data_53U
# 
_chem_comp.id                                    53U 
_chem_comp.name                                  D-phenylalanyl-N-benzyl-L-prolinamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2S)-1-((2R)-2-amino-3-phenyl-propanoyl)-N-(phenylmethyl)pyrrolidine-2-carboxamide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-08 
_chem_comp.pdbx_modified_date                    2008-12-12 
_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                        351.442 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     53U 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2ZFF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
53U C1   C1   C 0 1 N N N 18.172 -14.917 24.595 3.631  0.150  -0.901 C1   53U 1  
53U N1   N1   N 0 1 N N N 16.390 -15.783 23.160 3.037  2.023  0.561  N1   53U 2  
53U C2   C2   C 0 1 N N R 17.657 -15.012 23.146 2.704  0.634  0.216  C2   53U 3  
53U C3   C3   C 0 1 N N N 17.436 -13.631 22.568 1.273  0.562  -0.252 C3   53U 4  
53U O1   O1   O 0 1 N N N 16.506 -12.945 23.032 0.711  1.564  -0.640 O1   53U 5  
53U N2   N2   N 0 1 N N N 18.245 -13.171 21.589 0.619  -0.616 -0.238 N2   53U 6  
53U C4   C4   C 0 1 N N N 19.376 -13.939 21.023 1.179  -1.905 0.208  C4   53U 7  
53U C5   C5   C 0 1 N N N 20.104 -12.767 20.317 0.332  -2.978 -0.521 C5   53U 8  
53U C6   C6   C 0 1 N N N 18.944 -11.895 19.803 -1.079 -2.332 -0.497 C6   53U 9  
53U C7   C7   C 0 1 N N S 18.028 -11.822 21.062 -0.774 -0.828 -0.659 C7   53U 10 
53U C8   C8   C 0 1 N N N 16.609 -11.729 20.528 -1.701 -0.018 0.211  C8   53U 11 
53U N3   N3   N 0 1 N N N 15.971 -10.576 20.754 -3.032 -0.061 0.001  N3   53U 12 
53U C9   C9   C 0 1 N N N 14.659 -10.430 20.113 -3.932 0.726  0.846  C9   53U 13 
53U C10  C10  C 0 1 Y N N 13.567 -10.492 21.190 -5.357 0.503  0.407  C10  53U 14 
53U C11  C11  C 0 1 Y N N 13.386 -9.397  22.037 -6.100 -0.519 0.966  C11  53U 15 
53U C12  C12  C 0 1 Y N N 12.402 -9.443  23.015 -7.406 -0.724 0.563  C12  53U 16 
53U C13  C13  C 0 1 Y N N 11.589 -10.567 23.164 -7.969 0.094  -0.399 C13  53U 17 
53U C14  C14  C 0 1 Y N N 11.779 -11.663 22.309 -7.226 1.117  -0.957 C14  53U 18 
53U C15  C15  C 0 1 Y N N 12.770 -11.613 21.327 -5.921 1.324  -0.551 C15  53U 19 
53U O2   O2   O 0 1 N N N 16.215 -12.728 19.926 -1.249 0.673  1.100  O2   53U 20 
53U C16  C16  C 0 1 Y N N 19.592 -14.371 24.744 5.049  0.106  -0.393 C16  53U 21 
53U C17  C17  C 0 1 Y N N 20.691 -14.964 24.089 5.537  -1.046 0.196  C17  53U 22 
53U C18  C18  C 0 1 Y N N 21.986 -14.454 24.235 6.838  -1.086 0.662  C18  53U 23 
53U C19  C19  C 0 1 Y N N 22.189 -13.333 25.046 7.651  0.025  0.539  C19  53U 24 
53U C20  C20  C 0 1 Y N N 21.101 -12.741 25.697 7.163  1.176  -0.051 C20  53U 25 
53U C21  C21  C 0 1 Y N N 19.822 -13.249 25.551 5.864  1.215  -0.521 C21  53U 26 
53U H1   H1   H 0 1 N N N 17.497 -14.245 25.145 3.327  -0.848 -1.218 H1   53U 27 
53U H1A  H1A  H 0 1 N N N 18.193 -15.946 24.984 3.569  0.834  -1.747 H1A  53U 28 
53U HN1  HN1  H 0 1 N N N 16.115 -15.957 24.106 2.926  2.630  -0.237 HN1  53U 29 
53U HN1A HN1A H 0 0 N N N 15.676 -15.259 22.696 2.482  2.345  1.340  HN1A 53U 30 
53U H2   H2   H 0 1 N N N 18.400 -15.519 22.513 2.832  0.001  1.094  H2   53U 31 
53U H4   H4   H 0 1 N N N 19.990 -14.440 21.786 2.226  -1.985 -0.085 H4   53U 32 
53U H4A  H4A  H 0 1 N N N 19.103 -14.789 20.380 1.076  -2.010 1.288  H4A  53U 33 
53U H5   H5   H 0 1 N N N 20.751 -12.213 21.013 0.678  -3.121 -1.544 H5   53U 34 
53U H5A  H5A  H 0 1 N N N 20.779 -13.101 19.515 0.339  -3.921 0.027  H5A  53U 35 
53U H6   H6   H 0 1 N N N 19.284 -10.901 19.478 -1.684 -2.697 -1.326 H6   53U 36 
53U H6A  H6A  H 0 1 N N N 18.444 -12.300 18.911 -1.573 -2.521 0.456  H6A  53U 37 
53U H7   H7   H 0 1 N N N 18.206 -11.008 21.780 -0.894 -0.538 -1.703 H7   53U 38 
53U HN3  HN3  H 0 1 N N N 16.364 -9.856  21.326 -3.393 -0.613 -0.710 HN3  53U 39 
53U H9   H9   H 0 1 N N N 14.608 -9.463  19.591 -3.820 0.416  1.885  H9   53U 40 
53U H9A  H9A  H 0 1 N N N 14.509 -11.241 19.385 -3.685 1.784  0.754  H9A  53U 41 
