data_5H8 # _chem_comp.id 5H8 _chem_comp.name "N-[(S)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-L-leucyl-3-methyl-L-valine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H34 N3 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(6S,9S)-1-(benzyloxy)-9-(tert-butyl)-6-isobutyl-4-oxido-1,4,7-trioxo-2,5,8-triaza-4-phosphadecan-10-oate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-25 _chem_comp.pdbx_modified_date 2021-03-13 _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 471.484 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5H8 _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 5DPE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 5H8 C1 C1 C 0 1 Y N N 17.489 -40.471 12.269 9.571 -0.292 1.554 C1 5H8 1 5H8 C2 C2 C 0 1 Y N N 16.391 -40.259 13.078 8.458 -0.404 2.366 C2 5H8 2 5H8 C3 C3 C 0 1 Y N N 15.142 -40.694 12.649 7.228 -0.711 1.815 C3 5H8 3 5H8 C7 C4 C 0 1 N N N 13.610 -41.765 10.991 5.771 -1.242 -0.150 C7 5H8 4 5H8 C9 C5 C 0 1 N N N 12.926 -40.943 8.798 3.862 -0.142 -1.067 C9 5H8 5 5H8 C11 C6 C 0 1 N N N 11.913 -40.299 6.713 1.841 0.821 -2.029 C11 5H8 6 5H8 C14 C7 C 0 1 N N S 10.032 -38.700 3.622 -2.015 1.045 -0.432 C14 5H8 7 5H8 C15 C8 C 0 1 N N N 8.762 -39.519 3.800 -3.187 0.145 -0.727 C15 5H8 8 5H8 O17 O1 O 0 1 N N N 13.633 -41.768 8.311 3.385 -1.245 -1.243 O17 5H8 9 5H8 C20 C9 C 0 1 N N N 10.454 -38.710 2.146 -2.465 2.506 -0.494 C20 5H8 10 5H8 C21 C10 C 0 1 N N N 9.417 -38.119 1.165 -3.453 2.784 0.641 C21 5H8 11 5H8 C22 C11 C 0 1 N N N 9.225 -36.617 1.332 -2.727 2.681 1.985 C22 5H8 12 5H8 C27 C12 C 0 1 N N N 8.839 -43.440 2.284 -4.440 -2.739 1.453 C27 5H8 13 5H8 C30 C13 C 0 1 N N N 8.127 -42.688 5.243 -6.365 -0.614 0.913 C30 5H8 14 5H8 C4 C14 C 0 1 Y N N 14.982 -41.310 11.415 7.112 -0.907 0.451 C4 5H8 15 5H8 P12 P1 P 0 1 N N N 11.388 -38.739 5.992 0.567 0.973 -0.734 P12 5H8 16 5H8 O19 O2 O 0 1 N N N 10.068 -38.272 6.531 0.779 -0.184 0.365 O19 5H8 17 5H8 O18 O3 O 0 1 N N N 12.448 -37.688 6.155 0.680 2.298 -0.084 O18 5H8 18 5H8 N13 N1 N 0 1 N N N 11.169 -39.187 4.403 -0.959 0.816 -1.427 N13 5H8 19 5H8 C23 C15 C 0 1 N N N 9.761 -38.494 -0.277 -4.032 4.191 0.481 C23 5H8 20 5H8 O24 O4 O 0 1 N N N 7.664 -38.962 3.794 -3.324 -0.328 -1.835 O24 5H8 21 5H8 N16 N2 N 0 1 N N N 8.959 -40.850 3.916 -4.083 -0.133 0.240 N16 5H8 22 5H8 C25 C16 C 0 1 N N S 7.859 -41.807 4.058 -5.267 -0.938 -0.068 C25 5H8 23 5H8 O32 O5 O 0 1 N N N 9.326 -42.856 5.613 -6.176 0.205 1.781 O32 5H8 24 5H8 O31 O6 O 0 1 N N N 7.133 -43.194 5.790 -7.551 -1.235 0.822 O31 5H8 25 5H8 C26 C17 C 0 1 N N N 7.646 -42.589 2.714 -4.915 -2.424 0.033 C26 5H8 26 5H8 C29 C18 C 0 1 N N N 6.415 -43.515 2.788 -3.801 -2.753 -0.962 C29 5H8 27 5H8 C28 C19 C 0 1 N N N 7.350 -41.535 1.607 -6.152 -3.264 -0.289 C28 5H8 28 5H8 C5 C20 C 0 1 Y N N 16.095 -41.529 10.600 8.225 -0.794 -0.361 C5 5H8 29 5H8 C6 C21 C 0 1 Y N N 17.334 -41.105 11.030 9.453 -0.482 0.190 C6 5H8 30 5H8 O8 O7 O 0 1 N N N 12.960 -40.791 10.187 5.083 -0.016 -0.512 O8 5H8 31 5H8 N10 N3 N 0 1 N N N 12.135 -40.179 8.123 3.169 0.957 -1.426 N10 5H8 32 5H8 H1 H1 H 0 1 N N N 18.468 -40.148 12.592 10.532 -0.052 1.985 H1 5H8 33 5H8 H2 H2 H 0 1 N N N 16.500 -39.762 14.031 8.549 -0.251 3.431 H2 5H8 34 5H8 H3 H3 H 0 1 N N N 14.282 -40.550 13.286 6.359 -0.799 2.449 H3 5H8 35 5H8 H4 H4 H 0 1 N N N 13.002 -41.950 11.889 5.915 -1.855 -1.040 H4 5H8 36 5H8 H5 H5 H 0 1 N N N 13.706 -42.697 10.415 5.174 -1.793 0.577 H5 5H8 37 5H8 H6 H6 H 0 1 N N N 11.133 -41.054 6.537 1.758 -0.155 -2.508 H6 5H8 38 5H8 H7 H7 H 0 1 N N N 12.848 -40.619 6.230 1.698 1.604 -2.774 H7 5H8 39 5H8 H8 H8 H 0 1 N N N 9.816 -37.660 3.910 -1.630 0.826 0.564 H8 5H8 40 5H8 H9 H9 H 0 1 N N N 10.645 -39.753 1.853 -1.598 3.158 -0.389 H9 5H8 41 5H8 H10 H10 H 0 1 N N N 11.382 -38.127 2.053 -2.949 2.697 -1.451 H10 5H8 42 5H8 H11 H11 H 0 1 N N N 8.453 -38.594 1.398 -4.260 2.052 0.608 H11 5H8 43 5H8 H12 H12 H 0 1 N N N 8.980 -36.393 2.381 -3.444 2.811 2.796 H12 5H8 44 5H8 H13 H13 H 0 1 N N N 10.152 -36.096 1.053 -2.256 1.702 2.070 H13 5H8 45 5H8 H14 H14 H 0 1 N N N 8.404 -36.278 0.683 -1.965 3.458 2.046 H14 5H8 46 5H8 H15 H15 H 0 1 N N N 9.055 -44.188 3.061 -3.558 -2.141 1.683 H15 5H8 47 5H8 H16 H16 H 0 1 N N N 8.603 -43.951 1.339 -5.233 -2.505 2.162 H16 5H8 48 5H8 H17 H17 H 0 1 N N N 9.718 -42.794 2.142 -4.189 -3.798 1.525 H17 5H8 49 5H8 H18 H18 H 0 1 N N N 10.160 -37.391 6.875 0.718 -1.081 0.009 H18 5H8 50 5H8 H19 H19 H 0 1 N N N 11.109 -40.185 4.397 -1.065 -0.086 -1.866 H19 5H8 51 5H8 H20 H20 H 0 1 N N N 9.891 -39.584 -0.352 -3.224 4.922 0.515 H20 5H8 52 5H8 H21 H21 H 0 1 N N N 8.946 -38.175 -0.943 -4.549 4.264 -0.476 H21 5H8 53 5H8 H22 H22 H 0 1 N N N 10.694 -37.993 -0.573 -4.735 4.389 1.290 H22 5H8 54 5H8 H23 H23 H 0 1 N N N 9.897 -41.197 3.904 -3.943 0.199 1.141 H23 5H8 55 5H8 H24 H24 H 0 1 N N N 6.934 -41.245 4.256 -5.606 -0.714 -1.079 H24 5H8 56 5H8 H25 H25 H 0 1 N N N 7.412 -43.725 6.527 -8.224 -0.994 1.474 H25 5H8 57 5H8 H26 H26 H 0 1 N N N 6.578 -44.281 3.561 -3.550 -3.811 -0.890 H26 5H8 58 5H8 H27 H27 H 0 1 N N N 5.524 -42.921 3.042 -4.140 -2.528 -1.974 H27 5H8 59 5H8 H28 H28 H 0 1 N N N 6.265 -44.003 1.814 -2.920 -2.154 -0.733 H28 5H8 60 5H8 H29 H29 H 0 1 N N N 6.491 -40.917 1.909 -6.946 -3.030 0.421 H29 5H8 61 5H8 H30 H30 H 0 1 N N N 8.232 -40.893 1.467 -6.491 -3.040 -1.300 H30 5H8 62 5H8 H31 H31 H 0 1 N N N 7.117 -42.050 0.663 -5.901 -4.323 -0.216 H31 5H8 63 5H8 H32 H32 H 0 1 N N N 15.986 -42.024 9.646 8.133 -0.942 -1.427 H32 5H8 64 5H8 H33 H33 H 0 1 N N N 18.198 -41.264 10.402 10.323 -0.394 -0.444 H33 5H8 65 5H8 H34 H34 H 0 1 N N N 11.647 -39.458 8.615 3.550 1.838 -1.286 H34 5H8 66 # # 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 5H8 C23 C21 SING N N 1 5H8 C21 C22 SING N N 2 5H8 C21 C20 SING N N 3 5H8 C28 C26 SING N N 4 5H8 C20 C14 SING N N 5 5H8 C27 C26 SING N N 6 5H8 C26 C29 SING N N 7 5H8 C26 C25 SING N N 8 5H8 C14 C15 SING N N 9 5H8 