data_0E3
# 
_chem_comp.id                                    0E3 
_chem_comp.name                                  N-acetyl-L-valyl-O-benzyl-L-threonyl-N-[(1R)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl]-L-leucinamide 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H49 N5 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-14 
_chem_comp.pdbx_modified_date                    2009-03-13 
_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                        615.761 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0E3 
_chem_comp.pdbx_model_coordinates_details        "not provided" 
_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        2Z3E 
_chem_comp.pdbx_subcomponent_list                "ACE VAL THR LEU MBN KCQ" 
_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 
0E3 C    C1  C 0 1 N N N -19.977 7.991  -20.125 5.669  -0.792 -2.836 C    ACE 1  
0E3 O    O1  O 0 1 N N N -18.855 8.495  -20.218 6.353  -1.785 -2.707 O    ACE 2  
0E3 CH3  C2  C 0 1 N N N -21.209 8.853  -19.874 5.639  -0.064 -4.155 CH3  ACE 3  
0E3 N    N1  N 0 1 N N N -20.196 6.686  -20.263 4.931  -0.344 -1.802 N    VAL 4  
0E3 CA   C3  C 0 1 N N S -19.102 5.728  -20.367 4.955  -1.055 -0.522 CA   VAL 5  
0E3 C1   C4  C 0 1 N N N -19.130 4.863  -21.657 3.676  -0.784 0.228  C    VAL 6  
0E3 O1   O2  O 0 1 N N N -20.177 4.750  -22.331 3.007  0.189  -0.047 O    VAL 7  
0E3 CB   C5  C 0 1 N N N -19.036 4.922  -19.069 6.146  -0.571 0.308  CB   VAL 8  
0E3 CG1  C6  C 0 1 N N N -18.388 3.556  -19.270 5.990  0.923  0.600  CG1  VAL 9  
0E3 CG2  C7  C 0 1 N N N -18.301 5.740  -18.025 6.197  -1.345 1.627  CG2  VAL 10 
0E3 N1   N2  N 0 1 N N N -17.921 4.334  -21.996 3.277  -1.623 1.205  N    THR 11 
0E3 CA1  C8  C 0 1 N N S -17.715 3.444  -23.153 1.980  -1.424 1.856  CA   THR 12 
0E3 C2   C9  C 0 1 N N N -17.098 2.099  -22.649 0.896  -1.367 0.810  C    THR 13 
0E3 O2   O4  O 0 1 N N N -15.895 1.981  -22.400 1.179  -1.117 -0.342 O    THR 14 
0E3 CB1  C10 C 0 1 N N R -16.822 4.128  -24.319 2.000  -0.112 2.642  CB   THR 15 
0E3 OG1  O5  O 0 1 N N N -17.288 5.453  -24.677 2.116  0.985  1.734  OG1  THR 16 
0E3 CG21 C11 C 0 0 N N N -16.752 3.236  -25.565 3.192  -0.109 3.601  CG2  THR 17 
0E3 N2   N3  N 0 1 N N N -17.938 1.048  -22.531 -0.386 -1.594 1.156  N    LEU 18 
0E3 CA2  C12 C 0 1 N N S -17.323 -0.211 -22.089 -1.440 -1.539 0.140  CA   LEU 19 
0E3 C3   C13 C 0 1 N N N -16.635 -0.919 -23.283 -2.756 -1.213 0.797  C    LEU 20 
0E3 O3   O7  O 0 1 N N N -17.314 -1.269 -24.273 -2.809 -1.043 1.997  O    LEU 21 
