data_QPA # _chem_comp.id QPA _chem_comp.name "S-[(1S)-1-carboxy-1-(phosphonooxy)ethyl]-L-cysteine" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C6 H12 N O8 P S" _chem_comp.mon_nstd_parent_comp_id CYS _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-12 _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 289.200 _chem_comp.one_letter_code C _chem_comp.three_letter_code QPA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3SU9 _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.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 QPA C C C 0 1 N N N Y N Y -73.662 -3.050 120.137 4.280 -0.640 0.168 C QPA 1 QPA N N N 0 1 N N N Y Y N -73.955 -5.400 119.856 3.402 0.774 -1.603 N QPA 2 QPA O O O 0 1 N N N Y N Y -73.260 -3.212 121.282 4.662 -1.384 -0.704 O QPA 3 QPA P2 P2 P 0 1 N N N N N N -79.327 -3.002 116.631 -2.411 -1.339 -0.119 P2 QPA 4 QPA C8 C8 C 0 1 N N S N N N -77.366 -1.960 118.302 -0.842 0.780 0.317 C8 QPA 5 QPA C9 C9 C 0 1 N N N N N N -77.927 -0.498 118.139 -0.855 0.573 1.833 C9 QPA 6 QPA O9 O9 O 0 1 N N N N N N -76.231 -3.263 116.474 -2.805 1.414 -0.822 O9 QPA 7 QPA CA CA C 0 1 N N R Y N N -74.568 -4.116 119.520 3.335 0.487 -0.164 CA QPA 8 QPA CB CB C 0 1 N N N N N N -76.026 -3.981 120.019 1.908 0.082 0.210 CB QPA 9 QPA SG SG S 0 1 N N N N N N -76.679 -2.294 119.960 0.771 1.438 -0.189 SG QPA 10 QPA C10 C10 C 0 1 N N N N N N -76.212 -2.183 117.315 -1.925 1.755 -0.066 C10 QPA 11 QPA O10 O10 O 0 1 N N N N N N -75.165 -1.346 117.276 -1.913 3.001 0.431 O10 QPA 12 QPA O11 O11 O 0 1 N N N N N N -80.832 -2.380 116.931 -2.481 -1.843 1.409 O11 QPA 13 QPA O12 O12 O 0 1 N N N N N N -79.498 -4.485 116.227 -2.389 -2.612 -1.103 O12 QPA 14 QPA O13 O13 O 0 1 N N N N N N -78.582 -2.167 115.374 -3.595 -0.504 -0.418 O13 QPA 15 QPA O14 O14 O 0 1 N N N N N N -78.325 -3.028 118.037 -1.073 -0.470 -0.336 O14 QPA 16 QPA OXT OXT O 0 1 N Y N Y N Y -73.339 -1.990 119.404 4.693 -0.819 1.432 OXT QPA 17 QPA H2 HN H 0 1 N Y N Y Y N -74.507 -6.143 119.477 4.318 1.105 -1.864 HN QPA 18 QPA H HNA H 0 1 N N N Y Y N -73.033 -5.440 119.471 3.142 -0.036 -2.146 HNA QPA 19 QPA HXT HOXT H 0 0 N Y N Y N Y -72.772 -1.418 119.907 5.295 -1.558 1.597 HOXT QPA 20 QPA H9 H9 H 0 1 N N N N N N -78.754 -0.341 118.847 -0.679 1.527 2.332 H9 QPA 21 QPA H9A H9A H 0 1 N N N N N N -77.126 0.227 118.344 -1.825 0.178 2.138 H9A QPA 22 QPA H9B H9B H 0 1 N N N N N N -78.293 -0.359 117.111 -0.072 -0.132 2.111 H9B QPA 23 QPA HA HA H 0 1 N N N Y N N -74.647 -4.009 118.428 3.620 1.377 0.398 HA QPA 24 QPA HB HB H 0 1 N N N N N N -76.662 -4.612 119.381 1.624 -0.808 -0.351 HB QPA 25 QPA HBA HBA H 0 1 N N N N N N -76.058 -4.320 121.065 1.859 -0.131 1.278 HBA QPA 26 QPA HO10 HO10 H 0 0 N N N N N N -74.543 -1.646 116.623 -2.628 3.591 0.156 HO10 QPA 27 QPA HO11 HO11 H 0 0 N N N N N N -81.002 -1.660 116.335 -1.735 -2.397 1.675 HO11 QPA 28 QPA HO12 HO12 H 0 0 N N N N N N -79.148 -4.618 115.354 -3.167 -3.182 -1.027 HO12 QPA 29 # 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 QPA OXT C SING N N 1 QPA CA C SING N N 2 QPA C O DOUB N N 3 QPA CA N SING N N 4 QPA N H2 SING N N 5 QPA N H SING N N 6 QPA OXT HXT SING N N 7 QPA O13 P2 DOUB N N 8 QPA O12 P2 SING N N 9 QPA P2 O11 SING N N 10 QPA P2 O14 SING N N 11 QPA C10 C8 SING N N 12 QPA O14 C8 SING N N 13 QPA C9 C8 SING N N 14 QPA C8 SG SING N N 15 QPA C9 H9 SING N N 16 QPA C9 H9A SING N N 17 QPA C9 H9B SING N N 18 QPA O9 C10 DOUB N N 19 QPA CA CB SING N N 20 QPA CA HA SING N N 21 QPA SG CB SING N N 22 QPA CB HB SING N N 23 QPA CB HBA SING N N 24 QPA O10 C10 SING N N 25 QPA O10 HO10 SING N N 26 QPA O11 HO11 SING N N 27 QPA O12 HO12 SING N N 28 # 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 QPA SMILES ACDLabs 12.01 "O=C(O)C(OP(=O)(O)O)(SCC(C(=O)O)N)C" QPA InChI InChI 1.03 "InChI=1S/C6H12NO8PS/c1-6(5(10)11,15-16(12,13)14)17-2-3(7)4(8)9/h3H,2,7H2,1H3,(H,8,9)(H,10,11)(H2,12,13,14)/t3-,6-/m0/s1" QPA InChIKey InChI 1.03 SOTXSLHXKDYAQY-DZSWIPIPSA-N QPA SMILES_CANONICAL CACTVS 3.370 "C[C@](O[P](O)(O)=O)(SC[C@H](N)C(O)=O)C(O)=O" QPA SMILES CACTVS 3.370 "C[C](O[P](O)(O)=O)(SC[CH](N)C(O)=O)C(O)=O" QPA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[C@](C(=O)O)(OP(=O)(O)O)SC[C@@H](C(=O)O)N" QPA SMILES "OpenEye OEToolkits" 1.7.2 "CC(C(=O)O)(OP(=O)(O)O)SCC(C(=O)O)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 QPA "SYSTEMATIC NAME" ACDLabs 12.01 "S-[(1S)-1-carboxy-1-(phosphonooxy)ethyl]-L-cysteine" QPA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-2-[(2R)-2-azanyl-3-oxidanyl-3-oxidanylidene-propyl]sulfanyl-2-phosphonooxy-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 QPA "Create component" 2011-07-12 RCSB QPA "Modify backbone" 2023-11-03 PDBE #