data_UBS # _chem_comp.id UBS _chem_comp.name "N-[(S)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-L-leucyl-L-valine" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H32 N3 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-03 _chem_comp.pdbx_modified_date 2012-07-27 _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 457.458 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UBS _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 3T8H _chem_comp.pdbx_subcomponent_list "PHQ PGL LEU VAL" _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 UBS C3 C3 C 0 1 Y N N 15.218 -40.769 12.632 -8.016 -0.907 0.306 C1 PHQ 1 UBS C2 C2 C 0 1 Y N N 16.469 -40.315 13.042 -9.262 -0.558 -0.181 C2 PHQ 2 UBS C1 C1 C 0 1 Y N N 17.574 -40.482 12.215 -9.406 -0.174 -1.501 C3 PHQ 3 UBS C6 C6 C 0 1 Y N N 17.426 -41.087 10.971 -8.303 -0.138 -2.334 C4 PHQ 4 UBS C5 C5 C 0 1 Y N N 16.176 -41.534 10.559 -7.057 -0.488 -1.847 C5 PHQ 5 UBS C4 C4 C 0 1 Y N N 15.075 -41.372 11.391 -6.913 -0.866 -0.526 C6 PHQ 6 UBS C7 C7 C 0 1 N N N 13.725 -41.863 10.924 -5.555 -1.247 0.005 C7 PHQ 7 UBS O8 O8 O 0 1 N N N 13.058 -40.790 10.256 -4.889 -0.065 0.524 O12 PHQ 8 UBS C9 C9 C 0 1 N N N 12.459 -41.048 8.967 -3.657 -0.235 1.038 C14 PHQ 9 UBS O21 O21 O 0 1 N N N 11.921 -42.124 8.829 -3.151 -1.339 1.054 O15 PHQ 10 UBS N10 N10 N 0 1 N N N 12.495 -40.137 7.998 -2.984 0.822 1.537 N PGL 11 UBS C11 C11 C 0 1 N N N 11.922 -40.291 6.668 -1.643 0.637 2.097 C PGL 12 UBS P12 P12 P 0 1 N N N 11.460 -38.689 5.981 -0.395 0.999 0.818 P PGL 13 UBS O22 O22 O 0 1 N N N 12.571 -37.727 6.193 -0.550 2.397 0.359 O1 PGL 14 UBS O23 O23 O 0 1 N N N 10.123 -38.253 6.525 -0.598 -0.001 -0.428 O2 PGL 15 UBS N13 N13 N 0 1 N N N 11.259 -39.048 4.362 1.146 0.787 1.461 N LEU 16 UBS C14 C14 C 0 1 N N S 10.073 -38.619 3.618 2.176 0.958 0.428 CA LEU 17 UBS C15 C15 C 0 1 N N N 8.866 -39.501 3.823 3.317 0.011 0.695 C LEU 18 UBS O24 O24 O 0 1 N N N 7.742 -39.007 3.875 3.402 -0.550 1.767 O LEU 19 UBS C20 C20 C 0 1 N N N 10.489 -38.664 2.151 2.692 2.398 0.456 CB LEU 20 UBS C21 C21 C 0 1 N N N 9.407 -38.128 1.213 3.661 2.615 -0.709 CG LEU 21 UBS C22 C22 C 0 1 N N N 9.738 -38.492 -0.233 2.896 2.530 -2.031 CD1 LEU 22 UBS C23 C23 C 0 1 N N N 9.210 -36.621 1.350 4.309 3.996 -0.582 CD2 LEU 23 UBS N16 N16 N 0 1 N N N 9.077 -40.801 3.970 4.244 -0.213 -0.258 N VAL 24 UBS C17 C17 C 0 1 N N S 7.931 -41.667 4.205 5.288 -1.218 -0.042 CA VAL 25 UBS C18 C18 C 0 1 N N N 8.208 -42.595 5.354 6.491 -0.880 -0.884 C VAL 26 UBS O19 O19 O 0 1 N N N 9.367 -42.729 5.819 6.478 0.099 -1.592 O VAL 27 UBS C25 C25 C 0 1 N N N 7.569 -42.455 2.939 4.759 -2.597 -0.439 CB VAL 28 UBS C26 C26 C 0 1 N N N 7.048 -41.555 1.826 