data_BEC # _chem_comp.id BEC _chem_comp.name "[5-(2-HYDROXY-INDAN-1-YLCARBAMOYL)-3,4-DIHYDROXY-2,5-[DIBENZYL-OXY]-PENTANOYL]-VALINYL-AMIDO-METHANE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H43 N3 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "INHIBITOR BEA388" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-01-31 _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 633.731 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BEC _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 1EBZ _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 BEC C23 C23 C 0 1 Y N N 9.761 24.226 2.263 0.032 -4.169 -1.509 C23 BEC 1 BEC C24 C24 C 0 1 Y N N 9.179 25.445 1.853 0.847 -4.789 -2.438 C24 BEC 2 BEC C25 C25 C 0 1 Y N N 7.778 25.649 1.989 0.288 -5.530 -3.462 C25 BEC 3 BEC C26 C26 C 0 1 Y N N 6.956 24.622 2.541 -1.086 -5.652 -3.557 C26 BEC 4 BEC C27 C27 C 0 1 Y N N 7.537 23.392 2.957 -1.901 -5.033 -2.628 C27 BEC 5 BEC C28 C28 C 0 1 Y N N 8.942 23.193 2.818 -1.342 -4.296 -1.601 C28 BEC 6 BEC C33 C33 C 0 1 Y N N 16.436 22.218 8.748 0.176 4.581 -1.337 C33 BEC 7 BEC C34 C34 C 0 1 Y N N 15.756 21.184 9.480 -0.768 5.228 -2.113 C34 BEC 8 BEC C35 C35 C 0 1 Y N N 16.488 20.048 9.952 -0.367 6.014 -3.178 C35 BEC 9 BEC C36 C36 C 0 1 Y N N 17.885 19.948 9.691 0.978 6.153 -3.466 C36 BEC 10 BEC C37 C37 C 0 1 Y N N 18.556 20.968 8.967 1.922 5.507 -2.689 C37 BEC 11 BEC C38 C38 C 0 1 Y N N 17.834 22.106 8.491 1.521 4.725 -1.622 C38 BEC 12 BEC C32 C32 C 0 1 N N N 15.653 23.423 8.223 -0.261 3.725 -0.177 C32 BEC 13 BEC O31 O31 O 0 1 N N N 14.606 23.081 7.272 -0.463 2.383 -0.625 O31 BEC 14 BEC C9 C9 C 0 1 N N R 15.082 22.670 5.944 -0.979 1.649 0.487 C9 BEC 15 BEC C7 C7 C 0 1 N N R 13.990 23.020 4.936 -0.521 0.192 0.393 C7 BEC 16 BEC C5 C5 C 0 1 N N R 13.566 24.458 4.997 1.004 0.142 0.277 C5 BEC 17 BEC C4 C4 C 0 1 N N R 12.152 24.665 4.334 1.465 -1.316 0.241 C4 BEC 18 BEC C2 C2 C 0 1 N N N 11.008 24.713 5.348 2.952 -1.366 0.003 C2 BEC 19 BEC O3 O3 O 0 1 N N N 10.746 23.686 5.988 3.386 -1.855 -1.019 O3 BEC 20 BEC N1 N1 N 0 1 N N N 10.337 25.862 5.489 3.800 -0.868 0.924 N1 BEC 21 BEC O21 O21 O 0 1 N N N 11.896 23.586 3.356 0.790 -2.004 -0.813 O21 BEC 22 BEC C22 C22 C 0 1 N N N 11.260 24.012 2.129 0.641 -3.361 -0.393 C22 BEC 23 BEC O6 O6 O 0 1 N N N 14.629 25.194 4.331 1.589 0.800 1.403 O6 BEC 24 BEC O8 O8 O 0 1 N N N 14.488 22.752 3.571 -0.933 -0.513 1.566 O8 BEC 25 BEC C10 C10 C 0 1 N N N 15.254 21.191 5.851 -2.484 1.705 0.472 C10 BEC 26 BEC O11 O11 O 0 1 N N N 14.273 20.503 6.126 -3.062 2.235 -0.453 O11 BEC 27 BEC N12 N12 N 0 1 N N N 16.422 20.699 5.505 -3.189 1.166 1.486 N12 BEC 28 BEC C51 C51 C 0 1 N N S 16.777 19.296 5.384 -4.653 1.220 1.471 C51 BEC 29 BEC C52 C52 C 0 1 Y N N 16.726 18.850 3.936 -5.215 0.025 0.731 C52 BEC 30 BEC C57 C57 C 0 1 Y N N 17.688 