data_D50 # _chem_comp.id D50 _chem_comp.name "N-{(2S,3R)-3-amino-4-[4-(benzyloxy)phenyl]-2-hydroxybutanoyl}-L-leucine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H30 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Bestatin derivative 7d" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 414.495 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D50 _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 3Q44 _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 D50 C1 C1 C 0 1 N N N 17.242 9.078 7.036 6.737 -1.826 3.011 C1 D50 1 D50 N1 N1 N 0 1 N N N 15.425 10.778 10.582 4.067 -0.081 0.155 N1 D50 2 D50 O1 O1 O 0 1 N N N 13.939 9.619 11.724 4.447 1.301 -1.539 O1 D50 3 D50 C2 C2 C 0 1 N N N 16.342 9.029 8.241 6.328 -1.003 1.787 C2 D50 4 D50 N2 N2 N 0 1 N N N 11.246 12.743 11.984 1.147 0.978 -1.395 N2 D50 5 D50 O2 O2 O 0 1 N N N 12.817 12.197 9.893 2.860 3.236 -0.802 O2 D50 6 D50 C3 C3 C 0 1 N N N 15.812 7.600 8.450 7.579 -0.441 1.110 C3 D50 7 D50 O3 O3 O 0 1 N N N 12.154 10.180 18.604 -4.685 0.091 0.675 O3 D50 8 D50 C4 C4 C 0 1 N N N 17.169 9.540 9.417 5.572 -1.897 0.802 C4 D50 9 D50 O4 O4 O 0 1 N N N 17.102 10.743 12.649 5.091 -2.906 -1.979 O4 D50 10 D50 C5 C5 C 0 1 N N S 16.349 9.664 10.669 5.044 -1.046 -0.355 C5 D50 11 D50 O5 O5 O 0 1 N N N 18.075 8.816 12.141 3.216 -1.785 -1.646 O5 D50 12 D50 C6 C6 C 0 1 N N N 14.266 10.685 11.169 3.841 1.067 -0.515 C6 D50 13 D50 C7 C7 C 0 1 N N S 13.449 11.982 11.186 2.836 2.060 0.010 C7 D50 14 D50 C8 C8 C 0 1 N N R 12.436 11.906 12.317 1.438 1.440 -0.031 C8 D50 15 D50 C9 C9 C 0 1 N N N 13.131 12.511 13.514 0.403 2.489 0.383 C9 D50 16 D50 C10 C10 C 0 1 Y N N 12.838 11.865 14.841 -0.958 1.847 0.461 C10 D50 17 D50 C11 C11 C 0 1 Y N N 13.269 10.560 15.131 -1.390 1.287 1.649 C11 D50 18 D50 C12 C12 C 0 1 Y N N 13.023 10.008 16.384 -2.638 0.699 1.724 C12 D50 19 D50 C13 C13 C 0 1 Y N N 12.369 10.742 17.348 -3.457 0.670 0.605 C13 D50 20 D50 C14 C14 C 0 1 N N N 11.028 10.406 19.446 -5.475 0.098 -0.516 C14 D50 21 D50 C15 C15 C 0 1 Y N N 11.128 9.411 20.578 -6.793 -0.582 -0.248 C15 D50 22 D50 C16 C16 C 0 1 Y N N 10.814 9.790 21.887 -7.874 0.156 0.197 C16 D50 23 D50 C17 C17 C 0 1 Y N N 10.911 8.866 22.927 -9.083 -0.468 0.442 C17 D50 24 D50 C18 C18 C 0 1 Y N N 11.327 7.562 22.660 -9.210 -1.830 0.243 C18 D50 25 D50 C19 C19 C 0 1 Y N N 11.654 7.162 21.358 -8.130 -2.568 -0.202 C19 D50 26 D50 C20 C20 C 0 1 Y N N 11.546 8.102 20.321 -6.922 -1.943 -0.453 C20 D50 27 D50 C21 C21 C 0 1 Y N N 11.962 12.037 17.060 -3.022 1.232 -0.586 C21 D50 28 D50 C22 C22 C 0 1 Y N N 12.193 12.621 15.807 -1.776 1.825 -0.654 C22 D50 29 D50 C23 