data_TGT
# 
_chem_comp.id                                    TGT 
_chem_comp.name                                  TAGETITOXIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H17 N2 O11 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1R,4R,5R,6R,7S,8R)-6-ACETOXY-7-AMINO-4-CARBAMOYL-4-HYDROXY-8-(PHOSPHONOOXY)-9-OXA-3-THIABICYCLO[3.3.1]NONANE-1-CARBOXYLIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-01 
_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                        416.298 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TGT 
_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        2BE5 
_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 
TGT C1   C1   C 0 1 N N R 132.481 96.678  49.048 -0.911 -0.169 -0.055 C1   TGT 1  
TGT C2   C2   C 0 1 N N S 132.207 95.296  49.860 0.137  0.662  -0.805 C2   TGT 2  
TGT C3   C3   C 0 1 N N R 131.706 95.621  51.385 1.227  1.065  0.195  C3   TGT 3  
TGT C4   C4   C 0 1 N N R 132.744 96.602  52.142 1.797  -0.186 0.852  C4   TGT 4  
TGT C5   C5   C 0 1 N N R 132.107 97.927  52.742 2.618  -0.996 -0.148 C5   TGT 5  
TGT C6   C6   C 0 1 N N N 132.989 99.125  50.305 0.241  -2.367 -0.429 C6   TGT 6  
TGT C7   C7   C 0 1 N N R 133.487 97.676  49.913 -0.230 -1.356 0.613  C7   TGT 7  
TGT C8   C8   C 0 1 N N N 130.977 97.630  53.770 3.695  -0.125 -0.744 C8   TGT 8  
TGT C9   C9   C 0 1 N N N 134.797 97.845  49.112 -1.270 -2.044 1.459  C9   TGT 9  
TGT C10  C10  C 0 1 N N N 130.580 93.913  52.843 0.643  3.258  1.035  C10  TGT 10 
TGT C11  C11  C 0 1 N N N 130.570 94.083  54.362 0.049  4.155  2.092  C11  TGT 11 
TGT O1   O1   O 0 1 N N N 133.858 97.014  51.204 0.806  -0.964 1.487  O1   TGT 12 
TGT O2   O2   O 0 1 N N N 133.147 98.632  53.408 3.216  -2.111 0.515  O2   TGT 13 
TGT O3   O3   O 0 1 N N N 129.620 97.536  53.396 3.777  0.000  -1.947 O3   TGT 14 
TGT O4   O4   O 0 1 N N N 134.778 98.349  47.848 -2.431 -2.024 1.124  O4   TGT 15 
TGT O5   O5   O 0 1 N N N 135.977 97.485  49.649 -0.907 -2.680 2.584  O5   TGT 16 
TGT O6   O6   O 0 1 N N N 131.189 97.388  48.717 -1.895 -0.640 -0.978 O6   TGT 17 
TGT O7   O7   O 0 1 N N N 129.288 98.527  47.116 -3.018 1.736  -1.034 O7   TGT 18 
TGT O8   O8   O 0 1 N N N 131.805 98.372  46.218 -3.598 0.050  0.753  O8   TGT 19 
TGT O9   O9   O 0 1 N N N 131.146 100.059 48.001 -4.443 -0.405 -1.581 O9   TGT 20 
TGT O10  O10  O 0 1 N N N 131.560 94.324  52.068 0.655  1.928  1.213  O10  TGT 21 
TGT O11  O11  O 0 1 N N N 129.381 93.239  52.180 1.108  3.738  0.028  O11  TGT 22 
TGT N1   N1   N 0 1 N N N 131.337 97.433  55.137 4.566  0.514  0.061  N1   TGT 23 
TGT N2   N2   N 0 1 N N N 133.500 94.522  49.895 -0.491 1.865  -1.367 N2   TGT 24 
TGT P1   P1   P 0 1 N N N 130.912 98.587  47.618 -3.246 0.182  -0.679 P1   TGT 25 
TGT S1   S1   S 0 1 N N N 131.497 99.058  51.401 1.516  -1.590 -1.467 S1   TGT 26 
TGT H1   H1   H 0 1 N N N 132.981 96.412  48.087 -1.391 0.450  0.703  H1   TGT 27 
TGT H2   H2   H 0 1 N N N 131.408 94.703  49.355 0.574  0.067  -1.606 H2   TGT 28 
TGT H3   H3   H 0 1 N N N 130.731 96.162  51.384 2.022  1.596  -0.327 H3   TGT 29 
TGT H4   H4   H 0 1 N N N 133.115 95.997  53.001 2.482  0.146  1.632  H4   TGT 30 
TGT H61  1H6  H 0 1 N N N 133.806 99.726  50.766 0.660  -3.240 0.072  H61  TGT 31 
TGT H62  2H6  H 0 1 N N N 132.803 99.750  49.401 -0.602 -2.670 -1.050 H62  TGT 32 
TGT H111 1H11 H 0 0 N N N 129.739 93.734  55.019 0.129  5.194  1.773  H111 TGT 33 
TGT H112 2H11 H 0 0 N N N 131.509 93.625  54.750 -1.000 3.899  2.238  H112 TGT 34 
TGT H113 3H11 H 0 0 N N N 130.722 95.167  54.572 0.590  4.019  3.029  H113 TGT 35 
TGT HO2  HO2  H 0 1 N N N 132.765 99.424  53.767 3.715  -2.599 -0.154 HO2  TGT 36 
TGT HO5  HO5  H 0 1 N N N 136.782 97.588  49.156 -1.575 -3.121 3.127  HO5  TGT 37 