0E3 CB2  C14 C 0 1 N N N -18.288 -1.060 -21.248 -1.543 -2.895 -0.562 CB   LEU 22 
0E3 CG   C15 C 0 1 N N N -18.727 -0.258 -19.992 -0.250 -3.169 -1.334 CG   LEU 23 
0E3 CD1  C16 C 0 1 N N N -20.163 0.379  -20.107 -0.302 -4.576 -1.933 CD1  LEU 24 
0E3 CD2  C17 C 0 1 N N N -18.416 -0.856 -18.547 -0.099 -2.142 -2.457 CD2  LEU 25 
0E3 C4   C18 C 0 1 N N N -16.520 6.493  -24.063 1.496  2.188  2.193  C    MBN 26 
0E3 C11  C19 C 0 1 Y N N -17.054 7.862  -24.491 1.679  3.273  1.163  C1   MBN 27 
0E3 C21  C20 C 0 1 Y N N -17.892 8.607  -23.639 0.739  3.443  0.164  C2   MBN 28 
0E3 C31  C21 C 0 1 Y N N -18.378 9.865  -24.047 0.907  4.438  -0.781 C3   MBN 29 
0E3 C41  C22 C 0 1 Y N N -18.042 10.415 -25.303 2.015  5.263  -0.726 C4   MBN 30 
0E3 C5   C23 C 0 1 Y N N -17.203 9.681  -26.161 2.954  5.093  0.273  C5   MBN 31 
0E3 C6   C24 C 0 1 Y N N -16.718 8.408  -25.757 2.784  4.101  1.221  C6   MBN 32 
0E3 OAD  O9  O 0 1 N N N -11.578 1.389  -23.288 -6.825 0.949  -2.937 OAD  KCQ 33 
0E3 CD21 C25 C 0 0 N N N -12.180 1.397  -24.374 -6.412 1.624  -2.017 CD2  KCQ 34 
0E3 NAH  N4  N 0 1 N N N -11.883 2.047  -25.526 -6.650 2.937  -1.858 NAH  KCQ 35 
0E3 CAE  C26 C 0 1 N N N -12.877 2.049  -26.612 -5.999 3.454  -0.648 CAE  KCQ 36 
0E3 CD11 C27 C 0 0 N N N -13.817 0.977  -26.063 -5.656 2.208  0.199  CD1  KCQ 37 
0E3 CG3  C28 C 0 1 N N S -13.440 0.637  -24.593 -5.558 1.108  -0.880 CG   KCQ 38 
0E3 CB3  C29 C 0 1 N N N -13.160 -0.848 -24.393 -6.115 -0.215 -0.350 CB   KCQ 39 
0E3 CA3  C30 C 0 1 N N S -14.491 -1.549 -24.304 -5.154 -0.792 0.691  CA   KCQ 40 
0E3 N3   N5  N 0 1 N N N -15.285 -0.961 -23.237 -3.874 -1.110 0.052  N    KCQ 41 
0E3 C7   C31 C 0 1 N N N -14.352 -3.033 -24.133 -5.746 -2.047 1.281  C    KCQ 42 
0E3 O4   O10 O 0 1 N N N -13.725 -3.664 -24.983 -5.316 -3.128 0.955  O    KCQ 43 
0E3 CMK  C32 C 0 1 N N N -15.035 -3.690 -22.955 -6.874 -1.953 2.275  CMK  KCQ 44 
0E3 H1   H2  H 0 1 N N N -21.299 9.061  -18.798 6.290  -0.572 -4.866 H1   ACE 45 
0E3 H2   H3  H 0 1 N N N -21.111 9.801  -20.423 4.619  -0.051 -4.540 H2   ACE 46 
0E3 H3   H4  H 0 1 N N N -22.106 8.319  -20.220 5.986  0.960  -4.013 H3   ACE 47 
0E3 H    H5  H 0 1 N N N -21.138 6.353  -20.296 4.383  0.450  -1.905 H    VAL 48 
0E3 HA   H7  H 0 1 N N N -18.159 6.283  -20.484 5.050  -2.126 -0.703 HA   VAL 49 
0E3 HB   H8  H 0 1 N N N -20.061 4.720  -18.724 7.068  -0.738 -0.248 HB   VAL 50 
0E3 HG11 H9  H 0 0 N N N -18.232 3.378  -20.344 5.021  1.103  1.066  HG11 VAL 51 
0E3 HG12 H10 H 0 0 N N N -17.419 3.530  -18.750 6.783  1.246  1.274  HG12 VAL 52 
