data_ENX
# 
_chem_comp.id                                    ENX 
_chem_comp.name                                  "ENACYLOXIN IIA" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H45 Cl2 N O11" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-30 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        702.616 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ENX 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2BVN 
_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 
ENX C1   C1   C  0 1 N N N 26.106 77.876 55.953 3.699  -3.661 12.044  C1   ENX 1  
ENX C2   C2   C  0 1 N N N 27.439 78.335 55.430 3.211  -2.380 12.722  C2   ENX 2  
ENX C3   C3   C  0 1 N N N 28.014 79.405 56.279 2.913  -1.339 11.674  C3   ENX 3  
ENX C4   C4   C  0 1 N N N 29.235 79.927 56.092 1.705  -0.844 11.568  C4   ENX 4  
ENX C5   C5   C  0 1 N N R 29.807 81.005 56.977 1.407  0.196  10.520  C5   ENX 5  
ENX C6   C6   C  0 1 N N S 31.057 81.701 56.361 0.322  -0.325 9.577   C6   ENX 6  
ENX C7   C7   C  0 1 N N R 31.633 82.773 57.313 0.019  0.731  8.513   C7   ENX 7  
ENX C8   C8   C  0 1 N N N 32.863 83.477 56.740 -1.066 0.208  7.569   C8   ENX 8  
ENX C9   C9   C  0 1 N N N 33.564 84.374 57.729 -1.364 1.249  6.521   C9   ENX 9  
ENX C10  C10  C  0 1 N N S 34.723 85.248 57.192 -2.404 0.978  5.464   C10  ENX 10 
ENX C11  C11  C  0 1 N N R 35.699 84.370 56.361 -1.740 0.318  4.254   C11  ENX 11 
ENX C12  C12  C  0 1 N N S 36.796 85.173 55.617 -2.796 0.043  3.181   C12  ENX 12 
ENX C13  C13  C  0 1 N N N 37.704 84.224 54.868 -2.143 -0.606 1.988   C13  ENX 13 
ENX C14  C14  C  0 1 N N N 39.008 84.089 55.204 -2.195 -0.012 0.790   C14  ENX 14 
ENX C15  C15  C  0 1 N N N 39.970 83.202 54.582 -1.581 -0.622 -0.330  C15  ENX 15 
ENX C16  C16  C  0 1 N N N 41.254 83.143 54.979 -1.635 -0.019 -1.547  C16  ENX 16 
ENX C17  C17  C  0 1 N N N 42.193 82.227 54.373 -1.025 -0.625 -2.659  C17  ENX 17 
ENX C18  C18  C  0 1 N N N 43.503 82.079 54.671 -1.079 -0.019 -3.881  C18  ENX 18 
ENX C19  C19  C  0 1 N N N 44.234 81.030 53.952 -0.471 -0.624 -4.990  C19  ENX 19 
ENX C20  C20  C  0 1 N N N 45.554 80.749 54.054 -0.426 0.037  -6.196  C20  ENX 20 
ENX C21  C21  C  0 1 N N N 46.243 79.927 53.086 0.079  -0.608 -7.332  C21  ENX 21 
ENX C22  C22  C  0 1 N N N 47.558 79.620 53.190 0.124  0.047  -8.528  C22  ENX 22 
ENX C23  C23  C  0 1 N N N 48.214 78.625 52.317 0.633  -0.602 -9.669  C23  ENX 23 
ENX O24  O24  O  0 1 N N N 47.322 77.995 51.435 0.677  0.047  -10.853 O24  ENX 24 
