data_AVE # _chem_comp.id AVE _chem_comp.name "4-[3-(2-Chloro-4,5-difluoro-benzoyl)ureido]-3-trifluoromethoxybenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H8 Cl F5 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-({[(2-chloro-4,5-difluorophenyl)carbonyl]carbamoyl}amino)-3-(trifluoromethoxy)benzoic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-10 _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 438.690 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AVE _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 3CEH _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 AVE C1 C1 C 0 1 Y N N 63.264 -6.999 59.122 6.468 -0.860 -0.087 C1 AVE 1 AVE C2 C2 C 0 1 Y N N 63.381 -8.246 58.535 5.374 -1.638 -0.443 C2 AVE 2 AVE C3 C3 C 0 1 Y N N 63.966 -9.314 59.211 4.103 -1.102 -0.410 C3 AVE 3 AVE C9 C9 C 0 1 N N N 65.057 -10.304 61.292 2.561 0.805 0.021 C9 AVE 4 AVE C13 C13 C 0 1 N N N 66.691 -12.028 61.132 0.258 0.581 -0.288 C13 AVE 5 AVE C15 C15 C 0 1 Y N N 66.987 -13.557 62.917 -2.096 0.345 -0.507 C15 AVE 6 AVE C16 C16 C 0 1 Y N N 68.336 -13.918 62.855 -2.329 1.695 -0.742 C16 AVE 7 AVE C19 C19 C 0 1 Y N N 66.541 -15.595 64.157 -4.429 0.013 -0.030 C19 AVE 8 AVE C20 C20 C 0 1 Y N N 66.099 -14.413 63.576 -3.151 -0.496 -0.150 C20 AVE 9 AVE C24 C24 C 0 1 N N N 68.249 -17.327 64.829 -6.025 1.920 -0.140 C24 AVE 10 AVE O28 O28 O 0 1 N N N 64.653 -10.587 62.416 2.403 1.960 0.363 O28 AVE 11 AVE C30 C30 C 0 1 N N N 64.213 -13.530 64.775 -4.047 -2.618 0.441 C30 AVE 12 AVE CL10 CL10 CL 0 0 N N N 64.800 -7.518 62.667 4.803 2.655 0.829 CL10 AVE 13 AVE C5 C5 C 0 1 Y N N 64.284 -7.859 61.081 5.023 1.004 0.340 C5 AVE 14 AVE C6 C6 C 0 1 Y N N 63.709 -6.805 60.414 6.290 0.457 0.303 C6 AVE 15 AVE F11 F11 F 0 1 N N N 62.713 -5.980 58.420 7.710 -1.392 -0.116 F11 AVE 16 AVE F34 F34 F 0 1 N N N 62.924 -8.360 57.278 5.555 -2.922 -0.823 F34 AVE 17 AVE C4 C4 C 0 1 Y N N 64.431 -9.119 60.508 3.918 0.226 -0.017 C4 AVE 18 AVE N12 N12 N 0 1 N N N 66.022 -10.977 60.643 1.497 0.052 -0.323 N12 AVE 19 AVE O27 O27 O 0 1 N N N 67.565 -12.561 60.465 0.100 1.737 0.054 O27 AVE 20 AVE N14 N14 N 0 1 N N N 66.424 -12.470 62.359 -0.805 -0.172 -0.633 N14 AVE 21 AVE C17 C17 C 0 1 Y N N 68.780 -15.112 63.459 -3.602 2.208 -0.624 C17 AVE 22 AVE C18 C18 C 0 1 Y N N 67.879 -15.968 64.124 -4.663 1.371 -0.267 C18 AVE 23 AVE O26 O26 O 0 1 N N N 67.372 -17.872 65.581 -6.249 3.229 -0.368 O26 AVE 24 AVE O25 O25 O 0 1 N N N 69.374 -17.847 64.605 -6.947 1.191 0.171 O25 AVE 25 AVE O29 O29 O 0 1 N N N 64.755 -14.140 63.626 -2.921 -1.816 0.080 O29 AVE 26 AVE F32 F32 F 0 1 N N N 64.136 -14.409 65.755 -3.634 -3.940 0.639 F32 AVE 27 AVE F33 F33 F 0 1 N N N 63.011 -13.090 64.474 -4.612 -2.125 1.622 F33 AVE 28 AVE F31 F31 F 0 1 N N N 64.969 -12.526 65.152 -4.998 -2.575 -0.584 F31 AVE 29 AVE H3 H3 H 0 1 N N N 64.057 -10.279 58.736 3.253 -1.708 -0.687 H3 AVE 30 AVE H16 H16 H 0 1 N N N 69.041 -13.280 