data_154
# 
_chem_comp.id                                    154 
_chem_comp.name                                  "(2S)-2-[(5-BENZOFURAN-2-YL-THIOPHEN-2-YLMETHYL)-(2,4-DICHLORO-BENZOYL)-AMINO]-3-PHENYL-PROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H21 Cl2 N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-07 
_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                        550.452 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     154 
_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        1NHV 
_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 
154 N1   N1   N  0 1 N N N 6.568  34.684 75.274 1.240   -0.113 0.095  N1   154 1  
154 C2   C2   C  0 1 N N S 6.568  34.108 73.869 1.265   -1.066 1.208  C2   154 2  
154 C3   C3   C  0 1 N N N 5.137  34.158 73.328 1.661   -0.350 2.473  C3   154 3  
154 O4   O4   O  0 1 N N N 4.910  33.784 72.154 1.898   0.835  2.448  O4   154 4  
154 O5   O5   O  0 1 N N N 4.265  34.592 74.110 1.751   -1.028 3.628  O5   154 5  
154 C6   C6   C  0 1 N N N 6.573  36.095 75.492 1.906   1.055  0.193  C6   154 6  
154 O7   O7   O  0 1 N N N 6.138  36.596 76.512 1.290   2.101  0.269  O7   154 7  
154 C8   C8   C  0 1 Y N N 7.152  37.074 74.474 3.383   1.064  0.207  C8   154 8  
154 C9   C9   C  0 1 Y N N 6.234  37.781 73.647 4.081   0.240  1.092  C9   154 9  
154 C10  C10  C  0 1 Y N N 6.702  38.711 72.690 5.459   0.253  1.100  C10  154 10 
154 C11  C11  C  0 1 Y N N 8.101  38.941 72.553 6.153   1.081  0.233  C11  154 11 
154 C12  C12  C  0 1 Y N N 9.024  38.241 73.369 5.468   1.901  -0.647 C12  154 12 
154 C13  C13  C  0 1 Y N N 8.554  37.307 74.328 4.087   1.894  -0.669 C13  154 13 
154 CL14 CL14 CL 0 0 N N N 8.682  40.078 71.399 7.889   1.091  0.250  CL14 154 14 
154 CL15 CL15 CL 0 0 N N N 9.700  36.494 75.291 3.229   2.922  -1.774 CL15 154 15 
154 C16  C16  C  0 1 N N N 7.198  32.659 73.753 2.279   -2.172 0.909  C16  154 16 
154 C17  C17  C  0 1 Y N N 8.738  32.511 73.789 1.700   -3.122 -0.107 C17  154 17 
154 C18  C18  C  0 1 Y N N 9.327  31.243 74.118 1.898   -2.896 -1.457 C18  154 18 
154 C19  C19  C  0 1 Y N N 10.748 31.069 74.165 1.368   -3.767 -2.389 C19  154 19 
154 C20  C20  C  0 1 Y N N 11.616 32.158 73.876 0.640   -4.866 -1.972 C20  154 20 
154 C21  C21  C  0 1 Y N N 11.061 33.423 73.547 0.442   -5.093 -0.623 C21  154 21 
154 C22  C22  C  0 1 Y N N 9.638  33.599 73.499 0.977   -4.224 0.309  C22  154 22 
154 C23  C23  C  0 1 N N N 6.479  33.673 76.417 0.492   -0.430 -1.124 C23  154 23 
154 C24  C24  C  0 1 Y N N 7.540  33.761 77.546 -0.922  0.075  -0.991 C24  154 24 
154 C25  C25  C  0 1 Y N N 8.152  34.894 78.043 -1.431  1.288  -1.330 C25  154 25 
154 C26  C26  C  0 1 Y N N 9.083  34.655 79.067 -2.769  1.536  -1.123 C26  154 26 
154 C27  C27  C  0 1 Y N N 9.198  33.338 79.380 -3.544  0.548  -0.568 C27  154 27 
154 S28  S28  S  0 1 Y N N 8.145  32.368 78.395 -2.356  -0.766 -0.340 S28  154 28 
154 C29  C29  C  0 1 Y N N 10.082 32.860 80.444 -4.979  0.567  -0.245 C29  154 29 
