data_3U8 # _chem_comp.id 3U8 _chem_comp.name "4-{2-chloro-4-[3-(1H-imidazol-2-yl)propanoyl]phenoxy}butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 Cl N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-30 _chem_comp.pdbx_modified_date 2015-05-15 _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 336.770 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3U8 _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 4ROM _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 3U8 C11 C11 C 0 1 Y N N 19.124 23.864 42.407 -1.263 -1.052 0.025 C11 3U8 1 3U8 C12 C12 C 0 1 Y N N 17.863 23.626 43.153 -0.454 -2.195 0.030 C12 3U8 2 3U8 C13 C13 C 0 1 Y N N 17.387 22.264 43.419 0.917 -2.065 0.022 C13 3U8 3 3U8 C8 C8 C 0 1 Y N N 18.209 21.119 42.919 1.497 -0.800 0.009 C8 3U8 4 3U8 C5 C5 C 0 1 N N N 16.214 17.889 42.848 4.907 0.588 -0.021 C5 3U8 5 3U8 C6 C6 C 0 1 N N N 16.548 19.282 43.417 3.379 0.650 -0.014 C6 3U8 6 3U8 C4 C4 C 0 1 N N N 14.732 17.486 42.943 5.475 2.009 -0.036 C4 3U8 7 3U8 O1 O1 O 0 1 N N N 12.625 17.866 41.754 7.542 0.878 -0.037 O1 3U8 8 3U8 O2 O2 O 0 1 N N N 14.489 18.712 40.797 7.698 3.083 -0.057 O2 3U8 9 3U8 C3 C3 C 0 1 N N N 13.857 18.039 41.795 6.981 1.948 -0.043 C3 3U8 10 3U8 O7 O7 O 0 1 N N N 17.904 19.716 43.107 2.849 -0.677 0.001 O7 3U8 11 3U8 C9 C9 C 0 1 Y N N 19.434 21.408 42.176 0.697 0.337 0.002 C9 3U8 12 3U8 C10 C10 C 0 1 Y N N 19.892 22.737 41.927 -0.673 0.218 0.011 C10 3U8 13 3U8 CL1 CL1 CL 0 0 N N N 15.880 22.018 44.335 1.922 -3.480 0.030 CL1 3U8 14 3U8 C16 C16 C 0 1 N N N 19.666 25.279 42.139 -2.726 -1.185 0.028 C16 3U8 15 3U8 O17 O17 O 0 1 N N N 19.715 26.068 43.080 -3.235 -2.286 0.034 O17 3U8 16 3U8 C18 C18 C 0 1 N N N 20.173 25.738 40.800 -3.594 0.047 0.022 C18 3U8 17 3U8 C19 C19 C 0 1 N N N 19.939 26.992 40.346 -5.067 -0.368 0.026 C19 3U8 18 3U8 C20 C20 C 0 1 Y N N 19.100 27.193 39.129 -5.936 0.864 0.020 C20 3U8 19 3U8 N21 N21 N 0 1 Y N N 19.539 27.737 38.076 -6.905 1.139 -0.879 N21 3U8 20 3U8 C22 C22 C 0 1 Y N N 18.534 27.821 37.070 -7.450 2.345 -0.530 C22 3U8 21 3U8 C23 C23 C 0 1 Y N N 17.498 27.257 37.736 -6.796 2.765 0.570 C23 3U8 22 3U8 N24 N24 N 0 1 Y N N 17.789 26.852 39.023 -5.879 1.838 0.886 N24 3U8 23 3U8 H1 H1 H 0 1 N N N 17.287 24.469 43.506 -0.905 -3.177 0.041 H1 3U8 24 3U8 H2 H2 H 0 1 N N N 16.504 17.875 41.787 5.254 0.068 0.872 H2 3U8 25 3U8 H3 H3 H 0 1 N N N 16.806 17.144 43.400 5.245 0.053 -0.908 H3 3U8 26 3U8 H4 H4 H 0 1 N N N 15.842 20.011 42.994 3.041 1.185 0.874 H4 3U8 27 3U8 H5 H5 H 0 1 N N N 16.432 19.251 44.510 3.032 1.170 -0.906 H5 3U8 28 3U8 H6 H6 H 0 1 N N N 14.670 16.388 42.927 5.128 2.529 -0.929 H6 3U8 29 3U8 H7 H7 H 0 1 N N N 14.331 17.862 43.896 5.137 2.545 0.851 H7 3U8 30 3U8 H8 H8 H 0 1 N N N 13.853 18.984 40.146 8.661 2.993 -0.061 