data_BED
# 
_chem_comp.id                                    BED 
_chem_comp.name                                  N,N-[2,5-O-DI-2-FLUORO-BENZYL-GLUCARYL]-DI-[1-AMINO-INDAN-2-OL] 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C38 H38 F2 N2 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "INHIBITOR BEA403" 
_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                        688.714 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BED 
_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        1EC0 
_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 
BED C01  C01  C 0 1 Y N N 16.560 22.074 8.736  -4.169 -1.626 -0.903 C01  BED 1  
BED C02  C02  C 0 1 Y N N 17.971 21.882 8.481  -3.470 -2.815 -0.988 C02  BED 2  
BED C03  C03  C 0 1 Y N N 18.660 20.712 8.898  -4.039 -3.909 -1.612 C03  BED 3  
BED C04  C04  C 0 1 Y N N 17.951 19.669 9.599  -5.308 -3.815 -2.153 C04  BED 4  
BED C05  C05  C 0 1 Y N N 16.551 19.816 9.872  -6.009 -2.627 -2.071 C05  BED 5  
BED C06  C06  C 0 1 Y N N 15.865 21.010 9.443  -5.442 -1.532 -1.440 C06  BED 6  
BED C07  C07  C 0 1 Y N N 9.830  23.868 2.296  4.177  -1.617 0.892  C07  BED 7  
BED C08  C08  C 0 1 Y N N 8.811  22.936 2.738  5.449  -1.522 1.429  C08  BED 8  
BED C09  C09  C 0 1 Y N N 7.425  23.329 2.733  6.020  -2.620 2.051  C09  BED 9  
BED C10  C10  C 0 1 Y N N 7.050  24.644 2.288  5.324  -3.812 2.124  C10  BED 10 
BED C11  C11  C 0 1 Y N N 8.062  25.571 1.848  4.056  -3.906 1.582  C11  BED 11 
BED C12  C12  C 0 1 Y N N 9.434  25.185 1.855  3.482  -2.809 0.966  C12  BED 12 
BED C13  C13  C 0 1 N N N 11.311 23.487 2.303  3.552  -0.421 0.220  C13  BED 13 
BED O14  O14  O 0 1 N N N 11.793 23.112 3.608  2.249  -0.769 -0.254 O14  BED 14 
BED C15  C15  C 0 1 N N R 11.895 24.225 4.551  1.712  0.399  -0.877 C15  BED 15 
BED C16  C16  C 0 1 N N R 12.955 23.976 5.586  0.188  0.395  -0.739 C16  BED 16 
BED C17  C17  C 0 1 N N R 14.257 23.622 4.980  -0.188 0.388  0.743  C17  BED 17 
BED C18  C18  C 0 1 N N R 15.132 22.849 6.000  -1.712 0.385  0.882  C18  BED 18 
BED C19  C19  C 0 1 N N N 15.141 21.347 5.831  -2.084 0.378  2.342  C19  BED 19 
BED O20  O20  O 0 1 N N N 14.131 20.655 6.000  -2.741 -0.534 2.797  O20  BED 20 
BED N21  N21  N 0 1 N N N 16.359 20.790 5.495  -1.686 1.387  3.143  N21  BED 21 
BED O22  O22  O 0 1 N N N 14.777 23.125 7.384  -2.245 -0.779 0.249  O22  BED 22 
BED C23  C23  C 0 1 N N N 15.890 23.353 8.252  -3.549 -0.433 -0.222 C23  BED 23 
BED O24  O24  O 0 1 N N N 14.813 24.877 4.561  0.344  1.554  1.376  O24  BED 24 
BED O25  O25  O 0 1 N N N 13.117 25.102 6.493  -0.349 1.563  -1.362 O25  BED 25 
BED C26  C26  C 0 1 N N N 10.680 24.321 5.386  2.083  0.405  -2.337 C26  BED 26 
BED O27  O27  O 0 1 N N N 10.295 23.331 6.010  2.744  -0.500 -2.799 O27  BED 27 
BED N28  N28  N 0 1 N N N 10.042 25.514 5.409  1.682  1.419  -3.130 N28  BED 28 
BED C29  C29  C 0 1 N N S 8.853  25.718 6.184  2.043  1.425  -4.550 C29  BED 29 