17.848 3.658 -6.284 -0.499 1.436 C57 BEC 31 BEC C53 C53 C 0 1 Y N N 15.868 19.306 2.890 -4.823 -0.560 -0.460 C53 BEC 32 BEC C54 C54 C 0 1 Y N N 15.994 18.744 1.581 -5.497 -1.663 -0.948 C54 BEC 33 BEC C55 C55 C 0 1 Y N N 16.978 17.731 1.327 -6.566 -2.186 -0.245 C55 BEC 34 BEC C59 C59 C 0 1 N N R 18.172 18.800 5.772 -5.208 1.106 2.907 C59 BEC 35 BEC O60 O60 O 0 1 N N N 19.075 19.848 5.419 -4.301 0.389 3.746 O60 BEC 36 BEC C56 C56 C 0 1 Y N N 17.837 17.272 2.364 -6.958 -1.604 0.945 C56 BEC 37 BEC C58 C58 C 0 1 N N N 18.469 17.538 4.915 -6.513 0.310 2.695 C58 BEC 38 BEC C41 C41 C 0 1 N N S 9.223 26.033 6.417 5.246 -0.917 0.692 C41 BEC 39 BEC C42 C42 C 0 1 N N N 9.391 26.424 7.954 5.670 0.295 -0.139 C42 BEC 40 BEC C43 C43 C 0 1 N N N 8.601 27.685 8.419 4.937 0.274 -1.482 C43 BEC 41 BEC C44 C44 C 0 1 N N N 10.878 26.509 8.422 5.318 1.579 0.614 C44 BEC 42 BEC C45 C45 C 0 1 N N N 8.284 26.976 5.673 5.968 -0.896 2.015 C45 BEC 43 BEC O46 O46 O 0 1 N N N 8.746 28.003 5.126 5.337 -0.846 3.050 O46 BEC 44 BEC N47 N47 N 0 1 N N N 6.959 26.604 5.674 7.315 -0.934 2.048 N47 BEC 45 BEC C48 C48 C 0 1 N N N 6.016 27.465 4.986 8.017 -0.914 3.334 C48 BEC 46 BEC H24 H24 H 0 1 N N N 9.799 26.224 1.435 1.920 -4.694 -2.364 H24 BEC 47 BEC H25 H25 H 0 1 N N N 7.336 26.583 1.674 0.924 -6.014 -4.189 H25 BEC 48 BEC H26 H26 H 0 1 N N N 5.892 24.778 2.643 -1.523 -6.231 -4.358 H26 BEC 49 BEC H27 H27 H 0 1 N N N 6.917 22.613 3.376 -2.974 -5.128 -2.702 H27 BEC 50 BEC H28 H28 H 0 1 N N N 9.388 22.261 3.132 -1.978 -3.812 -0.875 H28 BEC 51 BEC H34 H34 H 0 1 N N N 14.696 21.264 9.673 -1.818 5.119 -1.888 H34 BEC 52 BEC H35 H35 H 0 1 N N N 15.983 19.269 10.504 -1.104 6.518 -3.784 H35 BEC 53 BEC H36 H36 H 0 1 N N N 18.437 19.090 10.046 1.292 6.766 -4.298 H36 BEC 54 BEC H37 H37 H 0 1 N N N 19.615 20.884 8.775 2.973 5.616 -2.915 H37 BEC 55 BEC H38 H38 H 0 1 N N N 18.346 22.879 7.938 2.259 4.220 -1.016 H38 BEC 56 BEC H321 1H32 H 0 0 N N N 16.371 24.065 7.692 -1.193 4.115 0.232 H321 BEC 57 BEC H322 2H32 H 0 0 N N N 15.181 23.922 9.082 0.509 3.738 0.595 H322 BEC 58 BEC H9 H9 H 0 1 N N N 16.043 23.172 5.756 -0.608 2.087 1.414 H9 BEC 59 BEC H7 H7 H 0 1 N N N 13.118 22.399 5.189 -0.968 -0.273 -0.486 H7 BEC 60 BEC H5 H5 H 0 1 N N N 13.436 24.818 6.028 1.315 0.645 -0.639 H5 BEC 61 BEC H4 H4 H 0 1 N N N 12.180 25.645 3.835 1.234 -1.794 1.193 H4 BEC 62 BEC HN1 HN1 H 0 1 N N N 10.613 26.644 4.930 3.453 -0.477 1.742 HN1 BEC 63 BEC H221 1H22 H 0 0 N N N 11.703 24.980 1.853 1.618 -3.772 -0.138 H221 BEC 64 BEC H222 2H22 H 0 0 N N N 11.428 23.235 1.369 -0.009 -3.401 0.482 H222 BEC 65 BEC HO6 HO6 H 0 1 N N N 14.385 25.354 3.427 1.289 0.326 2.190 HO6 BEC 66 BEC HO8 HO8 H 0 1 N N N 13.754 22.694 2.971 -0.517 -0.071 2.319 HO8 BEC 67 BEC H12 H12 H 0 1 N N N 17.144 21.361 5.303 -2.727 0.742 2.226 H12 BEC 68 BEC H51 