data_WR1 # _chem_comp.id WR1 _chem_comp.name "NALPHA-[(BENZYLOXY)CARBONYL]-N-[(1R)-4-HYDROXY-1-METHYL-2-OXOBUTYL]-L-PHENYLALANINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-29 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 398.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WR1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 WR1 O4 O4 O 0 1 N N N -6.552 28.515 71.106 -2.847 -0.639 -3.683 O4 WR1 1 WR1 C15 C15 C 0 1 N N N -6.525 27.890 72.157 -3.318 0.269 -3.005 C15 WR1 2 WR1 O5 O5 O 0 1 N N N -6.231 26.468 72.134 -4.446 0.162 -2.242 O5 WR1 3 WR1 C16 C16 C 0 1 N N N -5.516 25.818 71.078 -5.095 -1.114 -2.261 C16 WR1 4 WR1 C17 C17 C 0 1 Y N N -4.161 26.421 70.741 -6.306 -1.062 -1.378 C17 WR1 5 WR1 C18 C18 C 0 1 Y N N -3.462 25.900 69.644 -6.192 -1.392 -0.032 C18 WR1 6 WR1 C19 C19 C 0 1 Y N N -2.219 26.420 69.289 -7.319 -1.343 0.789 C19 WR1 7 WR1 C20 C20 C 0 1 Y N N -1.664 27.462 70.032 -8.552 -0.964 0.259 C20 WR1 8 WR1 C21 C21 C 0 1 Y N N -2.346 27.972 71.133 -8.659 -0.633 -1.093 C21 WR1 9 WR1 C22 C22 C 0 1 Y N N -3.592 27.459 71.488 -7.532 -0.683 -1.914 C22 WR1 10 WR1 N2 N2 N 0 1 N N N -6.695 28.382 73.384 -2.797 1.543 -2.895 N2 WR1 11 WR1 C7 C7 C 0 1 N N S -6.966 29.761 73.737 -1.607 1.985 -3.577 C7 WR1 12 WR1 C8 C8 C 0 1 N N N -8.105 29.783 74.761 -1.623 3.493 -3.852 C8 WR1 13 WR1 C9 C9 C 0 1 Y N N -9.307 29.059 74.181 -2.467 3.859 -5.048 C9 WR1 14 WR1 C10 C10 C 0 1 Y N N -9.462 27.678 74.336 -1.883 3.903 -6.304 C10 WR1 15 WR1 C11 C11 C 0 1 Y N N -10.570 27.035 73.784 -2.663 4.241 -7.410 C11 WR1 16 WR1 C12 C12 C 0 1 Y N N -11.518 27.777 73.080 -4.017 4.530 -7.246 C12 WR1 17 WR1 C13 C13 C 0 1 Y N N -11.354 29.154 72.931 -4.592 4.482 -5.976 C13 WR1 18 WR1 C14 C14 C 0 1 Y N N -10.257 29.794 73.482 -3.812 4.144 -4.870 C14 WR1 19 WR1 C6 C6 C 0 1 N N N -5.734 30.441 74.302 -0.419 1.621 -2.692 C6 WR1 20 WR1 O3 O3 O 0 1 N N N -4.687 29.815 74.486 -0.465 1.652 -1.464 O3 WR1 21 WR1 N1 N1 N 0 1 N N N -5.825 31.755 74.547 0.683 1.210 -3.435 N1 WR1 22 WR1 C4 C4 C 0 1 N N R -4.680 32.556 74.954 1.918 0.765 -2.845 C4 WR1 23 WR1 C5 C5 C 0 1 N N N -5.114 33.728 75.844 3.107 1.043 -3.746 C5 WR1 24 WR1 C3 C3 C 0 1 N N N -3.892 33.025 73.746 1.783 -0.729 -2.582 C3 WR1 25 WR1 O2 O2 O 0 1 N N N -3.257 34.088 73.811 1.176 -1.471 -3.353 O2 WR1 26 WR1 C2 C2 C 0 1 N N N -3.888 32.116 72.504 2.485 -1.251 -1.335 C2 WR1 27 WR1 C1 C1 C 0 1 N N N -3.088 32.610 71.298 2.318 -2.750 -1.137 C1 WR1 28 WR1 O1 O1 O 0 1 N N N -2.576 31.472 70.626 2.894 -3.461 -2.226 O1 WR1 29 WR1 H161 1H16 H 0 0 N N N -6.138 25.874 70.173 -4.390 -1.878 -1.915 H161 WR1 30 WR1 H162 2H16 H 0 0 N N N -5.318 24.794 71.427 -5.376 -1.359 -3.291 H162 WR1 31 WR1 H18 H18 H 0 1 N N N -3.889 25.091 69.070 -5.236 -1.689 0.389 H18 WR1 32 WR1 H19 H19 H 0 1 N N N -1.686 26.017 68.440 -7.236 -1.600 1.841 H19 WR1 33 WR1 H20 H20 H 0 1 N N N -0.705 27.873 69.753 -9.429 -0.925 0.898 H20 WR1 34 WR1 H21 H21 H 0 1 N N N -1.907 28.769 71.715 -9.619 -0.338 -1.505 H21 WR1 35 WR1 H22 H22 H 0 1 N N N -4.119 27.863 72.340 -7.625 -0.424 -2.965 H22 WR1 36 WR1 HN2 HN2 H 0 1 N N N -6.629 27.731 74.140 -3.282 2.209 -2.299 HN2 WR1 37 WR1 H7 H7 H 0 1 N N N -7.256 30.316 72.832 -1.549 1.412 -4.509 H7 WR1 38 WR1 H81 1H8 H 0 1 N N N -7.781 29.280 75.684 -0.600 3.866 -3.994 H81 WR1 39 WR1 H82 2H8 H 0 1 N N N -8.375 30.824 74.993 -2.009 4.038 -2.980 H82 WR1 40 WR1 H10 H10 H 0 1 N N N -8.724 27.110 74.883 -0.828 3.680 -6.442 H10 WR1 41 WR1 H11 H11 H 0 1 N N N -10.693 25.968 73.901 -2.215 4.279 -8.399 H11 WR1 42 WR1 H12 H12 H 0 1 N N N -12.379 27.286 72.650 -4.625 4.793 -8.107 H12 WR1 43 WR1 H13 H13 H 0 1 N N N -12.088 29.725 72.382 -5.647 4.707 -5.848 H13 WR1 44 WR1 H14 H14 H 0 1 N N N -10.140 30.862 73.369 -4.268 4.108 -3.884 H14 WR1 45 WR1 HN1 HN1 H 0 1 N N N -6.714 32.203 74.446 0.613 1.224 -4.451 HN1 WR1 46 WR1 H4 H4 H 0 1 N N N -4.013 31.922 75.556 2.020 1.296 -1.894 H4 WR1 47 WR1 H51 1H5 H 0 1 N N N -5.218 33.381 76.883 4.039 0.708 -3.280 H51 WR1 48 WR1 H52 2H5 H 0 1 N N N -4.356 34.524 75.797 3.195 2.115 -3.956 H52 WR1 49 WR1 H53 3H5 H 0 1 N N N -6.079 34.119 75.490 3.011 0.523 -4.706 H53 WR1 50 WR1 H21A 1H2 H 0 0 N N N -4.933 32.007 72.178 2.055 -0.725 -0.476 H21A WR1 51 WR1 H22A 2H2 H 0 0 N N N -3.397 31.185 72.822 3.548 -0.998 -1.420 H22A WR1 52 WR1 H11A 1H1 H 0 0 N N N -2.262 33.255 71.632 2.842 -3.066 -0.230 H11A WR1 53 WR1 H12A 2H1 H 0 0 N N N -3.730 33.198 70.625 1.267 -3.042 -1.042 H12A WR1 54 WR1 HO1 HO1 H 0 1 N N N -2.461 31.673 69.705 2.507 -4.351 -2.216 HO1 WR1 55 # 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 WR1 O4 C15 DOUB N N 1 WR1 C15 O5 SING N N 2 WR1 C15 N2 SING N N 3 WR1 O5 C16 SING N N 4 WR1 C16 C17 SING N N 5 WR1 C16 H161 SING N N 6 WR1 C16 