data_TDE
# 
_chem_comp.id                                    TDE 
_chem_comp.name                                  "(E)-(2R,3R,4S,5R)-3,4,5-TRIHYDROXY-2-METHOXY-8,8-DIMETHYL-NON-6-ENOIC ACID ((3S,6R)-6-HYDROXY-2-OXO-AZEPAN-3-YL)-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H32 N2 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-09-19 
_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                        388.456 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TDE 
_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        1QZY 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
TDE C2   C2   C 0 1 N N N 14.191 28.964 21.639 0.392  -0.003 -4.826 C2   TDE 1  
TDE O8   O8   O 0 1 N N N 14.864 28.348 22.455 1.172  -0.201 -5.734 O8   TDE 2  
TDE C3   C3   C 0 1 N N S 14.551 28.814 20.143 0.104  -1.097 -3.819 C3   TDE 3  
TDE C4   C4   C 0 1 N N N 13.436 28.115 19.325 -1.314 -1.620 -4.058 C4   TDE 4  
TDE C5   C5   C 0 1 N N N 12.248 29.100 18.951 -2.333 -0.761 -3.333 C5   TDE 5  
TDE C6   C6   C 0 1 N N R 11.390 29.652 20.160 -2.444 0.650  -3.880 C6   TDE 6  
TDE C7   C7   C 0 1 N N N 12.250 30.561 21.147 -1.160 1.439  -3.618 C7   TDE 7  
TDE N1   N1   N 0 1 N N N 13.138 29.766 22.060 -0.216 1.181  -4.718 N1   TDE 8  
TDE O7   O7   O 0 1 N N N 10.879 28.533 20.938 -3.540 1.314  -3.247 O7   TDE 9  
TDE N9   N9   N 0 1 N N N 15.769 28.042 19.924 0.207  -0.556 -2.462 N9   TDE 10 
TDE C10  C10  C 0 1 N N N 16.990 28.672 19.868 1.418  -0.347 -1.910 C10  TDE 11 
TDE C12  C12  C 0 1 N N R 18.238 27.842 19.640 1.524  0.208  -0.513 C12  TDE 12 
TDE O21  O21  O 0 1 N N N 19.270 28.197 20.613 2.902  0.339  -0.156 O21  TDE 13 
TDE C25  C25  C 0 1 N N N 18.909 27.793 21.995 3.311  1.647  -0.559 C25  TDE 14 
TDE C13  C13  C 0 1 N N R 18.758 28.292 18.225 0.830  -0.738 0.466  C13  TDE 15 
TDE O22  O22  O 0 1 N N N 17.845 27.889 17.214 -0.546 -0.869 0.109  O22  TDE 16 
TDE C14  C14  C 0 1 N N S 20.167 27.781 17.852 0.938  -0.174 1.884  C14  TDE 17 
TDE O23  O23  O 0 1 N N N 20.101 26.328 17.732 0.309  1.107  1.935  O23  TDE 18 
TDE C15  C15  C 0 1 N N R 20.637 28.362 16.491 0.244  -1.122 2.865  C15  TDE 19 
TDE O24  O24  O 0 1 N N N 21.850 27.707 16.062 -1.133 -1.252 2.507  O24  TDE 20 
TDE C16  C16  C 0 1 N N N 20.912 29.859 16.641 0.350  -0.565 4.261  C16  TDE 21 
TDE C17  C17  C 0 1 N N N 20.128 30.820 16.108 -0.735 -0.285 4.939  C17  TDE 22 
TDE C18  C18  C 0 1 N N N 20.287 32.338 16.185 -0.629 0.270  6.335  C18  TDE 23 
TDE C21  C21  C 0 1 N N N 18.872 32.931 15.966 -1.302 1.643  6.390  C21  TDE 24 
TDE C20  C20  C 0 1 N N N 21.253 32.793 15.049 -1.323 -0.677 7.316  C20  TDE 25 
TDE C19  C19  C 0 1 N N N 20.832 32.917 17.525 0.845  0.409  6.718  C19  TDE 26 
TDE O11  O11  O 0 1 N N N 17.130 29.896 19.999 2.423  -0.606 -2.537 O11  TDE 27 
TDE H3   H3   H 0 1 N N N 14.690 29.865 19.798 0.820  -1.909 -3.945 H3   TDE 28 
TDE H41  1H4  H 0 1 N N N 13.853 27.625 18.414 -1.527 -1.605 -5.127 H41  TDE 29 
TDE H42  2H4  H 0 1 N N N 13.055 27.211 19.855 -1.384 -2.645 -3.694 H42  TDE 30 