0E3 HG13 H11 H 0 0 N N N -19.046 2.775  -18.861 6.055  1.484  -0.332 HG13 VAL 53 
0E3 HG21 H12 H 0 0 N N N -18.123 5.122  -17.133 5.270  -1.187 2.178  HG21 VAL 54 
0E3 HG22 H13 H 0 0 N N N -17.338 6.077  -18.435 6.319  -2.408 1.419  HG22 VAL 55 
0E3 HG23 H14 H 0 0 N N N -18.909 6.614  -17.750 7.039  -0.993 2.223  HG23 VAL 56 
0E3 H4   H16 H 0 1 N N N -17.130 4.562  -21.429 3.849  -2.358 1.477  H    THR 57 
0E3 HA1  H18 H 0 1 N N N -18.690 3.244  -23.622 1.785  -2.253 2.537  HA   THR 58 
0E3 HB1  H19 H 0 1 N N N -15.809 4.238  -23.903 1.075  -0.016 3.212  HB   THR 59 
0E3 HG24 H21 H 0 0 N N N -16.735 3.866  -26.467 4.119  -0.112 3.027  HG21 THR 60 
0E3 HG25 H22 H 0 0 N N N -15.838 2.625  -25.528 3.154  0.783  4.226  HG22 THR 61 
0E3 HG26 H23 H 0 0 N N N -17.633 2.578  -25.594 3.153  -0.997 4.232  HG23 THR 62 
0E3 H5   H25 H 0 1 N N N -18.915 1.122  -22.731 -0.612 -1.794 2.078  H    LEU 63 
0E3 HA2  H27 H 0 1 N N N -16.508 -0.004 -21.380 -1.198 -0.768 -0.592 HA   LEU 64 
0E3 HB2  H28 H 0 1 N N N -19.174 -1.312 -21.850 -1.696 -3.678 0.180  HB2  LEU 65 
0E3 HB3  H29 H 0 1 N N N -17.782 -1.985 -20.933 -2.384 -2.882 -1.256 HB3  LEU 66 
0E3 HG   H30 H 0 1 N N N -17.996 0.563  -20.034 0.600  -3.094 -0.656 HG   LEU 67 
0E3 HD11 H31 H 0 0 N N N -20.581 0.527  -19.100 -1.153 -4.651 -2.610 HD11 LEU 68 
0E3 HD12 H32 H 0 0 N N N -20.094 1.349  -20.622 0.618  -4.772 -2.482 HD12 LEU 69 
0E3 HD13 H33 H 0 0 N N N -20.818 -0.294 -20.680 -0.410 -5.308 -1.132 HD13 LEU 70 
0E3 HD21 H34 H 0 0 N N N -18.344 -1.952 -18.611 -0.949 -2.217 -3.135 HD21 LEU 71 
0E3 HD22 H35 H 0 0 N N N -17.464 -0.447 -18.178 -0.061 -1.139 -2.031 HD22 LEU 72 
0E3 HD23 H36 H 0 0 N N N -19.226 -0.581 -17.855 0.822  -2.337 -3.007 HD23 LEU 73 
0E3 H2A  H39 H 0 1 N N N -15.469 6.400  -24.373 0.431  2.011  2.349  H2A  MBN 74 
0E3 H3A  H40 H 0 1 N N N -16.597 6.401  -22.970 1.954  2.498  3.132  H3A  MBN 75 
0E3 H21  H41 H 0 1 N N N -18.163 8.213  -22.671 -0.127 2.799  0.122  H2   MBN 76 
0E3 H31  H42 H 0 1 N N N -19.023 10.422 -23.383 0.173  4.570  -1.562 H3   MBN 77 
0E3 H41  H43 H 0 1 N N N -18.422 11.381 -25.600 2.147  6.040  -1.465 H4   MBN 78 
0E3 H51  H44 H 0 1 N N N -16.928 10.084 -27.125 3.820  5.737  0.316  H5   MBN 79 
0E3 H6   H45 H 0 1 N N N -16.082 7.846  -26.425 3.516  3.971  2.004  H6   MBN 80 
0E3 HN2  H47 H 0 1 N N N -14.816 -0.575 -22.443 -3.832 -1.245 -0.908 HN2  KCQ 81 
0E3 HA3  H48 H 0 1 N N N -15.013 -1.404 -25.261 -4.993 -0.060 1.483  HA   KCQ 82 
0E3 HMK1 H49 H 0 0 N N N -14.304 -3.850 -22.149 -7.827 -1.969 1.746  HMK1 KCQ 83 
