data_BE3
# 
_chem_comp.id                                    BE3 
_chem_comp.name                                  N,N-[2,5-O-DI-3-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                     2004-08-10 
_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                     BE3 
_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        1W5V 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
BE3 C01  C01  C 0 1 Y N N 9.641  24.037 2.164  -4.117 1.485  1.112  C01  BE3 1  
BE3 C02  C02  C 0 1 Y N N 8.998  25.293 1.734  -4.908 2.383  0.419  C02  BE3 2  
BE3 C03  C03  C 0 1 Y N N 7.568  25.524 1.859  -5.445 3.478  1.071  C03  BE3 3  
BE3 C04  C04  C 0 1 Y N N 6.700  24.488 2.433  -5.191 3.676  2.415  C04  BE3 4  
BE3 C05  C05  C 0 1 Y N N 7.305  23.210 2.879  -4.400 2.777  3.109  C05  BE3 5  
BE3 C06  C06  C 0 1 Y N N 8.746  22.989 2.748  -3.867 1.678  2.457  C06  BE3 6  
BE3 C07  C07  C 0 1 Y N N 16.397 22.060 8.766  4.127  1.468  -1.102 C07  BE3 7  
BE3 C08  C08  C 0 1 Y N N 15.675 20.927 9.379  3.879  1.673  -2.445 C08  BE3 8  
BE3 C09  C09  C 0 1 Y N N 16.436 19.704 9.774  4.418  2.774  -3.089 C09  BE3 9  
BE3 C10  C10  C 0 1 Y N N 17.915 19.644 9.547  5.215  3.663  -2.388 C10  BE3 10 
BE3 C11  C11  C 0 1 Y N N 18.599 20.815 8.925  5.467  3.453  -1.045 C11  BE3 11 
BE3 C12  C12  C 0 1 Y N N 17.841 21.981 8.550  4.924  2.357  -0.403 C12  BE3 12 
BE3 C13  C13  C 0 1 N N N 15.702 23.324 8.322  3.536  0.273  -0.400 C13  BE3 13 
BE3 O14  O14  O 0 1 N N N 14.597 23.095 7.400  2.260  0.622  0.140  O14  BE3 14 
BE3 C15  C15  C 0 1 N N R 14.923 22.579 6.004  1.753  -0.545 0.789  C15  BE3 15 
BE3 C16  C16  C 0 1 N N R 13.856 22.860 4.968  0.224  -0.540 0.728  C16  BE3 16 
BE3 C17  C17  C 0 1 N N R 13.506 24.287 4.980  -0.226 -0.533 -0.733 C17  BE3 17 
BE3 C18  C18  C 0 1 N N R 12.099 24.479 4.282  -1.755 -0.528 -0.795 C18  BE3 18 
BE3 C19  C19  C 0 1 N N N 10.919 24.462 5.240  -2.200 -0.521 -2.235 C19  BE3 19 
BE3 O20  O20  O 0 1 N N N 10.674 23.451 5.932  -2.878 0.391  -2.655 O20  BE3 20 
BE3 N21  N21  N 0 1 N N N 10.121 25.569 5.319  -1.845 -1.530 -3.055 N21  BE3 21 
BE3 O22  O22  O 0 1 N N N 11.869 23.489 3.180  -2.255 0.637  -0.136 O22  BE3 22 
BE3 C23  C23  C 0 1 N N N 11.165 23.935 1.979  -3.533 0.292  0.400  C23  BE3 23 
BE3 O24  O24  O 0 1 N N N 14.578 25.044 4.362  0.272  -1.699 -1.392 O24  BE3 24 
BE3 O25  O25  O 0 1 N N N 14.314 22.535 3.590  -0.281 -1.708 1.377  O25  BE3 25 
BE3 C26  C26  C 0 1 N N N 15.066 21.101 5.861  2.198  -0.552 2.229  C26  BE3 26 
BE3 O27  O27  O 0 1 N N N 14.082 20.375 6.131  2.881  0.353  2.657  O27  BE3 27 
BE3 N28  N28  N 0 1 N N N 16.270 20.609 5.459  1.836  -1.565 3.041  N28  BE3 28 
BE3 C29  C29  C 0 1 N N S 16.543 19.197 5.301  2.269  -1.571 4.441  C29  BE3 29 
BE3 C30  C30  C 0 1 Y N N 16.498 18.813 3.862  1.231  -0.891 5.316  C30  BE3 30 
