data_EP0
# 
_chem_comp.id                                    EP0 
_chem_comp.name                                  N-[(3R)-4-ethoxy-3-hydroxy-4-oxobutanoyl]-L-isoleucyl-L-proline 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H28 N2 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "epoxy succinyl inhibitor" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-25 
_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                        372.413 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EP0 
_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        1CSB 
_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 
EP0 N    N    N 0 1 N N N 21.843 -6.245  36.742 -0.345 0.096  0.034  N    EP0 1  
EP0 CA   CA   C 0 1 N N S 22.219 -5.062  37.540 0.902  -0.354 -0.588 CA   EP0 2  
EP0 C    C    C 0 1 N N N 22.430 -3.662  36.912 2.058  -0.061 0.334  C    EP0 3  
EP0 O    O    O 0 1 N N N 22.987 -3.534  35.818 1.897  0.656  1.299  O    EP0 4  
EP0 CB   CB   C 0 1 N N S 23.484 -5.359  38.427 1.107  0.385  -1.912 CB   EP0 5  
EP0 CG1  CG1  C 0 1 N N N 24.731 -5.529  37.540 0.965  1.891  -1.683 CG1  EP0 6  
EP0 CG2  CG2  C 0 1 N N N 23.255 -6.607  39.307 0.056  -0.078 -2.923 CG2  EP0 7  
EP0 CD1  CD1  C 0 1 N N N 26.024 -5.614  38.325 2.168  2.401  -0.886 CD1  EP0 8  
EP0 N2   N2   N 0 1 N N N 21.928 -2.604  37.590 3.270  -0.596 0.087  N2   EP0 9  
EP0 CA1  CA1  C 0 1 N N S 22.032 -1.191  37.186 4.441  -0.509 0.971  CA1  EP0 10 
EP0 C7   C7   C 0 1 N N N 23.345 -0.591  37.759 4.840  0.933  1.153  C7   EP0 11 
EP0 O3   O3   O 0 1 N N N 24.012 -1.268  38.577 4.317  1.793  0.485  O3   EP0 12 
EP0 CB1  CB1  C 0 1 N N N 20.818 -0.542  37.869 5.587  -1.288 0.291  CB1  EP0 13 
EP0 CG3  CG3  C 0 1 N N N 19.886 -1.700  38.169 4.834  -2.247 -0.668 CG3  EP0 14 
EP0 CD3  CD3  C 0 1 N N N 20.868 -2.756  38.607 3.638  -1.371 -1.112 CD3  EP0 15 
EP0 OXT  OXT  O 0 1 N N N 23.690 0.567   37.437 5.775  1.262  2.059  OXT  EP0 16 
EP0 O1   O1   O 0 1 N N N 18.962 -10.479 35.507 -5.841 -1.086 1.421  O1   EP0 17 
EP0 C1   C1   C 0 1 N N N 20.167 -10.151 35.530 -5.221 -0.520 0.552  C1   EP0 18 
EP0 C2   C2   C 0 1 N N R 20.670 -8.860  36.209 -3.904 -1.081 0.080  C2   EP0 19 
EP0 O2   O2   O 0 1 N N N 19.932 -8.631  37.428 -3.664 -2.336 0.720  O2   EP0 20 
EP0 C3   C3   C 0 1 N N N 20.493 -7.633  35.228 -2.779 -0.106 0.430  C3   EP0 21 
EP0 C4   C4   C 0 1 N N N 20.787 -6.294  35.927 -1.481 -0.607 -0.149 C4   EP0 22 
EP0 O4   O4   O 0 1 N N N 20.071 -5.328  35.705 -1.458 -1.642 -0.780 O4   EP0 23 
EP0 C5   C5   C 0 1 N N N 21.249 -12.315 34.951 -6.977 1.090  0.512  C5   EP0 24 
EP0 C6   C6   C 0 1 N N N 21.404 -12.836 33.523 -7.362 2.376  -0.222 C6   EP0 25 
EP0 O5   O5   O 0 1 N N N 21.204 -10.871 34.944 -5.703 0.608  0.008  O5   EP0 26 
