data_51U
# 
_chem_comp.id                                    51U 
_chem_comp.name                                  D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H27 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-18 
_chem_comp.pdbx_modified_date                    2008-10-31 
_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                        365.469 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     51U 
_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        2ZF0 
_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 
51U C1   C1   C 0 1 N N N 17.749 -14.670 24.620 3.964  0.175  -0.873 C1   51U 1  
51U N1   N1   N 0 1 N N N 16.013 -15.538 23.071 3.397  1.964  0.700  N1   51U 2  
51U C2   C2   C 0 1 N N R 17.249 -14.745 23.164 3.032  0.611  0.260  C2   51U 3  
51U C3   C3   C 0 1 N N N 17.042 -13.353 22.613 1.608  0.609  -0.232 C3   51U 4  
51U O1   O1   O 0 1 N N N 16.081 -12.694 22.992 1.079  1.650  -0.562 O1   51U 5  
51U N2   N2   N 0 1 N N N 17.939 -12.921 21.770 0.922  -0.548 -0.305 N2   51U 6  
51U C4   C4   C 0 1 N N N 18.834 -13.864 21.105 1.439  -1.879 0.062  C4   51U 7  
51U C5   C5   C 0 1 N N N 19.750 -12.932 20.267 0.576  -2.878 -0.748 C5   51U 8  
51U C6   C6   C 0 1 N N N 18.790 -11.794 19.834 -0.817 -2.195 -0.701 C6   51U 9  
51U C7   C7   C 0 1 N N S 17.731 -11.751 20.954 -0.470 -0.692 -0.759 C7   51U 10 
51U C8   C8   C 0 1 N N N 16.327 -11.581 20.451 -1.388 0.084  0.149  C8   51U 11 
51U N3   N3   N 0 1 N N N 15.644 -10.376 20.861 -2.716 0.093  -0.083 N3   51U 12 
51U C9   C9   C 0 1 N N N 14.385 -10.188 20.189 -3.608 0.848  0.800  C9   51U 13 
51U C10  C10  C 0 1 Y N N 13.269 -10.263 21.227 -5.031 0.694  0.326  C10  51U 14 
51U C11  C11  C 0 1 Y N N 13.108 -9.242  22.171 -5.811 -0.342 0.806  C11  51U 15 
51U C12  C12  C 0 1 Y N N 12.082 -9.320  23.119 -7.115 -0.483 0.372  C12  51U 16 
51U C13  C13  C 0 1 N N N 11.890 -8.219  24.156 -7.965 -1.612 0.895  C13  51U 17 
51U C14  C14  C 0 1 Y N N 11.230 -10.420 23.109 -7.641 0.412  -0.541 C14  51U 18 
51U C15  C15  C 0 1 Y N N 11.381 -11.449 22.170 -6.861 1.448  -1.021 C15  51U 19 
51U C16  C16  C 0 1 Y N N 12.408 -11.362 21.228 -5.558 1.592  -0.583 C16  51U 20 
51U O2   O2   O 0 1 N N N 15.797 -12.435 19.765 -0.932 0.702  1.088  O2   51U 21 
51U C17  C17  C 0 1 Y N N 19.185 -14.152 24.672 5.372  0.058  -0.349 C17  51U 22 
51U C18  C18  C 0 1 Y N N 20.201 -14.820 23.983 5.819  -1.143 0.170  C18  51U 23 
51U C19  C19  C 0 1 Y N N 21.517 -14.344 24.030 7.110  -1.250 0.650  C19  51U 24 
51U C20  C20  C 0 1 Y N N 21.833 -13.202 24.766 7.955  -0.157 0.612  C20  51U 25 
51U C22  C22  C 0 1 Y N N 20.813 -12.534 25.454 7.508  1.044  0.093  C22  51U 26 
51U C23  C23  C 0 1 Y N N 19.496 -13.007 25.407 6.218  1.150  -0.392 C23  51U 27 
51U H1   H1   H 0 1 N N N 17.100 -13.987 25.188 3.638  -0.791 -1.259 H1   51U 28 
51U H1A  H1A  H 0 1 N N N 17.720 -15.679 25.057 3.934  0.915  -1.673 H1A  51U 29 
51U HN1  HN1  H 0 1 N N N 15.662 -15.718 23.990 4.326  1.978  1.094  HN1  51U 30 
51U HN1A HN1A H 0 0 N N N 15.330 -15.030 22.547 3.316  2.625  -0.058 HN1A 51U 31 
51U H2   H2   H 0 1 N N N 18.015 -15.251 22.557 3.129  -0.082 1.096  H2   51U 32 
51U H4   H4   H 0 1 N N N 19.410 -14.460 21.828 2.488  -1.969 -0.220 H4   51U 33 
51U H4A  H4A  H 0 1 N N N 18.303 -14.611 20.497 1.317  -2.051 1.132  H4A  51U 34 
51U H5   H5   H 0 1 N N N 20.592 -12.549 20.862 0.935  -2.963 -1.773 H5   51U 35 
51U H5A  H5A  H 0 1 N N N 20.221 -13.444 19.415 0.549  -3.853 -0.263 H5A  51U 36 
51U H6   H6   H 0 1 N N N 19.321 -10.834 19.748 -1.419 -2.487 -1.561 H6   51U 37 
51U H6A  H6A  H 0 1 N N N 18.347 -11.972 18.843 -1.332 -2.432 0.230  H6A  51U 38 
51U H7   H7   H 0 1 N N N 17.861 -10.849 21.570 -0.565 -0.331 -1.783 H7   51U 39 
51U HN3  HN3  H 0 1 N N N 16.008 -9.739  21.541 -3.080 -0.401 -0.834 HN3  51U 40 
51U H9   H9   H 0 1 N N N 14.369 -9.206  19.694 -3.521 0.467  1.817  H9   51U 41 
51U H9A  H9A  H 0 1 N N N 14.244 -10.968 19.426 -3.331 1.902  0.781  H9A  51U 42 
51U H11  H11  H 0 1 N N N 13.776 -8.394  22.168 -5.400 -1.041 1.520  H11  51U 43 
51U H13  H13  H 0 1 N N N 11.844 -8.665  25.161 -8.492 -1.286 1.791  H13  51U 44 
