data_BE4 # _chem_comp.id BE4 _chem_comp.name ;(2R,3R,4R,5R)-2,5-BIS[(2,4-DIFLUOROBENZYL)OXY]-3,4-DIHYDROXY-N,N'-BIS[(1R,2S)-2-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL]HEXAN EDIAMIDE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C38 H36 F4 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 724.695 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BE4 _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 1W5W _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 BE4 C01 C01 C 0 1 Y N N 16.582 21.931 8.804 3.935 1.384 -1.648 C01 BE4 1 BE4 C02 C02 C 0 1 Y N N 18.015 21.693 8.545 3.231 2.573 -1.604 C02 BE4 2 BE4 C03 C03 C 0 1 Y N N 18.665 20.446 8.896 3.674 3.667 -2.322 C03 BE4 3 BE4 C04 C04 C 0 1 Y N N 17.900 19.360 9.530 4.825 3.574 -3.087 C04 BE4 4 BE4 C05 C05 C 0 1 Y N N 16.457 19.559 9.806 5.531 2.384 -3.132 C05 BE4 5 BE4 C06 C06 C 0 1 Y N N 15.810 20.822 9.449 5.088 1.290 -2.407 C06 BE4 6 BE4 C07 C07 C 0 1 Y N N 9.888 23.785 2.239 -3.944 1.372 1.638 C07 BE4 7 BE4 C08 C08 C 0 1 Y N N 8.784 22.896 2.660 -5.098 1.277 2.398 C08 BE4 8 BE4 C09 C09 C 0 1 Y N N 7.380 23.402 2.625 -5.547 2.373 3.114 C09 BE4 9 BE4 C10 C10 C 0 1 Y N N 7.121 24.802 2.163 -4.849 3.567 3.059 C10 BE4 10 BE4 C11 C11 C 0 1 Y N N 8.269 25.660 1.750 -3.699 3.662 2.293 C11 BE4 11 BE4 C12 C12 C 0 1 Y N N 9.604 25.145 1.796 -3.248 2.565 1.584 C12 BE4 12 BE4 C13 C13 C 0 1 N N N 11.338 23.362 2.249 -3.451 0.176 0.865 C13 BE4 13 BE4 O14 O14 O 0 1 N N N 11.842 23.015 3.562 -2.258 0.524 0.160 O14 BE4 14 BE4 C15 C15 C 0 1 N N R 11.889 24.100 4.626 -1.842 -0.643 -0.549 C15 BE4 15 BE4 C16 C16 C 0 1 N N R 12.946 23.869 5.674 -0.318 -0.639 -0.691 C16 BE4 16 BE4 C17 C17 C 0 1 N N R 14.249 23.634 5.021 0.322 -0.631 0.697 C17 BE4 17 BE4 C18 C18 C 0 1 N N R 15.192 22.853 6.019 1.845 -0.627 0.556 C18 BE4 18 BE4 C19 C19 C 0 1 N N N 15.157 21.349 5.834 2.477 -0.619 1.924 C19 BE4 19 BE4 O20 O20 O 0 1 N N N 14.105 20.710 6.055 3.205 0.294 2.251 O20 BE4 20 BE4 N21 N21 N 0 1 N N N 16.303 20.706 5.445 2.233 -1.627 2.785 N21 BE4 21 BE4 O22 O22 O 0 1 N N N 14.898 23.181 7.442 2.253 0.538 -0.163 O22 BE4 22 BE4 C23 C23 C 0 1 N N N 16.016 23.296 8.378 3.449 0.192 -0.865 C23 BE4 23 BE4 O24 O24 O 0 1 N N N 14.800 24.891 4.570 -0.085 -1.796 1.417 O24 BE4 24 BE4 O25 O25 O 0 1 N N N 13.115 25.036 6.579 0.096 -1.807 -1.401 O25 BE4 25 BE4 C26 C26 C 0 1 N N N 10.668 24.246 5.469 -2.474 -0.651 -1.917 C26 BE4 26 BE4 O27 O27 O 0 1 N N N 10.306 23.275 6.179 -3.207 0.254 -2.252 O27 BE4 27 BE4 N28 N28 N 0 1 N N N 9.989 25.423 5.415 -2.223 -1.664 -2.770 N28 BE4 28 BE4 C29 C29 C 0 1 N N S 8.780 25.671 6.174 -2.837 -1.672 -4.100 C29 BE4 29 BE4 C30 C30 C 0 1 Y N N 9.086 26.410 7.432 -1.924 -0.992 -5.106 C30 BE4 30 BE4 C31 C31 C 0 1 Y N N 7.952 27.273 