data_BE6 # _chem_comp.id BE6 _chem_comp.name "(2R,3R,4R,5R)-2,5-BIS[(2,5-DIFLUOROBENZYL)OXY]-3,4-DIHYDROXY-N,N'-BIS[(1S,2R)-2-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL]HEXANEDIAMIDE" _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 "HIV-1 INHIBITOR" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-08-10 _chem_comp.pdbx_modified_date 2021-03-01 _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 BE6 _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 1W5Y _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 BE6 C01 C01 C 0 1 Y N N 16.735 22.420 8.878 -4.113 -1.375 -1.129 C01 BE6 1 BE6 C02 C02 C 0 1 Y N N 18.129 22.504 8.448 -3.410 -2.564 -1.176 C02 BE6 2 BE6 C03 C03 C 0 1 Y N N 19.077 21.445 8.678 -3.945 -3.659 -1.832 C03 BE6 3 BE6 C04 C04 C 0 1 Y N N 18.671 20.226 9.366 -5.184 -3.564 -2.441 C04 BE6 4 BE6 C05 C05 C 0 1 Y N N 17.279 20.100 9.814 -5.887 -2.376 -2.395 C05 BE6 5 BE6 C06 C06 C 0 1 Y N N 16.336 21.173 9.572 -5.355 -1.282 -1.735 C06 BE6 6 BE6 C07 C07 C 0 1 Y N N 10.089 24.113 2.255 4.122 -1.362 1.119 C07 BE6 7 BE6 C08 C08 C 0 1 Y N N 8.964 23.265 2.651 5.363 -1.267 1.724 C08 BE6 8 BE6 C09 C09 C 0 1 Y N N 7.591 23.829 2.667 5.902 -2.364 2.375 C09 BE6 9 BE6 C10 C10 C 0 1 Y N N 7.377 25.246 2.281 5.205 -3.557 2.411 C10 BE6 10 BE6 C11 C11 C 0 1 Y N N 8.544 26.066 1.889 3.966 -3.654 1.800 C11 BE6 11 BE6 C12 C12 C 0 1 Y N N 9.853 25.496 1.883 3.425 -2.555 1.154 C12 BE6 12 BE6 C13 C13 C 0 1 N N N 11.526 23.625 2.223 3.534 -0.167 0.415 C13 BE6 13 BE6 O14 O14 O 0 1 N N N 12.090 23.309 3.524 2.260 -0.515 -0.130 O14 BE6 14 BE6 C15 C15 C 0 1 N N R 12.132 24.402 4.579 1.756 0.653 -0.781 C15 BE6 15 BE6 C16 C16 C 0 1 N N R 13.162 24.129 5.664 0.227 0.648 -0.726 C16 BE6 16 BE6 C17 C17 C 0 1 N N R 14.472 23.789 5.058 -0.230 0.640 0.733 C17 BE6 17 BE6 C18 C18 C 0 1 N N R 15.360 23.057 6.141 -1.759 0.636 0.788 C18 BE6 18 BE6 C19 C19 C 0 1 N N N 15.424 21.557 5.940 -2.210 0.628 2.226 C19 BE6 19 BE6 O20 O20 O 0 1 N N N 14.415 20.867 6.160 -2.890 -0.284 2.644 O20 BE6 20 BE6 N21 N21 N 0 1 N N N 16.595 20.959 5.545 -1.857 1.636 3.048 N21 BE6 21 BE6 O22 O22 O 0 1 N N N 14.853 23.343 7.502 -2.256 -0.528 0.127 O22 BE6 22 BE6 C23 C23 C 0 1 N N N 15.824 23.621 8.553 -3.532 -0.183 -0.415 C23 BE6 23 BE6 O24 O24 O 0 1 N N N 15.076 25.032 4.617 0.266 1.806 1.394 O24 BE6 24 BE6 O25 O25 O 0 1 N N N 13.382 25.287 6.546 -0.276 1.817 -1.377 O25 BE6 25 BE6 C26 C26 C 0 1 N N N 10.899 24.482 5.432 2.207 0.661 -2.219 C26 BE6 26 BE6 O27 O27 O 0 1 N N N 10.505 23.443 6.010 2.892 -0.244 -2.644 O27 BE6 27 BE6 N28 N28 N 0 1 N N N 10.262 25.700 5.536 1.849 1.674 -3.032 N28 BE6 28 BE6 C29 C29 C 0 1 N N S 9.061 25.934 6.319 2.287 1.682 -4.430 C29 BE6 29 BE6 C30 C30 C 0 1 Y N N 9.396 26.681 7.558 1.253 1.002 -5.310 C30 BE6 30 BE6 C31 C31 C 0 1 Y N N 8.317 27.581 7.919 1.057 1.743 -6.461 C31 BE6 31 BE6 C32 C32 C 0 1 Y N N 10.584 26.583 8.396 0.542 -0.170 -5.117 C32 BE6 32 BE6 C33 C33 C 0 1 Y N N 10.672 27.412 9.617 -0.359 -0.601 -6.069 C33 BE6 33 BE6 C34 C34 C 0 1 Y N N 9.575 28.305 9.957 -0.555 0.139 -7.220 C34 BE6 34 BE6 C35 C35 C 0 1 N N R 7.943 26.837 5.718 2.373 3.128 -4.962 C35 BE6 35 BE6 O36 O36 O 0 1 N N N 8.562 27.842 4.885 1.469 3.982 -4.258 O36 BE6 36 BE6 C37 C37 C 0 1 Y N N 8.389 28.405 9.120 0.152 1.309 -7.414 C37 BE6 37 BE6 C38 C38 C 0 1 N N N 7.228 27.513 6.914 1.943 2.970 -6.435 C38 BE6 38 BE6 C39 C39 C 0 1 N N S 16.712 19.531 5.363 -2.295 1.629 4.446 C39 BE6 39 BE6 C40 C40 C 0 1 Y N N 16.606 19.081 3.908 -1.246 0.978 5.322 C40 BE6 40 BE6 C41 C41 C 0 1 Y N N 17.537 18.012 3.653 -1.071 1.727 6.473 C41 BE6 41 BE6 C42 C42 C 0 1 Y N N 15.748 19.565 2.840 -0.501 -0.171 5.129 C42 BE6 42 BE6 C43 C43 C 0 1 Y N N 15.846 18.948 1.498 0.413 -0.575 6.081 C43 BE6 43 BE6 C44 C44 C 0 1 Y N N 16.797 17.871 1.277 0.587 0.170 7.231 C44 BE6 44 BE6 C45 C45 C 0 1 N N R 18.076 18.951 5.777 -2.427 3.073 4.974 C45 BE6 45 BE6 O46 O46 O 0 1 N N N 19.097 19.950 5.499 -1.552 3.954 4.267 O46 BE6 46 BE6 C47 C47 C 0 1 Y N N 17.655 17.384 2.337 -0.153 1.319 7.426 C47 BE6 47 BE6 C48 C48 C 0 1 N N N 18.299 17.709 4.912 -1.992 2.928 6.448 C48 BE6 48 BE6 F49 F49 F 0 1 N N N 8.474 27.399 1.512 3.285 -4.820 1.835 F49 BE6 49 BE6 F50 F50 F 0 1 N N N 20.278 21.561 8.282 -3.257 -4.821 -1.877 F50 BE6 50 BE6 F51 F51 F 0 1 N N N 14.876 21.072 10.016 -6.043 -0.119 -1.689 F51 BE6 51 BE6 F52 F52 F 0 1 N N N 9.156 22.122 2.965 6.044 -0.101 1.690 F52 BE6 52 BE6 H02 H02 H 0 1 N N N 18.469 23.415 7.927 -2.443 -2.638 -0.701 H02 BE6 53 BE6 H04 H04 H 0 1 N N N 19.396 19.414 9.547 -5.602 -4.419 -2.953 H04 BE6 54 BE6 H05 H05 H 0 1 N N N 16.950 19.186 10.336 -6.854 -2.302 -2.871 H05 BE6 55 BE6 H09 H09 H 0 1 N N N 6.735 23.199 2.964 6.868 -2.289 2.852 H09 BE6 56 BE6 H10 H10 H 0 1 N N N 6.363 25.681 2.286 5.627 -4.414 2.915 H10 BE6 57 BE6 H12 H12 H 0 1 N N N 10.710 26.125 1.587 2.459 -2.631 0.678 H12 BE6 58 BE6 H131 1H13 H 0 0 N N N 12.172 24.361 1.690 4.200 0.145 -0.388 H131 BE6 59 BE6 H132 2H13 H 0 0 N N N 11.622 22.751 1.537 3.414 0.650 1.126 H132 BE6 60 BE6 H15 H15 H 0 1 N N N 12.332 25.389 4.101 2.135 1.542 -0.277 H15 BE6 61 BE6 H16 H16 H 0 1 N N N 12.816 23.267 6.281 -0.151 -0.240 -1.230 H16 BE6 62 BE6 H17 H17 H 0 1 N N N 14.317 23.116 4.183 0.153 -0.250 1.230 H17 BE6 63 BE6 H18 H18 H 0 1 N N N 16.397 23.460 6.067 -2.143 1.527 0.292 H18 BE6 64 BE6 H21 H21 H 0 1 N N N 17.412 21.545 5.374 -1.313 2.367 2.714 H21 BE6 65 BE6 H231 1H23 H 0 0 N N N 16.431 24.522 8.302 -4.200 0.118 0.391 H231 BE6 66 BE6 H232 2H23 H 0 0 N N N 15.315 23.992 9.473 -3.416 