BE3 C31  C31  C 0 1 Y N N 17.477 17.755 3.602  1.030  -1.631 6.466  C31  BE3 31 
BE3 C32  C32  C 0 1 Y N N 15.652 19.333 2.775  0.521  0.281  5.119  C32  BE3 32 
BE3 C33  C33  C 0 1 Y N N 15.812 18.762 1.401  -0.384 0.713  6.067  C33  BE3 33 
BE3 C34  C34  C 0 1 Y N N 16.804 17.704 1.173  -0.585 -0.026 7.218  C34  BE3 34 
BE3 C35  C35  C 0 1 N N R 17.972 18.729 5.682  2.351  -3.017 4.974  C35  BE3 35 
BE3 O36  O36  O 0 1 N N N 18.888 19.788 5.342  1.450  -3.872 4.267  O36  BE3 36 
BE3 C37  C37  C 0 1 Y N N 17.647 17.184 2.259  0.121  -1.196 7.416  C37  BE3 37 
BE3 C38  C38  C 0 1 N N N 18.179 17.422 4.858  1.915  -2.858 6.446  C38  BE3 38 
BE3 C39  C39  C 0 1 N N S 8.963  25.681 6.180  -2.277 -1.523 -4.454 C39  BE3 39 
BE3 C40  C40  C 0 1 Y N N 9.265  26.422 7.480  -1.224 -0.873 -5.326 C40  BE3 40 
BE3 C41  C41  C 0 1 Y N N 8.116  27.238 7.844  -1.044 -1.623 -6.476 C41  BE3 41 
BE3 C42  C42  C 0 1 Y N N 10.469 26.411 8.324  -0.480 0.276  -5.131 C42  BE3 42 
BE3 C43  C43  C 0 1 Y N N 10.504 27.247 9.563  0.438  0.679  -6.079 C43  BE3 43 
BE3 C44  C44  C 0 1 Y N N 9.332  28.065 9.910  0.618  -0.067 -7.228 C44  BE3 44 
BE3 C45  C45  C 0 1 N N R 7.846  26.580 5.577  -2.406 -2.968 -4.982 C45  BE3 45 
BE3 O46  O46  O 0 1 N N N 8.493  27.667 4.869  -1.535 -3.848 -4.270 O46  BE3 46 
BE3 C47  C47  C 0 1 Y N N 8.130  28.076 9.068  -0.122 -1.216 -7.426 C47  BE3 47 
BE3 C48  C48  C 0 1 N N N 7.052  27.046 6.807  -1.965 -2.824 -6.454 C48  BE3 48 
BE3 F49  F49  F 0 1 N N N 15.735 18.574 10.374 4.171  2.978  -4.402 F49  BE3 49 
BE3 F50  F50  F 0 1 N N N 6.458  22.166 3.455  -4.152 2.969  4.423  F50  BE3 50 
BE3 H02  H02  H 0 1 N N N 9.627  26.089 1.300  -5.107 2.230  -0.630 H02  BE3 51 
BE3 H03  H03  H 0 1 N N N 7.134  26.480 1.522  -6.062 4.179  0.529  H03  BE3 52 
BE3 H04  H04  H 0 1 N N N 5.615  24.658 2.531  -5.611 4.532  2.924  H04  BE3 53 
BE3 H06  H06  H 0 1 N N N 9.180  22.033 3.086  -3.249 0.976  2.997  H06  BE3 54 
BE3 H08  H08  H 0 1 N N N 14.586 20.983 9.543  3.256  0.979  -2.991 H08  BE3 55 
BE3 H10  H10  H 0 1 N N N 18.490 18.748 9.835  5.639  4.520  -2.890 H10  BE3 56 
BE3 H11  H11  H 0 1 N N N 19.688 20.788 8.752  6.089  4.146  -0.498 H11  BE3 57 
BE3 H12  H12  H 0 1 N N N 18.363 22.836 8.088  5.121  2.194  0.646  H12  BE3 58 
BE3 H131 1H13 H 0 0 N N N 16.435 24.043 7.886  4.199  -0.038 0.406  H131 BE3 59 
BE3 H132 2H13 H 0 0 N N N 15.362 23.915 9.204  3.418  -0.543 -1.110 H132 BE3 60 
BE3 H15  H15  H 0 1 N N N 15.873 23.057 5.667  2.134  -1.434 0.287  H15  BE3 61 
BE3 H16  H16  H 0 1 N N N 12.948 22.258 5.204  -0.156 0.348  1.230  H16  BE3 62 
BE3 H17  H17  H 0 1 N N N 13.416 24.615 6.042  0.159  0.357  -1.229 H17  BE3 63 
BE3 H18  H18  H 0 1 N N N 12.112 25.488 3.808  -2.142 -1.419 -0.299 H18  BE3 64 
BE3 H21  H21  H 0 1 N N N 10.357 26.369 4.732  -1.302 -2.260 -2.718 H21  BE3 65 
BE3 H231 1H23 H 0 0 N N N 11.584 24.901 1.612  -4.198 -0.009 -0.408 H231 BE3 66 