154 C30  C30  C  0 1 Y N N 9.883  31.774 81.279 -5.670  -0.466 0.302  C30  154 30 
154 C31  C31  C  0 1 Y N N 11.041 31.738 82.169 -7.050  0.002  0.447  C31  154 31 
154 C32  C32  C  0 1 Y N N 11.448 30.849 83.233 -8.224  -0.572 0.937  C32  154 32 
154 C33  C33  C  0 1 Y N N 12.687 31.115 83.890 -9.393  0.158  0.928  C33  154 33 
154 C34  C34  C  0 1 Y N N 13.526 32.228 83.482 -9.404  1.454  0.435  C34  154 34 
154 C35  C35  C  0 1 Y N N 13.125 33.109 82.430 -8.250  2.033  -0.053 C35  154 35 
154 C36  C36  C  0 1 Y N N 11.875 32.826 81.762 -7.061  1.317  -0.053 C36  154 36 
154 O37  O37  O  0 1 Y N N 11.278 33.518 80.731 -5.807  1.611  -0.453 O37  154 37 
154 H2   H2   H  0 1 N N N 7.242  34.739 73.244 0.275   -1.504 1.333  H2   154 38 
154 HO5  HO5  H  0 1 N N N 3.377  34.623 73.774 2.005   -0.568 4.440  HO5  154 39 
154 H9   H9   H  0 1 N N N 5.150  37.607 73.749 3.542   -0.406 1.769  H9   154 40 
154 H10  H10  H  0 1 N N N 5.981  39.253 72.055 6.000   -0.384 1.785  H10  154 41 
154 H12  H12  H  0 1 N N N 10.106 38.423 73.258 6.015   2.545  -1.321 H12  154 42 
154 H161 1H16 H  0 0 N N N 6.811  32.170 72.829 3.194   -1.730 0.514  H161 154 43 
154 H162 2H16 H  0 0 N N N 6.755  32.009 74.543 2.505   -2.715 1.827  H162 154 44 
154 H18  H18  H  0 1 N N N 8.673  30.383 74.340 2.467   -2.037 -1.782 H18  154 45 
154 H19  H19  H  0 1 N N N 11.178 30.087 74.426 1.522   -3.590 -3.443 H19  154 46 
154 H20  H20  H  0 1 N N N 12.710 32.023 73.907 0.224   -5.546 -2.701 H20  154 47 
154 H21  H21  H  0 1 N N N 11.735 34.269 73.329 -0.127  -5.951 -0.298 H21  154 48 
154 H22  H22  H  0 1 N N N 9.229  34.588 73.234 0.823   -4.401 1.364  H22  154 49 
154 H231 1H23 H  0 0 N N N 6.478  32.641 75.995 0.970   0.049  -1.978 H231 154 50 
154 H232 2H23 H  0 0 N N N 5.460  33.718 76.867 0.480   -1.510 -1.272 H232 154 51 
154 H25  H25  H  0 1 N N N 7.918  35.900 77.657 -0.795  2.045  -1.764 H25  154 52 
154 H26  H26  H  0 1 N N N 9.672  35.433 79.580 -3.199  2.490  -1.388 H26  154 53 
154 H30  H30  H  0 1 N N N 9.011  31.099 81.244 -5.280  -1.435 0.576  H30  154 54 
154 H32  H32  H  0 1 N N N 10.828 29.989 83.536 -8.217  -1.581 1.322  H32  154 55 
154 H33  H33  H  0 1 N N N 12.998 30.456 84.718 -10.304 -0.282 1.306  H33  154 56 
154 H34  H34  H  0 1 N N N 14.492 32.409 83.984 -10.325 2.017  0.432  H34  154 57 
154 H35  H35  H  0 1 N N N 13.753 33.970 82.146 -8.272  3.043  -0.434 H35  154 58 
# 
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 
154 N1  C2   SING N N 1  
154 N1  C6   SING N N 2  
154 N1  C23  SING N N 3  
154 C2  C3   SING N N 4  
154 C2  C16  SING N N 5  
154 C2  H2   SING N N 6  
154 C3  O4   DOUB N N 7  
154 C3  O5   SING N N 8  
154 O5  HO5  SING N N 9  
154 C6  O7   DOUB N N 10 
154 C6  C8   SING N N 11 
154 C8  C9   DOUB Y N 12 
154 C8  C13  SING Y N 13 
154 C9  C10  SING Y N 14 
154 C9  H9   SING N N 15 
154 C10 C11  DOUB Y N 16 
154 C10 H10  SING N N 17 
154 C11 C12  SING Y N 18 
154 C11 CL14 SING N N 19 
154 C12 C13  DOUB Y N 20 
154 C12 H12  SING N N 21 
154 C13 CL15 SING N N 22 
