data_153
# 
_chem_comp.id                                    153 
_chem_comp.name                                  "(2S)-2-[(2,4-DICHLORO-BENZOYL)-(3-TRIFLUOROMETHYL-BENZYL)-AMINO]-3-PHENYL-PROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H18 Cl2 F3 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-06 
_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                        496.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     153 
_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        1NHU 
_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 
153 N1   N1   N  0 1 N N N -7.345  33.119 -32.913 -0.335 -0.827 0.970  N1   153 1  
153 C2   C2   C  0 1 N N S -7.178  32.593 -31.484 0.465  -1.984 1.379  C2   153 2  
153 C3   C3   C  0 1 N N N -5.744  32.837 -30.870 1.010  -1.754 2.765  C3   153 3  
153 O4   O4   O  0 1 N N N -5.516  32.491 -29.697 0.829  -0.695 3.317  O4   153 4  
153 O5   O5   O  0 1 N N N -4.869  33.389 -31.571 1.696  -2.727 3.386  O5   153 5  
153 C6   C6   C  0 1 N N N -7.301  34.503 -33.197 -1.501 -1.009 0.319  C6   153 6  
153 O7   O7   O  0 1 N N N -6.942  34.938 -34.286 -1.764 -2.093 -0.165 O7   153 7  
153 C8   C8   C  0 1 Y N N -7.728  35.544 -32.166 -2.459 0.108  0.193  C8   153 8  
153 C9   C9   C  0 1 Y N N -6.703  36.257 -31.477 -1.996 1.411  0.002  C9   153 9  
153 C10  C10  C  0 1 Y N N -7.045  37.239 -30.524 -2.895 2.449  -0.115 C10  153 10 
153 C11  C11  C  0 1 Y N N -8.416  37.515 -30.260 -4.256 2.203  -0.044 C11  153 11 
153 C12  C12  C  0 1 Y N N -9.438  36.811 -30.941 -4.723 0.913  0.144  C12  153 12 
153 C13  C13  C  0 1 Y N N -9.102  35.823 -31.900 -3.833 -0.136 0.258  C13  153 13 
153 CL14 CL14 CL 0 0 N N N -8.841  38.718 -29.116 -5.382 3.516  -0.194 CL14 153 14 
153 CL15 CL15 CL 0 0 N N N -10.373 34.990 -32.720 -4.420 -1.753 0.495  CL15 153 15 
153 C16  C16  C  0 1 N N N -7.610  31.090 -31.353 1.626  -2.173 0.399  C16  153 16 
153 C17  C17  C  0 1 Y N N -9.111  30.795 -31.231 1.084  -2.318 -0.999 C17  153 17 
153 C18  C18  C  0 1 Y N N -9.564  29.427 -31.236 1.426  -1.397 -1.972 C18  153 18 
153 C19  C19  C  0 1 Y N N -10.942 29.111 -31.128 0.929  -1.530 -3.255 C19  153 19 
153 C20  C20  C  0 1 Y N N -11.899 30.159 -31.014 0.091  -2.585 -3.566 C20  153 20 
153 C21  C21  C  0 1 Y N N -11.472 31.516 -31.008 -0.250 -3.506 -2.593 C21  153 21 
153 C22  C22  C  0 1 Y N N -10.090 31.832 -31.115 0.250  -3.376 -1.311 C22  153 22 
153 C23  C23  C  0 1 N N N -7.526  32.098 -34.050 0.132  0.529  1.270  C23  153 23 
153 C24  C24  C  0 1 Y N N -8.849  32.143 -34.876 1.161  0.943  0.249  C24  153 24 
153 C25  C25  C  0 1 Y N N -9.297  33.352 -35.515 0.789  1.139  -1.067 C25  153 25 
153 C26  C26  C  0 1 Y N N -10.495 33.408 -36.274 1.733  1.519  -2.003 C26  153 26 
153 C27  C27  C  0 1 Y N N -11.315 32.268 -36.446 3.049  1.702  -1.622 C27  153 27 
153 C28  C28  C  0 1 Y N N -10.899 31.058 -35.834 3.421  1.506  -0.306 C28  153 28 
153 C29  C29  C  0 1 Y N N -9.679  30.981 -35.053 2.476  1.131  0.631  C29  153 29 
153 C30  C30  C  0 1 N N N -11.737 29.779 -35.992 4.856  1.705  0.110  C30  153 30 
153 F31  F31  F  0 1 N N N -12.744 29.769 -35.112 5.592  2.193  -0.976 F31  153 31 
153 F32  F32  F  0 1 N N N -10.976 28.686 -35.781 4.914  2.625  1.163  F32  153 32 
153 F33  F33  F  0 1 N N N -12.270 29.685 -37.240 5.395  0.484  0.527  F33  153 33 
153 H2   H2   H  0 1 N N N -7.877  33.207 -30.869 -0.160 -2.877 1.377  H2   153 34 
153 HO5  HO5  H  0 1 N N N -4.006  33.536 -31.202 2.045  -2.579 4.275  HO5  153 35 
153 H9   H9   H  0 1 N N N -5.640  36.048 -31.682 -0.935 1.606  -0.053 H9   153 36 
153 H10  H10  H  0 1 N N N -6.249  37.785 -29.991 -2.537 3.458  -0.262 H10  153 37 
153 H12  H12  H  0 1 N N N -10.497 37.032 -30.724 -5.786 0.727  0.199  H12  153 38 
153 H161 1H16 H  0 0 N N N -7.071  30.624 -30.495 2.285  -1.306 0.446  H161 153 39 
153 H162 2H16 H  0 0 N N N -7.187  30.509 -32.205 2.185  -3.069 0.667  H162 153 40 
153 H18  H18  H  0 1 N N N -8.838  28.601 -31.325 2.081  -0.574 -1.729 H18  153 41 
153 H19  H19  H  0 1 N N N -11.267 28.057 -31.133 1.196  -0.811 -4.015 H19  153 42 
