data_21L # _chem_comp.id 21L _chem_comp.name "methyl 3-{4-[({[(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-yl]carbonyl}amino)methyl]naphthalen-2-yl}propanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H29 N O9" _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 571.574 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 21L _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 3V9V _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 21L C1 C1 C 0 1 Y N N 6.243 45.611 57.955 2.232 4.521 0.652 C1 21L 1 21L C2 C2 C 0 1 Y N N 7.556 45.207 57.993 1.418 3.717 1.448 C2 21L 2 21L C3 C3 C 0 1 Y N N 5.943 46.947 57.828 3.290 3.995 -0.025 C3 21L 3 21L C4 C4 C 0 1 Y N N 8.566 46.139 57.903 1.657 2.382 1.571 C4 21L 4 21L C5 C5 C 0 1 Y N N 6.622 49.211 57.610 4.650 2.043 -0.606 C5 21L 5 21L C6 C6 C 0 1 Y N N 8.929 49.771 57.553 4.075 -0.095 0.313 C6 21L 6 21L C7 C7 C 0 1 Y N N 11.905 46.320 62.937 -2.418 -3.395 -0.560 C7 21L 7 21L C8 C8 C 0 1 Y N N 6.953 47.879 57.737 3.567 2.622 0.078 C8 21L 8 21L C9 C9 C 0 1 Y N N 8.275 47.483 57.773 2.740 1.804 0.887 C9 21L 9 21L C10 C10 C 0 1 Y N N 12.572 47.327 60.867 -1.229 -1.929 0.947 C10 21L 10 21L C11 C11 C 0 1 Y N N 13.865 47.680 62.842 -3.511 -1.453 0.338 C11 21L 11 21L C12 C12 C 0 1 Y N N 7.612 50.163 57.514 4.889 0.709 -0.483 C12 21L 12 21L C13 C13 C 0 1 Y N N 9.268 48.440 57.678 3.018 0.430 0.990 C13 21L 13 21L C14 C14 C 0 1 Y N N 13.651 47.886 61.507 -2.365 -1.112 1.054 C14 21L 14 21L C15 C15 C 0 1 Y N N 11.694 46.538 61.584 -1.266 -3.073 0.135 C15 21L 15 21L C16 C16 C 0 1 Y N N 12.994 46.894 63.561 -3.540 -2.580 -0.458 C16 21L 16 21L C17 C17 C 0 1 N N N 15.799 50.470 62.069 -3.772 1.997 0.759 C17 21L 17 21L C18 C18 C 0 1 N N N 16.042 50.398 64.474 -5.468 1.323 -0.893 C18 21L 18 21L C19 C19 C 0 1 N N N 16.352 50.956 63.294 -4.770 2.310 -0.177 C19 21L 19 21L C20 C20 C 0 1 N N N 15.223 49.270 62.045 -3.544 0.736 1.136 C20 21L 20 21L C21 C21 C 0 1 N N N 15.111 49.246 64.471 -5.346 -0.046 -0.536 C21 21L 21 21L C22 C22 C 0 1 N N N 12.378 47.570 59.434 -0.003 -1.587 1.683 C22 21L 22 21L C23 C23 C 0 1 N N N 16.639 50.956 65.700 -6.297 1.695 -1.975 C23 21L 23 21L C24 C24 C 0 1 N N N 6.120 51.759 55.210 8.460 -0.477 -1.068 C24 21L 24 21L C25 C25 C 0 1 N N S 15.099 48.396 63.239 -4.501 -0.363 0.670 C25 21L 25 21L C26 C26 C 0 1 N N N 18.119 51.171 65.699 -7.027 0.638 -2.763 C26 21L 26 21L C27 C27 C 0 1 N N N 16.248 47.421 63.310 -5.388 -0.809 1.834 C27 21L 27 21L C28 C28 C 0 1 N N N 9.597 45.655 61.823 -0.277 -5.015 -0.810 C28 21L 28 21L C29 C29 C 0 1 N N N 4.997 51.954 53.250 10.738 -1.151 -1.249 C29 21L 29 21L C30 C30 C 0 1 N N N 7.276 51.611 57.386 6.051 0.092 -1.218 C30 21L 30 21L C31 C31 C 0 1 N N N 10.717 48.092 57.722 2.150 -0.456 1.845 C31 21L 31 21L C32 C32 C 0 1 N N N 7.378 52.081 55.951 7.298 0.140 -0.333 C32 21L 32 21L N33 N33 N 0 1 N N N 11.078 47.845 59.096 0.928 -0.798 1.112 N33 21L 33 21L O34 O34 O 0 1 N N N 14.423 48.996 65.447 -5.898 -0.921 -1.173 O34 21L 34 21L O35 O35 O 0 1 N N N 13.334 47.509 58.676 