data_BEG # _chem_comp.id BEG _chem_comp.name "2,5-DIBENZYLOXY-3-HYDROXY-HEXANEDIOIC ACID BIS-[(2-HYDROXY-INDAN-1-YL)-AMIDE]" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C38 H40 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "INHIBITOR BEA425" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-10-05 _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 636.733 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BEG _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 1D4I _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 BEG C01 C01 C 0 1 Y N N 9.764 24.084 2.234 0.511 -4.264 1.382 C01 BEG 1 BEG C02 C02 C 0 1 Y N N 9.044 25.251 1.867 -0.384 -4.971 2.164 C02 BEG 2 BEG C03 C03 C 0 1 Y N N 7.641 25.363 2.003 0.067 -5.679 3.262 C03 BEG 3 BEG C04 C04 C 0 1 Y N N 6.904 24.272 2.523 1.412 -5.681 3.579 C04 BEG 4 BEG C05 C05 C 0 1 Y N N 7.585 23.088 2.893 2.307 -4.975 2.797 C05 BEG 5 BEG C06 C06 C 0 1 Y N N 8.994 22.996 2.747 1.857 -4.270 1.696 C06 BEG 6 BEG C07 C07 C 0 1 Y N N 16.298 22.149 8.773 -1.105 3.508 2.064 C07 BEG 7 BEG C08 C08 C 0 1 Y N N 15.570 21.130 9.459 -0.657 4.688 2.626 C08 BEG 8 BEG C09 C09 C 0 1 Y N N 16.175 19.934 9.922 -1.233 5.162 3.790 C09 BEG 9 BEG C10 C10 C 0 1 Y N N 17.561 19.729 9.711 -2.259 4.456 4.390 C10 BEG 10 BEG C11 C11 C 0 1 Y N N 18.315 20.725 9.045 -2.708 3.276 3.827 C11 BEG 11 BEG C12 C12 C 0 1 Y N N 17.690 21.914 8.586 -2.134 2.804 2.661 C12 BEG 12 BEG C13 C13 C 0 1 N N N 15.560 23.358 8.195 -0.477 2.991 0.795 C13 BEG 13 BEG O14 O14 O 0 1 N N N 14.526 23.015 7.272 0.623 2.138 1.121 O14 BEG 14 BEG C23 C23 C 0 1 N N N 11.287 24.077 2.148 0.019 -3.493 0.185 C23 BEG 15 BEG O22 O22 O 0 1 N N N 11.920 23.554 3.313 -0.318 -2.162 0.582 O22 BEG 16 BEG C15 C15 C 0 1 N N R 15.031 22.699 5.968 1.196 1.712 -0.116 C15 BEG 17 BEG C16 C16 C 0 1 N N N 13.991 23.019 4.924 0.926 0.219 -0.315 C16 BEG 18 BEG C17 C17 C 0 1 N N R 13.502 24.425 5.006 -0.577 -0.010 -0.488 C17 BEG 19 BEG O24 O24 O 0 1 N N N 14.483 25.178 4.305 -1.020 0.625 -1.689 O24 BEG 20 BEG C18 C18 C 0 1 N N R 12.117 24.538 4.353 -0.858 -1.511 -0.571 C18 BEG 21 BEG C19 C19 C 0 1 N N N 10.944 24.485 5.324 -2.346 -1.741 -0.625 C19 BEG 22 BEG O20 O20 O 0 1 N N N 10.696 23.492 6.004 -2.904 -2.319 0.283 O20 BEG 23 BEG N21 N21 N 0 1 N N N 10.140 25.606 5.373 -3.057 -1.305 -1.684 N21 BEG 24 BEG C25 C25 C 0 1 N N N 15.140 21.202 5.836 2.683 1.955 -0.091 C25 BEG 25 BEG O26 O26 O 0 1 N N N 14.193 20.464 6.087 3.214 2.360 0.921 O26 BEG 26 BEG N27 N27 N 0 1 N N N 16.358 20.692 5.436 3.422 1.722 -1.194 N27 BEG 27 BEG C28 C28 C 0 1 N N S 16.620 19.277 5.261 4.868 1.958 -1.170 C28 BEG 28 BEG C29 C29 C 0 1 Y N N 16.571 18.847 3.820 5.594 0.722 -0.684 C29 BEG 29 BEG C30 C30 C 0 1 Y N N 17.534 17.849 3.551 6.701 0.489 -1.482 C30 BEG 30 BEG C31 