data_R99
# 
_chem_comp.id                                    R99 
_chem_comp.name                                  N-[3-CARBOXY-2-HYDROXY-PROPIONYL]-D-HOMOPHENYLALANYL-AMINO-2-METHYLBUTANE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H28 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         WRR-99 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-03 
_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                        364.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R99 
_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        1EWL 
_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 
R99 C1   C1   C 0 1 N N N 6.709  11.270 10.118 4.611  -0.388 -2.765 C1   R99 1  
R99 O7   O7   O 0 1 N N N 6.586  11.141 11.333 4.394  0.074  -3.860 O7   R99 2  
R99 O6   O6   O 0 1 N N N 7.905  11.568 9.624  5.821  -0.894 -2.478 O6   R99 3  
R99 C2   C2   C 0 1 N N N 5.596  10.948 9.170  3.524  -0.397 -1.721 C2   R99 4  
R99 C3   C3   C 0 1 N N S 5.478  12.023 8.066  2.256  0.232  -2.301 C3   R99 5  
R99 O8   O8   O 0 1 N N N 5.484  13.355 8.580  2.529  1.579  -2.693 O8   R99 6  
R99 C4   C4   C 0 1 N N N 4.304  11.783 7.160  1.168  0.223  -1.258 C4   R99 7  
R99 O9   O9   O 0 1 N N N 4.437  11.018 6.204  0.676  1.267  -0.886 O9   R99 8  
R99 N5   N5   N 0 1 N N N 3.096  12.355 7.463  0.743  -0.944 -0.737 N5   R99 9  
R99 C10  C10  C 0 1 N N R 1.881  12.124 6.650  -0.313 -0.953 0.276  C10  R99 10 
R99 C12  C12  C 0 1 N N N 0.987  13.380 6.630  -1.581 -0.323 -0.303 C12  R99 11 
R99 C13  C13  C 0 1 N N N 1.450  14.419 5.598  -2.038 -1.127 -1.522 C13  R99 12 
R99 C14  C14  C 0 1 Y N N 1.255  13.926 4.175  -3.287 -0.506 -2.093 C14  R99 13 
R99 C15  C15  C 0 1 Y N N 2.085  14.443 3.169  -3.191 0.473  -3.063 C15  R99 14 
R99 C16  C16  C 0 1 Y N N 1.945  14.027 1.834  -4.337 1.042  -3.587 C16  R99 15 
R99 C17  C17  C 0 1 Y N N 0.968  13.084 1.493  -5.579 0.630  -3.141 C17  R99 16 
R99 C18  C18  C 0 1 Y N N 0.128  12.565 2.487  -5.675 -0.349 -2.171 C18  R99 17 
R99 C19  C19  C 0 1 Y N N 0.266  12.990 3.814  -4.529 -0.921 -1.650 C19  R99 18 
R99 C11  C11  C 0 1 N N N 1.128  10.997 7.274  0.136  -0.162 1.477  C11  R99 19 
R99 N20  N20  N 0 1 N N N 1.833  9.834  7.262  -0.314 -0.486 2.705  N20  R99 20 
R99 C21  C21  C 0 1 N N N 1.085  8.614  7.568  0.122  0.282  3.873  C21  R99 21 
R99 C22  C22  C 0 1 N N N 0.941  7.834  6.272  -0.531 -0.287 5.133  C22  R99 22 
R99 C23  C23  C 0 1 N N N -0.174 6.801  6.358  -0.074 0.515  6.353  C23  R99 23 
R99 C25  C25  C 0 1 N N N -0.289 6.102  5.017  -0.728 -0.054 7.613  C25  R99 24 
R99 C24  C24  C 0 1 N N N -1.516 7.477  6.672  1.447  0.425  6.482  C24  R99 25 
R99 O26  O26  O 0 1 N N N -0.074 11.033 7.582  0.904  0.766  1.339  O26  R99 26 
R99 HO6  HO6  H 0 1 N N N 8.532  11.642 10.334 6.519  -0.888 -3.147 HO6  R99 27 
