data_17L # _chem_comp.id 17L _chem_comp.name "(9aS)-8-acetyl-N-[(3-ethoxynaphthalen-1-yl)methyl]-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H27 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-17 _chem_comp.pdbx_modified_date 2012-01-27 _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 529.537 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 17L _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 3V9T _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 17L C1 C1 C 0 1 N N N 15.518 50.454 64.858 -4.551 -1.682 0.678 C1 17L 1 17L C2 C2 C 0 1 N N N 15.912 51.055 63.632 -3.742 -2.552 -0.073 C2 17L 2 17L C3 C3 C 0 1 N N N 15.546 50.538 62.383 -2.751 -2.088 -0.951 C3 17L 3 17L C4 C4 C 0 1 N N N 14.880 49.395 62.247 -2.629 -0.790 -1.239 C4 17L 4 17L C5 C5 C 0 1 N N S 14.661 48.516 63.489 -3.698 0.185 -0.739 C5 17L 5 17L C6 C6 C 0 1 N N N 14.806 49.201 64.831 -4.548 -0.288 0.413 C6 17L 6 17L O7 O7 O 0 1 N N N 14.336 48.670 61.253 -1.728 0.043 -1.796 O7 17L 7 17L C8 C8 C 0 1 Y N N 13.299 47.923 61.766 -1.633 1.151 -1.001 C8 17L 8 17L C9 C9 C 0 1 Y N N 13.389 47.780 63.157 -2.824 1.334 -0.300 C9 17L 9 17L C10 C10 C 0 1 Y N N 12.222 47.313 61.108 -0.583 2.062 -0.805 C10 17L 10 17L C11 C11 C 0 1 Y N N 11.269 46.569 61.828 -0.750 3.140 0.077 C11 17L 11 17L C12 C12 C 0 1 Y N N 11.399 46.427 63.211 -1.944 3.304 0.756 C12 17L 12 17L C13 C13 C 0 1 Y N N 12.471 47.023 63.868 -2.981 2.398 0.564 C13 17L 13 17L O14 O14 O 0 1 N N N 14.451 48.618 65.834 -5.199 0.489 1.082 O14 17L 14 17L C15 C15 C 0 1 N N N 15.822 51.117 66.089 -5.378 -2.200 1.700 C15 17L 15 17L C16 C16 C 0 1 N N N 15.440 50.554 67.434 -6.222 -1.268 2.531 C16 17L 16 17L O17 O17 O 0 1 N N N 16.433 52.172 66.086 -5.409 -3.396 1.909 O17 17L 17 17L O18 O18 O 0 1 N N N 16.561 52.236 63.608 -3.925 -3.882 0.056 O18 17L 18 17L C19 C19 C 0 1 N N N 15.759 47.441 63.540 -4.597 0.613 -1.901 C19 17L 19 17L O20 O20 O 0 1 N N N 12.596 46.876 65.215 -4.152 2.560 1.231 O20 17L 20 17L C21 C21 C 0 1 N N N 12.089 47.488 59.654 0.689 1.886 -1.522 C21 17L 21 17L O22 O22 O 0 1 N N N 13.070 47.486 58.935 0.850 2.405 -2.610 O22 17L 22 17L N23 N23 N 0 1 N N N 10.844 47.678 59.166 1.676 1.151 -0.973 N23 17L 23 17L C24 C24 C 0 1 N N N 10.568 47.860 57.734 2.943 0.976 -1.687 C24 17L 24 17L C25 C25 C 0 1 Y N N 9.114 48.219 57.639 3.869 0.119 -0.864 C25 17L 25 17L C26 C26 C 0 1 Y N N 8.791 49.510 57.335 4.853 0.694 -0.122 C26 17L 26 17L C27 C27 C 0 1 Y N N 7.456 49.921 57.242 5.722 -0.085 0.648 C27 17L 27 17L C28 C28 C 0 1 Y N N 6.434 49.025 57.454 5.606 -1.446 0.674 C28 17L 28 17L C29 C29 C 0 1 Y N N 6.728 47.675 57.763 4.601 -2.072 -0.081 C29 17L 29 17L C30 C30 C 0 1 Y N N 8.092 47.260 57.860 3.717 -1.279 -0.855 C30 17L 30 17L C31 C31 C 0 1 Y N N 5.699 46.730 57.981 4.450 -3.469 -0.078 C31 17L 31 17L C32 C32 C 0 1 Y N N 6.011 45.428 58.279 