C14 N13 SING N N 10 5H8 O24 C15 DOUB N N 11 5H8 C15 N16 SING N N 12 5H8 N16 C25 SING N N 13 5H8 C25 C30 SING N N 14 5H8 N13 P12 SING N N 15 5H8 C30 O32 DOUB N N 16 5H8 C30 O31 SING N N 17 5H8 P12 O18 DOUB N N 18 5H8 P12 O19 SING N N 19 5H8 P12 C11 SING N N 20 5H8 C11 N10 SING N N 21 5H8 N10 C9 SING N N 22 5H8 O17 C9 DOUB N N 23 5H8 C9 O8 SING N N 24 5H8 O8 C7 SING N N 25 5H8 C5 C6 DOUB Y N 26 5H8 C5 C4 SING Y N 27 5H8 C7 C4 SING N N 28 5H8 C6 C1 SING Y N 29 5H8 C4 C3 DOUB Y N 30 5H8 C1 C2 DOUB Y N 31 5H8 C3 C2 SING Y N 32 5H8 C1 H1 SING N N 33 5H8 C2 H2 SING N N 34 5H8 C3 H3 SING N N 35 5H8 C7 H4 SING N N 36 5H8 C7 H5 SING N N 37 5H8 C11 H6 SING N N 38 5H8 C11 H7 SING N N 39 5H8 C14 H8 SING N N 40 5H8 C20 H9 SING N N 41 5H8 C20 H10 SING N N 42 5H8 C21 H11 SING N N 43 5H8 C22 H12 SING N N 44 5H8 C22 H13 SING N N 45 5H8 C22 H14 SING N N 46 5H8 C27 H15 SING N N 47 5H8 C27 H16 SING N N 48 5H8 C27 H17 SING N N 49 5H8 O19 H18 SING N N 50 5H8 N13 H19 SING N N 51 5H8 C23 H20 SING N N 52 5H8 C23 H21 SING N N 53 5H8 C23 H22 SING N N 54 5H8 N16 H23 SING N N 55 5H8 C25 H24 SING N N 56 5H8 O31 H25 SING N N 57 5H8 C29 H26 SING N N 58 5H8 C29 H27 SING N N 59 5H8 C29 H28 SING N N 60 5H8 C28 H29 SING N N 61 5H8 C28 H30 SING N N 62 5H8 C28 H31 SING N N 63 5H8 C5 H32 SING N N 64 5H8 C6 H33 SING N N 65 5H8 N10 H34 SING N N 66 # # 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 5H8 SMILES ACDLabs 12.01 "c1ccc(COC(=O)NCP(=O)(O)NC(C(NC(C(=O)O)C(C)(C)C)=O)CC(C)C)cc1" 5H8 InChI InChI 1.03 "InChI=1S/C21H34N3O7P/c1-14(2)11-16(18(25)23-17(19(26)27)21(3,4)5)24-32(29,30)13-22-20(28)31-12-15-9-7-6-8-10-15/h6-10,14,16-17H,11-13H2,1-5H3,(H,22,28)(H,23,25)(H,26,27)(H2,24,29,30)/t16-,17+/m0/s1" 5H8 InChIKey InChI 1.03 UVHGRCZPFAMOFG-DLBZAZTESA-N 5H8 SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)N[C@H](C(O)=O)C(C)(C)C" 5H8 SMILES CACTVS 3.385 "CC(C)C[CH](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)N[CH](C(O)=O)C(C)(C)C" 5H8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)C[C@@H](C(=O)N[C@H](C(=O)O)C(C)(C)C)NP(=O)(CNC(=O)OCc1ccccc1)O" 5H8 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)CC(C(=O)NC(C(=O)O)C(C)(C)C)NP(=O)(CNC(=O)OCc1ccccc1)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 5H8 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(S)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-L-leucyl-3-methyl-L-valine" 5H8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-3,3-dimethyl-2-[[(2S)-4-methyl-2-[[oxidanyl(phenylmethoxycarbonylaminomethyl)phosphoryl]amino]pentanoyl]amino]butanoic 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 5H8 "Create component" 2015-09-25 EBI 5H8 "Initial release" 2015-10-28 RCSB 5H8 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5H8 _pdbx_chem_comp_synonyms.name "(6S,9S)-1-(benzyloxy)-9-(tert-butyl)-6-isobutyl-4-oxido-1,4,7-trioxo-2,5,8-triaza-4-phosphadecan-10-oate" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##