data_19U
# 
_chem_comp.id                                    19U 
_chem_comp.name                                  1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H22 Cl N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-17 
_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                        323.818 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     19U 
_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        2ZFP 
_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 
19U N1   N1   N  0 1 N N N 18.112 -13.104 21.460 2.808  -0.517 -0.271 N1   19U 1  
19U C4   C4   C  0 1 N N N 19.417 -13.646 21.065 3.515  -1.808 -0.192 C4   19U 2  
19U C7   C7   C  0 1 N N N 16.329 -11.634 20.572 0.473  -0.301 0.393  C7   19U 3  
19U C15  C15  C  0 1 N N R 17.746 -15.006 23.098 4.793  0.799  0.396  C15  19U 4  
19U C17  C17  C  0 1 N N N 19.813 -14.181 24.295 7.152  0.693  -0.418 C17  19U 5  
19U C24  C24  C  0 1 N N N 14.302 -10.357 20.361 -1.777 0.018  1.272  C24  19U 6  
19U C26  C26  C  0 1 Y N N 12.458 -11.456 21.675 -3.805 -1.444 1.146  C26  19U 7  
19U C28  C28  C  0 1 Y N N 11.444 -10.445 23.626 -5.804 -0.716 0.047  C28  19U 8  
19U C1   C1   C  0 1 N N N 18.383 -14.722 24.487 5.683  0.709  -0.845 C1   19U 9  
19U N    N    N  0 1 N N N 16.537 -15.836 23.310 5.017  2.086  1.067  N    19U 10 
19U C14  C14  C  0 1 N N N 17.384 -13.671 22.460 3.347  0.691  -0.014 C14  19U 11 
19U O32  O32  O  0 1 N N N 16.375 -13.140 22.914 2.668  1.691  -0.112 O32  19U 12 
19U C3   C3   C  0 1 N N N 19.993 -12.447 20.264 2.725  -2.752 -1.133 C3   19U 13 
19U C2   C2   C  0 1 N N N 18.704 -11.801 19.680 1.265  -2.288 -0.887 C2   19U 14 
19U C12  C12  C  0 1 N N S 17.782 -11.787 20.929 1.419  -0.765 -0.684 C12  19U 15 
19U N23  N23  N  0 1 N N N 15.692 -10.455 20.800 -0.858 -0.433 0.224  N23  19U 16 
19U C25  C25  C  0 1 Y N N 13.307 -10.353 21.524 -3.197 -0.241 0.839  C25  19U 17 
19U C30  C30  C  0 1 Y N N 13.211 -9.295  22.438 -3.892 0.726  0.136  C30  19U 18 
19U C29  C29  C  0 1 Y N N 12.286 -9.332  23.490 -5.196 0.488  -0.261 C29  19U 19 
19U C27  C27  C  0 1 Y N N 11.531 -11.506 22.718 -5.108 -1.681 0.750  C27  19U 20 
19U O22  O22  O  0 1 N N N 15.731 -12.594 20.103 0.909  0.191  1.412  O22  19U 21 
19U CL21 CL21 CL 0 0 N N N 12.158 -8.008  24.645 -6.070 1.702  -1.143 CL21 19U 22 
19U H4   H4   H  0 1 N N N 20.042 -13.915 21.930 4.543  -1.700 -0.538 H4   19U 23 
19U H4A  H4A  H  0 1 N N N 19.365 -14.588 20.499 3.496  -2.189 0.829  H4A  19U 24 
19U H15  H15  H  0 1 N N N 18.439 -15.543 22.433 5.038  -0.014 1.079  H15  19U 25 
19U H17  H17  H  0 1 N N N 20.016 -14.052 23.222 7.382  1.607  0.128  H17  19U 26 
19U H17A H17A H  0 0 N N N 19.910 -13.211 24.805 7.335  -0.169 0.223  H17A 19U 27 
19U H17B H17B H  0 0 N N N 20.535 -14.894 24.721 7.786  0.628  -1.303 H17B 19U 28 
19U H24  H24  H  0 1 N N N 14.182 -9.418  19.800 -1.573 -0.527 2.194  H24  19U 29 
19U H24A H24A H  0 0 N N N 14.086 -11.242 19.744 -1.638 1.085  1.443  H24A 19U 30 
19U H26  H26  H  0 1 N N N 12.521 -12.278 20.977 -3.260 -2.200 1.691  H26  19U 31 
19U H28  H28  H  0 1 N N N 10.727 -10.483 24.433 -6.822 -0.902 -0.263 H28  19U 32 
19U H1   H1   H  0 1 N N N 17.777 -13.976 25.023 5.453  -0.206 -1.391 H1   19U 33 
19U H1A  H1A  H  0 1 N N N 18.419 -15.653 25.072 5.500  1.571  -1.486 H1A  19U 34 
19U HN   HN   H  0 1 N N N 16.427 -16.023 24.286 4.796  2.857  0.454  HN   19U 35 
19U HNA  HNA  H  0 1 N N N 15.733 -15.346 22.972 4.488  2.144  1.925  HNA  19U 36 
19U H3   H3   H  0 1 N N N 20.550 -11.750 20.907 3.014  -2.598 -2.173 H3   19U 37 