ENX C25  C25  C  0 1 N N R 47.795 76.983 50.493 1.235  -0.862 -11.803 C25  ENX 25 
ENX C26  C26  C  0 1 N N N 48.398 77.718 49.274 1.991  -0.077 -12.877 C26  ENX 26 
ENX C27  C27  C  0 1 N N S 47.316 78.523 48.526 1.026  0.873  -13.588 C27  ENX 27 
ENX C28  C28  C  0 1 N N N 47.906 79.233 47.332 1.771  1.646  -14.646 C28  ENX 28 
ENX O29  O29  O  0 1 N N N 30.139 80.448 58.282 2.612  0.479  9.762   O29  ENX 29 
ENX CL30 CL30 CL 0 0 N N N 30.635 82.384 54.797 -1.175 -0.676 10.518  CL30 ENX 30 
ENX O31  O31  O  0 1 N N N 30.615 83.733 57.581 -0.436 1.928  9.146   O31  ENX 31 
ENX O32  O32  O  0 1 N N N 35.432 85.894 58.249 -3.008 2.209  5.064   O32  ENX 32 
ENX O33  O33  O  0 1 N N N 36.259 83.436 57.287 -0.740 1.190  3.725   O33  ENX 33 
ENX C34  C34  C  0 1 N N N 36.182 86.191 54.635 -3.867 -0.890 3.747   C34  ENX 34 
ENX CL35 CL35 CL 0 0 N N N 36.989 83.323 53.586 -1.322 -2.125 2.169   CL35 ENX 35 
ENX C36  C36  C  0 1 N N N 44.232 82.885 55.705 -1.791 1.299  -4.038  C36  ENX 36 
ENX O37  O37  O  0 1 N N N 49.418 78.312 52.291 1.032  -1.749 -9.589  O37  ENX 37 
ENX C38  C38  C  0 1 N N S 46.633 76.067 50.018 0.112  -1.669 -12.456 C38  ENX 38 
ENX C39  C39  C  0 1 N N N 45.538 76.855 49.273 -0.852 -0.718 -13.167 C39  ENX 39 
ENX C40  C40  C  0 1 N N N 46.148 77.607 48.079 -0.096 0.066  -14.241 C40  ENX 40 
ENX O41  O41  O  0 1 N N N 46.014 75.389 51.104 -0.594 -2.402 -11.453 O41  ENX 41 
ENX C42  C42  C  0 1 N N N 29.269 80.608 59.373 2.802  1.701  9.230   C42  ENX 42 
ENX N43  N43  N  0 1 N N N 29.792 80.083 60.522 3.921  1.964  8.526   N43  ENX 43 
ENX O44  O44  O  0 1 N N N 28.146 81.163 59.254 1.965  2.568  9.385   O44  ENX 44 
ENX O45  O45  O  0 1 N N N 33.242 84.433 58.926 -0.770 2.300  6.528   O45  ENX 45 
ENX O46  O46  O  0 1 N N N 48.028 78.846 46.162 2.952  1.455  -14.814 O46  ENX 46 
ENX O47  O47  O  0 1 N N N 48.373 80.492 47.610 1.122  2.546  -15.401 O47  ENX 47 
ENX H1C1 1H1C H  0 0 N N N 25.673 77.071 55.314 3.915  -4.414 12.802  H1C1 ENX 48 
ENX H1C2 2H1C H  0 0 N N N 25.398 78.729 56.071 2.926  -4.034 11.372  H1C2 ENX 49 
ENX H1C3 3H1C H  0 0 N N N 26.173 77.559 57.020 4.604  -3.449 11.475  H1C3 ENX 50 
ENX H2C1 1H2C H  0 0 N N N 27.372 78.652 54.363 2.306  -2.592 13.292  H2C1 ENX 51 
ENX H2C2 2H2C H  0 0 N N N 28.147 77.482 55.312 3.985  -2.008 13.395  H2C2 ENX 52 
ENX H3   H3   H  0 1 N N N 27.403 79.794 57.111 3.695  -1.001 11.011  H3   ENX 53 
ENX H4   H4   H  0 1 N N N 29.847 79.551 55.255 0.923  -1.181 12.232  H4   ENX 54 
