  H91  SING N N 32 
G39 C9  H92  SING N N 33 
G39 C81 C82  SING N N 34 
G39 C81 H811 SING N N 35 
G39 C81 H812 SING N N 36 
G39 C82 H821 SING N N 37 
G39 C82 H822 SING N N 38 
G39 C82 H823 SING N N 39 
G39 C91 H911 SING N N 40 
G39 C91 H912 SING N N 41 
G39 C91 H913 SING N N 42 
G39 N4  HN41 SING N N 43 
G39 N4  HN42 SING N N 44 
# 
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 
G39 SMILES           ACDLabs              10.04 O=C(O)C1=CC(OC(CC)CC)C(NC(=O)C)C(N)C1                                                                                                              
G39 InChI            InChI                1.02b InChI=1/C14H24N2O4/c1-4-10(5-2)20-12-7-9(14(18)19)6-11(15)13(12)16-8(3)17/h7,10-13H,4-6,15H2,1-3H3,(H,16,17)(H,18,19)/t11-,12+,13+/m0/s1/f/h16,18H 
G39 InChIKey         InChI                1.02b NENPYTRHICXVCS-WYOYUVKXDK                                                                                                                          
G39 SMILES_CANONICAL CACTVS               3.341 CCC(CC)O[C@@H]1C=C(C[C@H](N)[C@H]1NC(C)=O)C(O)=O                                                                                                   
G39 SMILES           CACTVS               3.341 CCC(CC)O[CH]1C=C(C[CH](N)[CH]1NC(C)=O)C(O)=O                                                                                                       
G39 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(CC)O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)N)C(=O)O                                                                                                  
G39 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CC)OC1C=C(CC(C1NC(=O)C)N)C(=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 
G39 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4R,5S)-4-(acetylamino)-5-amino-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylic acid" 
G39 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,4R,5S)-4-acetamido-5-amino-3-pentan-3-yloxy-cyclohexene-1-carboxylic acid"         
# 