C31 C 0 1 Y N N 15.732 19.314 2.777 5.310 -0.133 0.366 C31 BEG 31 BEG C32 C32 C 0 1 Y N N 15.863 18.764 1.468 6.128 -1.215 0.623 C32 BEG 32 BEG C33 C33 C 0 1 Y N N 16.833 17.755 1.212 7.235 -1.448 -0.172 C33 BEG 33 BEG C34 C34 C 0 1 N N R 18.018 18.781 5.673 5.394 2.203 -2.600 C34 BEG 34 BEG O35 O35 O 0 1 N N N 18.937 19.823 5.379 4.562 1.557 -3.565 O35 BEG 35 BEG C36 C36 C 0 1 Y N N 17.679 17.289 2.256 7.520 -0.597 -1.222 C36 BEG 36 BEG C37 C37 C 0 1 N N N 18.309 17.538 4.794 6.794 1.554 -2.553 C37 BEG 37 BEG C38 C38 C 0 1 N N S 8.968 25.778 6.216 -4.504 -1.528 -1.737 C38 BEG 38 BEG C39 C39 C 0 1 Y N N 9.256 26.507 7.503 -5.236 -0.395 -1.052 C39 BEG 39 BEG C40 C40 C 0 1 Y N N 8.181 27.361 7.860 -6.322 -0.010 -1.819 C40 BEG 40 BEG C41 C41 C 0 1 Y N N 10.408 26.446 8.332 -4.974 0.252 0.143 C41 BEG 41 BEG C42 C42 C 0 1 Y N N 10.467 27.240 9.518 -5.793 1.277 0.574 C42 BEG 42 BEG C43 C43 C 0 1 Y N N 9.377 28.089 9.863 -6.879 1.661 -0.191 C43 BEG 43 BEG C44 C44 C 0 1 N N R 7.849 26.663 5.625 -4.996 -1.504 -3.200 C44 BEG 44 BEG O45 O45 O 0 1 N N N 8.482 27.684 4.868 -4.137 -0.700 -4.012 O45 BEG 45 BEG C46 C46 C 0 1 Y N N 8.224 28.156 9.035 -7.142 1.018 -1.385 C46 BEG 46 BEG C47 C47 C 0 1 N N N 7.093 27.273 6.832 -6.393 -0.861 -3.069 C47 BEG 47 BEG H021 1H02 H 0 0 N N N 9.592 26.091 1.466 -1.435 -4.970 1.917 H021 BEG 48 BEG H031 1H03 H 0 0 N N N 7.136 26.273 1.713 -0.632 -6.231 3.873 H031 BEG 49 BEG H041 1H04 H 0 0 N N N 5.832 24.343 2.636 1.764 -6.233 4.437 H041 BEG 50 BEG H051 1H05 H 0 0 N N N 7.030 22.250 3.288 3.358 -4.976 3.044 H051 BEG 51 BEG H061 1H06 H 0 0 N N N 9.495 22.082 3.030 2.556 -3.719 1.085 H061 BEG 52 BEG H081 1H08 H 0 0 N N N 14.514 21.276 9.633 0.144 5.239 2.157 H081 BEG 53 BEG H091 1H09 H 0 0 N N N 15.585 19.186 10.431 -0.882 6.084 4.230 H091 BEG 54 BEG H101 1H10 H 0 0 N N N 18.037 18.823 10.055 -2.709 4.826 5.300 H101 BEG 55 BEG H111 1H11 H 0 0 N N N 19.373 20.579 8.885 -3.509 2.724 4.297 H111 BEG 56 BEG H121 1H12 H 0 0 N N N 18.286 22.660 8.082 -2.485 1.883 2.221 H121 BEG 57 BEG H131 1H13 H 0 0 N N N 16.301 23.955 7.643 -0.121 3.830 0.198 H131 BEG 58 BEG H132 2H13 H 0 0 N N N 15.103 23.909 9.030 -1.217 2.428 0.226 H132 BEG 59 BEG H231 1H23 H 0 0 N N N 11.612 25.123 2.042 -0.863 -3.983 -0.227 H231 BEG 60 BEG H232 2H23 H 0 0 N N N 11.579 23.453 1.290 0.803 -3.459 -0.572 H232 BEG 61 BEG H151 1H15 H 0 0 N N N 15.977 23.246 5.842 0.749 2.274 -0.936 H151 BEG 62 BEG H161 1H16 H 0 0 N N N 13.130 22.357 5.098 1.280 -0.333 0.555 H161 BEG 63 BEG H162 2H16 H 0 0 N N N 14.438 22.865 3.931 1.451 -0.130 -1.205 H162 BEG 64 BEG H171 1H17 H 0 0 N N N 13.379 24.785 6.038 -1.108 0.413 0.365 H171 BEG 65 BEG H241 1H24 H 0 0 N N N 14.181 25.346 3.420 -0.526 0.223 -2.416 H241 BEG 66 BEG H181 1H18 H 0 0 N N N 12.122 25.547 3.915 -0.394 -1.919 -1.469 H181 BEG 67 BEG H211 1H21 H 0 0 N N N 10.386 26.369 4.775 -2.611 -0.843 -2.411 H211 BEG 68 BEG H271 1H27 H 0 0 N N N 17.102 21.335 5.257 2.997 1.398 -2.003 H271 BEG 69 BEG H281 1H28 H 0 0 N N N 15.833 18.860 5.906 5.101 2.810 -0.530 H281 BEG 70 BEG H311 1H31 H 0 0 N N N 14.998 20.082 2.973 4.446 0.048 0.987 H311 BEG 71 BEG H321 1H32 H 0 0 N N N 15.225 19.114 0.670 5.903 -1.880 1.444 H321 BEG 72 BEG H331 1H33 H 0 0 N N N 16.927 17.341 0.219 7.876 -2.294 0.027 H331 BEG 73 BEG H341 1H34 H 0 0 N N N 18.093 18.521 6.739 5.469 3.271 -2.808 H341 BEG 74 BEG H351 1H35 H 0 0 N N N 19.142 20.299 6.175 4.942 1.747 -4.434 H351 BEG 75 BEG H361 1H36 H 0 0 N N N 18.417 16.524 2.066 8.385 -0.779 -1.843 H361 BEG 76 BEG H371 1H37 H 0 0 N N N 19.380 17.366 4.614 7.033 1.102 -3.516 H371 BEG 77 BEG H372 2H37 H 0 0 N N N 17.969 16.606 5.270 7.546 2.296 -2.285 H372 BEG 78 BEG H381 1H38 H 0 0 N N N 8.663 24.728 6.337 -4.756 -2.480 -1.269 H381 BEG 79 BEG H411 1H41 H 0 0 N N N 11.234 25.803 8.067 -4.126 -0.047 0.741 H411 BEG 80 BEG H421 1H42 H 0 0 N N N 11.339 27.196 10.154 -5.585 1.779 1.507 H421 BEG 81 BEG H431 1H43 H 0 0 N N N 9.427 28.687 10.761 -7.520 2.462 0.144 H431 BEG 82 BEG H441 1H44 H 0 0 N N N 7.150 26.110 4.981 -5.071 -2.515 -3.601 H441 BEG 83 BEG H451 1H45 H 0 0 N N N 8.623 28.445 5.418 -4.496 -0.726 -4.909 H451 BEG 84 BEG H461 1H46 H 0 0 N N N 7.396 28.799 9.295 -7.990 1.318 -1.982 H461 BEG 85 BEG H471 1H47 H 0 0 N N N 6.612 28.237 6.612 -6.606 -0.239 -3.938 H471 BEG 86 BEG H472 2H47 H 0 0 N N N 6.260 26.636 7.164 -7.155 -1.632 -2.958 H472 BEG 87 # # 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 BEG C01 C02 DOUB Y N 1 BEG C01 C06 SING Y N 2 BEG C01 C23 SING N N 3 BEG C02 C03 SING Y N 4 BEG C02 H021 SING N N 5 BEG C03 C04 DOUB Y N 6 BEG C03 H031 SING N N 7 BEG C04 C05 SING Y N 8 BEG C04 H041 SING N N 9 BEG C05 C06 DOUB Y N 10 BEG C05 H051 SING N N 11 BEG C06 H061 SING N N 12 BEG C07 C08 DOUB Y N 13 BEG C07 C12 SING Y N 14 BEG C07 C13 SING N N 15 BEG C08 C09 SING Y N 16 BEG C08 H081 SING N N 17 BEG C09 C10 DOUB Y N 18 BEG C09 H091 SING N N 19 BEG C10 C11 SING Y N 20 BEG C10 H101 SING N N 21 BEG C11 C12 DOUB Y N 22 BEG C11 H111 SING N N 23 BEG C12 H121 SING N N 24 BEG C13 O14 SING N N 25 BEG C13 H131 SING N N 26 BEG C13 H132 SING N N 27 BEG O14 C15 SING N N 28 BEG C23 O22 SING N N 29 BEG C23 H231 SING N N 30 BEG C23 H232 SING N N 31 BEG O22 C18 SING N N 32 BEG C15 C16 SING N N 33 BEG C15 C25 SING N N 34 BEG C15 H151 SING N N 35 BEG C16 C17 SING N N 36 BEG C16 H161 SING N N 37 BEG C16 H162 SING N N 38 BEG C17 O24 SING N N 39 BEG C17 C18 SING N N 40 BEG C17 H171 SING N N 41 BEG O24 H241 SING N N 42 BEG C18 C19 SING N N 43 BEG C18 H181 SING N N 44 BEG C19 O20 DOUB N N 45 BEG C19 N21 SING N N 46 BEG N21 C38 SING N N 47 