data_EGF
# 
_chem_comp.id                                    EGF 
_chem_comp.name                                  "~{N}-[(2~{S})-1-[[(2~{S},3~{S},6~{S},7~{Z},12~{E})-4,9-bis(oxidanylidene)-6-[[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]methyl]-2-phenyl-1,10-dioxa-5-azacyclopentadeca-7,12-dien-3-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]-5-methyl-1,2-oxazole-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H41 N5 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-12-20 
_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                        635.707 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EGF 
_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        6LKA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
EGF C1  C1  C 0 1 N N N N N N 4.284  11.867 6.713  9.771  1.023  -2.323 C1  EGF 1  
EGF C10 C2  C 0 1 N N S N N N 6.413  7.609  -4.325 -2.841 1.750  -0.784 C10 EGF 2  
EGF C11 C3  C 0 1 N N N N N N 5.277  8.634  -4.369 -2.045 2.933  -0.231 C11 EGF 3  
EGF C12 C4  C 0 1 N N S N N N 4.199  8.422  -3.301 -2.990 4.109  0.024  C12 EGF 4  
EGF C13 C5  C 0 1 N N N N N N 3.404  7.125  -3.345 -2.188 5.371  0.419  C13 EGF 5  
EGF C14 C6  C 0 1 N N N N N N 2.104  7.483  -2.643 -3.119 6.020  1.467  C14 EGF 6  
EGF C15 C7  C 0 1 N N N N N N 3.110  9.478  -3.308 -3.866 3.832  1.225  C15 EGF 7  
EGF C16 C8  C 0 1 N N N N N N 7.376  7.847  -5.490 -3.386 2.097  -2.146 C16 EGF 8  
EGF C17 C9  C 0 1 N N N N N N 7.917  6.952  -6.294 -4.399 1.399  -2.654 C17 EGF 9  
EGF C18 C10 C 0 1 N N N N N N 7.285  5.665  -6.612 -4.977 0.283  -1.893 C18 EGF 10 
EGF C19 C11 C 0 1 N N N N N N 8.023  3.426  -6.385 -6.506 -1.528 -1.606 C19 EGF 11 
EGF C2  C12 C 0 1 Y N N N N N 4.425  10.811 5.683  8.327  0.960  -1.895 C2  EGF 12 
EGF C20 C13 C 0 1 N N N N N N 8.246  3.483  -4.899 -5.458 -2.611 -1.561 C20 EGF 13 
EGF C21 C14 C 0 1 N N N N N N 9.177  2.806  -4.254 -5.095 -3.125 -0.413 C21 EGF 14 
EGF C22 C15 C 0 1 N N N N N N 9.414  2.825  -2.779 -4.045 -4.206 -0.370 C22 EGF 15 
EGF C23 C16 C 0 1 N N N N N N 10.166 3.999  -2.318 -2.934 -3.800 0.599  C23 EGF 16 
EGF C24 C17 C 0 1 N N S N N N 9.273  5.784  -0.972 -1.128 -2.245 0.864  C24 EGF 17 
EGF C25 C18 C 0 1 Y N N N N N 10.456 6.442  -0.285 -0.168 -3.405 0.917  C25 EGF 18 
EGF C26 C19 C 0 1 Y N N N N N 11.307 5.701  0.526  0.518  -3.682 2.085  C26 EGF 19 
EGF C27 C20 C 0 1 Y N N N N N 12.377 6.313  1.162  1.400  -4.746 2.133  C27 EGF 20 
EGF C28 C21 C 0 1 Y N N N N N 12.604 7.663  1.000  1.595  -5.533 1.014  C28 EGF 21 
EGF C29 C22 C 0 1 Y N N N N N 11.766 8.408  0.206  0.909  -5.256 -0.154 C29 EGF 22 