EP0 HN   HN   H 0 1 N N N 22.415 -7.062  36.817 -0.354 0.896  0.581  HN   EP0 27 
EP0 HA   HA   H 0 1 N N N 21.264 -4.941  38.073 0.850  -1.426 -0.775 HA   EP0 28 
EP0 HB   HB   H 0 1 N N N 23.651 -4.502  39.096 2.103  0.169  -2.299 HB   EP0 29 
EP0 HG1  HG1  H 0 1 N N N 24.618 -6.460  36.965 0.924  2.403  -2.645 HG1  EP0 30 
EP0 HG1A HG1A H 0 0 N N N 24.798 -4.639  36.898 0.049  2.089  -1.126 HG1A EP0 31 
EP0 HG2  HG2  H 0 1 N N N 23.201 -7.501  38.669 -0.931 0.251  -2.597 HG2  EP0 32 
EP0 HG2A HG2A H 0 0 N N N 24.089 -6.713  40.016 0.277  0.350  -3.900 HG2A EP0 33 
EP0 HG2B HG2B H 0 0 N N N 22.312 -6.495  39.863 0.071  -1.166 -2.991 HG2B EP0 34 
EP0 HD1  HD1  H 0 1 N N N 26.875 -5.635  37.629 2.224  3.486  -0.968 HD1  EP0 35 
EP0 HD1A HD1A H 0 0 N N N 26.111 -4.738  38.984 2.054  2.122  0.162  HD1A EP0 36 
EP0 HD1B HD1B H 0 0 N N N 26.025 -6.531  38.932 3.081  1.958  -1.283 HD1B EP0 37 
EP0 HA1  HA1  H 0 1 N N N 22.047 -1.040  36.096 4.210  -0.955 1.938  HA1  EP0 38 
EP0 HB1  HB1  H 0 1 N N N 21.113 -0.021  38.792 6.234  -0.612 -0.268 HB1  EP0 39 
EP0 HB1A HB1A H 0 0 N N N 20.343 0.221   37.235 6.160  -1.851 1.028  HB1A EP0 40 
EP0 HG3  HG3  H 0 1 N N N 19.155 -1.457  38.954 5.459  -2.518 -1.519 HG3  EP0 41 
EP0 HG3A HG3A H 0 0 N N N 19.253 -1.999  37.320 4.488  -3.136 -0.140 HG3A EP0 42 
EP0 HD3  HD3  H 0 1 N N N 20.427 -3.764  38.603 2.805  -1.998 -1.429 HD3  EP0 43 
EP0 HD3A HD3A H 0 0 N N N 21.221 -2.638  39.642 3.940  -0.702 -1.918 HD3A EP0 44 
EP0 H2   H2   H 0 1 N N N 21.737 -8.970  36.452 -3.937 -1.225 -1.000 H2   EP0 45 
EP0 HO2  HO2  H 0 1 N N N 20.536 -8.581  38.160 -3.622 -2.283 1.684  HO2  EP0 46 
EP0 H3   H3   H 0 1 N N N 21.191 -7.752  34.386 -3.007 0.876  0.016  H3   EP0 47 
EP0 H3A  H3A  H 0 1 N N N 19.448 -7.618  34.883 -2.688 -0.030 1.514  H3A  EP0 48 
EP0 H5   H5   H 0 1 N N N 20.316 -12.707 35.383 -6.892 1.293  1.580  H5   EP0 49 
EP0 H5A  H5A  H 0 1 N N N 22.106 -12.648 35.554 -7.744 0.334  0.346  H5A  EP0 50 
EP0 H6   H6   H 0 1 N N N 21.441 -11.987 32.824 -6.595 3.133  -0.056 H6   EP0 51 
EP0 H6A  H6A  H 0 1 N N N 22.335 -13.417 33.444 -7.447 2.174  -1.289 H6A  EP0 52 
EP0 H6B  H6B  H 0 1 N N N 20.547 -13.479 33.273 -8.318 2.739  0.156  H6B  EP0 53 
EP0 HXT  HXT  H 0 1 N N N 24.487 0.801   37.899 5.997  2.199  2.140  HXT  EP0 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 
EP0 N   CA   SING N N 1  
EP0 N   C4   SING N N 2  
EP0 CA  C    SING N N 3  
EP0 CA  CB   SING N N 4  
EP0 C   O    DOUB N N 5  
EP0 C   N2   SING N N 6  
EP0 CB  CG1  SING N N 7  
EP0 CB  CG2  SING N N 8  
EP0 CG1 CD1  SING N N 9  
EP0 N2  CA1  SING N N 10 
EP0 N2  CD3  SING N N 11 
EP0 CA1 C7   SING N N 12 
EP0 CA1 CB1  SING N N 13 
EP0 C7  O3   DOUB N N 14 
EP0 C7  OXT  SING N N 15 
EP0 CB1 CG3  SING N N 16 
EP0 CG3 CD3  SING N N 17 
