data_BO9 # _chem_comp.id BO9 _chem_comp.name "N1-[(1R)-1-(DIHYDROXYBORYL)ETHYL]-N2-[(TERT-BUTOXYCARBONYL)-D-GAMMA-GLUTAMYL]-N6-[(BENZYLOXY)CARBONYL-L-LYSINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H41 B N4 O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "BOC-GAMMA-D-GLU-L-LYS(CBZ)-D-BOROALA" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-04-18 _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 580.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BO9 _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 1Z6F _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 BO9 O36 O36 O 0 1 N N N 50.529 7.921 32.892 -5.609 -3.955 0.161 O36 BO9 1 BO9 C35 C35 C 0 1 N N N 49.619 8.303 33.615 -5.885 -2.901 -0.377 C35 BO9 2 BO9 O37 O37 O 0 1 N N N 49.866 9.405 34.553 -6.516 -2.897 -1.566 O37 BO9 3 BO9 C38 C38 C 0 1 N N N 50.682 10.563 34.299 -6.866 -4.152 -2.206 C38 BO9 4 BO9 C41 C41 C 0 1 N N N 50.261 11.233 32.994 -7.803 -4.946 -1.294 C41 BO9 5 BO9 C40 C40 C 0 1 N N N 50.465 11.543 35.447 -7.569 -3.868 -3.535 C40 BO9 6 BO9 C39 C39 C 0 1 N N N 52.161 10.188 34.226 -5.596 -4.965 -2.465 C39 BO9 7 BO9 N34 N34 N 0 1 N N N 48.424 7.706 33.563 -5.560 -1.736 0.218 N34 BO9 8 BO9 C30 C30 C 0 1 N N S 47.268 8.083 34.377 -4.873 -1.741 1.512 C30 BO9 9 BO9 C31 C31 C 0 1 N N N 47.538 7.965 35.884 -5.889 -1.855 2.619 C31 BO9 10 BO9 O33 O33 O 0 1 N N N 47.805 6.844 36.380 -7.066 -1.926 2.354 O33 BO9 11 BO9 O32 O32 O 0 1 N N N 47.491 9.009 36.576 -5.487 -1.879 3.899 O32 BO9 12 BO9 C29 C29 C 0 1 N N N 46.114 7.158 33.958 -4.085 -0.440 1.676 C29 BO9 13 BO9 C28 C28 C 0 1 N N N 46.109 6.844 32.461 -2.972 -0.382 0.628 C28 BO9 14 BO9 C26 C26 C 0 1 N N N 44.734 6.794 31.819 -2.195 0.899 0.789 C26 BO9 15 BO9 O27 O27 O 0 1 N N N 44.362 5.770 31.256 -2.502 1.689 1.657 O27 BO9 16 BO9 N25 N25 N 0 1 N N N 43.982 7.897 31.870 -1.160 1.168 -0.031 N25 BO9 17 BO9 C9 C9 C 0 1 N N S 42.666 7.968 31.244 -0.405 2.413 0.126 C9 BO9 18 BO9 C7 C7 C 0 1 N N N 42.898 8.486 29.847 -1.100 3.520 -0.625 C7 BO9 19 BO9 O8 O8 O 0 1 N N N 43.567 9.499 29.670 -2.125 3.290 -1.232 O8 BO9 20 BO9 N6 N6 N 0 1 N N N 42.413 7.770 28.828 -0.583 4.764 -0.623 N6 BO9 21 BO9 C4 C4 C 0 1 N N S 42.623 8.205 27.449 -1.258 5.840 -1.353 C4 BO9 22 BO9 C5 C5 C 0 1 N N N 41.289 8.666 26.864 -0.226 6.645 -2.145 C5 BO9 23 BO9 B1 B1 B 0 1 N N N 43.248 6.996 26.598 -1.990 6.785 -0.335 B1 BO9 24 BO9 O3 O3 O 0 1 N N N 44.660 6.651 27.108 -3.333 6.519 0.041 O3 BO9 25 BO9 O2 O2 O 0 1 N N N 42.369 5.746 26.675 -1.308 7.905 0.210 O2 BO9 26 BO9 C10 C10 C 0 1 N N N 41.912 8.996 32.081 1.007 2.227 -0.432 C10 BO9 27 BO9 C11 C11 C 0 1 N N N 40.411 8.779 