TDE H51  1H5  H 0 1 N N N 12.640 29.951 18.347 -3.309 -1.241 -3.408 H51  TDE 31 
TDE H52  2H5  H 0 1 N N N 11.577 28.615 18.203 -2.056 -0.705 -2.281 H52  TDE 32 
TDE H6   H6   H 0 1 N N N 10.569 30.266 19.722 -2.625 0.605  -4.954 H6   TDE 33 
TDE H71  1H7  H 0 1 N N N 12.840 31.316 20.577 -1.388 2.504  -3.574 H71  TDE 34 
TDE H72  2H7  H 0 1 N N N 11.591 31.245 21.731 -0.719 1.117  -2.675 H72  TDE 35 
TDE HN1  HN1  H 0 1 N N N 13.012 29.771 23.072 -0.033 1.877  -5.369 HN1  TDE 36 
TDE HO7  HO7  H 0 1 N N N 10.363 28.864 21.664 -3.579 2.206  -3.620 HO7  TDE 37 
TDE HN9  HN9  H 0 1 N N N 15.766 27.028 19.806 -0.596 -0.349 -1.960 HN9  TDE 38 
TDE H12  H12  H 0 1 N N N 18.022 26.751 19.724 1.045  1.186  -0.474 H12  TDE 39 
TDE H251 1H25 H 0 0 N N N 19.696 28.063 22.737 4.361  1.793  -0.305 H251 TDE 40 
TDE H252 2H25 H 0 0 N N N 17.918 28.210 22.289 3.179  1.753  -1.636 H252 TDE 41 
TDE H253 3H25 H 0 0 N N N 18.666 26.705 22.045 2.706  2.392  -0.044 H253 TDE 42 
TDE H13  H13  H 0 1 N N N 18.833 29.402 18.291 1.310  -1.717 0.427  H13  TDE 43 
TDE H22  H22  H 0 1 N N N 18.159 28.160 16.359 -0.932 0.016  0.156  H22  TDE 44 
TDE H14  H14  H 0 1 N N N 20.887 28.100 18.640 1.989  -0.075 2.157  H14  TDE 45 
TDE H23  H23  H 0 1 N N N 20.967 26.013 17.502 -0.615 0.975  1.688  H23  TDE 46 
TDE H15  H15  H 0 1 N N N 19.835 28.193 15.734 0.724  -2.100 2.826  H15  TDE 47 
TDE H24  H24  H 0 1 N N N 22.137 28.062 15.229 -1.518 -0.366 2.554  H24  TDE 48 
TDE H16  H16  H 0 1 N N N 21.765 30.290 17.191 1.321  -0.398 4.703  H16  TDE 49 
TDE H17  H17  H 0 1 N N N 19.298 30.329 15.571 -1.706 -0.453 4.497  H17  TDE 50 
TDE H211 1H21 H 0 0 N N N 18.988 34.038 16.022 -1.225 2.045  7.400  H211 TDE 51 
TDE H212 2H21 H 0 0 N N N 18.385 32.582 15.025 -0.808 2.318  5.692  H212 TDE 52 
TDE H213 3H21 H 0 0 N N N 18.108 32.528 16.671 -2.353 1.543  6.117  H213 TDE 53 
TDE H201 1H20 H 0 0 N N N 21.369 33.900 15.105 -2.373 -0.776 7.043  H201 TDE 54 
TDE H202 2H20 H 0 0 N N N 22.231 32.258 15.079 -0.843 -1.655 7.277  H202 TDE 55 
TDE H203 3H20 H 0 0 N N N 20.921 32.448 14.041 -1.246 -0.275 8.326  H203 TDE 56 
TDE H191 1H19 H 0 0 N N N 20.948 34.024 17.581 1.339  1.084  6.020  H191 TDE 57 
TDE H192 2H19 H 0 0 N N N 20.196 32.564 18.370 0.922  0.812  7.728  H192 TDE 58 
TDE H193 3H19 H 0 0 N N N 21.800 32.426 17.778 1.325  -0.568 6.679  H193 TDE 59 
# 
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 
TDE C2  O8   DOUB N N 1  
TDE C2  C3   SING N N 2  
TDE C2  N1   SING N N 3  
TDE C3  C4   SING N N 4  
TDE C3  N9   SING N N 5  
TDE C3  H3   SING N N 6  
TDE C4  C5   SING N N 7  
TDE C4  H41  SING N N 8  
TDE C4  H42  SING N N 9  
TDE C5  C6   SING N N 10 
TDE C5  H51  SING N N 11 
TDE C5  H52  SING N N 12 
TDE C6  C7   SING N N 13 
TDE C6  O7   SING N N 14 
TDE C6  H6   SING N N 15 
TDE C7  N1   SING N N 16 
TDE C7  H71  SING N N 17 
TDE C7  H72  SING N N 18 
TDE N1  HN1  SING N N 19 
TDE O7  HO7  SING N N 20 
TDE N9  C10  SING N N 21 
TDE N9  HN9  SING N N 22 
