data_088 # _chem_comp.id 088 _chem_comp.name "3-[(5-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}-1H-indol-1-yl)methyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H24 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 2009-05-06 _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 535.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 088 _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 3HC6 _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 088 C1 C1 C 0 1 N N N 136.452 136.260 84.512 -4.959 -3.910 0.621 C1 088 1 088 C2 C2 C 0 1 N N N 136.821 136.322 83.054 -4.551 -3.110 -0.618 C2 088 2 088 C3 C3 C 0 1 N N N 138.307 136.100 82.892 -5.441 -3.507 -1.797 C3 088 3 088 C4 C4 C 0 1 Y N N 136.088 135.296 82.304 -4.712 -1.638 -0.340 C4 088 4 088 O5 O5 O 0 1 Y N N 136.262 134.015 82.695 -5.846 -1.005 -0.009 O5 088 5 088 N6 N6 N 0 1 Y N N 135.498 133.191 81.864 -5.669 0.180 0.153 N6 088 6 088 C7 C7 C 0 1 Y N N 134.887 134.014 81.000 -4.416 0.508 -0.042 C7 088 7 088 C8 C8 C 0 1 Y N N 135.220 135.366 81.244 -3.739 -0.699 -0.372 C8 088 8 088 C9 C9 C 0 1 N N N 134.728 136.587 80.527 -2.278 -0.887 -0.692 C9 088 9 088 O10 O10 O 0 1 N N N 134.656 136.359 79.104 -1.581 -1.293 0.487 O10 088 10 088 C11 C11 C 0 1 Y N N 133.620 137.053 78.419 -0.243 -1.507 0.370 C11 088 11 088 C12 C12 C 0 1 Y N N 133.734 137.180 77.014 0.384 -1.321 -0.860 C12 088 12 088 C13 C13 C 0 1 Y N N 132.768 137.871 76.229 1.738 -1.533 -0.996 C13 088 13 088 C14 C14 C 0 1 Y N N 131.686 138.407 76.955 2.492 -1.936 0.101 C14 088 14 088 N15 N15 N 0 1 Y N N 130.614 139.187 76.539 3.830 -2.220 0.277 N15 088 15 088 C16 C16 C 0 1 N N N 130.395 139.656 75.123 4.851 -2.149 -0.772 C16 088 16 088 C17 C17 C 0 1 Y N N 129.636 140.998 74.955 5.359 -0.735 -0.883 C17 088 17 088 C18 C18 C 0 1 Y N N 130.220 142.082 74.243 4.739 0.156 -1.740 C18 088 18 088 C19 C19 C 0 1 Y N N 129.491 143.306 74.086 5.200 1.457 -1.848 C19 088 19 088 C20 C20 C 0 1 Y N N 128.196 143.441 74.644 6.281 1.873 -1.100 C20 088 20 088 C21 C21 C 0 1 Y N N 127.650 142.364 75.347 6.912 0.979 -0.233 C21 088 21 088 C22 C22 C 0 1 Y N N 128.341 141.165 75.493 6.439 -0.330 -0.125 C22 088 22 088 C23 C23 C 0 1 N N N 126.331 142.471 76.008 8.071 1.418 0.571 C23 088 23 088 O24 O24 O 0 1 N N N 126.230 142.394 77.245 8.522 2.683 0.467 O24 088 24 088 O25 O25 O 0 1 N N N 125.264 142.649 75.186 8.618 0.638 1.325 O25 088 25 088 C26 C26 C 0 1 Y N N 129.807 139.448 77.630 4.062 -2.578 1.577 C26 088 26 088 C27 C27 C 0 1 Y N N 130.376 138.881 78.740 2.915 -2.541 2.273 C27 088 27 088 C28 C28 C 0 1 Y N N 131.560 138.251 78.343 1.862 -2.124 1.344 C28 088 28 088 C29 C29 C 0 1 Y N N 132.520 137.582 79.115 0.490 -1.902 