7.778 -1.877 -1.733 -6.271 C31 BE4 31 BE4 C32 C32 C 0 1 Y N N 10.293 26.374 8.290 -1.194 0.180 -5.005 C32 BE4 32 BE4 C33 C33 C 0 1 Y N N 10.337 27.233 9.515 -0.421 0.611 -6.065 C33 BE4 33 BE4 C34 C34 C 0 1 Y N N 9.182 28.089 9.833 -0.375 -0.129 -7.231 C34 BE4 34 BE4 C35 C35 C 0 1 N N R 7.722 26.612 5.536 -2.990 -3.118 -4.616 C35 BE4 35 BE4 O36 O36 O 0 1 N N N 8.433 27.651 4.838 -2.003 -3.973 -4.034 O36 BE4 36 BE4 C37 C37 C 0 1 Y N N 7.980 28.123 8.979 -1.102 -1.299 -7.334 C37 BE4 37 BE4 C38 C38 C 0 1 N N N 6.891 27.113 6.755 -2.753 -2.960 -6.133 C38 BE4 38 BE4 C39 C39 C 0 1 N N S 16.411 19.278 5.244 2.847 -1.619 4.115 C39 BE4 39 BE4 C40 C40 C 0 1 Y N N 16.313 18.890 3.770 1.919 -0.969 5.118 C40 BE4 40 BE4 C41 C41 C 0 1 Y N N 17.253 17.823 3.481 1.892 -1.718 6.282 C41 BE4 41 BE4 C42 C42 C 0 1 Y N N 15.453 19.430 2.705 1.155 0.180 5.022 C42 BE4 42 BE4 C43 C43 C 0 1 Y N N 15.565 18.863 1.324 0.370 0.585 6.084 C43 BE4 43 BE4 C44 C44 C 0 1 Y N N 16.530 17.786 1.074 0.345 -0.161 7.247 C44 BE4 44 BE4 C45 C45 C 0 1 N N R 17.818 18.733 5.614 3.045 -3.064 4.622 C45 BE4 45 BE4 O46 O46 O 0 1 N N N 18.787 19.773 5.321 2.086 -3.945 4.032 O46 BE4 46 BE4 C47 C47 C 0 1 Y N N 17.385 17.246 2.130 1.104 -1.310 7.345 C47 BE4 47 BE4 C48 C48 C 0 1 N N N 17.984 17.479 4.743 2.802 -2.919 6.139 C48 BE4 48 BE4 F49 F49 F 0 1 N N N 5.771 25.318 2.117 -5.289 4.640 3.752 F49 BE4 49 BE4 F50 F50 F 0 1 N N N 18.537 18.149 9.866 5.258 4.644 -3.789 F50 BE4 50 BE4 F51 F51 F 0 1 N N N 14.425 21.004 9.714 5.776 0.129 -2.450 F51 BE4 51 BE4 F52 F52 F 0 1 N N N 9.056 21.600 3.086 -5.778 0.111 2.451 F52 BE4 52 BE4 H02 H02 H 0 1 N N N 18.611 22.490 8.069 2.333 2.647 -1.007 H02 BE4 53 BE4 H03 H03 H 0 1 N N N 19.739 20.310 8.687 3.123 4.595 -2.287 H03 BE4 54 BE4 H05 H05 H 0 1 N N N 15.871 18.754 10.281 6.428 2.310 -3.728 H05 BE4 55 BE4 H09 H09 H 0 1 N N N 6.544 22.753 2.936 -6.444 2.299 3.711 H09 BE4 56 BE4 H11 H11 H 0 1 N N N 8.089 26.693 1.408 -3.154 4.594 2.250 H11 BE4 57 BE4 H12 H12 H 0 1 N N N 10.441 25.795 1.488 -2.351 2.640 0.987 H12 BE4 58 BE4 H131 1H13 H 0 0 N N N 11.977 24.145 1.779 -4.215 -0.135 0.153 H131 BE4 59 BE4 H132 2H13 H 0 0 N N N 11.507 22.525 1.531 -3.241 -0.640 1.554 H132 BE4 60 BE4 H15 H15 H 0 1 N N N 12.093 25.076 4.127 -2.153 -1.532 -0.000 H15 BE4 61 BE4 H16 H16 H 0 1 N N N 12.672 22.973 6.279 -0.007 0.249 -1.240 H16 BE4 62 BE4 H17 H17 H 0 1 N N N 14.078 22.989 4.128 0.005 0.259 1.239 H17 BE4 63 BE4 H18 H18 H 0 1 N N N 16.236 23.186 5.814 2.162 -1.518 0.014 H18 BE4 64 BE4 H21 H21 H 0 1 N N N 17.136 21.273 5.286 1.651 -2.357 2.523 H21 BE4 65 BE4 H231 1H23 H 0 0 N N N 16.819 23.948 7.962 4.215 -0.109 -0.150 H231 BE4 66 BE4 H232 2H23 H 0 0 N N N 15.730 23.904 9.268 3.244 -0.632 -1.547 H232 BE4 67 BE4 H24 H24 H 0 1 