3.465 -4.042 -0.822 C32 17L 32 17L C33 C33 C 0 1 Y N N 7.344 45.013 58.371 2.600 -3.263 -1.588 C33 17L 33 17L C34 C34 C 0 1 Y N N 8.367 45.904 58.170 2.707 -1.906 -1.605 C34 17L 34 17L O35 O35 O 0 1 N N N 10.234 45.998 61.157 0.263 4.023 0.266 O35 17L 35 17L C36 C36 C 0 1 N N N 9.294 45.166 61.844 0.025 5.098 1.178 C36 17L 36 17L O37 O37 O 0 1 N N N 7.233 51.235 56.936 6.695 0.519 1.379 O37 17L 37 17L C38 C38 C 0 1 N N N 5.912 51.702 56.630 7.553 -0.330 2.145 C38 17L 38 17L C39 C39 C 0 1 N N N 5.668 51.590 55.122 8.577 0.524 2.895 C39 17L 39 17L H3 H3 H 0 1 N N N 15.815 51.090 61.495 -2.072 -2.796 -1.403 H3 17L 40 17L H12 H12 H 0 1 N N N 10.671 45.857 63.768 -2.071 4.136 1.434 H12 17L 41 17L H16 H16 H 0 1 N N N 15.796 51.227 68.228 -6.921 -0.737 1.885 H16 17L 42 17L H16A H16A H 0 0 N N N 14.346 50.462 67.495 -6.777 -1.843 3.272 H16A 17L 43 17L H16B H16B H 0 0 N N N 15.899 49.562 67.560 -5.578 -0.549 3.038 H16B 17L 44 17L HO18 HO18 H 0 0 N N N 16.696 52.542 64.497 -3.354 -4.457 -0.473 HO18 17L 45 17L H19 H19 H 0 1 N N N 15.611 46.806 64.426 -5.102 -0.261 -2.311 H19 17L 46 17L H19A H19A H 0 0 N N N 15.708 46.821 62.633 -5.339 1.327 -1.542 H19A 17L 47 17L H19B H19B H 0 0 N N N 16.745 47.926 63.597 -3.990 1.079 -2.677 H19B 17L 48 17L HO20 HO20 H 0 0 N N N 13.257 47.476 65.539 -4.182 2.113 2.088 HO20 17L 49 17L HN23 HN23 H 0 0 N N N 10.077 47.696 59.807 1.547 0.738 -0.105 HN23 17L 50 17L H24 H24 H 0 1 N N N 11.190 48.670 57.324 2.756 0.492 -2.646 H24 17L 51 17L H24A H24A H 0 0 N N N 10.769 46.929 57.184 3.402 1.950 -1.856 H24A 17L 52 17L H26 H26 H 0 1 N N N 9.580 50.227 57.163 4.965 1.768 -0.128 H26 17L 53 17L H28 H28 H 0 1 N N N 5.407 49.352 57.385 6.284 -2.037 1.272 H28 17L 54 17L H31 H31 H 0 1 N N N 4.665 47.034 57.913 5.114 -4.085 0.511 H31 17L 55 17L H32 H32 H 0 1 N N N 5.218 44.714 58.445 3.351 -5.116 -0.818 H32 17L 56 17L H33 H33 H 0 1 N N N 7.569 43.982 58.602 1.827 -3.742 -2.170 H33 17L 57 17L H34 H34 H 0 1 N N N 9.391 45.570 58.249 2.030 -1.315 -2.204 H34 17L 58 17L H36 H36 H 0 1 N N N 8.538 44.802 61.133 -0.820 5.691 0.828 H36 17L 59 17L H36A H36A H 0 0 N N N 9.820 44.309 62.290 -0.198 4.693 2.165 H36A 17L 60 17L H36B H36B H 0 0 N N N 8.802 45.747 62.638 0.913 5.728 1.235 H36B 17L 61 17L H38 H38 H 0 1 N N N 5.173 51.090 57.168 6.957 -0.896 2.862 H38 17L 62 17L H38A H38A H 0 0 N N N 5.813 52.753 56.940 8.072 -1.019 1.479 H38A 17L 63 17L H39 H39 H 0 1 N N N 4.655 51.948 54.886 9.231 -0.123 3.480 H39 17L 64 17L H39A H39A H 0 0 N N N 6.407 52.202 54.585 9.172 1.090 2.179 H39A 17L 65 17L H39B H39B H 0 0 N N N 5.767 50.539 54.812 8.058 1.213 3.562 H39B 17L 66 # 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 17L C1 C2 DOUB N N 1 17L C1 C6 SING N N 2 17L C1 C15 SING N N 3 17L C2 C3 SING N N 4 17L C2 O18 SING N N 5 17L C3 C4 DOUB N N 6 17L C4 C5 SING N N 7 17L C4 O7 SING N N 