data_G83
# 
_chem_comp.id                                    G83 
_chem_comp.name                                  "ETHYL (5S,8S,11R)-8-BENZYL-5-(2-TERT-BUTOXY-2-OXOETHYL)-3,6,9-TRIOXO-11-{[(3S)-2-OXOPYRROLIDIN-3-YL]METHYL}-1-PHENYL-2-OXA-4,7,10-TRIAZATETRADECAN-14-OATE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H48 N4 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-07-24 
_chem_comp.pdbx_modified_date                    2014-09-05 
_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                        680.788 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G83 
_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        3ZVD 
_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 
G83 O19  O19  O 0 1 N N N 2.908  16.762 12.883 3.982  -0.890 1.433  O19  G83 1  
G83 C17  C17  C 0 1 N N N 2.495  17.360 13.854 4.298  -0.405 0.364  C17  G83 2  
G83 O15  O15  O 0 1 N N N 2.908  18.754 13.991 5.422  -0.814 -0.254 O15  G83 3  
G83 C13  C13  C 0 1 N N N 3.889  19.331 13.110 6.207  -1.837 0.414  C13  G83 4  
G83 C4   C4   C 0 1 Y N N 5.273  18.927 13.580 7.419  -2.165 -0.421 C4   G83 5  
G83 C6   C6   C 0 1 Y N N 6.041  19.814 14.344 8.596  -1.466 -0.234 C6   G83 6  
G83 C8   C8   C 0 1 Y N N 7.322  19.465 14.803 9.708  -1.767 -0.999 C8   G83 7  
G83 C10  C10  C 0 1 Y N N 7.840  18.196 14.487 9.641  -2.767 -1.951 C10  G83 8  
G83 C1   C1   C 0 1 Y N N 7.075  17.298 13.731 8.463  -3.467 -2.137 C1   G83 9  
G83 C2   C2   C 0 1 Y N N 5.795  17.667 13.282 7.354  -3.169 -1.369 C2   G83 10 
G83 N21  N21  N 0 1 N N N 1.705  16.766 14.746 3.521  0.537  -0.205 N21  G83 11 
G83 C23  C23  C 0 1 N N S 1.215  15.394 14.609 2.240  0.899  0.408  C23  G83 12 
G83 C25  C25  C 0 1 N N N 1.548  14.624 15.888 1.950  2.378  0.148  C25  G83 13 
G83 C14  C14  C 0 1 N N N 3.042  14.608 16.140 2.972  3.224  0.863  C14  G83 14 
G83 O1   O1   O 0 1 N N N 3.843  14.278 15.279 3.779  2.704  1.597  O1   G83 15 
G83 O2   O2   O 0 1 N N N 3.491  15.043 17.455 2.985  4.554  0.685  O2   G83 16 
G83 C29  C29  C 0 1 N N N 4.813  14.943 17.996 3.997  5.306  1.406  C29  G83 17 
G83 C12  C12  C 0 1 N N N 5.308  13.492 17.872 5.387  4.821  0.987  C12  G83 18 
G83 C43  C43  C 0 1 N N N 4.708  15.328 19.473 3.856  6.794  1.080  C43  G83 19 
G83 C45  C45  C 0 1 N N N 5.749  15.908 17.274 3.815  5.094  2.910  C45  G83 20 
G83 C31  C31  C 0 1 N N N -0.286 15.432 14.437 1.142  0.058  -0.190 C31  G83 21 
G83 O35  O35  O 0 1 N N N -0.890 16.378 14.916 1.403  -0.762 -1.044 O35  G83 22 
G83 N33  N33  N 0 1 N N N -0.908 14.461 13.766 -0.131 0.218  0.225  N33  G83 23 