N N N 15.639 24.740 4.150 0.213 -2.560 0.905 H24 BE4 68 BE4 H25 H25 H 0 1 N N N 13.782 24.890 7.240 -0.197 -2.569 -0.883 H25 BE4 69 BE4 H28 H28 H 0 1 N N N 10.347 26.165 4.813 -1.636 -2.389 -2.502 H28 BE4 70 BE4 H29 H29 H 0 1 N N N 8.300 24.697 6.428 -3.806 -1.173 -4.071 H29 BE4 71 BE4 H32 H32 H 0 1 N N N 11.146 25.725 8.030 -1.230 0.759 -4.094 H32 BE4 72 BE4 H33 H33 H 0 1 N N N 11.224 27.225 10.171 0.146 1.526 -5.983 H33 BE4 73 BE4 H34 H34 H 0 1 N N N 9.217 28.723 10.735 0.228 0.205 -8.061 H34 BE4 74 BE4 H35 H35 H 0 1 N N N 7.072 26.044 4.830 -3.993 -3.497 -4.418 H35 BE4 75 BE4 H36 H36 H 0 1 N N N 7.786 28.227 4.448 -2.124 -4.848 -4.427 H36 BE4 76 BE4 H37 H37 H 0 1 N N N 7.123 28.769 9.234 -1.065 -1.878 -8.245 H37 BE4 77 BE4 H381 1H38 H 0 0 N N N 6.036 26.462 7.051 -2.240 -3.837 -6.529 H381 BE4 78 BE4 H382 2H38 H 0 0 N N N 6.266 28.017 6.569 -3.700 -2.810 -6.650 H382 BE4 79 BE4 H39 H39 H 0 1 N N N 15.627 18.747 5.833 3.802 -1.094 4.087 H39 BE4 80 BE4 H42 H42 H 0 1 N N N 14.737 20.240 2.921 1.175 0.764 4.114 H42 BE4 81 BE4 H43 H43 H 0 1 N N N 14.932 19.249 0.507 -0.223 1.484 6.005 H43 BE4 82 BE4 H44 H44 H 0 1 N N N 16.613 17.370 0.056 -0.268 0.153 8.078 H44 BE4 83 BE4 H45 H45 H 0 1 N N N 17.856 18.462 6.695 4.059 -3.409 4.422 H45 BE4 84 BE4 H46 H46 H 0 1 N N N 19.647 19.440 5.547 2.262 -4.827 4.387 H46 BE4 85 BE4 H47 H47 H 0 1 N N N 18.104 16.435 1.923 1.084 -1.893 8.254 H47 BE4 86 BE4 H481 1H48 H 0 0 N N N 17.646 16.534 5.228 2.315 -3.811 6.531 H481 BE4 87 BE4 H482 2H48 H 0 0 N N N 19.042 17.162 4.590 3.745 -2.742 6.657 H482 BE4 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 BE4 C01 C02 DOUB Y N 1 BE4 C01 C06 SING Y N 2 BE4 C01 C23 SING N N 3 BE4 C02 C03 SING Y N 4 BE4 C02 H02 SING N N 5 BE4 C03 C04 DOUB Y N 6 BE4 C03 H03 SING N N 7 BE4 C04 C05 SING Y N 8 BE4 C04 F50 SING N N 9 BE4 C05 C06 DOUB Y N 10 BE4 C05 H05 SING N N 11 BE4 C06 F51 SING N N 12 BE4 C07 C08 DOUB Y N 13 BE4 C07 C12 SING Y N 14 BE4 C07 C13 SING N N 15 BE4 C08 C09 SING Y N 16 BE4 C08 F52 SING N N 17 BE4 C09 C10 DOUB Y N 18 BE4 C09 H09 SING N N 19 BE4 C10 C11 SING Y N 20 BE4 C10 F49 SING N N 21 BE4 C11 C12 DOUB Y N 22 BE4 C11 H11 SING N N 23 BE4 C12 H12 SING N N 24 BE4 C13 O14 SING N N 25 BE4 C13 H131 SING N N 26 BE4 C13 H132 SING N N 27 BE4 O14 C15 SING N N 28 BE4 C15 C16 SING N N 29 BE4 C15 C26 SING N N 30 BE4 C15 H15 SING N N 31 BE4 C16 C17 SING N N 32 BE4 C16 O25 SING N N 33 BE4 C16 H16 SING N N 34 BE4 C17 C18 SING N N 35 BE4 C17 O24 SING N N 36 BE4 C17 H17 SING N N 37 BE4 C18 C19 SING N N 38 BE4 C18 O22 SING N N 39 BE4 C18 H18 SING N N 40 BE4 C19 O20 DOUB N N 41 BE4 C19 N21 SING N N 42 BE4 N21 C39 SING N N 43 BE4 N21 H21 SING N N 44 BE4 O22 C23 SING N N 45 BE4 C23 H231 SING N N 46 BE4 C23 H232 SING N N 47 BE4 O24 H24 