data_XBK # _chem_comp.id XBK _chem_comp.name 4,5-DE-EPOXYPIMARICIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H47 N O12" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-12 _chem_comp.pdbx_modified_date 2011-06-04 _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 649.726 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XBK _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 2xbk _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 XBK N N N 0 1 N N N 21.283 -6.146 3.060 6.852 -3.881 -0.825 N XBK 1 XBK C1 C1 C 0 1 N N S 26.194 -3.376 7.949 3.211 3.709 0.318 C1 XBK 2 XBK O1 O1 O 0 1 N N N 26.095 -4.342 9.014 4.357 4.244 -0.348 O1 XBK 3 XBK C2 C2 C 0 1 N N R 26.416 -4.099 6.603 3.507 2.275 0.791 C2 XBK 4 XBK O2 O2 O 0 1 N N N 25.558 -6.347 6.057 5.850 2.760 1.402 O2 XBK 5 XBK C3 C3 C 0 1 N N N 25.321 -5.077 6.285 4.648 2.290 1.775 C3 XBK 6 XBK O3 O3 O 0 1 N N N 24.166 -4.721 6.220 4.483 1.880 2.899 O3 XBK 7 XBK C4 C4 C 0 1 N N S 26.498 -3.037 5.527 2.250 1.723 1.467 C4 XBK 8 XBK O4 O4 O 0 1 N N N 24.757 -2.816 3.000 2.814 -1.866 0.994 O4 XBK 9 XBK C5 C5 C 0 1 N N N 26.861 -3.719 4.203 2.496 0.317 1.982 C5 XBK 10 XBK O5 O5 O 0 1 N N N 22.076 -3.691 3.552 4.217 -4.140 0.143 O5 XBK 11 XBK C6 C6 C 0 1 N N R 26.182 -3.062 2.982 1.923 -0.750 1.052 C6 XBK 12 XBK O6 O6 O 0 1 N N N 21.511 -6.373 0.151 6.105 -2.754 -3.371 O6 XBK 13 XBK C7 C7 C 0 1 N N R 24.136 -3.891 2.253 3.810 -1.762 -0.026 C7 XBK 14 XBK O7 O7 O 0 1 N N N 23.709 -3.487 0.940 3.196 -1.912 -1.308 O7 XBK 15 XBK C8 C8 C 0 1 N N S 23.076 -4.605 3.097 4.856 -2.862 0.169 C8 XBK 16 XBK O8 O8 O 0 1 N N N 32.180 6.682 2.896 -7.658 -0.285 -0.008 O8 XBK 17 XBK C9 C9 C 0 1 N N S 22.444 -5.770 2.311 5.887 -2.782 -0.962 C9 XBK 18 XBK O9 O9 O 0 1 N N N 32.647 5.062 1.443 -7.376 0.376 -2.117 O9 XBK 19 XBK C10 C10 C 0 1 N N S 22.025 -5.288 0.916 5.163 -2.900 -2.306 C10 XBK 20 XBK O10 O10 O 0 1 N N N 28.540 1.295 5.971 -1.008 4.825 0.541 O10 XBK 21 XBK C11 C11 C 0 1 N N R 23.154 -4.582 0.173 4.104 -1.799 -2.406 C11 XBK 22 XBK O11 O11 O 0 1 N N N 26.582 -0.555 7.012 0.504 3.854 1.189 O11 XBK 23 XBK C12 C12 C 0 1 N N N 22.644 -3.959 -1.110 3.336 -1.947 -3.720 C12 XBK 24 XBK O12 O12 O 0 1 N N N 27.648 -2.180 5.855 1.167 1.729 0.524 O12 XBK 25 XBK C13 C13 C 0 1 N N N 26.892 -1.840 2.448 0.595 -1.193 1.594 C13 XBK 26 XBK C14 