data_778
# 
_chem_comp.id                                    778 
_chem_comp.name                                  4-[(5-{[4-(3-CHLOROPHENYL)-3-OXOPIPERAZIN-1-YL]METHYL}-1H-IMIDAZOL-1-YL)METHYL]BENZONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 Cl N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         L-778,123 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-02-04 
_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                        405.880 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     778 
_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        1S63 
_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 
778 N1   N1   N  0 1 N N R 18.561 135.205 -0.060 0.037  0.367  0.628  N1   778 1  
778 C2   C2   C  0 1 N N N 17.265 135.644 0.465  0.600  -0.532 1.646  C2   778 2  
778 C3   C3   C  0 1 N N N 19.752 135.207 0.790  -1.322 0.707  1.069  C3   778 3  
778 C4   C4   C  0 1 N N N 18.950 135.892 -1.299 0.821  1.605  0.685  C4   778 4  
778 C5   C5   C  0 1 N N N 16.328 135.043 -0.596 1.957  -1.043 1.161  C5   778 5  
778 C7   C7   C  0 1 Y N N 19.595 134.126 1.857  -1.922 1.711  0.119  C7   778 6  
778 C8   C8   C  0 1 N N N 17.872 135.664 -2.402 2.287  1.306  0.546  C8   778 7  
778 N9   N9   N  0 1 N N N 16.593 135.244 -2.023 2.796  0.088  0.768  N9   778 8  
778 N11  N11  N  0 1 Y N N 20.102 132.867 1.704  -2.578 1.437  -1.050 N11  778 9  
778 C12  C12  C  0 1 Y N N 18.961 134.245 3.040  -1.911 3.051  0.255  C12  778 10 
778 O13  O13  O  0 1 N N N 18.154 135.847 -3.571 3.036  2.200  0.213  O13  778 11 
778 C14  C14  C  0 1 Y N N 15.565 135.004 -2.907 4.174  -0.108 0.623  C14  778 12 
778 C16  C16  C  0 1 N N N 20.865 132.320 0.557  -2.834 0.109  -1.613 C16  778 13 
778 C17  C17  C  0 1 Y N N 19.810 132.153 2.774  -2.952 2.620  -1.585 C17  778 14 
778 N18  N18  N  0 1 Y N N 19.096 132.955 3.655  -2.547 3.581  -0.800 N18  778 15 
778 C20  C20  C  0 1 Y N N 15.030 133.727 -2.832 4.661  -0.888 -0.417 C20  778 16 
778 C21  C21  C  0 1 Y N N 15.030 135.947 -3.852 5.058  0.482  1.517  C21  778 17 
778 C25  C25  C  0 1 Y N N 20.051 132.206 -0.740 -4.069 -0.476 -0.978 C25  778 18 
778 C26  C26  C  0 1 Y N N 13.977 133.325 -3.654 6.023  -1.084 -0.553 C26  778 19 
778 C27  C27  C  0 1 Y N N 13.967 135.545 -4.693 6.418  0.288  1.373  C27  778 20 
778 C28  C28  C  0 1 Y N N 20.616 132.593 -1.977 -5.318 -0.155 -1.478 C28  778 21 
778 C29  C29  C  0 1 Y N N 18.737 131.718 -0.735 -3.948 -1.336 0.099  C29  778 22 
778 C30  C30  C  0 1 Y N N 13.440 134.232 -4.591 6.900  -0.493 0.340  C30  778 23 
778 CL31 CL31 CL 0 0 N N N 13.384 131.716 -3.463 6.633  -2.065 -1.849 CL31 778 24 
778 C32  C32  C  0 1 Y N N 19.881 132.484 -3.180 -6.453 -0.688 -0.902 C32  778 25 
778 C33  C33  C  0 1 Y N N 18.008 131.610 -1.924 -5.074 -1.872 0.688  C33  778 26 
778 C34  C34  C  0 1 Y N N 18.587 131.995 -3.156 -6.338 -1.552 0.189  C34  778 27 
778 C35  C35  C  0 1 N N N 17.895 131.879 -4.284 -7.512 -2.108 0.793  C35  778 28 
778 N36  N36  N  0 1 N N N 17.286 131.773 -5.280 -8.443 -2.549 1.272  N36  778 29 
778 H21A 1H2  H  0 0 N N N 17.159 136.740 0.642  -0.074 -1.375 1.801  H21A 778 30 
778 H22  2H2  H  0 1 N N N 17.048 135.361 1.521  0.728  0.012  2.582  H22  778 31 
778 H31  1H3  H  0 1 N N N 19.962 136.211 1.228  -1.936 -0.193 1.081  H31  778 32 
778 H32A 2H3  H  0 0 N N N 20.694 135.094 0.204  -1.283 1.133  2.071  H32A 778 33 
778 H41  1H4  H  0 1 N N N 19.967 135.589 -1.641 0.508  2.268  -0.121 H41  778 34 
778 H42  2H4  H  0 1 N N N 19.150 136.976 -1.129 0.647  2.098  1.642  H42  778 35 
778 H51  1H5  H  0 1 N N N 15.290 135.389 -0.381 1.812  -1.702 0.305  H51  778 36 
778 H52  2H5  H  0 1 N N N 16.244 133.947 -0.407 2.446  -1.595 1.964  H52  778 37 
778 H12  H12  H  0 1 N N N 18.463 135.158 3.408  -1.467 3.603  1.071  H12  778 38 
778 H161 1H16 H  0 0 N N N 21.318 131.336 0.822  -2.984 0.193  -2.690 H161 778 39 