BEG N21 H211 SING N N 48 BEG C25 O26 DOUB N N 49 BEG C25 N27 SING N N 50 BEG N27 C28 SING N N 51 BEG N27 H271 SING N N 52 BEG C28 C29 SING N N 53 BEG C28 C34 SING N N 54 BEG C28 H281 SING N N 55 BEG C29 C30 DOUB Y N 56 BEG C29 C31 SING Y N 57 BEG C30 C36 SING Y N 58 BEG C30 C37 SING N N 59 BEG C31 C32 DOUB Y N 60 BEG C31 H311 SING N N 61 BEG C32 C33 SING Y N 62 BEG C32 H321 SING N N 63 BEG C33 C36 DOUB Y N 64 BEG C33 H331 SING N N 65 BEG C34 O35 SING N N 66 BEG C34 C37 SING N N 67 BEG C34 H341 SING N N 68 BEG O35 H351 SING N N 69 BEG C36 H361 SING N N 70 BEG C37 H371 SING N N 71 BEG C37 H372 SING N N 72 BEG C38 C39 SING N N 73 BEG C38 C44 SING N N 74 BEG C38 H381 SING N N 75 BEG C39 C40 DOUB Y N 76 BEG C39 C41 SING Y N 77 BEG C40 C46 SING Y N 78 BEG C40 C47 SING N N 79 BEG C41 C42 DOUB Y N 80 BEG C41 H411 SING N N 81 BEG C42 C43 SING Y N 82 BEG C42 H421 SING N N 83 BEG C43 C46 DOUB Y N 84 BEG C43 H431 SING N N 85 BEG C44 O45 SING N N 86 BEG C44 C47 SING N N 87 BEG C44 H441 SING N N 88 BEG O45 H451 SING N N 89 BEG C46 H461 SING N N 90 BEG C47 H471 SING N N 91 BEG C47 H472 SING N N 92 # # 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 BEG SMILES ACDLabs 10.04 "O=C(NC2c1ccccc1CC2O)C(OCc3ccccc3)CC(O)C(OCc4ccccc4)C(=O)NC6c5ccccc5CC6O" BEG SMILES_CANONICAL CACTVS 3.341 "O[C@H](C[C@@H](OCc1ccccc1)C(=O)N[C@@H]2[C@H](O)Cc3ccccc23)[C@@H](OCc4ccccc4)C(=O)N[C@@H]5[C@H](O)Cc6ccccc56" BEG SMILES CACTVS 3.341 "O[CH](C[CH](OCc1ccccc1)C(=O)N[CH]2[CH](O)Cc3ccccc23)[CH](OCc4ccccc4)C(=O)N[CH]5[CH](O)Cc6ccccc56" BEG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CO[C@H](C[C@H]([C@H](C(=O)N[C@H]2c3ccccc3C[C@H]2O)OCc4ccccc4)O)C(=O)N[C@H]5c6ccccc6C[C@H]5O" BEG SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COC(CC(C(C(=O)NC2c3ccccc3CC2O)OCc4ccccc4)O)C(=O)NC5c6ccccc6CC5O" BEG InChI InChI 1.03 "InChI=1S/C38H40N2O7/c41-30-19-26-15-7-9-17-28(26)34(30)39-37(44)33(46-22-24-11-3-1-4-12-24)21-32(43)36(47-23-25-13-5-2-6-14-25)38(45)40-35-29-18-10-8-16-27(29)20-31(35)42/h1-18,30-36,41-43H,19-23H2,(H,39,44)(H,40,45)/t30-,31-,32-,33-,34+,35+,36-/m1/s1" BEG InChIKey InChI 1.03 AHAVBKNGKPWROK-UMFPTGFGSA-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 BEG "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,5R)-2,5-bis(benzyloxy)-3-hydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide (non-preferred name)" BEG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,5R)-3-hydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(phenylmethoxy)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 BEG "Create component" 1999-10-05 RCSB BEG "Modify descriptor" 2011-06-04 RCSB BEG "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BEG _pdbx_chem_comp_synonyms.name "INHIBITOR BEA425" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##