19U H3A  H3A  H  0 1 N N N 20.726 -12.740 19.498 2.858  -3.794 -0.843 H3A  19U 38 
19U H2   H2   H  0 1 N N N 18.885 -10.791 19.283 0.642  -2.498 -1.756 H2   19U 39 
19U H2A  H2A  H  0 1 N N N 18.283 -12.340 18.818 0.856  -2.760 0.006  H2A  19U 40 
19U H12  H12  H  0 1 N N N 17.932 -10.951 21.628 1.209  -0.237 -1.615 H12  19U 41 
19U HN23 HN23 H  0 0 N N N 16.154 -9.689  21.248 -1.207 -0.827 -0.591 HN23 19U 42 
19U H30  H30  H  0 1 N N N 13.860 -8.438  22.330 -3.418 1.666  -0.103 H30  19U 43 
19U H27  H27  H  0 1 N N N 10.882 -12.363 22.824 -5.583 -2.621 0.989  H27  19U 44 
# 
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 
19U N1  C4   SING N N 1  
19U N1  C14  SING N N 2  
19U N1  C12  SING N N 3  
19U C4  C3   SING N N 4  
19U C7  C12  SING N N 5  
19U C7  N23  SING N N 6  
19U C7  O22  DOUB N N 7  
19U C15 C1   SING N N 8  
19U C15 N    SING N N 9  
19U C15 C14  SING N N 10 
19U C17 C1   SING N N 11 
19U C24 N23  SING N N 12 
19U C24 C25  SING N N 13 
19U C26 C25  DOUB N N 14 
19U C26 C27  SING N N 15 
19U C28 C29  SING N N 16 
19U C28 C27  DOUB N N 17 
19U C14 O32  DOUB N N 18 
19U C3  C2   SING N N 19 
19U C2  C12  SING N N 20 
19U C25 C30  SING N N 21 
19U C30 C29  DOUB Y N 22 
19U C29 CL21 SING Y N 23 
19U C4  H4   SING N N 24 
19U C4  H4A  SING Y N 25 
19U C15 H15  SING Y N 26 
19U C17 H17  SING N N 27 
19U C17 H17A SING N N 28 
19U C17 H17B SING N N 29 
19U C24 H24  SING N N 30 
19U C24 H24A SING N N 31 
19U C26 H26  SING N N 32 
19U C28 H28  SING N N 33 
19U C1  H1   SING N N 34 
19U C1  H1A  SING N N 35 
19U N   HN   SING N N 36 
19U N   HNA  SING N N 37 
19U C3  H3   SING N N 38 
19U C3  H3A  SING N N 39 
19U C2  H2   SING N N 40 
19U C2  H2A  SING Y N 41 
19U C12 H12  SING Y N 42 
19U N23 HN23 SING N N 43 
19U C30 H30  SING N N 44 
19U C27 H27  SING N N 45 
# 
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 
19U SMILES           ACDLabs              10.04 O=C(NCc1cccc(Cl)c1)C2N(C(=O)C(N)CC)CCC2                                                                                                                  
19U InChI            InChI                1.02b InChI=1/C16H22ClN3O2/c1-2-13(18)16(22)20-8-4-7-14(20)15(21)19-10-11-5-3-6-12(17)9-11/h3,5-6,9,13-14H,2,4,7-8,10,18H2,1H3,(H,19,21)/t13-,14+/m1/s1/f/h19H 
19U InChIKey         InChI                1.02b OTYYXGRJXJFTCD-WVSIMCTPDC                                                                                                                                
19U SMILES_CANONICAL CACTVS               3.341 CC[C@@H](N)C(=O)N1CCC[C@H]1C(=O)NCc2cccc(Cl)c2                                                                                                           
19U SMILES           CACTVS               3.341 CC[CH](N)C(=O)N1CCC[CH]1C(=O)NCc2cccc(Cl)c2                                                                                                              
19U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C(=O)N1CCC[C@H]1C(=O)NCc2cccc(c2)Cl)N                                                                                                            
19U SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C(=O)N1CCCC1C(=O)NCc2cccc(c2)Cl)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 
19U "SYSTEMATIC NAME" ACDLabs              10.04 1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide                         
19U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-[(2R)-2-aminobutanoyl]-N-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxamide 
# 
