data_E5I
# 
_chem_comp.id                                    E5I 
_chem_comp.name                                  "(1Z,3E,5S,8R,9S,10S,11R,13R,15R,16S,18Z,24S,25S)-11-ethyl-2,24-dihydroxy-10-methyl-21,26-diazapentacyclo[23.2.1.09,13.08,15.05,16]octacosa-1(2),3,18-triene-7,20,27,28-tetraone" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H38 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         10-Epi-maltophilin 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-06-14 
_chem_comp.pdbx_modified_date                    2023-11-10 
_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                        510.622 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E5I 
_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        8JNC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
# 
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 
E5I C1   C1  C 0 1 N N N N N N -24.768 1.156  13.668 3.729  1.711  0.202  C1   E5I 1  
E5I C10  C2  C 0 1 N N N N N N -25.611 4.626  13.537 4.032  -1.605 0.183  C10  E5I 2  
E5I C11  C3  C 0 1 N N N N N N -25.223 5.798  14.428 4.082  -3.097 -0.146 C11  E5I 3  
E5I C13  C4  C 0 1 N N N N N N -24.169 4.587  16.286 1.701  -2.894 -0.403 C13  E5I 4  
E5I C14  C5  C 0 1 N N N N N N -22.884 4.275  16.955 0.316  -3.323 -0.155 C14  E5I 5  
E5I C15  C6  C 0 1 N N N N N N -22.617 3.444  17.962 -0.701 -2.636 -0.667 C15  E5I 6  
E5I C16  C7  C 0 1 N N N N N N -23.605 2.617  18.725 -0.444 -1.422 -1.521 C16  E5I 7  
E5I C17  C8  C 0 1 N N S N N N -22.977 1.303  19.214 -1.228 -0.230 -0.970 C17  E5I 8  
E5I C18  C9  C 0 1 N N R N N N -21.717 1.517  20.055 -2.700 -0.387 -1.287 C18  E5I 9  
E5I C19  C10 C 0 1 N N R N N N -21.324 0.147  20.603 -3.445 0.722  -0.487 C19  E5I 10 
E5I C2   C11 C 0 1 N N N N N N -25.846 1.057  12.658 4.781  2.071  1.153  C2   E5I 11 
E5I C20  C12 C 0 1 N N N N N N -21.083 -0.852 19.501 -3.001 2.027  -1.060 C20  E5I 12 
E5I C21  C13 C 0 1 N N N N N N -22.262 -1.043 18.594 -1.859 1.995  -2.050 C21  E5I 13 
E5I C22  C14 C 0 1 N N S N N N -22.579 0.360  18.062 -0.739 1.062  -1.636 C22  E5I 14 
E5I C23  C15 C 0 1 N N N N N N -23.651 0.141  17.063 0.178  1.781  -0.678 C23  E5I 15 
E5I C24  C16 C 0 1 N N N N N N -23.701 0.707  15.885 1.495  1.631  -0.820 C24  E5I 16 
E5I C27  C17 C 0 1 N N N N N N -21.839 2.321  21.330 -3.405 -1.652 -0.809 C27  E5I 17 
E5I C28  C18 C 0 1 N N R N N N -20.628 1.856  22.158 -4.886 -1.223 -0.639 C28  E5I 18 
E5I C29  C19 C 0 1 N N S N N N -20.221 0.484  21.595 -4.906 0.327  -0.694 C29  E5I 19 
E5I C30  C20 C 0 1 N N N N N N -20.973 1.552  23.621 -5.370 -1.624 0.755  C30  E5I 20 
E5I C31  C21 C 0 1 N N R N N N -19.915 0.519  23.995 -6.018 -0.394 1.397  C31  E5I 21 
E5I C32  C22 C 0 1 N N S N N N -19.989 -0.449 22.794 -5.760 0.805  0.481  C32  E5I 22 
E5I C33  C23 C 0 1 N N N N N N -20.382 -0.320 25.178 -5.398 -0.139 2.772  C33  E5I 23 
E5I C34  C24 C 0 1 N N N N N N -20.310 0.377  26.468 -5.764 -1.285 3.717  C34  E5I 24 
