data_4BU # _chem_comp.id 4BU _chem_comp.name "(2S)-2-amino-5-[[4-[(2S)-2-hydroxy-2-phenyl-ethoxy]phenyl]amino]-5-oxo-pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-17 _chem_comp.pdbx_modified_date 2011-06-04 _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 358.388 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4BU _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 3CHS _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 4BU O9 O9 O 0 1 N N N 12.187 40.989 65.876 -2.614 0.247 -0.075 O9 4BU 1 4BU C8 C8 C 0 1 N N N 11.565 42.071 65.719 -3.145 -0.751 0.365 C8 4BU 2 4BU C7 C7 C 0 1 N N N 12.227 43.283 65.148 -4.644 -0.804 0.512 C7 4BU 3 4BU C6 C6 C 0 1 N N N 13.745 42.879 65.152 -5.250 0.519 0.038 C6 4BU 4 4BU C4 C4 C 0 1 N N S 14.424 42.082 63.984 -6.771 0.466 0.187 C4 4BU 5 4BU N5 N5 N 0 1 N N N 13.719 40.821 63.687 -7.316 -0.557 -0.716 N5 4BU 6 4BU C2 C2 C 0 1 N N N 15.827 41.697 64.224 -7.358 1.809 -0.162 C2 4BU 7 4BU O3 O3 O 0 1 N N N 16.799 42.389 63.872 -7.846 1.990 -1.253 O3 4BU 8 4BU O1 O1 O 0 1 N N N 16.081 40.618 64.799 -7.338 2.805 0.738 O1 4BU 9 4BU N10 N10 N 0 1 N N N 10.243 42.160 66.062 -2.395 -1.814 0.717 N10 4BU 10 4BU C12 C12 C 0 1 Y N N 9.549 41.328 66.897 -1.014 -1.805 0.486 C12 4BU 11 4BU C13 C13 C 0 1 Y N N 8.628 41.902 67.813 -0.361 -2.978 0.132 C13 4BU 12 4BU C14 C14 C 0 1 Y N N 7.895 41.073 68.698 1.001 -2.969 -0.096 C14 4BU 13 4BU C15 C15 C 0 1 Y N N 8.071 39.669 68.693 1.717 -1.787 0.027 C15 4BU 14 4BU C16 C16 C 0 1 Y N N 8.980 39.095 67.783 1.065 -0.614 0.380 C16 4BU 15 4BU C17 C17 C 0 1 Y N N 9.706 39.914 66.898 -0.298 -0.622 0.604 C17 4BU 16 4BU O18 O18 O 0 1 N N N 7.342 38.936 69.582 3.058 -1.778 -0.198 O18 4BU 17 4BU C19 C19 C 0 1 N N N 7.413 37.558 70.011 3.731 -0.526 -0.053 C19 4BU 18 4BU C20 C20 C 0 1 N N S 8.274 37.709 71.307 5.222 -0.712 -0.344 C20 4BU 19 4BU O21 O21 O 0 1 N N N 7.476 38.490 72.207 5.398 -1.080 -1.713 O21 4BU 20 4BU C23 C23 C 0 1 Y N N 8.825 36.464 71.942 5.952 0.578 -0.072 C23 4BU 21 4BU C24 C24 C 0 1 Y N N 8.658 35.159 71.403 5.927 1.596 -1.007 C24 4BU 22 4BU C25 C25 C 0 1 Y N N 9.226 34.032 72.032 6.596 2.779 -0.758 C25 4BU 23 4BU C26 C26 C 0 1 Y N N 9.967 34.196 73.217 7.291 2.945 0.426 C26 4BU 24 4BU C27 C27 C 0 1 Y N N 10.139 35.476 73.782 7.315 1.927 1.361 C27 4BU 25 4BU C28 C28 C 0 1 Y N N 9.578 36.599 73.145 6.642 0.745 1.114 C28 4BU 26 4BU H7 H7 H 0 1 N N N 11.866 43.506 64.133 -5.040 -1.621 -0.091 H7 4BU 27 4BU H7A H7A H 0 1 N N N 12.020 44.201 65.718 -4.901 -0.967 1.558 H7A 4BU 28 4BU H6 H6 H 0 1 N N N 14.295 43.830 65.209 -4.854 1.336 0.641 H6 4BU 29 4BU H6A H6A H 0 1 N N N 13.785 42.152 65.976 -4.993 0.682 -1.008 H6A 4BU 30 4BU H4 H4 H 0 1 N N N 14.376 42.799 63.151 -7.027 0.214 1.217 H4 4BU 31 4BU HN5 HN5 H 0 1 N N N 13.559 40.752 62.702 -7.093 -0.346 -1.677 HN5 4BU 32 4BU HN5A HN5A H 0 0 N N N 14.277 40.048 63.989 -6.988 -1.476 -0.461 HN5A 4BU 33 4BU HO1 HO1 H 0 1 N N N 17.022 40.510 64.870 -7.726 3.648 0.468 HO1 4BU 34 4BU HN10 HN10 H 0 0 N N N 9.728 42.916 65.658 -2.813 -2.586 1.131 HN10 4BU 35 4BU H13 H13 H 0 1 N N N 8.486 42.972 67.835 -0.918 -3.899 0.036 H13 4BU 36 4BU H14 H14 H 0 1 N N N 7.192 41.519 69.386 1.509 -3.881 -0.371 H14 4BU 37 