H51 H 0 1 N N N 16.044 18.894 6.099 -4.992 2.146 1.007 H51 BEC 69 BEC H53 H53 H 0 1 N N N 15.130 20.069 3.086 -3.988 -0.152 -1.010 H53 BEC 70 BEC H54 H54 H 0 1 N N N 15.349 19.082 0.784 -5.188 -2.116 -1.879 H54 BEC 71 BEC H55 H55 H 0 1 N N N 17.068 17.312 0.336 -7.093 -3.048 -0.625 H55 BEC 72 BEC H59 H59 H 0 1 N N N 18.261 18.550 6.840 -5.419 2.093 3.320 H59 BEC 73 BEC H60 H60 H 0 1 N N N 19.276 20.367 6.189 -4.704 0.352 4.625 H60 BEC 74 BEC H56 H56 H 0 1 N N N 18.579 16.510 2.176 -7.794 -2.013 1.494 H56 BEC 75 BEC H581 1H58 H 0 0 N N N 19.540 17.353 4.744 -6.694 -0.352 3.542 H581 BEC 76 BEC H582 2H58 H 0 0 N N N 18.128 16.612 5.402 -7.354 0.991 2.560 H582 BEC 77 BEC H41 H41 H 0 1 N N N 8.878 25.012 6.636 5.497 -1.832 0.156 H41 BEC 78 BEC H42 H42 H 0 1 N N N 8.920 25.568 8.460 6.746 0.259 -0.312 H42 BEC 79 BEC H431 1H43 H 0 0 N N N 7.641 27.734 7.884 5.239 1.138 -2.075 H431 BEC 80 BEC H432 2H43 H 0 0 N N N 9.190 28.588 8.199 5.188 -0.641 -2.019 H432 BEC 81 BEC H433 3H43 H 0 0 N N N 8.415 27.623 9.501 3.861 0.311 -1.309 H433 BEC 82 BEC H441 1H44 H 0 0 N N N 11.118 25.632 9.041 5.840 1.594 1.571 H441 BEC 83 BEC H442 2H44 H 0 0 N N N 11.025 27.426 9.012 5.620 2.443 0.022 H442 BEC 84 BEC H443 3H44 H 0 0 N N N 11.539 26.529 7.543 4.242 1.616 0.787 H443 BEC 85 BEC H47 H47 H 0 1 N N N 6.657 25.769 6.133 7.819 -0.975 1.221 H47 BEC 86 BEC H481 1H48 H 0 0 N N N 5.653 26.960 4.079 7.766 0.001 3.871 H481 BEC 87 BEC H482 2H48 H 0 0 N N N 6.514 28.405 4.707 7.714 -1.778 3.926 H482 BEC 88 BEC H483 3H48 H 0 0 N N N 5.166 27.683 5.649 9.092 -0.951 3.161 H483 BEC 89 # # 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 BEC C23 C24 DOUB Y N 1 BEC C23 C28 SING Y N 2 BEC C23 C22 SING N N 3 BEC C24 C25 SING Y N 4 BEC C24 H24 SING N N 5 BEC C25 C26 DOUB Y N 6 BEC C25 H25 SING N N 7 BEC C26 C27 SING Y N 8 BEC C26 H26 SING N N 9 BEC C27 C28 DOUB Y N 10 BEC C27 H27 SING N N 11 BEC C28 H28 SING N N 12 BEC C33 C34 DOUB Y N 13 BEC C33 C38 SING Y N 14 BEC C33 C32 SING N N 15 BEC C34 C35 SING Y N 16 BEC C34 H34 SING N N 17 BEC C35 C36 DOUB Y N 18 BEC C35 H35 SING N N 19 BEC C36 C37 SING Y N 20 BEC C36 H36 SING N N 21 BEC C37 C38 DOUB Y N 22 BEC C37 H37 SING N N 23 BEC C38 H38 SING N N 24 BEC C32 O31 SING N N 25 BEC C32 H321 SING N N 26 BEC C32 H322 SING N N 27 BEC O31 C9 SING N N 28 BEC C9 C7 SING N N 29 BEC C9 C10 SING N N 30 BEC C9 H9 SING N N 31 BEC C7 C5 SING N N 32 BEC C7 O8 SING N N 33 BEC C7 H7 SING N N 34 BEC C5 C4 SING N N 35 BEC C5 O6 SING N N 36 BEC C5 H5 SING N N 37 BEC C4 C2 SING N N 38 BEC C4 O21 SING N N 39 BEC C4 H4 SING N N 40 BEC C2 O3 DOUB N N 41 BEC C2 N1 SING N N 42 BEC N1 C41 SING N N 43 BEC N1 HN1 SING N N 44 BEC O21 C22 SING N N 45 BEC C22 H221 SING N N 46 BEC C22 H222 SING N N 47 BEC O6 HO6 SING N N 48 BEC O8 HO8 SING N N 49 BEC C10 O11 DOUB N N 50 BEC