data_B4R # _chem_comp.id B4R _chem_comp.name "{4-[{(2R,3S)-3-[({[(3aS,4S,7aR)-hexahydro-4H-furo[2,3-b]pyran-4-yl]oxy}carbonyl)amino]-2-hydroxy-4-phenylbutyl}(2-methylpropyl)sulfamoyl]phenyl}boronic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H39 B N2 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-09-04 _chem_comp.pdbx_modified_date 2019-10-04 _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 590.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B4R _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6U7P _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 B4R O10 O1 O 0 1 N N N 17.550 23.788 15.094 -2.415 1.215 -1.963 O10 B4R 1 B4R S8 S1 S 0 1 N N N 18.625 23.875 16.052 -3.392 1.681 -1.042 S8 B4R 2 B4R O9 O2 O 0 1 N N N 19.427 22.701 16.266 -3.946 2.989 -1.091 O9 B4R 3 B4R C5 C1 C 0 1 Y N N 19.646 25.202 15.620 -4.748 0.561 -1.146 C5 B4R 4 B4R C6 C2 C 0 1 Y N N 19.153 26.339 14.989 -4.543 -0.729 -1.601 C6 B4R 5 B4R C39 C3 C 0 1 Y N N 20.042 27.386 14.727 -5.601 -1.612 -1.679 C39 B4R 6 B4R C4 C4 C 0 1 Y N N 21.009 25.141 15.889 -6.014 0.975 -0.769 C4 B4R 7 B4R C3 C5 C 0 1 Y N N 21.878 26.162 15.625 -7.080 0.102 -0.848 C3 B4R 8 B4R C2 C6 C 0 1 Y N N 21.393 27.300 15.044 -6.878 -1.201 -1.300 C2 B4R 9 B4R B1 B1 B 0 1 N N N 22.445 28.453 14.788 -8.085 -2.200 -1.387 B1 B4R 10 B4R O3 O3 O 0 1 N N N 23.897 28.251 15.138 -7.878 -3.526 -1.852 O3 B4R 11 B4R O4 O4 O 0 1 N N N 21.788 29.581 14.214 -9.385 -1.779 -1.000 O4 B4R 12 B4R N11 N1 N 0 1 N N N 17.930 24.207 17.506 -2.730 1.510 0.467 N11 B4R 13 B4R C12 C7 C 0 1 N N N 18.858 24.472 18.637 -3.214 2.334 1.576 C12 B4R 14 B4R C13 C8 C 0 1 N N N 18.536 23.749 19.997 -4.314 1.582 2.329 C13 B4R 15 B4R C15 C9 C 0 1 N N N 19.549 24.222 20.982 -3.731 0.307 2.942 C15 B4R 16 B4R C14 C10 C 0 1 N N N 18.459 22.237 19.840 -4.873 2.473 3.440 C14 B4R 17 B4R C16 C11 C 0 1 N N N 16.632 24.847 17.626 -1.661 0.534 0.691 C16 B4R 18 B4R C17 C12 C 0 1 N N R 15.492 23.969 18.086 -0.303 1.225 0.551 C17 B4R 19 B4R O18 O5 O 0 1 N N N 14.367 24.756 18.369 -0.153 2.195 1.589 O18 B4R 20 B4R C19 C13 C 0 1 N N S 15.128 22.844 17.100 0.813 0.183 0.662 C19 B4R 21 B4R C32 C14 C 0 1 N N N 14.402 23.335 15.795 0.809 -0.421 2.067 C32 B4R 22 B4R C33 C15 C 0 1 Y N N 14.074 22.197 14.906 1.825 -1.531 2.140 C33 B4R 23 B4R C38 C16 C 0 1 Y N N 12.750 21.814 14.794 3.127 -1.254 2.513 C38 B4R 24 B4R C37 C17 C 0 1 Y N N 12.415 20.676 14.006 4.059 -2.273 2.579 C37 B4R 25 B4R C36 C18 C 0 1 Y N N 13.420 19.975 13.349 3.690 -3.569 2.271 C36 B4R 26 B4R C35 C19 C 0 1 Y N N 14.702 20.422 