C23 C 0 1 N N N 17.205 9.775 11.894 4.383 -1.939 -1.374 C23 D50 30 D50 H1 H1 H 0 1 N N N 17.614 10.104 6.897 7.350 -1.213 3.672 H1 D50 31 D50 H1A H1A H 0 1 N N N 18.092 8.397 7.186 5.844 -2.154 3.543 H1A D50 32 D50 H1B H1B H 0 1 N N N 16.677 8.769 6.144 7.308 -2.697 2.689 H1B D50 33 D50 HN1 HN1 H 0 1 N N N 15.674 11.606 10.079 3.582 -0.268 0.974 HN1 D50 34 D50 H2 H2 H 0 1 N N N 15.449 9.660 8.122 5.684 -0.182 2.100 H2 D50 35 D50 HN2 HN2 H 0 1 N N N 10.582 12.691 12.730 0.256 0.507 -1.435 HN2 D50 36 D50 HN2A HN2A H 0 0 N N N 11.532 13.693 11.858 1.181 1.743 -2.052 HN2A D50 37 D50 HO2 HO2 H 0 1 N N N 12.314 13.003 9.916 2.646 3.077 -1.731 HO2 D50 38 D50 H3 H3 H 0 1 N N N 15.156 7.577 9.333 8.223 -1.263 0.796 H3 D50 39 D50 H3A H3A H 0 1 N N N 15.243 7.287 7.562 7.288 0.145 0.238 H3A D50 40 D50 H3B H3B H 0 1 N N N 16.658 6.914 8.604 8.118 0.196 1.812 H3B D50 41 D50 H4 H4 H 0 1 N N N 17.990 8.832 9.603 6.246 -2.660 0.413 H4 D50 42 D50 H4A H4A H 0 1 N N N 17.571 10.531 9.160 4.736 -2.375 1.312 H4A D50 43 D50 HO4 HO4 H 0 1 N N N 17.719 10.653 13.366 4.624 -3.453 -2.625 HO4 D50 44 D50 H5 H5 H 0 1 N N N 15.764 8.737 10.762 5.872 -0.513 -0.822 H5 D50 45 D50 H7 H7 H 0 1 N N N 14.105 12.847 11.366 3.087 2.322 1.038 H7 D50 46 D50 H8 H8 H 0 1 N N N 12.100 10.874 12.495 1.394 0.595 0.656 H8 D50 47 D50 H9 H9 H 0 1 N N N 14.214 12.429 13.341 0.669 2.896 1.358 H9 D50 48 D50 H9A H9A H 0 1 N N N 12.812 13.562 13.583 0.385 3.292 -0.354 H9A D50 49 D50 H11 H11 H 0 1 N N N 13.792 9.985 14.381 -0.751 1.310 2.520 H11 D50 50 D50 H12 H12 H 0 1 N N N 13.346 9.001 16.601 -2.974 0.261 2.652 H12 D50 51 D50 H14 H14 H 0 1 N N N 11.041 11.434 19.836 -5.654 1.127 -0.827 H14 D50 52 D50 H14A H14A H 0 0 N N N 10.093 10.257 18.885 -4.945 -0.434 -1.306 H14A D50 53 D50 H16 H16 H 0 1 N N N 10.495 10.801 22.093 -7.774 1.220 0.352 H16 D50 54 D50 H17 H17 H 0 1 N N N 10.665 9.160 23.937 -9.927 0.108 0.790 H17 D50 55 D50 H18 H18 H 0 1 N N N 11.398 6.850 23.469 -10.155 -2.318 0.435 H18 D50 56 D50 H19 H19 H 0 1 N N N 11.982 6.153 21.156 -8.229 -3.632 -0.357 H19 D50 57 D50 H20 H20 H 0 1 N N N 11.789 7.810 19.310 -6.079 -2.519 -0.804 H20 D50 58 D50 H21 H21 H 0 1 N N N 11.454 12.610 17.821 -3.658 1.211 -1.459 H21 D50 59 D50 H22 H22 H 0 1 N N N 11.877 13.633 15.600 -1.438 2.267 -1.579 H22 D50 60 # # 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 D50 C1 C2 SING N N 1 D50 C1 H1 SING N N 2 D50 C1 H1A SING N N 3 D50 C1 H1B SING N N 4 D50 N1 C5 SING N N 5 D50 N1 C6 SING N N 6 D50 N1 HN1 SING N N 7 D50 C6 O1 DOUB N N 8 D50 C2 C3 SING N N 9 D50 C2 C4 SING N N 10 D50 C2 H2 SING N N 11 D50 N2 C8 SING N N 12 D50 N2 