data_0EG # _chem_comp.id 0EG _chem_comp.name "N-(tert-butoxycarbonyl)-L-alanyl-N-[(1R)-1-(dihydroxyboranyl)-2-methylpropyl]-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H32 B N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-tert-butyloxycarbonylalanylprolylvaline boronic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-14 _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 385.263 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0EG _chem_comp.pdbx_model_coordinates_details "not provided" _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 1P01 _chem_comp.pdbx_subcomponent_list "BOC ALA PRO B2V" _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 0EG O1 O1 O 0 1 N N N 13.172 39.355 19.472 4.731 -0.910 0.319 O1 BOC 1 0EG C C1 C 0 1 N N N 13.632 39.402 18.346 4.308 0.221 0.184 C BOC 2 0EG O2 O2 O 0 1 N N N 14.525 40.499 17.875 5.163 1.240 -0.019 O2 BOC 3 0EG CT C2 C 0 1 N N N 15.014 41.477 18.899 6.578 0.914 -0.064 CT BOC 4 0EG C1 C3 C 0 1 N N N 15.788 40.671 19.935 6.838 -0.073 -1.203 C1 BOC 5 0EG C2 C4 C 0 1 N N N 15.931 42.459 18.158 7.388 2.191 -0.300 C2 BOC 6 0EG C3 C5 C 0 1 N N N 13.797 42.199 19.438 6.998 0.282 1.265 C3 BOC 7 0EG N N1 N 0 1 N N N 13.528 38.386 17.483 2.981 0.454 0.230 N ALA 8 0EG CA C6 C 0 1 N N S 12.772 37.226 17.918 2.049 -0.657 0.445 CA ALA 9 0EG C4 C7 C 0 1 N N N 13.569 36.043 17.468 0.703 -0.301 -0.132 C ALA 10 0EG O O4 O 0 1 N N N 14.472 36.282 16.665 0.380 0.862 -0.246 O ALA 11 0EG CB C8 C 0 1 N N N 11.734 36.967 16.910 1.908 -0.921 1.945 CB ALA 12 0EG N1 N2 N 0 1 N N N 13.380 34.880 18.075 -0.142 -1.276 -0.522 N PRO 13 0EG CA1 C9 C 0 1 N N S 14.129 33.669 17.730 -1.438 -1.072 -1.186 CA PRO 14 0EG C5 C10 C 0 1 N N N 13.798 33.229 16.308 -2.341 -0.248 -0.305 C PRO 15 0EG O3 O6 O 0 1 N N N 12.641 33.452 15.893 -1.947 0.136 0.776 O PRO 16 0EG CB1 C11 C 0 1 N N N 13.685 32.639 18.757 -2.059 -2.466 -1.416 CB PRO 17 0EG CG C12 C 0 1 N N N 12.796 33.346 19.722 -1.337 -3.347 -0.361 CG PRO 18 0EG CD C13 C 0 1 N N N 12.303 34.626 19.052 0.083 -2.724 -0.359 CD PRO 19 0EG N2 N3 N 0 1 N N N 14.750 32.668 15.568 -3.586 0.061 -0.718 N B2V 20 0EG CA2 C14 C 0 1 N N R 14.524 32.181 14.195 -4.463 0.863 0.139 CA B2V 21 0EG CB2 C15 C 0 1 N N N 15.340 32.984 13.136 -5.148 1.942 -0.701 CB B2V 22 0EG CG1 C16 C 0 1 N N N 14.844 34.426 12.898 -5.968 2.856 0.213 CG1 B2V 23 0EG CG2 C17 C 0 1 N N N 16.834 33.021 13.481 -4.088 2.769 -1.432 CG2 B2V 24 0EG B B1 B 0 1 N N N 14.756 30.643 14.135 -5.552 -0.065 0.786 B B2V 25 0EG O11 O8 O 0 1 N N N 14.852 30.092 12.715 -5.564 -1.455 0.496 O1 