data_NEP # _chem_comp.id NEP _chem_comp.name N1-PHOSPHONOHISTIDINE _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C6 H10 N3 O5 P" _chem_comp.mon_nstd_parent_comp_id HIS _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-26 _chem_comp.pdbx_modified_date 2023-11-03 _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 235.134 _chem_comp.one_letter_code H _chem_comp.three_letter_code NEP _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 1EUD _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 NEP N N N 0 1 N N N Y Y N 13.802 -8.162 17.726 1.038 1.222 2.401 N NEP 1 NEP CA CA C 0 1 N N S Y N N 14.078 -6.911 17.015 -0.095 0.412 2.866 CA NEP 2 NEP C C C 0 1 N N N Y N Y 12.844 -6.421 16.289 0.154 -0.035 4.283 C NEP 3 NEP O O O 0 1 N N N Y N Y 12.161 -7.180 15.581 1.285 -0.211 4.670 O NEP 4 NEP CB CB C 0 1 N N N N N N 15.164 -7.085 15.969 -0.251 -0.813 1.964 CB NEP 5 NEP CG CG C 0 1 Y N N N N N 16.500 -7.408 16.548 -0.501 -0.365 0.547 CG NEP 6 NEP ND1 ND1 N 0 1 Y N N N N N 17.476 -8.032 15.818 -1.534 0.379 0.126 ND1 NEP 7 NEP CD2 CD2 C 0 1 Y N N N N N 17.048 -7.131 17.758 0.270 -0.648 -0.519 CD2 NEP 8 NEP CE1 CE1 C 0 1 Y N N N N N 18.576 -8.125 16.542 -1.428 0.575 -1.158 CE1 NEP 9 NEP NE2 NE2 N 0 1 Y N N N N N 18.345 -7.582 17.722 -0.317 -0.051 -1.602 NE2 NEP 10 NEP P P P 0 1 N N N N N N 19.583 -7.735 19.056 0.225 -0.090 -3.149 P NEP 11 NEP O1P O1P O 0 1 N N N N N N 20.549 -8.854 18.726 -0.776 0.745 -4.091 O1P NEP 12 NEP O2P O2P O 0 1 N N N N N N 20.285 -6.429 19.106 1.696 0.561 -3.218 O2P NEP 13 NEP O3P O3P O 0 1 N N N N N N 18.696 -8.144 20.142 0.285 -1.494 -3.615 O3P NEP 14 NEP OXT OXT O 0 1 N Y N Y N Y 12.599 -5.123 16.419 -0.878 -0.237 5.115 OXT NEP 15 NEP H H H 0 1 N N N Y Y N 14.633 -8.492 18.215 0.877 1.411 1.423 H NEP 16 NEP H2 HN2 H 0 1 N Y N Y Y N 13.423 -8.874 17.102 1.855 0.632 2.452 H2 NEP 17 NEP HA HA H 0 1 N N N Y N N 14.405 -6.179 17.790 -1.007 1.008 2.829 HA NEP 18 NEP HB2 1HB H 0 1 N N N N N N 14.865 -7.848 15.213 0.660 -1.409 2.001 HB2 NEP 19 NEP HB3 2HB H 0 1 N N N N N N 15.225 -6.187 15.310 -1.092 -1.414 2.309 HB3 NEP 20 NEP HD2 HD2 H 0 1 N N N N N N 16.539 -6.637 18.603 1.177 -1.233 -0.521 HD2 NEP 21 NEP HE1 HE1 H 0 1 N N N N N N 19.526 -8.579 16.216 -2.116 1.142 -1.768 HE1 NEP 22 NEP HOP1 1HOP H 0 0 N N N N N N 21.193 -8.933 19.419 -0.421 0.697 -4.989 HOP1 NEP 23 NEP HOP2 2HOP H 0 0 N N N N N N 20.929 -6.508 19.799 1.613 1.472 -2.906 HOP2 NEP 24 NEP HXT HXT H 0 1 N Y N Y N Y 11.824 -4.815 15.963 -0.718 -0.524 6.025 HXT NEP 25 # 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 NEP N CA SING N N 1 NEP N H SING N N 2 NEP N H2 SING N N 3 NEP CA C SING N N 4 NEP CA CB SING N N 5 NEP CA HA SING N N 6 NEP C O DOUB N N 7 NEP C OXT SING N N 8 NEP CB CG SING N N 9 NEP CB HB2 SING N N 10 NEP CB HB3 SING N N 11 NEP CG ND1 SING Y N 12 NEP CG CD2 DOUB Y N 13 NEP ND1 CE1 DOUB Y N 14 NEP CD2 NE2 SING Y N 15 NEP CD2 HD2 SING N N 16 NEP CE1 NE2 SING Y N 17 NEP CE1 HE1 SING N N 18 NEP NE2 P SING N N 19 NEP P O1P SING N N 20 NEP P O2P SING N N 21 NEP P O3P DOUB N N 22 NEP O1P HOP1 SING N N 23 NEP O2P HOP2 SING N N 24 NEP OXT HXT SING N N 25 # 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 NEP SMILES ACDLabs 10.04 "O=P(O)(O)n1cc(nc1)CC(C(=O)O)N" NEP SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1cn(cn1)[P](O)(O)=O)C(O)=O" NEP SMILES CACTVS 3.341 "N[CH](Cc1cn(cn1)[P](O)(O)=O)C(O)=O" NEP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(ncn1P(=O)(O)O)C[C@@H](C(=O)O)N" NEP SMILES "OpenEye OEToolkits" 1.5.0 "c1c(ncn1P(=O)(O)O)CC(C(=O)O)N" NEP InChI InChI 1.03 "InChI=1S/C6H10N3O5P/c7-5(6(10)11)1-4-2-9(3-8-4)15(12,13)14/h2-3,5H,1,7H2,(H,10,11)(H2,12,13,14)/t5-/m0/s1" NEP InChIKey InChI 1.03 MOYPZVWCTBPWEH-YFKPBYRVSA-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 NEP "SYSTEMATIC NAME" ACDLabs 10.04 1-phosphono-L-histidine NEP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(1-phosphonoimidazol-4-yl)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 NEP "Create component" 1999-07-26 EBI NEP "Modify descriptor" 2011-06-04 RCSB NEP "Modify backbone" 2023-11-03 PDBE #