53U H11  H11  H 0 1 N N N 14.007 -8.520  21.932 -5.660 -1.158 1.717  H11  53U 42 
53U H12  H12  H 0 1 N N N 12.264 -8.596  23.670 -7.987 -1.523 0.999  H12  53U 43 
53U H13  H13  H 0 1 N N N 10.825 -10.593 23.926 -8.990 -0.067 -0.714 H13  53U 44 
53U H14  H14  H 0 1 N N N 11.161 -12.543 22.410 -7.666 1.756  -1.709 H14  53U 45 
53U H15  H15  H 0 1 N N N 12.915 -12.457 20.669 -5.342 2.126  -0.985 H15  53U 46 
53U H17  H17  H 0 1 N N N 20.530 -15.829 23.462 4.901  -1.914 0.292  H17  53U 47 
53U H18  H18  H 0 1 N N N 22.818 -14.920 23.728 7.218  -1.986 1.122  H18  53U 48 
53U H19  H19  H 0 1 N N N 23.182 -12.926 25.169 8.667  -0.007 0.903  H19  53U 49 
53U H20  H20  H 0 1 N N N 21.262 -11.875 26.322 7.798  2.044  -0.147 H20  53U 50 
53U H21  H21  H 0 1 N N N 18.996 -12.778 26.062 5.484  2.113  -0.985 H21  53U 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 
53U C1  C2   SING N N 1  
53U C1  C16  SING N N 2  
53U N1  C2   SING N N 3  
53U C2  C3   SING N N 4  
53U C3  O1   DOUB N N 5  
53U C3  N2   SING N N 6  
53U N2  C4   SING N N 7  
53U N2  C7   SING N N 8  
53U C4  C5   SING N N 9  
53U C5  C6   SING N N 10 
53U C6  C7   SING N N 11 
53U C7  C8   SING N N 12 
53U C8  N3   SING N N 13 
53U C8  O2   DOUB N N 14 
53U N3  C9   SING N N 15 
53U C9  C10  SING N N 16 
53U C10 C11  DOUB N N 17 
53U C10 C15  SING N N 18 
53U C11 C12  SING N N 19 
53U C12 C13  DOUB N N 20 
53U C13 C14  SING N N 21 
53U C14 C15  DOUB N N 22 
53U C16 C17  DOUB N N 23 
53U C16 C21  SING N N 24 
53U C17 C18  SING N N 25 
53U C18 C19  DOUB N N 26 
53U C19 C20  SING N N 27 
53U C20 C21  DOUB N N 28 
53U C1  H1   SING N N 29 
53U C1  H1A  SING N N 30 
53U N1  HN1  SING N N 31 
53U N1  HN1A SING Y N 32 
53U C2  H2   SING Y N 33 
53U C4  H4   SING Y N 34 
53U C4  H4A  SING N N 35 
53U C5  H5   SING Y N 36 
53U C5  H5A  SING N N 37 
53U C6  H6   SING Y N 38 
53U C6  H6A  SING N N 39 
53U C7  H7   SING Y N 40 
53U N3  HN3  SING N N 41 
53U C9  H9   SING N N 42 
53U C9  H9A  SING Y N 43 
53U C11 H11  SING Y N 44 
53U C12 H12  SING Y N 45 
53U C13 H13  SING N N 46 
53U C14 H14  SING Y N 47 
53U C15 H15  SING N N 48 
53U C17 H17  SING Y N 49 
53U C18 H18  SING N N 50 
53U C19 H19  SING Y N 51 
53U C20 H20  SING N N 52 
53U C21 H21  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 
53U SMILES           ACDLabs              10.04 O=C(NCc1ccccc1)C3N(C(=O)C(N)Cc2ccccc2)CCC3                                                                                                                      
53U InChI            InChI                1.02b InChI=1/C21H25N3O2/c22-18(14-16-8-3-1-4-9-16)21(26)24-13-7-12-19(24)20(25)23-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15,22H2,(H,23,25)/t18-,19+/m1/s1/f/h23H 
53U InChIKey         InChI                1.02b MEPJWLFTTFHOQO-NNKWWFNNDN                                                                                                                                       
53U SMILES_CANONICAL CACTVS               3.341 N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3ccccc3                                                                                                                
53U SMILES           CACTVS               3.341 N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCc3ccccc3                                                                                                                  
53U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)NCc3ccccc3)N                                                                                                              
53U SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3ccccc3)N                                                                                                                      
# 
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 
53U "SYSTEMATIC NAME" ACDLabs              10.04 D-phenylalanyl-N-benzyl-L-prolinamide                                              
53U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-[(2R)-2-amino-3-phenyl-propanoyl]-N-(phenylmethyl)pyrrolidine-2-carboxamide 
# 