153 H20  H20  H  0 1 N N N -12.972 29.919 -30.930 -0.298 -2.689 -4.568 H20  153 43 
153 H21  H21  H  0 1 N N N -12.215 32.326 -30.920 -0.905 -4.330 -2.836 H21  153 44 
153 H22  H22  H  0 1 N N N -9.775  32.889 -31.108 -0.017 -4.095 -0.552 H22  153 45 
153 H231 1H23 H  0 0 N N N -7.386  31.070 -33.642 -0.711 1.219  1.236  H231 153 46 
153 H232 2H23 H  0 0 N N N -6.659  32.171 -34.747 0.578  0.548  2.264  H232 153 47 
153 H25  H25  H  0 1 N N N -8.698  34.273 -35.419 -0.239 0.996  -1.365 H25  153 48 
153 H26  H26  H  0 1 N N N -10.796 34.361 -36.741 1.442  1.671  -3.032 H26  153 49 
153 H27  H27  H  0 1 N N N -12.245 32.321 -37.036 3.787  1.997  -2.354 H27  153 50 
153 H29  H29  H  0 1 N N N -9.379  30.027 -34.588 2.767  0.978  1.660  H29  153 51 
# 
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 
153 N1  C2   SING N N 1  
153 N1  C6   SING N N 2  
153 N1  C23  SING N N 3  
153 C2  C3   SING N N 4  
153 C2  C16  SING N N 5  
153 C2  H2   SING N N 6  
153 C3  O4   DOUB N N 7  
153 C3  O5   SING N N 8  
153 O5  HO5  SING N N 9  
153 C6  O7   DOUB N N 10 
153 C6  C8   SING N N 11 
153 C8  C9   DOUB Y N 12 
153 C8  C13  SING Y N 13 
153 C9  C10  SING Y N 14 
153 C9  H9   SING N N 15 
153 C10 C11  DOUB Y N 16 
153 C10 H10  SING N N 17 
153 C11 C12  SING Y N 18 
153 C11 CL14 SING N N 19 
153 C12 C13  DOUB Y N 20 
153 C12 H12  SING N N 21 
153 C13 CL15 SING N N 22 
153 C16 C17  SING N N 23 
153 C16 H161 SING N N 24 
153 C16 H162 SING N N 25 
153 C17 C18  DOUB Y N 26 
153 C17 C22  SING Y N 27 
153 C18 C19  SING Y N 28 
153 C18 H18  SING N N 29 
153 C19 C20  DOUB Y N 30 
153 C19 H19  SING N N 31 
153 C20 C21  SING Y N 32 
153 C20 H20  SING N N 33 
153 C21 C22  DOUB Y N 34 
153 C21 H21  SING N N 35 
153 C22 H22  SING N N 36 
153 C23 C24  SING N N 37 
153 C23 H231 SING N N 38 
153 C23 H232 SING N N 39 
153 C24 C25  DOUB Y N 40 
153 C24 C29  SING Y N 41 
153 C25 C26  SING Y N 42 
153 C25 H25  SING N N 43 
153 C26 C27  DOUB Y N 44 
153 C26 H26  SING N N 45 
153 C27 C28  SING Y N 46 
153 C27 H27  SING N N 47 
153 C28 C29  DOUB Y N 48 
153 C28 C30  SING N N 49 
153 C29 H29  SING N N 50 
153 C30 F31  SING N N 51 
153 C30 F32  SING N N 52 
153 C30 F33  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 
153 SMILES           ACDLabs              10.04 O=C(c1ccc(Cl)cc1Cl)N(C(C(=O)O)Cc2ccccc2)Cc3cccc(c3)C(F)(F)F                                                                                                                 
153 InChI            InChI                1.02b InChI=1/C24H18Cl2F3NO3/c25-18-9-10-19(20(26)13-18)22(31)30(14-16-7-4-8-17(11-16)24(27,28)29)21(23(32)33)12-15-5-2-1-3-6-15/h1-11,13,21H,12,14H2,(H,32,33)/t21-/m0/s1/f/h32H 
153 InChIKey         InChI                1.02b LAJJKGIZTCCOHY-FZFYQCHBDN                                                                                                                                                   
153 SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@H](Cc1ccccc1)N(Cc2cccc(c2)C(F)(F)F)C(=O)c3ccc(Cl)cc3Cl                                                                                                             
153 SMILES           CACTVS               3.341 OC(=O)[CH](Cc1ccccc1)N(Cc2cccc(c2)C(F)(F)F)C(=O)c3ccc(Cl)cc3Cl                                                                                                              
153 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@@H](C(=O)O)N(Cc2cccc(c2)C(F)(F)F)C(=O)c3ccc(cc3Cl)Cl                                                                                                          
153 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)O)N(Cc2cccc(c2)C(F)(F)F)C(=O)c3ccc(cc3Cl)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 
153 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(2,4-dichlorophenyl)carbonyl]-N-[3-(trifluoromethyl)benzyl]-L-phenylalanine                           
153 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[(2,4-dichlorophenyl)carbonyl-[[3-(trifluoromethyl)phenyl]methyl]amino]-3-phenyl-propanoic acid" 
# 
