data_AOU # _chem_comp.id AOU _chem_comp.name "(2E)-3-{3-[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole-4-carbonyl]-1-methyl-1H-indol-7-yl}prop-2-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H20 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 2018-11-13 _chem_comp.pdbx_modified_date 2019-10-25 _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 483.343 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AOU _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 6IO0 _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 AOU C2 C1 C 0 1 Y N N 16.061 -40.045 2.489 2.760 -4.126 -0.528 C2 AOU 1 AOU C8 C2 C 0 1 Y N N 12.764 -41.940 -1.187 -0.628 0.599 0.875 C8 AOU 2 AOU C13 C3 C 0 1 Y N N 13.092 -39.990 -2.312 -1.511 0.534 -1.220 C13 AOU 3 AOU N2 N1 N 0 1 Y N N 11.174 -41.488 2.944 3.951 0.575 1.218 N2 AOU 4 AOU C4 C4 C 0 1 Y N N 13.083 -38.676 -2.859 -1.804 0.549 -2.582 C4 AOU 5 AOU C11 C5 C 0 1 Y N N 14.864 -40.584 -3.973 -3.832 0.034 -0.736 C11 AOU 6 AOU C1 C6 C 0 1 Y N N 12.337 -40.630 -1.259 -0.278 0.741 -0.437 C1 AOU 7 AOU C3 C7 C 0 1 Y N N 14.837 -39.251 -4.460 -4.103 0.058 -2.105 C3 AOU 8 AOU C6 C8 C 0 1 Y N N 15.643 -41.389 2.392 2.683 -3.718 0.791 C6 AOU 9 AOU C18 C9 C 0 1 N N N 15.837 -41.538 -4.559 -4.907 -0.240 0.226 C18 AOU 10 AOU C21 C10 C 0 1 N N N 18.011 -42.320 -5.193 -7.237 -0.412 0.768 C21 AOU 11 AOU C9 C11 C 0 1 Y N N 13.997 -40.959 -2.882 -2.521 0.275 -0.283 C9 AOU 12 AOU C19 C12 C 0 1 N N N 17.172 -41.278 -4.639 -6.199 -0.148 -0.160 C19 AOU 13 AOU O30 O1 O 0 1 N N N 17.612 -43.384 -5.635 -6.965 -0.723 1.913 O30 AOU 14 AOU O28 O2 O 0 1 N N N 19.331 -42.065 -5.125 -8.527 -0.320 0.383 O28 AOU 15 AOU C40 C13 C 0 1 Y N N 13.951 -38.305 -3.913 -3.093 0.312 -3.014 C40 AOU 16 AOU N1 N2 N 0 1 Y N N 13.774 -42.156 -2.143 -1.951 0.321 0.966 N1 AOU 17 AOU C33 C14 C 0 1 N N N 14.427 -43.452 -2.310 -2.674 0.102 2.222 C33 AOU 18 AOU C20 C15 C 0 1 N N N 11.303 -40.028 -0.421 1.060 1.041 -0.963 C20 AOU 19 AOU O27 O3 O 0 1 N N N 10.694 -38.998 -0.740 1.216 1.235 -2.155 O27 AOU 20 AOU C35 C16 C 0 1 Y N N 10.982 -40.703 0.851 2.214 1.107 -0.049 C35 AOU 21 AOU C36 C17 C 0 1 Y N N 9.737 -41.108 1.235 2.757 2.208 0.566 C36 AOU 22 AOU C37 C18 C 0 1 N N N 8.359 -41.157 0.623 2.284 3.633 0.443 C37 AOU 23 AOU C39 C19 C 0 1 N N N 7.919 -39.755 0.164 1.886 4.160 1.824 C39 AOU 24 AOU C38 C20 C 0 1 N N N 8.228 -42.138 -0.546 3.411 