data_HI4 # _chem_comp.id HI4 _chem_comp.name "5-ethyl-1-(2-fluoro-5-nitrobenzyl)-3-(2-oxo-1,2-dihydropyridin-3-yl)-1H-indole-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H18 F N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-10-03 _chem_comp.pdbx_modified_date 2012-01-27 _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 435.405 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HI4 _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 3TYQ _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 HI4 C1 C1 C 0 1 Y N N 26.925 43.011 42.914 -2.523 0.739 0.781 C1 HI4 1 HI4 N1 N1 N 0 1 Y N N 25.115 43.170 44.614 -0.145 0.428 1.153 N1 HI4 2 HI4 O1 O1 O 0 1 N N N 24.060 46.175 42.943 -1.399 -2.197 1.582 O1 HI4 3 HI4 C2 C2 C 0 1 Y N N 26.726 44.059 41.987 -3.312 -0.343 0.439 C2 HI4 4 HI4 N2 N2 N 0 1 N N N 21.094 47.250 45.497 4.397 -3.067 -0.035 N2 HI4 5 HI4 O2 O2 O 0 1 N N N 21.481 45.317 44.313 3.653 -1.812 1.643 O2 HI4 6 HI4 C3 C3 C 0 1 Y N N 27.841 44.694 41.395 -4.308 -0.200 -0.508 C3 HI4 7 HI4 N3 N3 N 1 1 N N N 27.649 45.779 40.441 -5.152 -1.360 -0.874 N3 HI4 8 HI4 O3 O3 O 0 1 N N N 23.767 44.079 42.163 0.391 -3.098 0.619 O3 HI4 9 HI4 C4 C4 C 0 1 Y N N 29.147 44.297 41.702 -4.517 1.024 -1.115 C4 HI4 10 HI4 O4 O4 O 0 1 N N N 28.636 46.492 40.183 -4.969 -2.439 -0.340 O4 HI4 11 HI4 C5 C5 C 0 1 Y N N 29.344 43.263 42.621 -3.730 2.108 -0.774 C5 HI4 12 HI4 O5 O5 O -1 1 N N N 26.529 45.898 39.912 -6.030 -1.235 -1.709 O5 HI4 13 HI4 C6 C6 C 0 1 Y N N 28.246 42.639 43.223 -2.731 1.967 0.174 C6 HI4 14 HI4 C7 C7 C 0 1 N N N 23.153 45.941 45.930 2.572 -1.554 -0.356 C7 HI4 15 HI4 C8 C8 C 0 1 Y N N 24.437 43.855 48.052 2.860 1.750 -0.250 C8 HI4 16 HI4 C9 C9 C 0 1 Y N N 25.065 42.814 48.758 2.748 3.103 -0.092 C9 HI4 17 HI4 C10 C10 C 0 1 Y N N 24.498 43.898 46.641 1.836 0.912 0.199 C10 HI4 18 HI4 C11 C11 C 0 1 Y N N 25.202 42.892 45.961 0.695 1.462 0.811 C11 HI4 19 HI4 C12 C12 C 0 1 Y N N 24.380 44.328 44.399 0.414 -0.781 0.782 C12 HI4 20 HI4 C13 C13 C 0 1 Y N N 23.973 44.782 45.658 1.643 -0.544 0.185 C13 HI4 21 HI4 C14 C14 C 0 1 Y N N 25.754 41.820 48.055 1.625 3.651 0.512 C14 HI4 22 HI4 C15 C15 C 0 1 Y N N 25.836 41.845 46.651 0.604 2.844 0.961 C15 HI4 23 HI4 C16 C16 C 0 1 N N N 24.083 44.970 43.132 -0.193 -2.095 0.986 C16 HI4 24 HI4 C17 C17 C 0 1 N N N 25.746 42.326 43.573 -1.441 0.585 1.818 C17 HI4 25 HI4 C18 C18 C 0 1 N N N 21.847 46.129 45.175 3.561 -2.142 0.473 C18 HI4 26 HI4 C19 C19 C 0 1 N N N 21.476 48.167 46.454 4.311 -3.448 -1.334 C19 HI4 27 HI4 C20 C20 C 0 1 N N N 22.619 47.998 47.137 3.378 -2.915 -2.162 C20 HI4 28 HI4 C21 C21 C 0 1 N N N 23.471 46.856 46.866 2.482 -1.956 -1.683 C21 HI4 29 HI4 C22 C22 C 0 1 N N N 24.997 42.767 50.272 3.853 4.005 -0.577 C22 HI4 30 HI4 C23 C23 C 0 1 N N N 23.936 41.791 50.748 3.584 4.408 -2.028 C23 HI4 31 HI4 HO1 HO1 H 0 1 N N N 23.796 46.351 42.047 -1.718 -3.106 1.673 HO1 HI4 32 HI4 H2 H2 H 0 1 N N N 25.725 44.374 41.732 -3.149 -1.300 0.913 H2 HI4 33 HI4 HN2 HN2 H 0 1 N N N 20.233 47.400 45.012 5.075 -3.463 0.535 HN2 HI4 34 HI4 H4 H4 H 0 1 N N N 29.991 44.783 41.235 -5.296 1.134 -1.855 H4 HI4 35 HI4 H5 H5 H 0 1 N N N 30.346 42.945 42.867 -3.893 3.065 -1.248 H5 HI4 36 HI4 F1 F1 F 0 1 N N N 28.481 41.553 44.216 -1.961 3.025 0.508 F1 HI4 37 HI4 H8 H8 H 0 1 N N N 23.905 44.625 48.591 3.737 1.331 -0.720 H8 HI4 38 HI4 H14 H14 H 0 1 N N N 26.231 41.019 48.600 1.551 4.722 0.629 H14 HI4 39 HI4 H15 H15 H 0 1 N N N 26.374 41.077 46.115 -0.266 3.282 1.428 H15 HI4 40 HI4 H17 H17 H 0 1 N N N 24.995 42.103 42.801 -1.418 1.470 2.454 H17 HI4 41 HI4 H17A H17A H 0 0 N N N 26.100 41.397 44.043 -1.645 -0.295 2.428 H17A HI4 42 HI4 H19 H19 H 0 1 N N N 20.852 49.025 46.655 4.999 -4.188 -1.717 H19 HI4 43 HI4 H20 H20 H 0 1 N N N 22.906 48.716 47.892 3.328 -3.234 -3.193 H20 HI4 44 HI4 H21 H21 H 0 1 N N N 24.384 46.736 47.430 1.739 -1.526 -2.338 H21 HI4 45 HI4 H22 H22 H 0 1 N N N 25.975 42.447 50.662 3.892 4.899 0.047 H22 HI4 46 HI4 H22A H22A H 0 0 N N N 24.751 43.771 50.648 4.806 3.479 -0.517 H22A HI4 47 HI4 H23 H23 H 0 1 N N N 23.913 41.781 51.848 4.383 5.061 -2.379 H23 HI4 48 HI4 H23A H23A H 0 0 N N N 22.953 42.102 50.364 3.545 3.515 -2.651 H23A HI4 49 HI4 H23B H23B H 0 0 N N N 24.173 40.783 50.377 2.631 4.935 -2.088 H23B HI4 50 # 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 HI4 C1 C2 DOUB Y N 1 HI4 C1 C6 SING Y N 2 HI4 C1 C17 SING N N 3 HI4 N1 C11 SING Y N 4 HI4 O1 C16 SING N N 5 HI4 O1 HO1 SING N N 6 HI4 C2 C3 SING Y N 7 HI4 C2 H2 SING N N 8 HI4 N2 C19 SING N N 9 HI4 N2 