data_HI3
# 
_chem_comp.id                                    HI3 
_chem_comp.name                                  "N-(cyclopropylsulfonyl)-1-(2,5-difluorobenzyl)-6-fluoro-5-methyl-3-(2-oxo-1,2-dihydropyridin-3-yl)-1H-indole-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H20 F3 N3 O4 S" 
_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                        515.504 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HI3 
_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        3TYV 
_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 
HI3 C1   C1   C 0 1 Y N N 29.619 45.043 42.651 -1.560 -4.506 -1.881 C1   HI3 1  
HI3 F1   F1   F 0 1 N N N 29.233 46.330 44.609 0.799  -4.715 -1.948 F1   HI3 2  
HI3 N1   N1   N 0 1 Y N N 25.184 43.502 44.485 -1.185 -0.405 0.882  N1   HI3 3  
HI3 O1   O1   O 0 1 N N N 21.560 45.650 44.133 0.199  1.900  -2.646 O1   HI3 4  
HI3 S1   S1   S 0 1 N N N 24.265 45.299 40.450 3.643  -0.715 1.470  S1   HI3 5  
HI3 C2   C2   C 0 1 Y N N 29.194 44.023 41.792 -2.691 -3.954 -1.311 C2   HI3 6  
HI3 F2   F2   F 0 1 N N N 27.594 42.356 41.255 -3.679 -2.531 0.305  F2   HI3 7  
HI3 N2   N2   N 0 1 N N N 21.089 47.483 45.448 1.530  3.656  -2.342 N2   HI3 8  
HI3 O2   O2   O 0 1 N N N 24.354 46.654 43.075 1.742  -0.750 -0.602 O2   HI3 9  
HI3 C3   C3   C 0 1 Y N N 24.342 43.959 47.931 -2.822 2.654  0.036  C3   HI3 10 
HI3 F3   F3   F 0 1 N N N 26.294 40.933 48.399 -5.856 1.013  1.135  F3   HI3 11 
HI3 N3   N3   N 0 1 N N N 24.085 44.668 41.992 2.065  -0.218 1.531  N3   HI3 12 
HI3 O3   O3   O 0 1 N N N 23.869 44.251 39.531 4.114  -0.552 2.801  O3   HI3 13 
HI3 C4   C4   C 0 1 Y N N 27.693 44.644 44.065 -0.189 -3.292 -0.333 C4   HI3 14 
HI3 O4   O4   O 0 1 N N N 23.672 46.593 40.336 3.582  -2.000 0.866  O4   HI3 15 
HI3 C5   C5   C 0 1 Y N N 25.805 42.041 46.420 -3.641 0.199  1.067  C5   HI3 16 
HI3 C6   C6   C 0 1 Y N N 24.453 44.076 46.521 -1.884 1.641  0.252  C6   HI3 17 
HI3 C7   C7   C 0 1 Y N N 23.965 45.018 45.588 -0.433 1.548  0.047  C7   HI3 18 
HI3 C8   C8   C 0 1 Y N N 24.984 42.891 48.578 -4.137 2.436  0.333  C8   HI3 19 
HI3 C9   C9   C 0 1 Y N N 27.246 43.600 43.215 -1.320 -2.740 0.237  C9   HI3 20 
HI3 C10  C10  C 0 1 Y N N 25.190 43.123 45.803 -2.295 0.400  0.771  C10  HI3 21 
HI3 C11  C11  C 0 1 Y N N 28.865 45.346 43.774 -0.307 -4.176 -1.392 C11  HI3 22 
HI3 C12  C12  C 0 1 Y N N 28.014 43.316 42.078 -2.573 -3.070 -0.252 C12  HI3 23 
HI3 C13  C13  C 0 1 Y N N 25.677 41.951 47.807 -4.551 1.212  0.847  C13  HI3 24 
HI3 C14  C14  C 0 1 Y N N 24.463 44.669 44.329 -0.061 0.275  0.450  C14  HI3 25 
HI3 C15  C15  C 0 1 N N N 22.505 48.126 47.237 1.896  4.494  -0.164 C15  HI3 26 
HI3 C16  C16  C 0 1 N N N 23.387 47.016 46.937 1.062  3.510  0.374  C16  HI3 27 
HI3 C17  C17  C 0 1 N N N 21.399 48.332 46.493 2.112  4.547  -1.501 C17  HI3 28 
HI3 C18  C18  C 0 1 N N N 23.132 46.159 45.905 0.454  2.601  -0.483 C18  HI3 29 
HI3 C19  C19  C 0 1 N N N 21.867 46.397 45.092 0.714  2.692  -1.875 C19  HI3 30 
