data_E8E
# 
_chem_comp.id                                    E8E 
_chem_comp.name                                  "(2~{S})-4-methyl-~{N}-[(2~{S},3~{R})-3-oxidanyl-4-oxidanylidene-1-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]-4-[(phenylmethyl)amino]butan-2-yl]-2-[[(~{E})-3-phenylprop-2-enoyl]amino]pentanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H38 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-03-01 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        534.647 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E8E 
_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        6FV1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
E8E C10 C1  C 0 1 Y N N N N N 49.730 5.197  51.953 -9.354  0.115  -1.236 C10 E8E 1  
E8E C20 C2  C 0 1 N N S N N N 51.513 12.182 48.454 -1.160  0.428  1.331  C20 E8E 2  
E8E O01 O1  O 0 1 N N N N N N 50.698 9.835  47.231 -3.781  0.590  1.948  O01 E8E 3  
E8E C02 C3  C 0 1 N N N N N N 50.875 9.874  48.505 -3.532  0.372  0.777  C02 E8E 4  
E8E C03 C4  C 0 1 N N N N N N 50.749 8.706  49.497 -4.624  0.217  -0.186 C03 E8E 5  
E8E C05 C5  C 0 1 N N N N N N 50.277 7.381  49.019 -5.904  0.316  0.224  C05 E8E 6  
E8E C07 C6  C 0 1 Y N N N N N 50.126 6.279  49.852 -7.002  0.160  -0.744 C07 E8E 7  
E8E C08 C7  C 0 1 Y N N N N N 49.913 6.389  51.234 -8.331  0.262  -0.322 C08 E8E 8  
E8E C12 C8  C 0 1 Y N N N N N 49.740 3.936  51.329 -9.067  -0.138 -2.566 C12 E8E 9  
E8E C14 C9  C 0 1 Y N N N N N 49.932 3.829  49.958 -7.754  -0.241 -2.991 C14 E8E 10 
E8E C16 C10 C 0 1 Y N N N N N 50.117 5.001  49.236 -6.720  -0.091 -2.091 C16 E8E 11 
E8E C74 C11 C 0 1 Y N N N N N 56.539 15.895 51.177 4.956   -3.861 -1.105 C74 E8E 12 
E8E C82 C12 C 0 1 Y N N N N N 57.128 15.210 52.269 5.072   -4.487 -2.332 C82 E8E 13 
E8E C80 C13 C 0 1 Y N N N N N 58.138 15.853 52.966 3.943   -4.745 -3.086 C80 E8E 14 
E8E C78 C14 C 0 1 Y N N N N N 58.599 17.128 52.579 2.697   -4.377 -2.612 C78 E8E 15 
E8E C76 C15 C 0 1 Y N N N N N 58.021 17.773 51.477 2.581   -3.751 -1.385 C76 E8E 16 
E8E C73 C16 C 0 1 Y N N N N N 56.990 17.157 50.742 3.710   -3.498 -0.629 C73 E8E 17 
E8E C70 C17 C 0 1 N N N N N N 56.396 17.866 49.671 3.584   -2.816 0.709  C70 E8E 18 
E8E N68 N1  N 0 1 N N N N N N 55.411 17.011 48.961 3.666   -1.365 0.526  N68 E8E 19 
E8E C66 C18 C 0 1 N N N N N N 55.640 16.279 47.835 3.576   -0.545 1.593  C66 E8E 20 
E8E O67 O2  O 0 1 N N N N N N 56.706 16.238 47.227 3.428   -1.009 2.704  O67 E8E 21 
E8E C57 C19 C 0 1 N N R N N N 54.448 15.464 47.434 3.661   0.948  1.405  C57 E8E 22 
E8E O58 O3  O 0 1 N N N N N N 53.333 15.807 48.362 3.658   1.589  2.682  O58 E8E 23 
E8E C40 C20 C 0 1 N N S N N N 54.703 13.974 47.624 2.458   1.428  0.590  C40 E8E 24 
E8E C42 C21 C 0 1 N N N N N N 55.645 13.341 46.550 2.544   2.944  0.400  C42 E8E 25 
E8E C45 C22 C 0 1 N N S N N N 55.985 11.869 46.829 3.760   3.281  -0.466 C45 E8E 26 