0.171 -2.016 2.808 O35 21L 35 21L O36 O36 O 0 1 N N N 15.936 51.214 66.667 -6.421 2.866 -2.270 O36 21L 36 21L O37 O37 O 0 1 N N N 5.134 51.219 55.686 8.306 -0.911 -2.185 O37 21L 37 21L O38 O38 O 0 1 N N N 14.617 48.697 60.941 -2.592 0.028 1.775 O38 21L 38 21L O39 O39 O 0 1 N N N 13.196 46.674 64.905 -4.669 -2.895 -1.143 O39 21L 39 21L O40 O40 O 0 1 N N N 17.194 52.031 63.140 -5.069 3.606 -0.398 O40 21L 40 21L O41 O41 O 0 1 N N N 10.622 45.988 60.897 -0.170 -3.866 0.033 O41 21L 41 21L O42 O42 O 0 1 N N N 6.234 52.155 53.918 9.665 -0.544 -0.482 O42 21L 42 21L H1 H1 H 0 1 N N N 5.449 44.882 58.025 2.018 5.576 0.569 H1 21L 43 21L H2 H2 H 0 1 N N N 7.796 44.159 58.093 0.586 4.159 1.975 H2 21L 44 21L H3 H3 H 0 1 N N N 4.912 47.267 57.800 3.912 4.631 -0.638 H3 21L 45 21L H4 H4 H 0 1 N N N 9.596 45.816 57.934 1.018 1.772 2.192 H4 21L 46 21L H5 H5 H 0 1 N N N 5.584 49.508 57.586 5.290 2.654 -1.227 H5 21L 47 21L H6 H6 H 0 1 N N N 9.709 50.515 57.485 4.286 -1.151 0.394 H6 21L 48 21L H7 H7 H 0 1 N N N 11.220 45.704 63.500 -2.444 -4.275 -1.185 H7 21L 49 21L H17 H17 H 0 1 N N N 15.848 51.070 61.172 -3.176 2.792 1.182 H17 21L 50 21L H26 H26 H 0 1 N N N 18.431 51.579 66.672 -7.702 0.093 -2.103 H26 21L 51 21L H26A H26A H 0 0 N N N 18.629 50.212 65.523 -7.601 1.111 -3.560 H26A 21L 52 21L H26B H26B H 0 0 N N N 18.386 51.880 64.901 -6.306 -0.055 -3.197 H26B 21L 53 21L H27 H27 H 0 1 N N N 17.164 47.954 63.605 -4.768 -1.012 2.707 H27 21L 54 21L H27A H27A H 0 0 N N N 16.022 46.642 64.053 -6.101 -0.019 2.070 H27A 21L 55 21L H27B H27B H 0 0 N N N 16.396 46.956 62.324 -5.928 -1.713 1.553 H27B 21L 56 21L H28 H28 H 0 1 N N N 8.743 45.218 61.284 -0.506 -4.699 -1.828 H28 21L 57 21L H28A H28A H 0 0 N N N 9.983 44.926 62.551 0.667 -5.560 -0.803 H28A 21L 58 21L H28B H28B H 0 0 N N N 9.271 46.563 62.351 -1.073 -5.662 -0.443 H28B 21L 59 21L H29 H29 H 0 1 N N N 5.089 52.275 52.202 11.656 -1.142 -0.661 H29 21L 60 21L H29A H29A H 0 0 N N N 4.731 50.887 53.284 10.473 -2.180 -1.493 H29A 21L 61 21L H29B H29B H 0 0 N N N 4.212 52.544 53.746 10.891 -0.588 -2.170 H29B 21L 62 21L H30 H30 H 0 1 N N N 6.248 51.772 57.742 5.818 -0.945 -1.461 H30 21L 63 21L H30A H30A H 0 0 N N N 7.974 52.195 58.004 6.235 0.647 -2.137 H30A 21L 64 21L H31 H31 H 0 1 N N N 10.902 47.190 57.120 2.693 -1.369 2.091 H31 21L 65 21L H31A H31A H 0 0 N N N 11.313 48.927 57.324 1.887 0.068 2.764 H31A 21L 66 21L H32 H32 H 0 1 N N N 8.226 51.577 55.463 7.113 -0.415 0.586 H32 21L 67 21L H32A H32A H 0 0 N N N 7.540 53.169 55.936 7.531 1.177 -0.090 H32A 21L 68 21L HN33 HN33 H 0 0 N N N 10.376 47.874 59.807 0.789 -0.455 0.215 HN33 21L 69 21L HO39 HO39 H 0 0 N N N 13.639 47.423 65.286 -5.280 -3.464 -0.654 HO39 21L 70 21L HO40 HO40 H 0 0 N N N 17.523 52.300 63.990 -4.573 4.264 0.109 HO40 21L 71 # 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 21L C1 C2 DOUB Y N 1 21L C1 C3 SING Y N 2 21L C2 C4 SING Y N 3 21L C3 C8 DOUB Y N 4 21L C4 C9 DOUB Y N 5 21L C5 C8 SING Y N 6 21L C5 C12 DOUB Y N 7 21L C6 C12 SING Y N 8 21L C6 C13 DOUB Y N 9 21L C7 C15 DOUB Y