4.497 -0.127 C38 AOU 25 AOU O29 O4 O 0 1 Y N N 9.845 -41.585 2.505 3.786 1.768 1.294 O29 AOU 26 AOU C34 C21 C 0 1 Y N N 11.868 -40.962 1.946 3.073 0.005 0.433 C34 AOU 27 AOU C10 C22 C 0 1 Y N N 13.315 -40.704 2.122 2.964 -1.435 0.098 C10 AOU 28 AOU C15 C23 C 0 1 Y N N 14.277 -41.716 2.210 2.784 -2.378 1.110 C15 AOU 29 AOU CL1 CL1 CL 0 0 N N N 13.787 -43.383 2.101 2.687 -1.868 2.766 CL32 AOU 30 AOU C5 C24 C 0 1 Y N N 15.103 -39.020 2.394 2.944 -3.197 -1.536 C5 AOU 31 AOU C14 C25 C 0 1 Y N N 13.739 -39.364 2.228 3.047 -1.854 -1.230 C14 AOU 32 AOU CL2 CL2 CL 0 0 N N N 12.515 -38.147 2.154 3.271 -0.688 -2.497 CL31 AOU 33 AOU H1 H1 H 0 1 N N N 17.104 -39.806 2.634 2.681 -5.175 -0.772 H1 AOU 34 AOU H2 H2 H 0 1 N N N 12.383 -42.684 -0.503 0.048 0.690 1.712 H2 AOU 35 AOU H3 H3 H 0 1 N N N 12.397 -37.944 -2.460 -1.022 0.747 -3.300 H3 AOU 36 AOU H4 H4 H 0 1 N N N 15.503 -38.960 -5.259 -5.107 -0.127 -2.457 H4 AOU 37 AOU H5 H5 H 0 1 N N N 16.375 -42.180 2.457 2.544 -4.449 1.574 H5 AOU 38 AOU H6 H6 H 0 1 N N N 15.471 -42.480 -4.939 -4.666 -0.516 1.242 H6 AOU 39 AOU H7 H7 H 0 1 N N N 17.585 -40.338 -4.305 -6.441 0.128 -1.176 H7 AOU 40 AOU H8 H8 H 0 1 N N N 19.816 -42.811 -5.459 -9.163 -0.518 1.084 H8 AOU 41 AOU H9 H9 H 0 1 N N N 13.933 -37.296 -4.297 -3.315 0.328 -4.071 H9 AOU 42 AOU H10 H10 H 0 1 N N N 14.022 -44.164 -1.576 -2.747 -0.968 2.418 H10 AOU 43 AOU H11 H11 H 0 1 N N N 14.241 -43.828 -3.327 -2.137 0.585 3.039 H11 AOU 44 AOU H12 H12 H 0 1 N N N 15.510 -43.340 -2.153 -3.675 0.526 2.144 H12 AOU 45 AOU H13 H13 H 0 1 N N N 7.657 -41.481 1.405 1.422 3.674 -0.223 H13 AOU 46 AOU H14 H14 H 0 1 N N N 8.012 -39.048 1.002 1.544 5.191 1.735 H14 AOU 47 AOU H15 H15 H 0 1 N N N 8.559 -39.424 -0.667 1.084 3.544 2.230 H15 AOU 48 AOU H16 H16 H 0 1 N N N 6.872 -39.791 -0.171 2.748 4.119 2.490 H16 AOU 49 AOU H17 H17 H 0 1 N N N 8.542 -43.141 -0.221 3.694 4.122 -1.110 H17 AOU 50 AOU H18 H18 H 0 1 N N N 7.181 -42.172 -0.880 3.068 5.528 -0.216 H18 AOU 51 AOU H19 H19 H 0 1 N N N 8.867 -41.805 -1.377 4.272 4.457 0.539 H19 AOU 52 AOU H20 H20 H 0 1 N N N 15.403 -37.984 2.447 3.007 -3.522 -2.564 H20 AOU 53 # # 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 AOU O30 C21 DOUB N N 1 AOU C21 O28 SING N N 2 AOU C21 C19 SING N N 3 AOU C19 C18 DOUB N E 4 AOU C18 C11 SING N N 5 AOU C3 C11 DOUB Y N 6 AOU C3 C40 SING Y N 7 AOU C11 C9 SING Y N 8 AOU C40 C4 DOUB Y N 9 AOU C9 C13 DOUB Y