HN2 SING N N 13 D50 N2 HN2A SING N N 14 D50 O2 C7 SING N N 15 D50 O2 HO2 SING N N 16 D50 C3 H3 SING N N 17 D50 C3 H3A SING N N 18 D50 C3 H3B SING N N 19 D50 C13 O3 SING N N 20 D50 O3 C14 SING N N 21 D50 C4 C5 SING N N 22 D50 C4 H4 SING N N 23 D50 C4 H4A SING N N 24 D50 C23 O4 SING N N 25 D50 O4 HO4 SING N N 26 D50 C5 C23 SING N N 27 D50 C5 H5 SING N N 28 D50 C23 O5 DOUB N N 29 D50 C6 C7 SING N N 30 D50 C7 C8 SING N N 31 D50 C7 H7 SING N N 32 D50 C8 C9 SING N N 33 D50 C8 H8 SING N N 34 D50 C9 C10 SING N N 35 D50 C9 H9 SING N N 36 D50 C9 H9A SING N N 37 D50 C10 C11 DOUB Y N 38 D50 C10 C22 SING Y N 39 D50 C11 C12 SING Y N 40 D50 C11 H11 SING N N 41 D50 C12 C13 DOUB Y N 42 D50 C12 H12 SING N N 43 D50 C21 C13 SING Y N 44 D50 C14 C15 SING N N 45 D50 C14 H14 SING N N 46 D50 C14 H14A SING N N 47 D50 C20 C15 DOUB Y N 48 D50 C15 C16 SING Y N 49 D50 C16 C17 DOUB Y N 50 D50 C16 H16 SING N N 51 D50 C18 C17 SING Y N 52 D50 C17 H17 SING N N 53 D50 C19 C18 DOUB Y N 54 D50 C18 H18 SING N N 55 D50 C20 C19 SING Y N 56 D50 C19 H19 SING N N 57 D50 C20 H20 SING N N 58 D50 C22 C21 DOUB Y N 59 D50 C21 H21 SING N N 60 D50 C22 H22 SING N N 61 # # 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 D50 SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)C(O)C(N)Cc2ccc(OCc1ccccc1)cc2)CC(C)C" D50 SMILES_CANONICAL CACTVS 3.370 "CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccc(OCc2ccccc2)cc1)C(O)=O" D50 SMILES CACTVS 3.370 "CC(C)C[CH](NC(=O)[CH](O)[CH](N)Cc1ccc(OCc2ccccc2)cc1)C(O)=O" D50 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](Cc1ccc(cc1)OCc2ccccc2)N)O" D50 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)CC(C(=O)O)NC(=O)C(C(Cc1ccc(cc1)OCc2ccccc2)N)O" D50 InChI InChI 1.03 "InChI=1S/C23H30N2O5/c1-15(2)12-20(23(28)29)25-22(27)21(26)19(24)13-16-8-10-18(11-9-16)30-14-17-6-4-3-5-7-17/h3-11,15,19-21,26H,12-14,24H2,1-2H3,(H,25,27)(H,28,29)/t19-,20+,21+/m1/s1" D50 InChIKey InChI 1.03 UUNNUENETDBNPB-HKBOAZHASA-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 D50 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2S,3R)-3-amino-4-[4-(benzyloxy)phenyl]-2-hydroxybutanoyl}-L-leucine" D50 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-[[(2S,3R)-3-azanyl-2-hydroxy-4-(4-phenylmethoxyphenyl)butanoyl]amino]-4-methyl-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 D50 "Create component" 2011-01-11 RCSB D50 "Modify aromatic_flag" 2011-06-04 RCSB D50 "Modify descriptor" 2011-06-04 RCSB D50 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id D50 _pdbx_chem_comp_synonyms.name "Bestatin derivative 7d" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##