data_WR1
# 
_chem_comp.id                                    WR1 
_chem_comp.name                                  NALPHA-[(BENZYLOXY)CARBONYL]-N-[(1R)-4-HYDROXY-1-METHYL-2-OXOBUTYL]-L-PHENYLALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-29 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        398.452 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WR1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
WR1 O4   O4   O 0 1 N N N -6.552  28.515 71.106 -2.847 -0.639 -3.683 O4   WR1 1  
WR1 C15  C15  C 0 1 N N N -6.525  27.890 72.157 -3.318 0.269  -3.005 C15  WR1 2  
WR1 O5   O5   O 0 1 N N N -6.231  26.468 72.134 -4.446 0.162  -2.242 O5   WR1 3  
WR1 C16  C16  C 0 1 N N N -5.516  25.818 71.078 -5.095 -1.114 -2.261 C16  WR1 4  
WR1 C17  C17  C 0 1 Y N N -4.161  26.421 70.741 -6.306 -1.062 -1.378 C17  WR1 5  
WR1 C18  C18  C 0 1 Y N N -3.462  25.900 69.644 -6.192 -1.392 -0.032 C18  WR1 6  
WR1 C19  C19  C 0 1 Y N N -2.219  26.420 69.289 -7.319 -1.343 0.789  C19  WR1 7  
WR1 C20  C20  C 0 1 Y N N -1.664  27.462 70.032 -8.552 -0.964 0.259  C20  WR1 8  
WR1 C21  C21  C 0 1 Y N N -2.346  27.972 71.133 -8.659 -0.633 -1.093 C21  WR1 9  
WR1 C22  C22  C 0 1 Y N N -3.592  27.459 71.488 -7.532 -0.683 -1.914 C22  WR1 10 
WR1 N2   N2   N 0 1 N N N -6.695  28.382 73.384 -2.797 1.543  -2.895 N2   WR1 11 
WR1 C7   C7   C 0 1 N N S -6.966  29.761 73.737 -1.607 1.985  -3.577 C7   WR1 12 
WR1 C8   C8   C 0 1 N N N -8.105  29.783 74.761 -1.623 3.493  -3.852 C8   WR1 13 
WR1 C9   C9   C 0 1 Y N N -9.307  29.059 74.181 -2.467 3.859  -5.048 C9   WR1 14 
WR1 C10  C10  C 0 1 Y N N -9.462  27.678 74.336 -1.883 3.903  -6.304 C10  WR1 15 
WR1 C11  C11  C 0 1 Y N N -10.570 27.035 73.784 -2.663 4.241  -7.410 C11  WR1 16 
WR1 C12  C12  C 0 1 Y N N -11.518 27.777 73.080 -4.017 4.530  -7.246 C12  WR1 17 
WR1 C13  C13  C 0 1 Y N N -11.354 29.154 72.931 -4.592 4.482  -5.976 C13  WR1 18 
WR1 C14  C14  C 0 1 Y N N -10.257 29.794 73.482 -3.812 4.144  -4.870 C14  WR1 19 
WR1 C6   C6   C 0 1 N N N -5.734  30.441 74.302 -0.419 1.621  -2.692 C6   WR1 20 
WR1 O3   O3   O 0 1 N N N -4.687  29.815 74.486 -0.465 1.652  -1.464 O3   WR1 21 
WR1 N1   N1   N 0 1 N N N -5.825  31.755 74.547 0.683  1.210  -3.435 N1   WR1 22 
WR1 C4   C4   C 0 1 N N R -4.680  32.556 74.954 1.918  0.765  -2.845 C4   WR1 23 
WR1 C5   C5   C 0 1 N N N -5.114  33.728 75.844 3.107  1.043  -3.746 C5   WR1 24 
WR1 C3   C3   C 0 1 N N N -3.892  33.025 73.746 1.783  -0.729 -2.582 C3   WR1 25 
WR1 O2   O2   O 0 1 N N N -3.257  34.088 73.811 1.176  -1.471 -3.353 O2   WR1 26 
WR1 C2   C2   C 0 1 N N N -3.888  32.116 72.504 2.485  -1.251 -1.335 C2   WR1 27 
WR1 C1   C1   C 0 1 N N N -3.088  32.610 71.298 2.318  -2.750 -1.137 C1   WR1 28 
WR1 O1   O1   O 0 1 N N N -2.576  31.472 70.626 2.894  -3.461 -2.226 O1   WR1 29 