HI3 C20  C20  C 0 1 N N N 24.303 45.428 43.121 1.300  -0.262 0.422  C20  HI3 31 
HI3 C21  C21  C 0 1 N N N 26.634 46.730 40.535 4.816  -0.009 -1.044 C21  HI3 32 
HI3 C22  C22  C 0 1 N N N 26.444 46.348 39.089 5.914  0.219  -0.004 C22  HI3 33 
HI3 C23  C23  C 0 1 N N N 26.054 45.401 40.182 4.449  0.473  0.360  C23  HI3 34 
HI3 C24  C24  C 0 1 N N N 24.907 42.741 50.081 -5.147 3.530  0.101  C24  HI3 35 
HI3 C25  C25  C 0 1 N N N 25.982 42.812 43.467 -1.191 -1.779 1.390  C25  HI3 36 
HI3 H1   H1   H 0 1 N N N 30.527 45.589 42.441 -1.652 -5.199 -2.704 H1   HI3 37 
HI3 H2   H2   H 0 1 N N N 29.771 43.780 40.912 -3.668 -4.212 -1.693 H2   HI3 38 
HI3 H3   H3   H 0 1 N N N 23.772 44.681 48.498 -2.508 3.607  -0.363 H3   HI3 39 
HI3 HN3  HN3  H 0 1 N N N 23.811 43.712 42.096 1.690  0.106  2.366  HN3  HI3 40 
HI3 H4   H4   H 0 1 N N N 27.122 44.898 44.945 0.789  -3.034 0.048  H4   HI3 41 
HI3 H5   H5   H 0 1 N N N 26.356 41.305 45.854 -3.972 -0.749 1.466  H5   HI3 42 
HI3 H15  H15  H 0 1 N N N 22.734 48.790 48.058 2.370  5.214  0.488  H15  HI3 43 
HI3 H16  H16  H 0 1 N N N 24.267 46.863 47.544 0.886  3.462  1.438  H16  HI3 44 
HI3 H17  H17  H 0 1 N N N 20.751 49.167 46.716 2.759  5.313  -1.904 H17  HI3 45 
HI3 H21  H21  H 0 1 N N N 27.542 46.994 41.098 4.738  0.710  -1.860 H21  HI3 46 
HI3 H21A H21A H 0 0 N N N 26.221 47.564 41.121 4.573  -1.040 -1.302 H21A HI3 47 
HI3 H22  H22  H 0 1 N N N 25.850 46.814 38.289 6.393  -0.662 0.424  H22  HI3 48 
HI3 H22A H22A H 0 0 N N N 27.167 46.246 38.266 6.558  1.088  -0.134 H22A HI3 49 
HI3 H23  H23  H 0 1 N N N 26.295 44.356 40.428 4.130  1.509  0.470  H23  HI3 50 
HI3 H24  H24  H 0 1 N N N 24.026 42.138 50.345 -5.548 3.446  -0.909 H24  HI3 51 
HI3 H24A H24A H 0 0 N N N 25.816 42.241 50.447 -5.958 3.435  0.823  H24A HI3 52 
HI3 H24B H24B H 0 0 N N N 24.823 43.735 50.545 -4.666 4.501  0.221  H24B HI3 53 
HI3 H25  H25  H 0 1 N N N 25.404 42.734 42.535 -0.261 -1.974 1.923  H25  HI3 54 
HI3 H25A H25A H 0 0 N N N 26.240 41.803 43.821 -2.033 -1.911 2.069  H25A HI3 55 
HI3 H20  H20  H 0 1 N N N 20.258 47.664 44.921 1.701  3.717  -3.295 H20  HI3 56 
# 
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 
HI3 C1  C2   DOUB Y N 1  
HI3 C1  C11  SING Y N 2  
HI3 C1  H1   SING N N 3  
HI3 N1  C10  SING Y N 4  
HI3 O1  C19  DOUB N N 5  
HI3 S1  N3   SING N N 6  
HI3 C2  C12  SING Y N 7  
HI3 C2  H2   SING N N 8  
HI3 F2  C12  SING N N 9  
HI3 N2  C17  SING N N 10 
HI3 O2  C20  DOUB N N 11 
HI3 C3  C8   DOUB Y N 12 
HI3 C3  H3   SING N N 13 
HI3 N3  C20  SING N N 14 
HI3 N3  HN3  SING N N 15 
HI3 O3  S1   DOUB N N 16 
HI3 C4  H4   SING N N 17 
HI3 O4  S1   DOUB N N 18 
HI3 C5  C13  DOUB Y N 19 
HI3 C5  H5   SING N N 20 
HI3 C6  C3   SING Y N 21 
HI3 C7  C6   SING Y N 22 
HI3 C7  C18  SING N N 23 
HI3 C8  C24  SING N N 24 
HI3 C9  C4   SING Y N 25 
HI3 C9  C25  SING N N 26 
HI3 C10 C5   SING Y N 27 
HI3 C10 C6   DOUB Y N 28 
HI3 C11 F1   SING N N 29 
HI3 C11 C4   DOUB Y N 30 
HI3 C12 C9   DOUB Y N 31 
