data_BEB
# 
_chem_comp.id                                    BEB 
_chem_comp.name                                  N,N-[2,5-O-DIBENZYL-GLUCARYL]-DI-[1-AMINO-INDAN-2-OL] 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C38 H40 N2 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "INHIBITOR BEA369" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-01-31 
_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                        652.733 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BEB 
_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        1EBY 
_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 
BEB C23  C23  C 0 1 Y N N 9.844  24.207 2.241  -0.714 4.322  1.277  C23  BEB 1  
BEB C24  C24  C 0 1 Y N N 9.231  25.405 1.795  0.063  5.073  2.139  C24  BEB 2  
BEB C25  C25  C 0 1 Y N N 7.825  25.575 1.912  -0.529 5.760  3.183  C25  BEB 3  
BEB C26  C26  C 0 1 Y N N 7.026  24.542 2.480  -1.898 5.695  3.365  C26  BEB 4  
BEB C27  C27  C 0 1 Y N N 7.638  23.339 2.929  -2.675 4.944  2.503  C27  BEB 5  
BEB C28  C28  C 0 1 Y N N 9.043  23.172 2.810  -2.084 4.262  1.456  C28  BEB 6  
BEB C33  C33  C 0 1 Y N N 16.617 22.167 8.846  0.728  -4.313 1.275  C33  BEB 7  
BEB C34  C34  C 0 1 Y N N 15.897 21.182 9.590  -0.047 -5.086 2.119  C34  BEB 8  
BEB C35  C35  C 0 1 Y N N 16.568 20.030 10.094 0.543  -5.771 3.165  C35  BEB 9  
BEB C36  C36  C 0 1 Y N N 17.960 19.859 9.854  1.908  -5.683 3.366  C36  BEB 10 
BEB C37  C37  C 0 1 Y N N 18.681 20.839 9.114  2.683  -4.911 2.521  C37  BEB 11 
BEB C38  C38  C 0 1 Y N N 18.010 21.990 8.610  2.094  -4.230 1.473  C38  BEB 12 
BEB C32  C32  C 0 1 N N N 15.890 23.402 8.288  0.085  -3.566 0.135  C32  BEB 13 
BEB O31  O31  O 0 1 N N N 14.796 23.116 7.367  -0.305 -2.265 0.578  O31  BEB 14 
BEB C9   C9   C 0 1 N N R 15.180 22.685 6.028  -0.999 -1.650 -0.509 C9   BEB 15 
BEB C7   C7   C 0 1 N N R 14.063 23.059 5.031  -0.756 -0.139 -0.480 C7   BEB 16 
BEB C5   C5   C 0 1 N N R 13.594 24.513 5.108  0.749  0.135  -0.476 C5   BEB 17 
BEB C4   C4   C 0 1 N N R 12.221 24.732 4.356  0.992  1.645  -0.506 C4   BEB 18 
BEB C2   C2   C 0 1 N N N 11.034 24.726 5.312  2.468  1.919  -0.370 C2   BEB 19 
BEB O3   O3   O 0 1 N N N 10.818 23.713 5.961  2.889  2.499  0.608  O3   BEB 20 
BEB N1   N1   N 0 1 N N N 10.261 25.803 5.360  3.320  1.519  -1.335 N1   BEB 21 
BEB O21  O21  O 0 1 N N N 12.038 23.665 3.357  0.292  2.262  0.576  O21  BEB 22 
BEB C22  C22  C 0 1 N N N 11.362 24.033 2.126  -0.069 3.574  0.139  C22  BEB 23 
BEB O6   O6   O 0 1 N N N 14.640 25.294 4.491  1.346  -0.467 -1.627 O6   BEB 24 
BEB O8   O8   O 0 1 N N N 14.580 22.836 3.691  -1.347 0.461  -1.635 O8   BEB 25 
BEB C10  C10  C 0 1 N N N 15.341 21.199 5.962  -2.476 -1.923 -0.382 C10  BEB 26 
BEB O11  O11  O 0 1 N N N 14.354 20.516 6.211  -2.903 -2.502 0.594  O11  BEB 27 
BEB N12  N12  N 0 1 N N N 16.505 20.701 5.579  -3.321 -1.525 -1.353 N12  BEB 28 
BEB C51  C51  C 0 1 N N S 16.870 19.300 5.359  -4.756 -1.791 -1.230 C51  BEB 29 
