data_4KZ # _chem_comp.id 4KZ _chem_comp.name "N-[(1R)-1-(dihydroxyboranyl)-2-phenylethyl]-Nalpha-(pyrazin-2-ylcarbonyl)-L-phenylalaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 B N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-02 _chem_comp.pdbx_modified_date 2016-03-11 _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 418.253 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4KZ _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 4YPL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 4KZ C2 C1 C 0 1 Y N N 22.903 19.599 33.619 4.054 -1.620 0.184 C2 4KZ 1 4KZ C3 C2 C 0 1 Y N N 22.124 20.262 32.686 5.308 -1.574 0.790 C3 4KZ 2 4KZ C5 C3 C 0 1 Y N N 22.314 18.440 31.241 5.939 -3.435 -0.384 C5 4KZ 3 4KZ C6 C4 C 0 1 Y N N 23.095 17.777 32.180 4.693 -3.480 -0.994 C6 4KZ 4 4KZ C7 C5 C 0 1 N N N 23.219 20.221 34.928 3.030 -0.602 0.517 C7 4KZ 5 4KZ C10 C6 C 0 1 N N S 22.365 21.402 36.880 0.806 0.359 0.260 C10 4KZ 6 4KZ C11 C7 C 0 1 N N N 22.467 22.917 36.855 1.018 1.600 -0.610 C11 4KZ 7 4KZ O19 O1 O 0 1 N N N 20.095 20.895 37.075 -0.688 -1.338 -0.417 O19 4KZ 8 4KZ C18 C8 C 0 1 N N N 21.170 20.981 37.651 -0.567 -0.206 0.002 C18 4KZ 9 4KZ N20 N1 N 0 1 N N N 21.479 20.515 38.836 -1.661 0.546 0.236 N20 4KZ 10 4KZ C21 C9 C 0 1 N N R 20.881 19.295 39.295 -2.995 -0.003 -0.015 C21 4KZ 11 4KZ C22 C10 C 0 1 N N N 22.063 18.336 39.319 -3.915 0.334 1.161 C22 4KZ 12 4KZ C23 C11 C 0 1 Y N N 21.854 17.056 38.574 -5.288 -0.231 0.903 C23 4KZ 13 4KZ C24 C12 C 0 1 Y N N 21.473 17.089 37.249 -6.234 0.527 0.238 C24 4KZ 14 4KZ C25 C13 C 0 1 Y N N 21.316 15.909 36.546 -7.491 0.007 -0.003 C25 4KZ 15 4KZ C26 C14 C 0 1 Y N N 21.551 14.693 37.148 -7.803 -1.272 0.420 C26 4KZ 16 4KZ C27 C15 C 0 1 Y N N 21.951 14.663 38.473 -6.857 -2.030 1.083 C27 4KZ 17 4KZ C28 C16 C 0 1 Y N N 22.111 15.843 39.182 -5.599 -1.510 1.325 C28 4KZ 18 4KZ B29 B1 B 0 1 N N N 20.275 19.491 40.662 -3.579 0.621 -1.332 B29 4KZ 19 4KZ O30 O2 O 0 1 N N N 21.281 19.296 41.663 -3.762 2.026 -1.431 O30 4KZ 20 4KZ O31 O3 O 0 1 N N N 19.769 20.827 40.731 -3.924 -0.219 -2.423 O31 4KZ 21 4KZ C12 C17 C 0 1 Y N N 22.627 23.401 38.281 2.340 2.236 -0.264 C12 4KZ 22 4KZ C13 C18 C 0 1 Y N N 21.602 24.055 38.972 2.406 3.196 0.728 C13 4KZ 23 4KZ C14 C19 C 0 1 Y N N 21.781 24.468 40.293 3.619 3.779 1.046 C14 4KZ 24 4KZ C15 C20 C 0 1 Y N N 22.990 24.241 40.939 4.765 3.401 0.372 C15 4KZ 25 4KZ C16 