data_RL2
# 
_chem_comp.id                                    RL2 
_chem_comp.name                                  N-[3-CARBOXY-2-HYDROXY-PROPIONYL]-L-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-112 
_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                     RL2 
_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        1EWM 
_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 
RL2 C1   C1   C 0 1 N N N 6.609  11.276 9.798  4.613  2.791  -0.398 C1   RL2 1  
RL2 O7   O7   O 0 1 N N N 7.728  11.446 9.324  4.429  3.917  0.001  O7   RL2 2  
RL2 O6   O6   O 0 1 N N N 6.474  11.305 11.135 5.807  2.444  -0.902 O6   RL2 3  
RL2 C2   C2   C 0 1 N N N 5.408  10.832 8.991  3.500  1.777  -0.330 C2   RL2 4  
RL2 C3   C3   C 0 1 N N S 5.161  11.857 7.863  2.256  2.424  0.281  C3   RL2 5  
RL2 O8   O8   O 0 1 N N N 4.855  13.140 8.424  2.524  2.784  1.638  O8   RL2 6  
RL2 C4   C4   C 0 1 N N N 4.063  11.453 6.912  1.109  1.448  0.237  C4   RL2 7  
RL2 O9   O9   O 0 1 N N N 4.326  10.807 5.901  0.632  1.025  1.269  O9   RL2 8  
RL2 N5   N5   N 0 1 N N N 2.758  11.760 7.198  0.612  1.045  -0.949 N5   RL2 9  
RL2 C10  C10  C 0 1 N N S 1.608  11.529 6.260  -0.503 0.097  -0.992 C10  RL2 10 
RL2 C12  C12  C 0 1 N N N 0.291  11.463 7.060  -0.092 -1.206 -0.302 C12  RL2 11 
RL2 C13  C13  C 0 1 N N N 0.266  10.294 8.073  1.035  -1.870 -1.096 C13  RL2 12 
RL2 C14  C14  C 0 1 Y N N 0.113  8.944  7.426  1.440  -3.152 -0.416 C14  RL2 13 
RL2 C15  C15  C 0 1 Y N N 1.239  8.175  7.086  0.816  -4.339 -0.752 C15  RL2 14 
RL2 C16  C16  C 0 1 Y N N 1.095  7.029  6.297  1.188  -5.516 -0.129 C16  RL2 15 
RL2 C17  C17  C 0 1 Y N N -0.178 6.647  5.843  2.183  -5.505 0.830  C17  RL2 16 
RL2 C18  C18  C 0 1 Y N N -1.313 7.394  6.193  2.807  -4.318 1.166  C18  RL2 17 
RL2 C19  C19  C 0 1 Y N N -1.158 8.535  6.995  2.439  -3.142 0.539  C19  RL2 18 
RL2 C11  C11  C 0 1 N N N 1.526  12.629 5.217  -1.693 0.688  -0.281 C11  RL2 19 
RL2 N20  N20  N 0 1 N N N 1.092  12.255 3.969  -2.930 0.208  -0.523 N20  RL2 20 
RL2 C21  C21  C 0 1 N N N 1.187  13.153 2.802  -4.086 0.783  0.168  C21  RL2 21 
RL2 C22  C22  C 0 1 N N N 0.505  12.547 1.566  -5.359 0.064  -0.283 C22  RL2 22 
RL2 C23  C23  C 0 1 N N N 1.176  13.010 0.252  -6.567 0.664  0.439  C23  RL2 23 
RL2 C25  C25  C 0 1 N N N 1.258  14.529 0.129  -6.749 2.120  0.005  C25  RL2 24 
RL2 C24  C24  C 0 1 N N N 0.450  12.419 -0.958 -7.823 -0.135 0.083  C24  RL2 25 
RL2 O26  O26  O 0 1 N N N 1.614  13.823 5.527  -1.539 1.595  0.509  O26  RL2 26 
RL2 HO6  HO6  H 0 1 N N N 7.321  11.463 11.536 6.521  3.095  -0.946 HO6  RL2 27 