13.393 2.388 -3.846 1.898 C35 B4R 27 B4R C34 C20 C 0 1 Y N N 15.046 21.536 14.192 1.454 -2.828 1.838 C34 B4R 28 B4R N20 N2 N 0 1 N N N 14.250 21.892 17.756 2.106 0.824 0.409 N20 B4R 29 B4R C21 C21 C 0 1 N N N 14.591 20.611 17.922 3.144 0.092 -0.043 C21 B4R 30 B4R O22 O6 O 0 1 N N N 15.701 20.086 17.681 3.007 -1.099 -0.240 O22 B4R 31 B4R O23 O7 O 0 1 N N N 13.504 19.886 18.354 4.332 0.681 -0.275 O23 B4R 32 B4R C24 C22 C 0 1 N N S 13.701 18.468 18.568 5.405 -0.168 -0.760 C24 B4R 33 B4R C25 C23 C 0 1 N N N 13.888 18.279 20.026 5.376 -0.191 -2.290 C25 B4R 34 B4R C44 C24 C 0 1 N N N 12.621 18.593 20.811 6.563 -1.033 -2.774 C44 B4R 35 B4R O26 O8 O 0 1 N N N 11.450 18.014 20.342 7.767 -0.416 -2.326 O26 B4R 36 B4R C27 C25 C 0 1 N N R 11.217 17.889 18.949 7.937 -0.337 -0.910 C27 B4R 37 B4R C31 C26 C 0 1 N N S 12.406 17.804 18.014 6.730 0.364 -0.255 C31 B4R 38 B4R C30 C27 C 0 1 N N N 11.891 18.275 16.645 6.943 1.839 -0.647 C30 B4R 39 B4R O28 O9 O 0 1 N N N 10.556 19.090 18.472 9.010 0.616 -0.682 O28 B4R 40 B4R C29 C28 C 0 1 N N N 10.872 19.327 17.108 8.458 1.921 -0.937 C29 B4R 41 B4R H1 H1 H 0 1 N N N 18.112 26.411 14.709 -3.554 -1.047 -1.895 H1 B4R 42 B4R H2 H2 H 0 1 N N N 19.668 28.288 14.265 -5.440 -2.619 -2.034 H2 B4R 43 B4R H3 H3 H 0 1 N N N 21.402 24.237 16.331 -6.167 1.982 -0.411 H3 B4R 44 B4R H4 H4 H 0 1 N N N 22.926 26.072 15.870 -8.067 0.426 -0.553 H4 B4R 45 B4R H5 H5 H 0 1 N N N 24.016 27.384 15.508 -8.680 -4.066 -1.871 H5 B4R 46 B4R H6 H6 H 0 1 N N N 22.421 30.273 14.061 -10.063 -2.463 -1.088 H6 B4R 47 B4R H7 H7 H 0 1 N N N 19.865 24.159 18.323 -2.390 2.549 2.257 H7 B4R 48 B4R H8 H8 H 0 1 N N N 18.853 25.556 18.826 -3.616 3.270 1.186 H8 B4R 49 B4R H9 H9 H 0 1 N N N 17.548 24.102 20.326 -5.114 1.320 1.637 H9 B4R 50 B4R H10 H10 H 0 1 N N N 19.366 23.743 21.955 -4.478 -0.162 3.583 H10 B4R 51 B4R H11 H11 H 0 1 N N N 20.556 23.959 20.627 -3.451 -0.383 2.146 H11 B4R 52 B4R H12 H12 H 0 1 N N N 19.472 25.314 21.091 -2.851 0.557 3.533 H12 B4R 53 B4R H13 H13 H 0 1 N N N 18.233 21.778 20.814 -5.287 3.381 3.003 H13 B4R 54 B4R H14 H14 H 0 1 N N N 17.666 21.983 19.122 -5.656 1.937 3.976 H14 B4R 55 B4R H15 H15 H 0 1 N N N 19.423 21.857 19.471 -4.073 2.735 4.133 H15 B4R 56 B4R H16 H16 H 0 1 N N N 16.731 25.672 18.346 -1.754 0.117 1.694 H16 B4R 57 B4R H17 H17 H 0 1 N N N 16.366 25.252 16.639 -1.739 -0.266 -0.045 H17 B4R 58 B4R H18 H18 H 0 1 N N N 15.817 23.481 19.017 -0.244 1.718 -0.419 H18 B4R 59 B4R H19 H19 H 0 1 N N N 14.607 25.445 18.978 -0.194 1.827 2.482 H19 B4R 60 B4R H20 H20 H 0 1 N N N 16.056 22.337 16.799 