C10 N12 SING N N 51 BEC N12 C51 SING N N 52 BEC N12 H12 SING N N 53 BEC C51 C52 SING N N 54 BEC C51 C59 SING N N 55 BEC C51 H51 SING N N 56 BEC C52 C57 DOUB Y N 57 BEC C52 C53 SING Y N 58 BEC C57 C56 SING Y N 59 BEC C57 C58 SING N N 60 BEC C53 C54 DOUB Y N 61 BEC C53 H53 SING N N 62 BEC C54 C55 SING Y N 63 BEC C54 H54 SING N N 64 BEC C55 C56 DOUB Y N 65 BEC C55 H55 SING N N 66 BEC C59 O60 SING N N 67 BEC C59 C58 SING N N 68 BEC C59 H59 SING N N 69 BEC O60 H60 SING N N 70 BEC C56 H56 SING N N 71 BEC C58 H581 SING N N 72 BEC C58 H582 SING N N 73 BEC C41 C42 SING N N 74 BEC C41 C45 SING N N 75 BEC C41 H41 SING N N 76 BEC C42 C43 SING N N 77 BEC C42 C44 SING N N 78 BEC C42 H42 SING N N 79 BEC C43 H431 SING N N 80 BEC C43 H432 SING N N 81 BEC C43 H433 SING N N 82 BEC C44 H441 SING N N 83 BEC C44 H442 SING N N 84 BEC C44 H443 SING N N 85 BEC C45 O46 DOUB N N 86 BEC C45 N47 SING N N 87 BEC N47 C48 SING N N 88 BEC N47 H47 SING N N 89 BEC C48 H481 SING N N 90 BEC C48 H482 SING N N 91 BEC C48 H483 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 BEC SMILES ACDLabs 10.04 "O=C(NC)C(NC(=O)C(OCc1ccccc1)C(O)C(O)C(OCc2ccccc2)C(=O)NC4c3ccccc3CC4O)C(C)C" BEC SMILES_CANONICAL CACTVS 3.341 "CNC(=O)[C@@H](NC(=O)[C@H](OCc1ccccc1)[C@H](O)[C@@H](O)[C@@H](OCc2ccccc2)C(=O)N[C@@H]3[C@H](O)Cc4ccccc34)C(C)C" BEC SMILES CACTVS 3.341 "CNC(=O)[CH](NC(=O)[CH](OCc1ccccc1)[CH](O)[CH](O)[CH](OCc2ccccc2)C(=O)N[CH]3[CH](O)Cc4ccccc34)C(C)C" BEC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](C(=O)NC)NC(=O)[C@@H]([C@@H]([C@H]([C@H](C(=O)N[C@H]1c2ccccc2C[C@H]1O)OCc3ccccc3)O)O)OCc4ccccc4" BEC SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(=O)NC)NC(=O)C(C(C(C(C(=O)NC1c2ccccc2CC1O)OCc3ccccc3)O)O)OCc4ccccc4" BEC InChI InChI 1.03 "InChI=1S/C35H43N3O8/c1-21(2)27(33(42)36-3)37-34(43)31(45-19-22-12-6-4-7-13-22)29(40)30(41)32(46-20-23-14-8-5-9-15-23)35(44)38-28-25-17-11-10-16-24(25)18-26(28)39/h4-17,21,26-32,39-41H,18-20H2,1-3H3,(H,36,42)(H,37,43)(H,38,44)/t26-,27+,28+,29-,30-,31-,32-/m1/s1" BEC InChIKey InChI 1.03 VZNNJZGVQVNHCM-CDNLURBZSA-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 BEC "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4R,5R)-2,5-bis(benzyloxy)-3,4-dihydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-N'-[(1S)-2-methyl-1-(methylcarbamoyl)propyl]hexanediamide (non-preferred name)" BEC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4R,5R)-3,4-dihydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-N'-[(2S)-3-methyl-1-methylamino-1-oxo-butan-2-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 BEC "Create component" 2000-01-31 RCSB BEC "Modify descriptor" 2011-06-04 RCSB BEC "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BEC _pdbx_chem_comp_synonyms.name "INHIBITOR BEA388" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##