0.641 -1.118 H232 BE6 67 BE6 H24 H24 H 0 1 N N N 15.915 24.814 4.229 -0.095 2.569 0.925 H24 BE6 68 BE6 H25 H25 H 0 1 N N N 14.025 25.117 7.224 0.082 2.578 -0.901 H25 BE6 69 BE6 H28 H28 H 0 1 N N N 10.661 26.490 5.029 1.301 2.398 -2.692 H28 BE6 70 BE6 H29 H29 H 0 1 N N N 8.617 24.951 6.600 3.252 1.183 -4.526 H29 BE6 71 BE6 H32 H32 H 0 1 N N N 11.406 25.900 8.123 0.695 -0.750 -4.218 H32 BE6 72 BE6 H33 H33 H 0 1 N N N 11.563 27.354 10.265 -0.912 -1.516 -5.915 H33 BE6 73 BE6 H34 H34 H 0 1 N N N 9.644 28.920 10.870 -1.261 -0.196 -7.965 H34 BE6 74 BE6 H35 H35 H 0 1 N N N 7.223 26.226 5.125 3.393 3.506 -4.894 H35 BE6 75 BE6 H36 H36 H 0 1 N N N 7.880 28.393 4.518 1.538 4.857 -4.663 H36 BE6 76 BE6 H37 H37 H 0 1 N N N 7.565 29.087 9.387 -0.001 1.887 -8.313 H37 BE6 77 BE6 H381 1H38 H 0 0 N N N 6.297 27.005 7.258 1.384 3.847 -6.762 H381 BE6 78 BE6 H382 2H38 H 0 0 N N N 6.735 28.486 6.683 2.816 2.819 -7.070 H382 BE6 79 BE6 H39 H39 H 0 1 N N N 15.913 19.027 5.954 -3.246 1.104 4.541 H39 BE6 80 BE6 H42 H42 H 0 1 N N N 15.032 20.383 3.027 -0.637 -0.755 4.231 H42 BE6 81 BE6 H43 H43 H 0 1 N N N 15.204 19.302 0.674 0.991 -1.474 5.927 H43 BE6 82 BE6 H44 H44 H 0 1 N N N 16.867 17.413 0.276 1.302 -0.144 7.977 H44 BE6 83 BE6 H45 H45 H 0 1 N N N 18.076 18.681 6.859 -3.458 3.418 4.907 H45 BE6 84 BE6 H46 H46 H 0 1 N N N 19.939 19.592 5.755 -1.680 4.836 4.641 H46 BE6 85 BE6 H47 H47 H 0 1 N N N 18.374 16.567 2.158 -0.016 1.902 8.325 H47 BE6 86 BE6 H481 1H48 H 0 0 N N N 18.015 16.749 5.403 -1.458 3.821 6.775 H481 BE6 87 BE6 H482 2H48 H 0 0 N N N 19.371 17.446 4.750 -2.860 2.752 7.083 H482 BE6 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 BE6 C01 C02 DOUB Y N 1 BE6 C01 C06 SING Y N 2 BE6 C01 C23 SING N N 3 BE6 C02 C03 SING Y N 4 BE6 C02 H02 SING N N 5 BE6 C03 C04 DOUB Y N 6 BE6 C03 F50 SING N N 7 BE6 C04 C05 SING Y N 8 BE6 C04 H04 SING N N 9 BE6 C05 C06 DOUB Y N 10 BE6 C05 H05 SING N N 11 BE6 C06 F51 SING N N 12 BE6 C07 C08 DOUB Y N 13 BE6 C07 C12 SING Y N 14 BE6 C07 C13 SING N N 15 BE6 C08 C09 SING Y N 16 BE6 C08 F52 SING N N 17 BE6 C09 C10 DOUB Y N 18 BE6 C09 H09 SING N N 19 BE6 C10 C11 SING Y N 20 BE6 C10 H10 SING N N 21 BE6 C11 C12 DOUB Y N 22 BE6 C11 F49 SING N N 23 BE6 C12 H12 SING N N 24 BE6 C13 O14 SING N N 25 BE6 C13 H131 SING N N 26 BE6 C13 H132 SING N N 27 BE6 O14 C15 SING N N 28 BE6 C15 C16 SING N N 29 BE6 C15 C26 SING N N 30 BE6 C15 H15 SING N N 31 BE6 C16 C17 SING N N 32 BE6 C16 O25 SING N N 33 BE6 C16 H16 SING N N 34 BE6 C17 C18 SING N N 35 BE6 C17 O24 SING N N 36 BE6 C17 H17 SING N N 37 BE6 C18 C19 SING N N 38 BE6 C18 O22 SING N N 39 BE6 C18 H18 SING N N 40 BE6 C19 O20 DOUB N N 41 BE6 C19 N21 SING N N 42 BE6 N21 C39 SING N N 43 BE6 N21 H21 SING N N 44 BE6 O22 C23 SING N N 45 BE6 C23 H231 SING N N 46 BE6 