data_3L2 # _chem_comp.id 3L2 _chem_comp.name "(4S,5R,10E,12Z,16R,16aS,17S,18R,19aR,23aR)-4-hydroxy-5,16a,21-trimethyl-4,5,6,7,16,16a,22,23-octahydro-3H,18H,19aH-spiro[16,18-methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene-17,2'-oxirane]-3,9,14-trione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H34 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Verrucarin A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 502.553 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3L2 _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 4U50 _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 3L2 O O1 O 0 1 N N N 29.183 9.314 66.648 -4.287 0.181 -0.079 O 3L2 1 3L2 C1 C1 C 0 1 N N R 27.879 6.819 65.801 -2.657 3.065 0.201 C1 3L2 2 3L2 O6 O2 O 0 1 N N N 26.952 3.736 64.728 0.261 3.206 1.535 O6 3L2 3 3L2 C23 C2 C 0 1 N N N 27.214 4.810 64.310 -0.209 2.745 0.523 C23 3L2 4 3L2 C24 C3 C 0 1 N N S 26.814 6.097 65.004 -1.260 3.517 -0.230 C24 3L2 5 3L2 O7 O3 O 0 1 N N N 25.635 5.812 65.760 -1.090 3.310 -1.634 O7 3L2 6 3L2 C C4 C 0 1 N N N 28.510 5.891 66.838 -2.567 2.251 1.491 C 3L2 7 3L2 O5 O4 O 0 1 N N N 27.797 5.006 63.110 0.198 1.547 0.077 O5 3L2 8 3L2 C22 C5 C 0 1 N N N 27.930 3.845 62.264 0.875 0.687 1.026 C22 3L2 9 3L2 C15 C6 C 0 1 N N R 28.445 4.215 60.865 2.172 0.120 0.457 C15 3L2 10 3L2 C20 C7 C 0 1 N N R 28.919 2.851 60.295 2.330 0.513 -1.013 C20 3L2 11 3L2 C19 C8 C 0 1 N N N 27.794 1.961 59.851 2.626 1.986 -1.122 C19 3L2 12 3L2 C18 C9 C 0 1 N N N 26.530 2.341 59.766 3.063 2.705 -0.143 C18 3L2 13 3L2 C21 C10 C 0 1 N N N 25.413 1.378 59.470 3.319 4.166 -0.406 C21 3L2 14 3L2 C17 C11 C 0 1 N N N 26.139 3.774 59.965 3.339 2.188 1.233 C17 3L2 15 3L2 C16 C12 C 0 1 N N N 27.315 4.738 59.943 3.365 0.659 1.243 C16 3L2 16 3L2 O4 O5 O 0 1 N N N 29.838 2.943 59.182 3.381 -0.210 -1.651 O4 3L2 17 3L2 C12 C13 C 0 1 N N R 30.894 3.897 59.344 3.363 -1.635 -1.504 C12 3L2 18 3L2 C11 C14 C 0 1 N N N 31.631 3.716 60.687 1.926 -2.132 -1.803 C11 3L2 19 3L2 C14 C15 C 0 1 N N S 29.690 5.213 60.935 2.147 -1.424 0.552 C14 3L2 20 3L2 C25 C16 C 0 1 N N N 29.306 6.614 61.409 1.849 -1.952 1.957 C25 3L2 21 3L2 C13 C17 C 0 1 N N S 30.253 5.278 59.536 3.495 -1.926 0.004 C13 3L2 22 3L2 O8 O6 O 0 1 N N N 31.177 6.404 59.239 4.118 -3.098 0.495 O8 3L2 23 3L2 C26 C18 C 0 1 N N N 29.950 6.255 58.491 4.800 -1.867 0.758 C26 3L2 24 3L2 C10 C19 C 0 1 N N R 30.901 4.609 61.731 1.123 -1.895 -0.515 C10 3L2 25 3L2 O3 O7 O 0 1 N N N 31.871 5.657 62.053 0.421 -3.092 -0.092 O3 3L2 26 3L2 C9 C20 C 0 1 N N N 31.910 6.146 63.305 -0.914 -3.057 -0.279 C9 3L2 27 3L2 O2 O8 O 0 1 N N N 31.357 5.612 64.248 -1.363 -2.137 -0.936 O2 3L2 28 3L2 C8 C21 C 0 1 N N N 32.753 7.333 63.375 -1.827 -4.087 0.206 C8 3L2 29 3L2 C7 C22 C 0 1 N N N 33.008 8.238 64.336 -3.134 -3.800 0.423 C7 3L2 30 3L2 C6 C23 C 0 1 N N N 32.339 8.325 65.583 -3.618 -2.437 0.262 C6 3L2 31 3L2 C5 C24 C 0 1 N N N 31.097 8.785 65.709 -4.932 -2.123 0.262 C5 3L2 32 3L2 C4 C25 C 0 1 N N N 30.396 8.904 66.986 -5.290 -0.703 0.067 C4 3L2 33 3L2 O1 O9 O 0 1 N N N 30.845 8.642 68.078 -6.451 -0.359 0.037 O1 3L2 34 3L2 C3 C26 C 0 1 N N N 28.124 8.790 67.462 -4.583 1.559 -0.405 C3 3L2 35 3L2 C2 C27 C 0 1 N N N 27.252 8.021 66.503 -3.306 2.240 -0.906 C2 3L2 36 3L2 H1 H1 H 0 1 N N N 28.663 7.174 65.116 -3.269 3.956 0.388 H1 3L2 37 3L2 H2 H2 H 0 1 N N N 26.518 6.790 64.203 -1.142 4.580 -0.005 H2 3L2 38 3L2 H3 H3 H 0 1 N N N 25.491 4.873 65.781 -0.230 3.594 -1.972 H3 3L2 39 3L2 H4 H4 H 0 1 N N N 29.279 6.439 67.402 -1.967 1.358 1.316 H4 3L2 40 3L2 H5 H5 H 0 1 N N N 27.734 5.533 67.530 -2.102 2.855 2.270 H5 3L2 41 3L2 H6 H6 H 0 1 N N N 28.972 5.032 66.329 -3.569 1.959 1.807 H6 3L2 42 3L2 H7 H7 H 0 1 N N N 26.947 3.362 62.165 1.096 1.239 1.939 H7 3L2 43 3L2 H8 H8 H 0 1 N N N 28.638 3.144 62.730 0.195 -0.131 1.275 H8 3L2 44 3L2 H9 H9 H 0 1 N N N 29.437 2.332 61.115 1.393 0.321 -1.543 H9 3L2 45 3L2 H10 H10 H 0 1 N N N 28.033 0.942 59.583 2.465 2.467 -2.076 H10 3L2 46 3L2 H11 H11 H 0 1 N N N 24.456 1.921 59.449 3.080 4.396 -1.444 H11 3L2 47 3L2 H12 H12 H 0 1 N N N 25.587 0.904 58.493 2.694 4.768 0.253 H12 3L2 48 3L2 H13 H13 H 0 1 N N N 25.379 0.605 60.252 4.369 4.390 -0.216 H13 3L2 49 3L2 H14 H14 H 0 1 N N N 25.442 4.058 59.163 4.313 2.558 1.563 H14 3L2 50 3L2 H15 H15 H 0 1 N N N 25.634 3.864 60.938 2.572 2.543 1.915 H15 3L2 51 3L2 H16 H16 H 0 1 N N N 27.695 4.826 58.915 3.327 0.312 2.274 H16 3L2 52 3L2 H17 H17 H 0 1 N N N 26.984 5.725 60.297 4.292 0.321 0.778 H17 3L2 53 3L2 H18 H18 H 0 1 N N N 31.601 3.899 58.501 4.122 -2.147 -2.100 H18 3L2 54 3L2 H19 H19 H 0 1 N N N 31.593 2.662 60.999 1.496 -1.564 -2.628 H19 3L2 55 3L2 H20 H20 H 0 1 N N N 32.680 4.032 60.588 1.940 -3.194 -2.048 H20 3L2 56 3L2 H21 H21 H 0 1 N N N 28.897 6.557 62.429 0.872 -1.592 2.280 H21 3L2 57 3L2 H22 H22 H 0 1 N N N 30.197 7.259 61.407 1.848 -3.042 1.943 H22 3L2 58 3L2 H23 H23 H 0 1 N N N 28.547 7.035 60.733 2.614 -1.598 2.648 H23 3L2 59 3L2 H24 H24 H 0 1 N N N 29.131 6.974 58.637 5.711 -1.659 0.193 H24 3L2 60 3L2 H25 H25 H 0 1 N N N 29.988 5.953 57.434 4.795 -1.497 1.784 H25 3L2 61 3L2 H26 H26 H 0 1 N N N 30.569 4.033 62.607 0.389 -1.096 -0.686 H26 3L2 62 3L2 H27 H27 H 0 1 N N N 33.288 7.527 62.457 -1.467 -5.088 0.396 H27 3L2 63 3L2 H28 H28 H 0 1 N N N 33.788 8.959 64.142 -3.809 -4.593 0.716 H28 3L2 64 3L2 H29 H29 H 0 1 N N N 32.862 8.003 66.472 -2.914 -1.616 0.163 H29 3L2 65 3L2 H30 H30 H 0 1 N N N 30.575 9.089 64.814 -5.690 -2.866 0.402 H30 3L2 66 3L2 H31 H31 H 0 1 N N N 27.557 9.606 67.934 -5.333 1.580 -1.204 H31 3L2 67 3L2 H32 H32 H 0 1 N N N 28.526 8.125 68.241 -4.985 2.080 0.460 H32 3L2 68 3L2 H33 H33 H 0 1 N N N 26.918 8.722 65.724 -3.565 2.893 -1.741 H33 3L2 69 3L2 H34 H34 H 0 1 N N N 26.380 7.657 67.067 -2.610 1.474 -1.253 H34 3L2 70 # # 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 3L2 C26 O8 SING N N 1 3L2 C26 C13 SING N N 2 3L2 O4 C12 SING N N 3 3L2 O4 C20 SING N N 4 3L2 O8 C13 SING N N 5 3L2 C12 C13 SING N N 6 3L2 C12 C11 SING N N 7 3L2 C21 C18 SING