HN2 SING N N 10 HI4 O2 C18 DOUB N N 11 HI4 C3 C4 DOUB Y N 12 HI4 N3 C3 SING N N 13 HI4 O3 C16 DOUB N N 14 HI4 C4 C5 SING Y N 15 HI4 C4 H4 SING N N 16 HI4 O4 N3 DOUB N N 17 HI4 C5 C6 DOUB Y N 18 HI4 C5 H5 SING N N 19 HI4 O5 N3 SING N N 20 HI4 C6 F1 SING N N 21 HI4 C7 C21 DOUB N N 22 HI4 C8 C9 DOUB Y N 23 HI4 C8 H8 SING N N 24 HI4 C9 C22 SING N N 25 HI4 C10 C8 SING Y N 26 HI4 C11 C10 DOUB Y N 27 HI4 C11 C15 SING Y N 28 HI4 C12 N1 SING Y N 29 HI4 C12 C13 DOUB Y N 30 HI4 C13 C7 SING N N 31 HI4 C13 C10 SING Y N 32 HI4 C14 C9 SING Y N 33 HI4 C14 H14 SING N N 34 HI4 C15 C14 DOUB Y N 35 HI4 C15 H15 SING N N 36 HI4 C16 C12 SING N N 37 HI4 C17 N1 SING N N 38 HI4 C17 H17 SING N N 39 HI4 C17 H17A SING N N 40 HI4 C18 N2 SING N N 41 HI4 C18 C7 SING N N 42 HI4 C19 C20 DOUB N N 43 HI4 C19 H19 SING N N 44 HI4 C20 H20 SING N N 45 HI4 C21 C20 SING N N 46 HI4 C21 H21 SING N N 47 HI4 C22 C23 SING N N 48 HI4 C22 H22 SING N N 49 HI4 C22 H22A SING N N 50 HI4 C23 H23 SING N N 51 HI4 C23 H23A SING N N 52 HI4 C23 H23B SING N N 53 # 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 HI4 SMILES ACDLabs 12.01 "[O-][N+](=O)c1cc(c(F)cc1)Cn3c2ccc(cc2c(c3C(=O)O)C4=CC=CNC4=O)CC" HI4 InChI InChI 1.03 "InChI=1S/C23H18FN3O5/c1-2-13-5-8-19-17(10-13)20(16-4-3-9-25-22(16)28)21(23(29)30)26(19)12-14-11-15(27(31)32)6-7-18(14)24/h3-11H,2,12H2,1H3,(H,25,28)(H,29,30)" HI4 InChIKey InChI 1.03 SRVDXIHMBLZCQO-UHFFFAOYSA-N HI4 SMILES_CANONICAL CACTVS 3.370 "CCc1ccc2n(Cc3cc(ccc3F)[N+]([O-])=O)c(C(O)=O)c(C4=CC=CNC4=O)c2c1" HI4 SMILES CACTVS 3.370 "CCc1ccc2n(Cc3cc(ccc3F)[N+]([O-])=O)c(C(O)=O)c(C4=CC=CNC4=O)c2c1" HI4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCc1ccc2c(c1)c(c(n2Cc3cc(ccc3F)[N+](=O)[O-])C(=O)O)C4=CC=CNC4=O" HI4 SMILES "OpenEye OEToolkits" 1.7.2 "CCc1ccc2c(c1)c(c(n2Cc3cc(ccc3F)[N+](=O)[O-])C(=O)O)C4=CC=CNC4=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 HI4 "SYSTEMATIC NAME" ACDLabs 12.01 "5-ethyl-1-(2-fluoro-5-nitrobenzyl)-3-(2-oxo-1,2-dihydropyridin-3-yl)-1H-indole-2-carboxylic acid" HI4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "5-ethyl-1-[(2-fluoranyl-5-nitro-phenyl)methyl]-3-(2-oxidanylidene-1H-pyridin-3-yl)indole-2-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 HI4 "Create component" 2011-10-03 RCSB #