data_358
# 
_chem_comp.id                                    358 
_chem_comp.name                                  1-(2,6-DICHLOROPHENYL)-5-(2,4-DIFLUOROPHENYL)-7-PIPERIDIN-4-YL-3,4-DIHYDROQUINOLIN-2(1H)-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H22 Cl2 F2 N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-03-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        487.368 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     358 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1OVE 
_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 
358 CL1  CL1  CL 0 0 N N N 25.461 11.192 29.327 1.716  -2.526 2.442  CL1  358 1  
358 C1   C1   C  0 1 Y N N 25.545 10.650 30.929 1.032  -1.293 3.456  C1   358 2  
358 C2   C2   C  0 1 Y N N 26.812 10.551 31.565 0.607  -1.605 4.734  C2   358 3  
358 C3   C3   C  0 1 Y N N 26.867 10.104 32.929 0.062  -0.624 5.542  C3   358 4  
358 C4   C4   C  0 1 Y N N 25.663 9.764  33.641 -0.059 0.671  5.075  C4   358 5  
358 C5   C5   C  0 1 Y N N 24.411 9.878  32.957 0.368  0.991  3.800  C5   358 6  
358 CL2  CL2  CL 0 0 N N N 22.937 9.491  33.773 0.214  2.618  3.215  CL2  358 7  
358 C6   C6   C  0 1 Y N N 24.323 10.319 31.596 0.911  0.007  2.984  C6   358 8  
358 N1   N1   N  0 1 N N N 23.054 10.421 30.955 1.341  0.327  1.689  N1   358 9  
358 C7   C7   C  0 1 N N N 22.567 9.305  30.265 2.608  0.728  1.490  C7   358 10 
358 O1   O1   O  0 1 N N N 23.146 8.247  30.161 3.396  0.713  2.412  O1   358 11 
358 C8   C8   C  0 1 N N N 21.157 9.463  29.599 3.058  1.196  0.131  C8   358 12 
358 C9   C9   C  0 1 N N N 20.158 10.256 30.512 2.398  0.344  -0.953 C9   358 13 
358 C10  C10  C  0 1 Y N N 20.936 11.660 30.895 0.920  0.230  -0.684 C10  358 14 
358 C11  C11  C  0 1 Y N N 22.330 11.646 31.072 0.446  0.225  0.618  C11  358 15 
358 C12  C12  C  0 1 Y N N 22.969 12.941 31.404 -0.915 0.099  0.859  C12  358 16 
358 C13  C13  C  0 1 Y N N 22.247 14.161 31.546 -1.803 0.006  -0.195 C13  358 17 
358 C14  C14  C  0 1 Y N N 20.803 14.082 31.360 -1.341 0.031  -1.496 C14  358 18 
358 C15  C15  C  0 1 Y N N 20.106 12.854 31.033 0.025  0.145  -1.747 C15  358 19 
358 C16  C16  C  0 1 Y N N 18.607 12.901 30.886 0.525  0.169  -3.144 C16  358 20 
358 C17  C17  C  0 1 Y N N 17.929 13.575 29.804 0.106  1.169  -4.019 C17  358 21 
358 C18  C18  C  0 1 Y N N 16.487 13.551 29.750 0.573  1.188  -5.317 C18  358 22 
358 C19  C19  C  0 1 Y N N 15.756 12.857 30.771 1.458  0.214  -5.752 C19  358 23 
358 F1   F1   F  0 1 N N N 14.426 12.828 30.719 1.913  0.237  -7.024 F1   358 24 
358 C20  C20  C  0 1 Y N N 16.402 12.195 31.843 1.874  -0.785 -4.889 C20  358 25 
358 C21  C21  C  0 1 Y N N 17.797 12.218 31.896 1.416  -0.809 -3.585 C21  358 26 
358 F2   F2   F  0 1 N N N 18.324 11.557 32.950 1.825  -1.782 -2.742 F2   358 27 