E8E C54 C23 C 0 1 N N N N N N 56.823 11.718 48.125 3.963   4.812  -0.541 C54 E8E 27 
E8E C51 C24 C 0 1 N N N N N N 57.782 10.588 47.800 4.447   4.995  -1.996 C51 E8E 28 
E8E N49 N2  N 0 1 N N N N N N 57.830 10.568 46.289 3.907   3.848  -2.735 N49 E8E 29 
E8E C47 C25 C 0 1 N N N N N N 56.847 11.314 45.772 3.519   2.868  -1.901 C47 E8E 30 
E8E O48 O4  O 0 1 N N N N N N 56.595 11.356 44.561 3.044   1.807  -2.248 O48 E8E 31 
E8E N38 N3  N 0 1 N N N N N N 53.352 13.366 47.530 1.222   1.095  1.302  N38 E8E 32 
E8E C36 C26 C 0 1 N N N N N N 52.873 12.667 48.611 0.083   0.884  0.612  C36 E8E 33 
E8E O37 O5  O 0 1 N N N N N N 53.480 12.501 49.663 0.060   1.062  -0.588 O37 E8E 34 
E8E C22 C27 C 0 1 N N N N N N 50.587 13.247 49.059 -0.890  -0.913 2.016  C22 E8E 35 
E8E C25 C28 C 0 1 N N N N N N 49.097 12.904 48.828 -2.110  -1.315 2.848  C25 E8E 36 
E8E C34 C29 C 0 1 N N N N N N 48.662 13.187 47.405 -1.890  -2.712 3.432  C34 E8E 37 
E8E C26 C30 C 0 1 N N N N N N 48.245 13.799 49.791 -2.305  -0.311 3.986  C26 E8E 38 
E8E N18 N4  N 0 1 N N N N N N 51.349 10.927 49.171 -2.252  0.273  0.367  N18 E8E 39 
E8E H1  H1  H 0 1 N N N N N N 49.576 5.250  53.021 -10.381 0.193  -0.912 H1  E8E 40 
E8E H2  H2  H 0 1 N N N N N N 51.271 12.051 47.389 -1.439  1.169  2.080  H2  E8E 41 
E8E H3  H3  H 0 1 N N N N N N 51.003 8.848  50.537 -4.404  0.023  -1.225 H3  E8E 42 
E8E H4  H4  H 0 1 N N N N N N 50.039 7.269  47.972 -6.125  0.510  1.264  H4  E8E 43 
E8E H5  H5  H 0 1 N N N N N N 49.891 7.351  51.725 -8.556  0.455  0.716  H5  E8E 44 
E8E H6  H6  H 0 1 N N N N N N 49.597 3.044  51.921 -9.873  -0.257 -3.276 H6  E8E 45 
E8E H7  H7  H 0 1 N N N N N N 49.937 2.866  49.469 -7.538  -0.439 -4.031 H7  E8E 46 
E8E H8  H8  H 0 1 N N N N N N 50.259 4.937  48.167 -5.696  -0.171 -2.424 H8  E8E 47 
E8E H9  H9  H 0 1 N N N N N N 55.713 15.432 50.658 5.839   -3.660 -0.516 H9  E8E 48 
E8E H10 H10 H 0 1 N N N N N N 56.800 14.220 52.549 6.045   -4.774 -2.701 H10 E8E 49 
E8E H11 H11 H 0 1 N N N N N N 58.581 15.368 53.823 4.033   -5.234 -4.044 H11 E8E 50 
E8E H12 H12 H 0 1 N N N N N N 59.395 17.606 53.130 1.814   -4.578 -3.201 H12 E8E 51 
E8E H13 H13 H 0 1 N N N N N N 58.370 18.753 51.188 1.608   -3.463 -1.016 H13 E8E 52 
E8E H14 H14 H 0 1 N N N N N N 57.180 18.177 48.965 2.624   -3.072 1.158  H14 E8E 53 
E8E H15 H15 H 0 1 N N N N N N 55.884 18.756 50.066 4.391   -3.146 1.363  H15 E8E 54 
E8E H16 H16 H 0 1 N N N N N N 54.490 16.968 49.347 3.784   -0.993 -0.362 H16 E8E 55 
E8E H17 H17 H 0 1 N N N N N N 54.167 15.674 46.391 4.581   1.196  0.876  H17 E8E 56 
E8E H18 H18 H 0 1 N N N N N N 53.130 16.732 48.285 2.867   1.412  3.210  H18 E8E 57 
E8E H19 H19 H 0 1 N N N N N N 55.128 13.798 48.623 2.461   0.939  -0.384 H19 E8E 58 
E8E H20 H20 H 0 1 N N N N N N 56.582 13.917 46.525 1.639   3.300  -0.091 H20 E8E 59 
E8E H21 H21 H 0 1 N N N N N N 55.149 13.405 45.570 2.645   3.427  1.372  H21 E8E 60 