BED C30  C30  C 0 1 Y N N 9.142  26.445 7.468  0.962  0.746  -5.372 C30  BED 30 
BED C31  C31  C 0 1 Y N N 8.041  27.285 7.816  0.704  1.486  -6.511 C31  BED 31 
BED C32  C32  C 0 1 Y N N 10.315 26.396 8.319  0.263  -0.426 -5.140 C32  BED 32 
BED C33  C33  C 0 1 Y N N 10.354 27.203 9.515  -0.690 -0.857 -6.041 C33  BED 33 
BED C34  C34  C 0 1 Y N N 9.227  28.044 9.848  -0.948 -0.117 -7.180 C34  BED 34 
BED C35  C35  C 0 1 N N R 7.763  26.609 5.570  2.100  2.871  -5.087 C35  BED 35 
BED O36  O36  O 0 1 N N N 8.414  27.665 4.869  1.237  3.726  -4.335 O36  BED 36 
BED C37  C37  C 0 1 Y N N 8.059  28.092 8.999  -0.251 1.052  -7.413 C37  BED 37 
BED C38  C38  C 0 1 N N N 6.969  27.158 6.782  1.591  2.713  -6.535 C38  BED 38 
BED C39  C39  C 0 1 N N S 16.603 19.370 5.296  -2.048 1.380  4.563  C39  BED 39 
BED C40  C40  C 0 1 Y N N 16.508 18.938 3.854  -0.953 0.730  5.381  C40  BED 40 
BED C41  C41  C 0 1 Y N N 17.432 17.886 3.583  -0.714 1.479  6.519  C41  BED 41 
BED C42  C42  C 0 1 Y N N 15.655 19.435 2.807  -0.220 -0.420 5.148  C42  BED 42 
BED C43  C43  C 0 1 Y N N 15.755 18.848 1.488  0.744  -0.825 6.049  C43  BED 43 
BED C44  C44  C 0 1 Y N N 16.688 17.793 1.235  0.982  -0.078 7.188  C44  BED 44 
BED C45  C45  C 0 1 N N R 18.003 18.855 5.663  -2.149 2.825  5.096  C45  BED 45 
BED O46  O46  O 0 1 N N N 18.946 19.889 5.335  -1.314 3.705  4.342  O46  BED 46 
BED C47  C47  C 0 1 Y N N 17.540 17.296 2.276  0.253  1.071  7.422  C47  BED 47 
BED C48  C48  C 0 1 N N N 18.195 17.557 4.822  -1.635 2.680  6.544  C48  BED 48 
BED F49  F49  F 0 1 N N N 14.585 21.066 9.727  -6.126 -0.370 -1.358 F49  BED 49 
BED F50  F50  F 0 1 N N N 9.131  21.732 3.153  6.129  -0.357 1.357  F50  BED 50 
BED H2   H2   H 0 1 N N N 18.544 22.658 7.947  -2.479 -2.890 -0.566 H2   BED 51 
BED H3   H3   H 0 1 N N N 19.736 20.614 8.679  -3.492 -4.838 -1.677 H3   BED 52 
BED H4   H4   H 0 1 N N N 18.479 18.758 9.926  -5.752 -4.671 -2.641 H4   BED 53 
BED H5   H5   H 0 1 N N N 16.007 19.018 10.406 -7.000 -2.554 -2.494 H5   BED 54 
BED H9   H9   H 0 1 N N N 6.649  22.621 3.070  7.011  -2.546 2.475  H9   BED 55 
BED H10  H10  H 0 1 N N N 5.987  24.941 2.284  5.771  -4.669 2.605  H10  BED 56 
BED H11  H11  H 0 1 N N N 7.784  26.581 1.503  3.512  -4.838 1.639  H11  BED 57 
BED H12  H12  H 0 1 N N N 10.193 25.909 1.517  2.491  -2.884 0.544  H12  BED 58 
BED H131 1H13 H 0 0 N N N 11.518 22.684 1.557  4.173  -0.109 -0.618 H131 BED 59 
BED H132 2H13 H 0 0 N N N 11.933 24.304 1.869  3.471  0.396  0.936  H132 BED 60 
BED H15  H15  H 0 1 N N N 12.089 25.121 3.917  2.118  1.288  -0.395 H15  BED 61 
BED H16  H16  H 0 1 N N N 12.598 23.101 6.179  -0.218 -0.493 -1.221 H16  BED 62 
BED H17  H17  H 0 1 N N N 14.176 22.930 4.108  0.221  -0.502 1.218  H17  BED 63 
BED H18  H18  H 0 1 N N N 16.151 23.237 5.769  -2.122 1.276  0.406  H18  BED 64 
BED H21  H21  H 0 1 N N N 17.118 21.462 5.388  -1.161 2.117  2.780  H21  BED 65 
