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 
# 
