data_176
# 
_chem_comp.id                                    176 
_chem_comp.name                                  "1-(2-AMINO-3,3-DIPHENYL-PROPIONYL)-PYRROLIDINE-3-CARBOXYLIC ACID 2,5-DICHLORO-BENZYLAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 Cl2 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-05-25 
_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                        496.428 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     176 
_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        1TA2 
_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 
176 N0    N0    N  0 1 N N N 15.866 -16.758 23.503 3.411  -0.083 -2.019 N0    176 1  
176 CA0   CA0   C  0 1 N N R 17.155 -16.101 23.455 3.017  0.646  -0.805 CA0   176 2  
176 CB0   CB0   C  0 1 N N N 17.776 -15.963 24.883 4.019  0.353  0.313  CB0   176 3  
176 CG1   CG1   C  0 1 Y N N 19.212 -15.426 24.996 4.142  -1.138 0.499  CG1   176 4  
176 CD1   CD1   C  0 1 Y N N 20.202 -15.825 24.133 5.315  -1.783 0.152  CD1   176 5  
176 CE1   CE1   C  0 1 Y N N 21.495 -15.376 24.301 5.428  -3.150 0.322  CE1   176 6  
176 CZ1   CZ1   C  0 1 Y N N 21.812 -14.524 25.331 4.370  -3.872 0.841  CZ1   176 7  
176 CE2   CE2   C  0 1 Y N N 20.824 -14.113 26.190 3.198  -3.227 1.189  CE2   176 8  
176 CD2   CD2   C  0 1 Y N N 19.534 -14.562 26.022 3.086  -1.859 1.023  CD2   176 9  
176 CG2   CG2   C  0 1 Y N N 17.664 -17.206 25.753 5.363  0.926  -0.053 CG2   176 10 
176 CD3   CD3   C  0 1 Y N N 17.835 -18.474 25.213 5.973  1.846  0.780  CD3   176 11 
176 CE3   CE3   C  0 1 Y N N 17.741 -19.579 26.035 7.206  2.372  0.444  CE3   176 12 
176 CZ2   CZ2   C  0 1 Y N N 17.482 -19.419 27.382 7.830  1.979  -0.725 CZ2   176 13 
176 CE4   CE4   C  0 1 Y N N 17.315 -18.150 27.911 7.221  1.059  -1.558 CE4   176 14 
176 CD4   CD4   C  0 1 Y N N 17.402 -17.037 27.104 5.989  0.529  -1.220 CD4   176 15 
176 C0    C0    C  0 1 N N N 16.870 -14.737 22.867 1.642  0.202  -0.377 C0    176 16 
176 O0    O0    O  0 1 N N N 15.914 -14.063 23.291 1.198  -0.857 -0.768 O0    176 17 
176 N     N     N  0 1 N N N 17.684 -14.269 21.903 0.906  0.981  0.440  N     176 18 
176 CD    CD    C  0 1 N N N 18.843 -14.948 21.324 1.321  2.285  0.987  CD    176 19 
176 CA    CA    C  0 1 N N S 17.452 -13.016 21.199 -0.446 0.674  0.928  CA    176 20 
176 CB    CB    C  0 1 N N N 18.529 -13.028 20.111 -0.874 1.833  1.852  CB    176 21 
176 CG    CG    C  0 1 N N N 19.638 -13.803 20.746 0.480  2.460  2.276  CG    176 22 
176 C     C     C  0 1 N N N 16.026 -12.826 20.659 -1.406 0.559  -0.228 C     176 23 
176 O     O     O  0 1 N N N 15.673 -13.481 19.673 -1.008 0.708  -1.364 O     176 24 
176 "N'"  "N'"  N  0 1 N N N 15.243 -11.897 21.241 -2.707 0.290  0.000  "N'"  176 25 
176 "CA'" "CA'" C  0 1 N N N 13.892 -11.601 20.808 -3.640 0.179  -1.124 "CA'" 176 26 
176 "CB'" "CB'" C  0 1 Y N N 12.915 -11.557 21.977 -5.021 -0.124 -0.602 "CB'" 176 27 
176 "CG'" "CG'" C  0 1 Y N N 12.046 -12.569 22.279 -5.326 -1.395 -0.149 "CG'" 176 28 
176 "CD'" "CD'" C  0 1 Y N N 11.137 -12.598 23.322 -6.592 -1.671 0.336  "CD'" 176 29 
176 "CE'" "CE'" C  0 1 Y N N 11.081 -11.502 24.163 -7.556 -0.681 0.356  "CE'" 176 30 
176 CDB   CD*   C  0 1 Y N N 11.944 -10.462 23.882 -7.252 0.589  -0.103 CDB   176 31 