ENX H5   H5   H  0 1 N N N 29.020 81.781 57.125 1.059  1.109  11.003  H5   ENX 55 
ENX H6   H6   H  0 1 N N N 31.841 80.925 56.199 0.669  -1.238 9.093   H6   ENX 56 
ENX H7   H7   H  0 1 N N N 31.919 82.281 58.272 0.924  0.943  7.943   H7   ENX 57 
ENX H8C1 1H8C H  0 0 N N N 32.598 84.042 55.816 -0.718 -0.704 7.086   H8C1 ENX 58 
ENX H8C2 2H8C H  0 0 N N N 33.575 82.736 56.308 -1.971 -0.003 8.138   H8C2 ENX 59 
ENX H10  H10  H  0 1 N N N 34.295 86.031 56.523 -3.167 0.313  5.868   H10  ENX 60 
ENX H11  H11  H  0 1 N N N 35.106 83.803 55.606 -1.279 -0.620 4.559   H11  ENX 61 
ENX H12  H12  H  0 1 N N N 37.404 85.727 56.370 -3.257 0.982  2.875   H12  ENX 62 
ENX H14  H14  H  0 1 N N N 39.375 84.716 56.034 -2.706 0.932  0.677   H14  ENX 63 
ENX H15  H15  H  0 1 N N N 39.638 82.553 53.754 -1.071 -1.567 -0.218  H15  ENX 64 
ENX H16  H16  H  0 1 N N N 41.598 83.810 55.787 -2.145 0.925  -1.660  H16  ENX 65 
ENX H17  H17  H  0 1 N N N 41.796 81.575 53.577 -0.515 -1.570 -2.547  H17  ENX 66 
ENX H19  H19  H  0 1 N N N 43.648 80.406 53.257 -0.038 -1.609 -4.899  H19  ENX 67 
ENX H20  H20  H  0 1 N N N 46.123 81.161 54.904 -0.780 1.055  -6.267  H20  ENX 68 
ENX H21  H21  H  0 1 N N N 45.674 79.533 52.227 0.434  -1.626 -7.261  H21  ENX 69 
ENX H22  H22  H  0 1 N N N 48.163 80.133 53.957 -0.229 1.065  -8.598  H22  ENX 70 
ENX H25  H25  H  0 1 N N N 48.583 76.362 50.979 1.922  -1.540 -11.297 H25  ENX 71 
ENX H261 1H26 H  0 0 N N N 48.933 77.016 48.593 2.791  0.497  -12.411 H261 ENX 72 
ENX H262 2H26 H  0 0 N N N 49.261 78.361 49.566 2.417  -0.772 -13.602 H262 ENX 73 
ENX H27  H27  H  0 1 N N N 46.909 79.292 49.223 0.601  1.567  -12.863 H27  ENX 74 
ENX H31  H31  H  0 1 N N N 30.969 84.392 58.166 -1.236 1.697  9.638   H31  ENX 75 
ENX H32  H32  H  0 1 N N N 36.143 86.430 57.919 -2.300 2.767  4.714   H32  ENX 76 
ENX H33  H33  H  0 1 N N N 36.856 82.899 56.779 -1.189 2.007  3.467   H33  ENX 77 
ENX H341 1H34 H  0 0 N N N 36.971 86.769 54.100 -3.406 -1.829 4.053   H341 ENX 78 
ENX H342 2H34 H  0 0 N N N 35.458 86.867 55.147 -4.340 -0.420 4.610   H342 ENX 79 
ENX H343 3H34 H  0 0 N N N 35.482 85.698 53.921 -4.619 -1.086 2.983   H343 ENX 80 
ENX H361 1H36 H  0 0 N N N 45.313 82.763 55.951 -1.655 1.667  -5.055  H361 ENX 81 
ENX H362 2H36 H  0 0 N N N 43.667 82.776 56.660 -2.854 1.163  -3.840  H362 ENX 82 
ENX H363 3H36 H  0 0 N N N 44.076 83.959 55.449 -1.379 2.020  -3.332  H363 ENX 83 
ENX H38  H38  H  0 1 N N N 47.051 75.304 49.321 0.537  -2.363 -13.181 H38  ENX 84 
