data_LEH
# 
_chem_comp.id                                    LEH 
_chem_comp.name                                  "N-[12-(1H-imidazol-1-yl)dodecanoyl]-L-leucine" 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C21 H37 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               LEU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-20 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        379.537 
_chem_comp.one_letter_code                       L 
_chem_comp.three_letter_code                     LEH 
_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        3BEN 
_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 
LEH O3   O3   O 0 1 N N N -1.684 19.156 -27.399 4.690   0.689  1.127  O3   LEH 1  
LEH C7   C7   C 0 1 N N N -2.021 19.495 -26.263 4.817   0.218  0.017  C7   LEH 2  
LEH N1   N1   N 0 1 N N N -3.259 19.902 -25.893 6.048   0.020  -0.495 N1   LEH 3  
LEH C6   C6   C 0 1 N N S -4.487 20.047 -26.689 7.233   0.374  0.290  C6   LEH 4  
LEH C5   C5   C 0 1 N N N -5.025 18.618 -26.898 8.423   -0.468 -0.175 C5   LEH 5  
LEH C4   C4   C 0 1 N N N -4.227 17.663 -27.791 8.139   -1.947 0.098  C4   LEH 6  
LEH C3   C3   C 0 1 N N N -4.200 16.252 -27.220 9.262   -2.799 -0.498 C3   LEH 7  
LEH C2   C2   C 0 1 N N N -4.777 17.660 -29.206 8.067   -2.182 1.608  C2   LEH 8  
LEH C1   C1   C 0 1 N N N -5.523 20.876 -25.920 7.545   1.835  0.097  C1   LEH 9  
LEH O2   O2   O 0 1 N Y N -5.282 21.155 -24.722 8.597   2.385  0.725  O2   LEH 10 
LEH O1   O1   O 0 1 N N N -6.604 21.274 -26.448 6.850   2.512  -0.622 O1   LEH 11 
LEH C8   C8   C 0 1 N N N -0.980 19.466 -25.152 3.598   -0.152 -0.788 C8   LEH 12 
LEH C9   C9   C 0 1 N N N -0.907 20.819 -24.424 2.337   0.166  0.019  C9   LEH 13 
LEH C10  C10  C 0 1 N N N 0.376  21.606 -24.717 1.100   -0.209 -0.798 C10  LEH 14 
LEH C11  C11  C 0 1 N N N 0.146  23.101 -24.983 -0.160  0.108  0.009  C11  LEH 15 
LEH C12  C12  C 0 1 N N N 0.565  23.978 -23.801 -1.398  -0.267 -0.808 C12  LEH 16 
LEH C13  C13  C 0 1 N N N 1.903  24.676 -24.035 -2.658  0.051  -0.000 C13  LEH 17 
LEH C14  C14  C 0 1 N N N 2.197  25.736 -22.968 -3.896  -0.325 -0.818 C14  LEH 18 
LEH C15  C15  C 0 1 N N N 3.232  25.267 -21.941 -5.156  -0.007 -0.010 C15  LEH 19 
LEH C16  C16  C 0 1 N N N 3.058  25.981 -20.600 -6.394  -0.382 -0.827 C16  LEH 20 
LEH C17  C17  C 0 1 N N N 1.970  25.310 -19.754 -7.654  -0.065 -0.020 C17  LEH 21 
LEH C18  C18  C 0 1 N N N 2.130  25.757 -18.304 -8.892  -0.440 -0.837 C18  LEH 22 
LEH N2   N2   N 0 1 Y N N 1.313  24.888 -17.415 -10.098 -0.136 -0.064 N2   LEH 23 
LEH C20  C20  C 0 1 Y N N 0.192  24.423 -17.637 -10.742 -0.979 0.801  C20  LEH 24 
LEH C21  C21  C 0 1 Y N N -0.191 23.820 -16.648 -11.797 -0.301 1.293  C21  LEH 25 
LEH N3   N3   N 0 1 Y N N 0.654  23.906 -15.722 -11.797 0.923  0.743  N3   LEH 26 
LEH C19  C19  C 0 1 Y N N 1.673  24.519 -16.246 -10.779 1.030  -0.067 C19  LEH 27 
LEH HN1  HN1  H 0 1 N N N -3.353 20.142 -24.927 6.149   -0.357 -1.383 HN1  LEH 28 
LEH H6   H6   H 0 1 N N N -4.288 20.557 -27.643 7.041   0.179  1.345  H6   LEH 29 
LEH H5   H5   H 0 1 N N N -5.073 18.152 -25.903 8.577   -0.319 -1.244 H5   LEH 30 
LEH H5A  H5A  H 0 1 N N N -5.980 18.757 -27.426 9.318   -0.163 0.367  H5A  LEH 31 