E5I C35  C25 C 0 1 N N N N N N -18.802 -1.390 22.662 -7.089 1.357  -0.036 C35  E5I 25 
E5I C4   C26 C 0 1 N N S N N N -24.444 2.875  12.099 5.584  0.324  -0.094 C4   E5I 26 
E5I C5   C27 C 0 1 N N N N N N -23.816 2.128  13.223 4.261  0.750  -0.700 C5   E5I 27 
E5I C6   C28 C 0 1 N N S N N N -24.716 4.355  12.331 5.446  -1.094 0.470  C6   E5I 28 
E5I C7   C29 C 0 1 N N N N N N -24.699 0.460  14.873 2.427  2.209  0.148  C7   E5I 29 
E5I N12  N1  N 0 1 N N N N N N -24.088 5.477  15.287 2.726  -3.663 0.081  N12  E5I 30 
E5I N3   N2  N 0 1 N N N N N N -25.553 2.035  11.792 5.856  1.278  0.987  N3   E5I 31 
E5I O25  O1  O 0 1 N N N N N N -25.240 4.055  16.601 1.932  -1.875 -1.026 O25  E5I 32 
E5I O26  O2  O 0 1 N N N N N N -22.704 2.368  13.657 3.763  0.354  -1.734 O26  E5I 33 
E5I O36  O3  O 0 1 N N N N N N -19.996 -1.361 19.314 -3.532 3.065  -0.745 O36  E5I 34 
E5I O37  O4  O 0 1 N N N N N N -25.244 5.028  11.186 5.671  -1.072 1.881  O37  E5I 35 
E5I O8   O5  O 0 1 N N N N N N -25.560 -0.530 15.123 2.026  3.178  0.988  O8   E5I 36 
E5I O9   O6  O 0 1 N N N N N N -26.829 0.330  12.606 4.697  2.962  1.977  O9   E5I 37 
E5I H10B H1  H 0 0 N N N N N N -26.628 4.815  13.162 3.614  -1.060 -0.663 H10B E5I 38 
E5I H10A H2  H 0 0 N N N N N N -25.613 3.720  14.161 3.404  -1.447 1.061  H10A E5I 39 
E5I H11A H3  H 0 0 N N N N N N -24.956 6.655  13.792 4.369  -3.235 -1.188 H11A E5I 40 
E5I H11B H4  H 0 0 N N N N N N -26.083 6.064  15.060 4.802  -3.593 0.504  H11B E5I 41 
E5I HC14 H5  H 0 0 N N N N N N -22.028 4.805  16.564 0.126  -4.203 0.443  HC14 E5I 42 
E5I HC15 H6  H 0 0 N N N N N N -21.582 3.358  18.258 -1.715 -2.949 -0.464 HC15 E5I 43 
E5I H16A H7  H 0 0 N N N N N N -23.956 3.191  19.595 0.622  -1.191 -1.512 H16A E5I 44 
E5I H16B H8  H 0 0 N N N N N N -24.458 2.384  18.071 -0.762 -1.624 -2.544 H16B E5I 45 
E5I HC17 H9  H 0 0 N N N N N N -23.719 0.783  19.837 -1.093 -0.169 0.110  HC17 E5I 46 
E5I HC18 H10 H 0 0 N N N N N N -20.908 1.919  19.427 -2.868 -0.251 -2.353 HC18 E5I 47 
E5I HC19 H11 H 0 0 N N N N N N -22.180 -0.219 21.189 -3.186 0.657  0.570  HC19 E5I 48 
E5I H21A H12 H 0 0 N N N N N N -23.119 -1.448 19.152 -2.243 1.673  -3.018 H21A E5I 49 
E5I H21B H13 H 0 0 N N N N N N -22.009 -1.723 17.767 -1.454 3.002  -2.151 H21B E5I 50 
E5I HC22 H14 H 0 0 N N N N N N -21.685 0.764  17.564 -0.158 0.793  -2.522 HC22 E5I 51 
E5I HC23 H15 H 0 0 N N N N N N -24.450 -0.536 17.327 -0.222 2.401  0.107  HC23 E5I 52 
E5I HC24 H16 H 0 0 N N N N N N -22.927 1.422  15.649 1.883  1.043  -1.641 HC24 E5I 53 
E5I H27B H17 H 0 0 N N N N N N -21.784 3.400  21.123 -3.319 -2.442 -1.556 H27B E5I 54 
E5I H27A H18 H 0 0 N N N N N N -22.782 2.095  21.850 -2.991 -1.983 0.144  H27A E5I 55 
E5I HC28 H19 H 0 0 N N N N N N -19.799 2.576  22.086 -5.510 -1.653 -1.419 HC28 E5I 56 
E5I HC29 H20 H 0 0 N N N N N N -19.273 0.596  21.048 -5.290 0.692  -1.643 HC29 E5I 57 
E5I H30B H21 H 0 0 N N N N N N -20.889 2.453  24.246 -6.102 -2.428 0.675  H30B E5I 58 
