data_AAU # _chem_comp.id AAU _chem_comp.name "(5R,6R)-5-BENZYL-6-HYDROXY-2,4-BIS(4-HYDROXY-3-METHOXYBENZYL)-1-[3-(4-HYDROXYPHENYL)PROPANOYL]-1,2,4-TRIAZEPAN-3-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H39 N3 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-07-01 _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 641.710 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AAU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2A4F _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 AAU C1 C1 C 0 1 N N N 18.386 18.203 5.595 -2.600 1.724 -3.790 C1 AAU 1 AAU O2 O2 O 0 1 N N N 18.127 18.526 4.228 -3.779 1.034 -3.369 O2 AAU 2 AAU C3 C3 C 0 1 Y N N 16.806 18.895 3.861 -3.380 -0.185 -2.918 C3 AAU 3 AAU C4 C4 C 0 1 Y N N 15.782 19.274 4.804 -2.037 -0.527 -2.935 C4 AAU 4 AAU C5 C5 C 0 1 Y N N 14.485 19.631 4.359 -1.633 -1.767 -2.476 C5 AAU 5 AAU C6 C6 C 0 1 N N N 13.444 20.003 5.382 -0.173 -2.137 -2.495 C6 AAU 6 AAU N7 N7 N 0 1 N N N 13.109 21.431 5.694 0.481 -1.610 -1.295 N7 AAU 7 AAU C8 C8 C 0 1 N N R 14.157 22.516 5.603 0.605 -2.523 -0.165 C8 AAU 8 AAU C9 C9 C 0 1 N N N 14.530 23.094 7.007 -0.396 -2.124 0.921 C9 AAU 9 AAU C10 C10 C 0 1 Y N N 14.925 22.032 8.009 -0.944 -3.364 1.579 C10 AAU 10 AAU C11 C11 C 0 1 Y N N 13.970 21.492 8.909 -0.342 -3.866 2.718 C11 AAU 11 AAU C12 C12 C 0 1 Y N N 14.341 20.488 9.840 -0.845 -5.003 3.322 C12 AAU 12 AAU C13 C13 C 0 1 Y N N 15.672 20.011 9.882 -1.950 -5.639 2.787 C13 AAU 13 AAU C14 C14 C 0 1 Y N N 16.639 20.538 8.995 -2.552 -5.137 1.648 C14 AAU 14 AAU C15 C15 C 0 1 Y N N 16.263 21.543 8.064 -2.052 -3.997 1.047 C15 AAU 15 AAU C16 C16 C 0 1 N N R 13.778 23.658 4.586 2.027 -2.468 0.417 C16 AAU 16 AAU O17 O17 O 0 1 N N N 14.812 24.595 4.606 2.308 -3.684 1.113 O17 AAU 17 AAU C18 C18 C 0 1 N N N 12.471 24.436 4.850 2.117 -1.291 1.380 C18 AAU 18 AAU N19 N19 N 0 1 N N N 11.362 23.492 4.795 1.258 -0.187 0.997 N19 AAU 19 AAU N20 N20 N 0 1 N N N 11.102 22.785 5.833 1.350 0.351 -0.297 N20 AAU 20 AAU C21 C21 C 0 1 N N N 9.963 23.118 6.736 1.939 1.677 -0.504 C21 AAU 21 AAU C22 C22 C 0 1 Y N N 9.786 24.535 7.160 3.398 1.530 -0.851 C22 AAU 22 AAU C23 C23 C 0 1 Y N N 10.504 25.030 8.271 3.783 1.407 -2.173 C23 AAU 23 AAU C24 C24 C 0 1 Y N N 10.336 26.372 8.685 5.121 1.272 -2.497 C24 AAU 24 AAU C25 C25 C 0 1 Y N N 9.452 27.215 7.985 6.078 1.261 -1.495 C25 AAU 25 AAU O26 O26 O 0 1 N N N 9.302 28.519 8.413 7.394 1.129 -1.812 O26 AAU 26 AAU C27 C27 C 0 1 Y N N 8.719 26.742 6.853 5.690 1.386 -0.164 C27 AAU 27 AAU O28 O28 O 0 1 N N N 7.864 27.655 6.215 6.626 1.375 0.822 O28 AAU 28 AAU C29 C29 C 0 1 N N N 7.458 27.370 4.882 5.924 1.520 2.059 C29 AAU 29 AAU C30 C30 