data_EAL
# 
_chem_comp.id                                    EAL 
_chem_comp.name                                  1-((2S)-2-{[(1S)-1-CARBOXY-3-PHENYLPROPYL]AMINO}PROPANOYL)-L-PROLINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H24 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ENALAPRILAT INHIBITOR" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-03-11 
_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                        348.394 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EAL 
_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        1UZE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
EAL O1   O1   O 0 1 N N N 40.192 34.094 44.927 -1.096 -0.664 -1.386 O1   EAL 1  
EAL O2   O2   O 0 1 N N N 43.285 36.522 48.186 3.298  -1.678 1.078  O2   EAL 2  
EAL O3   O3   O 0 1 N N N 41.988 37.694 46.909 3.988  0.326  1.702  O3   EAL 3  
EAL O4   O4   O 0 1 N N N 38.804 33.684 41.705 -2.580 -1.228 -5.206 O4   EAL 4  
EAL O5   O5   O 0 1 N N N 40.674 32.586 42.127 -0.893 -1.806 -3.901 O5   EAL 5  
EAL N1   N1   N 0 1 N N N 41.771 34.472 47.118 0.891  -0.565 0.325  N1   EAL 6  
EAL N2   N2   N 0 1 N N N 41.757 34.874 43.435 -0.230 0.587  -3.000 N2   EAL 7  
EAL C1   C1   C 0 1 N N N 41.415 34.391 44.676 -0.164 -0.000 -1.789 C1   EAL 8  
EAL C2   C2   C 0 1 N N S 42.492 34.196 45.813 1.066  0.166  -0.936 C2   EAL 9  
EAL C3   C3   C 0 1 N N N 42.207 36.664 47.530 3.069  -0.392 1.388  C3   EAL 10 
EAL C4   C4   C 0 1 N N S 41.198 35.509 47.485 1.666  0.155  1.343  C4   EAL 11 
EAL C5   C5   C 0 1 N N S 40.684 35.023 42.363 -1.363 0.502  -3.933 C5   EAL 12 
EAL C6   C6   C 0 1 N N N 41.509 35.588 41.179 -1.002 1.352  -5.170 C6   EAL 13 
EAL C7   C7   C 0 1 N N N 42.821 35.728 41.557 0.079  2.322  -4.624 C7   EAL 14 
EAL C8   C8   C 0 1 N N N 43.094 35.308 42.933 0.823  1.417  -3.610 C8   EAL 15 
EAL C9   C9   C 0 1 N N N 40.041 33.603 42.040 -1.594 -0.928 -4.345 C9   EAL 16 
EAL C10  C10  C 0 1 N N N 43.074 32.775 45.712 2.282  -0.385 -1.682 C10  EAL 17 
EAL C14  C14  C 0 1 N N N 40.506 35.772 48.779 1.004  -0.025 2.710  C14  EAL 18 
EAL C15  C15  C 0 1 N N N 39.303 36.665 49.029 -0.420 0.530  2.665  C15  EAL 19 
EAL C16  C16  C 0 1 Y N N 38.747 36.791 50.411 -1.072 0.352  4.012  C16  EAL 20 
EAL C17  C17  C 0 1 Y N N 38.524 35.600 51.257 -0.963 1.344  4.969  C17  EAL 21 
EAL C18  C18  C 0 1 Y N N 37.971 35.745 52.595 -1.561 1.181  6.205  C18  EAL 22 
EAL C19  C19  C 0 1 Y N N 37.630 37.081 53.111 -2.268 0.026  6.483  C19  EAL 23 
EAL C20  C20  C 0 1 Y N N 37.850 38.274 52.274 -2.378 -0.964 5.525  C20  EAL 24 
EAL C21  C21  C 0 1 Y N N 38.407 38.130 50.926 -1.784 -0.799 4.288  C21  EAL 25 
EAL H2   H2   H 0 1 N N N 43.455 35.721 48.668 4.198  -2.029 1.107  H2   EAL 26 
EAL H4   H4   H 0 1 N N N 38.303 34.488 41.636 -2.728 -2.146 -5.470 H4   EAL 27 
EAL H1   H1   H 0 1 N N N 42.447 34.260 47.852 -0.080 -0.474 0.581  H1   EAL 28 
EAL HA   HA   H 0 1 N N N 43.311 34.941 45.678 1.219  1.224  -0.723 HA   EAL 29 
EAL HB   HB   H 0 1 N N N 40.467 35.763 46.682 1.697  1.215  1.092  HB   EAL 30 
EAL H5   H5   H 0 1 N N N 39.901 35.749 42.683 -2.259 0.901  -3.458 H5   EAL 31 
EAL H61  1H6  H 0 1 N N N 41.081 36.539 40.785 -1.871 1.906  -5.527 H61  EAL 32 
EAL H62  2H6  H 0 1 N N N 41.401 34.969 40.258 -0.593 0.723  -5.960 H62  EAL 33 
EAL H71  1H7  H 0 1 N N N 43.166 36.776 41.392 -0.377 3.176  -4.124 H71  EAL 34 
EAL H72  2H7  H 0 1 N N N 43.492 35.194 40.845 0.748  2.649  -5.420 H72  EAL 35 
EAL H8C1 1H8C H 0 0 N N N 43.896 34.540 43.031 1.315  2.025  -2.850 H8C1 EAL 36 
EAL H8C2 2H8C H 0 0 N N N 43.595 36.081 43.561 1.551  0.789  -4.124 H8C2 EAL 37 
EAL H101 1H10 H 0 0 N N N 43.835 32.637 46.515 2.129  -1.443 -1.894 H101 EAL 38 
EAL H102 2H10 H 0 0 N N N 43.482 32.554 44.698 2.412  0.158  -2.617 H102 EAL 39 
EAL H103 3H10 H 0 0 N N N 42.283 31.989 45.736 3.173  -0.264 -1.065 H103 EAL 40 