176 CGB   CG*   C  0 1 Y N N 12.830 -10.494 22.824 -5.984 0.867  -0.582 CGB   176 32 
176 CL1   CL1   CL 0 0 N N N 12.089 -13.895 21.207 -4.116 -2.639 -0.174 CL1   176 33 
176 CL2   CL2   CL 0 0 N N N 11.928 -9.060  24.855 -8.462 1.833  -0.078 CL2   176 34 
176 HN01  1HN0  H  0 0 N N N 15.229 -16.286 24.144 4.178  0.429  -2.428 HN01  176 35 
176 HN02  2HN0  H  0 0 N N N 15.461 -16.848 22.571 3.783  -0.970 -1.716 HN02  176 36 
176 HA0   HA0   H  0 1 N N N 17.892 -16.681 22.852 3.005  1.716  -1.011 HA0   176 37 
176 HB0   HB0   H  0 1 N N N 17.107 -15.160 25.270 3.670  0.807  1.241  HB0   176 38 
176 HD1   HD1   H  0 1 N N N 19.958 -16.508 23.302 6.142  -1.218 -0.253 HD1   176 39 
176 HE1   HE1   H  0 1 N N N 22.285 -15.702 23.604 6.344  -3.654 0.050  HE1   176 40 
176 HZ1   HZ1   H  0 1 N N N 22.849 -14.174 25.467 4.458  -4.940 0.973  HZ1   176 41 
176 HE2   HE2   H  0 1 N N N 21.067 -13.422 27.015 2.371  -3.791 1.594  HE2   176 42 
176 HD2   HD2   H  0 1 N N N 18.748 -14.225 26.719 2.170  -1.355 1.295  HD2   176 43 
176 HD3   HD3   H  0 1 N N N 18.044 -18.603 24.138 5.485  2.153  1.694  HD3   176 44 
176 HE3   HE3   H  0 1 N N N 17.873 -20.590 25.615 7.682  3.091  1.095  HE3   176 45 
176 HZ2   HZ2   H  0 1 N N N 17.409 -20.305 28.035 8.793  2.391  -0.988 HZ2   176 46 
176 HE4   HE4   H  0 1 N N N 17.110 -18.024 28.988 7.708  0.752  -2.472 HE4   176 47 
176 HD4   HD4   H  0 1 N N N 17.265 -16.030 27.532 5.513  -0.189 -1.870 HD4   176 48 
176 HD1A  1HD   H  0 0 N N N 18.597 -15.760 20.601 2.385  2.275  1.226  HD1A  176 49 
176 HD2A  2HD   H  0 0 N N N 19.407 -15.599 22.032 1.098  3.082  0.278  HD2A  176 50 
176 HA    HA    H  0 1 N N N 17.529 -12.137 21.881 -0.429 -0.261 1.490  HA    176 51 
176 HB1   1HB   H  0 1 N N N 18.822 -12.020 19.734 -1.414 1.458  2.722  HB1   176 52 
176 HB2   2HB   H  0 1 N N N 18.190 -13.423 19.125 -1.479 2.556  1.304  HB2   176 53 
176 HG1   1HG   H  0 1 N N N 20.485 -14.083 20.077 0.922  1.911  3.108  HG1   176 54 
176 HG2   2HG   H  0 1 N N N 20.280 -13.241 21.464 0.362  3.515  2.525  HG2   176 55 
176 "HN'" "HN'" H  0 1 N N N 15.681 -11.409 22.023 -3.025 0.171  0.909  "HN'" 176 56 
176 HA11  1HA1  H  0 0 N N N 13.552 -12.317 20.024 -3.658 1.118  -1.676 HA11  176 57 
176 HA12  2HA1  H  0 0 N N N 13.855 -10.658 20.214 -3.317 -0.625 -1.785 HA12  176 58 
176 "HD'" "HD'" H  0 1 N N N 10.477 -13.468 23.478 -6.829 -2.662 0.694  "HD'" 176 59 
176 "HE'" "HE'" H  0 1 N N N 10.383 -11.459 25.016 -8.545 -0.898 0.729  "HE'" 176 60 
176 "HG'" HG*   H  0 1 N N N 13.498 -9.634  22.648 -5.747 1.858  -0.939 "HG'" 176 61 
# 
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 
176 N0    CA0   SING N N 1  
176 N0    HN01  SING N N 2  
176 N0    HN02  SING N N 3  
176 CA0   CB0   SING N N 4  
176 CA0   C0    SING N N 5  
176 CA0   HA0   SING N N 6  
176 CB0   CG1   SING N N 7  
176 CB0   CG2   SING N N 8  
176 CB0   HB0   SING N N 9  
176 CG1   CD1   DOUB Y N 10 
176 CG1   CD2   SING Y N 11 
176 CD1   CE1   SING Y N 12 
176 CD1   HD1   SING N N 13 
176 CE1   CZ1   DOUB Y N 14 
176 CE1   HE1   SING N N 15 
176 CZ1   CE2   SING Y N 16 
176 CZ1   HZ1   SING N N 17 
176 CE2   CD2   DOUB Y N 18 
176 CE2   HE2   SING N N 19 
176 CD2   HD2   SING N N 20 
176 CG2   CD3   DOUB Y N 21 