R99 H21  1H2  H 0 1 N N N 4.652  10.920 9.734  3.849  0.174  -0.853 H21  R99 28 
R99 H22  2H2  H 0 1 N N N 5.798  9.974  8.700  3.316  -1.424 -1.422 H22  R99 29 
R99 H31  1H3  H 0 1 N N N 6.387  11.922 7.455  1.930  -0.339 -3.170 H31  R99 30 
R99 HO8  HO8  H 0 1 N N N 5.485  13.328 9.530  2.813  2.049  -1.897 HO8  R99 31 
R99 HN5  HN5  H 0 1 N N N 3.033  12.951 8.264  1.137  -1.780 -1.034 HN5  R99 32 
R99 H101 1H10 H 0 0 N N N 2.167  11.890 5.614  -0.521 -1.980 0.575  H101 R99 33 
R99 H121 1H12 H 0 0 N N N 1.044  13.847 7.624  -2.368 -0.330 0.451  H121 R99 34 
R99 H122 2H12 H 0 0 N N N -0.039 13.073 6.378  -1.373 0.703  -0.601 H122 R99 35 
R99 H131 1H13 H 0 0 N N N 2.523  14.603 5.754  -1.251 -1.120 -2.277 H131 R99 36 
R99 H132 2H13 H 0 0 N N N 0.863  15.339 5.736  -2.246 -2.154 -1.223 H132 R99 37 
R99 H151 1H15 H 0 0 N N N 2.842  15.170 3.424  -2.221 0.794  -3.412 H151 R99 38 
R99 H161 1H16 H 0 0 N N N 2.591  14.435 1.071  -4.262 1.807  -4.345 H161 R99 39 
R99 H171 1H17 H 0 0 N N N 0.862  12.758 0.469  -6.474 1.075  -3.549 H171 R99 40 
R99 H181 1H18 H 0 0 N N N -0.627 11.837 2.229  -6.645 -0.670 -1.822 H181 R99 41 
R99 H191 1H19 H 0 0 N N N -0.395 12.595 4.571  -4.604 -1.687 -0.893 H191 R99 42 
R99 H20  H20  H 0 1 N N N 2.811  9.814  7.055  -0.928 -1.229 2.816  H20  R99 43 
R99 H211 1H21 H 0 0 N N N 0.097  8.859  7.985  -0.170 1.325  3.752  H211 R99 44 
R99 H212 2H21 H 0 0 N N N 1.626  8.014  8.314  1.206  0.218  3.965  H212 R99 45 
R99 H221 1H22 H 0 0 N N N 1.886  7.305  6.082  -0.238 -1.330 5.255  H221 R99 46 
R99 H222 2H22 H 0 0 N N N 0.708  8.538  5.460  -1.615 -0.222 5.041  H222 R99 47 
R99 H231 1H23 H 0 0 N N N 0.063  6.085  7.159  -0.367 1.558  6.231  H231 R99 48 
R99 H251 1H25 H 0 0 N N N -1.213 5.505  4.993  -0.403 0.517  8.482  H251 R99 49 
R99 H252 2H25 H 0 0 N N N 0.579  5.442  4.872  -1.812 0.010  7.521  H252 R99 50 
R99 H253 3H25 H 0 0 N N N -0.317 6.852  4.213  -0.435 -1.097 7.734  H253 R99 51 
R99 H241 1H24 H 0 0 N N N -2.340 6.832  6.332  1.740  -0.617 6.604  H241 R99 52 
R99 H242 2H24 H 0 0 N N N -1.569 8.445  6.152  1.913  0.831  5.584  H242 R99 53 
R99 H243 3H24 H 0 0 N N N -1.601 7.639  7.757  1.772  0.997  7.351  H243 R99 54 
# 
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 
R99 C1  O7   DOUB N N 1  
R99 C1  O6   SING N N 2  
R99 C1  C2   SING N N 3  
R99 O6  HO6  SING N N 4  
R99 C2  C3   SING N N 5  
R99 C2  H21  SING N N 6  
R99 C2  H22  SING N N 7  
R99 C3  O8   SING N N 8  
R99 C3  C4   SING N N 9  
R99 C3  H31  SING N N 10 
R99 O8  HO8  SING N N 11 
R99 C4  O9   DOUB N N 12 
R99 C4  N5   SING N N 13 
R99 N5  C10  SING N N 14 
R99 N5  HN5  SING N N 15 
R99 C10 C12  SING N N 16 
R99 C10 C11  SING N N 17 
R99 C10 H101 SING N N 18 
R99 C12 C13  SING N N 19 
R99 C12 H121 SING N N 20 
R99 C12 H122 SING N N 21 
R99 C13 C14  SING N N 22 
R99 C13 H131 SING N N 23 
