data_8KS # _chem_comp.id 8KS _chem_comp.name "(1S,2S,3S,4S)-3-{[(naphthalen-1-yl)oxy]carbonyl}-2,4-diphenylcyclobutane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H22 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-13 _chem_comp.pdbx_modified_date 2017-08-18 _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 422.472 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8KS _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 5UR9 _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 8KS C12 C1 C 0 1 N N N 10.502 4.596 -8.156 0.953 -0.111 0.612 C12 8KS 1 8KS C11 C2 C 0 1 Y N N 13.126 5.559 -10.601 0.990 -2.770 -1.162 C11 8KS 2 8KS C10 C3 C 0 1 Y N N 14.198 5.164 -11.397 0.353 -3.766 -1.878 C10 8KS 3 8KS O15 O1 O 0 1 N N N 12.182 3.007 -7.368 -0.981 1.109 -0.320 O15 8KS 4 8KS C16 C4 C 0 1 Y N N 12.669 1.726 -7.274 -2.284 1.099 -0.702 C16 8KS 5 8KS O01 O2 O 0 1 N N N 7.511 5.760 -11.181 3.365 -0.370 2.539 O01 8KS 6 8KS C02 C5 C 0 1 N N N 8.660 6.010 -10.776 3.725 -0.513 1.395 C02 8KS 7 8KS O03 O3 O 0 1 N N N 9.273 7.069 -10.986 4.953 -0.119 1.023 O03 8KS 8 8KS C04 C6 C 0 1 N N N 9.391 4.929 -9.967 2.794 -1.134 0.384 C04 8KS 9 8KS C05 C7 C 0 1 N N S 10.836 5.328 -9.537 1.428 -1.530 0.967 C05 8KS 10 8KS C06 C8 C 0 1 Y N N 11.954 4.824 -10.429 0.729 -2.612 0.186 C06 8KS 11 8KS C07 C9 C 0 1 Y N N 11.894 3.616 -11.150 -0.175 -3.447 0.817 C07 8KS 12 8KS C08 C10 C 0 1 Y N N 12.971 3.204 -11.971 -0.816 -4.440 0.100 C08 8KS 13 8KS C09 C11 C 0 1 Y N N 14.121 3.984 -12.107 -0.545 -4.605 -1.246 C09 8KS 14 8KS C13 C12 C 0 1 N N N 10.962 3.226 -8.004 -0.449 -0.063 0.061 C13 8KS 15 8KS O14 O4 O 0 1 N N N 10.485 2.273 -8.628 -1.094 -1.080 -0.036 O14 8KS 16 8KS C17 C13 C 0 1 Y N N 12.062 0.765 -6.470 -2.612 1.062 -2.028 C17 8KS 17 8KS C18 C14 C 0 1 Y N N 12.593 -0.537 -6.373 -3.944 1.052 -2.436 C18 8KS 18 8KS C19 C15 C 0 1 Y N N 13.715 -0.888 -7.065 -4.957 1.079 -1.528 C19 8KS 19 8KS C20 C16 C 0 1 Y N N 14.375 0.084 -7.912 -4.662 1.117 -0.154 C20 8KS 20 8KS C21 C17 C 0 1 Y N N 15.545 -0.262 -8.637 -5.683 1.146 0.811 C21 8KS 21 8KS C22 C18 C 0 1 Y N N 16.185 0.619 -9.449 -5.359 1.182 2.133 C22 8KS 22 8KS C23 C19 C 0 1 Y N N 15.698 1.931 -9.562 -4.029 1.191 2.545 C23 8KS 23 8KS C24 C20 C 0 1 Y N N 14.569 2.305 -8.877 -3.014 1.164 1.638 C24 8KS 24 8KS C25 C21 C 0 1 Y N N 13.863 1.390 -8.019 -3.309 1.121 0.267 C25 8KS 25 8KS C26 C22 C 0 1 N N S 8.984 