176 CG2   CD4   SING Y N 22 
176 CD3   CE3   SING Y N 23 
176 CD3   HD3   SING N N 24 
176 CE3   CZ2   DOUB Y N 25 
176 CE3   HE3   SING N N 26 
176 CZ2   CE4   SING Y N 27 
176 CZ2   HZ2   SING N N 28 
176 CE4   CD4   DOUB Y N 29 
176 CE4   HE4   SING N N 30 
176 CD4   HD4   SING N N 31 
176 C0    O0    DOUB N N 32 
176 C0    N     SING N N 33 
176 N     CD    SING N N 34 
176 N     CA    SING N N 35 
176 CD    CG    SING N N 36 
176 CD    HD1A  SING N N 37 
176 CD    HD2A  SING N N 38 
176 CA    CB    SING N N 39 
176 CA    C     SING N N 40 
176 CA    HA    SING N N 41 
176 CB    CG    SING N N 42 
176 CB    HB1   SING N N 43 
176 CB    HB2   SING N N 44 
176 CG    HG1   SING N N 45 
176 CG    HG2   SING N N 46 
176 C     O     DOUB N N 47 
176 C     "N'"  SING N N 48 
176 "N'"  "CA'" SING N N 49 
176 "N'"  "HN'" SING N N 50 
176 "CA'" "CB'" SING N N 51 
176 "CA'" HA11  SING N N 52 
176 "CA'" HA12  SING N N 53 
176 "CB'" "CG'" DOUB Y N 54 
176 "CB'" CGB   SING Y N 55 
176 "CG'" "CD'" SING Y N 56 
176 "CG'" CL1   SING N N 57 
176 "CD'" "CE'" DOUB Y N 58 
176 "CD'" "HD'" SING N N 59 
176 "CE'" CDB   SING Y N 60 
176 "CE'" "HE'" SING N N 61 
176 CDB   CGB   DOUB Y N 62 
176 CDB   CL2   SING N N 63 
176 CGB   "HG'" SING N N 64 
# 
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 
176 SMILES           ACDLabs              10.04 O=C(NCc1cc(Cl)ccc1Cl)C4N(C(=O)C(N)C(c2ccccc2)c3ccccc3)CCC4                                                                                                                                                
176 InChI            InChI                1.02b InChI=1/C27H27Cl2N3O2/c28-21-13-14-22(29)20(16-21)17-31-26(33)23-12-7-15-32(23)27(34)25(30)24(18-8-3-1-4-9-18)19-10-5-2-6-11-19/h1-6,8-11,13-14,16,23-25H,7,12,15,17,30H2,(H,31,33)/t23-,25+/m0/s1/f/h31H 
176 InChIKey         InChI                1.02b VTUWWZYFAXSACB-AISYMCGLDZ                                                                                                                                                                                 
176 SMILES_CANONICAL CACTVS               3.341 N[C@H](C(c1ccccc1)c2ccccc2)C(=O)N3CCC[C@H]3C(=O)NCc4cc(Cl)ccc4Cl                                                                                                                                          
176 SMILES           CACTVS               3.341 N[CH](C(c1ccccc1)c2ccccc2)C(=O)N3CCC[CH]3C(=O)NCc4cc(Cl)ccc4Cl                                                                                                                                            
176 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(c2ccccc2)[C@H](C(=O)N3CCC[C@H]3C(=O)NCc4cc(ccc4Cl)Cl)N                                                                                                                                        
176 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(c2ccccc2)C(C(=O)N3CCCC3C(=O)NCc4cc(ccc4Cl)Cl)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 
176 "SYSTEMATIC NAME" ACDLabs              10.04 beta-phenyl-D-phenylalanyl-N-(2,5-dichlorobenzyl)-L-prolinamide                                      
176 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-[(2R)-2-amino-3,3-diphenyl-propanoyl]-N-[(2,5-dichlorophenyl)methyl]pyrrolidine-2-carboxamide 
# 