32.182 1.756 1.192 0.410 C11 BO9 28 BO9 C12 C12 C 0 1 N N N 39.855 9.729 33.247 3.168 1.006 -0.147 C12 BO9 29 BO9 C13 C13 C 0 1 N N N 39.370 8.994 34.499 3.917 -0.030 0.695 C13 BO9 30 BO9 N14 N14 N 0 1 N N N 40.218 9.385 35.619 5.269 -0.208 0.161 N14 BO9 31 BO9 C15 C15 C 0 1 N N N 39.993 10.274 36.596 6.116 -1.077 0.747 C15 BO9 32 BO9 O16 O16 O 0 1 N N N 40.819 10.473 37.477 5.757 -1.714 1.718 O16 BO9 33 BO9 O17 O17 O 0 1 N N N 38.754 11.048 36.648 7.359 -1.241 0.256 O17 BO9 34 BO9 C18 C18 C 0 1 N N N 38.581 12.208 35.828 8.271 -2.178 0.888 C18 BO9 35 BO9 C19 C19 C 0 1 Y N N 37.876 13.322 36.569 9.586 -2.172 0.152 C19 BO9 36 BO9 C24 C24 C 0 1 Y N N 38.168 14.650 36.255 10.587 -1.298 0.532 C24 BO9 37 BO9 C23 C23 C 0 1 Y N N 37.529 15.692 36.928 11.793 -1.293 -0.143 C23 BO9 38 BO9 C22 C22 C 0 1 Y N N 36.587 15.405 37.917 11.999 -2.162 -1.198 C22 BO9 39 BO9 C21 C21 C 0 1 Y N N 36.290 14.078 38.233 10.998 -3.037 -1.578 C21 BO9 40 BO9 C20 C20 C 0 1 Y N N 36.934 13.037 37.560 9.793 -3.045 -0.900 C20 BO9 41 BO9 H411 1H41 H 0 0 N N N 50.893 12.130 32.797 -8.708 -4.367 -1.110 H411 BO9 42 BO9 H412 2H41 H 0 0 N N N 50.274 10.519 32.137 -8.067 -5.888 -1.775 H412 BO9 43 BO9 H413 3H41 H 0 0 N N N 49.173 11.480 32.985 -7.303 -5.148 -0.347 H413 BO9 44 BO9 H401 1H40 H 0 0 N N N 51.097 12.440 35.250 -6.901 -3.302 -4.186 H401 BO9 45 BO9 H402 2H40 H 0 0 N N N 49.390 11.795 35.603 -7.832 -4.810 -4.016 H402 BO9 46 BO9 H403 3H40 H 0 0 N N N 50.656 11.088 36.447 -8.474 -3.288 -3.352 H403 BO9 47 BO9 H391 1H39 H 0 0 N N N 52.793 11.085 34.029 -5.096 -5.168 -1.518 H391 BO9 48 BO9 H392 2H39 H 0 0 N N N 52.492 9.644 35.141 -5.859 -5.907 -2.945 H392 BO9 49 BO9 H393 3H39 H 0 0 N N N 52.344 9.383 33.475 -4.929 -4.400 -3.115 H393 BO9 50 BO9 H34 H34 H 0 1 N N N 48.393 6.944 32.885 -5.780 -0.895 -0.211 H34 BO9 51 BO9 H30 H30 H 0 1 N N N 47.021 9.156 34.202 -4.189 -2.588 1.558 H30 BO9 52 BO9 H32 H32 H 0 1 N N N 47.658 8.936 37.508 -6.139 -1.953 4.610 H32 BO9 53 BO9 H291 1H29 H 0 0 N N N 46.118 6.219 34.560 -3.647 -0.404 2.673 H291 BO9 54 BO9 H292 2H29 H 0 0 N N N 45.132 7.577 34.279 -4.754 0.410 1.542 H292 BO9 55 BO9 H281 1H28 H 0 0 N N N 46.762 7.563 31.914 -3.410 -0.419 -0.370 H281 BO9 56 BO9 H282 2H28 H 0 0 N N N 46.659 5.894 32.265 -2.302 -1.232 0.762 H282 BO9 57 BO9 H25 H25 H 0 1 N N N 44.405 8.672 32.378 -0.915 0.536 -0.725 H25 BO9 58 BO9 H9 H9 H 0 1 N N N 42.107 7.004 31.192 -0.348 2.672 1.183 H9 BO9 59 BO9 HN6 HN6 H 0 1 N N N 41.903 6.926 29.091 0.237 4.948 -0.138 HN6 BO9 60 BO9 H4 H4 H 0 1 N N N 43.338 9.059 27.414 -1.988 5.410 -2.039 H4 BO9 61 BO9 H51 1H5 H 0 1 N N N 41.449 8.997 25.811 0.504 7.074 -1.459 H51 BO9 