HI3 C13 F3   SING N N 32 
HI3 C13 C8   SING Y N 33 
HI3 C14 N1   SING Y N 34 
HI3 C14 C7   DOUB Y N 35 
HI3 C15 H15  SING N N 36 
HI3 C16 C15  SING N N 37 
HI3 C16 H16  SING N N 38 
HI3 C17 C15  DOUB N N 39 
HI3 C17 H17  SING N N 40 
HI3 C18 C16  DOUB N N 41 
HI3 C19 N2   SING N N 42 
HI3 C19 C18  SING N N 43 
HI3 C20 C14  SING N N 44 
HI3 C21 H21  SING N N 45 
HI3 C21 H21A SING N N 46 
HI3 C22 C21  SING N N 47 
HI3 C22 C23  SING N N 48 
HI3 C22 H22  SING N N 49 
HI3 C22 H22A SING N N 50 
HI3 C23 S1   SING N N 51 
HI3 C23 C21  SING N N 52 
HI3 C23 H23  SING N N 53 
HI3 C24 H24  SING N N 54 
HI3 C24 H24A SING N N 55 
HI3 C24 H24B SING N N 56 
HI3 C25 N1   SING N N 57 
HI3 C25 H25  SING N N 58 
HI3 C25 H25A SING N N 59 
HI3 N2  H20  SING N N 60 
# 
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 
HI3 SMILES           ACDLabs              12.01 "O=S(=O)(NC(=O)c2c(c1cc(c(F)cc1n2Cc3cc(F)ccc3F)C)C4=CC=CNC4=O)C5CC5"                                                                                                                      
HI3 InChI            InChI                1.03  "InChI=1S/C25H20F3N3O4S/c1-13-9-18-21(11-20(13)28)31(12-14-10-15(26)4-7-19(14)27)23(22(18)17-3-2-8-29-24(17)32)25(33)30-36(34,35)16-5-6-16/h2-4,7-11,16H,5-6,12H2,1H3,(H,29,32)(H,30,33)" 
HI3 InChIKey         InChI                1.03  GXKRHWPFLHJAKI-UHFFFAOYSA-N                                                                                                                                                               
HI3 SMILES_CANONICAL CACTVS               3.370 "Cc1cc2c(cc1F)n(Cc3cc(F)ccc3F)c(C(=O)N[S](=O)(=O)C4CC4)c2C5=CC=CNC5=O"                                                                                                                    
HI3 SMILES           CACTVS               3.370 "Cc1cc2c(cc1F)n(Cc3cc(F)ccc3F)c(C(=O)N[S](=O)(=O)C4CC4)c2C5=CC=CNC5=O"                                                                                                                    
HI3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc2c(cc1F)n(c(c2C3=CC=CNC3=O)C(=O)NS(=O)(=O)C4CC4)Cc5cc(ccc5F)F"                                                                                                                      
HI3 SMILES           "OpenEye OEToolkits" 1.7.2 "Cc1cc2c(cc1F)n(c(c2C3=CC=CNC3=O)C(=O)NS(=O)(=O)C4CC4)Cc5cc(ccc5F)F"                                                                                                                      
# 
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 
HI3 "SYSTEMATIC NAME" ACDLabs              12.01 "N-(cyclopropylsulfonyl)-1-(2,5-difluorobenzyl)-6-fluoro-5-methyl-3-(2-oxo-1,2-dihydropyridin-3-yl)-1H-indole-2-carboxamide"              
HI3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "1-[[2,5-bis(fluoranyl)phenyl]methyl]-N-cyclopropylsulfonyl-6-fluoranyl-5-methyl-3-(2-oxidanylidene-1H-pyridin-3-yl)indole-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
HI3 "Create component" 2011-10-03 RCSB 
# 
