data_ZPR
# 
_chem_comp.id                                    ZPR 
_chem_comp.name                                  N-BENZYLOXYCARBONYL-L-PROLYL-L-PROLINAL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H22 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Z-PRO-PROLINAL 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        330.378 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZPR 
_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        1QFS 
_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 
ZPR C1   C1   C 0 1 N N N 36.922 39.126 81.688 -1.764 1.210  4.158  C1   ZPR 1  
ZPR O2   O2   O 0 1 N N N 36.015 38.039 81.894 -2.884 1.460  3.783  O2   ZPR 2  
ZPR C3   C3   C 0 1 N N S 38.349 38.595 81.385 -1.282 -0.216 4.192  C3   ZPR 3  
ZPR C4   C4   C 0 1 N N N 38.382 37.712 80.139 -0.817 -0.594 5.621  C4   ZPR 4  
ZPR C5   C5   C 0 1 N N N 38.131 36.352 80.653 0.170  -1.755 5.330  C5   ZPR 5  
ZPR C6   C6   C 0 1 N N N 38.747 36.286 82.021 0.830  -1.322 4.004  C6   ZPR 6  
ZPR N7   N7   N 0 1 N N N 38.817 37.698 82.438 -0.083 -0.373 3.349  N7   ZPR 7  
ZPR C8   C8   C 0 1 N N N 39.332 38.141 83.600 0.139  0.249  2.175  C8   ZPR 8  
ZPR O9   O9   O 0 1 N N N 39.464 39.350 83.848 -0.688 1.014  1.727  O9   ZPR 9  
ZPR C10  C10  C 0 1 N N S 39.771 37.077 84.610 1.417  -0.004 1.418  C10  ZPR 10 
ZPR C11  C11  C 0 1 N N N 38.589 36.587 85.439 2.495  1.010  1.853  C11  ZPR 11 
ZPR C12  C12  C 0 1 N N N 38.467 37.662 86.466 3.225  1.333  0.522  C12  ZPR 12 
ZPR C13  C13  C 0 1 N N N 39.907 37.912 86.875 2.057  1.284  -0.493 C13  ZPR 13 
ZPR N14  N14  N 0 1 N N N 40.653 37.637 85.631 1.192  0.183  -0.022 N14  ZPR 14 
ZPR C15  C15  C 0 1 N N N 41.967 37.803 85.452 0.338  -0.527 -0.785 C15  ZPR 15 
ZPR O16  O16  O 0 1 N N N 42.523 37.502 84.390 -0.326 -1.415 -0.289 O16  ZPR 16 
ZPR O17  O17  O 0 1 N N N 42.628 38.298 86.477 0.222  -0.252 -2.098 O17  ZPR 17 
ZPR C18  C18  C 0 1 N N N 44.020 38.453 86.278 -0.697 -1.018 -2.921 C18  ZPR 18 
ZPR C19  C19  C 0 1 Y N N 44.738 37.373 87.035 -0.637 -0.516 -4.341 C19  ZPR 19 
ZPR C20  C20  C 0 1 Y N N 44.951 36.125 86.456 0.260  -1.072 -5.233 C20  ZPR 20 
ZPR C21  C21  C 0 1 Y N N 45.601 35.118 87.156 0.315  -0.611 -6.536 C21  ZPR 21 
ZPR C22  C22  C 0 1 Y N N 46.048 35.355 88.452 -0.527 0.404  -6.946 C22  ZPR 22 
ZPR C23  C23  C 0 1 Y N N 45.840 36.601 89.038 -1.425 0.959  -6.054 C23  ZPR 23 
ZPR C24  C24  C 0 1 Y N N 45.191 37.599 88.329 -1.483 0.496  -4.753 C24  ZPR 24 
ZPR H11  1H1  H 0 1 N N N 36.585 40.174 81.750 -1.106 2.010  4.465  H11  ZPR 25 
ZPR H31  1H3  H 0 1 N N N 38.972 39.513 81.276 -2.071 -0.890 3.860  H31  ZPR 26 
ZPR H41  1H4  H 0 1 N N N 37.681 38.032 79.332 -0.308 0.241  6.100  H41  ZPR 27 
ZPR H42  2H4  H 0 1 N N N 39.314 37.807 79.535 -1.656 -0.938 6.227  H42  ZPR 28 
ZPR H51  1H5  H 0 1 N N N 37.052 36.070 80.642 0.914  -1.836 6.123  H51  ZPR 29 
ZPR H52  2H5  H 0 1 N N N 38.492 35.549 79.968 -0.365 -2.695 5.205  H52  ZPR 30 
ZPR H61  1H6  H 0 1 N N N 38.210 35.619 82.736 1.786  -0.838 4.206  H61  ZPR 31 
ZPR H62  2H6  H 0 1 N N N 39.720 35.743 82.062 0.981  -2.191 3.364  H62  ZPR 32 
ZPR H101 1H10 H 0 0 N N N 40.253 36.280 83.996 1.766  -1.019 1.609  H101 ZPR 33 
ZPR H111 1H11 H 0 0 N N N 37.659 36.378 84.859 2.035  1.907  2.268  H111 ZPR 34 
ZPR H112 2H11 H 0 0 N N N 38.692 35.554 85.845 3.182  0.560  2.570  H112 ZPR 35 
ZPR H121 1H12 H 0 0 N N N 37.916 38.569 86.125 3.674  2.325  0.554  H121 ZPR 36 
ZPR H122 2H12 H 0 0 N N N 37.779 37.422 87.310 3.974  0.574  0.293  H122 ZPR 37 
ZPR H131 1H13 H 0 0 N N N 40.097 38.915 87.321 1.510  2.227  -0.487 H131 ZPR 38 