5.850 -3.646 -0.213 CG1 VAL 29 UBS C31 C31 C 0 1 N N N 8.721 -43.321 2.451 3.538 -2.940 0.416 CG2 VAL 30 UBS O32 O32 O 0 1 N N N 7.226 -43.188 5.821 7.578 -1.667 -0.848 OXT VAL 31 UBS H3 H3 H 0 1 N N N 14.361 -40.652 13.279 -7.904 -1.208 1.337 H1 PHQ 32 UBS H2 H2 H 0 1 N N N 16.581 -39.833 14.002 -10.123 -0.586 0.470 H2 PHQ 33 UBS H1 H1 H 0 1 N N N 18.547 -40.142 12.538 -10.379 0.099 -1.881 H3 PHQ 34 UBS H6 H6 H 0 1 N N N 18.283 -41.209 10.325 -8.415 0.162 -3.365 H4 PHQ 35 UBS H5 H5 H 0 1 N N N 16.061 -42.006 9.595 -6.195 -0.456 -2.497 H5 PHQ 36 UBS H7 H7 H 0 1 N N N 13.855 -42.709 10.233 -5.669 -1.980 0.804 H71 PHQ 37 UBS H7A H7A H 0 1 N N N 13.129 -42.192 11.788 -4.958 -1.677 -0.800 H72 PHQ 38 UBS HN10 HN10 H 0 0 N N N 12.955 -39.272 8.200 -3.387 1.703 1.524 HN1 PGL 39 UBS H11 H11 H 0 1 N N N 12.666 -40.763 6.009 -1.505 1.314 2.940 H1 PGL 40 UBS H11A H11A H 0 0 N N N 11.025 -40.925 6.735 -1.528 -0.393 2.435 H2 PGL 41 UBS HO23 HO23 H 0 0 N N N 10.210 -37.399 6.932 -0.510 -0.936 -0.200 HO2 PGL 42 UBS HN13 HN13 H 0 0 N N N 12.036 -38.625 3.895 1.303 1.414 2.236 H LEU 43 UBS H14 H14 H 0 1 N N N 9.763 -37.623 3.967 1.747 0.744 -0.551 HA LEU 44 UBS H20 H20 H 0 1 N N N 11.392 -38.048 2.027 1.852 3.087 0.363 HB2 LEU 45 UBS H20A H20A H 0 0 N N N 10.696 -39.710 1.881 3.209 2.581 1.397 HB3 LEU 46 UBS H21 H21 H 0 1 N N N 8.459 -38.603 1.503 4.434 1.847 -0.686 HG LEU 47 UBS H22 H22 H 0 1 N N N 8.954 -38.102 -0.899 2.373 1.575 -2.088 HD11 LEU 48 UBS H22A H22A H 0 0 N N N 10.707 -38.050 -0.510 2.172 3.344 -2.086 HD12 LEU 49 UBS H22B H22B H 0 0 N N N 9.792 -39.586 -0.332 3.596 2.611 -2.862 HD13 LEU 50 UBS H23 H23 H 0 1 N N N 8.424 -36.289 0.656 4.854 4.056 0.360 HD21 LEU 51 UBS H23A H23A H 0 0 N N N 8.913 -36.383 2.382 4.999 4.150 -1.412 HD22 LEU 52 UBS H23B H23B H 0 0 N N N 10.152 -36.105 1.111 3.536 4.764 -0.605 HD23 LEU 53 UBS HN16 HN16 H 0 0 N N N 10.002 -41.178 3.921 4.219 0.290 -1.087 H VAL 54 UBS H17 H17 H 0 1 N N N 7.067 -41.038 4.465 5.572 -1.226 1.010 HA VAL 55 UBS H25 H25 H 0 1 N N N 6.748 -43.130 3.224 4.475 -2.589 -1.491 HB VAL 56 UBS H26 H26 H 0 1 N N N 6.804 -42.165 0.944 6.134 -3.655 0.839 HG11 VAL 57 UBS H26A H26A H 0 0 N N N 6.144 -41.031 2.171 5.473 -4.629 -0.496 HG12 VAL 58 UBS H26B H26B H 0 0 N N N 7.820 -40.818 1.559 6.720 -3.402 -0.822 HG13 VAL 59 UBS H31 H31 H 0 1 N N N 8.414 -43.864 1.545 2.760 -2.193 0.255 HG21 VAL 60 UBS H31A H31A H 0 0 N N N 9.587 -42.683 2.220 3.161 -3.923 0.133 HG22 VAL 61 UBS H31B H31B H 0 0 N N N 8.995 -44.042 3.235 3.822 -2.949 1.469 HG23 VAL 62 UBS HO32 HO32 H 0 0 N N N 7.500 -43.729 6.552 8.325 -1.409 -1.405 HXT VAL 63 # 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 UBS C6 C1 DOUB