data_PDE
# 
_chem_comp.id                                    PDE 
_chem_comp.name                                  "PARA-NITROPHENYL PHOSPHONOBUTANOYL D-ALANINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H17 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-01-07 
_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                        360.256 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PDE 
_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        1KN4 
_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 
PDE P1   P1   P 0  1 N N R 14.368 37.640 62.604 1.102  -0.575 -0.183 P1   PDE 1  
PDE O1   O1   O 0  1 N N N 13.192 37.099 61.576 2.249  -1.481 -0.859 O1   PDE 2  
PDE O2   O2   O 0  1 N N N 14.582 39.059 62.319 1.239  -0.645 1.420  O2   PDE 3  
PDE O3   O3   O 0  1 N N N 14.029 37.279 63.985 1.254  0.827  -0.631 O3   PDE 4  
PDE C8   C8   C 0  1 N N N 15.760 36.711 62.083 -0.537 -1.198 -0.681 C8   PDE 5  
PDE C9   C9   C 0  1 N N N 16.179 36.921 60.657 -1.623 -0.265 -0.141 C9   PDE 6  
PDE C10  C10  C 0  1 N N N 17.491 36.142 60.398 -2.999 -0.788 -0.559 C10  PDE 7  
PDE C11  C11  C 0  1 N N N 17.746 35.987 58.874 -4.068 0.132  -0.027 C11  PDE 8  
PDE N2   N2   N 0  1 N N N 17.018 34.990 58.232 -5.367 -0.132 -0.273 N2   PDE 9  
PDE O6   O6   O 0  1 N N N 18.488 36.769 58.323 -3.760 1.109  0.622  O6   PDE 10 
PDE C12  C12  C 0  1 N N S 16.422 34.972 56.862 -6.406 0.762  0.244  C12  PDE 11 
PDE C1D  C1D  C 0  1 N N N 15.008 34.634 56.554 -6.609 1.924  -0.730 C1D  PDE 12 
PDE C13  C13  C 0  1 N N N 16.961 36.103 55.908 -7.697 -0.002 0.391  C13  PDE 13 
PDE O7   O7   O 0  1 N N N 17.847 35.837 55.093 -7.744 -1.172 0.095  O7   PDE 14 
PDE O8   O8   O 0  1 N N N 16.475 37.228 55.993 -8.795 0.619  0.851  O8   PDE 15 
PDE C1   C1   C 0  1 Y N N 11.924 37.626 61.644 3.439  -0.906 -0.546 C1   PDE 16 
PDE C2   C2   C 0  1 Y N N 11.706 38.927 61.164 4.109  -1.279 0.610  C2   PDE 17 
PDE C6   C6   C 0  1 Y N N 10.937 36.853 62.236 3.990  0.051  -1.386 C6   PDE 18 
PDE C4   C4   C 0  1 Y N N 9.411  38.743 61.903 5.864  0.265  0.090  C4   PDE 19 
PDE C5   C5   C 0  1 Y N N 9.667  37.423 62.365 5.199  0.638  -1.064 C5   PDE 20 
PDE C3   C3   C 0  1 Y N N 10.430 39.467 61.306 5.320  -0.693 0.925  C3   PDE 21 
PDE N1   N1   N 1  1 N N N 8.057  39.374 62.114 7.161  0.892  0.430  N1   PDE 22 
PDE O4   O4   O 0  1 N N N 7.811  40.522 61.699 7.641  1.736  -0.305 O4   PDE 23 
PDE O5   O5   O -1 1 N N N 7.175  38.738 62.737 7.747  0.564  1.446  O5   PDE 24 
PDE HO2  HO2  H 0  1 N N N 15.258 39.370 62.910 1.134  -1.573 1.669  HO2  PDE 25 
PDE HC81 1HC8 H 0  0 N N N 15.589 35.626 62.275 -0.684 -2.199 -0.275 HC81 PDE 26 
PDE HC82 2HC8 H 0  0 N N N 16.621 36.898 62.766 -0.597 -1.235 -1.768 HC82 PDE 27 
PDE HC91 1HC9 H 0  0 N N N 16.268 38.001 60.395 -1.476 0.736  -0.547 HC91 PDE 28 
PDE HC92 2HC9 H 0  0 N N N 15.375 36.651 59.934 -1.563 -0.228 0.947  HC92 PDE 29 
PDE H101 1H10 H 0  0 N N N 17.497 35.157 60.920 -3.145 -1.789 -0.153 H101 PDE 30 
PDE H102 2H10 H 0  0 N N N 18.359 36.611 60.917 -3.059 -0.824 -1.646 H102 PDE 31 
PDE HN2  HN2  H 0  1 N N N 16.908 34.176 58.837 -5.613 -0.914 -0.792 HN2  PDE 32 
PDE H12  H12  H 0  1 N N N 16.845 33.962 56.653 -6.101 1.151  1.215  H12  PDE 33 
PDE H1D1 1H1D H 0  0 N N N 14.374 35.312 57.172 -5.676 2.476  -0.837 H1D1 PDE 34 
