data_EP2
# 
_chem_comp.id                                    EP2 
_chem_comp.name                                  "methyl N-[(2S)-4-{[(1S)-1-{[(2S)-2-carboxypyrrolidin-1-yl]carbonyl}-3-methylbutyl]amino}-2-hydroxy-4-oxobutanoyl]-L-leucylglycylglycinate" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H41 N5 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         NS-134 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-25 
_chem_comp.pdbx_modified_date                    2009-02-18 
_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                        583.631 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EP2 
_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        1SP4 
_chem_comp.pdbx_subcomponent_list                "MEU GLY LEU EPO LEU PRO" 
_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 
EP2 CB   CB   C 0 1 N N N 12.979 20.259 68.865 11.019 3.829  1.528  CB   MEU 1  
EP2 OXT  OXT  O 0 1 N N N 14.436 20.195 69.118 10.457 2.556  1.112  OXT  MEU 2  
EP2 N    N    N 0 1 N N N 17.208 20.714 67.908 7.010  1.367  0.576  N    MEU 3  
EP2 CA   CA   C 0 1 N N N 16.780 20.976 69.269 8.465  1.192  0.595  CA   MEU 4  
EP2 C    C    C 0 1 N N N 15.294 21.214 69.358 9.120  2.481  1.021  C    MEU 5  
EP2 O    O    O 0 1 N N N 14.865 22.324 69.603 8.441  3.446  1.282  O    MEU 6  
EP2 N1   N1   N 0 1 N N N 18.887 19.915 65.701 4.080  -0.733 -0.212 N    GLY 7  
EP2 CA1  CA1  C 0 1 N N N 18.271 21.229 65.799 4.717  0.519  0.202  CA   GLY 8  
EP2 C1   C1   C 0 1 N N N 17.903 21.615 67.222 6.213  0.340  0.222  C    GLY 9  
EP2 O1   O1   O 0 1 N N N 18.330 22.662 67.729 6.700  -0.729 -0.079 O    GLY 10 
EP2 N2   N2   N 0 1 N N N 22.043 18.307 65.279 0.672  -2.076 -0.438 N    LEU 11 
EP2 CA2  CA2  C 0 1 N N S 20.683 18.320 65.850 2.087  -2.067 -0.818 CA   LEU 12 
EP2 C2   C2   C 0 1 N N N 20.164 19.732 66.017 2.738  -0.809 -0.302 C    LEU 13 
EP2 O2   O2   O 0 1 N N N 20.914 20.649 66.353 2.053  0.135  0.031  O    LEU 14 
EP2 CB1  CB1  C 0 1 N N N 20.648 17.667 67.210 2.205  -2.114 -2.343 CB   LEU 15 
EP2 CG   CG   C 0 1 N N N 20.607 16.154 67.309 3.677  -2.258 -2.736 CG   LEU 16 
EP2 CD1  CD1  C 0 1 N N N 20.696 15.807 68.792 4.192  -3.629 -2.293 CD1  LEU 17 
EP2 CD2  CD2  C 0 1 N N N 19.298 15.594 66.740 3.814  -2.127 -4.254 CD2  LEU 18 
EP2 O11  O11  O 0 1 N N N 21.373 17.647 63.243 0.645  -4.292 -0.321 O1   EPO 19 
EP2 C11  C11  C 0 1 N N N 22.286 17.868 64.050 0.030  -3.248 -0.258 C1   EPO 20 
EP2 C21  C21  C 0 1 N N S 23.737 17.927 63.577 -1.450 -3.260 0.022  C2   EPO 21 
EP2 O21  O21  O 0 1 N N N 24.553 18.968 64.137 -1.920 -4.092 1.085  O2   EPO 22 
EP2 C31  C31  C 0 1 N N S 24.469 16.568 63.673 -1.929 -2.689 1.358  C3   EPO 23 
EP2 C41  C41  C 0 1 N N N 25.840 16.806 63.069 -3.262 -1.987 1.385  C4   EPO 24 
EP2 O41  O41  O 0 1 N N N 25.800 15.743 63.563 -4.179 -2.451 2.028  O3   EPO 25 