C 0 1 Y N N 8.902 25.379 6.453 4.348 1.525 0.153 C30 AAU 30 AAU C31 C31 C 0 1 N N N 11.804 21.626 6.134 0.899 -0.362 -1.351 C31 AAU 31 AAU O32 O32 O 0 1 N N N 11.259 20.738 6.804 0.867 0.193 -2.432 O32 AAU 32 AAU C33 C33 C 0 1 N N N 10.547 23.204 3.685 0.375 0.321 1.879 C33 AAU 33 AAU O34 O34 O 0 1 N N N 9.988 22.103 3.649 0.297 -0.146 2.996 O34 AAU 34 AAU C35 C35 C 0 1 N N N 10.284 24.166 2.461 -0.516 1.468 1.478 C35 AAU 35 AAU C36 C36 C 0 1 N N N 8.921 23.745 1.780 -1.417 1.849 2.655 C36 AAU 36 AAU C37 C37 C 0 1 Y N N 7.531 24.313 2.059 -2.308 2.997 2.254 C37 AAU 37 AAU C38 C38 C 0 1 Y N N 6.788 23.690 3.112 -3.545 2.745 1.688 C38 AAU 38 AAU C39 C39 C 0 1 Y N N 5.485 24.128 3.460 -4.363 3.795 1.319 C39 AAU 39 AAU C40 C40 C 0 1 Y N N 4.897 25.197 2.764 -3.944 5.103 1.518 C40 AAU 40 AAU O41 O41 O 0 1 N N N 3.625 25.606 3.121 -4.747 6.138 1.156 O41 AAU 41 AAU C42 C42 C 0 1 Y N N 5.605 25.834 1.719 -2.703 5.352 2.086 C42 AAU 42 AAU C43 C43 C 0 1 Y N N 6.921 25.392 1.367 -1.891 4.299 2.458 C43 AAU 43 AAU C44 C44 C 0 1 Y N N 14.189 19.618 2.992 -2.567 -2.668 -1.998 C44 AAU 44 AAU C45 C45 C 0 1 Y N N 15.186 19.247 2.045 -3.908 -2.333 -1.978 C45 AAU 45 AAU C46 C46 C 0 1 Y N N 16.478 18.890 2.493 -4.319 -1.090 -2.431 C46 AAU 46 AAU O47 O47 O 0 1 N N N 17.429 18.532 1.553 -5.638 -0.759 -2.412 O47 AAU 47 AAU H11A 1H1 H 0 0 N N N 19.423 17.913 5.883 -2.871 2.712 -4.162 H11A AAU 48 AAU H12A 2H1 H 0 0 N N N 18.054 19.051 6.237 -1.919 1.828 -2.945 H12A AAU 49 AAU H13A 3H1 H 0 0 N N N 17.681 17.401 5.918 -2.111 1.159 -4.583 H13A AAU 50 AAU H4 H4 H 0 1 N N N 15.994 19.291 5.886 -1.306 0.175 -3.308 H4 AAU 51 AAU H61 1H6 H 0 1 N N N 12.496 19.484 5.105 -0.073 -3.222 -2.516 H61 AAU 52 AAU H62 2H6 H 0 1 N N N 13.714 19.500 6.339 0.298 -1.711 -3.382 H62 AAU 53 AAU H8 H8 H 0 1 N N N 15.068 22.022 5.193 0.391 -3.539 -0.497 H8 AAU 54 AAU H91 1H9 H 0 1 N N N 15.327 23.868 6.916 0.104 -1.507 1.668 H91 AAU 55 AAU H92 2H9 H 0 1 N N N 13.703 23.726 7.406 -1.213 -1.560 0.472 H92 AAU 56 AAU H11 H11 H 0 1 N N N 12.929 21.856 8.884 0.521 -3.369 3.136 H11 AAU 57 AAU H12 H12 H 0 1 N N N 13.590 20.075 10.535 -0.374 -5.396 4.211 H12 AAU 58 AAU H13 H13 H 0 1 N N N 15.955 19.228 10.605 -2.342 -6.528 3.258 H13 AAU 59 AAU H14 H14 H 0 1 N N N 17.677 20.168 9.029 -3.415 -5.634 1.230 H14 AAU 60 AAU H15 H15 H 0 1 N N N 17.021 21.949 7.373 -2.522 -3.605 0.158 H15 AAU 61 AAU H16 H16 H 0 1 N N N 13.620 23.131 3.615 2.747 -2.335 -0.391 H16 AAU 62 AAU H17 H17 H 0 1 N N N 14.583 25.283 3.992 3.207 -3.606 1.460 H17 AAU 63 AAU H181 1H18 H 0 0 N N N 12.498 25.012 5.804 1.833 -1.630 2.376 H181 AAU 64 AAU H182 2H18 H 0 0 N N N 12.336 25.299 4.156 3.149 -0.940 1.411 H182 AAU 65 AAU H211 1H21 H 0 0 N N N 9.015 22.756 6.273 1.420 2.181 -1.319 H211 AAU 66 AAU H212 2H21 H 0 0 N N N 10.018 22.472 7.643 1.840 2.265 0.408 H212 AAU 67 AAU H23 H23 H 0 1 N N N 11.197 24.367 8.816 3.038 1.416 -2.955 H23 AAU 68 AAU H24 H24 H 0 1 N N N 10.894 26.760 9.553 5.419 1.176 -3.530 H24 AAU 69 AAU H26 H26 H 0 1 N N N 8.705 29.087 7.940 7.742 2.022 -1.940 H26 AAU 70 AAU H291 1H29 H 0 0 N N N 6.779 28.095 4.375 6.637 1.517 2.883 H291 AAU 71 AAU H292 2H29 H 0 0 N N N 8.363 27.213 4.249 5.375 2.461 2.057 H292 AAU 72 AAU H293 3H29 H 0 0 N N N 6.998 26.354 4.849 5.226 0.691 2.179 H293 AAU 73 AAU H30 H30 H 0 1 N N N 8.353 24.972 5.586 4.045 1.622 1.184 H30 AAU 74 AAU H351 1H35 H 0 0 N N N 10.304 25.242 2.749 0.097 2.324 1.199 H351 AAU 75 AAU H352 2H35 H 0 0 N N N 11.134 24.185 1.740 -1.133 1.170 0.630 H352 AAU 76 AAU H361 1H36 H 0 0 N N N 9.081 23.853 0.681 -2.031 0.993 2.935 H361 AAU 77 AAU H362 2H36 H 0 0 N N N 8.835 22.642 1.922 -0.801 2.147 3.503 H362 AAU 78 AAU H38 H38 H 0 1 N N N 7.231 22.849 3.670 -3.870 1.727 1.534 H38 AAU 79 AAU H39 H39 H 0 1 N N N 4.927 23.635 4.274 -5.328 3.599 0.876 H39 AAU 80 AAU H41 H41 H 0 1 N N N 3.227 26.329 2.650 -5.297 6.346 1.924 H41 AAU 81 AAU H42 H42 H 0 1 N N N 5.132 26.672 1.180 -2.374 6.369 2.241 H42 AAU 82 AAU H43 H43 H 0 1 N N N 7.472 25.889 0.551 -0.925 4.492 2.901 H43 AAU 83 AAU H44 H44 H 0 1 N N N 13.174 19.898 2.662 -2.247 -3.636 -1.640 H44 AAU 84 AAU H45 H45 H 0 1 N N N 14.957 19.236 0.965 -4.635 -3.039 -1.604 H45 AAU 85 AAU H47 H47 H 0 1 N N N 17.207 18.528 0.629 -5.793 -0.277 -1.588 H47 AAU 86 # 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 AAU C1 O2 SING N N 1 AAU C1 H11A SING N N 2 AAU C1 H12A SING N N 3 AAU C1 H13A SING N N 4 AAU O2 C3 SING N N 5 AAU C3 C4 DOUB Y N 6 AAU C3 C46 SING Y N 7 AAU C4 C5 SING Y N 8 AAU C4 H4 SING N N 9 AAU C5 C6 SING N N 10 AAU C5 C44 DOUB Y N 11 AAU C6 N7 SING N N 12 AAU C6 H61 SING N N 13 AAU C6 H62 SING N N 14 AAU N7 C8 SING N N 15 AAU N7 C31 SING N N 16 AAU C8 C9 SING N N 17 AAU C8 C16 SING N N 18 AAU C8 H8 SING N N 19 AAU C9 C10 SING N N 20 AAU C9 H91 SING N N 21 AAU C9 H92 SING N N 22 AAU C10 C11 DOUB Y N 23 AAU C10 C15 SING Y N 24 AAU C11 C12 SING Y N 25 AAU C11 H11 SING N N 26 AAU C12 C13 DOUB Y N 27 AAU C12 H12 SING N N 28 AAU C13 C14 SING Y N 29 AAU C13 H13 SING N N 30 AAU C14 C15 DOUB Y N 31 AAU C14 H14 SING N N 32 AAU C15 H15 SING N N 33 AAU C16 O17 SING N N 34 AAU C16 C18 SING N N 35 AAU C16 H16 SING N N 36 AAU O17 H17 SING N N 37 AAU C18 N19 SING N N 38 AAU C18 H181 SING N N 39 AAU C18 H182 SING N N 40 AAU N19 N20 SING N N 41 AAU N19 C33 SING N N 42 AAU N20 C21 SING N N 