TDE C10 C12  SING N N 23 
TDE C10 O11  DOUB N N 24 
TDE C12 O21  SING N N 25 
TDE C12 C13  SING N N 26 
TDE C12 H12  SING N N 27 
TDE O21 C25  SING N N 28 
TDE C25 H251 SING N N 29 
TDE C25 H252 SING N N 30 
TDE C25 H253 SING N N 31 
TDE C13 O22  SING N N 32 
TDE C13 C14  SING N N 33 
TDE C13 H13  SING N N 34 
TDE O22 H22  SING N N 35 
TDE C14 O23  SING N N 36 
TDE C14 C15  SING N N 37 
TDE C14 H14  SING N N 38 
TDE O23 H23  SING N N 39 
TDE C15 O24  SING N N 40 
TDE C15 C16  SING N N 41 
TDE C15 H15  SING N N 42 
TDE O24 H24  SING N N 43 
TDE C16 C17  DOUB N E 44 
TDE C16 H16  SING N N 45 
TDE C17 C18  SING N N 46 
TDE C17 H17  SING N N 47 
TDE C18 C21  SING N N 48 
TDE C18 C20  SING N N 49 
TDE C18 C19  SING N N 50 
TDE C21 H211 SING N N 51 
TDE C21 H212 SING N N 52 
TDE C21 H213 SING N N 53 
TDE C20 H201 SING N N 54 
TDE C20 H202 SING N N 55 
TDE C20 H203 SING N N 56 
TDE C19 H191 SING N N 57 
TDE C19 H192 SING N N 58 
TDE C19 H193 SING N N 59 
# 
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 
TDE SMILES           ACDLabs              10.04 O=C1NCC(O)CCC1NC(=O)C(OC)C(O)C(O)C(O)/C=C/C(C)(C)C                                                                                                                                               
TDE InChI            InChI                1.02b InChI=1/C18H32N2O7/c1-18(2,3)8-7-12(22)13(23)14(24)15(27-4)17(26)20-11-6-5-10(21)9-19-16(11)25/h7-8,10-15,21-24H,5-6,9H2,1-4H3,(H,19,25)(H,20,26)/b8-7+/t10-,11+,12-,13+,14-,15-/m1/s1/f/h19-20H 
TDE InChIKey         InChI                1.02b FVBBTOIQETYGOA-UGCKHHFNDU                                                                                                                                                                        
TDE SMILES_CANONICAL CACTVS               3.341 CO[C@H]([C@H](O)[C@@H](O)[C@H](O)\C=C\C(C)(C)C)C(=O)N[C@H]1CC[C@@H](O)CNC1=O                                                                                                                     
TDE SMILES           CACTVS               3.341 CO[CH]([CH](O)[CH](O)[CH](O)C=CC(C)(C)C)C(=O)N[CH]1CC[CH](O)CNC1=O                                                                                                                               
TDE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)\C=C\[C@H]([C@@H]([C@H]([C@H](C(=O)N[C@H]1CC[C@H](CNC1=O)O)OC)O)O)O                                                                                                                      
TDE SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)C=CC(C(C(C(C(=O)NC1CCC(CNC1=O)O)OC)O)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 
TDE "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3R,4S,5R,6E)-3,4,5-trihydroxy-N-[(3S,6R)-6-hydroxy-2-oxoazepan-3-yl]-2-methoxy-8,8-dimethylnon-6-enamide (non-preferred name)" 
TDE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (E,2R,3R,4S,5R)-3,4,5-trihydroxy-N-[(3S,6R)-6-hydroxy-2-oxo-azepan-3-yl]-2-methoxy-8,8-dimethyl-non-6-enamide                       
# 