EP2 N3   N3   N 0 1 N N N 26.772 17.197 63.930 -3.435 -0.843 0.694  N    LEU 26 
EP2 CA3  CA3  C 0 1 N N S 28.092 17.618 63.512 -4.731 -0.160 0.720  CA   LEU 27 
EP2 C3   C3   C 0 1 N N N 28.988 16.640 62.798 -4.884 0.674  -0.526 C    LEU 28 
EP2 O3   O3   O 0 1 N N N 28.867 15.430 62.948 -3.998 0.696  -1.354 O    LEU 29 
EP2 CB2  CB2  C 0 1 N N N 28.853 18.209 64.703 -4.806 0.744  1.951  CB   LEU 30 
EP2 CG1  CG1  C 0 1 N N N 29.570 17.221 65.625 -4.775 -0.114 3.217  CG   LEU 31 
EP2 CD11 CD11 C 0 0 N N N 30.429 17.962 66.649 -4.725 0.794  4.448  CD1  LEU 32 
EP2 CD21 CD21 C 0 0 N N N 28.568 16.335 66.334 -6.034 -0.982 3.275  CD2  LEU 33 
EP2 N4   N4   N 0 1 N N N 29.912 17.173 62.003 -6.006 1.395  -0.720 N    PRO 34 
EP2 CA4  CA4  C 0 1 N N S 30.876 16.366 61.250 -6.286 2.248  -1.885 CA   PRO 35 
EP2 C4   C4   C 0 1 N N N 32.159 16.195 62.109 -5.263 3.352  -1.969 C    PRO 36 
EP2 O4   O4   O 0 1 N N N 32.954 15.289 61.846 -4.385 3.427  -1.142 O    PRO 37 
EP2 CB3  CB3  C 0 1 N N N 31.114 17.228 60.003 -7.693 2.849  -1.685 CB   PRO 38 
EP2 CG2  CG2  C 0 1 N N N 30.997 18.627 60.507 -8.357 1.857  -0.694 CG   PRO 39 
EP2 CD   CD   C 0 1 N N N 29.853 18.572 61.506 -7.158 1.455  0.197  CD   PRO 40 
EP2 OXT1 OXT1 O 0 0 N N N 32.338 16.954 63.068 -5.328 4.253  -2.962 OXT  PRO 41 
EP2 HB1  HB1  H 0 1 N N N 12.440 20.275 69.824 10.729 4.604  0.818  HB1  MEU 42 
EP2 HB2  HB2  H 0 1 N N N 12.745 21.172 68.298 10.644 4.085  2.519  HB2  MEU 43 
EP2 HB3  HB3  H 0 1 N N N 12.669 19.377 68.285 12.106 3.753  1.559  HB3  MEU 44 
EP2 H    H    H 0 1 N N N 16.976 19.841 67.479 6.621  2.222  0.817  H    MEU 45 
EP2 HA1  HA1  H 0 1 N N N 17.034 20.105 69.891 8.726  0.402  1.299  HA1  MEU 46 
EP2 HA2  HA2  H 0 1 N N N 17.292 21.884 69.619 8.812  0.921  -0.401 HA2  MEU 47 
EP2 H1   H1   H 0 1 N N N 18.340 19.137 65.391 4.625  -1.508 -0.421 H    GLY 48 
EP2 HA21 HA21 H 0 0 N N N 18.984 21.973 65.414 4.455  1.310  -0.501 HA2  GLY 49 
EP2 HA3  HA3  H 0 1 N N N 17.339 21.199 65.216 4.370  0.791  1.199  HA3  GLY 50 
EP2 H2   H2   H 0 1 N N N 22.805 18.639 65.835 0.198  -1.239 -0.315 H    LEU 51 
EP2 HA   HA   H 0 1 N N N 20.052 17.763 65.142 2.585  -2.936 -0.388 HA   LEU 52 
EP2 HB21 HB21 H 0 0 N N N 21.564 17.985 67.729 1.642  -2.966 -2.725 HB2  LEU 53 
EP2 HB31 HB31 H 0 0 N N N 19.685 17.987 67.633 1.804  -1.194 -2.767 HB3  LEU 54 
EP2 HG   HG   H 0 1 N N N 21.435 15.718 66.732 4.261  -1.476 -2.250 HG   LEU 55 
EP2 HD11 HD11 H 0 0 N N N 20.717 14.714 68.913 5.257  -3.704 -2.510 HD11 LEU 56 
EP2 HD12 HD12 H 0 0 N N N 21.614 16.241 69.215 4.029  -3.749 -1.222 HD12 LEU 57 
EP2 HD13 HD13 H 0 0 N N N 19.821 16.217 69.317 3.655  -4.410 -2.832 HD13 LEU 58 
EP2 HD21 HD21 H 0 0 N N N 18.571 15.460 67.555 3.447  -1.151 -4.570 HD21 LEU 59 
EP2 HD22 HD22 H 0 0 N N N 18.891 16.296 65.998 4.863  -2.230 -4.534 HD22 LEU 60 