N 10 AOU C9 N1 SING Y N 11 AOU C4 C13 SING Y N 12 AOU C13 C1 SING Y N 13 AOU C33 N1 SING N N 14 AOU N1 C8 SING Y N 15 AOU C1 C8 DOUB Y N 16 AOU C1 C20 SING N N 17 AOU O27 C20 DOUB N N 18 AOU C38 C37 SING N N 19 AOU C20 C35 SING N N 20 AOU C39 C37 SING N N 21 AOU C37 C36 SING N N 22 AOU C35 C36 DOUB Y N 23 AOU C35 C34 SING Y N 24 AOU C36 O29 SING Y N 25 AOU C34 C10 SING N N 26 AOU C34 N2 DOUB Y N 27 AOU CL1 C15 SING N N 28 AOU C10 C15 DOUB Y N 29 AOU C10 C14 SING Y N 30 AOU CL2 C14 SING N N 31 AOU C15 C6 SING Y N 32 AOU C14 C5 DOUB Y N 33 AOU C6 C2 DOUB Y N 34 AOU C5 C2 SING Y N 35 AOU O29 N2 SING Y N 36 AOU C2 H1 SING N N 37 AOU C8 H2 SING N N 38 AOU C4 H3 SING N N 39 AOU C3 H4 SING N N 40 AOU C6 H5 SING N N 41 AOU C18 H6 SING N N 42 AOU C19 H7 SING N N 43 AOU O28 H8 SING N N 44 AOU C40 H9 SING N N 45 AOU C33 H10 SING N N 46 AOU C33 H11 SING N N 47 AOU C33 H12 SING N N 48 AOU C37 H13 SING N N 49 AOU C39 H14 SING N N 50 AOU C39 H15 SING N N 51 AOU C39 H16 SING N N 52 AOU C38 H17 SING N N 53 AOU C38 H18 SING N N 54 AOU C38 H19 SING N N 55 AOU C5 H20 SING N N 56 # # 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 AOU SMILES ACDLabs 12.01 "c4cc(c(c3noc(c3C(c1cn(c2c1cccc2[C@H]=CC(O)=O)C)=O)C(C)C)c(c4)Cl)Cl" AOU InChI InChI 1.03 "InChI=1S/C25H20Cl2N2O4/c1-13(2)25-21(22(28-33-25)20-17(26)8-5-9-18(20)27)24(32)16-12-29(3)23-14(10-11-19(30)31)6-4-7-15(16)23/h4-13H,1-3H3,(H,30,31)/b11-10+" AOU InChIKey InChI 1.03 UIMYWZDHAJEOJS-ZHACJKMWSA-N AOU SMILES_CANONICAL CACTVS 3.385 "CC(C)c1onc(c2c(Cl)cccc2Cl)c1C(=O)c3cn(C)c4c(cccc34)/C=C/C(O)=O" AOU SMILES CACTVS 3.385 "CC(C)c1onc(c2c(Cl)cccc2Cl)c1C(=O)c3cn(C)c4c(cccc34)C=CC(O)=O" AOU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)C(=O)c3cn(c4c3cccc4/C=C/C(=O)O)C" AOU SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)c1c(c(no1)c2c(cccc2Cl)Cl)C(=O)c3cn(c4c3cccc4C=CC(=O)O)C" # # 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 AOU "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-3-{3-[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole-4-carbonyl]-1-methyl-1H-indol-7-yl}prop-2-enoic acid" AOU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{E})-3-[3-[[3-[2,6-bis(chloranyl)phenyl]-5-propan-2-yl-1,2-oxazol-4-yl]carbonyl]-1-methyl-indol-7-yl]prop-2-enoic 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 AOU "Create component" 2018-11-13 RCSB AOU "Initial release" 2019-10-30 RCSB ##