TGT HO7  HO7  H 0 1 N N N 129.128 99.217  46.483 -2.792 1.778  -1.973 HO7  TGT 38 
TGT HO9  HO9  H 0 1 N N N 130.986 100.749 47.368 -5.232 0.115  -1.372 HO9  TGT 39 
TGT HN11 1HN1 H 0 0 N N N 132.318 97.501  55.407 4.549  0.355  1.018  HN11 TGT 40 
TGT HN12 2HN1 H 0 0 N N N 130.596 97.238  55.810 5.211  1.133  -0.316 HN12 TGT 41 
TGT HN21 1HN2 H 0 0 N N N 133.328 93.655  50.404 0.241  2.386  -1.827 HN21 TGT 42 
TGT HN22 2HN2 H 0 0 N N N 134.274 95.061  50.280 -1.122 1.553  -2.089 HN22 TGT 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 
TGT C1  C2   SING N N 1  
TGT C1  C7   SING N N 2  
TGT C1  O6   SING N N 3  
TGT C1  H1   SING N N 4  
TGT C2  C3   SING N N 5  
TGT C2  N2   SING N N 6  
TGT C2  H2   SING N N 7  
TGT C3  C4   SING N N 8  
TGT C3  O10  SING N N 9  
TGT C3  H3   SING N N 10 
TGT C4  C5   SING N N 11 
TGT C4  O1   SING N N 12 
TGT C4  H4   SING N N 13 
TGT C5  C8   SING N N 14 
TGT C5  O2   SING N N 15 
TGT C5  S1   SING N N 16 
TGT C6  C7   SING N N 17 
TGT C6  S1   SING N N 18 
TGT C6  H61  SING N N 19 
TGT C6  H62  SING N N 20 
TGT C7  C9   SING N N 21 
TGT C7  O1   SING N N 22 
TGT C8  O3   DOUB N N 23 
TGT C8  N1   SING N N 24 
TGT C9  O4   DOUB N N 25 
TGT C9  O5   SING N N 26 
TGT C10 C11  SING N N 27 
TGT C10 O10  SING N N 28 
TGT C10 O11  DOUB N N 29 
TGT C11 H111 SING N N 30 
TGT C11 H112 SING N N 31 
TGT C11 H113 SING N N 32 
TGT O2  HO2  SING N N 33 
TGT O5  HO5  SING N N 34 
TGT O6  P1   SING N N 35 
TGT O7  P1   SING N N 36 
TGT O7  HO7  SING N N 37 
TGT O8  P1   DOUB N N 38 
TGT O9  P1   SING N N 39 
TGT O9  HO9  SING N N 40 
TGT N1  HN11 SING N N 41 
TGT N1  HN12 SING N N 42 
TGT N2  HN21 SING N N 43 
TGT N2  HN22 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 
TGT SMILES           ACDLabs              10.04 O=C(N)C1(O)SCC2(OC1C(OC(=O)C)C(N)C2OP(=O)(O)O)C(=O)O                                                                                                                                               
TGT InChI            InChI                1.02b InChI=1/C11H17N2O11PS/c1-3(14)22-5-4(12)6(24-25(19,20)21)10(9(16)17)2-26-11(18,8(13)15)7(5)23-10/h4-7,18H,2,12H2,1H3,(H2,13,15)(H,16,17)(H2,19,20,21)/t4-,5+,6+,7+,10+,11+/m0/s1/f/h16,19-20H,13H2 
TGT InChIKey         InChI                1.02b UVAAUIDYGIWLMB-IUKXSLNJDA                                                                                                                                                                          
TGT SMILES_CANONICAL CACTVS               3.341 CC(=O)O[C@@H]1[C@H](N)[C@@H](O[P](O)(O)=O)[C@]2(CS[C@](O)([C@@H]1O2)C(N)=O)C(O)=O                                                                                                                  
TGT SMILES           CACTVS               3.341 CC(=O)O[CH]1[CH](N)[CH](O[P](O)(O)=O)[C]2(CS[C](O)([CH]1O2)C(N)=O)C(O)=O                                                                                                                           
TGT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)O[C@@H]1[C@@H]([C@H]([C@]2(CS[C@]([C@@H]1O2)(C(=O)N)O)C(=O)O)OP(=O)(O)O)N                                                                                                                    
TGT SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)OC1C(C(C2(CSC(C1O2)(C(=O)N)O)C(=O)O)OP(=O)(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 
TGT "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,4R,5R,6R,7S,8R)-6-(acetyloxy)-7-amino-4-carbamoyl-4-hydroxy-8-(phosphonooxy)-9-oxa-3-thiabicyclo[3.3.1]nonane-1-carboxylic acid (non-preferred name)" 
TGT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2R,5R,6R,7S,8R)-8-acetyloxy-7-amino-2-aminocarbonyl-2-hydroxy-6-phosphonooxy-9-oxa-3-thiabicyclo[3.3.1]nonane-5-carboxylic acid"                      
# 