EP2 HD23 HD23 H 0 0 N N N 19.493 14.624 66.259 3.230  -2.909 -4.740 HD23 LEU 61 
EP2 H21  H21  H 0 1 N N N 23.610 18.195 62.518 -2.097 -3.132 -0.847 H2   EPO 62 
EP2 H31  H31  H 0 1 N N N 24.224 15.505 63.816 -1.175 -2.301 2.043  HO2  EPO 63 
EP2 H3   H3   H 0 1 N N N 26.553 17.201 64.906 -2.701 -0.471 0.179  H    LEU 64 
EP2 HA4  HA4  H 0 1 N N N 27.854 18.352 62.728 -5.530 -0.900 0.763  HA   LEU 65 
EP2 HB22 HB22 H 0 0 N N N 29.620 18.883 64.294 -3.955 1.426  1.954  HB2  LEU 66 
EP2 HB32 HB32 H 0 0 N N N 28.087 18.689 65.330 -5.732 1.319  1.924  HB3  LEU 67 
EP2 HG1  HG1  H 0 1 N N N 30.226 16.591 65.006 -3.893 -0.754 3.201  HG   LEU 68 
EP2 HD14 HD14 H 0 0 N N N 31.430 18.140 66.229 -5.607 1.433  4.464  HD11 LEU 69 
EP2 HD15 HD15 H 0 0 N N N 29.958 18.925 66.894 -4.703 0.182  5.350  HD12 LEU 70 
EP2 HD16 HD16 H 0 0 N N N 30.518 17.354 67.561 -3.828 1.412  4.407  HD13 LEU 71 
EP2 HD24 HD24 H 0 0 N N N 28.924 16.120 67.352 -6.070 -1.629 2.398  HD21 LEU 72 
EP2 HD25 HD25 H 0 0 N N N 27.597 16.849 66.386 -6.012 -1.594 4.177  HD22 LEU 73 
EP2 HD26 HD26 H 0 0 N N N 28.455 15.392 65.779 -6.916 -0.343 3.291  HD23 LEU 74 
EP2 HA5  HA5  H 0 1 N N N 30.548 15.348 60.992 -6.261 1.651  -2.796 HA   PRO 75 
EP2 HB23 HB23 H 0 0 N N N 32.107 17.040 59.569 -7.628 3.846  -1.248 HB2  PRO 76 
EP2 HB33 HB33 H 0 0 N N N 30.399 17.009 59.196 -8.238 2.876  -2.628 HB3  PRO 77 
EP2 HG2  HG2  H 0 1 N N N 31.930 18.957 60.988 -9.133 2.351  -0.109 HG2  PRO 78 
EP2 HG3  HG3  H 0 1 N N N 30.811 19.349 59.698 -8.758 0.990  -1.219 HG3  PRO 79 
EP2 HD2  HD2  H 0 1 N N N 28.886 18.794 61.030 -7.333 0.479  0.651  HD2  PRO 80 
EP2 HD3  HD3  H 0 1 N N N 29.945 19.319 62.308 -6.992 2.208  0.967  HD3  PRO 81 
EP2 HXT  HXT  H 0 1 N N N 33.141 16.715 63.516 -4.651 4.943  -2.974 HXT  PRO 82 
# 
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 
EP2 CB   OXT  SING N N 1  
EP2 CB   HB1  SING N N 2  
EP2 CB   HB2  SING N N 3  
EP2 CB   HB3  SING N N 4  
EP2 OXT  C    SING N N 5  
EP2 N    CA   SING N N 6  
EP2 N    H    SING N N 7  
EP2 N    C1   SING N N 8  
EP2 CA   C    SING N N 9  
EP2 CA   HA1  SING N N 10 
EP2 CA   HA2  SING N N 11 
EP2 C    O    DOUB N N 12 
EP2 N1   CA1  SING N N 13 
EP2 N1   H1   SING N N 14 
EP2 N1   C2   SING N N 15 
EP2 CA1  C1   SING N N 16 
EP2 CA1  HA21 SING N N 17 
EP2 CA1  HA3  SING N N 18 
EP2 C1   O1   DOUB N N 19 
EP2 N2   CA2  SING N N 20 
EP2 N2   H2   SING N N 21 
EP2 N2   C11  SING N N 22 
EP2 CA2  C2   SING N N 23 
EP2 CA2  CB1  SING N N 24 
EP2 CA2  HA   SING N N 25 
EP2 C2   O2   DOUB N N 26 
EP2 CB1  CG   SING N N 27 
EP2 CB1  HB21 SING N N 28 
EP2 CB1  HB31 SING N N 29 
EP2 CG   CD1  SING N N 30 
EP2 CG   CD2  SING N N 31 
EP2 CG   HG   SING N N 32 
EP2 CD1  HD11 SING N N 33 
EP2 CD1  HD12 SING N N 34 
EP2 CD1  HD13 SING N N 35 
EP2 CD2  HD21 SING N N 36 
EP2 CD2  HD22 SING N N 37 
EP2 CD2  HD23 SING N N 38 
EP2 N3   CA3  SING N N 39 