SING N N 48 BE4 O25 H25 SING N N 49 BE4 C26 O27 DOUB N N 50 BE4 C26 N28 SING N N 51 BE4 N28 C29 SING N N 52 BE4 N28 H28 SING N N 53 BE4 C29 C30 SING N N 54 BE4 C29 C35 SING N N 55 BE4 C29 H29 SING N N 56 BE4 C30 C31 DOUB Y N 57 BE4 C30 C32 SING Y N 58 BE4 C31 C37 SING Y N 59 BE4 C31 C38 SING N N 60 BE4 C32 C33 DOUB Y N 61 BE4 C32 H32 SING N N 62 BE4 C33 C34 SING Y N 63 BE4 C33 H33 SING N N 64 BE4 C34 C37 DOUB Y N 65 BE4 C34 H34 SING N N 66 BE4 C35 O36 SING N N 67 BE4 C35 C38 SING N N 68 BE4 C35 H35 SING N N 69 BE4 O36 H36 SING N N 70 BE4 C37 H37 SING N N 71 BE4 C38 H381 SING N N 72 BE4 C38 H382 SING N N 73 BE4 C39 C40 SING N N 74 BE4 C39 C45 SING N N 75 BE4 C39 H39 SING N N 76 BE4 C40 C41 DOUB Y N 77 BE4 C40 C42 SING Y N 78 BE4 C41 C47 SING Y N 79 BE4 C41 C48 SING N N 80 BE4 C42 C43 DOUB Y N 81 BE4 C42 H42 SING N N 82 BE4 C43 C44 SING Y N 83 BE4 C43 H43 SING N N 84 BE4 C44 C47 DOUB Y N 85 BE4 C44 H44 SING N N 86 BE4 C45 O46 SING N N 87 BE4 C45 C48 SING N N 88 BE4 C45 H45 SING N N 89 BE4 O46 H46 SING N N 90 BE4 C47 H47 SING N N 91 BE4 C48 H481 SING N N 92 BE4 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 BE4 SMILES ACDLabs 10.04 "Fc1ccc(c(F)c1)COC(C(=O)NC3c2ccccc2CC3O)C(O)C(O)C(OCc4ccc(F)cc4F)C(=O)NC6c5ccccc5CC6O" BE4 SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1Cc2ccccc2[C@@H]1NC(=O)[C@H](OCc3ccc(F)cc3F)[C@H](O)[C@@H](O)[C@@H](OCc4ccc(F)cc4F)C(=O)N[C@@H]5[C@H](O)Cc6ccccc56" BE4 SMILES CACTVS 3.341 "O[CH]1Cc2ccccc2[CH]1NC(=O)[CH](OCc3ccc(F)cc3F)[CH](O)[CH](O)[CH](OCc4ccc(F)cc4F)C(=O)N[CH]5[CH](O)Cc6ccccc56" BE4 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)OCc5ccc(cc5F)F)O)O)OCc6ccc(cc6F)F)O" BE4 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)CC(C2NC(=O)C(C(C(C(C(=O)NC3c4ccccc4CC3O)OCc5ccc(cc5F)F)O)O)OCc6ccc(cc6F)F)O" BE4 InChI InChI 1.03 "InChI=1S/C38H36F4N2O8/c39-23-11-9-21(27(41)15-23)17-51-35(37(49)43-31-25-7-3-1-5-19(25)13-29(31)45)33(47)34(48)36(52-18-22-10-12-24(40)16-28(22)42)38(50)44-32-26-8-4-2-6-20(26)14-30(32)46/h1-12,15-16,29-36,45-48H,13-14,17-18H2,(H,43,49)(H,44,50)/t29-,30-,31+,32+,33-,34-,35-,36-/m1/s1" BE4 InChIKey InChI 1.03 YVNITSOLRPDTNX-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 BE4 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4R,5R)-2,5-bis[(2,4-difluorobenzyl)oxy]-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide (non-preferred name)" BE4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4R,5R)-2,5-bis[(2,4-difluorophenyl)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 BE4 "Create component" 2004-08-10 EBI BE4 "Modify descriptor" 2011-06-04 RCSB BE4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BE4 _pdbx_chem_comp_synonyms.name "INHIBITOR BEA403" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##