0E3 HMK2 H50 H 0 0 N N N -15.845 -3.040 -22.592 -6.824 -2.798 2.962  HMK2 KCQ 84 
0E3 HMK3 H51 H 0 0 N N N -15.453 -4.658 -23.267 -6.786 -1.022 2.837  HMK3 KCQ 85 
0E3 HB11 H52 H 0 0 N N N -12.580 -1.242 -25.240 -7.088 -0.041 0.110  HB1  KCQ 86 
0E3 HB21 H53 H 0 0 N N N -12.574 -1.012 -23.477 -6.223 -0.920 -1.174 HB2  KCQ 87 
0E3 HG1  H54 H 0 1 N N N -14.257 0.891  -23.902 -4.524 0.985  -1.204 HG   KCQ 88 
0E3 HAH  H55 H 0 1 N N N -11.006 2.516  -25.636 -7.183 3.474  -2.464 HAH  KCQ 89 
0E3 HAE1 H56 H 0 0 N N N -13.365 3.025  -26.753 -5.089 3.993  -0.911 HAE1 KCQ 90 
0E3 HAE2 H57 H 0 0 N N N -12.478 1.858  -27.619 -6.680 4.107  -0.103 HAE2 KCQ 91 
0E3 HD14 H58 H 0 0 N N N -14.851 1.350  -26.095 -4.705 2.338  0.716  HD11 KCQ 92 
0E3 HD15 H59 H 0 0 N N N -13.726 0.069  -26.677 -6.455 1.986  0.907  HD12 KCQ 93 
# 
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 
0E3 C    O    DOUB N N 1  
0E3 C    CH3  SING N N 2  
0E3 CH3  H1   SING N N 3  
0E3 CH3  H2   SING N N 4  
0E3 CH3  H3   SING N N 5  
0E3 N    CA   SING N N 6  
0E3 N    H    SING N N 7  
0E3 CA   C1   SING N N 8  
0E3 CA   CB   SING N N 9  
0E3 CA   HA   SING N N 10 
0E3 C1   O1   DOUB N N 11 
0E3 CB   CG1  SING N N 12 
0E3 CB   CG2  SING N N 13 
0E3 CB   HB   SING N N 14 
0E3 CG1  HG11 SING N N 15 
0E3 CG1  HG12 SING N N 16 
0E3 CG1  HG13 SING N N 17 
0E3 CG2  HG21 SING N N 18 
0E3 CG2  HG22 SING N N 19 
0E3 CG2  HG23 SING N N 20 
0E3 N1   CA1  SING N N 21 
0E3 N1   H4   SING N N 22 
0E3 CA1  C2   SING N N 23 
0E3 CA1  CB1  SING N N 24 
0E3 CA1  HA1  SING N N 25 
0E3 C2   O2   DOUB N N 26 
0E3 CB1  OG1  SING N N 27 
0E3 CB1  CG21 SING N N 28 
0E3 CB1  HB1  SING N N 29 
0E3 CG21 HG24 SING N N 30 
0E3 CG21 HG25 SING N N 31 
0E3 CG21 HG26 SING N N 32 
0E3 N2   CA2  SING N N 33 
0E3 N2   H5   SING N N 34 
0E3 CA2  C3   SING N N 35 
0E3 CA2  CB2  SING N N 36 
0E3 CA2  HA2  SING N N 37 
0E3 C3   O3   DOUB N N 38 
0E3 CB2  CG   SING N N 39 
0E3 CB2  HB2  SING N N 40 
0E3 CB2  HB3  SING N N 41 
0E3 CG   CD1  SING N N 42 
0E3 CG   CD2  SING N N 43 
0E3 CG   HG   SING N N 44 
0E3 CD1  HD11 SING N N 45 
0E3 CD1  HD12 SING N N 46 
0E3 CD1  HD13 SING N N 47 
0E3 CD2  HD21 SING N N 48 
0E3 CD2  HD22 SING N N 49 
0E3 CD2  HD23 SING N N 50 
0E3 C4   C11  SING N N 51 
0E3 C4   H2A  SING N N 52 
0E3 C4   H3A  SING N N 53 
0E3 C11  C21  DOUB N N 54 
0E3 C11  C6   SING N N 55 
0E3 C21  C31  SING N N 56 
0E3 C21  H21  SING N N 57 
0E3 C31  C41  DOUB N N 58 
0E3 C31  H31  SING Y N 59 
0E3 C41  C5   SING Y N 60 
0E3 C41  H41  SING Y N 61 
0E3 C5   C6   DOUB N N 62 
