data_27O # _chem_comp.id 27O _chem_comp.name "(2R)-2-(4-cyclohexylnaphthalen-1-yl)propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(R)-Vedaprofen" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-05 _chem_comp.pdbx_modified_date 2020-06-17 _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 282.377 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 27O _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 4MJP _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 27O C4 C4 C 0 1 Y N N -19.122 -18.237 45.969 -0.921 -1.338 -0.489 C4 27O 1 27O C5 C5 C 0 1 Y N N -18.232 -17.216 45.592 0.465 -1.258 -0.363 C5 27O 2 27O C6 C6 C 0 1 Y N N -17.535 -17.210 44.370 1.080 -0.064 -0.143 C6 27O 3 27O C7 C7 C 0 1 N N N -16.574 -16.117 43.983 2.580 0.001 -0.010 C7 27O 4 27O C8 C8 C 0 1 N N N -15.145 -16.642 44.173 3.230 -0.632 -1.242 C8 27O 5 27O C10 C10 C 0 1 N N N -14.353 -14.136 44.098 5.186 -1.327 0.148 C10 27O 6 27O C13 C13 C 0 1 Y N N -17.751 -18.366 43.441 0.310 1.107 -0.042 C13 27O 7 27O C15 C15 C 0 1 Y N N -17.332 -19.559 41.373 0.132 3.470 0.284 C15 27O 8 27O C17 C17 C 0 1 Y N N -18.878 -20.534 42.958 -1.869 2.197 -0.071 C17 27O 9 27O O1 O1 O 0 1 N N N -22.092 -21.116 44.095 -3.016 -1.554 1.459 O1 27O 10 27O C2 C2 C 0 1 N N N -21.702 -20.317 44.942 -3.756 -1.122 0.606 C2 27O 11 27O O O O 0 1 N N N -22.538 -19.350 45.300 -5.077 -1.347 0.687 O 27O 12 27O C1 C1 C 0 1 N N R -20.333 -20.447 45.577 -3.194 -0.332 -0.548 C1 27O 13 27O C C C 0 1 N N N -20.494 -20.519 47.095 -3.530 -1.039 -1.862 C 27O 14 27O C3 C3 C 0 1 Y N N -19.385 -19.360 45.156 -1.698 -0.224 -0.402 C3 27O 15 27O C18 C18 C 0 1 Y N N -18.679 -19.463 43.838 -1.099 1.026 -0.171 C18 27O 16 27O C16 C16 C 0 1 Y N N -18.213 -20.575 41.734 -1.254 3.389 0.157 C16 27O 17 27O C14 C14 C 0 1 Y N N -17.101 -18.469 42.212 0.910 2.357 0.188 C14 27O 18 27O C12 C12 C 0 1 N N N -16.719 -14.838 44.794 3.014 -0.760 1.244 C12 27O 19 27O C11 C11 C 0 1 N N N -15.821 -13.739 44.249 4.536 -0.694 1.380 C11 27O 20 27O C9 C9 C 0 1 N N N -14.029 -15.609 44.361 4.753 -0.566 -1.106 C9 27O 21 27O H1 H1 H 0 1 N N N -19.626 -18.158 46.921 -1.385 -2.298 -0.663 H1 27O 22 27O H2 H2 H 0 1 N N N -18.075 -16.394 46.275 1.059 -2.156 -0.440 H2 27O 23 27O H3 H3 H 0 1 N N N -16.719 -15.877 42.919 2.892 1.042 0.071 H3 27O 24 27O H4 H4 H 0 1 N N N -15.148 -17.289 45.062 2.918 -1.673 -1.322 H4 27O 25 27O H5 H5 H 0 1 N N N -14.044 -13.902 43.069 6.271 -1.280 0.245 H5 27O 26 27O H6 H6 H 0 1 N N N -13.766 -13.530 44.804 4.874 -2.368 0.068 H6 27O 27 27O H7 H7 H 0 1 N N N -16.818 -19.616 40.425 0.595 4.429 0.465 H7 27O 28 27O H8 H8 H 0 1 N N N -19.551 -21.334 43.230 -2.943 2.150 -0.167 H8 27O 29 27O H9 H9 H 0 1 N N N -23.350 -19.437 44.815 -5.390 -1.859 1.445 H9 27O 30 27O H10 H10 H 0 1 N N N -19.906 -21.406 45.248 -3.632 0.667 -0.550 H10 27O 31 27O H11 H11 H 0 1 N N N -19.504 -20.614 47.565 -4.612 -1.117 -1.967 H11 27O 32 27O H12 H12 H 0 1 N N N -20.985 -19.603 47.455 -3.124 -0.467 -2.696 H12 27O 33 27O H13 H13 