data_89P # _chem_comp.id 89P _chem_comp.name "6-(4-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}phenyl)quinoline-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H22 Cl2 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-18 _chem_comp.pdbx_modified_date 2011-08-26 _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 533.402 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 89P _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 3P89 _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 89P C1 C1 C 0 1 N N N 137.277 164.837 102.387 -4.839 4.171 -1.846 C1 89P 1 89P C2 C2 C 0 1 N N N 137.939 163.468 102.519 -4.196 3.526 -0.617 C2 89P 2 89P C3 C3 C 0 1 N N N 139.431 163.577 102.794 -4.497 4.373 0.621 C3 89P 3 89P C4 C4 C 0 1 Y N N 137.264 162.736 103.612 -4.756 2.140 -0.426 C4 89P 4 89P O5 O5 O 0 1 Y N N 137.301 163.248 104.865 -6.042 1.817 -0.227 O5 89P 5 89P N6 N6 N 0 1 Y N N 136.598 162.429 105.818 -6.193 0.624 -0.106 N6 89P 6 89P C7 C7 C 0 1 Y N N 136.088 161.371 105.136 -5.053 -0.015 -0.205 C7 89P 7 89P C8 C8 C 0 1 Y N N 136.476 161.497 103.696 -4.060 0.981 -0.427 C8 89P 8 89P C9 C9 C 0 1 N N N 136.154 160.563 102.563 -2.578 0.788 -0.617 C9 89P 9 89P O10 O10 O 0 1 N N N 134.785 160.230 102.661 -1.909 0.974 0.632 O10 89P 10 89P C11 C11 C 0 1 Y N N 134.136 159.441 101.760 -0.558 0.834 0.636 C11 89P 11 89P C12 C12 C 0 1 Y N N 132.921 159.892 101.299 0.153 1.002 1.816 C12 89P 12 89P C13 C13 C 0 1 Y N N 132.188 159.143 100.398 1.524 0.861 1.823 C13 89P 13 89P C14 C14 C 0 1 Y N N 132.644 157.907 99.952 2.197 0.549 0.642 C14 89P 14 89P C15 C15 C 0 1 Y N N 133.885 157.449 100.414 1.480 0.380 -0.542 C15 89P 15 89P C16 C16 C 0 1 Y N N 134.625 158.213 101.326 0.109 0.518 -0.541 C16 89P 16 89P C17 C17 C 0 1 Y N N 131.815 157.170 98.953 3.672 0.396 0.646 C17 89P 17 89P C18 C18 C 0 1 Y N N 130.451 157.452 98.841 4.380 0.569 1.845 C18 89P 18 89P C19 C19 C 0 1 Y N N 129.671 156.799 97.902 5.730 0.441 1.899 C19 89P 19 89P C20 C20 C 0 1 Y N N 130.243 155.866 97.050 6.451 0.126 0.731 C20 89P 20 89P N21 N21 N 0 1 Y N N 129.465 155.247 96.139 7.775 -0.009 0.742 N21 89P 21 89P C22 C22 C 0 1 Y N N 129.983 154.335 95.287 8.440 -0.304 -0.359 C22 89P 22 89P C23 C23 C 0 1 Y N N 131.343 154.015 95.328 7.799 -0.491 -1.591 C23 89P 23 89P C24 C24 C 0 1 Y N N 132.164 154.649 96.261 6.443 -0.370 -1.691 C24 89P 24 89P C25 C25 C 0 1 Y N N 131.606 155.585 97.131 5.720 -0.056 -0.525 C25 89P 25 89P C26 C26 C 0 1 Y N N 132.393 156.238 98.078 4.326 0.081 -0.532 C26 89P 26 89P C27 C27 C 0 1 N N N 129.049 153.703 94.301 9.913 -0.443 -0.290 C27 89P 27 89P O28 O28 O 0 1 N N N 129.427 152.857 93.496 10.545 -0.714 -1.291 O28 89P 28 89P O29 O29 O 0 1 N N N 127.785 154.121 94.293 10.552 -0.268 0.882 O29 89P 29 89P C30 C30 C 0 1 Y N N 135.272 160.246 105.669 -4.840 -1.480 -0.110 C30 89P 30 89P C31 C31 C 0 1 Y N N 135.848 159.010 105.874 -5.219 -2.169 1.042 C31 89P 31 89P CL32 CL32 CL 0 0 N N N 137.592 158.811 105.530 -5.940 -1.314 2.369 CL32 89P 32 89P C33 C33 C 0 1 Y N N 135.086 157.948 106.349 -5.018 -3.534 1.124 C33 89P 33 89P C34 C34 C 0 1 Y N N 133.731 158.129 106.608 -4.443 -4.216 0.068 C34 89P 34 89P C35 C35 C 0 1 Y N N 133.145 159.367 106.392 -4.065 -3.538 -1.077 C35 89P 35 89P C36 C36 C 0 1 Y N N 133.923 160.417 105.922 -4.267 -2.175 -1.174 C36 89P 36 89P CL37 CL37 CL 0 0 N N N 133.168 162.009 105.664 -3.799 -1.327 -2.615 CL37 89P 37 89P H1 H1 H 0 1 N N N 136.203 164.708 102.189 -4.434 5.173 -1.985 H1 89P 38 89P H1A H1A H 0 1 N N N 137.412 165.401 103.322 -4.625 3.567 -2.728 H1A 89P 39 89P H1B H1B H 0 1 N N N 137.739 165.389 101.555 -5.918 4.232 -1.701 H1B 89P 40 89P H2 H2 H 0 1 N N N 137.835 162.927 101.567 -3.117 3.465 -0.762 H2 89P 41 89P H3 H3 H 0 1 N N N 139.863 162.569 102.881 -5.576 4.434 0.765 H3 89P 42 89P H3A H3A H 0 1 N N N 139.918 164.114 101.967 -4.039 3.914 1.496 H3A 89P 43 89P H3B H3B H 0 1 N N N 139.591 164.127 103.733 -4.092 5.376 0.482 H3B 89P 44 89P H9 H9 H 0 1 N N N 136.356 161.054 101.599 -2.387 -0.221 -0.984 H9 89P 45 89P H9A H9A H 0 1 N N N 136.770 159.655 102.635 -2.207 1.514 -1.339 H9A 89P 46 89P H12 H12 H 0 1 N N N 132.536 160.840 101.644 -0.369 1.244 2.731 H12 89P 47 89P H13 H13 H 0 1 N N N 131.245 159.524 100.034 2.077 0.992 2.742 H13 89P 48 89P H15 H15 H 0 1 N N N 134.273 156.503 100.066 1.999 0.139 -1.458 H15 89P 49 89P H16 H16 H 0 1 N N N 135.574 157.849 101.692 -0.447 0.388 -1.457 H16 89P 50 89P H18 H18 H 0 1 N N N 130.001 158.186 99.493 3.838 0.811 2.747 H18 89P 51 89P H19 H19 H 0 1 N N N 128.615 157.016 97.833 6.250 0.580 2.836 H19 89P 52 89P H23 H23 H 0 1 N N N 131.753 153.286 94.645 8.382 -0.731 -2.468 H23 89P 53 89P H24 H24 H 0 1 N N N 133.218 154.418 96.309 5.940 -0.512 -2.636 H24 89P 54 89P H26 H26 H 0 1 N N N 133.450 156.026 98.138 3.768 -0.050 -1.447 H26 89P 55 89P HO29 HO29 H 0 0 N N N 127.306 153.670 93.608 11.514 -0.368 0.878 HO29 89P 56 89P H33 H33 H 0 1 N N N 135.545 156.985 106.516 -5.311 -4.069 2.016 H33 89P 57 89P H34 H34 H 0 1 N N N 133.136 157.306 106.977 -4.288 -5.283 0.137 H34 89P 58 89P H35 H35 H 0 1 N N N 132.093 159.513 106.588 -3.616 -4.076 -1.899 H35 89P 59 # 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 89P C1 C2 SING N N 1 89P C1 H1 SING N N 2 89P C1 H1A SING N N 3 89P C1 H1B SING N N 4 89P C2 C3 SING N N 5 89P C2 C4 SING