ENX H391 1H39 H  0 0 N N N 44.979 77.538 49.954 -1.278 -0.024 -12.442 H391 ENX 85 
ENX H392 2H39 H  0 0 N N N 44.690 76.201 48.965 -1.653 -1.293 -13.633 H392 ENX 86 
ENX H401 1H40 H  0 0 N N N 46.464 76.905 47.272 -0.784 0.744  -14.748 H401 ENX 87 
ENX H402 2H40 H  0 0 N N N 45.373 78.178 47.516 0.328  -0.627 -14.966 H402 ENX 88 
ENX H41  H41  H  0 1 N N N 45.304 74.829 50.814 -1.291 -2.895 -11.906 H41  ENX 89 
ENX H431 1H43 H  0 0 N N N 29.160 80.199 61.314 4.058  2.844  8.143   H431 ENX 90 
ENX H432 2H43 H  0 0 N N N 30.702 79.633 60.618 4.590  1.272  8.403   H432 ENX 91 
ENX H47  H47  H  0 1 N N N 48.744 80.938 46.858 1.600  3.041  -16.080 H47  ENX 92 
# 
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 
ENX C1  C2   SING N N 1  
ENX C1  H1C1 SING N N 2  
ENX C1  H1C2 SING N N 3  
ENX C1  H1C3 SING N N 4  
ENX C2  C3   SING N N 5  
ENX C2  H2C1 SING N N 6  
ENX C2  H2C2 SING N N 7  
ENX C3  C4   DOUB N E 8  
ENX C3  H3   SING N N 9  
ENX C4  C5   SING N N 10 
ENX C4  H4   SING N N 11 
ENX C5  C6   SING N N 12 
ENX C5  O29  SING N N 13 
ENX C5  H5   SING N N 14 
ENX C6  C7   SING N N 15 
ENX C6  CL30 SING N N 16 
ENX C6  H6   SING N N 17 
ENX C7  C8   SING N N 18 
ENX C7  O31  SING N N 19 
ENX C7  H7   SING N N 20 
ENX C8  C9   SING N N 21 
ENX C8  H8C1 SING N N 22 
ENX C8  H8C2 SING N N 23 
ENX C9  C10  SING N N 24 
ENX C9  O45  DOUB N N 25 
ENX C10 C11  SING N N 26 
ENX C10 O32  SING N N 27 
ENX C10 H10  SING N N 28 
ENX C11 C12  SING N N 29 
ENX C11 O33  SING N N 30 
ENX C11 H11  SING N N 31 
ENX C12 C13  SING N N 32 
ENX C12 C34  SING N N 33 
ENX C12 H12  SING N N 34 
ENX C13 C14  DOUB N Z 35 
ENX C13 CL35 SING N N 36 
ENX C14 C15  SING N N 37 
ENX C14 H14  SING N N 38 
ENX C15 C16  DOUB N E 39 
ENX C15 H15  SING N N 40 
ENX C16 C17  SING N N 41 
ENX C16 H16  SING N N 42 
ENX C17 C18  DOUB N E 43 
ENX C17 H17  SING N N 44 
ENX C18 C19  SING N N 45 
ENX C18 C36  SING N N 46 
ENX C19 C20  DOUB N E 47 
ENX C19 H19  SING N N 48 
ENX C20 C21  SING N N 49 
ENX C20 H20  SING N N 50 
ENX C21 C22  DOUB N E 51 
ENX C21 H21  SING N N 52 
ENX C22 C23  SING N N 53 
ENX C22 H22  SING N N 54 
ENX C23 O24  SING N N 55 
ENX C23 O37  DOUB N N 56 
ENX O24 C25  SING N N 57 
ENX C25 C26  SING N N 58 
ENX C25 C38  SING N N 59 
ENX C25 H25  SING N N 60 
ENX C26 C27  SING N N 61 
ENX C26 H261 SING N N 62 
ENX C26 H262 SING N N 63 
ENX C27 C28  SING N N 64 
ENX C27 C40  SING N N 65 
ENX C27 H27  SING N N 66 
ENX C28 O46  DOUB N N 67 
ENX C28 O47  SING N N 68 
ENX O29 C42  SING N N 69 
ENX O31 H31  SING N N 70 