62.343 -1.510 2.343 -1.018 H16 AVE 31 AVE H19 H19 H 0 1 N N N 65.827 -16.240 64.647 -5.247 -0.637 0.246 H19 AVE 32 AVE H6 H6 H 0 1 N N N 63.607 -5.842 60.892 7.144 1.058 0.579 H6 AVE 33 AVE HN12 HN12 H 0 0 N N N 66.259 -10.668 59.722 1.624 -0.870 -0.596 HN12 AVE 34 AVE HN14 HN14 H 0 0 N N N 65.759 -11.959 62.904 -0.674 -1.072 -0.968 HN14 AVE 35 AVE H17 H17 H 0 1 N N N 69.826 -15.375 63.411 -3.780 3.257 -0.808 H17 AVE 36 AVE HO26 HO26 H 0 0 N N N 67.710 -18.694 65.918 -7.159 3.542 -0.273 HO26 AVE 37 # # 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 AVE C1 C2 DOUB Y N 1 AVE F11 C1 SING N N 2 AVE C1 C6 SING Y N 3 AVE C2 C3 SING Y N 4 AVE F34 C2 SING N N 5 AVE C3 C4 DOUB Y N 6 AVE C3 H3 SING N N 7 AVE C4 C9 SING N N 8 AVE N12 C9 SING N N 9 AVE C9 O28 DOUB N N 10 AVE O27 C13 DOUB N N 11 AVE N12 C13 SING N N 12 AVE C13 N14 SING N N 13 AVE N14 C15 SING N N 14 AVE C16 C15 DOUB Y N 15 AVE C15 C20 SING Y N 16 AVE C16 C17 SING Y N 17 AVE C16 H16 SING N N 18 AVE C20 C19 DOUB Y N 19 AVE C18 C19 SING Y N 20 AVE C19 H19 SING N N 21 AVE C20 O29 SING N N 22 AVE C18 C24 SING N N 23 AVE O25 C24 DOUB N N 24 AVE C24 O26 SING N N 25 AVE O29 C30 SING N N 26 AVE F33 C30 SING N N 27 AVE C30 F31 SING N N 28 AVE C30 F32 SING N N 29 AVE C5 CL10 SING N N 30 AVE C5 C6 DOUB Y N 31 AVE C5 C4 SING Y N 32 AVE C6 H6 SING N N 33 AVE N12 HN12 SING N N 34 AVE N14 HN14 SING N N 35 AVE C17 C18 DOUB Y N 36 AVE C17 H17 SING N N 37 AVE O26 HO26 SING N N 38 # # 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 AVE SMILES ACDLabs 10.04 "O=C(c1cc(F)c(F)cc1Cl)NC(=O)Nc2ccc(C(=O)O)cc2OC(F)(F)F" AVE SMILES_CANONICAL CACTVS 3.341 "OC(=O)c1ccc(NC(=O)NC(=O)c2cc(F)c(F)cc2Cl)c(OC(F)(F)F)c1" AVE SMILES CACTVS 3.341 "OC(=O)c1ccc(NC(=O)NC(=O)c2cc(F)c(F)cc2Cl)c(OC(F)(F)F)c1" AVE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1C(=O)O)OC(F)(F)F)NC(=O)NC(=O)c2cc(c(cc2Cl)F)F" AVE SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1C(=O)O)OC(F)(F)F)NC(=O)NC(=O)c2cc(c(cc2Cl)F)F" AVE InChI InChI 1.03 "InChI=1S/C16H8ClF5N2O5/c17-8-5-10(19)9(18)4-7(8)13(25)24-15(28)23-11-2-1-6(14(26)27)3-12(11)29-16(20,21)22/h1-5H,(H,26,27)(H2,23,24,25,28)" AVE InChIKey InChI 1.03 NWQGDIBCFLDHDO-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 AVE "SYSTEMATIC NAME" ACDLabs 10.04 "4-({[(2-chloro-4,5-difluorophenyl)carbonyl]carbamoyl}amino)-3-(trifluoromethoxy)benzoic acid" AVE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(2-chloro-4,5-difluoro-phenyl)carbonylcarbamoylamino]-3-(trifluoromethoxy)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 AVE "Create component" 2008-03-10 RCSB AVE "Modify aromatic_flag" 2011-06-04 RCSB AVE "Modify descriptor" 2011-06-04 RCSB AVE "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AVE _pdbx_chem_comp_synonyms.name "4-({[(2-chloro-4,5-difluorophenyl)carbonyl]carbamoyl}amino)-3-(trifluoromethoxy)benzoic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##