N N 8 3L2 C13 C14 SING N N 9 3L2 C18 C19 DOUB N N 10 3L2 C18 C17 SING N N 11 3L2 C19 C20 SING N N 12 3L2 C16 C17 SING N N 13 3L2 C16 C15 SING N N 14 3L2 C20 C15 SING N N 15 3L2 C11 C10 SING N N 16 3L2 C15 C14 SING N N 17 3L2 C15 C22 SING N N 18 3L2 C14 C25 SING N N 19 3L2 C14 C10 SING N N 20 3L2 C10 O3 SING N N 21 3L2 O3 C9 SING N N 22 3L2 C22 O5 SING N N 23 3L2 O5 C23 SING N N 24 3L2 C9 C8 SING N N 25 3L2 C9 O2 DOUB N N 26 3L2 C8 C7 DOUB N Z 27 3L2 C23 O6 DOUB N N 28 3L2 C23 C24 SING N N 29 3L2 C7 C6 SING N N 30 3L2 C24 O7 SING N N 31 3L2 C24 C1 SING N N 32 3L2 C6 C5 DOUB N E 33 3L2 C5 C4 SING N N 34 3L2 C1 C2 SING N N 35 3L2 C1 C SING N N 36 3L2 C2 C3 SING N N 37 3L2 O C4 SING N N 38 3L2 O C3 SING N N 39 3L2 C4 O1 DOUB N N 40 3L2 C1 H1 SING N N 41 3L2 C24 H2 SING N N 42 3L2 O7 H3 SING N N 43 3L2 C H4 SING N N 44 3L2 C H5 SING N N 45 3L2 C H6 SING N N 46 3L2 C22 H7 SING N N 47 3L2 C22 H8 SING N N 48 3L2 C20 H9 SING N N 49 3L2 C19 H10 SING N N 50 3L2 C21 H11 SING N N 51 3L2 C21 H12 SING N N 52 3L2 C21 H13 SING N N 53 3L2 C17 H14 SING N N 54 3L2 C17 H15 SING N N 55 3L2 C16 H16 SING N N 56 3L2 C16 H17 SING N N 57 3L2 C12 H18 SING N N 58 3L2 C11 H19 SING N N 59 3L2 C11 H20 SING N N 60 3L2 C25 H21 SING N N 61 3L2 C25 H22 SING N N 62 3L2 C25 H23 SING N N 63 3L2 C26 H24 SING N N 64 3L2 C26 H25 SING N N 65 3L2 C10 H26 SING N N 66 3L2 C8 H27 SING N N 67 3L2 C7 H28 SING N N 68 3L2 C6 H29 SING N N 69 3L2 C5 H30 SING N N 70 3L2 C3 H31 SING N N 71 3L2 C3 H32 SING N N 72 3L2 C2 H33 SING N N 73 3L2 C2 H34 SING N N 74 # # 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 3L2 SMILES ACDLabs 12.01 "O=C1OC5CC4OC2C=C(C)CCC2(COC(=O)C(O)C(C)CCOC(=O)C=CC=C1)C5(C)C34OC3" 3L2 InChI InChI 1.03 "InChI=1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5-/t17-,18-,19-,20-,23+,25-,26-,27+/m1/s1" 3L2 InChIKey InChI 1.03 NLUGUZJQJYVUHS-IDXDZYHTSA-N 3L2 SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CCOC(=O)\C=C\C=C/C(=O)O[C@@H]2C[C@H]3O[C@@H]4C=C(C)CC[C@]4(COC(=O)[C@H]1O)[C@]2(C)[C@]35CO5" 3L2 SMILES CACTVS 3.385 "C[CH]1CCOC(=O)C=CC=CC(=O)O[CH]2C[CH]3O[CH]4C=C(C)CC[C]4(COC(=O)[CH]1O)[C]2(C)[C]35CO5" 3L2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1CCOC(=O)/C=C/C=C\C(=O)O[C@@H]2C[C@@H]3[C@]4([C@]2([C@]5(CCC(=C[C@H]5O3)C)COC(=O)[C@H]1O)C)CO4" 3L2 SMILES "OpenEye OEToolkits" 1.9.2 "CC1CCOC(=O)C=CC=CC(=O)OC2CC3C4(C2(C5(CCC(=CC5O3)C)COC(=O)C1O)C)CO4" # _pdbx_chem_comp_identifier.comp_id 3L2 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "(4S,5R,10E,12Z,16R,16aS,17S,18R,19aR,23aR)-4-hydroxy-5,16a,21-trimethyl-4,5,6,7,16,16a,22,23-octahydro-3H,18H,19aH-spiro[16,18-methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene-17,2'-oxirane]-3,9,14-trione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3L2 "Create component" 2014-09-11 EBI 3L2 "Initial release" 2014-10-22 RCSB 3L2 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3L2 _pdbx_chem_comp_synonyms.name "Verrucarin A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##