RL2 H21  1H2  H 0 1 N N N 4.523  10.771 9.641  3.813  0.936  0.289  H21  RL2 28 
RL2 H22  2H2  H 0 1 N N N 5.600  9.840  8.556  3.269  1.423  -1.335 H22  RL2 29 
RL2 H31  1H3  H 0 1 N N N 6.092  11.901 7.278  1.995  3.317  -0.287 H31  RL2 30 
RL2 HO8  HO8  H 0 1 N N N 4.787  13.065 9.369  2.750  1.967  2.104  HO8  RL2 31 
RL2 HN5  HN5  H 0 1 N N N 2.558  12.165 8.090  0.993  1.384  -1.775 HN5  RL2 32 
RL2 H101 1H10 H 0 0 N N N 1.771  10.574 5.739  -0.766 -0.109 -2.030 H101 RL2 33 
RL2 H121 1H12 H 0 0 N N N -0.528 11.302 6.343  0.255  -0.988 0.708  H121 RL2 34 
RL2 H122 2H12 H 0 0 N N N 0.174  12.406 7.614  -0.949 -1.878 -0.255 H122 RL2 35 
RL2 H131 1H13 H 0 0 N N N -0.608 10.445 8.724  0.688  -2.087 -2.106 H131 RL2 36 
RL2 H132 2H13 H 0 0 N N N 1.215  10.302 8.629  1.891  -1.197 -1.143 H132 RL2 37 
RL2 H151 1H15 H 0 0 N N N 2.218  8.470  7.435  0.039  -4.348 -1.502 H151 RL2 38 
RL2 H161 1H16 H 0 0 N N N 1.961  6.439  6.037  0.700  -6.443 -0.391 H161 RL2 39 
RL2 H171 1H17 H 0 0 N N N -0.284 5.771  5.220  2.473  -6.424 1.318  H171 RL2 40 
RL2 H181 1H18 H 0 0 N N N -2.292 7.095  5.850  3.585  -4.310 1.916  H181 RL2 41 
RL2 H191 1H19 H 0 0 N N N -2.028 9.106  7.284  2.926  -2.215 0.801  H191 RL2 42 
RL2 H20  H20  H 0 1 N N N 0.699  11.344 3.847  -3.053 -0.517 -1.155 H20  RL2 43 
RL2 H211 1H21 H 0 0 N N N 2.251  13.306 2.569  -4.163 1.843  -0.072 H211 RL2 44 
RL2 H212 2H21 H 0 0 N N N 0.694  14.105 3.047  -3.963 0.663  1.245  H212 RL2 45 
RL2 H221 1H22 H 0 0 N N N -0.542 12.884 1.553  -5.282 -0.996 -0.043 H221 RL2 46 
RL2 H222 2H22 H 0 0 N N N 0.572  11.451 1.629  -5.482 0.185  -1.359 H222 RL2 47 
RL2 H231 1H23 H 0 0 N N N 2.210  12.636 0.278  -6.404 0.624  1.516  H231 RL2 48 
RL2 H251 1H25 H 0 0 N N N 0.381  14.900 -0.421 -5.855 2.689  0.258  H251 RL2 49 
RL2 H252 2H25 H 0 0 N N N 2.175  14.804 -0.414 -6.913 2.161  -1.072 H252 RL2 50 
RL2 H253 3H25 H 0 0 N N N 1.278  14.978 1.133  -7.610 2.548  0.519  H253 RL2 51 
RL2 H241 1H24 H 0 0 N N N 0.899  11.449 -1.217 -7.986 -0.094 -0.994 H241 RL2 52 
RL2 H242 2H24 H 0 0 N N N 0.542  13.106 -1.812 -7.693 -1.172 0.392  H242 RL2 53 
RL2 H243 3H24 H 0 0 N N N -0.613 12.277 -0.715 -8.683 0.293  0.597  H243 RL2 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 
RL2 C1  O7   DOUB N N 1  
RL2 C1  O6   SING N N 2  
RL2 C1  C2   SING N N 3  
RL2 O6  HO6  SING N N 4  
RL2 C2  C3   SING N N 5  
RL2 C2  H21  SING N N 6  
RL2 C2  H22  SING N N 7  
RL2 C3  O8   SING N N 8  
RL2 C3  C4   SING N N 9  
RL2 C3  H31  SING N N 10 
RL2 O8  HO8  SING N N 11 
RL2 C4  O9   DOUB N N 12 
RL2 C4  N5   SING N N 13 
RL2 N5  C10  SING N N 14 
RL2 N5  HN5  SING N N 15 
RL2 C10 C12  SING N N 16 