EAL H141 1H14 H 0 0 N N N 41.298 36.127 49.479 0.972  -1.085 2.961  H141 EAL 41 
EAL H142 2H14 H 0 0 N N N 40.229 34.771 49.183 1.579  0.510  3.466  H142 EAL 42 
EAL H151 1H15 H 0 0 N N N 38.481 36.352 48.344 -0.388 1.591  2.414  H151 EAL 43 
EAL H152 2H15 H 0 0 N N N 39.534 37.686 48.646 -0.995 -0.004 1.909  H152 EAL 44 
EAL H17  H17  H 0 1 N N N 38.778 34.598 50.873 -0.410 2.246  4.752  H17  EAL 45 
EAL H18  H18  H 0 1 N N N 37.807 34.853 53.223 -1.475 1.955  6.953  H18  EAL 46 
EAL H19  H19  H 0 1 N N N 37.209 37.189 54.125 -2.735 -0.101 7.448  H19  EAL 47 
EAL H20  H20  H 0 1 N N N 37.596 39.275 52.662 -2.930 -1.866 5.743  H20  EAL 48 
EAL H21  H21  H 0 1 N N N 38.571 39.022 50.298 -1.869 -1.573 3.540  H21  EAL 49 
# 
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 
EAL O1  C1   DOUB N N 1  
EAL O2  C3   SING N N 2  
EAL O2  H2   SING N N 3  
EAL O3  C3   DOUB N N 4  
EAL O4  C9   SING N N 5  
EAL O4  H4   SING N N 6  
EAL O5  C9   DOUB N N 7  
EAL N1  C2   SING N N 8  
EAL N1  C4   SING N N 9  
EAL N1  H1   SING N N 10 
EAL N2  C1   SING N N 11 
EAL N2  C5   SING N N 12 
EAL N2  C8   SING N N 13 
EAL C1  C2   SING N N 14 
EAL C2  C10  SING N N 15 
EAL C2  HA   SING N N 16 
EAL C3  C4   SING N N 17 
EAL C4  C14  SING N N 18 
EAL C4  HB   SING N N 19 
EAL C5  C6   SING N N 20 
EAL C5  C9   SING N N 21 
EAL C5  H5   SING N N 22 
EAL C6  C7   SING N N 23 
EAL C6  H61  SING N N 24 
EAL C6  H62  SING N N 25 
EAL C7  C8   SING N N 26 
EAL C7  H71  SING N N 27 
EAL C7  H72  SING N N 28 
EAL C8  H8C1 SING N N 29 
EAL C8  H8C2 SING N N 30 
EAL C10 H101 SING N N 31 
EAL C10 H102 SING N N 32 
EAL C10 H103 SING N N 33 
EAL C14 C15  SING N N 34 
EAL C14 H141 SING N N 35 
EAL C14 H142 SING N N 36 
EAL C15 C16  SING N N 37 
EAL C15 H151 SING N N 38 
EAL C15 H152 SING N N 39 
EAL C16 C17  DOUB Y N 40 
EAL C16 C21  SING Y N 41 
EAL C17 C18  SING Y N 42 
EAL C17 H17  SING N N 43 
EAL C18 C19  DOUB Y N 44 
EAL C18 H18  SING N N 45 
EAL C19 C20  SING Y N 46 
EAL C19 H19  SING N N 47 
EAL C20 C21  DOUB Y N 48 
EAL C20 H20  SING N N 49 
EAL C21 H21  SING N N 50 
# 
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 
EAL SMILES           ACDLabs              10.04 O=C(O)C2N(C(=O)C(NC(C(=O)O)CCc1ccccc1)C)CCC2                                                                                                                                   
EAL InChI            InChI                1.02b InChI=1/C18H24N2O5/c1-12(16(21)20-11-5-8-15(20)18(24)25)19-14(17(22)23)10-9-13-6-3-2-4-7-13/h2-4,6-7,12,14-15,19H,5,8-11H2,1H3,(H,22,23)(H,24,25)/t12-,14-,15-/m0/s1/f/h22,24H 
EAL InChIKey         InChI                1.02b LZFZMUMEGBBDTC-QPZJATQCDO                                                                                                                                                      
EAL SMILES_CANONICAL CACTVS               3.341 C[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N2CCC[C@H]2C(O)=O                                                                                                                        
EAL SMILES           CACTVS               3.341 C[CH](N[CH](CCc1ccccc1)C(O)=O)C(=O)N2CCC[CH]2C(O)=O                                                                                                                            
EAL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@@H](CCc2ccccc2)C(=O)O                                                                                                                       
EAL SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)N1CCCC1C(=O)O)NC(CCc2ccccc2)C(=O)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 
EAL "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-L-proline                                                      
EAL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[(2S)-2-[[(2S)-1-hydroxy-1-oxo-4-phenyl-butan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acid" 
# 
