data_TGN
# 
_chem_comp.id                                    TGN 
_chem_comp.name                                  "3-(HYDROXY-PHENYL-PHOSPHINOYLOXY)-8-METHYL-8-AZA-BICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID METHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H22 N O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-12 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        339.323 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TGN 
_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        2AJX 
_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 
TGN C8   C8   C 0 1 N N R 11.265 -10.324 -17.032 -1.739 0.338  -0.886 C8   TGN 1  
TGN C10  C10  C 0 1 N N R 12.768 -9.970  -17.395 -3.169 -0.226 -0.882 C10  TGN 2  
TGN N12  N12  N 0 1 N N N 13.370 -9.316  -16.179 -3.735 0.026  0.473  N12  TGN 3  
TGN C14  C14  C 0 1 N N N 14.869 -9.409  -16.063 -5.135 -0.419 0.435  C14  TGN 4  
TGN C18  C18  C 0 1 N N N 12.941 -8.880  -18.495 -3.062 -1.791 -0.959 C18  TGN 5  
TGN C21  C21  C 0 1 N N N 12.968 -7.524  -17.704 -2.964 -2.250 0.510  C21  TGN 6  
TGN C24  C24  C 0 1 N N S 12.804 -7.916  -16.205 -3.012 -0.945 1.337  C24  TGN 7  
TGN C26  C26  C 0 1 N N N 11.297 -8.033  -15.732 -1.571 -0.433 1.491  C26  TGN 8  
TGN C29  C29  C 0 1 N N S 10.476 -9.002  -16.650 -0.891 -0.447 0.119  C29  TGN 9  
TGN O1   O1   O 0 1 N N N 9.236  -9.285  -16.020 0.401  0.156  0.224  O1   TGN 10 
TGN P2   P2   P 0 1 N N S 7.837  -9.144  -16.810 1.473  -0.964 -0.211 P2   TGN 11 
TGN O17  O17  O 0 1 N N N 8.070  -9.642  -18.231 1.282  -2.177 0.614  O17  TGN 12 
TGN O3   O3   O 0 1 N N N 6.846  -10.070 -16.137 1.263  -1.333 -1.764 O3   TGN 13 
TGN C4   C4   C 0 1 Y N N 7.461  -7.473  -16.681 3.151  -0.322 0.037  C4   TGN 14 
TGN C5   C5   C 0 1 Y N N 7.321  -6.862  -15.405 3.338  0.916  0.623  C5   TGN 15 
TGN C13  C13  C 0 1 Y N N 7.264  -6.696  -17.856 4.243  -1.068 -0.366 C13  TGN 16 
TGN C7   C7   C 0 1 Y N N 6.999  -5.482  -15.307 4.618  1.403  0.816  C7   TGN 17 
TGN C9   C9   C 0 1 Y N N 6.800  -4.713  -16.482 5.709  0.656  0.414  C9   TGN 18 
TGN C11  C11  C 0 1 Y N N 6.940  -5.312  -17.757 5.522  -0.579 -0.177 C11  TGN 19 
TGN C6   C6   C 0 1 N N N 11.243 -11.397 -15.891 -1.769 1.793  -0.494 C6   TGN 20 
TGN O7   O7   O 0 1 N N N 11.917 -11.277 -14.853 -2.821 2.329  -0.241 O7   TGN 21 
TGN O5   O5   O 0 1 N N N 10.389 -12.455 -16.182 -0.625 2.493  -0.426 O5   TGN 22 
TGN C1   C1   C 0 1 N N N 10.385 -13.595 -15.284 -0.654 3.895  -0.048 C1   TGN 23 
TGN H8   H8   H 0 1 N N N 10.753 -10.761 -17.902 -1.310 0.237  -1.883 H8   TGN 24 
TGN H10  H10  H 0 1 N N N 13.220 -10.913 -17.737 -3.787 0.185  -1.680 H10  TGN 25 
TGN H141 1H14 H 0 0 N N N 15.138 -10.328 -15.522 -5.172 -1.481 0.189  H141 TGN 26 
TGN H142 2H14 H 0 0 N N N 15.249 -8.535  -15.513 -5.595 -0.255 1.409  H142 TGN 27 
TGN H143 3H14 H 0 0 N N N 15.314 -9.432  -17.069 -5.675 0.148  -0.323 H143 TGN 28 
TGN H181 1H18 H 0 0 N N N 12.134 -8.910  -19.241 -2.169 -2.089 -1.510 H181 TGN 29 
TGN H182 2H18 H 0 0 N N N 13.874 -9.029  -19.059 -3.954 -2.206 -1.428 H182 TGN 30 
TGN H211 1H21 H 0 0 N N N 12.171 -6.843  -18.036 -2.024 -2.774 0.682  H211 TGN 31 
TGN H212 2H21 H 0 0 N N N 13.918 -6.994  -17.868 -3.809 -2.891 0.764  H212 TGN 32 
TGN H24  H24  H 0 1 N N N 13.277 -7.164  -15.556 -3.503 -1.085 2.300  H24  TGN 33 
TGN H261 1H26 H 0 0 N N N 10.840 -7.034  -15.789 -1.025 -1.081 2.176  H261 TGN 34 
TGN H262 2H26 H 0 0 N N N 11.279 -8.421  -14.703 -1.585 0.585  1.882  H262 TGN 35 
TGN H29  H29  H 0 1 N N N 10.296 -8.497  -17.611 -0.784 -1.476 -0.222 H29  TGN 36 
TGN HO3  HO3  H 0 1 N N N 7.142  -10.264 -15.255 1.396  -0.516 -2.266 HO3  TGN 37 
TGN H5   H5   H 0 1 N N N 7.460  -7.448  -14.509 2.485  1.499  0.937  H5   TGN 38 