C14 C 0 1 N N N 26.852 -0.651 2.952 0.185 -2.461 1.555 C14 XBK 27 XBK C15 C15 C 0 1 N N N 27.640 0.244 2.149 -1.142 -2.787 2.066 C15 XBK 28 XBK C16 C16 C 0 1 N N N 27.671 1.521 2.440 -1.803 -3.931 1.837 C16 XBK 29 XBK C17 C17 C 0 1 N N N 28.485 2.405 1.623 -3.178 -4.001 2.171 C17 XBK 30 XBK C18 C18 C 0 1 N N N 28.575 3.706 1.909 -4.083 -3.780 1.207 C18 XBK 31 XBK C19 C19 C 0 1 N N N 29.356 4.732 1.190 -5.500 -3.537 1.461 C19 XBK 32 XBK C20 C20 C 0 1 N N N 29.524 5.948 1.782 -6.227 -2.979 0.481 C20 XBK 33 XBK C21 C21 C 0 1 N N N 30.238 7.243 1.358 -7.673 -2.618 0.665 C21 XBK 34 XBK C22 C22 C 0 1 N N R 31.757 7.439 1.760 -8.064 -1.593 -0.408 C22 XBK 35 XBK C23 C23 C 0 1 N N N 32.225 8.867 2.111 -9.582 -1.616 -0.602 C23 XBK 36 XBK C24 C24 C 0 1 N N N 32.417 5.348 2.595 -7.079 0.498 -0.944 C24 XBK 37 XBK C25 C25 C 0 1 N N N 32.318 4.433 3.736 -6.121 1.466 -0.544 C25 XBK 38 XBK C26 C26 C 0 1 N N N 31.646 3.325 3.593 -5.363 2.117 -1.454 C26 XBK 39 XBK C27 C27 C 0 1 N N N 31.490 2.414 4.738 -4.332 3.063 -1.019 C27 XBK 40 XBK C28 C28 C 0 1 N N N 30.825 1.287 4.540 -3.417 3.496 -1.886 C28 XBK 41 XBK C29 C29 C 0 1 N N N 30.667 0.324 5.670 -2.326 4.436 -1.442 C29 XBK 42 XBK C30 C30 C 0 1 N N S 29.209 0.020 5.895 -1.528 3.799 -0.307 C30 XBK 43 XBK C31 C31 C 0 1 N N N 29.052 -0.854 7.166 -0.369 2.973 -0.877 C31 XBK 44 XBK C32 C32 C 0 1 N N R 27.657 -1.516 7.091 0.824 3.036 0.061 C32 XBK 45 XBK C33 C33 C 0 1 N N N 27.373 -2.449 8.263 2.028 3.654 -0.652 C33 XBK 46 XBK HN HN H 0 1 N N N 21.523 -6.234 4.027 7.338 -3.828 0.058 HN XBK 47 XBK HNA HNA H 0 1 N N N 20.577 -5.446 2.954 6.400 -4.776 -0.937 HNA XBK 48 XBK H1 H1 H 0 1 N N N 25.266 -2.790 7.870 2.958 4.334 1.174 H1 XBK 49 XBK HO1 HO1 H 0 1 N N N 26.073 -5.218 8.647 4.238 5.147 -0.672 HO1 XBK 50 XBK H2 H2 H 0 1 N N N 27.344 -4.687 6.660 3.768 1.653 -0.065 H2 XBK 51 XBK H4 H4 H 0 1 N N N 25.550 -2.483 5.458 1.991 2.390 2.289 H4 XBK 52 XBK H5 H5 H 0 1 N N N 27.951 -3.656 4.069 3.570 0.160 2.081 H5 XBK 53 XBK H5A H5A H 0 1 N N N 26.509 -4.760 4.258 2.034 0.214 2.964 H5A XBK 54 XBK HO5 HO5 H 0 1 N N N 22.225 -3.488 4.468 3.547 -4.259 0.831 HO5 XBK 55 XBK H6 H6 H 0 1 N N N 26.298 -3.911 2.292 1.793 -0.333 0.053 H6 XBK 56 XBK HO6 HO6 H 0 1 N N N 21.397 -6.099 -0.751 5.715 -2.818 -4.253 HO6 XBK 57 XBK H7 H7 H 0 1 N N N 24.902 -4.652 2.043 4.292 -0.786 