0.648 -0.605 -0.073 H20 B4R 61 B4R H21 H21 H 0 1 N N N 15.062 24.032 15.258 1.061 0.351 2.795 H21 B4R 62 B4R H22 H22 H 0 1 N N N 13.472 23.852 16.074 -0.181 -0.819 2.289 H22 B4R 63 B4R H23 H23 H 0 1 N N N 11.977 22.373 15.300 3.416 -0.241 2.753 H23 B4R 64 B4R H24 H24 H 0 1 N N N 11.386 20.359 13.919 5.076 -2.056 2.871 H24 B4R 65 B4R H25 H25 H 0 1 N N N 13.181 19.074 12.803 4.419 -4.364 2.318 H25 B4R 66 B4R H26 H26 H 0 1 N N N 15.464 19.922 12.813 2.099 -4.859 1.658 H26 B4R 67 B4R H27 H27 H 0 1 N N N 16.072 21.868 14.242 0.437 -3.045 1.546 H27 B4R 68 B4R H28 H28 H 0 1 N N N 13.362 22.205 18.094 2.215 1.775 0.567 H28 B4R 69 B4R H29 H29 H 0 1 N N N 14.575 18.098 18.012 5.259 -1.181 -0.384 H29 B4R 70 B4R H30 H30 H 0 1 N N N 14.172 17.233 20.215 4.443 -0.637 -2.635 H30 B4R 71 B4R H31 H31 H 0 1 N N N 14.693 18.945 20.370 5.464 0.825 -2.675 H31 B4R 72 B4R H32 H32 H 0 1 N N N 12.774 18.251 21.845 6.491 -2.039 -2.361 H32 B4R 73 B4R H33 H33 H 0 1 N N N 12.483 19.684 20.802 6.557 -1.083 -3.863 H33 B4R 74 B4R H34 H34 H 0 1 N N N 10.567 17.022 18.760 8.147 -1.311 -0.468 H34 B4R 75 B4R H35 H35 H 0 1 N N N 12.638 16.735 17.903 6.782 0.256 0.828 H35 B4R 76 B4R H36 H36 H 0 1 N N N 11.413 17.459 16.083 6.368 2.086 -1.539 H36 B4R 77 B4R H37 H37 H 0 1 N N N 12.692 18.719 16.036 6.675 2.498 0.178 H37 B4R 78 B4R H38 H38 H 0 1 N N N 11.303 20.333 16.998 8.622 2.195 -1.980 H38 B4R 79 B4R H39 H39 H 0 1 N N N 9.959 19.251 16.499 8.922 2.656 -0.280 H39 B4R 80 # # 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 B4R C36 C35 DOUB Y N 1 B4R C36 C37 SING Y N 2 B4R C35 C34 SING Y N 3 B4R C37 C38 DOUB Y N 4 B4R C34 C33 DOUB Y N 5 B4R O4 B1 SING N N 6 B4R C39 C6 DOUB Y N 7 B4R C39 C2 SING Y N 8 B4R B1 C2 SING N N 9 B4R B1 O3 SING N N 10 B4R C38 C33 SING Y N 11 B4R C33 C32 SING N N 12 B4R C6 C5 SING Y N 13 B4R C2 C3 DOUB Y N 14 B4R O10 S8 DOUB N N 15 B4R C5 C4 DOUB Y N 16 B4R C5 S8 SING N N 17 B4R C3 C4 SING Y N 18 B4R C32 C19 SING N N 19 B4R S8 O9 DOUB N N 20 B4R S8 N11 SING N N 21 B4R C30 C29 SING N N 22 B4R C30 C31 SING N N 23 B4R C19 N20 SING N N 24 B4R C19 C17 SING N N 25 B4R C29 O28 SING N N 26 B4R N11 C16 SING N N 27 B4R N11 C12 SING N N 28 B4R C16 C17 SING N N 29 B4R O22 C21 DOUB N N 30 B4R N20 C21 SING N N 31 B4R C21 O23 SING N N 32 B4R C31 C24 SING N N 33 B4R C31 C27 SING N N 34 B4R C17 O18 SING N N 35 B4R O23 C24 SING N N 36 B4R O28 C27 SING N N 37 B4R C24 C25 SING N N 38 B4R C12 C13 SING N N 39 B4R C27 O26 SING N N 40 B4R C14 C13 SING N N 41 B4R C13 C15 SING N N 42 B4R C25 C44 SING N N 43 B4R O26 C44 SING N N 44 B4R C6 