51U H13A H13A H 0 0 N N N 12.735 -7.516  24.105 -8.690 -1.904 0.134  H13A 51U 45 
51U H13B H13B H 0 0 N N N 10.953 -7.681  23.950 -7.329 -2.464 1.136  H13B 51U 46 
51U H14  H14  H 0 1 N N N 10.437 -10.482 23.839 -8.660 0.301  -0.881 H14  51U 47 
51U H15  H15  H 0 1 N N N 10.713 -12.297 22.175 -7.271 2.147  -1.735 H15  51U 48 
51U H16  H16  H 0 1 N N N 12.537 -12.147 20.498 -4.950 2.404  -0.955 H16  51U 49 
51U H18  H18  H 0 1 N N N 19.970 -15.707 23.412 5.159  -1.997 0.199  H18  51U 50 
51U H19  H19  H 0 1 N N N 22.294 -14.866 23.492 7.459  -2.189 1.056  H19  51U 51 
51U H20  H20  H 0 1 N N N 22.849 -12.839 24.805 8.964  -0.241 0.989  H20  51U 52 
51U H22  H22  H 0 1 N N N 21.044 -11.647 26.025 8.168  1.898  0.064  H22  51U 53 
51U H23  H23  H 0 1 N N N 18.717 -12.484 25.942 5.870  2.087  -0.801 H23  51U 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 
51U C1  C2   SING N N 1  
51U C1  C17  SING N N 2  
51U N1  C2   SING N N 3  
51U C2  C3   SING N N 4  
51U C3  O1   DOUB N N 5  
51U C3  N2   SING N N 6  
51U N2  C4   SING N N 7  
51U N2  C7   SING N N 8  
51U C4  C5   SING N N 9  
51U C5  C6   SING N N 10 
51U C6  C7   SING N N 11 
51U C7  C8   SING N N 12 
51U C8  N3   SING N N 13 
51U C8  O2   DOUB N N 14 
51U N3  C9   SING N N 15 
51U C9  C10  SING N N 16 
51U C10 C11  DOUB N N 17 
51U C10 C16  SING N N 18 
51U C11 C12  SING N N 19 
51U C12 C13  SING N N 20 
51U C12 C14  DOUB N N 21 
51U C14 C15  SING N N 22 
51U C15 C16  DOUB N N 23 
51U C17 C18  DOUB N N 24 
51U C17 C23  SING N N 25 
51U C18 C19  SING N N 26 
51U C19 C20  DOUB N N 27 
51U C20 C22  SING N N 28 
51U C22 C23  DOUB N N 29 
51U C1  H1   SING N N 30 
51U C1  H1A  SING N N 31 
51U N1  HN1  SING Y N 32 
51U N1  HN1A SING Y N 33 
51U C2  H2   SING Y N 34 
51U C4  H4   SING N N 35 
51U C4  H4A  SING N N 36 
51U C5  H5   SING Y N 37 
51U C5  H5A  SING N N 38 
51U C6  H6   SING N N 39 
51U C6  H6A  SING N N 40 
51U C7  H7   SING Y N 41 
51U N3  HN3  SING N N 42 
51U C9  H9   SING Y N 43 
51U C9  H9A  SING N N 44 
51U C11 H11  SING N N 45 
51U C13 H13  SING Y N 46 
51U C13 H13A SING Y N 47 
51U C13 H13B SING Y N 48 
51U C14 H14  SING N N 49 
51U C15 H15  SING Y N 50 
51U C16 H16  SING N N 51 
51U C18 H18  SING Y N 52 
51U C19 H19  SING N N 53 
51U C20 H20  SING Y N 54 
51U C22 H22  SING N N 55 
51U C23 H23  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 
51U SMILES           ACDLabs              10.04 O=C(NCc1cccc(c1)C)C3N(C(=O)C(N)Cc2ccccc2)CCC3                                                                                                                                   
51U InChI            InChI                1.02b InChI=1/C22H27N3O2/c1-16-7-5-10-18(13-16)15-24-21(26)20-11-6-12-25(20)22(27)19(23)14-17-8-3-2-4-9-17/h2-5,7-10,13,19-20H,6,11-12,14-15,23H2,1H3,(H,24,26)/t19-,20+/m1/s1/f/h24H 
51U InChIKey         InChI                1.02b CHKWABXWPATIIG-NQTGMPIQDW                                                                                                                                                       
51U SMILES_CANONICAL CACTVS               3.341 Cc1cccc(CNC(=O)[C@@H]2CCCN2C(=O)[C@H](N)Cc3ccccc3)c1                                                                                                                            
51U SMILES           CACTVS               3.341 Cc1cccc(CNC(=O)[CH]2CCCN2C(=O)[CH](N)Cc3ccccc3)c1                                                                                                                               
51U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc3ccccc3)N                                                                                                                           
51U SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)CNC(=O)C2CCCN2C(=O)C(Cc3ccccc3)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 
51U "SYSTEMATIC NAME" ACDLabs              10.04 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide                                              
51U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-[(2R)-2-amino-3-phenyl-propanoyl]-N-[(3-methylphenyl)methyl]pyrrolidine-2-carboxamide 
# 