358 C22  C22  C  0 1 N N N 22.991 15.502 31.905 -3.280 -0.123 0.074  C22  358 28 
358 C23  C23  C  0 1 N N N 22.162 16.836 32.269 -4.023 1.056  -0.558 C23  358 29 
358 C24  C24  C  0 1 N N N 22.449 18.146 31.438 -5.529 0.858  -0.378 C24  358 30 
358 N2   N2   N  0 1 N N N 23.796 18.186 30.862 -5.952 -0.370 -1.058 N2   358 31 
358 C25  C25  C  0 1 N N N 24.015 17.057 29.962 -5.319 -1.495 -0.361 C25  358 32 
358 C26  C26  C  0 1 N N N 24.086 15.750 30.763 -3.801 -1.426 -0.540 C26  358 33 
358 H2   H2   H  0 1 N N N 27.716 10.807 31.033 0.700  -2.617 5.101  H2   358 34 
358 H3   H3   H  0 1 N N N 27.822 10.022 33.426 -0.268 -0.871 6.540  H3   358 35 
358 H4   H4   H  0 1 N N N 25.704 9.431  34.667 -0.485 1.434  5.709  H4   358 36 
358 H81  1H8  H  0 1 N N N 20.743 8.457  29.436 2.774  2.240  -0.005 H81  358 37 
358 H82  2H8  H  0 1 N N N 21.276 10.009 28.652 4.141  1.103  0.055  H82  358 38 
358 H91  1H9  H  0 1 N N N 19.885 9.683  31.410 2.557  0.808  -1.926 H91  358 39 
358 H92  2H9  H  0 1 N N N 19.218 10.462 29.978 2.841  -0.652 -0.950 H92  358 40 
358 H12  H12  H  0 1 N N N 24.039 12.961 31.546 -1.282 0.074  1.875  H12  358 41 
358 H14  H14  H  0 1 N N N 20.222 14.986 31.472 -2.038 -0.035 -2.318 H14  358 42 
358 H17  H17  H  0 1 N N N 18.495 14.092 29.043 -0.583 1.929  -3.682 H17  358 43 
358 H18  H18  H  0 1 N N N 15.963 14.051 28.949 0.249  1.963  -5.995 H18  358 44 
358 H20  H20  H  0 1 N N N 15.829 11.684 32.602 2.564  -1.542 -5.233 H20  358 45 
358 H22  H22  H  0 1 N N N 23.414 15.319 32.904 -3.455 -0.130 1.150  H22  358 46 
358 H231 1H23 H  0 0 N N N 22.474 17.085 33.294 -3.717 1.982  -0.071 H231 358 47 
358 H232 2H23 H  0 0 N N N 21.099 16.596 32.121 -3.787 1.107  -1.621 H232 358 48 
358 H241 1H24 H  0 0 N N N 22.364 18.997 32.129 -5.760 0.782  0.684  H241 358 49 
358 H242 2H24 H  0 0 N N N 21.722 18.196 30.614 -6.060 1.709  -0.804 H242 358 50 
358 HN2  HN2  H  0 1 N N N 23.904 19.037 30.348 -6.946 -0.458 -0.906 HN2  358 51 
358 H251 1H25 H  0 0 N N N 24.964 17.203 29.425 -5.561 -1.446 0.700  H251 358 52 
358 H252 2H25 H  0 0 N N N 23.183 16.998 29.245 -5.691 -2.433 -0.773 H252 358 53 
358 H261 1H26 H  0 0 N N N 23.899 14.959 30.022 -3.558 -1.450 -1.602 H261 358 54 
358 H262 2H26 H  0 0 N N N 25.068 15.737 31.259 -3.337 -2.276 -0.040 H262 358 55 
# 
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 
358 CL1 C1   SING N N 1  
358 C1  C2   DOUB Y N 2  
358 C1  C6   SING Y N 3  
358 C2  C3   SING Y N 4  
358 C2  H2   SING N N 5  
358 C3  C4   DOUB Y N 6  
358 C3  H3   SING N N 7  
358 C4  C5   SING Y N 8  
358 C4  H4   SING N N 9  
358 C5  CL2  SING N N 10 
358 C5  C6   DOUB Y N 11 
358 C6  N1   SING N N 12 
358 N1  C7   SING N N 13 
358 N1  C11  SING N N 14 
358 C7  O1   DOUB N N 15 
358 C7  C8   SING N N 16 
358 C8  C9   SING N N 17 
358 C8  H81  SING N N 18 
358 C8  H82  SING N N 19 
