data_PNB # _chem_comp.id PNB _chem_comp.name 4-NITRO-BENZYLPHOSPHONOBUTANOYL-GLYCINE _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 1999-07-08 _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 PNB _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 1YEC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 PNB N1 N1 N 1 1 N N N 7.748 40.336 62.344 1.126 -0.046 -7.680 N1 PNB 1 PNB O4 O4 O 0 1 N N N 7.742 41.498 61.949 1.427 0.995 -8.233 O4 PNB 2 PNB O5 O5 O -1 1 N N N 6.803 39.931 62.982 1.338 -1.111 -8.231 O5 PNB 3 PNB C1 C1 C 0 1 Y N N 10.849 37.508 61.924 -0.604 0.029 -3.945 C1 PNB 4 PNB C2 C2 C 0 1 Y N N 11.060 38.756 61.357 -0.366 -1.184 -4.568 C2 PNB 5 PNB C3 C3 C 0 1 Y N N 10.058 39.720 61.444 0.212 -1.221 -5.817 C3 PNB 6 PNB C4 C4 C 0 1 Y N N 8.866 39.385 62.106 0.560 -0.021 -6.460 C4 PNB 7 PNB C5 C5 C 0 1 Y N N 8.711 38.120 62.638 0.314 1.204 -5.819 C5 PNB 8 PNB C6 C6 C 0 1 Y N N 9.692 37.201 62.545 -0.269 1.218 -4.573 C6 PNB 9 PNB C7 C7 C 0 1 N N N 11.883 36.428 61.979 -1.238 0.057 -2.578 C7 PNB 10 PNB O1 O1 O 0 1 N N N 13.195 36.894 61.673 -0.217 0.015 -1.579 O1 PNB 11 PNB P1 P1 P 0 1 N N S 14.280 37.503 62.725 -0.961 0.048 -0.152 P1 PNB 12 PNB O2 O2 O 0 1 N N N 14.355 38.922 62.410 -1.756 1.291 -0.038 O2 PNB 13 PNB O3 O3 O 0 1 N N N 13.956 37.114 64.071 -1.937 -1.226 -0.026 O3 PNB 14 PNB C8 C8 C 0 1 N N N 15.763 36.743 62.262 0.280 -0.003 1.181 C8 PNB 15 PNB C9 C9 C 0 1 N N N 16.068 36.837 60.789 -0.426 0.027 2.538 C9 PNB 16 PNB C10 C10 C 0 1 N N N 17.405 36.173 60.592 0.615 -0.015 3.657 C10 PNB 17 PNB C11 C11 C 0 1 N N N 17.862 35.990 59.159 -0.081 0.015 4.993 C11 PNB 18 PNB O6 O6 O 0 1 N N N 18.479 36.913 58.598 -1.291 0.066 5.045 O6 PNB 19 PNB N2 N2 N 0 1 N N N 17.580 34.811 58.572 0.641 -0.014 6.131 N2 PNB 20 PNB C12 C12 C 0 1 N N N 17.935 34.503 57.323 -0.035 0.015 7.429 C12 PNB 21 PNB C13 C13 C 0 1 N N N 16.915 34.890 56.214 0.990 -0.026 8.532 C13 PNB 22 PNB O7 O7 O 0 1 N N N 16.679 34.081 55.291 2.166 -0.076 8.261 O7 PNB 23 PNB O8 O8 O 0 1 N N N 16.450 36.033 56.146 0.597 -0.009 9.816 O8 PNB 24 PNB H2 H2 H 0 1 N N N 12.010 38.978 60.844 -0.634 -2.105 -4.072 H2 PNB 25 PNB H3 H3 H 0 1 N N N 10.204 40.719 61.001 0.397 -2.169 -6.301 H3 PNB 26 PNB H5 H5 H 0 1 N N N 7.777 37.835 63.151 0.579 2.132 -6.304 H5 PNB 27 PNB H6 H6 H 0 1 N N N 9.547 36.196 62.977 -0.460 2.160 -4.078 H6 PNB 28 PNB H71 1H7 H 0 1 N N N 11.865 35.910 62.966 -1.894 -0.805 -2.464 H71 PNB 29 PNB H72 2H7 H 0 1 N N N 11.600 35.573 61.320 -1.819 0.973 -2.465 H72 PNB 30 PNB HO3 HO3 H 0 1 N N N 14.588 37.469 64.684 -1.380 -2.013 -0.105 HO3 PNB 31 PNB H81 1H8 H 0 1 N N N 16.612 37.143 62.863 0.940 0.859 1.096 H81 PNB 32 PNB H82 2H8 H 0 1 N N N 15.778 35.679 62.597 0.865 -0.918 1.098 H82 PNB 33 PNB H91 1H9 H 0 1 N N N 15.264 36.414 60.142 -1.087 -0.835 2.623 H91 PNB 34 PNB H92 2H9 H 0 1 N N N 16.028 37.878 60.394 -1.012 0.943 2.621 H92 PNB 35 PNB H101 1H10 H 0 0 N N N 18.185 36.722 61.168 1.275 0.847 3.572 H101 PNB 36 PNB H102 2H10 H 0 0 N N N 17.417 35.190 61.118 1.200 -0.930 3.574 H102 PNB 37 PNB HN2 HN2 H 0 1 N N N 17.066 34.109 59.105 1.609 -0.055 6.089 HN2 PNB 38 PNB H121 1H12 H 0 0 N N N 18.932 34.944 57.092 -0.696 -0.847 7.515 H121 PNB 39 PNB H122 2H12 H 0 0 N N N 18.176 33.416 57.254 -0.621 0.931 7.513 H122 PNB 40 PNB HO8 HO8 H 0 1 N N N 15.827 36.269 55.468 1.256 -0.036 10.523 HO8 PNB 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 PNB N1 O4 DOUB N N 1 PNB N1 O5 SING N N 2 PNB N1 C4 SING N N 3 PNB C1 C2 DOUB Y N 4 PNB C1 C6 SING Y N 5 PNB C1 C7 SING N N 6 PNB C2 C3 SING Y N 7 PNB C2 H2 SING N N 8 PNB C3 C4 DOUB Y N 9 PNB C3 H3 SING N N 10 PNB C4 C5 SING Y N 11 PNB C5 C6 DOUB Y N 12 PNB C5 H5 SING N N 13 PNB C6 H6 SING N N 14 PNB C7 O1 SING N N 15 PNB C7 H71 SING N N 16 PNB C7 H72 SING N N 17 PNB O1 P1 SING N N 18 PNB P1 O2 DOUB N N 19 PNB P1 O3 SING N N 20 PNB P1 C8 SING N N 21 PNB O3 HO3 SING N N 22 PNB C8 C9 SING N N 23 PNB C8 H81 SING N N 24 PNB C8 H82 SING N N 25 PNB C9 C10 SING N N 26 PNB C9 H91 SING N N 27 PNB C9 H92 SING N N 28 PNB C10 C11 SING N N 29 PNB C10 H101 SING N N 30 PNB C10 H102 SING N N 31 PNB C11 O6 DOUB N N 32 PNB C11 N2 SING N N 33 PNB N2 C12 SING N N 34 PNB N2 HN2 SING N N 35 PNB C12 C13 SING N N 36 PNB C12 H121 SING N N 37 PNB C12 H122 SING N N 38 PNB C13 O7 DOUB N N 39 PNB C13 O8 SING N N 40 PNB O8 HO8 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 PNB SMILES ACDLabs 10.04 "O=C(O)CNC(=O)CCCP(=O)(OCc1ccc(cc1)[N+]([O-])=O)O" PNB SMILES_CANONICAL CACTVS 3.341 "OC(=O)CNC(=O)CCC[P@@](O)(=O)OCc1ccc(cc1)[N+]([O-])=O" PNB SMILES CACTVS 3.341 "OC(=O)CNC(=O)CCC[P](O)(=O)OCc1ccc(cc1)[N+]([O-])=O" PNB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CO[P@](=O)(CCCC(=O)NCC(=O)O)O)[N+](=O)[O-]" PNB SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1COP(=O)(CCCC(=O)NCC(=O)O)O)[N+](=O)[O-]" PNB InChI InChI 1.03 "InChI=1S/C13H17N2O8P/c16-12(14-8-13(17)18)2-1-7-24(21,22)23-9-10-3-5-11(6-4-10)15(19)20/h3-6H,1-2,7-9H2,(H,14,16)(H,17,18)(H,21,22)" PNB InChIKey InChI 1.03 LNMNPGKCSJFAGN-UHFFFAOYSA-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 PNB "SYSTEMATIC NAME" ACDLabs 10.04 "N-(4-{(S)-hydroxy[(4-nitrobenzyl)oxy]phosphoryl}butanoyl)glycine" PNB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[hydroxy-[(4-nitrophenyl)methoxy]phosphoryl]butanoylamino]ethanoic 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 PNB "Create component" 1999-07-08 EBI PNB "Modify descriptor" 2011-06-04 RCSB #