ENX O32 H32  SING N N 71 
ENX O33 H33  SING N N 72 
ENX C34 H341 SING N N 73 
ENX C34 H342 SING N N 74 
ENX C34 H343 SING N N 75 
ENX C36 H361 SING N N 76 
ENX C36 H362 SING N N 77 
ENX C36 H363 SING N N 78 
ENX C38 C39  SING N N 79 
ENX C38 O41  SING N N 80 
ENX C38 H38  SING N N 81 
ENX C39 C40  SING N N 82 
ENX C39 H391 SING N N 83 
ENX C39 H392 SING N N 84 
ENX C40 H401 SING N N 85 
ENX C40 H402 SING N N 86 
ENX O41 H41  SING N N 87 
ENX C42 N43  SING N N 88 
ENX C42 O44  DOUB N N 89 
ENX N43 H431 SING N N 90 
ENX N43 H432 SING N N 91 
ENX O47 H47  SING N N 92 
# 
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 
ENX SMILES           ACDLabs              10.04 O=C(OC1CC(C(=O)O)CCC1O)\C=C\C=C\C(=C\C=C\C=C(/Cl)C(C)C(O)C(O)C(=O)CC(O)C(Cl)C(OC(=O)N)/C=C/CC)C 
ENX InChI            InChI                1.02b 
;InChI=1/C33H45Cl2NO11/c1-4-5-13-26(47-33(36)45)29(35)24(38)18-25(39)31(42)30(41)20(3)22(34)12-8-6-10-19(2)11-7-9-14-28(40)46-27-17-21(32(43)44)15-16-23(27)37/h5-14,20-21,23-24,26-27,29-31,37-38,41-42H,4,15-18H2,1-3H3,(H2,36,45)(H,43,44)/b8-6+,11-7+,13-5+,14-9+,19-10+,22-12-/t20-,21+,23+,24-,26-,27-,29+,30-,31-/m1/s1/f/h43H,36H2
;
ENX InChIKey         InChI                1.02b IWBADCVFZDCUTN-WRASQCQTDK 
ENX SMILES_CANONICAL CACTVS               3.341 CC\C=C\[C@@H](OC(N)=O)[C@@H](Cl)[C@H](O)CC(=O)[C@@H](O)[C@H](O)[C@H](C)\C(Cl)=C\C=C\C=C(C)\C=C\C=C\C(=O)O[C@@H]1C[C@H](CC[C@@H]1O)C(O)=O 
ENX SMILES           CACTVS               3.341 CCC=C[CH](OC(N)=O)[CH](Cl)[CH](O)CC(=O)[CH](O)[CH](O)[CH](C)C(Cl)=CC=CC=C(C)C=CC=CC(=O)O[CH]1C[CH](CC[CH]1O)C(O)=O 
ENX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC\C=C\[C@H]([C@H]([C@@H](CC(=O)[C@H]([C@@H]([C@H](C)/C(=C/C=C/C=C(\C)/C=C\C=C\C(=O)O[C@@H]1C[C@H](CC[C@@H]1O)C(=O)O)/Cl)O)O)O)Cl)OC(=O)N 
ENX SMILES           "OpenEye OEToolkits" 1.5.0 CCC=CC(C(C(CC(=O)C(C(C(C)C(=CC=CC=C(C)C=CC=CC(=O)OC1CC(CCC1O)C(=O)O)Cl)O)O)O)Cl)OC(=O)N 
# 
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 
ENX "SYSTEMATIC NAME" ACDLabs              10.04 
"(1S,3R,4S)-3-{[(2E,4E,6E,8E,10Z,12S,13R,14S,17R,18S,19R,20E)-19-(carbamoyloxy)-11,18-dichloro-13,14,17-trihydroxy-6,12-dimethyl-15-oxotricosa-2,4,6,8,10,20-hexaenoyl]oxy}-4-hydroxycyclohexanecarboxylic acid"   
ENX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(1S,3R,4S)-3-[(2E,6E,8E,10Z,12S,13R,14S,17R,18S,19R,20E)-19-aminocarbonyloxy-11,18-dichloro-13,14,17-trihydroxy-6,12-dimethyl-15-oxo-tricosa-2,4,6,8,10,20-hexaenoyl]oxy-4-hydroxy-cyclohexane-1-carboxylic acid" 
# 