TGN H13  H13  H 0 1 N N N 7.360  -7.157  -18.828 4.097  -2.034 -0.827 H13  TGN 39 
TGN H7   H7   H 0 1 N N N 6.906  -5.018  -14.336 4.764  2.368  1.278  H7   TGN 40 
TGN H9   H9   H 0 1 N N N 6.541  -3.667  -16.404 6.709  1.038  0.562  H9   TGN 41 
TGN H11  H11  H 0 1 N N N 6.802  -4.722  -18.651 6.375  -1.163 -0.490 H11  TGN 42 
TGN H11A 1H1  H 0 0 N N N 9.486  -13.560 -14.652 -1.261 4.451  -0.762 H11A TGN 43 
TGN H12  2H1  H 0 1 N N N 11.282 -13.564 -14.648 -1.084 3.994  0.949  H12  TGN 44 
TGN H13A 3H1  H 0 0 N N N 10.384 -14.525 -15.871 0.361  4.292  -0.047 H13A TGN 45 
# 
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 
TGN C8  C10  SING N N 1  
TGN C8  C29  SING N N 2  
TGN C8  C6   SING N N 3  
TGN C8  H8   SING N N 4  
TGN C10 N12  SING N N 5  
TGN C10 C18  SING N N 6  
TGN C10 H10  SING N N 7  
TGN N12 C14  SING N N 8  
TGN N12 C24  SING N N 9  
TGN C14 H141 SING N N 10 
TGN C14 H142 SING N N 11 
TGN C14 H143 SING N N 12 
TGN C18 C21  SING N N 13 
TGN C18 H181 SING N N 14 
TGN C18 H182 SING N N 15 
TGN C21 C24  SING N N 16 
TGN C21 H211 SING N N 17 
TGN C21 H212 SING N N 18 
TGN C24 C26  SING N N 19 
TGN C24 H24  SING N N 20 
TGN C26 C29  SING N N 21 
TGN C26 H261 SING N N 22 
TGN C26 H262 SING N N 23 
TGN C29 O1   SING N N 24 
TGN C29 H29  SING N N 25 
TGN O1  P2   SING N N 26 
TGN P2  O17  DOUB N N 27 
TGN P2  O3   SING N N 28 
TGN P2  C4   SING N N 29 
TGN O3  HO3  SING N N 30 
TGN C4  C5   SING Y N 31 
TGN C4  C13  DOUB Y N 32 
TGN C5  C7   DOUB Y N 33 
TGN C5  H5   SING N N 34 
TGN C13 C11  SING Y N 35 
TGN C13 H13  SING N N 36 
TGN C7  C9   SING Y N 37 
TGN C7  H7   SING N N 38 
TGN C9  C11  DOUB Y N 39 
TGN C9  H9   SING N N 40 
TGN C11 H11  SING N N 41 
TGN C6  O7   DOUB N N 42 
TGN C6  O5   SING N N 43 
TGN O5  C1   SING N N 44 
TGN C1  H11A SING N N 45 
TGN C1  H12  SING N N 46 
TGN C1  H13A SING N N 47 
# 
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 
TGN SMILES           ACDLabs              10.04 "O=C(OC)C3C1N(C)C(CC1)CC3OP(=O)(O)c2ccccc2"                                                                                                              
TGN SMILES_CANONICAL CACTVS               3.341 "COC(=O)[C@H]1[C@H](C[C@@H]2CC[C@H]1N2C)O[P@](O)(=O)c3ccccc3"                                                                                            
TGN SMILES           CACTVS               3.341 "COC(=O)[CH]1[CH](C[CH]2CC[CH]1N2C)O[P](O)(=O)c3ccccc3"                                                                                                  
TGN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N@]1[C@H]2CC[C@@H]1[C@H]([C@H](C2)O[P@](=O)(c3ccccc3)O)C(=O)OC"                                                                                       
TGN SMILES           "OpenEye OEToolkits" 1.5.0 "CN1C2CCC1C(C(C2)OP(=O)(c3ccccc3)O)C(=O)OC"                                                                                                              
TGN InChI            InChI                1.03  "InChI=1S/C16H22NO5P/c1-17-11-8-9-13(17)15(16(18)21-2)14(10-11)22-23(19,20)12-6-4-3-5-7-12/h3-7,11,13-15H,8-10H2,1-2H3,(H,19,20)/t11-,13+,14-,15+/m0/s1" 
TGN InChIKey         InChI                1.03  WJTKWTJTOSZMKO-PMOUVXMZSA-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 
TGN "SYSTEMATIC NAME" ACDLabs              10.04 "methyl (1R,2R,3S,5S)-3-{[(S)-hydroxy(phenyl)phosphoryl]oxy}-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate" 
TGN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,2R,3S,5S,8S)-2-methoxycarbonyl-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]oxy-phenyl-phosphinic acid"        
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
TGN "Create component"  2005-08-12 RCSB 
TGN "Modify descriptor" 2011-06-04 RCSB 
# 
