data_643 # _chem_comp.id 643 _chem_comp.name ;6-(4-{[3-(3,5-dichloropyridin-4-yl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}-2-methylphenyl)-1-methyl-1H-indole-3-carbox ylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H25 Cl2 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;6-{4-[3-(3,5-Dichloro-pyridin-4-yl)-5-isopropyl-isoxazol-4-ylmethoxy]-2-methyl-phenyl}-1-methyl-1H-indole-3-carboxylic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-23 _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 550.432 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 643 _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 3FXV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 643 C4 C4 C 0 1 Y N N -13.800 57.146 -1.932 -5.699 1.246 -0.881 C4 643 1 643 C5 C5 C 0 1 Y N N -12.069 57.260 -3.921 -7.904 0.285 0.203 C5 643 2 643 C6 C6 C 0 1 Y N N -12.784 56.697 -2.767 -6.466 0.374 -0.112 C6 643 3 643 C7 C7 C 0 1 Y N N -12.231 55.430 -2.569 -5.859 -0.699 0.562 C7 643 4 643 C10 C10 C 0 1 N N N -10.450 54.045 -3.653 -6.636 -2.573 2.060 C10 643 5 643 C15 C15 C 0 1 Y N N -14.281 54.693 1.665 -1.492 -0.372 0.713 C15 643 6 643 C17 C17 C 0 1 Y N N -14.389 52.853 0.139 -1.661 -0.204 -1.688 C17 643 7 643 C21 C21 C 0 1 Y N N -18.131 50.752 3.685 4.879 1.345 0.446 C21 643 8 643 C22 C22 C 0 1 Y N N -17.800 49.902 2.643 4.371 1.770 1.678 C22 643 9 643 C26 C26 C 0 1 Y N N -19.000 51.800 3.416 5.244 2.319 -0.488 C26 643 10 643 C28 C28 C 0 1 Y N N -16.367 51.243 5.476 4.007 -1.087 0.144 C28 643 11 643 C1 C1 C 0 1 Y N N -14.258 56.355 -0.920 -4.350 1.059 -0.981 C1 643 12 643 C2 C2 C 0 1 Y N N -13.717 55.087 -0.719 -3.733 -0.004 -0.315 C2 643 13 643 C3 C3 C 0 1 Y N N -12.701 54.636 -1.540 -4.486 -0.882 0.455 C3 643 14 643 N8 N8 N 0 1 Y N N -11.265 55.244 -3.519 -6.852 -1.383 1.232 N8 643 15 643 C9 C9 C 0 1 Y N N -11.173 56.321 -4.310 -8.056 -0.800 1.018 C9 643 16 643 C11 C11 C 0 1 N N N -12.252 58.568 -4.547 -8.964 1.185 -0.266 C11 643 17 643 O12 O12 O 0 1 N N N -13.077 59.337 -4.134 -8.689 2.120 -0.994 O12 643 18 643 O13 O13 O 0 1 N N N -11.473 58.918 -5.573 -10.242 0.976 0.109 O13 643 19 643 C14 C14 C 0 1 Y N N -14.661 53.864 2.690 -0.129 -0.551 0.601 C14 643 20 643 C16 C16 C 0 1 Y N N -14.155 54.197 0.377 -2.267 -0.197 -0.432 C16 643 21 643 C18 C18 C 0 1 Y N N -14.771 52.028 1.165 -0.298 -0.384 -1.793 C18 643 22 643 C19 C19 C 0 1 Y N N -14.904 52.531 2.439 0.471 -0.557 -0.650 C19 643 23 643 O20 O20 O 0 1 N N N -15.274 51.693 3.424 1.814 -0.734 -0.757 O20 643 24 643 C23 C23 C 0 1 Y N N -18.349 50.114 1.402 4.250 3.124 1.922 C23 643 25 643 N24 N24 N 0 1 Y N N -19.173 51.112 1.199 4.607 4.010 1.013 N24 643 26 643 C25 C25 C 0 1 Y N N -19.508 51.946 2.151 5.090 3.653 -0.161 C25 643 27 643 C27 C27 C 0 1 Y N N -17.540 50.584 5.028 5.032 -0.100 0.141 C27 643 28 643 C29 C29 C 0 1 Y N N -16.203 50.798 6.729 4.653 -2.226 -0.195 C29 643 29 643 O30 O30 O 0 1 Y N N -17.207 49.960 6.960 5.940 -1.900 -0.374 O30 643 30 643 N31 N31 N 0 1 Y N N -17.939 49.848 6.017 6.137 -0.722 -0.185 N31 643 31 643 CL32 CL32 CL 0 0 N N N -16.727 48.595 2.931 3.898 0.612 2.882 CL32 643 32 643 C33 C33 C 0 1 N N N -15.106 51.189 7.679 4.042 -3.596 -0.342 C33 643 33 643 C34 C34 C 0 1 N N N -15.665 52.150 8.721 4.255 -4.098 -1.772 C34 643 34 643 C35 C35 C 0 1 N N N -14.562 49.952 8.387 4.708 -4.560 0.642 C35 643 35 643 C36 C36 C 0 1 N N N -15.507 52.215 4.721 2.545 -0.907 0.458 C36 643 36 643 CL37 CL37 CL 0 0 N N N -19.444 52.874 4.682 5.882 1.860 -2.036 CL37 643 37 643 C38 C38 C 0 1 N N N -14.251 52.294 -1.246 -2.496 -0.016 -2.928 C38 643 38 643 H4 H4 H 0 1 N N N -14.229 58.125 -2.085 -6.171 2.067 -1.400 H4 643 39 643 H10 H10 H 0 1 N N N -10.244 53.858 -4.717 -6.439 -2.270 3.088 H10 643 40 643 H10A H10A H 0 0 N N N -9.501 54.185 -3.116 -7.526 -3.202 2.031 H10A 643 41 643 H10B H10B H 0 0 N N N -10.989 53.186 -3.227 -5.783 -3.132 1.676 H10B 643 42 643 H15 H15 H 0 1 N N N -14.079 55.735 1.862 -1.959 -0.371 1.687 H15 643 43 643 H1 H1 H 0 1 N N N -15.044 56.713 -0.271 -3.756 1.737 -1.577 H1 643 44 643 H3 H3 H 0 1 N N N -12.272 53.658 -1.377 -4.007 -1.702 0.968 H3 643 45 643 H9 H9 H 0 1 N N N -10.486 56.426 -5.136 -8.994 -1.141 1.430 H9 643 46 643 H14 H14 H 0 1 N N N -14.769 54.255 3.691 0.472 -0.687 1.489 H14 643 47 643 H18 H18 H 0 1 N N N -14.968 50.983 0.974 0.172 -0.390 -2.766 H18 643 48 643 H23 H23 H 0 1 N N N -18.099 49.452 0.586 3.858 3.462 2.870 H23 643 49 643 H25 H25 H 0 1 N N N -20.190 52.756 1.938 5.370 4.412 -0.876 H25 643 50 643 H33 H33 H 0 1 N N N -14.295 51.671 7.114 2.974 -3.543 -0.132 H33 643 51 643 H34 H34 H 0 1 N N N -15.800 51.619 9.675 5.324 -4.152 -1.982 H34 643 52 643 H34A H34A H 0 0 N N N -14.964 52.986 8.862 3.814 -5.089 -1.878 H34A 643 53 643 H34B H34B H 0 0 N N N -16.635 52.539 8.378 3.781 -3.412 -2.473 H34B 643 54 643 H35 H35 H 0 1 N N N -14.431 49.139 7.657 4.556 -4.202 1.660 H35 643 55 643 H35A H35A H 0 0 N N N -13.592 50.190 8.848 4.267 -5.551 0.535 H35A 643 56 643 H35B H35B H 0 0 N N N -15.271 49.634 9.166 5.777 -4.614 0.431 H35B 643 57 643 H36 H36 H 0 1 N N N -16.019 53.186 4.646 2.174 -1.788 0.983 H36 643 58 643 H36A H36A H 0 0 N N N -14.552 52.361 5.246 2.414 -0.027 1.089 H36A 643 59 643 H38 H38 H 0 1 N N N -14.217 53.119 -1.973 -2.558 1.046 -3.167 H38 643 60 643 H38A H38A H 0 0 N N N -13.323 51.707 -1.314 -2.034 -0.548 -3.760 H38A 643 61 643 H38B H38B H 0 0 N N N -15.112 51.646 -1.467 -3.497 -0.409 -2.756 H38B 643 62 643 HO13 HO13 H 0 0 N N N -11.697 59.797 -5.856 -10.905 1.595 -0.226 HO13 643 63 # # 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 643 C4 C6 DOUB Y N 1 643 C4 C1 SING Y N 2 643 C5 C6 SING Y N 3 643 C5 C9 DOUB Y N 4 643 C5 C11 SING N N 5 643 C6 C7 SING Y N 6 643 C7 C3 DOUB Y N 7 643 C7 N8 SING Y N 8 643 C10 N8 SING N N 9 643 C15 C14 DOUB Y N 10 643 C15 C16 SING Y N 11 643 C17 C16 DOUB Y N 12 643 C17 C18 SING Y N 13 643 C17 C38 SING N N 14 643 