data_59G # _chem_comp.id 59G _chem_comp.name "6-(4-{[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazol-4-yl]methoxy}phenyl)-1-benzothiophene-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H21 Cl2 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-10 _chem_comp.pdbx_modified_date 2011-09-16 _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 538.442 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59G _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 3RUT _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 59G C13 C13 C 0 1 Y N N -0.627 51.511 -20.519 1.660 -0.792 -1.635 C13 59G 1 59G C15 C15 C 0 1 Y N N -2.320 53.205 -20.657 1.501 -0.328 0.728 C15 59G 2 59G C17 C17 C 0 1 Y N N -2.632 51.284 -19.154 3.745 -0.303 -0.358 C17 59G 3 59G C20 C20 C 0 1 Y N N -4.184 49.922 -17.233 6.507 0.023 -0.246 C20 59G 4 59G C21 C21 C 0 1 Y N N -5.012 49.403 -16.229 7.927 0.237 0.036 C21 59G 5 59G C22 C22 C 0 1 Y N N -5.723 50.354 -15.539 8.189 0.534 1.316 C22 59G 6 59G C24 C24 C 0 1 Y N N -4.218 51.304 -17.356 5.739 0.180 0.909 C24 59G 7 59G C26 C26 C 0 1 N N N -5.193 47.978 -15.858 8.970 0.136 -0.991 C26 59G 8 59G C01 C01 C 0 1 N N N 2.872 58.136 -22.422 -4.810 -4.217 1.724 C01 59G 9 59G C02 C02 C 0 1 N N N 3.709 57.133 -23.210 -4.125 -3.557 0.525 C02 59G 10 59G C03 C03 C 0 1 N N N 4.616 56.188 -22.327 -4.363 -4.403 -0.727 C03 59G 11 59G C04 C04 C 0 1 Y N N 2.952 56.391 -24.327 -4.697 -2.179 0.316 C04 59G 12 59G O05 O05 O 0 1 Y N N 3.392 56.327 -25.599 -5.977 -1.873 0.061 O05 59G 13 59G N06 N06 N 0 1 Y N N 2.500 55.595 -26.352 -6.140 -0.681 -0.060 N06 59G 14 59G C07 C07 C 0 1 Y N N 1.507 55.202 -25.554 -5.015 -0.027 0.095 C07 59G 15 59G C08 C08 C 0 1 Y N N 1.751 55.691 -24.266 -4.019 -1.009 0.356 C08 59G 16 59G C09 C09 C 0 1 N N N 0.879 55.454 -23.063 -2.550 -0.796 0.615 C09 59G 17 59G O10 O10 O 0 1 N N N 0.507 54.059 -22.962 -1.823 -0.964 -0.603 O10 59G 18 59G C11 C11 C 0 1 Y N N -0.322 53.409 -21.984 -0.475 -0.804 -0.544 C11 59G 19 59G C12 C12 C 0 1 Y N N 0.130 52.206 -21.453 0.292 -0.954 -1.691 C12 59G 20 59G C14 C14 C 0 1 Y N N -1.861 51.997 -20.112 2.274 -0.478 -0.423 C14 59G 21 59G C16 C16 C 0 1 Y N N -1.554 53.905 -21.594 0.133 -0.491 0.664 C16 59G 22 59G C18 C18 C 0 1 Y N N -2.584 49.891 -19.043 4.519 -0.454 -1.512 C18 59G 23 59G C19 C19 C 0 1 Y N N -3.355 49.213 -18.093 5.870 -0.296 -1.460 C19 59G 24 59G S23 S23 S 0 1 Y N N -5.309 51.882 -16.194 6.781 0.579 2.268 S23 59G 25 59G C25 C25 C 0 1 Y N N -3.459 51.981 -18.295 4.354 0.015 0.847 C25 59G 26 59G O27 O27 O 0 1 N N N -6.170 47.682 -15.073 10.261 0.347 -0.664 O27 59G 