4.847 -8.446 2.042 -0.101 -0.474 C26 8KS 26 8KS C27 C23 C 0 1 Y N N 8.437 6.063 -7.789 2.760 1.218 -0.600 C27 8KS 27 8KS C28 C24 C 0 1 Y N N 7.095 6.170 -7.389 3.275 1.610 -1.821 C28 8KS 28 8KS C29 C25 C 0 1 Y N N 6.625 7.334 -6.769 3.934 2.820 -1.937 C29 8KS 29 8KS C30 C26 C 0 1 Y N N 7.478 8.425 -6.508 4.078 3.637 -0.831 C30 8KS 30 8KS C31 C27 C 0 1 Y N N 8.823 8.334 -6.882 3.562 3.245 0.390 C31 8KS 31 8KS C32 C28 C 0 1 Y N N 9.264 7.165 -7.505 2.899 2.037 0.504 C32 8KS 32 8KS H1 H1 H 0 1 N N N 10.832 5.227 -7.318 1.121 0.617 1.405 H1 8KS 33 8KS H2 H2 H 0 1 N N N 13.208 6.501 -10.080 1.695 -2.117 -1.656 H2 8KS 34 8KS H3 H3 H 0 1 N N N 15.084 5.778 -11.458 0.558 -3.890 -2.931 H3 8KS 35 8KS H4 H4 H 0 1 N N N 8.729 7.653 -11.501 5.514 0.273 1.706 H4 8KS 36 8KS H5 H5 H 0 1 N N N 9.360 3.943 -10.455 3.267 -1.926 -0.196 H5 8KS 37 8KS H6 H6 H 0 1 N N N 10.909 6.415 -9.382 1.451 -1.728 2.039 H6 8KS 38 8KS H7 H7 H 0 1 N N N 11.014 2.995 -11.076 -0.379 -3.323 1.870 H7 8KS 39 8KS H8 H8 H 0 1 N N N 12.902 2.267 -12.503 -1.521 -5.092 0.593 H8 8KS 40 8KS H9 H9 H 0 1 N N N 14.929 3.671 -12.751 -1.046 -5.381 -1.806 H9 8KS 41 8KS H10 H10 H 0 1 N N N 11.173 1.021 -5.913 -1.828 1.041 -2.770 H10 8KS 42 8KS H11 H11 H 0 1 N N N 12.105 -1.266 -5.743 -4.176 1.023 -3.491 H11 8KS 43 8KS H12 H12 H 0 1 N N N 14.111 -1.889 -6.981 -5.984 1.071 -1.861 H12 8KS 44 8KS H13 H13 H 0 1 N N N 15.941 -1.262 -8.540 -6.719 1.139 0.506 H13 8KS 45 8KS H14 H14 H 0 1 N N N 17.060 0.313 -10.003 -6.146 1.204 2.873 H14 8KS 46 8KS H15 H15 H 0 1 N N N 16.212 2.646 -10.188 -3.799 1.221 3.600 H15 8KS 47 8KS H16 H16 H 0 1 N N N 14.200 3.314 -8.985 -1.987 1.172 1.973 H16 8KS 48 8KS H17 H17 H 0 1 N N N 8.382 3.949 -8.242 1.704 -0.494 -1.433 H17 8KS 49 8KS H18 H18 H 0 1 N N N 6.419 5.346 -7.561 3.163 0.972 -2.685 H18 8KS 50 8KS H19 H19 H 0 1 N N N 5.585 7.397 -6.484 4.337 3.127 -2.891 H19 8KS 51 8KS H20 H20 H 0 1 N N N 7.100 9.316 -6.028 4.593 4.582 -0.921 H20 8KS 52 8KS H21 H21 H 0 1 N N N 9.505 9.150 -6.693 3.675 3.883 1.254 H21 8KS 53 8KS H22 H22 H 0 1 N N N 10.305 7.103 -7.786 2.493 1.732 1.458 H22 8KS 54 # 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 8KS C09 C08 DOUB Y N 1 8KS C09 C10 SING Y N 2 8KS C08 C07 SING Y N 3 8KS C10 C11 DOUB Y N 4 8KS O01 C02 DOUB N N 5 8KS C07 C06 DOUB Y N 6 8KS O03 C02 SING N N 7 8KS C02 C04 SING N N 8 8KS C11 C06 SING Y N 9 8KS C06 C05 SING N N 10 8KS C04 