43 AAU N20 C31 SING N N 44 AAU C21 C22 SING N N 45 AAU C21 H211 SING N N 46 AAU C21 H212 SING N N 47 AAU C22 C23 DOUB Y N 48 AAU C22 C30 SING Y N 49 AAU C23 C24 SING Y N 50 AAU C23 H23 SING N N 51 AAU C24 C25 DOUB Y N 52 AAU C24 H24 SING N N 53 AAU C25 O26 SING N N 54 AAU C25 C27 SING Y N 55 AAU O26 H26 SING N N 56 AAU C27 O28 SING N N 57 AAU C27 C30 DOUB Y N 58 AAU O28 C29 SING N N 59 AAU C29 H291 SING N N 60 AAU C29 H292 SING N N 61 AAU C29 H293 SING N N 62 AAU C30 H30 SING N N 63 AAU C31 O32 DOUB N N 64 AAU C33 O34 DOUB N N 65 AAU C33 C35 SING N N 66 AAU C35 C36 SING N N 67 AAU C35 H351 SING N N 68 AAU C35 H352 SING N N 69 AAU C36 C37 SING N N 70 AAU C36 H361 SING N N 71 AAU C36 H362 SING N N 72 AAU C37 C38 DOUB Y N 73 AAU C37 C43 SING Y N 74 AAU C38 C39 SING Y N 75 AAU C38 H38 SING N N 76 AAU C39 C40 DOUB Y N 77 AAU C39 H39 SING N N 78 AAU C40 O41 SING N N 79 AAU C40 C42 SING Y N 80 AAU O41 H41 SING N N 81 AAU C42 C43 DOUB Y N 82 AAU C42 H42 SING N N 83 AAU C43 H43 SING N N 84 AAU C44 C45 SING Y N 85 AAU C44 H44 SING N N 86 AAU C45 C46 DOUB Y N 87 AAU C45 H45 SING N N 88 AAU C46 O47 SING N N 89 AAU O47 H47 SING N N 90 # 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 AAU SMILES ACDLabs 10.04 "O=C(N1N(C(=O)N(C(C(O)C1)Cc2ccccc2)Cc3ccc(O)c(OC)c3)Cc4ccc(O)c(OC)c4)CCc5ccc(O)cc5" AAU SMILES_CANONICAL CACTVS 3.341 "COc1cc(CN2[C@H](Cc3ccccc3)[C@H](O)CN(N(Cc4ccc(O)c(OC)c4)C2=O)C(=O)CCc5ccc(O)cc5)ccc1O" AAU SMILES CACTVS 3.341 "COc1cc(CN2[CH](Cc3ccccc3)[CH](O)CN(N(Cc4ccc(O)c(OC)c4)C2=O)C(=O)CCc5ccc(O)cc5)ccc1O" AAU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc(ccc1O)CN2[C@@H]([C@@H](CN(N(C2=O)Cc3ccc(c(c3)OC)O)C(=O)CCc4ccc(cc4)O)O)Cc5ccccc5" AAU SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc(ccc1O)CN2C(C(CN(N(C2=O)Cc3ccc(c(c3)OC)O)C(=O)CCc4ccc(cc4)O)O)Cc5ccccc5" AAU InChI InChI 1.03 "InChI=1S/C36H39N3O8/c1-46-33-19-26(10-15-30(33)41)21-37-29(18-25-6-4-3-5-7-25)32(43)23-38(35(44)17-12-24-8-13-28(40)14-9-24)39(36(37)45)22-27-11-16-31(42)34(20-27)47-2/h3-11,13-16,19-20,29,32,40-43H,12,17-18,21-23H2,1-2H3/t29-,32-/m1/s1" AAU InChIKey InChI 1.03 LSKQYQOZDSRURR-QLWXXVCSSA-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 AAU "SYSTEMATIC NAME" ACDLabs 10.04 "(5R,6R)-5-benzyl-6-hydroxy-2,4-bis(4-hydroxy-3-methoxybenzyl)-1-[3-(4-hydroxyphenyl)propanoyl]-1,2,4-triazepan-3-one" AAU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6R)-6-hydroxy-2,4-bis[(4-hydroxy-3-methoxy-phenyl)methyl]-1-[3-(4-hydroxyphenyl)propanoyl]-5-(phenylmethyl)-1,2,4-triazepan-3-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AAU "Create component" 2005-07-01 RCSB AAU "Modify descriptor" 2011-06-04 RCSB #