ZPR H132 2H13 H 0 0 N N N 40.248 37.329 87.762 2.432  1.068  -1.493 H132 ZPR 39 
ZPR H181 1H18 H 0 0 N N N 44.296 38.473 85.198 -0.417 -2.071 -2.896 H181 ZPR 40 
ZPR H182 2H18 H 0 0 N N N 44.378 39.473 86.548 -1.710 -0.902 -2.538 H182 ZPR 41 
ZPR H201 1H20 H 0 0 N N N 44.599 35.931 85.428 0.918  -1.866 -4.913 H201 ZPR 42 
ZPR H211 1H21 H 0 0 N N N 45.761 34.133 86.684 1.016  -1.045 -7.233 H211 ZPR 43 
ZPR H221 1H22 H 0 0 N N N 46.565 34.558 89.012 -0.484 0.764  -7.963 H221 ZPR 44 
ZPR H231 1H23 H 0 0 N N N 46.189 36.797 90.065 -2.084 1.753  -6.374 H231 ZPR 45 
ZPR H241 1H24 H 0 0 N N N 45.033 38.584 88.799 -2.185 0.930  -4.056 H241 ZPR 46 
# 
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 
ZPR C1  O2   DOUB N N 1  
ZPR C1  C3   SING N N 2  
ZPR C1  H11  SING N N 3  
ZPR C3  C4   SING N N 4  
ZPR C3  N7   SING N N 5  
ZPR C3  H31  SING N N 6  
ZPR C4  C5   SING N N 7  
ZPR C4  H41  SING N N 8  
ZPR C4  H42  SING N N 9  
ZPR C5  C6   SING N N 10 
ZPR C5  H51  SING N N 11 
ZPR C5  H52  SING N N 12 
ZPR C6  N7   SING N N 13 
ZPR C6  H61  SING N N 14 
ZPR C6  H62  SING N N 15 
ZPR N7  C8   SING N N 16 
ZPR C8  O9   DOUB N N 17 
ZPR C8  C10  SING N N 18 
ZPR C10 C11  SING N N 19 
ZPR C10 N14  SING N N 20 
ZPR C10 H101 SING N N 21 
ZPR C11 C12  SING N N 22 
ZPR C11 H111 SING N N 23 
ZPR C11 H112 SING N N 24 
ZPR C12 C13  SING N N 25 
ZPR C12 H121 SING N N 26 
ZPR C12 H122 SING N N 27 
ZPR C13 N14  SING N N 28 
ZPR C13 H131 SING N N 29 
ZPR C13 H132 SING N N 30 
ZPR N14 C15  SING N N 31 
ZPR C15 O16  DOUB N N 32 
ZPR C15 O17  SING N N 33 
ZPR O17 C18  SING N N 34 
ZPR C18 C19  SING N N 35 
ZPR C18 H181 SING N N 36 
ZPR C18 H182 SING N N 37 
ZPR C19 C20  DOUB Y N 38 
ZPR C19 C24  SING Y N 39 
ZPR C20 C21  SING Y N 40 
ZPR C20 H201 SING N N 41 
ZPR C21 C22  DOUB Y N 42 
ZPR C21 H211 SING N N 43 
ZPR C22 C23  SING Y N 44 
ZPR C22 H221 SING N N 45 
ZPR C23 C24  DOUB Y N 46 
ZPR C23 H231 SING N N 47 
ZPR C24 H241 SING N N 48 
# 
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 
ZPR SMILES           ACDLabs              10.04 O=C(N1C(C=O)CCC1)C3N(C(=O)OCc2ccccc2)CCC3                                                                                                   
ZPR InChI            InChI                1.02b InChI=1/C18H22N2O4/c21-12-15-8-4-10-19(15)17(22)16-9-5-11-20(16)18(23)24-13-14-6-2-1-3-7-14/h1-3,6-7,12,15-16H,4-5,8-11,13H2/t15-,16-/m0/s1 
ZPR InChIKey         InChI                1.02b ORZXYSPOAVJYRU-HOTGVXAUBD                                                                                                                   
ZPR SMILES_CANONICAL CACTVS               3.341 O=C[C@@H]1CCCN1C(=O)[C@@H]2CCCN2C(=O)OCc3ccccc3                                                                                             
ZPR SMILES           CACTVS               3.341 O=C[CH]1CCCN1C(=O)[CH]2CCCN2C(=O)OCc3ccccc3                                                                                                 
ZPR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COC(=O)N2CCC[C@H]2C(=O)N3CCC[C@H]3C=O                                                                                             
ZPR SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COC(=O)N2CCCC2C(=O)N3CCCC3C=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 
ZPR "SYSTEMATIC NAME" ACDLabs              10.04 "benzyl (2S)-2-{[(2S)-2-formylpyrrolidin-1-yl]carbonyl}pyrrolidine-1-carboxylate"        
ZPR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl (2S)-2-[(2S)-2-methanoylpyrrolidin-1-yl]carbonylpyrrolidine-1-carboxylate" 
# 