C23 H232 SING N N 47 BE6 O24 H24 SING N N 48 BE6 O25 H25 SING N N 49 BE6 C26 O27 DOUB N N 50 BE6 C26 N28 SING N N 51 BE6 N28 C29 SING N N 52 BE6 N28 H28 SING N N 53 BE6 C29 C30 SING N N 54 BE6 C29 C35 SING N N 55 BE6 C29 H29 SING N N 56 BE6 C30 C31 DOUB Y N 57 BE6 C30 C32 SING Y N 58 BE6 C31 C37 SING Y N 59 BE6 C31 C38 SING N N 60 BE6 C32 C33 DOUB Y N 61 BE6 C32 H32 SING N N 62 BE6 C33 C34 SING Y N 63 BE6 C33 H33 SING N N 64 BE6 C34 C37 DOUB Y N 65 BE6 C34 H34 SING N N 66 BE6 C35 O36 SING N N 67 BE6 C35 C38 SING N N 68 BE6 C35 H35 SING N N 69 BE6 O36 H36 SING N N 70 BE6 C37 H37 SING N N 71 BE6 C38 H381 SING N N 72 BE6 C38 H382 SING N N 73 BE6 C39 C40 SING N N 74 BE6 C39 C45 SING N N 75 BE6 C39 H39 SING N N 76 BE6 C40 C41 DOUB Y N 77 BE6 C40 C42 SING Y N 78 BE6 C41 C47 SING Y N 79 BE6 C41 C48 SING N N 80 BE6 C42 C43 DOUB Y N 81 BE6 C42 H42 SING N N 82 BE6 C43 C44 SING Y N 83 BE6 C43 H43 SING N N 84 BE6 C44 C47 DOUB Y N 85 BE6 C44 H44 SING N N 86 BE6 C45 O46 SING N N 87 BE6 C45 C48 SING N N 88 BE6 C45 H45 SING N N 89 BE6 O46 H46 SING N N 90 BE6 C47 H47 SING N N 91 BE6 C48 H481 SING N N 92 BE6 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 BE6 SMILES ACDLabs 10.04 "Fc1cc(c(F)cc1)COC(C(=O)NC3c2ccccc2CC3O)C(O)C(O)C(OCc4cc(F)ccc4F)C(=O)NC6c5ccccc5CC6O" BE6 SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1Cc2ccccc2[C@@H]1NC(=O)[C@H](OCc3cc(F)ccc3F)[C@H](O)[C@@H](O)[C@@H](OCc4cc(F)ccc4F)C(=O)N[C@@H]5[C@H](O)Cc6ccccc56" BE6 SMILES CACTVS 3.341 "O[CH]1Cc2ccccc2[CH]1NC(=O)[CH](OCc3cc(F)ccc3F)[CH](O)[CH](O)[CH](OCc4cc(F)ccc4F)C(=O)N[CH]5[CH](O)Cc6ccccc56" BE6 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)OCc5cc(ccc5F)F)O)O)OCc6cc(ccc6F)F)O" BE6 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)CC(C2NC(=O)C(C(C(C(C(=O)NC3c4ccccc4CC3O)OCc5cc(ccc5F)F)O)O)OCc6cc(ccc6F)F)O" BE6 InChI InChI 1.03 "InChI=1S/C38H36F4N2O8/c39-23-9-11-27(41)21(13-23)17-51-35(37(49)43-31-25-7-3-1-5-19(25)15-29(31)45)33(47)34(48)36(52-18-22-14-24(40)10-12-28(22)42)38(50)44-32-26-8-4-2-6-20(26)16-30(32)46/h1-14,29-36,45-48H,15-18H2,(H,43,49)(H,44,50)/t29-,30-,31+,32+,33-,34-,35-,36-/m1/s1" BE6 InChIKey InChI 1.03 MHRYDJWKKUNWJY-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 BE6 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4R,5R)-2,5-bis[(2,5-difluorobenzyl)oxy]-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide (non-preferred name)" BE6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4R,5R)-2,5-bis[(2,5-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 BE6 "Create component" 2004-08-10 EBI BE6 "Modify descriptor" 2011-06-04 RCSB BE6 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BE6 _pdbx_chem_comp_synonyms.name "HIV-1 INHIBITOR" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##