PDE H1D2 2H1D H 0  0 N N N 14.563 34.621 55.532 -6.915 1.535  -1.702 H1D2 PDE 35 
PDE H1D3 3H1D H 0  0 N N N 14.812 33.633 57.003 -7.383 2.589  -0.346 H1D3 PDE 36 
PDE HO8  HO8  H 0  1 N N N 16.800 37.910 55.418 -9.623 0.129  0.946  HO8  PDE 37 
PDE HC2  HC2  H 0  1 N N N 12.514 39.508 60.689 3.684  -2.026 1.263  HC2  PDE 38 
PDE HC6  HC6  H 0  1 N N N 11.153 35.830 62.589 3.471  0.343  -2.287 HC6  PDE 39 
PDE HC5  HC5  H 0  1 N N N 8.864  36.829 62.833 5.626  1.387  -1.715 HC5  PDE 40 
PDE HC3  HC3  H 0  1 N N N 10.223 40.486 60.939 5.841  -0.983 1.826  HC3  PDE 41 
# 
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 
PDE P1  O1   SING N N 1  
PDE P1  O2   SING N N 2  
PDE P1  O3   DOUB N N 3  
PDE P1  C8   SING N N 4  
PDE O1  C1   SING N N 5  
PDE O2  HO2  SING N N 6  
PDE C8  C9   SING N N 7  
PDE C8  HC81 SING N N 8  
PDE C8  HC82 SING N N 9  
PDE C9  C10  SING N N 10 
PDE C9  HC91 SING N N 11 
PDE C9  HC92 SING N N 12 
PDE C10 C11  SING N N 13 
PDE C10 H101 SING N N 14 
PDE C10 H102 SING N N 15 
PDE C11 N2   SING N N 16 
PDE C11 O6   DOUB N N 17 
PDE N2  C12  SING N N 18 
PDE N2  HN2  SING N N 19 
PDE C12 C1D  SING N N 20 
PDE C12 C13  SING N N 21 
PDE C12 H12  SING N N 22 
PDE C1D H1D1 SING N N 23 
PDE C1D H1D2 SING N N 24 
PDE C1D H1D3 SING N N 25 
PDE C13 O7   DOUB N N 26 
PDE C13 O8   SING N N 27 
PDE O8  HO8  SING N N 28 
PDE C1  C2   DOUB Y N 29 
PDE C1  C6   SING Y N 30 
PDE C2  C3   SING Y N 31 
PDE C2  HC2  SING N N 32 
PDE C6  C5   DOUB Y N 33 
PDE C6  HC6  SING N N 34 
PDE C4  C5   SING Y N 35 
PDE C4  C3   DOUB Y N 36 
PDE C4  N1   SING N N 37 
PDE C5  HC5  SING N N 38 
PDE C3  HC3  SING N N 39 
PDE N1  O4   DOUB N N 40 
PDE N1  O5   SING N N 41 
# 
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 
PDE SMILES           ACDLabs              10.04 O=P(Oc1ccc(cc1)[N+]([O-])=O)(O)CCCC(=O)NC(C(=O)O)C                                                                                                            
PDE InChI            InChI                1.02b InChI=1/C13H17N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,21,22)/t9-/m0/s1/f/h14,17,21H 
PDE InChIKey         InChI                1.02b KBXXIYHMPQZHCH-OSVDPXHODX                                                                                                                                     
PDE SMILES_CANONICAL CACTVS               3.341 C[C@H](NC(=O)CCC[P@](O)(=O)Oc1ccc(cc1)[N+]([O-])=O)C(O)=O                                                                                                     
PDE SMILES           CACTVS               3.341 C[CH](NC(=O)CCC[P](O)(=O)Oc1ccc(cc1)[N+]([O-])=O)C(O)=O                                                                                                       
PDE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(=O)O)NC(=O)CCC[P@@](=O)(O)Oc1ccc(cc1)[N+](=O)[O-]                                                                                                   
PDE SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)O)NC(=O)CCCP(=O)(O)Oc1ccc(cc1)[N+](=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 
PDE "SYSTEMATIC NAME" ACDLabs              10.04 N-{4-[(R)-hydroxy(4-nitrophenoxy)phosphoryl]butanoyl}-L-alanine              
PDE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[4-[hydroxy-(4-nitrophenoxy)phosphoryl]butanoylamino]propanoic acid" 
# 