E8E H22 H22 H 0 1 N N N N N N 55.058 11.284 46.920 4.653   2.796  -0.072 H22 E8E 61 
E8E H23 H23 H 0 1 N N N N N N 57.370 12.645 48.349 3.023   5.339  -0.373 H23 E8E 62 
E8E H24 H24 H 0 1 N N N N N N 56.182 11.455 48.979 4.723   5.140  0.168  H24 E8E 63 
E8E H25 H25 H 0 1 N N N N N N 57.405 9.631  48.191 4.059   5.926  -2.409 H25 E8E 64 
E8E H26 H26 H 0 1 N N N N N N 58.779 10.789 48.220 5.537   4.991  -2.034 H26 E8E 65 
E8E H27 H27 H 0 1 N N N N N N 58.505 10.065 45.749 3.840   3.802  -3.702 H27 E8E 66 
E8E H28 H28 H 0 1 N N N N N N 52.804 13.463 46.699 1.223   1.025  2.269  H28 E8E 67 
E8E H29 H29 H 0 1 N N N N N N 50.775 13.310 50.141 -0.698  -1.675 1.261  H29 E8E 68 
E8E H30 H30 H 0 1 N N N N N N 50.806 14.218 48.591 -0.021  -0.820 2.667  H30 E8E 69 
E8E H31 H31 H 0 1 N N N N N N 48.923 11.845 49.069 -2.996  -1.322 2.213  H31 E8E 70 
E8E H32 H32 H 0 1 N N N N N N 47.599 12.929 47.288 -1.004  -2.705 4.067  H32 E8E 71 
E8E H33 H33 H 0 1 N N N N N N 48.807 14.255 47.183 -2.759  -2.999 4.025  H33 E8E 72 
E8E H34 H34 H 0 1 N N N N N N 49.265 12.583 46.711 -1.751  -3.427 2.622  H34 E8E 73 
E8E H35 H35 H 0 1 N N N N N N 48.546 13.608 50.832 -2.461  0.684  3.569  H35 E8E 74 
E8E H36 H36 H 0 1 N N N N N N 48.412 14.859 49.550 -3.174  -0.598 4.578  H36 E8E 75 
E8E H37 H37 H 0 1 N N N N N N 47.179 13.558 49.668 -1.419  -0.304 4.620  H37 E8E 76 
E8E H38 H38 H 0 1 N N N N N N 51.586 10.856 50.140 -2.054  0.099  -0.567 H38 E8E 77 
# 
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 
E8E O48 C47 DOUB N N 1  
E8E C47 N49 SING N N 2  
E8E C47 C45 SING N N 3  
E8E N49 C51 SING N N 4  
E8E C42 C45 SING N N 5  
E8E C42 C40 SING N N 6  
E8E C45 C54 SING N N 7  
E8E O67 C66 DOUB N N 8  
E8E O01 C02 DOUB N N 9  
E8E C34 C25 SING N N 10 
E8E C57 C40 SING N N 11 
E8E C57 C66 SING N N 12 
E8E C57 O58 SING N N 13 
E8E N38 C40 SING N N 14 
E8E N38 C36 SING N N 15 
E8E C51 C54 SING N N 16 
E8E C66 N68 SING N N 17 
E8E C20 C36 SING N N 18 
E8E C20 C22 SING N N 19 
E8E C20 N18 SING N N 20 
E8E C02 N18 SING N N 21 
E8E C02 C03 SING N N 22 
E8E C36 O37 DOUB N N 23 
E8E C25 C22 SING N N 24 
E8E C25 C26 SING N N 25 
E8E N68 C70 SING N N 26 
E8E C05 C03 DOUB N E 27 
E8E C05 C07 SING N N 28 
E8E C16 C07 DOUB Y N 29 
E8E C16 C14 SING Y N 30 
E8E C70 C73 SING N N 31 
E8E C07 C08 SING Y N 32 
E8E C14 C12 DOUB Y N 33 
E8E C73 C74 DOUB Y N 34 
E8E C73 C76 SING Y N 35 
E8E C74 C82 SING Y N 36 
E8E C08 C10 DOUB Y N 37 
E8E C12 C10 SING Y N 38 
E8E C76 C78 DOUB Y N 39 
E8E C82 C80 DOUB Y N 40 
E8E C78 C80 SING Y N 41 
E8E C10 H1  SING N N 42 
E8E C20 H2  SING N N 43 
E8E C03 H3  SING N N 44 
E8E C05 H4  SING N N 45 
E8E C08 H5  SING N N 46 
E8E C12 H6  SING N N 47 
E8E C14 H7  SING N N 48 
E8E C16 H8  SING N N 49 
E8E C74 H9  SING N N 50 
E8E C82 H10 SING N N 51 
E8E C80 H11 SING N N 52 
E8E C78 H12 SING N N 53 
E8E C76 H13 SING N N 54 
E8E C70 H14 SING N N 55 
E8E C70 H15 SING N N 56 