C05 SING N N 11 8KS C04 C26 SING N N 12 8KS C23 C22 DOUB Y N 13 8KS C23 C24 SING Y N 14 8KS C05 C12 SING N N 15 8KS C22 C21 SING Y N 16 8KS C24 C25 DOUB Y N 17 8KS C21 C20 DOUB Y N 18 8KS O14 C13 DOUB N N 19 8KS C26 C12 SING N N 20 8KS C26 C27 SING N N 21 8KS C12 C13 SING N N 22 8KS C25 C20 SING Y N 23 8KS C25 C16 SING Y N 24 8KS C13 O15 SING N N 25 8KS C20 C19 SING Y N 26 8KS C27 C32 DOUB Y N 27 8KS C27 C28 SING Y N 28 8KS C32 C31 SING Y N 29 8KS C28 C29 DOUB Y N 30 8KS O15 C16 SING N N 31 8KS C16 C17 DOUB Y N 32 8KS C19 C18 DOUB Y N 33 8KS C31 C30 DOUB Y N 34 8KS C29 C30 SING Y N 35 8KS C17 C18 SING Y N 36 8KS C12 H1 SING N N 37 8KS C11 H2 SING N N 38 8KS C10 H3 SING N N 39 8KS O03 H4 SING N N 40 8KS C04 H5 SING N N 41 8KS C05 H6 SING N N 42 8KS C07 H7 SING N N 43 8KS C08 H8 SING N N 44 8KS C09 H9 SING N N 45 8KS C17 H10 SING N N 46 8KS C18 H11 SING N N 47 8KS C19 H12 SING N N 48 8KS C21 H13 SING N N 49 8KS C22 H14 SING N N 50 8KS C23 H15 SING N N 51 8KS C24 H16 SING N N 52 8KS C26 H17 SING N N 53 8KS C28 H18 SING N N 54 8KS C29 H19 SING N N 55 8KS C30 H20 SING N N 56 8KS C31 H21 SING N N 57 8KS C32 H22 SING N N 58 # 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 8KS SMILES ACDLabs 12.01 "C3(C(Oc1cccc2ccccc12)=O)C(C(C(=O)O)C3c4ccccc4)c5ccccc5" 8KS InChI InChI 1.03 "InChI=1S/C28H22O4/c29-27(30)25-23(19-11-3-1-4-12-19)26(24(25)20-13-5-2-6-14-20)28(31)32-22-17-9-15-18-10-7-8-16-21(18)22/h1-17,23-26H,(H,29,30)/t23-,24-,25-,26-/m0/s1" 8KS InChIKey InChI 1.03 NVOKBONTLOAJKA-CQJMVLFOSA-N 8KS SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@H]1[C@@H]([C@@H]([C@H]1c2ccccc2)C(=O)Oc3cccc4ccccc34)c5ccccc5" 8KS SMILES CACTVS 3.385 "OC(=O)[CH]1[CH]([CH]([CH]1c2ccccc2)C(=O)Oc3cccc4ccccc34)c5ccccc5" 8KS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)[C@H]2C([C@@H](C2C(=O)Oc3cccc4c3cccc4)c5ccccc5)C(=O)O" 8KS SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)C2C(C(C2C(=O)Oc3cccc4c3cccc4)c5ccccc5)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 8KS "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,2S,3S,4S)-3-{[(naphthalen-1-yl)oxy]carbonyl}-2,4-diphenylcyclobutane-1-carboxylic acid" 8KS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},4~{S})-3-naphthalen-1-yloxycarbonyl-2,4-diphenyl-cyclobutane-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 8KS "Create component" 2017-02-13 RCSB 8KS "Initial release" 2017-08-23 RCSB #