BE3 H232 2H23 H 0 0 N N N 11.414 23.283 1.110  -3.421 -0.531 1.105  H232 BE3 67 
BE3 H24  H24  H 0 1 N N N 14.352 25.967 4.370  -0.092 -2.462 -0.923 H24  BE3 68 
BE3 H25  H25  H 0 1 N N N 13.644 22.711 2.940  0.078  -2.470 0.903  H25  BE3 69 
BE3 H28  H28  H 0 1 N N N 17.020 21.271 5.259  1.289  -2.289 2.699  H28  BE3 70 
BE3 H29  H29  H 0 1 N N N 15.790 18.604 5.871  3.233  -1.073 4.540  H29  BE3 71 
BE3 H32  H32  H 0 1 N N N 14.914 20.129 2.970  0.678  0.860  4.221  H32  BE3 72 
BE3 H33  H33  H 0 1 N N N 15.191 19.132 0.568  -0.936 1.629  5.910  H33  BE3 73 
BE3 H34  H34  H 0 1 N N N 16.920 17.288 0.158  -1.293 0.309  7.960  H34  BE3 74 
BE3 H35  H35  H 0 1 N N N 18.027 18.508 6.774  3.371  -3.396 4.910  H35  BE3 75 
BE3 H36  H36  H 0 1 N N N 19.763 19.501 5.575  1.517  -4.747 4.673  H36  BE3 76 
BE3 H37  H37  H 0 1 N N N 18.386 16.388 2.071  -0.036 -1.774 8.315  H37  BE3 77 
BE3 H381 1H38 H 0 0 N N N 17.841 16.485 5.359  1.355  -3.735 6.771  H381 BE3 78 
BE3 H382 2H38 H 0 0 N N N 19.239 17.096 4.740  2.786  -2.707 7.084  H382 BE3 79 
BE3 H39  H39  H 0 1 N N N 8.556  24.667 6.405  -3.227 -0.998 -4.554 H39  BE3 80 
BE3 H42  H42  H 0 1 N N N 11.338 25.792 8.046  -0.619 0.860  -4.233 H42  BE3 81 
BE3 H43  H43  H 0 1 N N N 11.398 27.250 10.209 1.017  1.578  -5.923 H43  BE3 82 
BE3 H44  H44  H 0 1 N N N 9.357  28.684 10.823 1.336  0.246  -7.971 H44  BE3 83 
BE3 H45  H45  H 0 1 N N N 7.196  25.992 4.888  -3.438 -3.312 -4.919 H45  BE3 84 
BE3 H46  H46  H 0 1 N N N 7.811  28.216 4.501  -1.662 -4.731 -4.645 H46  BE3 85 
BE3 H47  H47  H 0 1 N N N 7.257  28.693 9.339  0.018  -1.799 -8.324 H47  BE3 86 
BE3 H481 1H48 H 0 0 N N N 6.224  26.364 7.111  -1.431 -3.717 -6.778 H481 BE3 87 
BE3 H482 2H48 H 0 0 N N N 6.406  27.938 6.633  -2.831 -2.648 -7.093 H482 BE3 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 
BE3 C01 C02  DOUB Y N 1  
BE3 C01 C06  SING Y N 2  
BE3 C01 C23  SING N N 3  
BE3 C02 C03  SING Y N 4  
BE3 C02 H02  SING N N 5  
BE3 C03 C04  DOUB Y N 6  
BE3 C03 H03  SING N N 7  
BE3 C04 C05  SING Y N 8  
BE3 C04 H04  SING N N 9  
BE3 C05 C06  DOUB Y N 10 
BE3 C05 F50  SING N N 11 
BE3 C06 H06  SING N N 12 
BE3 C07 C08  DOUB Y N 13 
BE3 C07 C12  SING Y N 14 
BE3 C07 C13  SING N N 15 
BE3 C08 C09  SING Y N 16 
BE3 C08 H08  SING N N 17 
BE3 C09 C10  DOUB Y N 18 
BE3 C09 F49  SING N N 19 
BE3 C10 C11  SING Y N 20 
BE3 C10 H10  SING N N 21 
BE3 C11 C12  DOUB Y N 22 
BE3 C11 H11  SING N N 23 
BE3 C12 H12  SING N N 24 
BE3 C13 O14  SING N N 25 
BE3 C13 H131 SING N N 26 
BE3 C13 H132 SING N N 27 
BE3 O14 C15  SING N N 28 
BE3 C15 C16  SING N N 29 
BE3 C15 C26  SING N N 30 
BE3 C15 H15  SING N N 31 
BE3 C16 C17  SING N N 32 
BE3 C16 O25  SING N N 33 
BE3 C16 H16  SING N N 34 
BE3 C17 C18  SING N N 35 
BE3 C17 O24  SING N N 36 
BE3 C17 H17  SING N N 37 
BE3 C18 C19  SING N N 38 
BE3 C18 O22  SING N N 39 