H1 SING N N 45 B4R C39 H2 SING N N 46 B4R C4 H3 SING N N 47 B4R C3 H4 SING N N 48 B4R O3 H5 SING N N 49 B4R O4 H6 SING N N 50 B4R C12 H7 SING N N 51 B4R C12 H8 SING N N 52 B4R C13 H9 SING N N 53 B4R C15 H10 SING N N 54 B4R C15 H11 SING N N 55 B4R C15 H12 SING N N 56 B4R C14 H13 SING N N 57 B4R C14 H14 SING N N 58 B4R C14 H15 SING N N 59 B4R C16 H16 SING N N 60 B4R C16 H17 SING N N 61 B4R C17 H18 SING N N 62 B4R O18 H19 SING N N 63 B4R C19 H20 SING N N 64 B4R C32 H21 SING N N 65 B4R C32 H22 SING N N 66 B4R C38 H23 SING N N 67 B4R C37 H24 SING N N 68 B4R C36 H25 SING N N 69 B4R C35 H26 SING N N 70 B4R C34 H27 SING N N 71 B4R N20 H28 SING N N 72 B4R C24 H29 SING N N 73 B4R C25 H30 SING N N 74 B4R C25 H31 SING N N 75 B4R C44 H32 SING N N 76 B4R C44 H33 SING N N 77 B4R C27 H34 SING N N 78 B4R C31 H35 SING N N 79 B4R C30 H36 SING N N 80 B4R C30 H37 SING N N 81 B4R C29 H38 SING N N 82 B4R C29 H39 SING N N 83 # # 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 B4R SMILES ACDLabs 12.01 "O=S(=O)(N(CC(O)C(NC(OC1CCOC2C1CCO2)=O)Cc3ccccc3)CC(C)C)c4ccc(cc4)B(O)O" B4R InChI InChI 1.03 "InChI=1S/C28H39BN2O9S/c1-19(2)17-31(41(36,37)22-10-8-21(9-11-22)29(34)35)18-25(32)24(16-20-6-4-3-5-7-20)30-28(33)40-26-13-15-39-27-23(26)12-14-38-27/h3-11,19,23-27,32,34-35H,12-18H2,1-2H3,(H,30,33)/t23-,24-,25+,26-,27+/m0/s1" B4R InChIKey InChI 1.03 LVYBBLQFCOXKLU-UIPNDDLNSA-N B4R SMILES_CANONICAL CACTVS 3.385 "CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]2CCO[C@H]3OCC[C@@H]23)[S](=O)(=O)c4ccc(cc4)B(O)O" B4R SMILES CACTVS 3.385 "CC(C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)O[CH]2CCO[CH]3OCC[CH]23)[S](=O)(=O)c4ccc(cc4)B(O)O" B4R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "B(c1ccc(cc1)S(=O)(=O)N(C[C@H]([C@H](Cc2ccccc2)NC(=O)O[C@H]3CCO[C@@H]4[C@H]3CCO4)O)CC(C)C)(O)O" B4R SMILES "OpenEye OEToolkits" 2.0.7 "B(c1ccc(cc1)S(=O)(=O)N(CC(C)C)CC(C(Cc2ccccc2)NC(=O)OC3CCOC4C3CCO4)O)(O)O" # # 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 B4R "SYSTEMATIC NAME" ACDLabs 12.01 "{4-[{(2R,3S)-3-[({[(3aS,4S,7aR)-hexahydro-4H-furo[2,3-b]pyran-4-yl]oxy}carbonyl)amino]-2-hydroxy-4-phenylbutyl}(2-methylpropyl)sulfamoyl]phenyl}boronic acid" B4R "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[4-[[(2~{R},3~{S})-3-[[(3~{a}~{S},4~{S},7~{a}~{R})-3,3~{a},4,5,6,7~{a}-hexahydro-2~{H}-furo[2,3-b]pyran-4-yl]oxycarbonylamino]-2-oxidanyl-4-phenyl-butyl]-(2-methylpropyl)sulfamoyl]phenyl]boronic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B4R "Create component" 2019-09-04 RCSB B4R "Initial release" 2019-10-09 RCSB ##