BEB C52  C52  C 0 1 Y N N 16.755 18.920 3.883  -5.433 -0.680 -0.445 C52  BEB 30 
BEB C57  C57  C 0 1 Y N N 17.677 17.910 3.529  -6.616 -0.323 -1.063 C57  BEB 31 
BEB C53  C53  C 0 1 Y N N 15.875 19.446 2.893  -5.040 -0.036 0.717  C53  BEB 32 
BEB C54  C54  C 0 1 Y N N 15.938 18.945 1.561  -5.828 0.961  1.259  C54  BEB 33 
BEB C55  C55  C 0 1 Y N N 16.875 17.924 1.227  -7.012 1.318  0.640  C55  BEB 34 
BEB C59  C59  C 0 1 N N R 18.283 18.748 5.673  -5.432 -1.765 -2.617 C59  BEB 35 
BEB O60  O60  O 0 1 N N N 19.229 19.799 5.376  -4.708 -0.926 -3.519 O60  BEB 36 
BEB C56  C56  C 0 1 Y N N 17.758 17.395 2.212  -7.405 0.676  -0.518 C56  BEB 37 
BEB C58  C58  C 0 1 N N N 18.498 17.518 4.745  -6.820 -1.166 -2.304 C58  BEB 38 
BEB C41  C41  C 0 1 N N S 9.029  26.067 6.135  4.754  1.785  -1.202 C41  BEB 39 
BEB C42  C42  C 0 1 Y N N 9.299  26.762 7.477  5.429  0.663  -0.443 C42  BEB 40 
BEB C47  C47  C 0 1 Y N N 8.196  27.563 7.878  6.614  0.322  -1.071 C47  BEB 41 
BEB C43  C43  C 0 1 Y N N 10.456 26.702 8.306  5.038  -0.009 0.702  C43  BEB 42 
BEB C44  C44  C 0 1 Y N N 10.493 27.446 9.526  5.827  -1.016 1.221  C44  BEB 43 
BEB C45  C45  C 0 1 Y N N 9.379  28.245 9.918  7.012  -1.357 0.595  C45  BEB 44 
BEB C49  C49  C 0 1 N N R 7.905  26.992 5.596  5.427  1.797  -2.591 C49  BEB 45 
BEB O50  O50  O 0 1 N N N 8.542  28.110 4.926  4.703  0.981  -3.514 O50  BEB 46 
BEB C46  C46  C 0 1 Y N N 8.207  28.313 9.090  7.404  -0.688 -0.548 C46  BEB 47 
BEB C48  C48  C 0 1 N N N 7.094  27.469 6.839  6.816  1.193  -2.292 C48  BEB 48 
BEB H24  H24  H 0 1 N N N 9.834  26.191 1.365  1.132  5.124  1.997  H24  BEB 49 
BEB H25  H25  H 0 1 N N N 7.362  26.489 1.570  0.078  6.346  3.856  H25  BEB 50 
BEB H26  H26  H 0 1 N N N 5.958  24.672 2.570  -2.360 6.231  4.181  H26  BEB 51 
BEB H27  H27  H 0 1 N N N 7.035  22.554 3.360  -3.744 4.893  2.645  H27  BEB 52 
BEB H28  H28  H 0 1 N N N 9.507  22.258 3.151  -2.691 3.675  0.783  H28  BEB 53 
BEB H34  H34  H 0 1 N N N 14.840 21.311 9.771  -1.113 -5.154 1.962  H34  BEB 54 
BEB H35  H35  H 0 1 N N N 16.021 19.288 10.657 -0.063 -6.374 3.826  H35  BEB 55 
BEB H36  H36  H 0 1 N N N 18.470 18.986 10.233 2.369  -6.218 4.184  H36  BEB 56 
BEB H37  H37  H 0 1 N N N 19.738 20.709 8.935  3.749  -4.842 2.679  H37  BEB 57 
BEB H38  H38  H 0 1 N N N 18.559 22.730 8.047  2.699  -3.626 0.813  H38  BEB 58 
BEB H321 1H32 H 0 0 N N N 16.638 23.966 7.712  -0.794 -4.113 -0.207 H321 BEB 59 
BEB H322 2H32 H 0 0 N N N 15.470 23.955 9.141  0.797  -3.473 -0.685 H322 BEB 60 
BEB H9   H9   H 0 1 N N N 16.132 23.178 5.781  -0.634 -2.058 -1.452 H9   BEB 61 
BEB H7   H7   H 0 1 N N N 13.193 22.435 5.285  -1.205 0.284  0.419  H7   BEB 62 
BEB H5   H5   H 0 1 N N N 13.416 24.810 6.152  1.193  -0.287 0.425  H5   BEB 63 
BEB H4   H4   H 0 1 N N N 12.260 25.719 3.872  0.633  2.052  -1.451 H4   BEB 64 
BEB HN1  HN1  H 0 1 N N N 10.560 26.559 4.778  2.983  1.055  -2.117 HN1  BEB 65 