H 0 1 N N N -21.109 -21.392 47.357 -3.093 -2.038 -1.859 H13 27O 34 27O H14 H14 H 0 1 N N N -18.382 -21.402 41.060 -1.848 4.288 0.238 H14 27O 35 27O H15 H15 H 0 1 N N N -16.411 -17.696 41.906 1.982 2.434 0.289 H15 27O 36 27O H16 H16 H 0 1 N N N -17.765 -14.502 44.750 2.551 -0.309 2.122 H16 27O 37 27O H17 H17 H 0 1 N N N -16.443 -15.042 45.839 2.701 -1.801 1.163 H17 27O 38 27O H18 H18 H 0 1 N N N -15.876 -12.880 44.934 4.846 -1.236 2.273 H18 27O 39 27O H19 H19 H 0 1 N N N -16.201 -13.444 43.260 4.849 0.347 1.461 H19 27O 40 27O H20 H20 H 0 1 N N N -13.209 -15.888 43.683 5.216 -1.017 -1.983 H20 27O 41 27O H21 H21 H 0 1 N N N -14.893 -17.240 43.285 2.921 -0.090 -2.135 H21 27O 42 27O H22 H22 H 0 1 N N N -13.686 -15.686 45.403 5.065 0.475 -1.025 H22 27O 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 27O C15 C16 DOUB Y N 1 27O C15 C14 SING Y N 2 27O C16 C17 SING Y N 3 27O C14 C13 DOUB Y N 4 27O C17 C18 DOUB Y N 5 27O C13 C18 SING Y N 6 27O C13 C6 SING Y N 7 27O C18 C3 SING Y N 8 27O C7 C8 SING N N 9 27O C7 C6 SING N N 10 27O C7 C12 SING N N 11 27O O1 C2 DOUB N N 12 27O C10 C11 SING N N 13 27O C10 C9 SING N N 14 27O C8 C9 SING N N 15 27O C11 C12 SING N N 16 27O C6 C5 DOUB Y N 17 27O C2 O SING N N 18 27O C2 C1 SING N N 19 27O C3 C1 SING N N 20 27O C3 C4 DOUB Y N 21 27O C1 C SING N N 22 27O C5 C4 SING Y N 23 27O C4 H1 SING N N 24 27O C5 H2 SING N N 25 27O C7 H3 SING N N 26 27O C8 H4 SING N N 27 27O C10 H5 SING N N 28 27O C10 H6 SING N N 29 27O C15 H7 SING N N 30 27O C17 H8 SING N N 31 27O O H9 SING N N 32 27O C1 H10 SING N N 33 27O C H11 SING N N 34 27O C H12 SING N N 35 27O C H13 SING N N 36 27O C16 H14 SING N N 37 27O C14 H15 SING N N 38 27O C12 H16 SING N N 39 27O C12 H17 SING N N 40 27O C11 H18 SING N N 41 27O C11 H19 SING N N 42 27O C9 H20 SING N N 43 27O C8 H21 SING N N 44 27O C9 H22 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 27O SMILES ACDLabs 12.01 "O=C(O)C(c2ccc(c1ccccc12)C3CCCCC3)C" 27O InChI InChI 1.03 "InChI=1S/C19H22O2/c1-13(19(20)21)15-11-12-16(14-7-3-2-4-8-14)18-10-6-5-9-17(15)18/h5-6,9-14H,2-4,7-8H2,1H3,(H,20,21)/t13-/m1/s1" 27O InChIKey InChI 1.03 VZUGVMQFWFVFBX-CYBMUJFWSA-N 27O SMILES_CANONICAL CACTVS 3.385 "C[C@@H](C(O)=O)c1ccc(C2CCCCC2)c3ccccc13" 27O SMILES CACTVS 3.385 "C[CH](C(O)=O)c1ccc(C2CCCCC2)c3ccccc13" 27O SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](c1ccc(c2c1cccc2)C3CCCCC3)C(=O)O" 27O SMILES "OpenEye OEToolkits" 1.7.6 "CC(c1ccc(c2c1cccc2)C3CCCCC3)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 27O "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-(4-cyclohexylnaphthalen-1-yl)propanoic acid" 27O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-(4-cyclohexylnaphthalen-1-yl)propanoic 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 27O "Create component" 2013-09-05 RCSB 27O "Initial release" 2013-09-18 RCSB 27O "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 27O _pdbx_chem_comp_synonyms.name "(R)-Vedaprofen" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##