BED H231 1H23 H 0 0 N N N 15.591 23.991 9.115  -4.172 -0.131 0.619  H231 BED 66 
BED H232 2H23 H 0 0 N N N 16.634 24.028 7.768  -3.471 0.390  -0.931 H232 BED 67 
BED H24  H24  H 0 1 N N N 15.649 24.649 4.171  -0.043 2.317  0.926  H24  BED 68 
BED H25  H25  H 0 1 N N N 13.787 24.944 7.147  0.035  2.325  -0.906 H25  BED 69 
BED H28  H28  H 0 1 N N N 10.455 26.256 4.844  1.154  2.144  -2.761 H28  BED 70 
BED H29  H29  H 0 1 N N N 8.497  24.666 6.282  3.001  0.926  -4.698 H29  BED 71 
BED H32  H32  H 0 1 N N N 11.170 25.750 8.058  0.463  -1.005 -4.250 H32  BED 72 
BED H33  H33  H 0 1 N N N 11.240 27.177 10.171 -1.234 -1.772 -5.856 H33  BED 73 
BED H34  H34  H 0 1 N N N 9.258  28.658 10.763 -1.693 -0.452 -7.885 H34  BED 74 
BED H35  H35  H 0 1 N N N 7.088  26.077 4.858  3.123  3.249  -5.075 H35  BED 75 
BED H36  H36  H 0 1 N N N 7.739  28.216 4.489  1.284  4.601  -4.744 H36  BED 76 
BED H37  H37  H 0 1 N N N 7.196  28.732 9.249  -0.453 1.630  -8.303 H37  BED 77 
BED H381 1H38 H 0 0 N N N 6.086  26.547 7.086  1.015  3.589  -6.831 H381 BED 78 
BED H382 2H38 H 0 0 N N N 6.387  28.088 6.585  2.428  2.561  -7.216 H382 BED 79 
BED H39  H39  H 0 1 N N N 15.814 18.959 5.968  -2.992 0.856  4.710  H39  BED 80 
BED H42  H42  H 0 1 N N N 14.939 20.249 3.011  -0.405 -1.004 4.259  H42  BED 81 
BED H43  H43  H 0 1 N N N 15.113 19.208 0.666  1.313  -1.724 5.864  H43  BED 82 
BED H44  H44  H 0 1 N N N 16.751 17.357 0.223  1.736  -0.392 7.893  H44  BED 83 
BED H45  H45  H 0 1 N N N 18.144 18.617 6.743  -3.183 3.171  5.085  H45  BED 84 
BED H46  H46  H 0 1 N N N 19.811 19.570 5.562  -1.421 4.587  4.722  H46  BED 85 
BED H47  H47  H 0 1 N N N 18.258 16.482 2.077  0.439  1.654  8.312  H47  BED 86 
BED H481 1H48 H 0 0 N N N 17.890 16.612 5.330  -1.084 3.573  6.841  H481 BED 87 
BED H482 2H48 H 0 0 N N N 19.254 17.248 4.659  -2.467 2.505  7.226  H482 BED 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 
BED C01 C02  DOUB Y N 1  
BED C01 C06  SING Y N 2  
BED C01 C23  SING N N 3  
BED C02 C03  SING Y N 4  
BED C02 H2   SING N N 5  
BED C03 C04  DOUB Y N 6  
BED C03 H3   SING N N 7  
BED C04 C05  SING Y N 8  
BED C04 H4   SING N N 9  
BED C05 C06  DOUB Y N 10 
BED C05 H5   SING N N 11 
BED C06 F49  SING N N 12 
BED C07 C08  DOUB Y N 13 
BED C07 C12  SING Y N 14 
BED C07 C13  SING N N 15 
BED C08 C09  SING Y N 16 
BED C08 F50  SING N N 17 
BED C09 C10  DOUB Y N 18 
BED C09 H9   SING N N 19 
BED C10 C11  SING Y N 20 
BED C10 H10  SING N N 21 
BED C11 C12  DOUB Y N 22 
BED C11 H11  SING N N 23 
BED C12 H12  SING N N 24 
BED C13 O14  SING N N 25 
BED C13 H131 SING N N 26 
BED C13 H132 SING N N 27 
BED O14 C15  SING N N 28 
BED C15 C16  SING N N 29 
BED C15 C26  SING N N 30 
BED C15 H15  SING N N 31 
BED C16 C17  SING N N 32 
BED C16 O25  SING N N 33 
BED C16 H16  SING N N 34 
BED C17 C18  SING N N 35 
BED C17 O24  SING N N 36 
BED C17 H17  SING N N 37 
BED C18 C19  SING N N 38 
BED C18 O22  SING N N 39 
BED C18 H18  SING N N 40 