N 10 21L C7 C16 SING Y N 11 21L C8 C9 SING Y N 12 21L C9 C13 SING Y N 13 21L C10 C14 DOUB Y N 14 21L C10 C15 SING Y N 15 21L C10 C22 SING N N 16 21L C11 C14 SING Y N 17 21L C11 C16 DOUB Y N 18 21L C11 C25 SING N N 19 21L C12 C30 SING N N 20 21L C13 C31 SING N N 21 21L C14 O38 SING N N 22 21L C15 O41 SING N N 23 21L C16 O39 SING N N 24 21L C17 C19 SING N N 25 21L C17 C20 DOUB N N 26 21L C18 C19 DOUB N N 27 21L C18 C21 SING N N 28 21L C18 C23 SING N N 29 21L C19 O40 SING N N 30 21L C20 C25 SING N N 31 21L C20 O38 SING N N 32 21L C21 C25 SING N N 33 21L C21 O34 DOUB N N 34 21L C22 N33 SING N N 35 21L C22 O35 DOUB N N 36 21L C23 C26 SING N N 37 21L C23 O36 DOUB N N 38 21L C24 C32 SING N N 39 21L C24 O37 DOUB N N 40 21L C24 O42 SING N N 41 21L C25 C27 SING N N 42 21L C28 O41 SING N N 43 21L C29 O42 SING N N 44 21L C30 C32 SING N N 45 21L C31 N33 SING N N 46 21L C1 H1 SING N N 47 21L C2 H2 SING N N 48 21L C3 H3 SING N N 49 21L C4 H4 SING N N 50 21L C5 H5 SING N N 51 21L C6 H6 SING N N 52 21L C7 H7 SING N N 53 21L C17 H17 SING N N 54 21L C26 H26 SING N N 55 21L C26 H26A SING N N 56 21L C26 H26B SING N N 57 21L C27 H27 SING N N 58 21L C27 H27A SING N N 59 21L C27 H27B SING N N 60 21L C28 H28 SING N N 61 21L C28 H28A SING N N 62 21L C28 H28B SING N N 63 21L C29 H29 SING N N 64 21L C29 H29A SING N N 65 21L C29 H29B SING N N 66 21L C30 H30 SING N N 67 21L C30 H30A SING N N 68 21L C31 H31 SING N N 69 21L C31 H31A SING N N 70 21L C32 H32 SING N N 71 21L C32 H32A SING N N 72 21L N33 HN33 SING N N 73 21L O39 HO39 SING N N 74 21L O40 HO40 SING N N 75 # 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 21L SMILES ACDLabs 12.01 "O=C(OC)CCc2cc1c(cccc1)c(c2)CNC(=O)c4c3OC5=CC(O)=C(C(=O)C5(c3c(O)cc4OC)C)C(=O)C" 21L InChI InChI 1.03 "InChI=1S/C32H29NO9/c1-16(34)26-21(35)14-24-32(2,30(26)38)28-22(36)13-23(40-3)27(29(28)42-24)31(39)33-15-19-12-17(9-10-25(37)41-4)11-18-7-5-6-8-20(18)19/h5-8,11-14,35-36H,9-10,15H2,1-4H3,(H,33,39)/t32-/m1/s1" 21L InChIKey InChI 1.03 BLDDPMYSIQFXOT-JGCGQSQUSA-N 21L SMILES_CANONICAL CACTVS 3.370 "COC(=O)CCc1cc(CNC(=O)c2c(OC)cc(O)c3c2OC4=CC(=C(C(C)=O)C(=O)[C@@]34C)O)c5ccccc5c1" 21L SMILES CACTVS 3.370 "COC(=O)CCc1cc(CNC(=O)c2c(OC)cc(O)c3c2OC4=CC(=C(C(C)=O)C(=O)[C]34C)O)c5ccccc5c1" 21L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)C1=C(C=C2[C@@](C1=O)(c3c(cc(c(c3O2)C(=O)NCc4cc(cc5c4cccc5)CCC(=O)OC)OC)O)C)O" 21L SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)C1=C(C=C2C(C1=O)(c3c(cc(c(c3O2)C(=O)NCc4cc(cc5c4cccc5)CCC(=O)OC)OC)O)C)O" # 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 21L "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 3-{4-[({[(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-yl]carbonyl}amino)methyl]naphthalen-2-yl}propanoate" 21L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "methyl 3-[4-[[[(9aS)-8-ethanoyl-3-methoxy-9a-methyl-1,7-bis(oxidanyl)-9-oxidanylidene-dibenzofuran-4-yl]carbonylamino]methyl]naphthalen-2-yl]propanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 21L "Create component" 2012-01-17 PDBJ #