1.472 C29 088 29 088 C30 C30 C 0 1 Y N N 134.031 133.514 79.975 -3.822 1.863 0.065 C30 088 30 088 C31 C31 C 0 1 Y N N 134.548 133.254 78.667 -3.177 2.434 -1.032 C31 088 31 088 CL32 CL32 CL 0 0 N N N 136.219 133.508 78.310 -3.067 1.559 -2.528 CL32 088 32 088 C33 C33 C 0 1 Y N N 133.696 132.799 77.655 -2.625 3.696 -0.926 C33 088 33 088 C34 C34 C 0 1 Y N N 132.335 132.586 77.936 -2.712 4.394 0.265 C34 088 34 088 C35 C35 C 0 1 Y N N 131.829 132.817 79.240 -3.350 3.834 1.356 C35 088 35 088 C36 C36 C 0 1 Y N N 132.669 133.267 80.258 -3.911 2.575 1.261 C36 088 36 088 CL37 CL37 CL 0 0 N N N 132.024 133.482 81.843 -4.719 1.876 2.630 CL37 088 37 088 H1 H1 H 0 1 N N N 137.367 136.245 85.122 -4.843 -4.975 0.421 H1 088 38 088 H1A H1A H 0 1 N N N 135.850 137.142 84.776 -4.326 -3.627 1.462 H1A 088 39 088 H1B H1B H 0 1 N N N 135.869 135.347 84.704 -6.001 -3.697 0.864 H1B 088 40 088 H2 H2 H 0 1 N N N 136.554 137.315 82.662 -3.510 -3.322 -0.860 H2 088 41 088 H3 H3 H 0 1 N N N 138.556 136.046 81.822 -5.325 -4.572 -1.998 H3 088 42 088 H3A H3A H 0 1 N N N 138.855 136.935 83.354 -6.482 -3.295 -1.555 H3A 088 43 088 H3B H3B H 0 1 N N N 138.592 135.158 83.382 -5.150 -2.937 -2.680 H3B 088 44 088 H9 H9 H 0 1 N N N 133.724 136.840 80.899 -2.170 -1.652 -1.461 H9 088 45 088 H9A H9A H 0 1 N N N 135.432 137.411 80.715 -1.862 0.054 -1.054 H9A 088 46 088 H12 H12 H 0 1 N N N 134.585 136.736 76.519 -0.197 -1.009 -1.715 H12 088 47 088 H13 H13 H 0 1 N N N 132.858 137.976 75.158 2.214 -1.386 -1.954 H13 088 48 088 H16 H16 H 0 1 N N N 131.386 139.782 74.663 5.678 -2.814 -0.520 H16 088 49 088 H16A H16A H 0 0 N N N 129.759 138.893 74.651 4.416 -2.455 -1.723 H16A 088 50 088 H18 H18 H 0 1 N N N 131.210 141.983 73.822 3.892 -0.165 -2.328 H18 088 51 088 H19 H19 H 0 1 N N N 129.930 144.128 73.541 4.711 2.147 -2.520 H19 088 52 088 H20 H20 H 0 1 N N N 127.641 144.360 74.528 6.640 2.888 -1.186 H20 088 53 088 H22 H22 H 0 1 N N N 127.879 140.348 76.027 6.920 -1.025 0.547 H22 088 54 088 HO24 HO24 H 0 0 N N N 125.317 142.478 77.495 9.284 2.924 1.013 HO24 088 55 088 H26 H26 H 0 1 N N N 128.882 140.006 77.611 5.025 -2.851 1.982 H26 088 56 088 H27 H27 H 0 1 N N N 129.980 138.915 79.744 2.792 -2.774 3.321 H27 088 57 088 H29 H29 H 0 1 N N N 132.420 137.479 80.185 0.003 -2.042 2.425 H29 088 58 088 H33 H33 H 0 1 N N N 134.082 132.612 76.664 -2.125 4.139 -1.775 H33 088 59 088 H34 H34 H 0 1 N N N 131.672 132.245 77.155 -2.278 5.380 0.343 H34 088 60 088 H35 H35 H 0 1 N N N 130.783 132.643 79.447 -3.415 4.383 2.284 H35 088 61 # 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 088 C2 C1 SING N N 1 088 C1 H1 SING N N 2 088 C1 H1A SING N N 3 088 C1 H1B SING N N 4 088 C4 C2 SING N N 5 088 C3 C2 