G83 C37  C37  C 0 1 N N S -2.354 14.468 13.596 -1.199 -0.599 -0.357 C37  G83 24 
G83 C41  C41  C 0 1 N N N -2.671 13.388 12.547 -1.280 -1.935 0.384  C41  G83 25 
G83 C51  C51  C 0 1 Y N N -4.180 13.202 12.432 -0.011 -2.715 0.154  C51  G83 26 
G83 C53  C53  C 0 1 Y N N -4.745 11.912 12.583 1.058  -2.565 1.017  C53  G83 27 
G83 C7   C7   C 0 1 Y N N -6.140 11.747 12.481 2.222  -3.280 0.806  C7   G83 28 
G83 C9   C9   C 0 1 Y N N -6.966 12.868 12.229 2.316  -4.146 -0.268 C9   G83 29 
G83 C11  C11  C 0 1 Y N N -6.427 14.165 12.074 1.246  -4.296 -1.130 C11  G83 30 
G83 C55  C55  C 0 1 Y N N -5.036 14.316 12.166 0.081  -3.584 -0.917 C55  G83 31 
G83 C39  C39  C 0 1 N N N -2.991 14.214 14.944 -2.513 0.128  -0.229 C39  G83 32 
G83 O47  O47  O 0 1 N N N -2.577 13.281 15.628 -2.553 1.220  0.296  O47  G83 33 
G83 N49  N49  N 0 1 N N N -3.971 15.045 15.379 -3.643 -0.437 -0.698 N49  G83 34 
G83 C57  C57  C 0 1 N N R -4.602 14.842 16.696 -4.902 0.313  -0.674 C57  G83 35 
G83 C59  C59  C 0 1 N N N -4.353 16.097 17.557 -5.028 1.139  -1.955 C59  G83 36 
G83 C61  C61  C 0 1 N N S -2.871 16.446 17.782 -6.262 2.039  -1.862 C61  G83 37 
G83 C73  C73  C 0 1 N N N -1.966 15.288 18.275 -6.506 2.764  -3.207 C73  G83 38 
G83 C71  C71  C 0 1 N N N -1.046 15.860 19.372 -7.012 4.144  -2.733 C71  G83 39 
G83 N69  N69  N 0 1 N N N -1.780 17.098 19.678 -6.451 4.327  -1.389 N69  G83 40 
G83 C65  C65  C 0 1 N N N -2.674 17.477 18.863 -6.027 3.160  -0.874 C65  G83 41 
G83 O66  O66  O 0 1 N N N -3.319 18.638 18.947 -5.529 3.025  0.224  O66  G83 42 
G83 C63  C63  C 0 1 N N N -6.083 14.524 16.462 -6.076 -0.663 -0.578 C63  G83 43 
G83 C82  C82  C 0 1 N N N -6.302 13.133 15.857 -6.018 -1.400 0.762  C82  G83 44 
G83 C84  C84  C 0 1 N N N -5.813 12.009 16.768 -7.174 -2.362 0.856  C84  G83 45 
G83 O88  O88  O 0 1 N N N -5.904 12.114 18.001 -7.964 -2.449 -0.054 O88  G83 46 
G83 O86  O86  O 0 1 N N N -5.189 10.818 16.179 -7.327 -3.122 1.952  O86  G83 47 
G83 C3   C3   C 0 1 N N N -5.932 9.629  15.814 -8.463 -4.026 1.974  C3   G83 48 
G83 C5   C5   C 0 1 N N N -5.315 8.881  14.622 -8.472 -4.803 3.292  C5   G83 49 
G83 H21  H21  H 0 1 N N N 1.431  17.287 15.555 3.809  0.976  -1.021 H21  G83 50 
G83 H131 H131 H 0 0 N N N 3.726  18.965 12.086 6.527  -1.470 1.389  H131 G83 51 
G83 H132 H132 H 0 0 N N N 3.800  20.427 13.126 5.601  -2.734 0.543  H132 G83 52 
G83 H6   H6   H 0 1 N N N 5.640  20.787 14.586 8.648  -0.684 0.509  H6   G83 53 
G83 H2   H2   H 0 1 N N N 5.210  16.969 12.701 6.435  -3.718 -1.511 H2   G83 54 
G83 H8   H8   H 0 1 N N N 7.901  20.162 15.391 10.627 -1.220 -0.854 H8   G83 55 
