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 2020-06-17 _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 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" BE3 InChI InChI 1.03 "InChI=1S/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" BE3 InChIKey InChI 1.03 FSNSRNCFARXZOP-JQFCFGFHSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BE3 "Create component" 2004-08-10 EBI BE3 "Modify descriptor" 2011-06-04 RCSB BE3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BE3 _pdbx_chem_comp_synonyms.name "INHIBITOR BEA403" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##