B2V 26 0EG O21 O9 O 0 1 N N N 13.868 29.794 14.991 -6.524 0.485 1.662 O2 B2V 27 0EG H11 H1 H 0 1 N N N 15.975 39.658 19.548 6.538 0.377 -2.149 H11 BOC 28 0EG H12 H2 H 0 1 N N N 16.748 41.167 20.143 7.900 -0.317 -1.237 H12 BOC 29 0EG H13 H3 H 0 1 N N N 15.200 40.606 20.863 6.261 -0.982 -1.035 H13 BOC 30 0EG H21 H4 H 0 1 N N N 16.150 43.319 18.808 7.202 2.894 0.512 H21 BOC 31 0EG H22 H5 H 0 1 N N N 16.870 41.953 17.890 8.450 1.946 -0.334 H22 BOC 32 0EG H23 H6 H 0 1 N N N 15.430 42.810 17.244 7.088 2.641 -1.246 H23 BOC 33 0EG H31 H7 H 0 1 N N N 13.922 42.374 20.517 6.421 -0.627 1.433 H31 BOC 34 0EG H32 H8 H 0 1 N N N 13.684 43.163 18.921 8.060 0.038 1.231 H32 BOC 35 0EG H33 H9 H 0 1 N N N 12.901 41.584 19.268 6.813 0.986 2.077 H33 BOC 36 0EG H H11 H 0 1 N N N 13.952 38.424 16.578 2.643 1.356 0.122 H ALA 37 0EG HA H13 H 0 1 N N N 12.487 37.363 18.972 2.431 -1.551 -0.048 HA ALA 38 0EG HB1 H14 H 0 1 N N N 10.752 36.902 17.402 1.285 -1.802 2.101 HB1 ALA 39 0EG HB2 H15 H 0 1 N N N 11.723 37.787 16.176 2.893 -1.091 2.379 HB2 ALA 40 0EG HB3 H16 H 0 1 N N N 11.950 36.018 16.397 1.444 -0.059 2.424 HB3 ALA 41 0EG HA1 H19 H 0 1 N N N 15.219 33.818 17.753 -1.290 -0.568 -2.140 HA PRO 42 0EG HB21 H20 H 0 0 N N N 13.141 31.819 18.266 -3.132 -2.445 -1.231 HB2 PRO 43 0EG HB31 H21 H 0 0 N N N 14.552 32.199 19.272 -1.846 -2.821 -2.425 HB3 PRO 44 0EG HG2 H22 H 0 1 N N N 11.941 32.706 19.986 -1.811 -3.252 0.616 HG2 PRO 45 0EG HG3 H23 H 0 1 N N N 13.345 33.584 20.645 -1.305 -4.389 -0.679 HG3 PRO 46 0EG HD2 H24 H 0 1 N N N 12.188 35.453 19.768 0.672 -3.112 -1.190 HD2 PRO 47 0EG HD3 H25 H 0 1 N N N 11.304 34.536 18.600 0.584 -2.926 0.588 HD3 PRO 48 0EG HN2 H28 H 0 1 N N N 15.664 32.572 15.962 -3.900 -0.246 -1.582 HN2 B2V 49 0EG HA2 H29 H 0 1 N N N 13.474 32.363 13.923 -3.873 1.334 0.925 HA B2V 50 0EG HB H30 H 0 1 N N N 15.178 32.430 12.200 -5.808 1.472 -1.430 HB B2V 51 0EG HG11 H31 H 0 0 N N N 14.726 34.938 13.864 -5.308 3.327 0.942 HG11 B2V 52 0EG HG12 H32 H 0 0 N N N 15.577 34.969 12.283 -6.456 3.626 -0.386 HG12 B2V 53 0EG HG13 H33 H 0 0 N N N 13.876 34.399 12.377 -6.723 2.267 0.733 HG13 B2V 54 0EG HG21 H34 H 0 0 N N N 17.425 33.030 12.553 -3.505 2.118 -2.083 HG21 B2V 55 0EG HG22 H35 H 0 0 N N N 17.053 33.928 14.064 -4.576 3.539 -2.030 HG22 B2V 56 0EG HG23 H36 H 0 0 N N N 17.095 32.132 14.073 -3.429 3.240 -0.703 HG23 B2V 57 0EG HO1 H37 H 0 1 N N N 14.872 30.812 12.096 -6.270 -1.944 0.941 HO1 B2V 58 0EG HO2 H38 H 0 1 N N N 14.301 29.614 15.817 -7.151 -0.163 2.011 HO2 B2V 59 # # 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 0EG O1 C DOUB