G83 H10  H10  H 0 1 N N N 8.826  17.914 14.827 10.509 -3.002 -2.549 H10  G83 56 
G83 H1   H1   H 0 1 N N N 7.469  16.321 13.493 8.411  -4.248 -2.881 H1   G83 57 
G83 H23  H23  H 0 1 N N N 1.681  14.899 13.744 2.289  0.721  1.483  H23  G83 58 
G83 H251 H251 H 0 0 N N N 1.045  15.106 16.739 2.000  2.576  -0.923 H251 G83 59 
G83 H252 H252 H 0 0 N N N 1.189  13.589 15.788 0.954  2.623  0.516  H252 G83 60 
G83 H121 H121 H 0 0 N N N 6.324  13.414 18.287 5.516  4.972  -0.084 H121 G83 61 
G83 H122 H122 H 0 0 N N N 4.632  12.825 18.428 6.147  5.385  1.528  H122 G83 62 
G83 H123 H123 H 0 0 N N N 5.322  13.199 16.812 5.487  3.761  1.220  H123 G83 63 
G83 H431 H431 H 0 0 N N N 5.702  15.268 19.940 2.866  7.139  1.378  H431 G83 64 
G83 H432 H432 H 0 0 N N N 4.325  16.356 19.558 4.616  7.358  1.621  H432 G83 65 
G83 H433 H433 H 0 0 N N N 4.021  14.638 19.984 3.986  6.945  0.008  H433 G83 66 
G83 H451 H451 H 0 0 N N N 6.761  15.823 17.697 3.915  4.034  3.143  H451 G83 67 
G83 H452 H452 H 0 0 N N N 5.777  15.659 16.203 4.575  5.658  3.451  H452 G83 68 
G83 H453 H453 H 0 0 N N N 5.383  16.938 17.402 2.825  5.439  3.209  H453 G83 69 
G83 H33  H33  H 0 1 N N N -0.371 13.715 13.373 -0.339 0.874  0.908  H33  G83 70 
G83 H37  H37  H 0 1 N N N -2.685 15.445 13.215 -0.985 -0.780 -1.410 H37  G83 71 
G83 H411 H411 H 0 0 N N N -2.266 13.697 11.572 -1.405 -1.751 1.451  H411 G83 72 
G83 H412 H412 H 0 0 N N N -2.209 12.437 12.851 -2.130 -2.506 0.011  H412 G83 73 
G83 H53  H53  H 0 1 N N N -4.110 11.060 12.775 0.985  -1.889 1.856  H53  G83 74 
G83 H55  H55  H 0 1 N N N -4.601 15.296 12.033 -0.756 -3.704 -1.588 H55  G83 75 
G83 H7   H7   H 0 1 N N N -6.579 10.767 12.595 3.058  -3.163 1.480  H7   G83 76 
G83 H9   H9   H 0 1 N N N -8.034 12.729 12.153 3.226  -4.704 -0.433 H9   G83 77 
G83 H11  H11  H 0 1 N N N -7.068 15.015 11.890 1.320  -4.972 -1.969 H11  G83 78 
G83 H49  H49  H 0 1 N N N -4.269 15.804 14.800 -3.624 -1.340 -1.052 H49  G83 79 
G83 H57  H57  H 0 1 N N N -4.134 13.980 17.194 -4.911 0.979  0.190  H57  G83 80 
G83 H591 H591 H 0 0 N N N -4.834 16.953 17.060 -4.138 1.755  -2.080 H591 G83 81 
G83 H592 H592 H 0 0 N N N -4.819 15.935 18.540 -5.130 0.470  -2.810 H592 G83 82 
G83 H631 H631 H 0 0 N N N -6.610 14.575 17.426 -7.013 -0.112 -0.649 H631 G83 83 
G83 H632 H632 H 0 0 N N N -6.500 15.276 15.776 -6.016 -1.384 -1.393 H632 G83 84 
G83 H61  H61  H 0 1 N N N -2.456 16.833 16.840 -7.138 1.456  -1.579 H61  G83 85 
G83 H731 H731 H 0 0 N N N -2.584 14.477 18.687 -5.578 2.861  -3.771 H731 G83 86 
G83 H732 H732 H 0 0 N N N -1.362 14.901 17.441 -7.267 2.250  -3.794 H732 G83 87 