RL2 C10 C11  SING N N 17 
RL2 C10 H101 SING N N 18 
RL2 C12 C13  SING N N 19 
RL2 C12 H121 SING N N 20 
RL2 C12 H122 SING N N 21 
RL2 C13 C14  SING N N 22 
RL2 C13 H131 SING N N 23 
RL2 C13 H132 SING N N 24 
RL2 C14 C15  DOUB Y N 25 
RL2 C14 C19  SING Y N 26 
RL2 C15 C16  SING Y N 27 
RL2 C15 H151 SING N N 28 
RL2 C16 C17  DOUB Y N 29 
RL2 C16 H161 SING N N 30 
RL2 C17 C18  SING Y N 31 
RL2 C17 H171 SING N N 32 
RL2 C18 C19  DOUB Y N 33 
RL2 C18 H181 SING N N 34 
RL2 C19 H191 SING N N 35 
RL2 C11 N20  SING N N 36 
RL2 C11 O26  DOUB N N 37 
RL2 N20 C21  SING N N 38 
RL2 N20 H20  SING N N 39 
RL2 C21 C22  SING N N 40 
RL2 C21 H211 SING N N 41 
RL2 C21 H212 SING N N 42 
RL2 C22 C23  SING N N 43 
RL2 C22 H221 SING N N 44 
RL2 C22 H222 SING N N 45 
RL2 C23 C25  SING N N 46 
RL2 C23 C24  SING N N 47 
RL2 C23 H231 SING N N 48 
RL2 C25 H251 SING N N 49 
RL2 C25 H252 SING N N 50 
RL2 C25 H253 SING N N 51 
RL2 C24 H241 SING N N 52 
RL2 C24 H242 SING N N 53 
RL2 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 
RL2 SMILES           ACDLabs              10.04 O=C(O)CC(O)C(=O)NC(C(=O)NCCC(C)C)CCc1ccccc1                                                                                                                                        
RL2 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-/m0/s1/f/h20-21,23H 
RL2 InChIKey         InChI                1.02b KVZMXOVSHIMGNA-KMGJIUHRDV                                                                                                                                                          
RL2 SMILES_CANONICAL CACTVS               3.341 CC(C)CCNC(=O)[C@H](CCc1ccccc1)NC(=O)[C@@H](O)CC(O)=O                                                                                                                               
RL2 SMILES           CACTVS               3.341 CC(C)CCNC(=O)[CH](CCc1ccccc1)NC(=O)[CH](O)CC(O)=O                                                                                                                                  
RL2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CCNC(=O)[C@H](CCc1ccccc1)NC(=O)[C@H](CC(=O)O)O                                                                                                                                
RL2 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 
RL2 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-3-hydroxy-4-({(1S)-1-[(3-methylbutyl)carbamoyl]-3-phenylpropyl}amino)-4-oxobutanoic acid"       
RL2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-hydroxy-4-[[(2S)-1-(3-methylbutylamino)-1-oxo-4-phenyl-butan-2-yl]amino]-4-oxo-butanoic acid" 
# 