C21 C 0 1 Y N N 24.012 23.597 40.252 4.699 2.440 -0.619 C16 4KZ 26 4KZ C17 C22 C 0 1 Y N N 23.829 23.175 38.934 3.487 1.854 -0.934 C17 4KZ 27 4KZ N9 N2 N 0 1 N N N 22.230 20.812 35.564 1.818 -0.647 -0.070 N9 4KZ 28 4KZ O8 O4 O 0 1 N N N 24.338 20.157 35.378 3.283 0.274 1.321 O8 4KZ 29 4KZ N1 N3 N 0 1 Y N N 23.366 18.369 33.350 3.780 -2.576 -0.700 N1 4KZ 30 4KZ N4 N4 N 0 1 Y N N 21.846 19.666 31.515 6.218 -2.484 0.489 N4 4KZ 31 4KZ H1 H1 H 0 1 N N N 21.743 21.250 32.898 5.536 -0.797 1.504 H1 4KZ 32 4KZ H2 H2 H 0 1 N N N 22.085 17.970 30.296 6.685 -4.177 -0.628 H2 4KZ 33 4KZ H3 H3 H 0 1 N N N 23.481 16.791 31.967 4.470 -4.259 -1.708 H3 4KZ 34 4KZ H4 H4 H 0 1 N N N 23.265 21.001 37.369 0.895 0.632 1.311 H4 4KZ 35 4KZ H5 H5 H 0 1 N N N 23.339 23.222 36.258 1.018 1.312 -1.661 H5 4KZ 36 4KZ H6 H6 H 0 1 N N N 21.554 23.345 36.416 0.214 2.313 -0.428 H6 4KZ 37 4KZ H7 H7 H 0 1 N N N 22.128 21.007 39.417 -1.564 1.452 0.570 H7 4KZ 38 4KZ H8 H8 H 0 1 N N N 20.118 18.934 38.590 -2.928 -1.086 -0.125 H8 4KZ 39 4KZ H9 H9 H 0 1 N N N 22.280 18.088 40.369 -3.509 -0.099 2.075 H9 4KZ 40 4KZ H10 H10 H 0 1 N N N 22.929 18.851 38.877 -3.982 1.416 1.270 H10 4KZ 41 4KZ H11 H11 H 0 1 N N N 21.297 18.036 36.761 -5.990 1.526 -0.092 H11 4KZ 42 4KZ H12 H12 H 0 1 N N N 21.005 15.941 35.512 -8.231 0.599 -0.521 H12 4KZ 43 4KZ H13 H13 H 0 1 N N N 21.425 13.775 36.594 -8.786 -1.678 0.232 H13 4KZ 44 4KZ H14 H14 H 0 1 N N N 22.139 13.716 38.956 -7.101 -3.029 1.414 H14 4KZ 45 4KZ H15 H15 H 0 1 N N N 22.437 15.814 40.211 -4.859 -2.104 1.841 H15 4KZ 46 4KZ H16 H16 H 0 1 N N N 20.900 19.419 42.524 -4.126 2.316 -2.279 H16 4KZ 47 4KZ H17 H17 H 0 1 N N N 19.381 20.975 41.585 -4.275 0.256 -3.189 H17 4KZ 48 4KZ H18 H18 H 0 1 N N N 20.660 24.243 38.477 1.511 3.492 1.255 H18 4KZ 49 4KZ H19 H19 H 0 1 N N N 20.977 24.966 40.815 3.670 4.530 1.820 H19 4KZ 50 4KZ H20 H20 H 0 1 N N N 23.133 24.561 41.961 5.712 3.857 0.620 H20 4KZ 51 4KZ H21 H21 H 0 1 N N N 24.958 23.421 40.743 5.594 2.145 -1.146 H21 4KZ 52 4KZ H22 H22 H 0 1 N N N 24.631 22.668 38.418 3.436 1.100 -1.706 H22 4KZ 53 4KZ H23 H23 H 0 1 N N N 21.338 20.856 35.115 1.616 -1.347 -0.712 H23 4KZ 54 # 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 4KZ C5 N4 DOUB Y N 1 4KZ C5 C6 SING Y N 2 4KZ N4 C3 SING Y N 3 4KZ C6 N1 DOUB Y N 4 4KZ C3 C2 DOUB Y N 5 4KZ N1 C2 SING Y N 6 4KZ C2 C7 SING N N 7 4KZ C7 O8 DOUB N N 8 4KZ C7 N9 SING N N 9 