H162 SING N N 7 WR1 C17 C18 SING Y N 8 WR1 C17 C22 DOUB Y N 9 WR1 C18 C19 DOUB Y N 10 WR1 C18 H18 SING N N 11 WR1 C19 C20 SING Y N 12 WR1 C19 H19 SING N N 13 WR1 C20 C21 DOUB Y N 14 WR1 C20 H20 SING N N 15 WR1 C21 C22 SING Y N 16 WR1 C21 H21 SING N N 17 WR1 C22 H22 SING N N 18 WR1 N2 C7 SING N N 19 WR1 N2 HN2 SING N N 20 WR1 C7 C6 SING N N 21 WR1 C7 C8 SING N N 22 WR1 C7 H7 SING N N 23 WR1 C8 C9 SING N N 24 WR1 C8 H81 SING N N 25 WR1 C8 H82 SING N N 26 WR1 C9 C14 DOUB Y N 27 WR1 C9 C10 SING Y N 28 WR1 C10 C11 DOUB Y N 29 WR1 C10 H10 SING N N 30 WR1 C11 C12 SING Y N 31 WR1 C11 H11 SING N N 32 WR1 C12 C13 DOUB Y N 33 WR1 C12 H12 SING N N 34 WR1 C13 C14 SING Y N 35 WR1 C13 H13 SING N N 36 WR1 C14 H14 SING N N 37 WR1 C6 O3 DOUB N N 38 WR1 C6 N1 SING N N 39 WR1 N1 C4 SING N N 40 WR1 N1 HN1 SING N N 41 WR1 C4 C3 SING N N 42 WR1 C4 C5 SING N N 43 WR1 C4 H4 SING N N 44 WR1 C5 H51 SING N N 45 WR1 C5 H52 SING N N 46 WR1 C5 H53 SING N N 47 WR1 C3 C2 SING N N 48 WR1 C3 O2 DOUB N N 49 WR1 C2 C1 SING N N 50 WR1 C2 H21A SING N N 51 WR1 C2 H22A SING N N 52 WR1 C1 O1 SING N N 53 WR1 C1 H11A SING N N 54 WR1 C1 H12A SING N N 55 WR1 O1 HO1 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 WR1 SMILES ACDLabs 10.04 "O=C(CCO)C(NC(=O)C(NC(=O)OCc1ccccc1)Cc2ccccc2)C" WR1 SMILES_CANONICAL CACTVS 3.341 "C[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)C(=O)CCO" WR1 SMILES CACTVS 3.341 "C[CH](NC(=O)[CH](Cc1ccccc1)NC(=O)OCc2ccccc2)C(=O)CCO" WR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](C(=O)CCO)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2" WR1 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)CCO)NC(=O)C(Cc1ccccc1)NC(=O)OCc2ccccc2" WR1 InChI InChI 1.03 "InChI=1S/C22H26N2O5/c1-16(20(26)12-13-25)23-21(27)19(14-17-8-4-2-5-9-17)24-22(28)29-15-18-10-6-3-7-11-18/h2-11,16,19,25H,12-15H2,1H3,(H,23,27)(H,24,28)/t16-,19+/m1/s1" WR1 InChIKey InChI 1.03 UUOOAGBWJUGBMV-APWZRJJASA-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 WR1 "SYSTEMATIC NAME" ACDLabs 10.04 "Nalpha-[(benzyloxy)carbonyl]-N-[(1R)-4-hydroxy-1-methyl-2-oxobutyl]-L-phenylalaninamide" WR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(2S)-1-[[(2R)-5-hydroxy-3-oxo-pentan-2-yl]amino]-1-oxo-3-phenyl-propan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site WR1 "Create component" 2007-01-29 RCSB WR1 "Modify descriptor" 2011-06-04 RCSB #