data_NIC # _chem_comp.id NIC _chem_comp.name "NITROISOCITRIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C5 H7 N O7" _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 193.112 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NIC _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 8ACN _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 NIC C1 C1 C 0 1 N N N 35.425 34.776 69.956 -2.364 -0.140 -0.529 C1 NIC 1 NIC O1 O1 O 0 1 N N N 35.328 36.011 70.043 -3.162 -0.048 0.373 O1 NIC 2 NIC O2 O2 O 0 1 N N N 34.887 34.187 69.017 -2.562 0.535 -1.672 O2 NIC 3 NIC C2 C2 C 0 1 N N R 36.281 33.942 70.955 -1.146 -1.013 -0.370 C2 NIC 4 NIC C3 C3 C 0 1 N N S 35.745 34.178 72.407 0.112 -0.143 -0.395 C3 NIC 5 NIC O7 O7 O 0 1 N N N 36.446 32.557 70.635 -1.218 -1.711 0.875 O7 NIC 6 NIC C4 C4 C 0 1 N N N 36.634 33.948 73.572 1.349 -1.029 -0.234 C4 NIC 7 NIC C5 C5 C 0 1 N N N 37.809 34.836 73.297 2.592 -0.189 -0.381 C5 NIC 8 NIC O3 O3 O 0 1 N N N 37.877 36.073 73.077 2.498 0.997 -0.593 O3 NIC 9 NIC O4 O4 O 0 1 N N N 38.883 34.206 73.325 3.803 -0.758 -0.277 O4 NIC 10 NIC N6 N6 N 1 1 N N N 34.300 33.929 72.653 0.059 0.824 0.704 N6 NIC 11 NIC O5 O5 O -1 1 N N N 33.433 33.958 71.768 -0.007 0.434 1.856 O5 NIC 12 NIC O6 O6 O 0 1 N N N 33.859 33.651 73.749 0.079 2.019 0.466 O6 NIC 13 NIC HO2 HO2 H 0 1 N N N 34.961 33.242 68.950 -3.343 1.095 -1.774 HO2 NIC 14 NIC H2 H2 H 0 1 N N N 37.326 34.321 70.871 -1.106 -1.733 -1.188 H2 NIC 15 NIC H3 H3 H 0 1 N N N 35.816 35.289 72.352 0.168 0.389 -1.345 H3 NIC 16 NIC HO7 HO7 H 0 1 N N N 36.968 32.048 71.244 -1.252 -1.039 1.570 HO7 NIC 17 NIC H41 1H4 H 0 1 N N N 36.150 34.116 74.562 1.342 -1.805 -1.000 H41 NIC 18 NIC H42 2H4 H 0 1 N N N 36.895 32.878 73.749 1.338 -1.492 0.752 H42 NIC 19 NIC HO4 HO4 H 0 1 N N N 39.628 34.769 73.150 4.600 -0.220 -0.371 HO4 NIC 20 # 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 NIC C1 O1 DOUB N N 1 NIC C1 O2 SING N N 2 NIC C1 C2 SING N N 3 NIC O2 HO2 SING N N 4 NIC C2 C3 SING N N 5 NIC C2 O7 SING N N 6 NIC C2 H2 SING N N 7 NIC C3 C4 SING N N 8 NIC C3 N6 SING N N 9 NIC C3 H3 SING N N 10 NIC O7 HO7 SING N N 11 NIC C4 C5 SING N N 12 NIC C4 H41 SING N N 13 NIC C4 H42 SING N N 14 NIC C5 O3 DOUB N N 15 NIC C5 O4 SING N N 16 NIC O4 HO4 SING N N 17 NIC N6 O5 SING N N 18 NIC N6 O6 DOUB N N 19 # 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 NIC SMILES ACDLabs 10.04 "O=C(O)C(O)C([N+]([O-])=O)CC(=O)O" NIC SMILES_CANONICAL CACTVS 3.341 "O[C@H]([C@H](CC(O)=O)[N+]([O-])=O)C(O)=O" NIC SMILES CACTVS 3.341 "O[CH]([CH](CC(O)=O)[N+]([O-])=O)C(O)=O" NIC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]([C@H](C(=O)O)O)[N+](=O)[O-])C(=O)O" NIC SMILES "OpenEye OEToolkits" 1.5.0 "C(C(C(C(=O)O)O)[N+](=O)[O-])C(=O)O" NIC InChI InChI 1.03 "InChI=1S/C5H7NO7/c7-3(8)1-2(6(12)13)4(9)5(10)11/h2,4,9H,1H2,(H,7,8)(H,10,11)/t2-,4+/m0/s1" NIC InChIKey InChI 1.03 ZTJSGPUFCRRTOT-ZAFYKAAXSA-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 NIC "SYSTEMATIC NAME" ACDLabs 10.04 "2,3-dideoxy-3-nitro-L-threo-pentaric acid" NIC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S)-2-hydroxy-3-nitro-pentanedioic 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 NIC "Create component" 1999-07-08 RCSB NIC "Modify descriptor" 2011-06-04 RCSB #