G83 H711 H711 H 0 0 N N N -0.983 15.193 20.245 -6.653 4.927  -3.401 H711 G83 88 
G83 H712 H712 H 0 0 N N N -0.034 16.065 18.994 -8.101 4.153  -2.691 H712 G83 89 
G83 H69  H69  H 0 1 N N N -1.580 17.625 20.504 -6.393 5.180  -0.931 H69  G83 90 
G83 H821 H821 H 0 0 N N N -7.378 12.994 15.674 -5.080 -1.952 0.833  H821 G83 91 
G83 H822 H822 H 0 0 N N N -5.757 13.075 14.903 -6.078 -0.679 1.577  H822 G83 92 
G83 H31C H31C H 0 0 N N N -5.956 8.951  16.680 -9.386 -3.452 1.884  H31C G83 93 
G83 H32C H32C H 0 0 N N N -6.958 9.924  15.550 -8.388 -4.725 1.140  H32C G83 94 
G83 H51C H51C H 0 0 N N N -5.921 7.992  14.393 -9.325 -5.481 3.308  H51C G83 95 
G83 H52C H52C H 0 0 N N N -5.292 9.544  13.745 -7.549 -5.377 3.381  H52C G83 96 
G83 H53C H53C H 0 0 N N N -4.290 8.571  14.874 -8.547 -4.104 4.125  H53C G83 97 
# 
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 
G83 O19 C17  DOUB N N 1  
G83 C17 O15  SING N N 2  
G83 C17 N21  SING N N 3  
G83 O15 C13  SING N N 4  
G83 C13 C4   SING N N 5  
G83 C4  C6   SING Y N 6  
G83 C4  C2   DOUB Y N 7  
G83 C6  C8   DOUB Y N 8  
G83 C8  C10  SING Y N 9  
G83 C10 C1   DOUB Y N 10 
G83 C1  C2   SING Y N 11 
G83 N21 C23  SING N N 12 
G83 C23 C25  SING N N 13 
G83 C23 C31  SING N N 14 
G83 C25 C14  SING N N 15 
G83 C14 O1   DOUB N N 16 
G83 C14 O2   SING N N 17 
G83 O2  C29  SING N N 18 
G83 C29 C12  SING N N 19 
G83 C29 C43  SING N N 20 
G83 C29 C45  SING N N 21 
G83 C31 O35  DOUB N N 22 
G83 C31 N33  SING N N 23 
G83 N33 C37  SING N N 24 
G83 C37 C41  SING N N 25 
G83 C37 C39  SING N N 26 
G83 C41 C51  SING N N 27 
G83 C51 C53  SING Y N 28 
G83 C51 C55  DOUB Y N 29 
G83 C53 C7   DOUB Y N 30 
G83 C7  C9   SING Y N 31 
G83 C9  C11  DOUB Y N 32 
G83 C11 C55  SING Y N 33 
G83 C39 O47  DOUB N N 34 
G83 C39 N49  SING N N 35 
G83 N49 C57  SING N N 36 
G83 C57 C59  SING N N 37 
G83 C57 C63  SING N N 38 
G83 C59 C61  SING N N 39 
G83 C61 C73  SING N N 40 
G83 C61 C65  SING N N 41 
G83 C73 C71  SING N N 42 
G83 C71 N69  SING N N 43 
G83 N69 C65  SING N N 44 
G83 C65 O66  DOUB N N 45 
G83 C63 C82  SING N N 46 
G83 C82 C84  SING N N 47 
G83 C84 O88  DOUB N N 48 
G83 C84 O86  SING N N 49 
G83 O86 C3   SING N N 50 
G83 C3  C5   SING N N 51 
G83 N21 H21  SING N N 52 
G83 C13 H131 SING N N 53 
G83 C13 H132 SING N N 54 
G83 C6  H6   SING N N 55 
G83 C2  H2   SING N N 56 
G83 C8  H8   SING N N 57 
G83 C10 H10  SING N N 58 
G83 C1  H1   SING N N 59 
G83 C23 H23  SING N N 60 
G83 C25 H251 SING N N 61 
G83 C25 H252 SING N N 62 
G83 C12 H121 SING N N 63 
G83 C12 H122 SING N N 64 
G83 C12 H123 SING N N 65 
G83 C43 H431 SING N N 66 
G83 C43 H432 SING N N 67 
G83 C43 H433 SING N N 68 