BEB H221 1H22 H 0 0 N N N 11.764 25.015 1.836  0.824  4.107  -0.186 H221 BEB 66 
BEB H222 2H22 H 0 0 N N N 11.551 23.236 1.392  -0.772 3.500  -0.691 H222 BEB 67 
BEB HO6  HO6  H 0 1 N N N 14.415 25.466 3.584  0.926  -0.066 -2.401 HO6  BEB 68 
BEB HO8  HO8  H 0 1 N N N 13.857 22.787 3.076  -0.923 0.060  -2.406 HO8  BEB 69 
BEB H12  H12  H 0 1 N N N 17.231 21.369 5.419  -2.979 -1.062 -2.134 H12  BEB 70 
BEB H51  H51  H 0 1 N N N 16.167 18.879 6.092  -4.922 -2.752 -0.743 H51  BEB 71 
BEB H53  H53  H 0 1 N N N 15.166 20.219 3.151  -4.116 -0.314 1.200  H53  BEB 72 
BEB H54  H54  H 0 1 N N N 15.276 19.339 0.804  -5.519 1.461  2.165  H54  BEB 73 
BEB H55  H55  H 0 1 N N N 16.916 17.547 0.216  -7.629 2.097  1.063  H55  BEB 74 
BEB H59  H59  H 0 1 N N N 18.407 18.442 6.722  -5.528 -2.773 -3.020 H59  BEB 75 
BEB H60  H60  H 0 1 N N N 19.437 20.273 6.173  -5.202 -0.918 -4.351 H60  BEB 76 
BEB H56  H56  H 0 1 N N N 18.470 16.622 1.961  -8.330 0.956  -1.001 H56  BEB 77 
BEB H581 1H58 H 0 0 N N N 19.554 17.308 4.521  -7.159 -0.544 -3.132 H581 BEB 78 
BEB H582 2H58 H 0 0 N N N 18.142 16.583 5.204  -7.539 -1.961 -2.108 H582 BEB 79 
BEB H41  H41  H 0 1 N N N 8.687  25.022 6.131  4.916  2.736  -0.695 H41  BEB 80 
BEB H43  H43  H 0 1 N N N 11.302 26.097 8.014  4.112  0.256  1.192  H43  BEB 81 
BEB H44  H44  H 0 1 N N N 11.370 27.403 10.155 5.519  -1.538 2.115  H44  BEB 82 
BEB H45  H45  H 0 1 N N N 9.417  28.802 10.842 7.630  -2.144 1.000  H45  BEB 83 
BEB H49  H49  H 0 1 N N N 7.234  26.490 4.883  5.521  2.816  -2.968 H49  BEB 84 
BEB H50  H50  H 0 1 N N N 8.681  28.815 5.548  5.171  1.030  -4.358 H50  BEB 85 
BEB H46  H46  H 0 1 N N N 7.358  28.915 9.378  8.330  -0.955 -1.037 H46  BEB 86 
BEB H481 1H48 H 0 0 N N N 6.537  28.405 6.684  7.156  0.591  -3.134 H481 BEB 87 
BEB H482 2H48 H 0 0 N N N 6.306  26.757 7.125  7.534  1.984  -2.077 H482 BEB 88 
# 
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 
BEB C23 C24  DOUB Y N 1  
BEB C23 C28  SING Y N 2  
BEB C23 C22  SING N N 3  
BEB C24 C25  SING Y N 4  
BEB C24 H24  SING N N 5  
BEB C25 C26  DOUB Y N 6  
BEB C25 H25  SING N N 7  
BEB C26 C27  SING Y N 8  
BEB C26 H26  SING N N 9  
BEB C27 C28  DOUB Y N 10 
BEB C27 H27  SING N N 11 
BEB C28 H28  SING N N 12 
BEB C33 C34  DOUB Y N 13 
BEB C33 C38  SING Y N 14 
BEB C33 C32  SING N N 15 
BEB C34 C35  SING Y N 16 
BEB C34 H34  SING N N 17 
BEB C35 C36  DOUB Y N 18 
BEB C35 H35  SING N N 19 
BEB C36 C37  SING Y N 20 
BEB C36 H36  SING N N 21 
BEB C37 C38  DOUB Y N 22 
BEB C37 H37  SING N N 23 
BEB C38 H38  SING N N 24 
BEB C32 O31  SING N N 25 
BEB C32 H321 SING N N 26 
BEB C32 H322 SING N N 27 
BEB O31 C9   SING N N 28 
BEB C9  C7   SING N N 29 
BEB C9  C10  SING N N 30 
BEB C9  H9   SING N N 31 
BEB C7  C5   SING N N 32 
BEB C7  O8   SING N N 33 
BEB C7  H7   SING N N 34 
BEB C5  C4   SING N N 35 
BEB C5  O6   SING N N 36 
BEB C5  H5   SING N N 37 
BEB C4  C2   SING N N 38 
BEB C4  O21  SING N N 39 
BEB C4  H4   SING N N 40 