27 59G O28 O28 O 0 1 N N N -4.445 47.076 -16.263 8.670 -0.137 -2.138 O28 59G 28 59G C29 C29 C 0 1 Y N N 0.426 54.447 -25.996 -4.821 1.442 0.018 C29 59G 29 59G C30 C30 C 0 1 Y N N -0.770 55.079 -26.328 -5.156 2.133 -1.146 C30 59G 30 59G CL31 CL31 CL 0 0 N N N -0.940 56.818 -26.191 -5.804 1.276 -2.510 CL31 59G 31 59G C32 C32 C 0 1 Y N N -1.851 54.326 -26.774 -4.973 3.501 -1.211 C32 59G 32 59G C33 C33 C 0 1 Y N N -1.728 52.945 -26.892 -4.457 4.185 -0.125 C33 59G 33 59G C34 C34 C 0 1 Y N N -0.533 52.318 -26.566 -4.122 3.505 1.032 C34 59G 34 59G C35 C35 C 0 1 Y N N 0.546 53.071 -26.124 -4.307 2.138 1.112 C35 59G 35 59G CL36 CL36 CL 0 0 N N N 1.987 52.300 -25.731 -3.893 1.288 2.567 CL36 59G 36 59G H13 H13 H 0 1 N N N -0.252 50.586 -20.107 2.257 -0.913 -2.527 H13 59G 37 59G H15 H15 H 0 1 N N N -3.277 53.599 -20.349 1.974 -0.085 1.668 H15 59G 38 59G H22 H22 H 0 1 N N N -6.416 50.172 -14.731 9.181 0.722 1.700 H22 59G 39 59G H01 H01 H 0 1 N N N 2.278 58.746 -23.118 -4.640 -3.614 2.616 H01 59G 40 59G H01A H01A H 0 0 N N N 2.198 57.596 -21.741 -5.880 -4.293 1.535 H01A 59G 41 59G H01B H01B H 0 0 N N N 3.537 58.790 -21.838 -4.396 -5.214 1.875 H01B 59G 42 59G H02 H02 H 0 1 N N N 4.421 57.779 -23.745 -3.054 -3.482 0.715 H02 59G 43 59G H03 H03 H 0 1 N N N 5.178 55.504 -22.980 -5.434 -4.479 -0.916 H03 59G 44 59G H03A H03A H 0 0 N N N 5.320 56.798 -21.742 -3.876 -3.933 -1.581 H03A 59G 45 59G H03B H03B H 0 0 N N N 3.981 55.604 -21.644 -3.950 -5.400 -0.576 H03B 59G 46 59G H09 H09 H 0 1 N N N 1.432 55.744 -22.157 -2.391 0.213 0.997 H09 59G 47 59G H09A H09A H 0 0 N N N -0.033 56.062 -23.156 -2.201 -1.521 1.350 H09A 59G 48 59G H12 H12 H 0 1 N N N 1.082 51.807 -21.771 -0.184 -1.197 -2.630 H12 59G 49 59G H16 H16 H 0 1 N N N -1.922 54.830 -22.012 -0.466 -0.375 1.556 H16 59G 50 59G H18 H18 H 0 1 N N N -1.940 49.328 -19.703 4.043 -0.698 -2.450 H18 59G 51 59G H19 H19 H 0 1 N N N -3.306 48.136 -18.028 6.458 -0.415 -2.358 H19 59G 52 59G H25 H25 H 0 1 N N N -3.514 53.058 -18.356 3.756 0.136 1.738 H25 59G 53 59G H32 H32 H 0 1 N N N -2.782 54.811 -27.028 -5.232 4.037 -2.112 H32 59G 54 59G H33 H33 H 0 1 N N N -2.566 52.358 -27.239 -4.315 5.254 -0.181 H33 59G 55 59G H34 H34 H 0 1 N N N -0.443 51.246 -26.656 -3.719 4.044 1.876 H34 59G 56 59G H21 H21 H 0 1 N N N -6.172 46.746 -14.909 10.912 0.269 -1.374 H21 59G 57 # 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 59G C13 C12 DOUB Y N 1 59G C13 C14 SING Y N 2 59G C13 H13 SING N N 3 59G C15 C14 DOUB Y N 4 59G C15 C16 SING Y N 5 59G C15 H15 SING N N 6 59G C17 C14 SING Y N 7 59G C17 C18 DOUB Y N 8 59G C17 C25 SING Y N 9 59G C20 