E8E N68 H16 SING N N 57 
E8E C57 H17 SING N N 58 
E8E O58 H18 SING N N 59 
E8E C40 H19 SING N N 60 
E8E C42 H20 SING N N 61 
E8E C42 H21 SING N N 62 
E8E C45 H22 SING N N 63 
E8E C54 H23 SING N N 64 
E8E C54 H24 SING N N 65 
E8E C51 H25 SING N N 66 
E8E C51 H26 SING N N 67 
E8E N49 H27 SING N N 68 
E8E N38 H28 SING N N 69 
E8E C22 H29 SING N N 70 
E8E C22 H30 SING N N 71 
E8E C25 H31 SING N N 72 
E8E C34 H32 SING N N 73 
E8E C34 H33 SING N N 74 
E8E C34 H34 SING N N 75 
E8E C26 H35 SING N N 76 
E8E C26 H36 SING N N 77 
E8E C26 H37 SING N N 78 
E8E N18 H38 SING N N 79 
# 
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 
E8E InChI            InChI                1.03  "InChI=1S/C30H38N4O5/c1-20(2)17-25(33-26(35)14-13-21-9-5-3-6-10-21)29(38)34-24(18-23-15-16-31-28(23)37)27(36)30(39)32-19-22-11-7-4-8-12-22/h3-14,20,23-25,27,36H,15-19H2,1-2H3,(H,31,37)(H,32,39)(H,33,35)(H,34,38)/b14-13+/t23-,24-,25-,27+/m0/s1" 
E8E InChIKey         InChI                1.03  VGTVWUUFUCDHSP-BXCMFHCISA-N                                                                                                                                                                                                                         
E8E SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)/C=C/c1ccccc1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)[C@@H](O)C(=O)NCc3ccccc3"                                                                                                                                                             
E8E SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)C=Cc1ccccc1)C(=O)N[CH](C[CH]2CCNC2=O)[CH](O)C(=O)NCc3ccccc3"                                                                                                                                                                      
E8E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)[C@H](C(=O)NCc2ccccc2)O)NC(=O)/C=C/c3ccccc3"                                                                                                                                                             
E8E SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C)CC(C(=O)NC(CC1CCNC1=O)C(C(=O)NCc2ccccc2)O)NC(=O)C=Cc3ccccc3"                                                                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           E8E 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "(2~{S})-4-methyl-~{N}-[(2~{S},3~{R})-3-oxidanyl-4-oxidanylidene-1-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]-4-[(phenylmethyl)amino]butan-2-yl]-2-[[(~{E})-3-phenylprop-2-enoyl]amino]pentanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
E8E "Create component" 2018-03-01 EBI  
E8E "Initial release"  2019-03-20 RCSB 
E8E "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            E8E 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C57 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