8 17L C5 C6 SING N N 9 17L C5 C9 SING N N 10 17L C5 C19 SING N N 11 17L C6 O14 DOUB N N 12 17L O7 C8 SING N N 13 17L C8 C9 DOUB Y N 14 17L C8 C10 SING Y N 15 17L C9 C13 SING Y N 16 17L C10 C11 DOUB Y N 17 17L C10 C21 SING N N 18 17L C11 C12 SING Y N 19 17L C11 O35 SING N N 20 17L C12 C13 DOUB Y N 21 17L C13 O20 SING N N 22 17L C15 C16 SING N N 23 17L C15 O17 DOUB N N 24 17L C21 O22 DOUB N N 25 17L C21 N23 SING N N 26 17L N23 C24 SING N N 27 17L C24 C25 SING N N 28 17L C25 C26 DOUB Y N 29 17L C25 C30 SING Y N 30 17L C26 C27 SING Y N 31 17L C27 C28 DOUB Y N 32 17L C27 O37 SING N N 33 17L C28 C29 SING Y N 34 17L C29 C30 DOUB Y N 35 17L C29 C31 SING Y N 36 17L C30 C34 SING Y N 37 17L C31 C32 DOUB Y N 38 17L C32 C33 SING Y N 39 17L C33 C34 DOUB Y N 40 17L O35 C36 SING N N 41 17L O37 C38 SING N N 42 17L C38 C39 SING N N 43 17L C3 H3 SING N N 44 17L C12 H12 SING N N 45 17L C16 H16 SING N N 46 17L C16 H16A SING N N 47 17L C16 H16B SING N N 48 17L O18 HO18 SING N N 49 17L C19 H19 SING N N 50 17L C19 H19A SING N N 51 17L C19 H19B SING N N 52 17L O20 HO20 SING N N 53 17L N23 HN23 SING N N 54 17L C24 H24 SING N N 55 17L C24 H24A SING N N 56 17L C26 H26 SING N N 57 17L C28 H28 SING N N 58 17L C31 H31 SING N N 59 17L C32 H32 SING N N 60 17L C33 H33 SING N N 61 17L C34 H34 SING N N 62 17L C36 H36 SING N N 63 17L C36 H36A SING N N 64 17L C36 H36B SING N N 65 17L C38 H38 SING N N 66 17L C38 H38A SING N N 67 17L C39 H39 SING N N 68 17L C39 H39A SING N N 69 17L C39 H39B SING N N 70 # 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 17L SMILES ACDLabs 12.01 "O=C(NCc2c1ccccc1cc(OCC)c2)c4c3OC5=CC(O)=C(C(=O)C5(c3c(O)cc4OC)C)C(=O)C" 17L InChI InChI 1.03 "InChI=1S/C30H27NO8/c1-5-38-18-10-16-8-6-7-9-19(16)17(11-18)14-31-29(36)25-22(37-4)12-21(34)26-27(25)39-23-13-20(33)24(15(2)32)28(35)30(23,26)3/h6-13,33-34H,5,14H2,1-4H3,(H,31,36)/t30-/m1/s1" 17L InChIKey InChI 1.03 YMVHWNQNRJLTTN-SSEXGKCCSA-N 17L SMILES_CANONICAL CACTVS 3.370 "CCOc1cc(CNC(=O)c2c(OC)cc(O)c3c2OC4=CC(=C(C(C)=O)C(=O)[C@@]34C)O)c5ccccc5c1" 17L SMILES CACTVS 3.370 "CCOc1cc(CNC(=O)c2c(OC)cc(O)c3c2OC4=CC(=C(C(C)=O)C(=O)[C]34C)O)c5ccccc5c1" 17L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOc1cc2ccccc2c(c1)CNC(=O)c3c(cc(c4c3OC5=CC(=C(C(=O)[C@@]45C)C(=O)C)O)O)OC" 17L SMILES "OpenEye OEToolkits" 1.7.6 "CCOc1cc2ccccc2c(c1)CNC(=O)c3c(cc(c4c3OC5=CC(=C(C(=O)C45C)C(=O)C)O)O)OC" # 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 17L "SYSTEMATIC NAME" ACDLabs 12.01 "(9aS)-8-acetyl-N-[(3-ethoxynaphthalen-1-yl)methyl]-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide" 17L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(9aS)-8-ethanoyl-N-[(3-ethoxynaphthalen-1-yl)methyl]-3-methoxy-9a-methyl-1,7-bis(oxidanyl)-9-oxidanylidene-dibenzofuran-4-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 17L "Create component" 2012-01-17 PDBJ #