EGF C3  C23 C 0 1 Y N N N N N 5.226  9.740  5.524  7.851  0.465  -0.729 C3  EGF 23 
EGF C30 C24 C 0 1 Y N N N N N 10.693 7.804  -0.434 0.023  -4.196 -0.201 C30 EGF 24 
EGF C31 C25 C 0 1 N N N N N N 4.327  5.504  1.260  2.970  1.268  1.957  C31 EGF 25 
EGF C32 C26 C 0 1 N N N N N N 3.644  4.857  2.454  1.955  0.863  3.028  C32 EGF 26 
EGF C33 C27 C 0 1 N N N N N N 3.300  6.142  0.341  4.327  1.530  2.614  C33 EGF 27 
EGF C4  C28 C 0 1 Y N N N N N 4.827  9.147  4.321  6.443  0.644  -0.831 C4  EGF 28 
EGF C5  C29 C 0 1 N N N N N N 5.373  7.937  3.690  5.422  0.272  0.179  C5  EGF 29 
EGF C6  C30 C 0 1 N N S N N N 5.391  6.525  1.709  3.109  0.140  0.933  C6  EGF 30 
EGF C7  C31 C 0 1 N N N N N N 6.159  7.108  0.522  1.785  -0.084 0.250  C7  EGF 31 
EGF C8  C32 C 0 1 N N S N N N 8.058  6.729  -0.996 -0.450 -1.052 0.190  C8  EGF 32 
EGF C9  C33 C 0 1 N N N N N N 7.155  6.598  -2.224 -1.368 0.142  0.242  C9  EGF 33 
EGF N1  N1  N 0 1 N N N N N N 4.832  7.601  2.513  4.117  0.507  -0.064 N1  EGF 34 
EGF N2  N2  N 0 1 N N N N N N 7.320  6.512  0.240  0.798  -0.740 0.891  N2  EGF 35 
EGF N3  N3  N 0 1 N N N N N N 7.114  7.650  -3.051 -1.956 0.572  -0.911 N3  EGF 36 
EGF N4  N4  N 0 1 N N N N N N 1.963  8.902  -2.954 -3.914 4.918  2.020  N4  EGF 37 
EGF N5  N5  N 0 1 Y N N N N N 3.841  9.813  3.773  6.231  1.203  -1.996 N5  EGF 38 
EGF O1  O1  O 0 1 N N N N N N 6.279  7.274  4.213  5.762  -0.244 1.225  O1  EGF 39 
EGF O2  O2  O 0 1 N N N N N N 5.721  8.070  -0.110 1.607  0.326  -0.878 O2  EGF 40 
EGF O3  O3  O 0 1 N N N N N N 6.489  5.582  -2.406 -1.580 0.711  1.291  O3  EGF 41 
EGF O4  O4  O 0 1 N N N N N N 3.266  10.678 -3.582 -4.440 2.786  1.440  O4  EGF 42 
EGF O5  O5  O 0 1 N N N N N N 6.091  5.433  -6.589 -4.522 -0.010 -0.805 O5  EGF 43 
EGF O6  O6  O 0 1 N N N N N N 8.205  4.747  -6.958 -6.012 -0.416 -2.401 O6  EGF 44 
EGF O7  O7  O 0 1 N N N N N N 9.601  5.312  -2.280 -2.287 -2.621 0.116  O7  EGF 45 
EGF O8  O8  O 0 1 Y N N N N N 3.578  10.886 4.637  7.266  1.389  -2.592 O8  EGF 46 
EGF H1  H1  H 0 1 N N N N N N 3.475  12.555 6.425  10.032 0.109  -2.856 H1  EGF 47 
EGF H2  H2  H 0 1 N N N N N N 4.044  11.404 7.682  9.918  1.881  -2.979 H2  EGF 48 
EGF H3  H3  H 0 1 N N N N N N 5.228  12.426 6.797  10.406 1.125  -1.443 H3  EGF 49 
EGF H4  H4  H 0 1 N N N N N N 5.970  6.610  -4.453 -3.665 1.517  -0.110 H4  EGF 50 
EGF H5  H5  H 0 1 N N N N N N 5.710  9.635  -4.228 -1.565 2.643  0.703  H5  EGF 51 
EGF H6  H6  H 0 1 N N N N N N 4.799  8.577  -5.358 -1.284 3.229  -0.954 H6  EGF 52 
EGF H7  H7  H 0 1 N N N N N N 4.697  8.469  -2.321 -3.600 4.305  -0.857 H7  EGF 53 