EP2 N3   H3   SING N N 40 
EP2 N3   C41  SING N N 41 
EP2 CA3  C3   SING N N 42 
EP2 CA3  CB2  SING N N 43 
EP2 CA3  HA4  SING N N 44 
EP2 C3   O3   DOUB N N 45 
EP2 C3   N4   SING N N 46 
EP2 CB2  CG1  SING N N 47 
EP2 CB2  HB22 SING N N 48 
EP2 CB2  HB32 SING N N 49 
EP2 CG1  CD11 SING N N 50 
EP2 CG1  CD21 SING N N 51 
EP2 CG1  HG1  SING N N 52 
EP2 CD11 HD14 SING N N 53 
EP2 CD11 HD15 SING N N 54 
EP2 CD11 HD16 SING N N 55 
EP2 CD21 HD24 SING N N 56 
EP2 CD21 HD25 SING N N 57 
EP2 CD21 HD26 SING N N 58 
EP2 N4   CA4  SING N N 59 
EP2 N4   CD   SING N N 60 
EP2 CA4  C4   SING N N 61 
EP2 CA4  CB3  SING N N 62 
EP2 CA4  HA5  SING N N 63 
EP2 C4   O4   DOUB N N 64 
EP2 C4   OXT1 SING N N 65 
EP2 CB3  CG2  SING N N 66 
EP2 CB3  HB23 SING N N 67 
EP2 CB3  HB33 SING N N 68 
EP2 CG2  CD   SING N N 69 
EP2 CG2  HG2  SING N N 70 
EP2 CG2  HG3  SING N N 71 
EP2 CD   HD2  SING N N 72 
EP2 CD   HD3  SING N N 73 
EP2 OXT1 HXT  SING N N 74 
EP2 O11  C11  DOUB N N 75 
EP2 C11  C21  SING N N 76 
EP2 C21  O21  SING N N 77 
EP2 C21  C31  SING N N 78 
EP2 C21  H21  SING N N 79 
EP2 O21  C31  SING N N 80 
EP2 C31  C41  SING N N 81 
EP2 C31  H31  SING N N 82 
EP2 C41  O41  DOUB N N 83 
# 
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 
EP2 SMILES           ACDLabs              10.04 O=C(NC(C(=O)N1C(C(=O)O)CCC1)CC(C)C)C2OC2C(=O)NC(C(=O)NCC(=O)NCC(=O)OC)CC(C)C 
EP2 InChI            InChI                1.02b 
InChI=1/C26H41N5O10/c1-13(2)9-15(22(34)28-11-18(32)27-12-19(33)40-5)29-23(35)20-21(41-20)24(36)30-16(10-14(3)4)25(37)31-8-6-7-17(31)26(38)39/h13-17,20-21H,6-12H2,1-5H3,(H,27,32)(H,28,34)(H,29,35)(H,30,36)(H,38,39)/t15-,16-,17-,20-,21-/m0/s1/f/h27-30,38H 
EP2 InChIKey         InChI                1.02b LLLKOFOBLVPXQZ-FQUQXLKMDR 
EP2 SMILES_CANONICAL CACTVS               3.341 COC(=O)CNC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N2CCC[C@H]2C(O)=O 
EP2 SMILES           CACTVS               3.341 COC(=O)CNC(=O)CNC(=O)[CH](CC(C)C)NC(=O)[CH]1O[CH]1C(=O)N[CH](CC(C)C)C(=O)N2CCC[CH]2C(O)=O 
EP2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@@H](C(=O)NCC(=O)NCC(=O)OC)NC(=O)[C@@H]1[C@H](O1)C(=O)N[C@@H](CC(C)C)C(=O)N2CCC[C@H]2C(=O)O 
EP2 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(C(=O)NCC(=O)NCC(=O)OC)NC(=O)C1C(O1)C(=O)NC(CC(C)C)C(=O)N2CCCC2C(=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 
EP2 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl N-{[(2S,3S)-3-{[(1S)-1-{[(2S)-2-carboxypyrrolidin-1-yl]carbonyl}-3-methylbutyl]carbamoyl}oxiran-2-yl]carbonyl}-L-leucylglycylglycinate"                                                              
EP2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[(2S)-2-[[(2S,3S)-3-[[(2S)-1-[[2-[(2-methoxy-2-oxo-ethyl)amino]-2-oxo-ethyl]amino]-4-methyl-1-oxo-pentan-2-yl]carbamoyl]oxiran-2-yl]carbonylamino]-4-methyl-pentanoyl]pyrrolidine-2-carboxylic acid" 
# 