BE3 C18 H18  SING N N 40 
BE3 C19 O20  DOUB N N 41 
BE3 C19 N21  SING N N 42 
BE3 N21 C39  SING N N 43 
BE3 N21 H21  SING N N 44 
BE3 O22 C23  SING N N 45 
BE3 C23 H231 SING N N 46 
BE3 C23 H232 SING N N 47 
BE3 O24 H24  SING N N 48 
BE3 O25 H25  SING N N 49 
BE3 C26 O27  DOUB N N 50 
BE3 C26 N28  SING N N 51 
BE3 N28 C29  SING N N 52 
BE3 N28 H28  SING N N 53 
BE3 C29 C30  SING N N 54 
BE3 C29 C35  SING N N 55 
BE3 C29 H29  SING N N 56 
BE3 C30 C31  DOUB Y N 57 
BE3 C30 C32  SING Y N 58 
BE3 C31 C37  SING Y N 59 
BE3 C31 C38  SING N N 60 
BE3 C32 C33  DOUB Y N 61 
BE3 C32 H32  SING N N 62 
BE3 C33 C34  SING Y N 63 
BE3 C33 H33  SING N N 64 
BE3 C34 C37  DOUB Y N 65 
BE3 C34 H34  SING N N 66 
BE3 C35 O36  SING N N 67 
BE3 C35 C38  SING N N 68 
BE3 C35 H35  SING N N 69 
BE3 O36 H36  SING N N 70 
BE3 C37 H37  SING N N 71 
BE3 C38 H381 SING N N 72 
BE3 C38 H382 SING N N 73 
BE3 C39 C40  SING N N 74 
BE3 C39 C45  SING N N 75 
BE3 C39 H39  SING N N 76 
BE3 C40 C41  DOUB Y N 77 
BE3 C40 C42  SING Y N 78 
BE3 C41 C47  SING Y N 79 
BE3 C41 C48  SING N N 80 
BE3 C42 C43  DOUB Y N 81 
BE3 C42 H42  SING N N 82 
BE3 C43 C44  SING Y N 83 
BE3 C43 H43  SING N N 84 
BE3 C44 C47  DOUB Y N 85 
BE3 C44 H44  SING N N 86 
BE3 C45 O46  SING N N 87 
BE3 C45 C48  SING N N 88 
BE3 C45 H45  SING N N 89 
BE3 O46 H46  SING N N 90 
BE3 C47 H47  SING N N 91 
BE3 C48 H481 SING N N 92 
BE3 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 
BE3 SMILES           ACDLabs              10.04 Fc1cccc(c1)COC(C(=O)NC3c2ccccc2CC3O)C(O)C(O)C(OCc4cccc(F)c4)C(=O)NC6c5ccccc5CC6O 
BE3 InChI            InChI                1.02b 
;InChI=1/C38H38F2N2O8/c39-25-11-5-7-21(15-25)19-49-35(37(47)41-31-27-13-3-1-9-23(27)17-29(31)43)33(45)34(46)36(50-20-22-8-6-12-26(40)16-22)38(48)42-32-28-14-4-2-10-24(28)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
;
BE3 InChIKey         InChI                1.02b FSNSRNCFARXZOP-NHMUGRRBDU 
BE3 SMILES_CANONICAL CACTVS               3.341 O[C@@H]1Cc2ccccc2[C@@H]1NC(=O)[C@H](OCc3cccc(F)c3)[C@H](O)[C@@H](O)[C@@H](OCc4cccc(F)c4)C(=O)N[C@@H]5[C@H](O)Cc6ccccc56 
BE3 SMILES           CACTVS               3.341 O[CH]1Cc2ccccc2[CH]1NC(=O)[CH](OCc3cccc(F)c3)[CH](O)[CH](O)[CH](OCc4cccc(F)c4)C(=O)N[CH]5[CH](O)Cc6ccccc56 
BE3 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)OCc5cccc(c5)F)O)O)OCc6cccc(c6)F)O 
BE3 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)CC(C2NC(=O)C(C(C(C(C(=O)NC3c4ccccc4CC3O)OCc5cccc(c5)F)O)O)OCc6cccc(c6)F)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 
BE3 "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R,3R,4R,5R)-2,5-bis[(3-fluorobenzyl)oxy]-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide (non-preferred name)
;
BE3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4R,5R)-2,5-bis[(3-fluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide"                  
# 