0.035 H7 XBK 58 XBK H8 H8 H 0 1 N N N 23.575 -5.023 3.984 5.356 -2.724 1.128 H8 XBK 59 XBK H9 H9 H 0 1 N N N 23.144 -6.609 2.182 6.411 -1.828 -0.911 H9 XBK 60 XBK H10 H10 H 0 1 N N N 21.230 -4.541 1.057 4.682 -3.876 -2.377 H10 XBK 61 XBK HO10 HO10 H 0 0 N N N 28.393 1.522 6.882 -1.686 5.382 0.946 HO10 XBK 62 XBK H11 H11 H 0 1 N N N 23.914 -5.355 -0.013 4.590 -0.824 -2.376 H11 XBK 63 XBK H12 H12 H 0 1 N N N 22.520 -2.875 -0.968 2.581 -1.163 -3.791 H12 XBK 64 XBK H12A H12A H 0 0 N N N 23.366 -4.143 -1.919 4.028 -1.860 -4.558 H12A XBK 65 XBK H12B H12B H 0 0 N N N 21.675 -4.407 -1.375 2.850 -2.922 -3.750 H12B XBK 66 XBK H13 H13 H 0 1 N N N 27.491 -1.973 1.559 -0.050 -0.448 2.063 H13 XBK 67 XBK H14 H14 H 0 1 N N N 26.308 -0.372 3.842 0.822 -3.239 1.163 H14 XBK 68 XBK H15 H15 H 0 1 N N N 28.204 -0.135 1.309 -1.636 -2.039 2.694 H15 XBK 69 XBK H16 H16 H 0 1 N N N 27.102 1.910 3.272 -1.325 -4.792 1.391 H16 XBK 70 XBK H17 H17 H 0 1 N N N 29.023 2.006 0.776 -3.483 -4.234 3.181 H17 XBK 71 XBK H18 H18 H 0 1 N N N 28.012 4.047 2.765 -3.740 -3.793 0.169 H18 XBK 72 XBK H19 H19 H 0 1 N N N 29.783 4.524 0.220 -5.935 -3.788 2.411 H19 XBK 73 XBK H20 H20 H 0 1 N N N 29.058 6.017 2.754 -5.734 -2.773 -0.466 H20 XBK 74 XBK H21 H21 H 0 1 N N N 30.198 7.277 0.259 -8.289 -3.512 0.559 H21 XBK 75 XBK H21A H21A H 0 0 N N N 29.707 8.038 1.901 -7.819 -2.186 1.655 H21A XBK 76 XBK H22 H22 H 0 1 N N N 32.201 7.103 0.811 -7.578 -1.851 -1.349 H22 XBK 77 XBK H23 H23 H 0 1 N N N 32.336 8.959 3.201 -9.860 -0.897 -1.372 H23 XBK 78 XBK H23A H23A H 0 0 N N N 33.192 9.065 1.626 -9.894 -2.615 -0.907 H23A XBK 79 XBK H23B H23B H 0 0 N N N 31.480 9.594 1.756 -10.072 -1.352 0.336 H23B XBK 80 XBK H25 H25 H 0 1 N N N 32.792 4.672 4.676 -5.990 1.686 0.507 H25 XBK 81 XBK H26 H26 H 0 1 N N N 31.206 3.077 2.638 -5.514 1.951 -2.513 H26 XBK 82 XBK H27 H27 H 0 1 N N N 31.904 2.656 5.706 -4.335 3.414 0.006 H27 XBK 83 XBK H28 H28 H 0 1 N N N 30.401 1.066 3.571 -3.462 3.168 -2.915 H28 XBK 84 XBK H29 H29 H 0 1 N N N 31.198 -0.608 5.428 -1.661 4.643 -2.281 H29 XBK 85 XBK H29A H29A H 0 0 N N N 31.086 0.771 6.584 -2.770 5.369 -1.094 H29A XBK 86 XBK H30 H30 H 0 1 N N N 28.756 -0.567 5.082 -2.182 3.148 0.273 H30 XBK 87 XBK H31 H31 H 0 1 N N N 29.838 -1.623 7.200 -0.686 1.936 -0.991 H31 XBK 88 XBK H31A H31A H 0 0 N N N 29.146 -0.242 8.075 -0.085 3.372 -1.851 H31A XBK 89 XBK H33 H33 H 0 1 N N N 27.128 -1.846 9.150 1.778 4.663 -0.981 H33 XBK 90 XBK H33A H33A H 0 0 N N N 28.266 -3.064 8.448 2.293 3.043 -1.516 H33A XBK 91 XBK HO2 HO2 H 0 1 N N N 24.741 -6.794 5.870 6.551 2.750 2.068 HO2 XBK 92 XBK HO11 HO11 H 0 0 N N N 26.280 -0.344 7.888 -0.238 3.526 1.715 HO11 XBK 93 # 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 XBK N C9 SING N N 1 XBK C1 O1 SING N N 2 XBK C1 C2 SING N N 3 XBK C1 C33 SING N N 4 XBK C2 C3 SING N N 5 XBK C2 C4 SING N N 6 XBK O2 C3 SING N N 7 XBK C3 O3 DOUB N N 8 XBK C4 C5 SING N N 9 XBK C4 O12 SING N N 10 XBK O4 C6 SING N N 11 XBK O4 C7 SING N N 12 XBK C5 C6 SING N N 13 XBK O5 C8 SING N N 14 XBK C6 C13 SING N N 15 XBK O6 C10 SING N N 16 XBK C7 O7 SING N N 17 XBK C7 C8 SING N N 18 XBK O7 C11 SING N N 19 XBK C8 C9 SING N N 20 XBK O8 C22 SING N N 21 XBK O8 C24 SING N N 22 XBK C9 C10 SING N N 23 XBK O9 C24 DOUB N N 24 XBK C10 C11 SING N N 25 XBK O10 C30 SING N N 26 XBK C11 C12 SING N N 27 XBK O11 C32 SING N N 28 XBK O12 C32 SING N N 29 XBK C13 C14 DOUB N N 30 XBK C14 C15 SING N N 31 XBK C15 C16 DOUB N N 32 XBK C16 C17 SING N N 33 XBK C17 C18 DOUB N N 34 XBK C18 C19 SING N N 35 XBK C19 C20 DOUB N N 36 XBK C20 C21 SING N N 37 XBK C21 C22 SING N N 38 XBK C22 C23 SING N N 39 XBK C24 C25 SING N N 40 XBK C25 C26 DOUB N N 41 XBK C26 C27 SING N N 42 XBK C27 C28 DOUB N N 43 XBK C28 C29 SING N N 44 XBK C29 C30 SING N N 45 XBK C30 C31 SING N N 46 XBK C31 C32 SING N N 47 XBK C32 C33 SING N N 48 XBK N HN SING N N 49 XBK N HNA SING N N 50 XBK C1 H1 SING N N 51 XBK O1 HO1 SING N E 52 XBK C2 H2 SING N N 53 XBK C4 H4 SING N N 54 XBK C5 H5 SING N N 55 XBK C5 H5A SING N E 56 XBK O5 HO5 SING N N 57 XBK C6 H6 SING N N 58 XBK O6 HO6 SING N N 59 XBK C7 H7 SING N E 60 XBK C8 H8 SING N N 61 XBK C9 H9 SING N N 62 XBK C10 H10 SING N N 63 XBK O10 HO10 SING N E 64 XBK C11 H11 SING N N 65 XBK C12 H12 SING N N 66 XBK C12 H12A SING N N 67 XBK C12 H12B SING N N 68 XBK C13 H13 SING N N 69 XBK C14 H14 SING N N 70 XBK C15 H15 SING N N 71 XBK C16 H16 SING N N 72 XBK C17 H17 SING N N 73 XBK C18 H18 SING N N 74 XBK C19 H19 SING N N 75 XBK C20 H20 SING N N 76 XBK C21 H21 SING N E 77 XBK C21 H21A SING N N 78 XBK C22 H22 SING N N 79 XBK C23 H23 SING N N 80 XBK C23 H23A SING N E 81 XBK C23 H23B SING N N 82 XBK C25 H25 SING N N 83 XBK C26 H26 SING N N 84 