154 C16 C17  SING N N 23 
154 C16 H161 SING N N 24 
154 C16 H162 SING N N 25 
154 C17 C18  DOUB Y N 26 
154 C17 C22  SING Y N 27 
154 C18 C19  SING Y N 28 
154 C18 H18  SING N N 29 
154 C19 C20  DOUB Y N 30 
154 C19 H19  SING N N 31 
154 C20 C21  SING Y N 32 
154 C20 H20  SING N N 33 
154 C21 C22  DOUB Y N 34 
154 C21 H21  SING N N 35 
154 C22 H22  SING N N 36 
154 C23 C24  SING N N 37 
154 C23 H231 SING N N 38 
154 C23 H232 SING N N 39 
154 C24 C25  DOUB Y N 40 
154 C24 S28  SING Y N 41 
154 C25 C26  SING Y N 42 
154 C25 H25  SING N N 43 
154 C26 C27  DOUB Y N 44 
154 C26 H26  SING N N 45 
154 C27 S28  SING Y N 46 
154 C27 C29  SING N N 47 
154 C29 C30  DOUB Y N 48 
154 C29 O37  SING Y N 49 
154 C30 C31  SING Y N 50 
154 C30 H30  SING N N 51 
154 C31 C32  DOUB Y N 52 
154 C31 C36  SING Y N 53 
154 C32 C33  SING Y N 54 
154 C32 H32  SING N N 55 
154 C33 C34  DOUB Y N 56 
154 C33 H33  SING N N 57 
154 C34 C35  SING Y N 58 
154 C34 H34  SING N N 59 
154 C35 C36  DOUB Y N 60 
154 C35 H35  SING N N 61 
154 C36 O37  SING Y N 62 
# 
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 
154 SMILES           ACDLabs              10.04 Clc1ccc(c(Cl)c1)C(=O)N(C(C(=O)O)Cc2ccccc2)Cc5sc(c4oc3c(cccc3)c4)cc5                                                                                                                             
154 InChI            InChI                1.02b InChI=1/C29H21Cl2NO4S/c30-20-10-12-22(23(31)16-20)28(33)32(24(29(34)35)14-18-6-2-1-3-7-18)17-21-11-13-27(37-21)26-15-19-8-4-5-9-25(19)36-26/h1-13,15-16,24H,14,17H2,(H,34,35)/t24-/m0/s1/f/h34H 
154 InChIKey         InChI                1.02b YBULOUKTPCHXAL-MRHBADGDDE                                                                                                                                                                       
154 SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@H](Cc1ccccc1)N(Cc2sc(cc2)c3oc4ccccc4c3)C(=O)c5ccc(Cl)cc5Cl                                                                                                                             
154 SMILES           CACTVS               3.341 OC(=O)[CH](Cc1ccccc1)N(Cc2sc(cc2)c3oc4ccccc4c3)C(=O)c5ccc(Cl)cc5Cl                                                                                                                              
154 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@@H](C(=O)O)N(Cc2ccc(s2)c3cc4ccccc4o3)C(=O)c5ccc(cc5Cl)Cl                                                                                                                          
154 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)O)N(Cc2ccc(s2)c3cc4ccccc4o3)C(=O)c5ccc(cc5Cl)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 
154 "SYSTEMATIC NAME" ACDLabs              10.04 N-{[5-(1-benzofuran-2-yl)thiophen-2-yl]methyl}-N-[(2,4-dichlorophenyl)carbonyl]-L-phenylalanine                  
154 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[5-(1-benzofuran-2-yl)thiophen-2-yl]methyl-(2,4-dichlorophenyl)carbonyl-amino]-3-phenyl-propanoic acid" 
# 