BED C19 O20  DOUB N N 41 
BED C19 N21  SING N N 42 
BED N21 C39  SING N N 43 
BED N21 H21  SING N N 44 
BED O22 C23  SING N N 45 
BED C23 H231 SING N N 46 
BED C23 H232 SING N N 47 
BED O24 H24  SING N N 48 
BED O25 H25  SING N N 49 
BED C26 O27  DOUB N N 50 
BED C26 N28  SING N N 51 
BED N28 C29  SING N N 52 
BED N28 H28  SING N N 53 
BED C29 C30  SING N N 54 
BED C29 C35  SING N N 55 
BED C29 H29  SING N N 56 
BED C30 C31  DOUB Y N 57 
BED C30 C32  SING Y N 58 
BED C31 C37  SING Y N 59 
BED C31 C38  SING N N 60 
BED C32 C33  DOUB Y N 61 
BED C32 H32  SING N N 62 
BED C33 C34  SING Y N 63 
BED C33 H33  SING N N 64 
BED C34 C37  DOUB Y N 65 
BED C34 H34  SING N N 66 
BED C35 O36  SING N N 67 
BED C35 C38  SING N N 68 
BED C35 H35  SING N N 69 
BED O36 H36  SING N N 70 
BED C37 H37  SING N N 71 
BED C38 H381 SING N N 72 
BED C38 H382 SING N N 73 
BED C39 C40  SING N N 74 
BED C39 C45  SING N N 75 
BED C39 H39  SING N N 76 
BED C40 C41  DOUB Y N 77 
BED C40 C42  SING Y N 78 
BED C41 C47  SING Y N 79 
BED C41 C48  SING N N 80 
BED C42 C43  DOUB Y N 81 
BED C42 H42  SING N N 82 
BED C43 C44  SING Y N 83 
BED C43 H43  SING N N 84 
BED C44 C47  DOUB Y N 85 
BED C44 H44  SING N N 86 
BED C45 O46  SING N N 87 
BED C45 C48  SING N N 88 
BED C45 H45  SING N N 89 
BED O46 H46  SING N N 90 
BED C47 H47  SING N N 91 
BED C48 H481 SING N N 92 
BED 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 
BED SMILES           ACDLabs              10.04 Fc1ccccc1COC(C(=O)NC3c2ccccc2CC3O)C(O)C(O)C(OCc4ccccc4F)C(=O)NC6c5ccccc5CC6O 
BED InChI            InChI                1.02b 
;InChI=1/C38H38F2N2O8/c39-27-15-7-3-11-23(27)19-49-35(37(47)41-31-25-13-5-1-9-21(25)17-29(31)43)33(45)34(46)36(50-20-24-12-4-8-16-28(24)40)38(48)42-32-26-14-6-2-10-22(26)18-30(32)44/h1-16,29-36,43-46H,17-20H2,(H,41,47)(H,42,48)/t29-,30-,31+,32+,33-,34-,35-,36-/m1/s1/f/h41-42H
;
BED InChIKey         InChI                1.02b LYHLPPXMBKMSSZ-NHMUGRRBDL 
BED SMILES_CANONICAL CACTVS               3.341 O[C@@H]1Cc2ccccc2[C@@H]1NC(=O)[C@H](OCc3ccccc3F)[C@H](O)[C@@H](O)[C@@H](OCc4ccccc4F)C(=O)N[C@@H]5[C@H](O)Cc6ccccc56 
BED SMILES           CACTVS               3.341 O[CH]1Cc2ccccc2[CH]1NC(=O)[CH](OCc3ccccc3F)[CH](O)[CH](O)[CH](OCc4ccccc4F)C(=O)N[CH]5[CH](O)Cc6ccccc56 
BED SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C[C@H]([C@H]2NC(=O)[C@@H]([C@@H]([C@H]([C@H](C(=O)N[C@H]3c4ccccc4C[C@H]3O)OCc5ccccc5F)O)O)OCc6ccccc6F)O 
BED SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)CC(C2NC(=O)C(C(C(C(C(=O)NC3c4ccccc4CC3O)OCc5ccccc5F)O)O)OCc6ccccc6F)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 
BED "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R,3R,4R,5R)-2,5-bis[(2-fluorobenzyl)oxy]-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide (non-preferred name)
;
BED "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4R,5R)-2,5-bis[(2-fluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide"                  
# 