4BU H16 H16 H 0 1 N N N 9.120 38.024 67.764 1.623 0.306 0.476 H16 4BU 38 4BU H17 H17 H 0 1 N N N 10.398 39.459 66.204 -0.805 0.292 0.874 H17 4BU 39 4BU H19 H19 H 0 1 N N N 6.421 37.126 70.210 3.312 0.196 -0.754 H19 4BU 40 4BU H19A H19A H 0 0 N N N 7.832 36.869 69.263 3.603 -0.160 0.965 H19A 4BU 41 4BU H20 H20 H 0 1 N N N 9.219 38.195 71.025 5.622 -1.498 0.298 H20 4BU 42 4BU HO21 HO21 H 0 0 N N N 7.970 38.663 73.000 5.064 -0.426 -2.342 HO21 4BU 43 4BU H24 H24 H 0 1 N N N 8.086 35.029 70.496 5.385 1.467 -1.932 H24 4BU 44 4BU H25 H25 H 0 1 N N N 9.093 33.048 71.607 6.578 3.575 -1.489 H25 4BU 45 4BU H26 H26 H 0 1 N N N 10.407 33.335 73.697 7.814 3.869 0.620 H26 4BU 46 4BU H27 H27 H 0 1 N N N 10.698 35.594 74.698 7.857 2.056 2.286 H27 4BU 47 4BU H28 H28 H 0 1 N N N 9.720 37.579 73.575 6.657 -0.048 1.846 H28 4BU 48 # 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 4BU C8 O9 DOUB N N 1 4BU C7 C8 SING N N 2 4BU C8 N10 SING N N 3 4BU C7 C6 SING N N 4 4BU C7 H7 SING N N 5 4BU C7 H7A SING N N 6 4BU C4 C6 SING N N 7 4BU C6 H6 SING N N 8 4BU C6 H6A SING N N 9 4BU N5 C4 SING N N 10 4BU C4 C2 SING N N 11 4BU C4 H4 SING N N 12 4BU N5 HN5 SING N N 13 4BU N5 HN5A SING N N 14 4BU O3 C2 DOUB N N 15 4BU C2 O1 SING N N 16 4BU O1 HO1 SING N N 17 4BU N10 C12 SING N N 18 4BU N10 HN10 SING N N 19 4BU C12 C17 DOUB Y N 20 4BU C12 C13 SING Y N 21 4BU C13 C14 DOUB Y N 22 4BU C13 H13 SING N N 23 4BU C15 C14 SING Y N 24 4BU C14 H14 SING N N 25 4BU C16 C15 DOUB Y N 26 4BU C15 O18 SING N N 27 4BU C17 C16 SING Y N 28 4BU C16 H16 SING N N 29 4BU C17 H17 SING N N 30 4BU O18 C19 SING N N 31 4BU C19 C20 SING N N 32 4BU C19 H19 SING N N 33 4BU C19 H19A SING N N 34 4BU C20 C23 SING N N 35 4BU C20 O21 SING N N 36 4BU C20 H20 SING N N 37 4BU O21 HO21 SING N N 38 4BU C24 C23 DOUB Y N 39 4BU C23 C28 SING Y N 40 4BU C24 C25 SING Y N 41 4BU C24 H24 SING N N 42 4BU C25 C26 DOUB Y N 43 4BU C25 H25 SING N N 44 4BU C26 C27 SING Y N 45 4BU C26 H26 SING N N 46 4BU C28 C27 DOUB Y N 47 4BU C27 H27 SING N N 48 4BU C28 H28 SING N N 49 # 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 4BU SMILES ACDLabs 10.04 "O=C(O)C(N)CCC(=O)Nc2ccc(OCC(O)c1ccccc1)cc2" 4BU SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCC(=O)Nc1ccc(OC[C@@H](O)c2ccccc2)cc1)C(O)=O" 4BU SMILES CACTVS 3.341 "N[CH](CCC(=O)Nc1ccc(OC[CH](O)c2ccccc2)cc1)C(O)=O" 4BU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)[C@@H](COc2ccc(cc2)NC(=O)CC[C@@H](C(=O)O)N)O" 4BU SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(COc2ccc(cc2)NC(=O)CCC(C(=O)O)N)O" 4BU InChI InChI 1.03 "InChI=1S/C19H22N2O5/c20-16(19(24)25)10-11-18(23)21-14-6-8-15(9-7-14)26-12-17(22)13-4-2-1-3-5-13/h1-9,16-17,22H,10-12,20H2,(H,21,23)(H,24,25)/t16-,17+/m0/s1" 4BU InChIKey InChI 1.03 HHPPMARBWOSMFL-DLBZAZTESA-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 4BU "SYSTEMATIC NAME" ACDLabs 10.04 "N-{4-[(2S)-2-hydroxy-2-phenylethoxy]phenyl}-L-glutamine" 4BU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[4-[(2S)-2-hydroxy-2-phenyl-ethoxy]phenyl]amino]-5-oxo-pentanoic 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 4BU "Create component" 2008-03-17 RCSB 4BU "Modify aromatic_flag" 2011-06-04 RCSB 4BU "Modify descriptor" 2011-06-04 RCSB #