778 H162 2H16 H  0 0 N N N 21.793 132.915 0.385  -1.981 -0.540 -1.415 H162 778 40 
778 H17  H17  H  0 1 N N N 20.104 131.098 2.906  -3.494 2.749  -2.510 H17  778 41 
778 H20  H20  H  0 1 N N N 15.451 133.015 -2.102 3.976  -1.348 -1.115 H20  778 42 
778 H21  H21  H  0 1 N N N 15.432 136.971 -3.931 4.682  1.093  2.325  H21  778 43 
778 H27  H27  H  0 1 N N N 13.550 136.254 -5.427 7.105  0.747  2.068  H27  778 44 
778 H28  H28  H  0 1 N N N 21.646 132.986 -2.004 -5.406 0.513  -2.322 H28  778 45 
778 H29  H29  H  0 1 N N N 18.270 131.415 0.217  -2.969 -1.583 0.484  H29  778 46 
778 H30  H30  H  0 1 N N N 12.609 133.915 -5.243 7.964  -0.644 0.229  H30  778 47 
778 H32  H32  H  0 1 N N N 20.321 132.783 -4.146 -7.428 -0.436 -1.293 H32  778 48 
778 H33  H33  H  0 1 N N N 16.976 131.221 -1.890 -4.978 -2.540 1.531  H33  778 49 
# 
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 
778 N1  C2   SING N N 1  
778 N1  C3   SING N N 2  
778 N1  C4   SING N N 3  
778 C2  C5   SING N N 4  
778 C2  H21A SING N N 5  
778 C2  H22  SING N N 6  
778 C3  C7   SING N N 7  
778 C3  H31  SING N N 8  
778 C3  H32A SING N N 9  
778 C4  C8   SING N N 10 
778 C4  H41  SING N N 11 
778 C4  H42  SING N N 12 
778 C5  N9   SING N N 13 
778 C5  H51  SING N N 14 
778 C5  H52  SING N N 15 
778 C7  N11  SING Y N 16 
778 C7  C12  DOUB Y N 17 
778 C8  N9   SING N N 18 
778 C8  O13  DOUB N N 19 
778 N9  C14  SING N N 20 
778 N11 C16  SING N N 21 
778 N11 C17  SING Y N 22 
778 C12 N18  SING Y N 23 
778 C12 H12  SING N N 24 
778 C14 C20  DOUB Y N 25 
778 C14 C21  SING Y N 26 
778 C16 C25  SING N N 27 
778 C16 H161 SING N N 28 
778 C16 H162 SING N N 29 
778 C17 N18  DOUB Y N 30 
778 C17 H17  SING N N 31 
778 C20 C26  SING Y N 32 
778 C20 H20  SING N N 33 
778 C21 C27  DOUB Y N 34 
778 C21 H21  SING N N 35 
778 C25 C28  DOUB Y N 36 
778 C25 C29  SING Y N 37 
778 C26 C30  DOUB Y N 38 
778 C26 CL31 SING N N 39 
778 C27 C30  SING Y N 40 
778 C27 H27  SING N N 41 
778 C28 C32  SING Y N 42 
778 C28 H28  SING N N 43 
778 C29 C33  DOUB Y N 44 
778 C29 H29  SING N N 45 
778 C30 H30  SING N N 46 
778 C32 C34  DOUB Y N 47 
778 C32 H32  SING N N 48 
778 C33 C34  SING Y N 49 
778 C33 H33  SING N N 50 
778 C34 C35  SING N N 51 
778 C35 N36  TRIP N N 52 
# 
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 
778 SMILES           ACDLabs              10.04 N#Cc1ccc(cc1)Cn2c(cnc2)CN4CC(=O)N(c3cccc(Cl)c3)CC4                                                                                        
778 InChI            InChI                1.02b InChI=1/C22H20ClN5O/c23-19-2-1-3-20(10-19)28-9-8-26(15-22(28)29)14-21-12-25-16-27(21)13-18-6-4-17(11-24)5-7-18/h1-7,10,12,16H,8-9,13-15H2 
778 InChIKey         InChI                1.02b JNUGFGAVPBYSHF-UHFFFAOYAB                                                                                                                 
778 SMILES_CANONICAL CACTVS               3.341 Clc1cccc(c1)N2CCN(CC2=O)Cc3cncn3Cc4ccc(cc4)C#N                                                                                            
778 SMILES           CACTVS               3.341 Clc1cccc(c1)N2CCN(CC2=O)Cc3cncn3Cc4ccc(cc4)C#N                                                                                            
778 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)Cl)N2CC[N@@](CC2=O)Cc3cncn3Cc4ccc(cc4)C#N                                                                                      
778 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)Cl)N2CCN(CC2=O)Cc3cncn3Cc4ccc(cc4)C#N                                                                                          
# 
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 
778 "SYSTEMATIC NAME" ACDLabs              10.04 4-[(5-{[4-(3-chlorophenyl)-3-oxopiperazin-1-yl]methyl}-1H-imidazol-1-yl)methyl]benzonitrile   
778 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[5-[[(1R)-4-(3-chlorophenyl)-3-oxo-piperazin-1-yl]methyl]imidazol-1-yl]methyl]benzonitrile 
# 