H8 3U8 31 3U8 H9 H9 H 0 1 N N N 20.018 20.581 41.799 1.153 1.316 -0.008 H9 3U8 32 3U8 H10 H10 H 0 1 N N N 20.810 22.900 41.382 -1.293 1.102 0.007 H10 3U8 33 3U8 H14 H14 H 0 1 N N N 21.266 25.616 40.824 -3.383 0.645 0.908 H14 3U8 34 3U8 H15 H15 H 0 1 N N N 19.743 25.053 40.054 -3.385 0.635 -0.872 H15 3U8 35 3U8 H16 H16 H 0 1 N N N 19.451 27.542 41.164 -5.279 -0.966 -0.860 H16 3U8 36 3U8 H17 H17 H 0 1 N N N 20.920 27.443 40.135 -5.277 -0.956 0.919 H17 3U8 37 3U8 H18 H18 H 0 1 N N N 20.476 28.068 37.963 -7.165 0.586 -1.632 H18 3U8 38 3U8 H19 H19 H 0 1 N N N 18.584 28.219 36.067 -8.250 2.861 -1.039 H19 3U8 39 3U8 H20 H20 H 0 1 N N N 16.520 27.134 37.294 -6.979 3.685 1.105 H20 3U8 40 # 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 3U8 C11 C12 DOUB Y N 1 3U8 C11 C10 SING Y N 2 3U8 C11 C16 SING N N 3 3U8 C12 C13 SING Y N 4 3U8 C13 C8 DOUB Y N 5 3U8 C8 O7 SING N N 6 3U8 C8 C9 SING Y N 7 3U8 C5 C6 SING N N 8 3U8 C5 C4 SING N N 9 3U8 C6 O7 SING N N 10 3U8 C4 C3 SING N N 11 3U8 O1 C3 DOUB N N 12 3U8 O2 C3 SING N N 13 3U8 C9 C10 DOUB Y N 14 3U8 C16 O17 DOUB N N 15 3U8 C16 C18 SING N N 16 3U8 C18 C19 SING N N 17 3U8 C19 C20 SING N N 18 3U8 C20 N21 SING Y N 19 3U8 C20 N24 DOUB Y N 20 3U8 N21 C22 SING Y N 21 3U8 C22 C23 DOUB Y N 22 3U8 C23 N24 SING Y N 23 3U8 C13 CL1 SING N N 24 3U8 C12 H1 SING N N 25 3U8 C5 H2 SING N N 26 3U8 C5 H3 SING N N 27 3U8 C6 H4 SING N N 28 3U8 C6 H5 SING N N 29 3U8 C4 H6 SING N N 30 3U8 C4 H7 SING N N 31 3U8 O2 H8 SING N N 32 3U8 C9 H9 SING N N 33 3U8 C10 H10 SING N N 34 3U8 C18 H14 SING N N 35 3U8 C18 H15 SING N N 36 3U8 C19 H16 SING N N 37 3U8 C19 H17 SING N N 38 3U8 N21 H18 SING N N 39 3U8 C22 H19 SING N N 40 3U8 C23 H20 SING N N 41 # 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 3U8 SMILES ACDLabs 12.01 "O=C(c1ccc(OCCCC(=O)O)c(Cl)c1)CCc2nccn2" 3U8 InChI InChI 1.03 "InChI=1S/C16H17ClN2O4/c17-12-10-11(13(20)4-6-15-18-7-8-19-15)3-5-14(12)23-9-1-2-16(21)22/h3,5,7-8,10H,1-2,4,6,9H2,(H,18,19)(H,21,22)" 3U8 InChIKey InChI 1.03 YQQKFBDTNKJUPT-UHFFFAOYSA-N 3U8 SMILES_CANONICAL CACTVS 3.385 "OC(=O)CCCOc1ccc(cc1Cl)C(=O)CCc2[nH]ccn2" 3U8 SMILES CACTVS 3.385 "OC(=O)CCCOc1ccc(cc1Cl)C(=O)CCc2[nH]ccn2" 3U8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1C(=O)CCc2[nH]ccn2)Cl)OCCCC(=O)O" 3U8 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1C(=O)CCc2[nH]ccn2)Cl)OCCCC(=O)O" # 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 3U8 "SYSTEMATIC NAME" ACDLabs 12.01 "4-{2-chloro-4-[3-(1H-imidazol-2-yl)propanoyl]phenoxy}butanoic acid" 3U8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[2-chloranyl-4-[3-(1H-imidazol-2-yl)propanoyl]phenoxy]butanoic 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 3U8 "Create component" 2014-10-30 RCSB 3U8 "Initial release" 2015-05-20 RCSB #