WR1 H161 1H16 H 0 0 N N N -6.138  25.874 70.173 -4.390 -1.878 -1.915 H161 WR1 30 
WR1 H162 2H16 H 0 0 N N N -5.318  24.794 71.427 -5.376 -1.359 -3.291 H162 WR1 31 
WR1 H18  H18  H 0 1 N N N -3.889  25.091 69.070 -5.236 -1.689 0.389  H18  WR1 32 
WR1 H19  H19  H 0 1 N N N -1.686  26.017 68.440 -7.236 -1.600 1.841  H19  WR1 33 
WR1 H20  H20  H 0 1 N N N -0.705  27.873 69.753 -9.429 -0.925 0.898  H20  WR1 34 
WR1 H21  H21  H 0 1 N N N -1.907  28.769 71.715 -9.619 -0.338 -1.505 H21  WR1 35 
WR1 H22  H22  H 0 1 N N N -4.119  27.863 72.340 -7.625 -0.424 -2.965 H22  WR1 36 
WR1 HN2  HN2  H 0 1 N N N -6.629  27.731 74.140 -3.282 2.209  -2.299 HN2  WR1 37 
WR1 H7   H7   H 0 1 N N N -7.256  30.316 72.832 -1.549 1.412  -4.509 H7   WR1 38 
WR1 H81  1H8  H 0 1 N N N -7.781  29.280 75.684 -0.600 3.866  -3.994 H81  WR1 39 
WR1 H82  2H8  H 0 1 N N N -8.375  30.824 74.993 -2.009 4.038  -2.980 H82  WR1 40 
WR1 H10  H10  H 0 1 N N N -8.724  27.110 74.883 -0.828 3.680  -6.442 H10  WR1 41 
WR1 H11  H11  H 0 1 N N N -10.693 25.968 73.901 -2.215 4.279  -8.399 H11  WR1 42 
WR1 H12  H12  H 0 1 N N N -12.379 27.286 72.650 -4.625 4.793  -8.107 H12  WR1 43 
WR1 H13  H13  H 0 1 N N N -12.088 29.725 72.382 -5.647 4.707  -5.848 H13  WR1 44 
WR1 H14  H14  H 0 1 N N N -10.140 30.862 73.369 -4.268 4.108  -3.884 H14  WR1 45 
WR1 HN1  HN1  H 0 1 N N N -6.714  32.203 74.446 0.613  1.224  -4.451 HN1  WR1 46 
WR1 H4   H4   H 0 1 N N N -4.013  31.922 75.556 2.020  1.296  -1.894 H4   WR1 47 
WR1 H51  1H5  H 0 1 N N N -5.218  33.381 76.883 4.039  0.708  -3.280 H51  WR1 48 
WR1 H52  2H5  H 0 1 N N N -4.356  34.524 75.797 3.195  2.115  -3.956 H52  WR1 49 
WR1 H53  3H5  H 0 1 N N N -6.079  34.119 75.490 3.011  0.523  -4.706 H53  WR1 50 
WR1 H21A 1H2  H 0 0 N N N -4.933  32.007 72.178 2.055  -0.725 -0.476 H21A WR1 51 
WR1 H22A 2H2  H 0 0 N N N -3.397  31.185 72.822 3.548  -0.998 -1.420 H22A WR1 52 
WR1 H11A 1H1  H 0 0 N N N -2.262  33.255 71.632 2.842  -3.066 -0.230 H11A WR1 53 
WR1 H12A 2H1  H 0 0 N N N -3.730  33.198 70.625 1.267  -3.042 -1.042 H12A WR1 54 
WR1 HO1  HO1  H 0 1 N N N -2.461  31.673 69.705 2.507  -4.351 -2.216 HO1  WR1 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 
WR1 O4  C15  DOUB N N 1  
WR1 C15 O5   SING N N 2  
WR1 C15 N2   SING N N 3  
WR1 O5  C16  SING N N 4  
WR1 C16 C17  SING N N 5  
WR1 C16 H161 SING N N 6  
WR1 C16 H162 SING N N 7  
WR1 C17 C18  SING Y N 8  
WR1 C17 C22  DOUB Y N 9  
WR1 C18 C19  DOUB Y N 10 
WR1 C18 H18  SING N N 11 
WR1 C19 C20  SING Y N 12 
WR1 C19 H19  SING N N 13 
WR1 C20 C21  DOUB Y N 14 
WR1 C20 H20  SING N N 15 
WR1 C21 C22  SING Y N 16 
WR1 C21 H21  SING N N 17 
WR1 C22 H22  SING N N 18 
WR1 N2  C7   SING N N 19 
WR1 N2  HN2  SING N N 20 
WR1 C7  C6   SING N N 21 
WR1 C7  C8   SING N N 22 
WR1 C7  H7   SING N N 23 
WR1 C8  C9   SING N N 24 
WR1 C8  H81  SING N N 25 
