data_DHK # _chem_comp.id DHK _chem_comp.name 3-DEHYDROSHIKIMATE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C7 H10 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-01-22 _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 174.151 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DHK _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 1GTZ _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.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 DHK C2 C2 C 0 1 N N N 0.644 -16.600 38.540 -1.133 -0.271 -0.398 C2 DHK 1 DHK C3 C3 C 0 1 N N N 0.758 -15.230 38.832 -1.237 0.127 0.837 C3 DHK 2 DHK O3 O3 O 0 1 N N N 0.512 -14.961 40.111 -2.479 0.364 1.327 O3 DHK 3 DHK C4 C4 C 0 1 N N S 1.365 -14.266 37.989 -0.066 0.335 1.754 C4 DHK 4 DHK O4 O4 O 0 1 N N N 1.938 -13.354 38.763 -0.375 -0.198 3.044 O4 DHK 5 DHK C5 C5 C 0 1 N N R 2.331 -14.842 37.098 1.172 -0.364 1.192 C5 DHK 6 DHK C1 C1 C 0 1 N N S 1.294 -17.035 37.369 0.171 -0.581 -1.072 C1 DHK 7 DHK C6 C6 C 0 1 N N N 1.787 -16.034 36.529 1.331 0.027 -0.281 C6 DHK 8 DHK C C C 0 1 N N N 0.839 -18.289 36.903 0.159 -0.005 -2.465 C DHK 9 DHK O1 O1 O 0 1 N N N 0.329 -18.296 35.698 0.993 0.806 -2.789 O1 DHK 10 DHK O2 O2 O 0 1 N N N 0.771 -19.283 37.786 -0.776 -0.395 -3.344 O2 DHK 11 DHK O5 O5 O 0 1 N N N 2.484 -13.892 36.092 2.329 0.044 1.925 O5 DHK 12 DHK H2 H2 H 0 1 N N N 0.080 -17.292 39.188 -2.040 -0.384 -0.972 H2 DHK 13 DHK H3 H3 H 0 1 N N N 0.589 -14.035 40.308 -3.102 0.178 0.612 H3 DHK 14 DHK H4 H4 H 0 1 N N N 0.571 -13.771 37.383 0.137 1.402 1.844 H4 DHK 15 DHK HA HA H 0 1 N N N 2.345 -12.708 38.198 -1.152 0.278 3.365 HA DHK 16 DHK H5 H5 H 0 1 N N N 3.296 -15.043 37.619 1.051 -1.445 1.273 H5 DHK 17 DHK H1 H1 H 0 1 N N N 2.258 -17.364 37.823 0.300 -1.662 -1.129 H1 DHK 18 DHK H6C1 1H6C H 0 0 N N N 0.987 -15.750 35.806 1.308 1.113 -0.376 H6C1 DHK 19 DHK H6C2 2H6C H 0 0 N N N 2.548 -16.483 35.849 2.276 -0.357 -0.663 H6C2 DHK 20 DHK HC HC H 0 1 N N N 0.465 -20.126 37.472 -0.783 -0.026 -4.238 HC DHK 21 DHK HB HB H 0 1 N N N 2.846 -13.099 36.470 2.183 -0.215 2.845 HB DHK 22 # 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 DHK C2 C3 DOUB N N 1 DHK C2 C1 SING N N 2 DHK C2 H2 SING N N 3 DHK C3 O3 SING N N 4 DHK C3 C4 SING N N 5 DHK O3 H3 SING N N 6 DHK C4 O4 SING N N 7 DHK C4 C5 SING N N 8 DHK C4 H4 SING N N 9 DHK O4 HA SING N N 10 DHK C5 C6 SING N N 11 DHK C5 O5 SING N N 12 DHK C5 H5 SING N N 13 DHK C1 C6 SING N N 14 DHK C1 C SING N N 15 DHK C1 H1 SING N N 16 DHK C6 H6C1 SING N N 17 DHK C6 H6C2 SING N N 18 DHK C O1 DOUB N N 19 DHK C O2 SING N N 20 DHK O2 HC SING N N 21 DHK O5 HB SING N N 22 # 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 DHK SMILES ACDLabs 10.04 "O=C(O)C1C=C(O)C(O)C(O)C1" DHK SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C[C@@H](C=C(O)[C@H]1O)C(O)=O" DHK SMILES CACTVS 3.341 "O[CH]1C[CH](C=C(O)[CH]1O)C(O)=O" DHK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H](C=C([C@H]([C@@H]1O)O)O)C(=O)O" DHK SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C=C(C(C1O)O)O)C(=O)O" DHK InChI InChI 1.03 "InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,3,5-6,8-10H,2H2,(H,11,12)/t3-,5-,6-/m1/s1" DHK InChIKey InChI 1.03 YVYKOQWMJZXRRM-UYFOZJQFSA-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 DHK "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,4S,5R)-3,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid" DHK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,4S,5R)-3,4,5-trihydroxycyclohex-2-ene-1-carboxylic 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 DHK "Create component" 2002-01-22 EBI DHK "Modify descriptor" 2011-06-04 RCSB #