XBK C27 H27 SING N N 85 XBK C28 H28 SING N N 86 XBK C29 H29 SING N N 87 XBK C29 H29A SING N N 88 XBK C30 H30 SING N N 89 XBK C31 H31 SING N N 90 XBK C31 H31A SING N N 91 XBK C33 H33 SING N N 92 XBK C33 H33A SING N N 93 XBK O2 HO2 SING N N 94 XBK O11 HO11 SING N N 95 # 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 XBK SMILES ACDLabs 10.04 "O=C(O)C1C(O)CC3(O)OC1CC(OC2OC(C)C(O)C(N)C2O)C=CC=CC=CC=CCC(OC(=O)C=CC=CCC(O)C3)C" XBK SMILES_CANONICAL CACTVS 3.352 "C[C@@H]1C/C=C/C=C/C=C/C=C/[C@@H](C[C@@H]2O[C@](O)(C[C@@H](O)C/C=C/C=C/C(=O)O1)C[C@H](O)[C@H]2C(O)=O)O[C@@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O" XBK SMILES CACTVS 3.352 "C[CH]1CC=CC=CC=CC=C[CH](C[CH]2O[C](O)(C[CH](O)CC=CC=CC(=O)O1)C[CH](O)[CH]2C(O)=O)O[CH]3O[CH](C)[CH](O)[CH](N)[CH]3O" XBK SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C[C@@H]1C\C=C\C=C\C=C\C=C\[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C\C=C\C=C\C(=O)O1)O)O)O)C(=O)O)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O" XBK SMILES "OpenEye OEToolkits" 1.6.1 "CC1CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC=CC=CC(=O)O1)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O" XBK InChI InChI 1.03 ;InChI=1S/C33H47NO12/c1-20-13-9-6-4-3-5-7-11-15-23(45-32-30(39)28(34)29(38)21(2)44-32)17-25-27(31(40)41)24(36)19-33(42,46-25)18-22(35)14-10-8-12-16-26(37)43-20/h3-12,15-16,20-25,27-30,32,35-36,38-39,42H,13-14,17-19,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,9-6+,10-8+,15-11+,16-12+/t20-,21-,22+,23+,24+,25+,27-,28+,29-,30+,32+,33-/m1/s1 ; XBK InChIKey InChI 1.03 SQKHCBHOKICFHY-FNNGFRNWSA-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 XBK "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,3S,5E,7E,11R,13E,15E,17E,19E,21R,23S,24R,25S)-21-[(3-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1,3,25-trihydroxy-11-methyl-9-oxo-10,27-dioxabicyclo[21.3.1]heptacosa-5,7,13,15,17,19-hexaene-24-carboxylic acid" XBK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(1S,3R,4E,6E,8E,10E,13R,16E,18E,21S,23R,25S,26R)-3-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyl-oxan-2-yl]oxy-21,23,25-trihydroxy-13-methyl-15-oxo-14,27-dioxabicyclo[21.3.1]heptacosa-4,6,8,10,16,18-hexaene-26-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XBK "Create component" 2010-04-12 EBI XBK "Modify descriptor" 2011-06-04 RCSB #