BEB C2  O3   DOUB N N 41 
BEB C2  N1   SING N N 42 
BEB N1  C41  SING N N 43 
BEB N1  HN1  SING N N 44 
BEB O21 C22  SING N N 45 
BEB C22 H221 SING N N 46 
BEB C22 H222 SING N N 47 
BEB O6  HO6  SING N N 48 
BEB O8  HO8  SING N N 49 
BEB C10 O11  DOUB N N 50 
BEB C10 N12  SING N N 51 
BEB N12 C51  SING N N 52 
BEB N12 H12  SING N N 53 
BEB C51 C52  SING N N 54 
BEB C51 C59  SING N N 55 
BEB C51 H51  SING N N 56 
BEB C52 C57  DOUB Y N 57 
BEB C52 C53  SING Y N 58 
BEB C57 C56  SING Y N 59 
BEB C57 C58  SING N N 60 
BEB C53 C54  DOUB Y N 61 
BEB C53 H53  SING N N 62 
BEB C54 C55  SING Y N 63 
BEB C54 H54  SING N N 64 
BEB C55 C56  DOUB Y N 65 
BEB C55 H55  SING N N 66 
BEB C59 O60  SING N N 67 
BEB C59 C58  SING N N 68 
BEB C59 H59  SING N N 69 
BEB O60 H60  SING N N 70 
BEB C56 H56  SING N N 71 
BEB C58 H581 SING N N 72 
BEB C58 H582 SING N N 73 
BEB C41 C42  SING N N 74 
BEB C41 C49  SING N N 75 
BEB C41 H41  SING N N 76 
BEB C42 C47  DOUB Y N 77 
BEB C42 C43  SING Y N 78 
BEB C47 C46  SING Y N 79 
BEB C47 C48  SING N N 80 
BEB C43 C44  DOUB Y N 81 
BEB C43 H43  SING N N 82 
BEB C44 C45  SING Y N 83 
BEB C44 H44  SING N N 84 
BEB C45 C46  DOUB Y N 85 
BEB C45 H45  SING N N 86 
BEB C49 O50  SING N N 87 
BEB C49 C48  SING N N 88 
BEB C49 H49  SING N N 89 
BEB O50 H50  SING N N 90 
BEB C46 H46  SING N N 91 
BEB C48 H481 SING N N 92 
BEB C48 H482 SING N N 93 
# 
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 
BEB SMILES           ACDLabs              10.04 O=C(NC2c1ccccc1CC2O)C(OCc3ccccc3)C(O)C(O)C(OCc4ccccc4)C(=O)NC6c5ccccc5CC6O 
BEB InChI            InChI                1.02b 
;InChI=1/C38H40N2O8/c41-29-19-25-15-7-9-17-27(25)31(29)39-37(45)35(47-21-23-11-3-1-4-12-23)33(43)34(44)36(48-22-24-13-5-2-6-14-24)38(46)40-32-28-18-10-8-16-26(28)20-30(32)42/h1-18,29-36,41-44H,19-22H2,(H,39,45)(H,40,46)/t29-,30-,31+,32+,33-,34-,35-,36-/m1/s1/f/h39-40H
;
BEB InChIKey         InChI                1.02b UOHMQWQGAJAUGT-MUNCRPRADD 
BEB SMILES_CANONICAL CACTVS               3.341 O[C@@H]1Cc2ccccc2[C@@H]1NC(=O)[C@H](OCc3ccccc3)[C@H](O)[C@@H](O)[C@@H](OCc4ccccc4)C(=O)N[C@@H]5[C@H](O)Cc6ccccc56 
BEB SMILES           CACTVS               3.341 O[CH]1Cc2ccccc2[CH]1NC(=O)[CH](OCc3ccccc3)[CH](O)[CH](O)[CH](OCc4ccccc4)C(=O)N[CH]5[CH](O)Cc6ccccc56 
BEB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CO[C@H]([C@@H]([C@H]([C@H](C(=O)N[C@H]2c3ccccc3C[C@H]2O)OCc4ccccc4)O)O)C(=O)N[C@H]5c6ccccc6C[C@H]5O 
BEB SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COC(C(C(C(C(=O)NC2c3ccccc3CC2O)OCc4ccccc4)O)O)C(=O)NC5c6ccccc6CC5O 
# 
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 
BEB "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R,3R,4R,5R)-2,5-bis(benzyloxy)-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide (non-preferred name)
;
BEB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4R,5R)-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(phenylmethoxy)hexanediamide"                  
# 