EGF H8  H8  H 0 1 N N N N N N 3.217  6.813  -4.383 -1.229 5.102  0.862  H8  EGF 54 
EGF H9  H9  H 0 1 N N N N N N 3.932  6.322  -2.810 -2.049 6.029  -0.439 H9  EGF 55 
EGF H10 H10 H 0 1 N N N N N N 1.261  6.901  -3.045 -2.530 6.492  2.253  H10 EGF 56 
EGF H11 H11 H 0 1 N N N N N N 2.179  7.319  -1.558 -3.769 6.755  0.991  H11 EGF 57 
EGF H12 H12 H 0 1 N N N N N N 7.646  8.876  -5.677 -2.955 2.911  -2.709 H12 EGF 58 
EGF H14 H14 H 0 1 N N N N N N 8.874  7.177  -6.741 -4.793 1.650  -3.628 H14 EGF 59 
EGF H16 H16 H 0 1 N N N N N N 7.000  3.077  -6.588 -7.417 -1.921 -2.057 H16 EGF 60 
EGF H17 H17 H 0 1 N N N N N N 8.744  2.729  -6.837 -6.719 -1.185 -0.594 H17 EGF 61 
EGF H18 H18 H 0 1 N N N N N N 7.598  4.123  -4.319 -5.006 -2.962 -2.478 H18 EGF 62 
EGF H19 H19 H 0 1 N N N N N N 9.828  2.180  -4.847 -5.546 -2.774 0.503  H19 EGF 63 
EGF H20 H20 H 0 1 N N N N N N 8.439  2.815  -2.270 -4.498 -5.138 -0.034 H20 EGF 64 
EGF H21 H21 H 0 1 N N N N N N 9.979  1.921  -2.506 -3.626 -4.344 -1.367 H21 EGF 65 
EGF H22 H22 H 0 1 N N N N N N 10.482 3.773  -1.289 -3.363 -3.602 1.582  H22 EGF 66 
EGF H23 H23 H 0 1 N N N N N N 11.052 4.067  -2.967 -2.206 -4.608 0.676  H23 EGF 67 
EGF H24 H24 H 0 1 N N N N N N 8.987  4.917  -0.358 -1.423 -1.971 1.877  H24 EGF 68 
EGF H25 H25 H 0 1 N N N N N N 11.134 4.644  0.662  0.366  -3.067 2.959  H25 EGF 69 
EGF H26 H26 H 0 1 N N N N N N 13.036 5.729  1.787  1.936  -4.962 3.045  H26 EGF 70 
EGF H27 H27 H 0 1 N N N N N N 13.439 8.134  1.496  2.284  -6.364 1.051  H27 EGF 71 
EGF H28 H28 H 0 1 N N N N N N 11.943 9.466  0.080  1.062  -5.871 -1.029 H28 EGF 72 
EGF H29 H29 H 0 1 N N N N N N 6.012  9.408  6.186  8.410  0.034  0.089  H29 EGF 73 
EGF H30 H30 H 0 1 N N N N N N 10.036 8.397  -1.053 -0.516 -3.983 -1.112 H30 EGF 74 
EGF H31 H31 H 0 1 N N N N N N 4.842  4.713  0.695  2.628  2.173  1.456  H31 EGF 75 
EGF H32 H32 H 0 1 N N N N N N 4.402  4.401  3.108  2.319  -0.016 3.560  H32 EGF 76 
EGF H33 H33 H 0 1 N N N N N N 3.087  5.621  3.016  1.822  1.684  3.732  H33 EGF 77 
EGF H34 H34 H 0 1 N N N N N N 2.948  4.081  2.102  1.001  0.631  2.555  H34 EGF 78 
EGF H35 H35 H 0 1 N N N N N N 2.558  5.388  0.040  5.050  1.819  1.852  H35 EGF 79 
EGF H36 H36 H 0 1 N N N N N N 2.795  6.963  0.870  4.228  2.334  3.344  H36 EGF 80 
EGF H37 H37 H 0 1 N N N N N N 3.804  6.537  -0.553 4.669  0.624  3.115  H37 EGF 81 
EGF H38 H38 H 0 1 N N N N N N 6.118  5.980  2.329  3.415  -0.775 1.440  H38 EGF 82 
EGF H39 H39 H 0 1 N N N N N N 8.448  7.758  -0.986 -0.232 -1.298 -0.849 H39 EGF 83 
EGF H40 H40 H 0 1 N N N N N N 4.030  8.098  2.181  3.846  0.919  -0.899 H40 EGF 84 