WR1 C8  H82  SING N N 26 
WR1 C9  C14  DOUB Y N 27 
WR1 C9  C10  SING Y N 28 
WR1 C10 C11  DOUB Y N 29 
WR1 C10 H10  SING N N 30 
WR1 C11 C12  SING Y N 31 
WR1 C11 H11  SING N N 32 
WR1 C12 C13  DOUB Y N 33 
WR1 C12 H12  SING N N 34 
WR1 C13 C14  SING Y N 35 
WR1 C13 H13  SING N N 36 
WR1 C14 H14  SING N N 37 
WR1 C6  O3   DOUB N N 38 
WR1 C6  N1   SING N N 39 
WR1 N1  C4   SING N N 40 
WR1 N1  HN1  SING N N 41 
WR1 C4  C3   SING N N 42 
WR1 C4  C5   SING N N 43 
WR1 C4  H4   SING N N 44 
WR1 C5  H51  SING N N 45 
WR1 C5  H52  SING N N 46 
WR1 C5  H53  SING N N 47 
WR1 C3  C2   SING N N 48 
WR1 C3  O2   DOUB N N 49 
WR1 C2  C1   SING N N 50 
WR1 C2  H21A SING N N 51 
WR1 C2  H22A SING N N 52 
WR1 C1  O1   SING N N 53 
WR1 C1  H11A SING N N 54 
WR1 C1  H12A SING N N 55 
WR1 O1  HO1  SING N N 56 
# 
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 
WR1 SMILES           ACDLabs              10.04 O=C(CCO)C(NC(=O)C(NC(=O)OCc1ccccc1)Cc2ccccc2)C                                                                                                                                  
WR1 InChI            InChI                1.02b InChI=1/C22H26N2O5/c1-16(20(26)12-13-25)23-21(27)19(14-17-8-4-2-5-9-17)24-22(28)29-15-18-10-6-3-7-11-18/h2-11,16,19,25H,12-15H2,1H3,(H,23,27)(H,24,28)/t16-,19+/m1/s1/f/h23-24H 
WR1 InChIKey         InChI                1.02b UUOOAGBWJUGBMV-YHIQOHQQDK                                                                                                                                                       
WR1 SMILES_CANONICAL CACTVS               3.341 C[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)C(=O)CCO                                                                                                                         
WR1 SMILES           CACTVS               3.341 C[CH](NC(=O)[CH](Cc1ccccc1)NC(=O)OCc2ccccc2)C(=O)CCO                                                                                                                            
WR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](C(=O)CCO)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2                                                                                                                          
WR1 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)CCO)NC(=O)C(Cc1ccccc1)NC(=O)OCc2ccccc2                                                                                                                                  
# 
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 
WR1 "SYSTEMATIC NAME" ACDLabs              10.04 Nalpha-[(benzyloxy)carbonyl]-N-[(1R)-4-hydroxy-1-methyl-2-oxobutyl]-L-phenylalaninamide                 
WR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(2S)-1-[[(2R)-5-hydroxy-3-oxo-pentan-2-yl]amino]-1-oxo-3-phenyl-propan-2-yl]carbamate" 
# 
