data_NHC # _chem_comp.id NHC _chem_comp.name "(1R,2S,3R,4S)-2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Cantharidic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-07 _chem_comp.pdbx_modified_date 2021-03-01 _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 214.215 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NHC _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 3H62 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 NHC O2 O2 O 0 1 N N N 116.749 -2.258 31.403 -1.220 2.049 -0.867 O2 NHC 1 NHC C8 C8 C 0 1 N N N 115.832 -2.273 30.551 -1.143 1.337 0.106 C8 NHC 2 NHC O4 O4 O 0 1 N N N 115.770 -3.119 29.633 -2.233 1.104 0.855 O4 NHC 3 NHC C3 C3 C 0 1 N N S 114.765 -1.213 30.651 0.174 0.706 0.476 C3 NHC 4 NHC C7 C7 C 0 1 N N N 113.686 -1.418 29.586 0.537 1.024 1.928 C7 NHC 5 NHC C4 C4 C 0 1 N N R 114.181 -1.165 32.067 0.133 -0.826 0.243 C4 NHC 6 NHC C10 C10 C 0 1 N N N 112.665 -1.387 32.083 0.472 -1.579 1.532 C10 NHC 7 NHC C9 C9 C 0 1 N N N 114.867 -2.140 33.003 -1.214 -1.251 -0.282 C9 NHC 8 NHC O3 O3 O 0 1 N N N 115.855 -1.719 33.655 -1.938 -1.939 0.398 O3 NHC 9 NHC O5 O5 O 0 1 N N N 114.455 -3.319 33.101 -1.610 -0.864 -1.505 O5 NHC 10 NHC C2 C2 C 0 1 N N R 115.417 0.154 30.528 1.302 1.176 -0.491 C2 NHC 11 NHC C1 C1 C 0 1 N N N 114.316 1.181 30.334 2.632 0.692 0.161 C1 NHC 12 NHC C5 C5 C 0 1 N N N 113.686 1.224 31.722 2.593 -0.840 -0.076 C5 NHC 13 NHC C6 C6 C 0 1 N N S 114.549 0.244 32.493 1.242 -1.042 -0.830 C6 NHC 14 NHC O1 O1 O 0 1 N N N 115.810 0.429 31.862 1.156 0.216 -1.589 O1 NHC 15 NHC HO4 HO4 H 0 1 N N N 116.507 -3.714 29.700 -3.056 1.528 0.576 HO4 NHC 16 NHC H7 H7 H 0 1 N N N 112.699 -1.467 30.068 -0.298 0.762 2.577 H7 NHC 17 NHC H7A H7A H 0 1 N N N 113.706 -0.577 28.877 1.417 0.449 2.217 H7A NHC 18 NHC H7B H7B H 0 1 N N N 113.877 -2.357 29.047 0.751 2.089 2.024 H7B NHC 19 NHC H10 H10 H 0 1 N N N 112.313 -1.440 33.124 -0.321 -1.424 2.263 H10 NHC 20 NHC H10A H10A H 0 0 N N N 112.167 -0.551 31.570 0.565 -2.644 1.317 H10A NHC 21 NHC H10B H10B H 0 0 N N N 112.427 -2.329 31.567 1.414 -1.206 1.934 H10B NHC 22 NHC HO5 HO5 H 0 1 N N N 114.998 -3.794 33.719 -2.482 -1.161 -1.798 HO5 NHC 23 NHC H2 H2 H 0 1 N N N 116.187 0.180 29.743 1.273 2.230 -0.766 H2 NHC 24 NHC H1 H1 H 0 1 N N N 114.712 2.161 30.027 3.492 1.138 -0.338 H1 NHC 25 NHC H1A H1A H 0 1 N N N 113.607 0.925 29.533 2.644 0.917 1.227 H1A NHC 26 NHC H5 H5 H 0 1 N N N 113.718 2.233 32.158 3.433 -1.156 -0.694 H5 NHC 27 NHC H5A H5A H 0 1 N N N 112.616 0.967 31.728 2.585 -1.377 0.872 H5A NHC 28 NHC H6 H6 H 0 1 N N N 114.483 0.379 33.583 1.161 -1.963 -1.407 H6 NHC 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 NHC O2 C8 DOUB N N 1 NHC C8 O4 SING N N 2 NHC C8 C3 SING N N 3 NHC C3 C7 SING N N 4 NHC C3 C4 SING N N 5 NHC C3 C2 SING N N 6 NHC C4 C10 SING N N 7 NHC C4 C9 SING N N 8 NHC C4 C6 SING N N 9 NHC C9 O3 DOUB N N 10 NHC C9 O5 SING N N 11 NHC C2 C1 SING N N 12 NHC C2 O1 SING N N 13 NHC C1 C5 SING N N 14 NHC C5 C6 SING N N 15 NHC C6 O1 SING N N 16 NHC O4 HO4 SING N N 17 NHC C7 H7 SING N N 18 NHC C7 H7A SING N N 19 NHC C7 H7B SING N N 20 NHC C10 H10 SING N N 21 NHC C10 H10A SING N N 22 NHC C10 H10B SING N N 23 NHC O5 HO5 SING N N 24 NHC C2 H2 SING N N 25 NHC C1 H1 SING N N 26 NHC C1 H1A SING N N 27 NHC C5 H5 SING N N 28 NHC C5 H5A SING N N 29 NHC C6 H6 SING N N 30 # # 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 NHC SMILES ACDLabs 10.04 "O=C(O)C1(C(C(=O)O)(C)C2OC1CC2)C" NHC SMILES_CANONICAL CACTVS 3.341 "C[C@]1([C@H]2CC[C@H](O2)[C@]1(C)C(O)=O)C(O)=O" NHC SMILES CACTVS 3.341 "C[C]1([CH]2CC[CH](O2)[C]1(C)C(O)=O)C(O)=O" NHC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]1([C@H]2CC[C@@H]([C@]1(C)C(=O)O)O2)C(=O)O" NHC SMILES "OpenEye OEToolkits" 1.5.0 "CC1(C2CCC(C1(C)C(=O)O)O2)C(=O)O" NHC InChI InChI 1.03 "InChI=1S/C10H14O5/c1-9(7(11)12)5-3-4-6(15-5)10(9,2)8(13)14/h5-6H,3-4H2,1-2H3,(H,11,12)(H,13,14)/t5-,6+,9+,10-" NHC InChIKey InChI 1.03 NMTNUQBORQILRK-XCVPVQRUSA-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 NHC "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,2S,3R,4S)-2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid" NHC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,4S,5R,6S)-5,6-dimethyl-7-oxabicyclo[2.2.1]heptane-5,6-dicarboxylic 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 NHC "Create component" 2009-05-07 PDBJ NHC "Modify descriptor" 2011-06-04 RCSB NHC "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NHC _pdbx_chem_comp_synonyms.name "Cantharidic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##