N N 6 89P C2 H2 SING N N 7 89P C3 H3 SING N N 8 89P C3 H3A SING N N 9 89P C3 H3B SING N N 10 89P C4 C8 DOUB Y N 11 89P C4 O5 SING Y N 12 89P O5 N6 SING Y N 13 89P C7 N6 DOUB Y N 14 89P C8 C7 SING Y N 15 89P C7 C30 SING Y N 16 89P C9 C8 SING N N 17 89P C9 O10 SING N N 18 89P C9 H9 SING N N 19 89P C9 H9A SING N N 20 89P C11 O10 SING N N 21 89P C12 C11 DOUB Y N 22 89P C16 C11 SING Y N 23 89P C13 C12 SING Y N 24 89P C12 H12 SING N N 25 89P C14 C13 DOUB Y N 26 89P C13 H13 SING N N 27 89P C17 C14 SING Y N 28 89P C14 C15 SING Y N 29 89P C15 C16 DOUB Y N 30 89P C15 H15 SING N N 31 89P C16 H16 SING N N 32 89P C26 C17 DOUB Y N 33 89P C18 C17 SING Y N 34 89P C19 C18 DOUB Y N 35 89P C18 H18 SING N N 36 89P C20 C19 SING Y N 37 89P C19 H19 SING N N 38 89P N21 C20 DOUB Y N 39 89P C20 C25 SING Y N 40 89P C22 N21 SING Y N 41 89P C27 C22 SING N N 42 89P C22 C23 DOUB Y N 43 89P C23 C24 SING Y N 44 89P C23 H23 SING N N 45 89P C24 C25 DOUB Y N 46 89P C24 H24 SING N N 47 89P C25 C26 SING Y N 48 89P C26 H26 SING N N 49 89P O28 C27 DOUB N N 50 89P O29 C27 SING N N 51 89P O29 HO29 SING N N 52 89P C30 C31 DOUB Y N 53 89P C30 C36 SING Y N 54 89P CL32 C31 SING N N 55 89P C31 C33 SING Y N 56 89P C33 C34 DOUB Y N 57 89P C33 H33 SING N N 58 89P C35 C34 SING Y N 59 89P C34 H34 SING N N 60 89P C36 C35 DOUB Y N 61 89P C35 H35 SING N N 62 89P CL37 C36 SING N N 63 # 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 89P SMILES ACDLabs 12.01 "O=C(O)c5nc1c(cc(cc1)c4ccc(OCc3c(onc3c2c(Cl)cccc2Cl)C(C)C)cc4)cc5" 89P SMILES_CANONICAL CACTVS 3.370 "CC(C)c1onc(c1COc2ccc(cc2)c3ccc4nc(ccc4c3)C(O)=O)c5c(Cl)cccc5Cl" 89P SMILES CACTVS 3.370 "CC(C)c1onc(c1COc2ccc(cc2)c3ccc4nc(ccc4c3)C(O)=O)c5c(Cl)cccc5Cl" 89P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)COc3ccc(cc3)c4ccc5c(c4)ccc(n5)C(=O)O" 89P SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)COc3ccc(cc3)c4ccc5c(c4)ccc(n5)C(=O)O" 89P InChI InChI 1.03 "InChI=1S/C29H22Cl2N2O4/c1-16(2)28-21(27(33-37-28)26-22(30)4-3-5-23(26)31)15-36-20-10-6-17(7-11-20)18-8-12-24-19(14-18)9-13-25(32-24)29(34)35/h3-14,16H,15H2,1-2H3,(H,34,35)" 89P InChIKey InChI 1.03 SZUHDKKQQZPOGX-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 89P "SYSTEMATIC NAME" ACDLabs 12.01 "6-(4-{[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazol-4-yl]methoxy}phenyl)quinoline-2-carboxylic acid" 89P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-[4-[[3-(2,6-dichlorophenyl)-5-propan-2-yl-1,2-oxazol-4-yl]methoxy]phenyl]quinoline-2-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 89P "Create component" 2010-10-18 RCSB 89P "Modify aromatic_flag" 2011-06-04 RCSB 89P "Modify descriptor" 2011-06-04 RCSB #