EGF H41 H41 H 0 1 N N N N N N 7.704  5.882  0.915  0.913  -1.005 1.817  H41 EGF 85 
EGF H42 H42 H 0 1 N N N N N N 7.581  8.493  -2.784 -1.803 0.133  -1.762 H42 EGF 86 
EGF H43 H43 H 0 1 N N N N N N 1.093  9.392  -2.906 -4.413 4.967  2.851  H43 EGF 87 
# 
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 
EGF O6  C18 SING N N 1  
EGF O6  C19 SING N N 2  
EGF C18 O5  DOUB N N 3  
EGF C18 C17 SING N N 4  
EGF C19 C20 SING N N 5  
EGF C17 C16 DOUB N Z 6  
EGF C16 C10 SING N N 7  
EGF C20 C21 DOUB N E 8  
EGF C11 C10 SING N N 9  
EGF C11 C12 SING N N 10 
EGF C10 N3  SING N N 11 
EGF C21 C22 SING N N 12 
EGF O4  C15 DOUB N N 13 
EGF C13 C12 SING N N 14 
EGF C13 C14 SING N N 15 
EGF C15 C12 SING N N 16 
EGF C15 N4  SING N N 17 
EGF N3  C9  SING N N 18 
EGF N4  C14 SING N N 19 
EGF C22 C23 SING N N 20 
EGF O3  C9  DOUB N N 21 
EGF C23 O7  SING N N 22 
EGF O7  C24 SING N N 23 
EGF C9  C8  SING N N 24 
EGF C8  C24 SING N N 25 
EGF C8  N2  SING N N 26 
EGF C24 C25 SING N N 27 
EGF C30 C25 DOUB Y N 28 
EGF C30 C29 SING Y N 29 
EGF C25 C26 SING Y N 30 
EGF O2  C7  DOUB N N 31 
EGF C29 C28 DOUB Y N 32 
EGF N2  C7  SING N N 33 
EGF C33 C31 SING N N 34 
EGF C7  C6  SING N N 35 
EGF C26 C27 DOUB Y N 36 
EGF C28 C27 SING Y N 37 
EGF C31 C6  SING N N 38 
EGF C31 C32 SING N N 39 
EGF C6  N1  SING N N 40 
EGF N1  C5  SING N N 41 
EGF C5  O1  DOUB N N 42 
EGF C5  C4  SING N N 43 
EGF N5  C4  DOUB Y N 44 
EGF N5  O8  SING Y N 45 
EGF C4  C3  SING Y N 46 
EGF O8  C2  SING Y N 47 
EGF C3  C2  DOUB Y N 48 
EGF C2  C1  SING N N 49 
EGF C1  H1  SING N N 50 
EGF C1  H2  SING N N 51 
EGF C1  H3  SING N N 52 
EGF C10 H4  SING N N 53 
EGF C11 H5  SING N N 54 
EGF C11 H6  SING N N 55 
EGF C12 H7  SING N N 56 
EGF C13 H8  SING N N 57 
EGF C13 H9  SING N N 58 
EGF C14 H10 SING N N 59 
EGF C14 H11 SING N N 60 
EGF C16 H12 SING N N 61 
EGF C17 H14 SING N N 62 
EGF C19 H16 SING N N 63 
EGF C19 H17 SING N N 64 
EGF C20 H18 SING N N 65 
EGF C21 H19 SING N N 66 
EGF C22 H20 SING N N 67 
EGF C22 H21 SING N N 68 
EGF C23 H22 SING N N 69 
EGF C23 H23 SING N N 70 
EGF C24 H24 SING N N 71 
EGF C26 H25 SING N N 72 
EGF C27 H26 SING N N 73 
EGF C28 H27 SING N N 74 
EGF C29 H28 SING N N 75 
EGF C3  H29 SING N N 76 
EGF C30 H30 SING N N 77 
EGF C31 H31 SING N N 78 
EGF C32 H32 SING N N 79 
EGF C32 H33 SING N N 80 
EGF C32 H34 SING N N 81 
EGF C33 H35 SING N N 82 
EGF C33 H36 SING N N 83 
EGF C33 H37 SING N N 84 
EGF C6  H38 SING N N 85 
EGF C8  H39 SING N N 86 
EGF N1  H40 SING N N 87 
EGF N2  H41 SING N N 88 
EGF N3  H42 SING N N 89 
EGF N4  H43 SING N N 90 
# 
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 
