data_ICI # _chem_comp.id ICI _chem_comp.name "ISOCITRIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C6 H8 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-08-04 _chem_comp.pdbx_modified_date 2008-10-14 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status OBS _chem_comp.pdbx_replaced_by ICT _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 192.124 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ICI _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 ? _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 ICI C1 C1 C 0 1 N N N 61.123 66.170 65.645 -1.185 0.150 1.711 C1 ICI 1 ICI C2 C2 C 0 1 N N R 60.082 66.441 66.661 -0.808 -0.396 0.358 C2 ICI 2 ICI C3 C3 C 0 1 N N S 60.843 66.176 67.964 0.409 0.360 -0.175 C3 ICI 3 ICI C4 C4 C 0 1 N N N 59.882 66.076 69.155 0.791 -0.194 -1.549 C4 ICI 4 ICI C5 C5 C 0 1 N N N 58.712 65.263 68.642 -0.301 0.115 -2.539 C5 ICI 5 ICI C6 C6 C 0 1 N N N 61.894 66.837 68.730 1.565 0.187 0.775 C6 ICI 6 ICI O1 O1 O 0 1 N N N 61.606 67.088 64.894 -1.183 -0.574 2.678 O1 ICI 7 ICI O2 O2 O 0 1 N N N 61.486 64.977 65.550 -1.523 1.443 1.842 O2 ICI 8 ICI O3 O3 O 0 1 N N N 58.803 64.132 68.097 -1.232 0.813 -2.211 O3 ICI 9 ICI O4 O4 O 0 1 N N N 57.632 65.855 68.814 -0.240 -0.382 -3.784 O4 ICI 10 ICI O5 O5 O 0 1 N N N 62.828 67.143 68.041 1.407 -0.403 1.817 O5 ICI 11 ICI O6 O6 O 0 1 N N N 61.972 67.198 69.902 2.770 0.690 0.465 O6 ICI 12 ICI O7 O7 O 0 1 N N N 59.670 67.792 66.205 -0.492 -1.784 0.477 O7 ICI 13 ICI H2 H2 H 0 1 N N N 59.134 65.872 66.808 -1.644 -0.271 -0.329 H2 ICI 14 ICI H3 H3 H 0 1 N N N 61.387 65.417 67.354 0.168 1.419 -0.266 H3 ICI 15 ICI H41 1H4 H 0 1 N N N 60.348 65.663 70.080 1.723 0.264 -1.880 H41 ICI 16 ICI H42 2H4 H 0 1 N N N 59.593 67.062 69.587 0.923 -1.274 -1.480 H42 ICI 17 ICI HO2 HO2 H 0 1 N N N 62.154 64.803 64.897 -1.764 1.794 2.710 HO2 ICI 18 ICI HO4 HO4 H 0 1 N N N 56.898 65.345 68.492 -0.942 -0.182 -4.419 HO4 ICI 19 ICI HO6 HO6 H 0 1 N N N 62.656 67.628 70.400 3.512 0.580 1.076 HO6 ICI 20 ICI HO7 HO7 H 0 1 N N N 59.001 67.966 66.857 0.250 -1.850 1.093 HO7 ICI 21 # 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 ICI C1 C2 SING N N 1 ICI C1 O1 DOUB N N 2 ICI C1 O2 SING N N 3 ICI C2 C3 SING N N 4 ICI C2 O7 SING N N 5 ICI C2 H2 SING N N 6 ICI C3 C4 SING N N 7 ICI C3 C6 SING N N 8 ICI C3 H3 SING N N 9 ICI C4 C5 SING N N 10 ICI C4 H41 SING N N 11 ICI C4 H42 SING N N 12 ICI C5 O3 DOUB N N 13 ICI C5 O4 SING N N 14 ICI C6 O5 DOUB N N 15 ICI C6 O6 SING N N 16 ICI O2 HO2 SING N N 17 ICI O4 HO4 SING N N 18 ICI O6 HO6 SING N N 19 ICI O7 HO7 SING N N 20 # 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 ICI SMILES ACDLabs 10.04 "O=C(O)C(CC(=O)O)C(O)C(=O)O" ICI InChI InChI 1.02b "InChI=1/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4+/m0/s1/f/h7,10,12H" ICI InChIKey InChI 1.02b ODBLHEXUDAPZAU-AORVBZGWDC ICI SMILES_CANONICAL CACTVS 3.341 "O[C@H]([C@H](CC(O)=O)C(O)=O)C(O)=O" ICI SMILES CACTVS 3.341 "O[CH]([CH](CC(O)=O)C(O)=O)C(O)=O" ICI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]([C@H](C(=O)O)O)C(=O)O)C(=O)O" ICI SMILES "OpenEye OEToolkits" 1.5.0 "C(C(C(C(=O)O)O)C(=O)O)C(=O)O" # 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 ICI "SYSTEMATIC NAME" ACDLabs 10.04 "3-carboxy-2,3-dideoxy-L-threo-pentaric acid" ICI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2S)-1-hydroxypropane-1,2,3-tricarboxylic 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 ICI "Create component" 1999-08-04 RCSB #