G83 C45 H451 SING N N 69 
G83 C45 H452 SING N N 70 
G83 C45 H453 SING N N 71 
G83 N33 H33  SING N N 72 
G83 C37 H37  SING N N 73 
G83 C41 H411 SING N N 74 
G83 C41 H412 SING N N 75 
G83 C53 H53  SING N N 76 
G83 C55 H55  SING N N 77 
G83 C7  H7   SING N N 78 
G83 C9  H9   SING N N 79 
G83 C11 H11  SING N N 80 
G83 N49 H49  SING N N 81 
G83 C57 H57  SING N N 82 
G83 C59 H591 SING N N 83 
G83 C59 H592 SING N N 84 
G83 C63 H631 SING N N 85 
G83 C63 H632 SING N N 86 
G83 C61 H61  SING N N 87 
G83 C73 H731 SING N N 88 
G83 C73 H732 SING N N 89 
G83 C71 H711 SING N N 90 
G83 C71 H712 SING N N 91 
G83 N69 H69  SING N N 92 
G83 C82 H821 SING N N 93 
G83 C82 H822 SING N N 94 
G83 C3  H31C SING N N 95 
G83 C3  H32C SING N N 96 
G83 C5  H51C SING N N 97 
G83 C5  H52C SING N N 98 
G83 C5  H53C SING N N 99 
# 
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 
G83 SMILES           ACDLabs              12.01 "O=C(OC(C)(C)C)CC(NC(=O)OCc1ccccc1)C(=O)NC(C(=O)NC(CC2C(=O)NCC2)CCC(=O)OCC)Cc3ccccc3" 
G83 InChI            InChI                1.03  
;InChI=1S/C36H48N4O9/c1-5-47-30(41)17-16-27(21-26-18-19-37-32(26)43)38-33(44)28(20-24-12-8-6-9-13-24)39-34(45)29(22-31(42)49-36(2,3)4)40-35(46)48-23-25-14-10-7-11-15-25/h6-15,26-29H,5,16-23H2,1-4H3,(H,37,43)(H,38,44)(H,39,45)(H,40,46)/t26-,27+,28-,29-/m0/s1
;
G83 InChIKey         InChI                1.03  DAQSBCFYXOITIO-CRNKYVSFSA-N 
G83 SMILES_CANONICAL CACTVS               3.385 "CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)OC(C)(C)C)NC(=O)OCc3ccccc3" 
G83 SMILES           CACTVS               3.385 "CCOC(=O)CC[CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(=O)[CH](CC(=O)OC(C)(C)C)NC(=O)OCc3ccccc3" 
G83 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)OC(C)(C)C)NC(=O)OCc3ccccc3" 
G83 SMILES           "OpenEye OEToolkits" 1.9.2 "CCOC(=O)CCC(CC1CCNC1=O)NC(=O)C(Cc2ccccc2)NC(=O)C(CC(=O)OC(C)(C)C)NC(=O)OCc3ccccc3" 
# 
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 
G83 "SYSTEMATIC NAME" ACDLabs              12.01 "ethyl (5S,8S,11R)-8-benzyl-5-(2-tert-butoxy-2-oxoethyl)-3,6,9-trioxo-11-{[(3S)-2-oxopyrrolidin-3-yl]methyl}-1-phenyl-2-oxa-4,7,10-triazatetradecan-14-oate (non-preferred name)"                     
G83 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl (4R)-4-[[(2S)-2-[[(2S)-4-[(2-methylpropan-2-yl)oxy]-4-oxidanylidene-2-(phenylmethoxycarbonylamino)butanoyl]amino]-3-phenyl-propanoyl]amino]-5-[(3S)-2-oxidanylidenepyrrolidin-3-yl]pentanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
G83 "Create component"  2011-07-24 EBI  
G83 "Modify descriptor" 2014-09-05 RCSB 
# 