Y N 1 UBS C1 C2 SING Y N 2 UBS C1 H1 SING N N 3 UBS C3 C2 DOUB Y N 4 UBS C2 H2 SING N N 5 UBS C4 C3 SING Y N 6 UBS C3 H3 SING N N 7 UBS C5 C4 DOUB Y N 8 UBS C7 C4 SING N N 9 UBS C5 C6 SING Y N 10 UBS C5 H5 SING N N 11 UBS C6 H6 SING N N 12 UBS O8 C7 SING N N 13 UBS C7 H7 SING N N 14 UBS C7 H7A SING N N 15 UBS C9 O8 SING N N 16 UBS N10 C9 SING N N 17 UBS O21 C9 DOUB N N 18 UBS C11 N10 SING N N 19 UBS N10 HN10 SING N N 20 UBS P12 C11 SING N N 21 UBS C11 H11 SING N N 22 UBS C11 H11A SING N N 23 UBS N13 P12 SING N N 24 UBS P12 O22 DOUB N N 25 UBS P12 O23 SING N N 26 UBS C14 N13 SING N N 27 UBS N13 HN13 SING N N 28 UBS C20 C14 SING N N 29 UBS C14 C15 SING N N 30 UBS C14 H14 SING N N 31 UBS C15 O24 DOUB N N 32 UBS C15 N16 SING N N 33 UBS N16 C17 SING N N 34 UBS N16 HN16 SING N N 35 UBS C25 C17 SING N N 36 UBS C17 C18 SING N N 37 UBS C17 H17 SING N N 38 UBS C18 O19 DOUB N N 39 UBS C18 O32 SING N N 40 UBS C21 C20 SING N N 41 UBS C20 H20 SING N N 42 UBS C20 H20A SING N N 43 UBS C22 C21 SING N N 44 UBS C21 C23 SING N N 45 UBS C21 H21 SING N N 46 UBS C22 H22 SING N N 47 UBS C22 H22A SING N N 48 UBS C22 H22B SING N N 49 UBS C23 H23 SING N N 50 UBS C23 H23A SING N N 51 UBS C23 H23B SING N N 52 UBS O23 HO23 SING N N 53 UBS C26 C25 SING N N 54 UBS C31 C25 SING N N 55 UBS C25 H25 SING N N 56 UBS C26 H26 SING N N 57 UBS C26 H26A SING N N 58 UBS C26 H26B SING N N 59 UBS C31 H31 SING N N 60 UBS C31 H31A SING N N 61 UBS C31 H31B SING N N 62 UBS O32 HO32 SING N N 63 # 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 UBS SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)C(NP(=O)(O)CNC(=O)OCc1ccccc1)CC(C)C)C(C)C" UBS InChI InChI 1.03 "InChI=1S/C20H32N3O7P/c1-13(2)10-16(18(24)22-17(14(3)4)19(25)26)23-31(28,29)12-21-20(27)30-11-15-8-6-5-7-9-15/h5-9,13-14,16-17H,10-12H2,1-4H3,(H,21,27)(H,22,24)(H,25,26)(H2,23,28,29)/t16-,17-/m0/s1" UBS InChIKey InChI 1.03 VYQPALSHFDHUJW-IRXDYDNUSA-N UBS SMILES_CANONICAL CACTVS 3.370 "CC(C)C[C@H](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)N[C@@H](C(C)C)C(O)=O" UBS SMILES CACTVS 3.370 "CC(C)C[CH](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)N[CH](C(C)C)C(O)=O" UBS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(C)C[C@@H](C(=O)N[C@@H](C(C)C)C(=O)O)NP(=O)(CNC(=O)OCc1ccccc1)O" UBS SMILES "OpenEye OEToolkits" 1.7.2 "CC(C)CC(C(=O)NC(C(C)C)C(=O)O)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 UBS "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(S)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-L-leucyl-L-valine" UBS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-3-methyl-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 UBS "Create component" 2011-08-03 RCSB #