R99 C13 H132 SING N N 24 
R99 C14 C15  DOUB Y N 25 
R99 C14 C19  SING Y N 26 
R99 C15 C16  SING Y N 27 
R99 C15 H151 SING N N 28 
R99 C16 C17  DOUB Y N 29 
R99 C16 H161 SING N N 30 
R99 C17 C18  SING Y N 31 
R99 C17 H171 SING N N 32 
R99 C18 C19  DOUB Y N 33 
R99 C18 H181 SING N N 34 
R99 C19 H191 SING N N 35 
R99 C11 N20  SING N N 36 
R99 C11 O26  DOUB N N 37 
R99 N20 C21  SING N N 38 
R99 N20 H20  SING N N 39 
R99 C21 C22  SING N N 40 
R99 C21 H211 SING N N 41 
R99 C21 H212 SING N N 42 
R99 C22 C23  SING N N 43 
R99 C22 H221 SING N N 44 
R99 C22 H222 SING N N 45 
R99 C23 C25  SING N N 46 
R99 C23 C24  SING N N 47 
R99 C23 H231 SING N N 48 
R99 C25 H251 SING N N 49 
R99 C25 H252 SING N N 50 
R99 C25 H253 SING N N 51 
R99 C24 H241 SING N N 52 
R99 C24 H242 SING N N 53 
R99 C24 H243 SING N N 54 
# 
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 
R99 SMILES           ACDLabs              10.04 O=C(O)CC(O)C(=O)NC(C(=O)NCCC(C)C)CCc1ccccc1                                                                                                                                        
R99 InChI            InChI                1.02b InChI=1/C19H28N2O5/c1-13(2)10-11-20-18(25)15(9-8-14-6-4-3-5-7-14)21-19(26)16(22)12-17(23)24/h3-7,13,15-16,22H,8-12H2,1-2H3,(H,20,25)(H,21,26)(H,23,24)/t15-,16+/m1/s1/f/h20-21,23H 
R99 InChIKey         InChI                1.02b KVZMXOVSHIMGNA-VZTNQHABDS                                                                                                                                                          
R99 SMILES_CANONICAL CACTVS               3.341 CC(C)CCNC(=O)[C@@H](CCc1ccccc1)NC(=O)[C@@H](O)CC(O)=O                                                                                                                              
R99 SMILES           CACTVS               3.341 CC(C)CCNC(=O)[CH](CCc1ccccc1)NC(=O)[CH](O)CC(O)=O                                                                                                                                  
R99 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CCNC(=O)[C@@H](CCc1ccccc1)NC(=O)[C@H](CC(=O)O)O                                                                                                                               
R99 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCNC(=O)C(CCc1ccccc1)NC(=O)C(CC(=O)O)O                                                                                                                                        
# 
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 
R99 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-3-hydroxy-4-({(1R)-1-[(3-methylbutyl)carbamoyl]-3-phenylpropyl}amino)-4-oxobutanoic acid"       
R99 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-hydroxy-4-[[(2R)-1-(3-methylbutylamino)-1-oxo-4-phenyl-butan-2-yl]amino]-4-oxo-butanoic acid" 
# 