358 C9  C10  SING N N 20 
358 C9  H91  SING N N 21 
358 C9  H92  SING N N 22 
358 C10 C11  DOUB Y N 23 
358 C10 C15  SING Y N 24 
358 C11 C12  SING Y N 25 
358 C12 C13  DOUB Y N 26 
358 C12 H12  SING N N 27 
358 C13 C14  SING Y N 28 
358 C13 C22  SING N N 29 
358 C14 C15  DOUB Y N 30 
358 C14 H14  SING N N 31 
358 C15 C16  SING N N 32 
358 C16 C17  DOUB Y N 33 
358 C16 C21  SING Y N 34 
358 C17 C18  SING Y N 35 
358 C17 H17  SING N N 36 
358 C18 C19  DOUB Y N 37 
358 C18 H18  SING N N 38 
358 C19 F1   SING N N 39 
358 C19 C20  SING Y N 40 
358 C20 C21  DOUB Y N 41 
358 C20 H20  SING N N 42 
358 C21 F2   SING N N 43 
358 C22 C23  SING N N 44 
358 C22 C26  SING N N 45 
358 C22 H22  SING N N 46 
358 C23 C24  SING N N 47 
358 C23 H231 SING N N 48 
358 C23 H232 SING N N 49 
358 C24 N2   SING N N 50 
358 C24 H241 SING N N 51 
358 C24 H242 SING N N 52 
358 N2  C25  SING N N 53 
358 N2  HN2  SING N N 54 
358 C25 C26  SING N N 55 
358 C25 H251 SING N N 56 
358 C25 H252 SING N N 57 
358 C26 H261 SING N N 58 
358 C26 H262 SING N N 59 
# 
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 
358 SMILES           ACDLabs              10.04 Fc1ccc(c(F)c1)c2cc(cc3c2CCC(=O)N3c4c(Cl)cccc4Cl)C5CCNCC5                                                                                               
358 InChI            InChI                1.02b InChI=1/C26H22Cl2F2N2O/c27-21-2-1-3-22(28)26(21)32-24-13-16(15-8-10-31-11-9-15)12-20(19(24)6-7-25(32)33)18-5-4-17(29)14-23(18)30/h1-5,12-15,31H,6-11H2 
358 InChIKey         InChI                1.02b VXIYTVJEIXMAQF-UHFFFAOYAO                                                                                                                              
358 SMILES_CANONICAL CACTVS               3.341 Fc1ccc(c(F)c1)c2cc(cc3N(C(=O)CCc23)c4c(Cl)cccc4Cl)C5CCNCC5                                                                                             
358 SMILES           CACTVS               3.341 Fc1ccc(c(F)c1)c2cc(cc3N(C(=O)CCc23)c4c(Cl)cccc4Cl)C5CCNCC5                                                                                             
358 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)Cl)N2c3cc(cc(c3CCC2=O)c4ccc(cc4F)F)C5CCNCC5)Cl                                                                                             
358 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)Cl)N2c3cc(cc(c3CCC2=O)c4ccc(cc4F)F)C5CCNCC5)Cl                                                                                             
# 
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 
358 "SYSTEMATIC NAME" ACDLabs              10.04 1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-7-piperidin-4-yl-3,4-dihydroquinolin-2(1H)-one 
358 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-7-piperidin-4-yl-3,4-dihydroquinolin-2-one     
# 