C21 SING Y N 10 59G C20 C24 SING Y N 11 59G C20 C19 DOUB Y N 12 59G C21 C22 DOUB Y N 13 59G C21 C26 SING N N 14 59G C22 S23 SING Y N 15 59G C22 H22 SING N N 16 59G C24 S23 SING Y N 17 59G C24 C25 DOUB Y N 18 59G C26 O27 SING N N 19 59G C26 O28 DOUB N N 20 59G C01 C02 SING N N 21 59G C01 H01 SING N N 22 59G C01 H01A SING N N 23 59G C01 H01B SING N N 24 59G C02 C03 SING N N 25 59G C02 C04 SING N N 26 59G C02 H02 SING N N 27 59G C03 H03 SING N N 28 59G C03 H03A SING N N 29 59G C03 H03B SING N N 30 59G C04 O05 SING Y N 31 59G C04 C08 DOUB Y N 32 59G O05 N06 SING Y N 33 59G N06 C07 DOUB Y N 34 59G C07 C08 SING Y N 35 59G C07 C29 SING Y N 36 59G C08 C09 SING N N 37 59G C09 O10 SING N N 38 59G C09 H09 SING N N 39 59G C09 H09A SING N N 40 59G O10 C11 SING N N 41 59G C11 C12 SING Y N 42 59G C11 C16 DOUB Y N 43 59G C12 H12 SING N N 44 59G C16 H16 SING N N 45 59G C18 C19 SING Y N 46 59G C18 H18 SING N N 47 59G C19 H19 SING N N 48 59G C25 H25 SING N N 49 59G C29 C30 DOUB Y N 50 59G C29 C35 SING Y N 51 59G C30 CL31 SING N N 52 59G C30 C32 SING Y N 53 59G C32 C33 DOUB Y N 54 59G C32 H32 SING N N 55 59G C33 C34 SING Y N 56 59G C33 H33 SING N N 57 59G C34 C35 DOUB Y N 58 59G C34 H34 SING N N 59 59G C35 CL36 SING N N 60 59G O27 H21 SING N N 61 # 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 59G SMILES ACDLabs 12.01 "Clc1cccc(Cl)c1c2noc(c2COc5ccc(c4ccc3c(scc3C(=O)O)c4)cc5)C(C)C" 59G SMILES_CANONICAL CACTVS 3.370 "CC(C)c1onc(c1COc2ccc(cc2)c3ccc4c(scc4C(O)=O)c3)c5c(Cl)cccc5Cl" 59G SMILES CACTVS 3.370 "CC(C)c1onc(c1COc2ccc(cc2)c3ccc4c(scc4C(O)=O)c3)c5c(Cl)cccc5Cl" 59G SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)COc3ccc(cc3)c4ccc5c(c4)scc5C(=O)O" 59G SMILES "OpenEye OEToolkits" 1.7.2 "CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)COc3ccc(cc3)c4ccc5c(c4)scc5C(=O)O" 59G InChI InChI 1.03 "InChI=1S/C28H21Cl2NO4S/c1-15(2)27-20(26(31-35-27)25-22(29)4-3-5-23(25)30)13-34-18-9-6-16(7-10-18)17-8-11-19-21(28(32)33)14-36-24(19)12-17/h3-12,14-15H,13H2,1-2H3,(H,32,33)" 59G InChIKey InChI 1.03 UOKYTFQFOMGREX-UHFFFAOYSA-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 59G "SYSTEMATIC NAME" ACDLabs 12.01 "6-(4-{[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazol-4-yl]methoxy}phenyl)-1-benzothiophene-3-carboxylic acid" 59G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[4-[[3-[2,6-bis(chloranyl)phenyl]-5-propan-2-yl-1,2-oxazol-4-yl]methoxy]phenyl]-1-benzothiophene-3-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 59G "Create component" 2011-05-10 RCSB 59G "Modify aromatic_flag" 2011-06-04 RCSB 59G "Modify descriptor" 2011-06-04 RCSB #