62 BO9 H52 2H5 H 0 1 N N N 40.496 7.885 26.947 0.282 5.989 -2.852 H52 BO9 63 BO9 H53 3H5 H 0 1 N N N 40.800 9.451 27.487 -0.729 7.445 -2.688 H53 BO9 64 BO9 HO3 HO3 H 0 1 N N N 45.029 5.935 26.604 -3.605 5.723 -0.436 HO3 BO9 65 BO9 HO2 HO2 H 0 1 N N N 42.738 5.030 26.171 -1.928 8.347 0.805 HO2 BO9 66 BO9 H101 1H10 H 0 0 N N N 42.358 9.060 33.100 0.948 1.882 -1.464 H101 BO9 67 BO9 H102 2H10 H 0 0 N N N 42.125 10.024 31.707 1.540 3.178 -0.396 H102 BO9 68 BO9 H111 1H11 H 0 0 N N N 39.895 8.888 31.199 1.815 1.537 1.442 H111 BO9 69 BO9 H112 2H11 H 0 0 N N N 40.144 7.714 32.376 1.223 0.241 0.375 H112 BO9 70 BO9 H121 1H12 H 0 0 N N N 40.599 10.516 33.508 3.109 0.661 -1.179 H121 BO9 71 BO9 H122 2H12 H 0 0 N N N 39.050 10.375 32.825 3.701 1.956 -0.112 H122 BO9 72 BO9 H131 1H13 H 0 0 N N N 38.286 9.162 34.702 3.976 0.316 1.727 H131 BO9 73 BO9 H132 2H13 H 0 0 N N N 39.328 7.888 34.358 3.384 -0.980 0.659 H132 BO9 74 BO9 H14 H14 H 0 1 N N N 41.136 8.958 35.741 5.555 0.300 -0.614 H14 BO9 75 BO9 H181 1H18 H 0 0 N N N 39.552 12.554 35.405 8.434 -1.884 1.925 H181 BO9 76 BO9 H182 2H18 H 0 0 N N N 38.055 11.957 34.877 7.842 -3.179 0.857 H182 BO9 77 BO9 H24 H24 H 0 1 N N N 38.908 14.877 35.469 10.427 -0.619 1.356 H24 BO9 78 BO9 H23 H23 H 0 1 N N N 37.767 16.739 36.678 12.575 -0.610 0.154 H23 BO9 79 BO9 H22 H22 H 0 1 N N N 36.077 16.226 38.448 12.941 -2.157 -1.726 H22 BO9 80 BO9 H21 H21 H 0 1 N N N 35.545 13.851 39.015 11.158 -3.715 -2.403 H21 BO9 81 BO9 H20 H20 H 0 1 N N N 36.698 11.989 37.811 9.011 -3.728 -1.197 H20 BO9 82 # # 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 BO9 O36 C35 DOUB N N 1 BO9 C35 O37 SING N N 2 BO9 C35 N34 SING N N 3 BO9 O37 C38 SING N N 4 BO9 C38 C41 SING N N 5 BO9 C38 C40 SING N N 6 BO9 C38 C39 SING N N 7 BO9 C41 H411 SING N N 8 BO9 C41 H412 SING N N 9 BO9 C41 H413 SING N N 10 BO9 C40 H401 SING N N 11 BO9 C40 H402 SING N N 12 BO9 C40 H403 SING N N 13 BO9 C39 H391 SING N N 14 BO9 C39 H392 SING N N 15 BO9 C39 H393 SING N N 16 BO9 N34 C30 SING N N 17 BO9 N34 H34 SING N N 18 BO9 C30 C31 SING N N 19 BO9 C30 C29 SING N N 20 BO9 C30 H30 SING N N 21 BO9 C31 O33 DOUB N N 22 BO9 C31 O32 SING N N 23 BO9 O32 H32 SING N N 24 BO9 C29 C28 SING N N 25 BO9 C29 H291 SING N N 26 BO9 C29 H292 SING N N 27 BO9 C28 C26 SING N N 28 BO9 C28 H281 SING N N 29 BO9 C28 H282 SING N N 30 BO9 C26 O27 DOUB N N 31 BO9 C26 N25 SING N N 32 BO9 N25 C9 SING N N 33 BO9 N25 H25 SING N N 34 BO9 C9 C7 SING N N 35 BO9 C9 C10 SING N N 36 BO9 C9 H9 SING N N 37 BO9 C7 O8 DOUB N N 38 BO9 C7 N6 SING N N 39 BO9 N6 C4 SING N N 40 BO9 N6 HN6 SING N N 41 BO9 C4 C5 SING N N 42 BO9 C4 B1 SING N N 43 BO9 C4 H4 SING N N 44 BO9 