E5I H30A H22 H 0 0 N N N N N N -21.987 1.135  23.713 -4.524 -1.953 1.359  H30A E5I 59 
E5I HC31 H23 H 0 0 N N N N N N -18.914 0.953  24.137 -7.092 -0.554 1.501  HC31 E5I 60 
E5I HC32 H24 H 0 0 N N N N N N -20.893 -1.063 22.918 -5.228 1.581  1.032  HC32 E5I 61 
E5I H33A H25 H 0 0 N N N N N N -21.427 -0.615 25.002 -4.314 -0.080 2.676  H33A E5I 62 
E5I H33B H26 H 0 0 N N N N N N -19.751 -1.219 25.235 -5.779 0.799  3.174  H33B E5I 63 
E5I H34C H27 H 0 0 N N N N N N -20.662 -0.292 27.267 -5.321 -1.104 4.697  H34C E5I 64 
E5I H34A H28 H 0 0 N N N N N N -19.269 0.671  26.668 -6.848 -1.345 3.813  H34A E5I 65 
E5I H34B H29 H 0 0 N N N N N N -20.945 1.275  26.435 -5.383 -2.224 3.315  H34B E5I 66 
E5I H35C H30 H 0 0 N N N N N N -18.723 -2.011 23.567 -7.623 0.574  -0.575 H35C E5I 67 
E5I H35B H31 H 0 0 N N N N N N -18.943 -2.038 21.784 -7.694 1.696  0.805  H35B E5I 68 
E5I H35A H32 H 0 0 N N N N N N -17.880 -0.802 22.540 -6.898 2.194  -0.707 H35A E5I 69 
E5I HC4  H33 H 0 1 N N N N N N -23.744 2.819  11.253 6.370  0.359  -0.841 HC4  E5I 70 
E5I HC6  H34 H 0 1 N N N N N N -23.743 4.814  12.561 6.175  -1.749 -0.007 HC6  E5I 71 
E5I HN12 H35 H 0 0 N N N N N N -23.216 5.939  15.124 2.580  -4.508 0.534  HN12 E5I 72 
E5I HN3  H36 H 0 1 N N N N N N -26.092 2.171  10.961 6.678  1.329  1.499  HN3  E5I 73 
E5I HO37 H37 H 0 0 N N N N N N -25.391 5.943  11.396 5.599  -1.938 2.305  HO37 E5I 74 
E5I HO8  H38 H 0 1 N N N N N N -26.209 -0.568 14.430 1.112  3.483  0.903  HO8  E5I 75 
# 
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 
E5I O37 C6   SING N N 1  
E5I N3  C4   SING N N 2  
E5I N3  C2   SING N N 3  
E5I C4  C6   SING N N 4  
E5I C4  C5   SING N N 5  
E5I C6  C10  SING N N 6  
E5I O9  C2   DOUB N N 7  
E5I C2  C1   SING N N 8  
E5I C5  O26  DOUB N N 9  
E5I C5  C1   SING N N 10 
E5I C10 C11  SING N N 11 
E5I C1  C7   DOUB N Z 12 
E5I C11 N12  SING N N 13 
E5I C7  O8   SING N N 14 
E5I C7  C24  SING N N 15 
E5I N12 C13  SING N N 16 
E5I C24 C23  DOUB N E 17 
E5I C13 O25  DOUB N N 18 
E5I C13 C14  SING N N 19 
E5I C14 C15  DOUB N Z 20 
E5I C23 C22  SING N N 21 
E5I C15 C16  SING N N 22 
E5I C22 C21  SING N N 23 
E5I C22 C17  SING N N 24 
E5I C21 C20  SING N N 25 
E5I C16 C17  SING N N 26 
E5I C17 C18  SING N N 27 
E5I O36 C20  DOUB N N 28 
E5I C20 C19  SING N N 29 
E5I C18 C19  SING N N 30 
E5I C18 C27  SING N N 31 
E5I C19 C29  SING N N 32 
E5I C27 C28  SING N N 33 
E5I C29 C28  SING N N 34 
E5I C29 C32  SING N N 35 
E5I C28 C30  SING N N 36 
E5I C35 C32  SING N N 37 
E5I C32 C31  SING N N 38 
E5I C30 C31  SING N N 39 
E5I C31 C33  SING N N 40 
E5I C33 C34  SING N N 41 
E5I C10 H10B SING N N 42 
E5I C10 H10A SING N N 43 
E5I C11 H11A SING N N 44 
E5I C11 H11B SING N N 45 
E5I C14 HC14 SING N N 46 
E5I C15 HC15 SING N N 47 
E5I C16 H16A SING N N 48 
E5I C16 H16B SING N N 49 
E5I C17 HC17 SING N N 50 
E5I C18 HC18 SING N N 51 
E5I C19 HC19 SING N N 52 
E5I C21 H21A SING N N 53 