LEH H4   H4   H 0 1 N N N -3.190 18.029 -27.822 7.190   -2.225 -0.359 H4   LEH 32 
LEH H3   H3   H 0 1 N N N -4.193 15.523 -28.043 9.085   -3.849 -0.261 H3   LEH 33 
LEH H3A  H3A  H 0 1 N N N -3.295 16.122 -26.608 9.281   -2.670 -1.580 H3A  LEH 34 
LEH H3B  H3B  H 0 1 N N N -5.092 16.092 -26.596 10.217  -2.487 -0.077 H3B  LEH 35 
LEH H2   H2   H 0 1 N N N -5.876 17.659 -29.173 7.267   -1.574 2.032  H2   LEH 36 
LEH H2A  H2A  H 0 1 N N N -4.427 18.557 -29.737 7.865   -3.235 1.802  H2A  LEH 37 
LEH H2B  H2B  H 0 1 N N N -4.426 16.761 -29.734 9.016   -1.903 2.065  H2B  LEH 38 
LEH HO2  HO2  H 0 1 N Y N -6.001 21.661 -24.363 8.757   3.326  0.570  HO2  LEH 39 
LEH H8   H8   H 0 1 N N N -1.254 18.685 -24.427 3.588   0.420  -1.716 H8   LEH 40 
LEH H8A  H8A  H 0 1 N N N 0.003  19.256 -25.599 3.623   -1.217 -1.018 H8A  LEH 41 
LEH H9   H9   H 0 1 N N N -1.763 21.428 -24.748 2.347   -0.406 0.947  H9   LEH 42 
LEH H9A  H9A  H 0 1 N N N -0.919 20.608 -23.345 2.312   1.231  0.249  H9A  LEH 43 
LEH H10  H10  H 0 1 N N N 1.037  21.515 -23.843 1.090   0.363  -1.726 H10  LEH 44 
LEH H10A H10A H 0 0 N N N 0.810  21.181 -25.634 1.125   -1.274 -1.028 H10A LEH 45 
LEH H11  H11  H 0 1 N N N 0.739  23.394 -25.862 -0.151  -0.463 0.938  H11  LEH 46 
LEH H11A H11A H 0 0 N N N -0.931 23.251 -25.147 -0.186  1.173  0.239  H11A LEH 47 
LEH H12  H12  H 0 1 N N N -0.207 24.747 -23.647 -1.408  0.305  -1.736 H12  LEH 48 
LEH H12A H12A H 0 0 N N N 0.676  23.326 -22.922 -1.373  -1.332 -1.038 H12A LEH 49 
LEH H13  H13  H 0 1 N N N 2.702  23.920 -24.008 -2.649  -0.521 0.928  H13  LEH 50 
LEH H13A H13A H 0 0 N N N 1.856  25.181 -25.011 -2.684  1.116  0.229  H13A LEH 51 
LEH H14  H14  H 0 1 N N N 2.586  26.635 -23.469 -3.905  0.247  -1.746 H14  LEH 52 
LEH H14A H14A H 0 0 N N N 1.259  25.938 -22.430 -3.870  -1.390 -1.047 H14A LEH 53 
LEH H15  H15  H 0 1 N N N 3.110  24.185 -21.784 -5.146  -0.579 0.918  H15  LEH 54 
LEH H15A H15A H 0 0 N N N 4.234  25.501 -22.329 -5.181  1.058  0.220  H15A LEH 55 
LEH H16  H16  H 0 1 N N N 4.010  25.945 -20.050 -6.403  0.190  -1.755 H16  LEH 56 
LEH H16A H16A H 0 0 N N N 2.759  27.022 -20.794 -6.368  -1.447 -1.057 H16A LEH 57 
LEH H17  H17  H 0 1 N N N 0.977  25.604 -20.125 -7.644  -0.637 0.908  H17  LEH 58 
LEH H17A H17A H 0 0 N N N 2.066  24.216 -19.821 -7.679  1.000  0.210  H17A LEH 59 
LEH H18  H18  H 0 1 N N N 3.189  25.682 -18.014 -8.901  0.132  -1.765 H18  LEH 60 
LEH H18A H18A H 0 0 N N N 1.790  26.799 -18.206 -8.866  -1.505 -1.067 H18A LEH 61 
LEH H20  H20  H 0 1 N N N -0.361 24.532 -18.558 -10.459 -1.993 1.043  H20  LEH 62 
LEH H21  H21  H 0 1 N N N -1.127 23.286 -16.578 -12.517 -0.677 2.005  H21  LEH 63 
LEH H19  H19  H 0 1 N N N 2.635  24.684 -15.784 -10.525 1.906  -0.646 H19  LEH 64 
# 
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 
LEH O3  C7   DOUB N N 1  
LEH C7  N1   SING N N 2  
LEH C7  C8   SING N N 3  
LEH C6  N1   SING N N 4  
LEH N1  HN1  SING N N 5  
LEH C5  C6   SING N N 6  
LEH C6  C1   SING N N 7  
LEH C6  H6   SING N N 8  
LEH C4  C5   SING N N 9  
LEH C5  H5   SING N N 10 
LEH C5  H5A  SING N N 11 
LEH C2  C4   SING N N 12 
LEH C4  C3   SING N N 13 
LEH C4  H4   SING N N 14 