EP0 O1  C1   DOUB N N 18 
EP0 C1  C2   SING N N 19 
EP0 C1  O5   SING N N 20 
EP0 C2  O2   SING N N 21 
EP0 C2  C3   SING N N 22 
EP0 C3  C4   SING N N 23 
EP0 C4  O4   DOUB N N 24 
EP0 C5  C6   SING N N 25 
EP0 C5  O5   SING N N 26 
EP0 N   HN   SING N N 27 
EP0 CA  HA   SING N N 28 
EP0 CB  HB   SING N N 29 
EP0 CG1 HG1  SING N N 30 
EP0 CG1 HG1A SING N N 31 
EP0 CG2 HG2  SING N N 32 
EP0 CG2 HG2A SING N N 33 
EP0 CG2 HG2B SING N N 34 
EP0 CD1 HD1  SING N N 35 
EP0 CD1 HD1A SING N N 36 
EP0 CD1 HD1B SING N N 37 
EP0 CA1 HA1  SING N N 38 
EP0 CB1 HB1  SING N N 39 
EP0 CB1 HB1A SING N N 40 
EP0 CG3 HG3  SING N N 41 
EP0 CG3 HG3A SING N N 42 
EP0 CD3 HD3  SING N N 43 
EP0 CD3 HD3A SING N N 44 
EP0 C2  H2   SING N N 45 
EP0 O2  HO2  SING N N 46 
EP0 C3  H3   SING N N 47 
EP0 C3  H3A  SING N N 48 
EP0 C5  H5   SING N N 49 
EP0 C5  H5A  SING N N 50 
EP0 C6  H6   SING N N 51 
EP0 C6  H6A  SING N N 52 
EP0 C6  H6B  SING N N 53 
EP0 OXT HXT  SING N N 54 
# 
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 
EP0 SMILES           ACDLabs              10.04 O=C(O)C1N(C(=O)C(NC(=O)CC(O)C(=O)OCC)C(C)CC)CCC1                                                                                                                          
EP0 InChI            InChI                1.02b InChI=1/C17H28N2O7/c1-4-10(3)14(15(22)19-8-6-7-11(19)16(23)24)18-13(21)9-12(20)17(25)26-5-2/h10-12,14,20H,4-9H2,1-3H3,(H,18,21)(H,23,24)/t10-,11-,12+,14-/m0/s1/f/h18,23H 
EP0 InChIKey         InChI                1.02b XMBVSOIOHZNPHI-FZPHIQEKDO                                                                                                                                                 
EP0 SMILES_CANONICAL CACTVS               3.341 CCOC(=O)[C@H](O)CC(=O)N[C@@H]([C@@H](C)CC)C(=O)N1CCC[C@H]1C(O)=O                                                                                                          
EP0 SMILES           CACTVS               3.341 CCOC(=O)[CH](O)CC(=O)N[CH]([CH](C)CC)C(=O)N1CCC[CH]1C(O)=O                                                                                                                
EP0 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)NC(=O)C[C@H](C(=O)OCC)O                                                                                                           
EP0 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(C(=O)N1CCCC1C(=O)O)NC(=O)CC(C(=O)OCC)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 
EP0 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(3R)-4-ethoxy-3-hydroxy-4-oxobutanoyl]-L-isoleucyl-L-proline                                                      
EP0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[(2S,3S)-2-[[(3R)-4-ethoxy-3-hydroxy-4-oxo-butanoyl]amino]-3-methyl-pentanoyl]pyrrolidine-2-carboxylic acid" 
# 