0E3 C5   H51  SING Y N 63 
0E3 C6   H6   SING N N 64 
0E3 OAD  CD21 DOUB Y N 65 
0E3 CD21 CG3  SING N N 66 
0E3 CD21 NAH  SING Y N 67 
0E3 NAH  HAH  SING N N 68 
0E3 NAH  CAE  SING N N 69 
0E3 CAE  HAE1 SING N N 70 
0E3 CAE  HAE2 SING N N 71 
0E3 CAE  CD11 SING N N 72 
0E3 CD11 CG3  SING N N 73 
0E3 CD11 HD14 SING N N 74 
0E3 CD11 HD15 SING N N 75 
0E3 CG3  CB3  SING N N 76 
0E3 CG3  HG1  SING N N 77 
0E3 CB3  CA3  SING N N 78 
0E3 CB3  HB11 SING N N 79 
0E3 CB3  HB21 SING N N 80 
0E3 CA3  N3   SING N N 81 
0E3 CA3  HA3  SING N N 82 
0E3 CA3  C7   SING N N 83 
0E3 N3   HN2  SING N N 84 
0E3 C7   O4   DOUB N N 85 
0E3 C7   CMK  SING N N 86 
0E3 CMK  HMK1 SING N N 87 
0E3 CMK  HMK2 SING N N 88 
0E3 CMK  HMK3 SING N N 89 
0E3 C    N    SING N N 90 
0E3 C1   N1   SING N N 91 
0E3 C2   N2   SING N N 92 
0E3 OG1  C4   SING N N 93 
0E3 C3   N3   SING N N 94 
# 
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 
0E3 SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)C)CC1C(=O)NCC1)CC(C)C)C(OCc2ccccc2)C)C(C)C)C 
0E3 InChI            InChI                1.02b 
;InChI=1/C32H49N5O7/c1-18(2)15-26(30(41)35-25(20(5)38)16-24-13-14-33-29(24)40)36-32(43)28(21(6)44-17-23-11-9-8-10-12-23)37-31(42)27(19(3)4)34-22(7)39/h8-12,18-19,21,24-28H,13-17H2,1-7H3,(H,33,40)(H,34,39)(H,35,41)(H,36,43)(H,37,42)/t21-,24+,25+,26+,27+,28+/m1/s1/f/h33-37H
;
0E3 InChIKey         InChI                1.02b SQSVXGFEMRXWON-BTXOPVKWDN 
0E3 SMILES_CANONICAL CACTVS               3.341 CC(C)C[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(C)=O)C(C)C)[C@@H](C)OCc1ccccc1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)C(C)=O 
0E3 SMILES           CACTVS               3.341 CC(C)C[CH](NC(=O)[CH](NC(=O)[CH](NC(C)=O)C(C)C)[CH](C)OCc1ccccc1)C(=O)N[CH](C[CH]2CCNC2=O)C(C)=O 
0E3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(=O)C)NC(=O)[C@H]([C@@H](C)OCc2ccccc2)NC(=O)[C@H](C(C)C)NC(=O)C 
0E3 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(C(=O)NC(CC1CCNC1=O)C(=O)C)NC(=O)C(C(C)OCc2ccccc2)NC(=O)C(C(C)C)NC(=O)C 
# 
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 
0E3 "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-L-valyl-O-benzyl-L-threonyl-N-[(1S)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl]-L-leucinamide                                                             
0E3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-[[(2S,3R)-2-[[(2S)-2-acetamido-3-methyl-butanoyl]amino]-3-phenylmethoxy-butanoyl]amino]-4-methyl-N-[(2S)-3-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]butan-2-yl]pentanamide 
# 
