data_RP4 # _chem_comp.id RP4 _chem_comp.name "(1S,4S,5S)-1,4,5-TRIHYDROXY-3-[3-(PHENYLTHIO)PHENYL]CYCLOHEX-2-ENE-1-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-03-31 _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 358.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RP4 _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 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 RP4 O3 O3 O 0 1 N N N 169.211 108.213 -0.621 -2.286 -3.017 0.097 O3 RP4 1 RP4 C2 C2 C 0 1 N N N 169.085 108.425 0.596 -2.514 -2.309 -0.856 C2 RP4 2 RP4 O1 O1 O 0 1 N N N 167.931 108.246 1.189 -2.508 -2.828 -2.094 O1 RP4 3 RP4 C4 C4 C 0 1 N N R 170.161 108.878 1.562 -2.805 -0.844 -0.655 C4 RP4 4 RP4 O5 O5 O 0 1 N N N 169.973 108.055 2.740 -3.773 -0.417 -1.615 O5 RP4 5 RP4 C12 C12 C 0 1 N N N 171.589 108.611 1.085 -3.359 -0.627 0.755 C12 RP4 6 RP4 C10 C10 C 0 1 N N R 172.608 109.214 2.037 -3.405 0.881 1.032 C10 RP4 7 RP4 O11 O11 O 0 1 N N N 173.903 108.824 1.607 -4.081 1.122 2.268 O11 RP4 8 RP4 C8 C8 C 0 1 N N R 172.483 110.732 2.014 -1.971 1.408 1.119 C8 RP4 9 RP4 O9 O9 O 0 1 N N N 172.940 111.208 3.277 -1.985 2.836 1.136 O9 RP4 10 RP4 C7 C7 C 0 1 N N N 171.077 111.229 1.853 -1.174 0.931 -0.062 C7 RP4 11 RP4 C6 C6 C 0 1 N N N 170.024 110.370 1.826 -1.540 -0.059 -0.840 C6 RP4 12 RP4 C13 C13 C 0 1 Y N N 170.889 112.720 1.768 0.095 1.624 -0.368 C13 RP4 13 RP4 C25 C25 C 0 1 Y N N 172.008 113.576 1.643 0.086 2.965 -0.755 C25 RP4 14 RP4 C24 C24 C 0 1 Y N N 171.868 114.977 1.580 1.272 3.610 -1.040 C24 RP4 15 RP4 C23 C23 C 0 1 Y N N 170.592 115.558 1.644 2.473 2.933 -0.943 C23 RP4 16 RP4 C15 C15 C 0 1 Y N N 169.486 114.699 1.769 2.493 1.597 -0.557 C15 RP4 17 RP4 C14 C14 C 0 1 Y N N 169.621 113.296 1.844 1.306 0.942 -0.264 C14 RP4 18 RP4 S16 S16 S 0 1 N N N 167.936 115.351 1.841 4.027 0.739 -0.434 S16 RP4 19 RP4 C17 C17 C 0 1 Y N N 167.607 116.592 0.734 3.469 -0.791 0.238 C17 RP4 20 RP4 C22 C22 C 0 1 Y N N 166.986 116.283 -0.473 3.190 -1.861 -0.604 C22 RP4 21 RP4 C21 C21 C 0 1 Y N N 166.695 117.295 -1.388 2.753 -3.059 -0.074 C21 RP4 22 RP4 C20 C20 C 0 1 Y N N 167.040 118.606 -1.069 2.593 -3.194 1.293 C20 RP4 23 RP4 C19 C19 C 0 1 Y N N 167.649 118.918 0.135 2.869 -2.131 2.134 C19 RP4 24 RP4 C18 C18 C 0 1 Y N N 167.918 117.909 1.044 3.311 -0.933 1.611 C18 RP4 25 RP4 H1 H1 H 0 1 N N N 167.290 107.952 0.553 -2.321 -3.768 -2.223 H1 RP4 26 RP4 H5 H5 H 0 1 N N N 169.932 107.141 2.485 -3.387 -0.571 -2.488 H5 RP4 27 RP4 H121 1H12 H 0 0 N N N 171.719 109.074 0.096 -2.709 -1.113 1.483 H121 RP4 28 RP4 H122 2H12 H 0 0 N N N 171.750 107.524 1.033 -4.364 -1.042 0.822 H122 RP4 29 RP4 H10 H10 H 0 1 N N N 172.434 108.861 3.064 -3.932 1.386 0.222 H10 RP4 30 RP4 H11 H11 H 0 1 N N N 173.910 108.737 0.661 -4.081 2.079 2.404 H11 RP4 31 RP4 H8 H8 H 0 1 N N N 173.064 111.092 1.152 -1.512 1.039 2.036 H8 RP4 32 RP4 H9 H9 H 0 1 N N N 173.042 110.476 3.874 -1.064 3.124 1.204 H9 RP4 33 RP4 H6 H6 H 0 1 N N N 169.036 110.769 2.002 -0.892 -0.325 -1.662 H6 RP4 34 RP4 H25 H25 H 0 1 N N N 172.997 113.144 1.595 -0.851 3.498 -0.833 H25 RP4 35 RP4 H24 H24 H 0 1 N N N 172.742 115.603 1.482 1.262 4.647 -1.341 H24 RP4 36 RP4 H23 H23 H 0 1 N N N 170.464 116.629 1.599 3.398 3.442 -1.167 H23 RP4 37 RP4 H14 H14 H 0 1 N N N 168.747 112.672 1.960 1.320 -0.096 0.036 H14 RP4 38 RP4 H22 H22 H 0 1 N N N 166.729 115.259 -0.701 3.315 -1.756 -1.672 H22 RP4 39 RP4 H21 H21 H 0 1 N N N 166.211 117.066 -2.326 2.536 -3.891 -0.727 H21 RP4 40 RP4 H20 H20 H 0 1 N N N 166.828 119.395 -1.775 2.251 -4.132 1.706 H20 RP4 41 RP4 H19 H19 H 0 1 N N N 167.912 119.940 0.363 2.741 -2.240 3.201 H19 RP4 42 RP4 H18 H18 H 0 1 N N N 168.370 118.147 1.995 3.527 -0.103 2.268 H18 RP4 43 # 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 RP4 O3 C2 DOUB N N 1 RP4 C2 O1 SING N N 2 RP4 C2 C4 SING N N 3 RP4 O1 H1 SING N N 4 RP4 C4 O5 SING N N 5 RP4 C4 C12 SING N N 6 RP4 C4 C6 SING N N 7 RP4 O5 H5 SING N N 8 RP4 C12 C10 SING N N 9 RP4 C12 H121 SING N N 10 RP4 C12 H122 SING N N 11 RP4 C10 O11 SING N N 12 RP4 C10 C8 SING N N 13 RP4 C10 H10 SING N N 14 RP4 O11 H11 SING N N 15 RP4 C8 O9 SING N N 16 RP4 C8 C7 SING N N 17 RP4 C8 H8 SING N N 18 RP4 O9 H9 SING N N 19 RP4 C7 C6 DOUB N N 20 RP4 C7 C13 SING N N 21 RP4 C6 H6 SING N N 22 RP4 C13 C25 DOUB Y N 23 RP4 C13 C14 SING Y N 24 RP4 C25 C24 SING Y N 25 RP4 C25 H25 SING N N 26 RP4 C24 C23 DOUB Y N 27 RP4 C24 H24 SING N N 28 RP4 C23 C15 SING Y N 29 RP4 C23 H23 SING N N 30 RP4 C15 C14 DOUB Y N 31 RP4 C15 S16 SING N N 32 RP4 C14 H14 SING N N 33 RP4 S16 C17 SING N N 34 RP4 C17 C22 DOUB Y N 35 RP4 C17 C18 SING Y N 36 RP4 C22 C21 SING Y N 37 RP4 C22 H22 SING N N 38 RP4 C21 C20 DOUB Y N 39 RP4 C21 H21 SING N N 40 RP4 C20 C19 SING Y N 41 RP4 C20 H20 SING N N 42 RP4 C19 C18 DOUB Y N 43 RP4 C19 H19 SING N N 44 RP4 C18 H18 SING N N 45 # 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 RP4 SMILES ACDLabs 10.04 "O=C(O)C3(O)C=C(c2cccc(Sc1ccccc1)c2)C(O)C(O)C3" RP4 SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C[C@@](O)(C=C([C@H]1O)c2cccc(Sc3ccccc3)c2)C(O)=O" RP4 SMILES CACTVS 3.341 "O[CH]1C[C](O)(C=C([CH]1O)c2cccc(Sc3ccccc3)c2)C(O)=O" RP4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Sc2cccc(c2)C3=C[C@](C[C@H]([C@@H]3O)O)(C(=O)O)O" RP4 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Sc2cccc(c2)C3=CC(CC(C3O)O)(C(=O)O)O" RP4 InChI InChI 1.03 "InChI=1S/C19H18O5S/c20-16-11-19(24,18(22)23)10-15(17(16)21)12-5-4-8-14(9-12)25-13-6-2-1-3-7-13/h1-10,16-17,20-21,24H,11H2,(H,22,23)/t16-,17-,19+/m1/s1" RP4 InChIKey InChI 1.03 QMNMNSINKIFYBV-LMMKCTJWSA-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 RP4 "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylsulfanyl)phenyl]cyclohex-2-ene-1-carboxylic acid" RP4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenylsulfanylphenyl)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 RP4 "Create component" 2006-03-31 EBI RP4 "Modify descriptor" 2011-06-04 RCSB #