C5 H51 SING N N 45 BO9 C5 H52 SING N N 46 BO9 C5 H53 SING N N 47 BO9 B1 O3 SING N N 48 BO9 B1 O2 SING N N 49 BO9 O3 HO3 SING N N 50 BO9 O2 HO2 SING N N 51 BO9 C10 C11 SING N N 52 BO9 C10 H101 SING N N 53 BO9 C10 H102 SING N N 54 BO9 C11 C12 SING N N 55 BO9 C11 H111 SING N N 56 BO9 C11 H112 SING N N 57 BO9 C12 C13 SING N N 58 BO9 C12 H121 SING N N 59 BO9 C12 H122 SING N N 60 BO9 C13 N14 SING N N 61 BO9 C13 H131 SING N N 62 BO9 C13 H132 SING N N 63 BO9 N14 C15 SING N N 64 BO9 N14 H14 SING N N 65 BO9 C15 O16 DOUB N N 66 BO9 C15 O17 SING N N 67 BO9 O17 C18 SING N N 68 BO9 C18 C19 SING N N 69 BO9 C18 H181 SING N N 70 BO9 C18 H182 SING N N 71 BO9 C19 C24 DOUB Y N 72 BO9 C19 C20 SING Y N 73 BO9 C24 C23 SING Y N 74 BO9 C24 H24 SING N N 75 BO9 C23 C22 DOUB Y N 76 BO9 C23 H23 SING N N 77 BO9 C22 C21 SING Y N 78 BO9 C22 H22 SING N N 79 BO9 C21 C20 DOUB Y N 80 BO9 C21 H21 SING N N 81 BO9 C20 H20 SING N N 82 # # 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 BO9 SMILES ACDLabs 10.04 "O=C(OC(C)(C)C)NC(C(=O)O)CCC(=O)NC(C(=O)NC(B(O)O)C)CCCCNC(=O)OCc1ccccc1" BO9 SMILES_CANONICAL CACTVS 3.341 "C[C@@H](NC(=O)[C@H](CCCCNC(=O)OCc1ccccc1)NC(=O)CC[C@H](NC(=O)OC(C)(C)C)C(O)=O)B(O)O" BO9 SMILES CACTVS 3.341 "C[CH](NC(=O)[CH](CCCCNC(=O)OCc1ccccc1)NC(=O)CC[CH](NC(=O)OC(C)(C)C)C(O)=O)B(O)O" BO9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "B([C@@H](C)NC(=O)[C@H](CCCCNC(=O)OCc1ccccc1)NC(=O)CC[C@@H](C(=O)O)NC(=O)OC(C)(C)C)(O)O" BO9 SMILES "OpenEye OEToolkits" 1.5.0 "B(C(C)NC(=O)C(CCCCNC(=O)OCc1ccccc1)NC(=O)CCC(C(=O)O)NC(=O)OC(C)(C)C)(O)O" BO9 InChI InChI 1.03 "InChI=1S/C26H41BN4O10/c1-17(27(38)39)29-22(33)19(12-8-9-15-28-24(36)40-16-18-10-6-5-7-11-18)30-21(32)14-13-20(23(34)35)31-25(37)41-26(2,3)4/h5-7,10-11,17,19-20,38-39H,8-9,12-16H2,1-4H3,(H,28,36)(H,29,33)(H,30,32)(H,31,37)(H,34,35)/t17-,19+,20+/m1/s1" BO9 InChIKey InChI 1.03 OTTYWVUOPWENAJ-HOJAQTOUSA-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 BO9 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(tert-butoxycarbonyl)-L-gamma-glutamyl-N~6~-[(benzyloxy)carbonyl]-N-[(1S)-1-(dihydroxyboranyl)ethyl]-L-lysinamide" BO9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-5-[[(2S)-1-[[(1S)-1-(dihydroxyboranyl)ethyl]amino]-1-oxo-6-phenylmethoxycarbonylamino-hexan-2-yl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-pentanoic 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 BO9 "Create component" 2005-04-18 RCSB BO9 "Modify descriptor" 2011-06-04 RCSB BO9 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BO9 _pdbx_chem_comp_synonyms.name "BOC-GAMMA-D-GLU-L-LYS(CBZ)-D-BOROALA" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##