N N 1 0EG C O2 SING N N 2 0EG O2 CT SING N N 3 0EG CT C1 SING N N 4 0EG CT C2 SING N N 5 0EG CT C3 SING N N 6 0EG C1 H11 SING N N 7 0EG C1 H12 SING N N 8 0EG C1 H13 SING N N 9 0EG C2 H21 SING N N 10 0EG C2 H22 SING N N 11 0EG C2 H23 SING N N 12 0EG C3 H31 SING N N 13 0EG C3 H32 SING N N 14 0EG C3 H33 SING N N 15 0EG N CA SING N N 16 0EG N H SING N N 17 0EG CA C4 SING N N 18 0EG CA CB SING N N 19 0EG CA HA SING N N 20 0EG C4 O DOUB N N 21 0EG CB HB1 SING N N 22 0EG CB HB2 SING N N 23 0EG CB HB3 SING N N 24 0EG N1 CA1 SING N N 25 0EG N1 CD SING N N 26 0EG CA1 C5 SING N N 27 0EG CA1 CB1 SING N N 28 0EG CA1 HA1 SING N N 29 0EG C5 O3 DOUB N N 30 0EG CB1 CG SING N N 31 0EG CB1 HB21 SING N N 32 0EG CB1 HB31 SING N N 33 0EG CG CD SING N N 34 0EG CG HG2 SING N N 35 0EG CG HG3 SING N N 36 0EG CD HD2 SING N N 37 0EG CD HD3 SING N N 38 0EG N2 CA2 SING N N 39 0EG N2 HN2 SING N N 40 0EG CA2 CB2 SING N N 41 0EG CA2 B SING N N 42 0EG CA2 HA2 SING N N 43 0EG CB2 CG1 SING N N 44 0EG CB2 CG2 SING N N 45 0EG CB2 HB SING N N 46 0EG CG1 HG11 SING N N 47 0EG CG1 HG12 SING N N 48 0EG CG1 HG13 SING N N 49 0EG CG2 HG21 SING N N 50 0EG CG2 HG22 SING N N 51 0EG CG2 HG23 SING N N 52 0EG B O11 SING N N 53 0EG B O21 SING N N 54 0EG O11 HO1 SING N N 55 0EG O21 HO2 SING N N 56 0EG C N SING N N 57 0EG C4 N1 SING N N 58 0EG C5 N2 SING N N 59 # # 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 0EG SMILES ACDLabs 10.04 "O=C(NC(B(O)O)C(C)C)C1N(C(=O)C(NC(=O)OC(C)(C)C)C)CCC1" 0EG SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)OC(C)(C)C)B(O)O" 0EG SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)[CH]1CCCN1C(=O)[CH](C)NC(=O)OC(C)(C)C)B(O)O" 0EG InChI InChI 1.03 "InChI=1S/C17H32BN3O6/c1-10(2)13(18(25)26)20-14(22)12-8-7-9-21(12)15(23)11(3)19-16(24)27-17(4,5)6/h10-13,25-26H,7-9H2,1-6H3,(H,19,24)(H,20,22)/t11-,12-,13-/m0/s1" 0EG InChIKey InChI 1.03 VWVBZPYREZAAER-AVGNSLFASA-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 0EG "SYSTEMATIC NAME" ACDLabs 10.04 "N-(tert-butoxycarbonyl)-L-alanyl-N-[(1R)-1-(dihydroxyboranyl)-2-methylpropyl]-L-prolinamide" 0EG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-2-methyl-1-[[(2S)-1-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]pyrrolidin-2-yl]carbonylamino]propyl]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 0EG "Create component" 2008-09-14 RCSB 0EG "Modify descriptor" 2011-06-04 RCSB 0EG "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0EG _pdbx_chem_comp_synonyms.name "N-tert-butyloxycarbonylalanylprolylvaline boronic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##