SING N N 6 088 C2 H2 SING N N 7 088 C3 H3 SING N N 8 088 C3 H3A SING N N 9 088 C3 H3B SING N N 10 088 C8 C4 DOUB Y N 11 088 C4 O5 SING Y N 12 088 N6 O5 SING Y N 13 088 C7 N6 DOUB Y N 14 088 C30 C7 SING Y N 15 088 C7 C8 SING Y N 16 088 C9 C8 SING N N 17 088 O10 C9 SING N N 18 088 C9 H9 SING N N 19 088 C9 H9A SING N N 20 088 C11 O10 SING N N 21 088 C12 C11 DOUB Y N 22 088 C11 C29 SING Y N 23 088 C13 C12 SING Y N 24 088 C12 H12 SING N N 25 088 C13 C14 DOUB Y N 26 088 C13 H13 SING N N 27 088 N15 C14 SING Y N 28 088 C14 C28 SING Y N 29 088 C16 N15 SING N N 30 088 N15 C26 SING Y N 31 088 C17 C16 SING N N 32 088 C16 H16 SING N N 33 088 C16 H16A SING N N 34 088 C18 C17 DOUB Y N 35 088 C17 C22 SING Y N 36 088 C19 C18 SING Y N 37 088 C18 H18 SING N N 38 088 C19 C20 DOUB Y N 39 088 C19 H19 SING N N 40 088 C20 C21 SING Y N 41 088 C20 H20 SING N N 42 088 C21 C22 DOUB Y N 43 088 C21 C23 SING N N 44 088 C22 H22 SING N N 45 088 O25 C23 DOUB N N 46 088 C23 O24 SING N N 47 088 O24 HO24 SING N N 48 088 C26 C27 DOUB Y N 49 088 C26 H26 SING N N 50 088 C28 C27 SING Y N 51 088 C27 H27 SING N N 52 088 C28 C29 DOUB Y N 53 088 C29 H29 SING N N 54 088 C31 C30 DOUB Y N 55 088 C30 C36 SING Y N 56 088 C33 C31 SING Y N 57 088 CL32 C31 SING N N 58 088 C33 C34 DOUB Y N 59 088 C33 H33 SING N N 60 088 C34 C35 SING Y N 61 088 C34 H34 SING N N 62 088 C35 C36 DOUB Y N 63 088 C35 H35 SING N N 64 088 C36 CL37 SING N N 65 # 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 088 SMILES ACDLabs 10.04 "O=C(O)c1cc(ccc1)Cn5ccc4cc(OCc3c(onc3c2c(Cl)cccc2Cl)C(C)C)ccc45" 088 SMILES_CANONICAL CACTVS 3.341 "CC(C)c1onc(c1COc2ccc3n(Cc4cccc(c4)C(O)=O)ccc3c2)c5c(Cl)cccc5Cl" 088 SMILES CACTVS 3.341 "CC(C)c1onc(c1COc2ccc3n(Cc4cccc(c4)C(O)=O)ccc3c2)c5c(Cl)cccc5Cl" 088 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)COc3ccc4c(c3)ccn4Cc5cccc(c5)C(=O)O" 088 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)COc3ccc4c(c3)ccn4Cc5cccc(c5)C(=O)O" 088 InChI InChI 1.03 "InChI=1S/C29H24Cl2N2O4/c1-17(2)28-22(27(32-37-28)26-23(30)7-4-8-24(26)31)16-36-21-9-10-25-19(14-21)11-12-33(25)15-18-5-3-6-20(13-18)29(34)35/h3-14,17H,15-16H2,1-2H3,(H,34,35)" 088 InChIKey InChI 1.03 FCSGTZIUJUNGAC-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 088 "SYSTEMATIC NAME" ACDLabs 10.04 "3-[(5-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}-1H-indol-1-yl)methyl]benzoic acid" 088 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[5-[[3-(2,6-dichlorophenyl)-5-propan-2-yl-1,2-oxazol-4-yl]methoxy]indol-1-yl]methyl]benzoic 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 088 "Create component" 2009-05-06 RCSB 088 "Modify aromatic_flag" 2011-06-04 RCSB 088 "Modify descriptor" 2011-06-04 RCSB #