LEH C3  H3   SING N N 15 
LEH C3  H3A  SING N N 16 
LEH C3  H3B  SING N N 17 
LEH C2  H2   SING N N 18 
LEH C2  H2A  SING N N 19 
LEH C2  H2B  SING N N 20 
LEH O1  C1   DOUB N N 21 
LEH C1  O2   SING N N 22 
LEH O2  HO2  SING N N 23 
LEH C8  C9   SING N N 24 
LEH C8  H8   SING N N 25 
LEH C8  H8A  SING N N 26 
LEH C10 C9   SING N N 27 
LEH C9  H9   SING N N 28 
LEH C9  H9A  SING N N 29 
LEH C11 C10  SING N N 30 
LEH C10 H10  SING N N 31 
LEH C10 H10A SING N N 32 
LEH C11 C12  SING N N 33 
LEH C11 H11  SING N N 34 
LEH C11 H11A SING N N 35 
LEH C13 C12  SING N N 36 
LEH C12 H12  SING N N 37 
LEH C12 H12A SING N N 38 
LEH C13 C14  SING N N 39 
LEH C13 H13  SING N N 40 
LEH C13 H13A SING N N 41 
LEH C14 C15  SING N N 42 
LEH C14 H14  SING N N 43 
LEH C14 H14A SING N N 44 
LEH C15 C16  SING N N 45 
LEH C15 H15  SING N N 46 
LEH C15 H15A SING N N 47 
LEH C16 C17  SING N N 48 
LEH C16 H16  SING N N 49 
LEH C16 H16A SING N N 50 
LEH C17 C18  SING N N 51 
LEH C17 H17  SING N N 52 
LEH C17 H17A SING N N 53 
LEH C18 N2   SING N N 54 
LEH C18 H18  SING N N 55 
LEH C18 H18A SING N N 56 
LEH C20 N2   SING Y N 57 
LEH N2  C19  SING Y N 58 
LEH C20 C21  DOUB Y N 59 
LEH C20 H20  SING N N 60 
LEH C21 N3   SING Y N 61 
LEH C21 H21  SING N N 62 
LEH C19 N3   DOUB Y N 63 
LEH C19 H19  SING N N 64 
# 
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 
LEH SMILES           ACDLabs              10.04 "O=C(O)C(NC(=O)CCCCCCCCCCCn1ccnc1)CC(C)C"                                                                                                                                 
LEH InChI            InChI                1.02b "InChI=1/C21H37N3O3/c1-18(2)16-19(21(26)27)23-20(25)12-10-8-6-4-3-5-7-9-11-14-24-15-13-22-17-24/h13,15,17-19H,3-12,14,16H2,1-2H3,(H,23,25)(H,26,27)/t19-/m0/s1/f/h23,26H" 
LEH InChIKey         InChI                1.02b PSJOKLGFODYIHJ-WZYUGXOTDW                                                                                                                                                 
LEH SMILES_CANONICAL CACTVS               3.341 "CC(C)C[C@H](NC(=O)CCCCCCCCCCCn1ccnc1)C(O)=O"                                                                                                                             
LEH SMILES           CACTVS               3.341 "CC(C)C[CH](NC(=O)CCCCCCCCCCCn1ccnc1)C(O)=O"                                                                                                                              
LEH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[C@@H](C(=O)O)NC(=O)CCCCCCCCCCCn1ccnc1"                                                                                                                            
LEH SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(=O)O)NC(=O)CCCCCCCCCCCn1ccnc1"                                                                                                                                 
# 
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 
LEH "SYSTEMATIC NAME" ACDLabs              10.04 "N-[12-(1H-imidazol-1-yl)dodecanoyl]-L-leucine"                    
LEH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(12-imidazol-1-yldodecanoylamino)-4-methyl-pentanoic acid" 
# 