4KZ N9 C10 SING N N 10 4KZ C25 C26 DOUB Y N 11 4KZ C25 C24 SING Y N 12 4KZ C11 C10 SING N N 13 4KZ C11 C12 SING N N 14 4KZ C10 C18 SING N N 15 4KZ O19 C18 DOUB N N 16 4KZ C26 C27 SING Y N 17 4KZ C24 C23 DOUB Y N 18 4KZ C18 N20 SING N N 19 4KZ C12 C17 DOUB Y N 20 4KZ C12 C13 SING Y N 21 4KZ C27 C28 DOUB Y N 22 4KZ C23 C28 SING Y N 23 4KZ C23 C22 SING N N 24 4KZ N20 C21 SING N N 25 4KZ C17 C16 SING Y N 26 4KZ C13 C14 DOUB Y N 27 4KZ C21 C22 SING N N 28 4KZ C21 B29 SING N N 29 4KZ C16 C15 DOUB Y N 30 4KZ C14 C15 SING Y N 31 4KZ B29 O31 SING N N 32 4KZ B29 O30 SING N N 33 4KZ C3 H1 SING N N 34 4KZ C5 H2 SING N N 35 4KZ C6 H3 SING N N 36 4KZ C10 H4 SING N N 37 4KZ C11 H5 SING N N 38 4KZ C11 H6 SING N N 39 4KZ N20 H7 SING N N 40 4KZ C21 H8 SING N N 41 4KZ C22 H9 SING N N 42 4KZ C22 H10 SING N N 43 4KZ C24 H11 SING N N 44 4KZ C25 H12 SING N N 45 4KZ C26 H13 SING N N 46 4KZ C27 H14 SING N N 47 4KZ C28 H15 SING N N 48 4KZ O30 H16 SING N N 49 4KZ O31 H17 SING N N 50 4KZ C13 H18 SING N N 51 4KZ C14 H19 SING N N 52 4KZ C15 H20 SING N N 53 4KZ C16 H21 SING N N 54 4KZ C17 H22 SING N N 55 4KZ N9 H23 SING N N 56 # 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 4KZ SMILES ACDLabs 12.01 "c3(C(=O)NC(C(=O)NC(Cc1ccccc1)B(O)O)Cc2ccccc2)cnccn3" 4KZ InChI InChI 1.03 "InChI=1S/C22H23BN4O4/c28-21(27-20(23(30)31)14-17-9-5-2-6-10-17)18(13-16-7-3-1-4-8-16)26-22(29)19-15-24-11-12-25-19/h1-12,15,18,20,30-31H,13-14H2,(H,26,29)(H,27,28)/t18-,20-/m0/s1" 4KZ InChIKey InChI 1.03 ILENEQWIGPQYCQ-ICSRJNTNSA-N 4KZ SMILES_CANONICAL CACTVS 3.385 "OB(O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc2ccccc2)NC(=O)c3cnccn3" 4KZ SMILES CACTVS 3.385 "OB(O)[CH](Cc1ccccc1)NC(=O)[CH](Cc2ccccc2)NC(=O)c3cnccn3" 4KZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "B([C@H](Cc1ccccc1)NC(=O)[C@H](Cc2ccccc2)NC(=O)c3cnccn3)(O)O" 4KZ SMILES "OpenEye OEToolkits" 1.9.2 "B(C(Cc1ccccc1)NC(=O)C(Cc2ccccc2)NC(=O)c3cnccn3)(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 4KZ "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1R)-1-(dihydroxyboranyl)-2-phenylethyl]-Nalpha-(pyrazin-2-ylcarbonyl)-L-phenylalaninamide" 4KZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(1R)-2-phenyl-1-[[(2S)-3-phenyl-2-(pyrazin-2-ylcarbonylamino)propanoyl]amino]ethyl]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 4KZ "Create component" 2015-04-02 PDBJ 4KZ "Initial release" 2016-03-16 RCSB #