C21 C22 DOUB Y N 15 643 C21 C26 SING Y N 16 643 C21 C27 SING Y N 17 643 C22 C23 SING Y N 18 643 C22 CL32 SING N N 19 643 C26 C25 DOUB Y N 20 643 C26 CL37 SING N N 21 643 C28 C27 SING Y N 22 643 C28 C29 DOUB Y N 23 643 C28 C36 SING N N 24 643 C1 C2 DOUB Y N 25 643 C2 C3 SING Y N 26 643 C2 C16 SING Y N 27 643 N8 C9 SING Y N 28 643 C11 O12 DOUB N N 29 643 C11 O13 SING N N 30 643 C14 C19 SING Y N 31 643 C18 C19 DOUB Y N 32 643 C19 O20 SING N N 33 643 O20 C36 SING N N 34 643 C23 N24 DOUB Y N 35 643 N24 C25 SING Y N 36 643 C27 N31 DOUB Y N 37 643 C29 O30 SING Y N 38 643 C29 C33 SING N N 39 643 O30 N31 SING Y N 40 643 C33 C34 SING N N 41 643 C33 C35 SING N N 42 643 C4 H4 SING N N 43 643 C10 H10 SING N N 44 643 C10 H10A SING N N 45 643 C10 H10B SING N N 46 643 C15 H15 SING N N 47 643 C1 H1 SING N N 48 643 C3 H3 SING N N 49 643 C9 H9 SING N N 50 643 C14 H14 SING N N 51 643 C18 H18 SING N N 52 643 C23 H23 SING N N 53 643 C25 H25 SING N N 54 643 C33 H33 SING N N 55 643 C34 H34 SING N N 56 643 C34 H34A SING N N 57 643 C34 H34B SING N N 58 643 C35 H35 SING N N 59 643 C35 H35A SING N N 60 643 C35 H35B SING N N 61 643 C36 H36 SING N N 62 643 C36 H36A SING N N 63 643 C38 H38 SING N N 64 643 C38 H38A SING N N 65 643 C38 H38B SING N N 66 643 O13 HO13 SING N N 67 # # 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 643 SMILES ACDLabs 10.04 "O=C(O)c2c1ccc(cc1n(c2)C)c5c(cc(OCc4c(onc4c3c(Cl)cncc3Cl)C(C)C)cc5)C" 643 SMILES_CANONICAL CACTVS 3.341 "CC(C)c1onc(c1COc2ccc(c(C)c2)c3ccc4c(c3)n(C)cc4C(O)=O)c5c(Cl)cncc5Cl" 643 SMILES CACTVS 3.341 "CC(C)c1onc(c1COc2ccc(c(C)c2)c3ccc4c(c3)n(C)cc4C(O)=O)c5c(Cl)cncc5Cl" 643 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(ccc1c2ccc3c(c2)n(cc3C(=O)O)C)OCc4c(noc4C(C)C)c5c(cncc5Cl)Cl" 643 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(ccc1c2ccc3c(c2)n(cc3C(=O)O)C)OCc4c(noc4C(C)C)c5c(cncc5Cl)Cl" 643 InChI InChI 1.03 "InChI=1S/C29H25Cl2N3O4/c1-15(2)28-22(27(33-38-28)26-23(30)11-32-12-24(26)31)14-37-18-6-8-19(16(3)9-18)17-5-7-20-21(29(35)36)13-34(4)25(20)10-17/h5-13,15H,14H2,1-4H3,(H,35,36)" 643 InChIKey InChI 1.03 JTRRVYQZHXAOGI-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 643 "SYSTEMATIC NAME" ACDLabs 10.04 "6-(4-{[3-(3,5-dichloropyridin-4-yl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}-2-methylphenyl)-1-methyl-1H-indole-3-carboxylic acid" 643 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-[4-[[3-(3,5-dichloropyridin-4-yl)-5-propan-2-yl-1,2-oxazol-4-yl]methoxy]-2-methyl-phenyl]-1-methyl-indole-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 643 "Create component" 2009-01-23 PDBJ 643 "Modify aromatic_flag" 2011-06-04 RCSB 643 "Modify descriptor" 2011-06-04 RCSB 643 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 643 _pdbx_chem_comp_synonyms.name "6-{4-[3-(3,5-Dichloro-pyridin-4-yl)-5-isopropyl-isoxazol-4-ylmethoxy]-2-methyl-phenyl}-1-methyl-1H-indole-3-carboxylic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##