EGF InChI            InChI                1.03  "InChI=1S/C33H41N5O8/c1-20(2)27(36-31(41)25-18-21(3)46-38-25)32(42)37-28-29(22-10-6-4-7-11-22)45-17-9-5-8-16-44-26(39)13-12-24(35-33(28)43)19-23-14-15-34-30(23)40/h4-8,10-13,18,20,23-24,27-29H,9,14-17,19H2,1-3H3,(H,34,40)(H,35,43)(H,36,41)(H,37,42)/b8-5+,13-12-/t23-,24+,27-,28-,29-/m0/s1" 
EGF InChIKey         InChI                1.03  XPQNIWALCQRNAP-GPCDZKPZSA-N                                                                                                                                                                                                                                                                       
EGF SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](NC(=O)c1cc(C)on1)C(=O)N[C@H]2[C@@H](OCC/C=C/COC(=O)\C=C/[C@H](C[C@@H]3CCNC3=O)NC2=O)c4ccccc4"                                                                                                                                                                                         
EGF SMILES           CACTVS               3.385 "CC(C)[CH](NC(=O)c1cc(C)on1)C(=O)N[CH]2[CH](OCCC=CCOC(=O)C=C[CH](C[CH]3CCNC3=O)NC2=O)c4ccccc4"                                                                                                                                                                                                    
EGF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(no1)C(=O)N[C@@H](C(C)C)C(=O)N[C@H]2[C@@H](OCC/C=C/COC(=O)/C=C\[C@@H](NC2=O)C[C@@H]3CCNC3=O)c4ccccc4"                                                                                                                                                                                       
EGF SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(no1)C(=O)NC(C(C)C)C(=O)NC2C(OCCC=CCOC(=O)C=CC(NC2=O)CC3CCNC3=O)c4ccccc4"                                                                                                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           EGF 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "~{N}-[(2~{S})-1-[[(2~{S},3~{S},6~{S},7~{Z},12~{E})-4,9-bis(oxidanylidene)-6-[[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]methyl]-2-phenyl-1,10-dioxa-5-azacyclopentadeca-7,12-dien-3-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]-5-methyl-1,2-oxazole-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
EGF "Create component" 2019-12-20 PDBJ 
EGF "Initial release"  2020-06-17 RCSB 
EGF "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            EGF 
_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               C16 
_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      ? 
# 
