data_N87 # _chem_comp.id N87 _chem_comp.name "(1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylcarbonyl)phenyl]cyclohex-2-ene-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H18 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-03 _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 354.353 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N87 _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 3N87 _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 N87 O1 O1 O 0 1 N N N 8.440 24.807 51.481 -3.990 2.613 -1.145 O1 N87 1 N87 C2 C2 C 0 1 N N N 7.571 25.554 51.024 -3.921 2.276 0.013 C2 N87 2 N87 O3 O3 O 0 1 N N N 6.816 26.183 51.794 -3.984 3.199 0.985 O3 N87 3 N87 C4 C4 C 0 1 N N R 7.355 25.716 49.539 -3.772 0.818 0.366 C4 N87 4 N87 O5 O5 O 0 1 N N N 6.962 27.057 49.249 -4.485 0.548 1.575 O5 N87 5 N87 C6 C6 C 0 1 N N N 6.201 24.797 49.227 -2.318 0.501 0.565 C6 N87 6 N87 C7 C7 C 0 1 N N N 5.974 24.284 48.018 -1.738 -0.582 0.107 C7 N87 7 N87 C8 C8 C 0 1 N N R 6.887 24.526 46.856 -2.449 -1.641 -0.683 C8 N87 8 N87 O9 O9 O 0 1 N N N 6.127 25.038 45.764 -2.037 -2.931 -0.225 O9 N87 9 N87 C10 C10 C 0 1 N N R 7.984 25.516 47.174 -3.963 -1.501 -0.509 C10 N87 10 N87 O11 O11 O 0 1 N N N 9.025 25.339 46.218 -4.634 -2.344 -1.447 O11 N87 11 N87 C12 C12 C 0 1 N N N 8.508 25.381 48.604 -4.346 -0.039 -0.764 C12 N87 12 N87 C13 C13 C 0 1 Y N N 4.784 23.397 47.931 -0.299 -0.770 0.386 C13 N87 13 N87 C14 C14 C 0 1 Y N N 4.944 22.119 47.386 0.637 0.110 -0.151 C14 N87 14 N87 C15 C15 C 0 1 Y N N 3.880 21.230 47.325 1.993 -0.075 0.116 C15 N87 15 N87 C16 C16 C 0 1 N N N 4.167 19.882 46.732 2.993 0.854 -0.449 C16 N87 16 N87 C17 C17 C 0 1 Y N N 3.606 18.611 47.284 4.435 0.564 -0.305 C17 N87 17 N87 C18 C18 C 0 1 Y N N 3.869 17.405 46.614 4.891 -0.756 -0.324 C18 N87 18 N87 C19 C19 C 0 1 Y N N 3.379 16.194 47.117 6.238 -1.019 -0.190 C19 N87 19 N87 C20 C20 C 0 1 Y N N 2.630 16.224 48.299 7.137 0.022 -0.036 C20 N87 20 N87 C21 C21 C 0 1 Y N N 2.356 17.427 48.990 6.693 1.332 -0.017 C21 N87 21 N87 C22 C22 C 0 1 Y N N 2.857 18.614 48.465 5.349 1.610 -0.155 C22 N87 22 N87 C23 C23 C 0 1 Y N N 2.643 21.600 47.818 2.404 -1.141 0.921 C23 N87 23 N87 C24 C24 C 0 1 Y N N 2.479 22.881 48.368 1.470 -2.010 1.450 C24 N87 24 N87 C25 C25 C 0 1 Y N N 3.542 23.793 48.449 0.125 -1.828 1.193 C25 N87 25 N87 O26 O26 O 0 1 N N N 4.952 19.810 45.817 2.630 1.857 -1.032 O26 N87 26 N87 HO3 HO3 H 0 1 N N N 7.039 25.978 52.694 -4.084 4.121 0.710 HO3 N87 27 N87 HO5 HO5 H 0 1 N N N 6.828 27.153 48.313 -4.178 1.060 2.335 HO5 N87 28 N87 H6 H6 H 0 1 N N N 5.522 24.541 50.026 -1.715 1.207 1.116 H6 N87 29 N87 H8 H8 H 0 1 N N N 7.358 23.563 46.607 -2.196 -1.536 -1.738 H8 N87 30 N87 HO9 HO9 H 0 1 N N N 6.701 25.194 45.023 -1.088 -3.095 -0.315 HO9 N87 31 N87 H10 H10 H 0 1 N N N 7.575 26.535 47.111 -4.242 -1.783 0.506 H10 N87 32 N87 HO11 HO11 H 0 0 N N N 9.728 25.952 46.398 -4.423 -3.283 -1.353 HO11 N87 33 N87 H12 H12 H 0 1 N N N 9.346 26.074 48.769 -5.431 0.059 -0.778 H12 N87 34 N87 H12A H12A H 0 0 N N N 8.859 24.354 48.785 -3.933 0.287 -1.719 H12A N87 35 N87 H14 H14 H 0 1 N N N 5.910 21.819 47.007 0.314 0.932 -0.773 H14 N87 36 N87 H18 H18 H 0 1 N N N 4.453 17.412 45.705 4.190 -1.569 -0.444 H18 N87 37 N87 H19 H19 H 0 1 N N N 3.574 15.262 46.607 6.592 -2.039 -0.204 H19 N87 38 N87 H20 H20 H 0 1 N N N 2.248 15.296 48.697 8.191 -0.190 0.069 H20 N87 39 N87 H21 H21 H 0 1 N N N 1.774 17.424 49.900 7.400 2.139 0.104 H21 N87 40 N87 H22 H22 H 0 1 N N N 2.666 19.547 48.974 5.004 2.633 -0.144 H22 N87 41 N87 H23 H23 H 0 1 N N N 1.812 20.911 47.781 3.453 -1.287 1.129 H23 N87 42 N87 H24 H24 H 0 1 N N N 1.508 23.173 48.739 1.792 -2.833 2.071 H24 N87 43 N87 H25 H25 H 0 1 N N N 3.409 24.767 48.895 -0.600 -2.509 1.614 H25 N87 44 # 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 N87 C2 O1 DOUB N N 1 N87 C4 C2 SING N N 2 N87 C2 O3 SING N N 3 N87 O3 HO3 SING N N 4 N87 C12 C4 SING N N 5 N87 C6 C4 SING N N 6 N87 O5 C4 SING N N 7 N87 O5 HO5 SING N N 8 N87 C7 C6 DOUB N N 9 N87 C6 H6 SING N N 10 N87 C8 C7 SING N N 11 N87 C13 C7 SING N N 12 N87 O9 C8 SING N N 13 N87 C8 C10 SING N N 14 N87 C8 H8 SING N N 15 N87 O9 HO9 SING N N 16 N87 O11 C10 SING N N 17 N87 C10 C12 SING N N 18 N87 C10 H10 SING N N 19 N87 O11 HO11 SING N N 20 N87 C12 H12 SING N N 21 N87 C12 H12A SING N N 22 N87 C14 C13 DOUB Y N 23 N87 C13 C25 SING Y N 24 N87 C15 C14 SING Y N 25 N87 C14 H14 SING N N 26 N87 C16 C15 SING N N 27 N87 C15 C23 DOUB Y N 28 N87 O26 C16 DOUB N N 29 N87 C16 C17 SING N N 30 N87 C18 C17 DOUB Y N 31 N87 C17 C22 SING Y N 32 N87 C18 C19 SING Y N 33 N87 C18 H18 SING N N 34 N87 C19 C20 DOUB Y N 35 N87 C19 H19 SING N N 36 N87 C20 C21 SING Y N 37 N87 C20 H20 SING N N 38 N87 C22 C21 DOUB Y N 39 N87 C21 H21 SING N N 40 N87 C22 H22 SING N N 41 N87 C23 C24 SING Y N 42 N87 C23 H23 SING N N 43 N87 C24 C25 DOUB Y N 44 N87 C24 H24 SING N N 45 N87 C25 H25 SING N N 46 # 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 N87 SMILES ACDLabs 12.01 "O=C(O)C3(O)C=C(c2cccc(C(=O)c1ccccc1)c2)C(O)C(O)C3" N87 SMILES_CANONICAL CACTVS 3.370 "O[C@@H]1C[C@@](O)(C=C([C@H]1O)c2cccc(c2)C(=O)c3ccccc3)C(O)=O" N87 SMILES CACTVS 3.370 "O[CH]1C[C](O)(C=C([CH]1O)c2cccc(c2)C(=O)c3ccccc3)C(O)=O" N87 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(=O)c2cccc(c2)C3=C[C@](C[C@H]([C@@H]3O)O)(C(=O)O)O" N87 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(=O)c2cccc(c2)C3=CC(CC(C3O)O)(C(=O)O)O" N87 InChI InChI 1.03 "InChI=1S/C20H18O6/c21-16-11-20(26,19(24)25)10-15(18(16)23)13-7-4-8-14(9-13)17(22)12-5-2-1-3-6-12/h1-10,16,18,21,23,26H,11H2,(H,24,25)/t16-,18-,20+/m1/s1" N87 InChIKey InChI 1.03 XHOCFTKQBAZROZ-POAQFYNOSA-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 N87 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,4R,5R)-3-(3-benzoylphenyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid" N87 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylcarbonyl)phenyl]cyclohex-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 N87 "Create component" 2010-06-03 RCSB N87 "Modify aromatic_flag" 2011-06-04 RCSB N87 "Modify descriptor" 2011-06-04 RCSB #