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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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                1.02b LSKQYQOZDSRURR-QLWXXVCSBQ 
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 
# 
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 
# 
