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 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 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 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-]" PDE InChI InChI 1.03 "InChI=1S/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" PDE InChIKey InChI 1.03 KBXXIYHMPQZHCH-VIFPVBQESA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PDE "Create component" 2002-01-07 RCSB PDE "Modify descriptor" 2011-06-04 RCSB #