E5I C21 H21B SING N N 54 
E5I C22 HC22 SING N N 55 
E5I C23 HC23 SING N N 56 
E5I C24 HC24 SING N N 57 
E5I C27 H27B SING N N 58 
E5I C27 H27A SING N N 59 
E5I C28 HC28 SING N N 60 
E5I C29 HC29 SING N N 61 
E5I C30 H30B SING N N 62 
E5I C30 H30A SING N N 63 
E5I C31 HC31 SING N N 64 
E5I C32 HC32 SING N N 65 
E5I C33 H33A SING N N 66 
E5I C33 H33B SING N N 67 
E5I C34 H34C SING N N 68 
E5I C34 H34A SING N N 69 
E5I C34 H34B SING N N 70 
E5I C35 H35C SING N N 71 
E5I C35 H35B SING N N 72 
E5I C35 H35A SING N N 73 
E5I C4  HC4  SING N N 74 
E5I C6  HC6  SING N N 75 
E5I N12 HN12 SING N N 76 
E5I N3  HN3  SING N N 77 
E5I O37 HO37 SING N N 78 
E5I O8  HO8  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 
E5I InChI            InChI                1.06  "InChI=1S/C29H38N2O6/c1-3-15-11-17-12-19-18-5-4-6-23(35)30-10-9-21(33)27-28(36)26(29(37)31-27)20(32)8-7-16(18)13-22(34)25(19)24(17)14(15)2/h4,6-8,14-19,21,24-25,27,32-33H,3,5,9-13H2,1-2H3,(H,30,35)(H,31,37)/b6-4-,8-7+,26-20-/t14-,15+,16+,17+,18-,19+,21-,24+,25-,27-/m0/s1" 
E5I InChIKey         InChI                1.06  GXFBXYRIFPTSTH-CDAWCUIISA-N                                                                                                                                                                                                                                                      
E5I SMILES_CANONICAL CACTVS               3.385 "CC[C@@H]1C[C@@H]2C[C@@H]3[C@H]4C\C=C/C(=O)NCC[C@H](O)[C@@H]5NC(=O)\C(=C(O)\C=C\[C@@H]4CC(=O)[C@H]3[C@@H]2[C@H]1C)C5=O"                                                                                                                                                          
E5I SMILES           CACTVS               3.385 "CC[CH]1C[CH]2C[CH]3[CH]4CC=CC(=O)NCC[CH](O)[CH]5NC(=O)C(=C(O)C=C[CH]4CC(=O)[CH]3[CH]2[CH]1C)C5=O"                                                                                                                                                                               
E5I SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@@H]1C[C@@H]2C[C@@H]3[C@H]4C/C=C\C(=O)NCC[C@@H]([C@H]5C(=O)/C(=C(\C=C\[C@@H]4CC(=O)[C@H]3[C@@H]2[C@H]1C)/O)/C(=O)N5)O"                                                                                                                                                      
E5I SMILES           "OpenEye OEToolkits" 2.0.7 "CCC1CC2CC3C4CC=CC(=O)NCCC(C5C(=O)C(=C(C=CC4CC(=O)C3C2C1C)O)C(=O)N5)O"                                                                                                                                                                                                           
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
E5I "Create component" 2023-06-14 PDBC 
E5I "Initial release"  2023-11-15 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      E5I 
_pdbx_chem_comp_synonyms.name         10-Epi-maltophilin 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
