data_D66 # _chem_comp.id D66 _chem_comp.name "N-[(2S,3R)-3-amino-2-hydroxy-4-(4-methoxyphenyl)butanoyl]-L-leucine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H26 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Bestatin-derivative 7c" _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 338.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D66 _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 3Q43 _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 D66 C1 C1 C 0 1 N N N 12.787 9.388 19.353 7.079 -1.730 0.560 C1 D66 1 D66 N1 N1 N 0 1 N N N 11.790 12.736 12.220 0.811 0.610 1.360 N1 D66 2 D66 O1 O1 O 0 1 N N N 12.499 10.728 18.929 6.299 -1.626 -0.633 O1 D66 3 D66 C2 C2 C 0 1 Y N N 12.798 11.171 17.637 5.227 -0.792 -0.598 C2 D66 4 D66 N2 N2 N 0 1 N N N 16.023 10.936 10.663 -2.278 0.133 -0.148 N2 D66 5 D66 O2 O2 O 0 1 N N N 13.337 12.311 10.081 -0.374 3.153 0.643 O2 D66 6 D66 C3 C3 C 0 1 Y N N 12.754 12.520 17.341 4.426 -0.643 -1.721 C3 D66 7 D66 O3 O3 O 0 1 N N N 14.636 9.869 11.985 -2.339 1.649 1.471 O3 D66 8 D66 C4 C4 C 0 1 Y N N 13.052 13.007 16.049 3.336 0.206 -1.683 C4 D66 9 D66 O4 O4 O 0 1 N N N 18.729 8.992 12.168 -1.806 -1.621 1.742 O4 D66 10 D66 C5 C5 C 0 1 Y N N 13.411 12.125 15.040 3.044 0.906 -0.528 C5 D66 11 D66 O5 O5 O 0 1 N N N 17.676 10.866 12.748 -3.878 -2.289 2.122 O5 D66 12 D66 C6 C6 C 0 1 N N N 13.744 12.692 13.670 1.855 1.831 -0.489 C6 D66 13 D66 C7 C7 C 0 1 N N R 13.050 12.036 12.485 0.619 1.055 -0.027 C7 D66 14 D66 C8 C8 C 0 1 N N S 14.017 12.147 11.323 -0.611 1.960 -0.107 C8 D66 15 D66 C9 C9 C 0 1 N N N 14.911 10.899 11.339 -1.804 1.237 0.463 C9 D66 16 D66 C10 C10 C 0 1 N N S 16.883 9.751 10.744 -3.438 -0.570 0.406 C10 D66 17 D66 C11 C11 C 0 1 N N N 17.730 9.624 9.472 -4.146 -1.343 -0.709 C11 D66 18 D66 C12 C12 C 0 1 N N N 16.992 9.019 8.275 -4.683 -0.359 -1.750 C12 D66 19 D66 C13 C13 C 0 1 N N N 16.486 7.598 8.535 -5.262 -1.136 -2.935 C13 D66 20 D66 C14 C14 C 0 1 N N N 17.959 9.095 7.101 -5.780 0.502 -1.120 C14 D66 21 D66 C15 C15 C 0 1 N N N 17.815 9.828 11.935 -2.981 -1.531 1.472 C15 D66 22 D66 C16 C16 C 0 1 Y N N 13.476 10.760 15.329 3.840 0.759 0.593 C16 D66 23 D66 C17 C17 C 0 1 Y N N 13.164 10.296 16.628 4.928 -0.093 0.562 C17 D66 24 D66 H1 H1 H 0 1 N N N 12.471 9.258 20.399 6.451 -2.094 1.374 H1 D66 25 D66 H1A H1A H 0 1 N N N 12.243 8.677 18.715 7.902 -2.426 0.397 H1A D66 26 D66 H1B H1B H 0 1 N N N 13.868 9.202 19.271 7.478 -0.750 0.820 H1B D66 27 D66 HN1 HN1 H 0 1 N N N 11.329 12.310 11.442 0.948 1.397 1.976 HN1 D66 28 D66 HN1A HN1A H 0 0 N N N 11.202 12.681 13.027 0.037 0.041 1.667 HN1A D66 29 D66 HN2 HN2 H 0 1 N N N 16.278 11.733 10.116 -1.851 -0.196 -0.954 HN2 D66 30 D66 HO2 HO2 H 0 1 N N N 13.972 12.377 9.378 -0.194 2.999 1.580 HO2 D66 31 D66 H3 H3 H 0 1 N N N 12.485 13.220 18.118 4.654 -1.189 -2.624 H3 D66 32 D66 H4 H4 H 0 1 N N N 13.000 14.067 15.846 2.713 0.322 -2.557 H4 D66 33 D66 HO5 HO5 H 0 1 N N N 18.332 10.822 13.433 -3.537 -2.891 2.798 HO5 D66 34 D66 H6 H6 H 0 1 N N N 13.451 13.752 13.675 2.052 2.647 0.206 H6 D66 35 D66 H6A H6A H 0 1 N N N 14.827 12.573 13.521 1.677 2.236 -1.485 H6A D66 36 D66 H7 H7 H 0 1 N N N 12.798 10.981 12.666 0.474 0.186 -0.670 H7 D66 37 D66 H8 H8 H 0 1 N N N 14.639 13.047 11.433 -0.806 2.218 -1.148 H8 D66 38 D66 H10 H10 H 0 1 N N N 16.227 8.875 10.855 -4.128 0.154 0.840 H10 D66 39 D66 H11 H11 H 0 1 N N N 18.063 10.633 9.187 -3.440 -2.024 -1.183 H11 D66 40 D66 H11A H11A H 0 0 N N N 18.588 8.975 9.702 -4.973 -1.913 -0.287 H11A D66 41 D66 H12 H12 H 0 1 N N N 16.072 9.584 8.063 -3.873 0.282 -2.097 H12 D66 42 D66 H13 H13 H 0 1 N N N 15.968 7.223 7.640 -6.039 -1.813 -2.580 H13 D66 43 D66 H13A H13A H 0 0 N N N 17.338 6.942 8.766 -5.689 -0.437 -3.654 H13A D66 44 D66 H13B H13B H 0 0 N N N 15.789 7.607 9.386 -4.470 -1.711 -3.414 H13B D66 45 D66 H14 H14 H 0 1 N N N 17.482 8.672 6.205 -5.368 1.055 -0.276 H14 D66 46 D66 H14A H14A H 0 0 N N N 18.226 10.146 6.913 -6.163 1.202 -1.862 H14A D66 47 D66 H14B H14B H 0 0 N N N 18.868 8.523 7.337 -6.591 -0.140 -0.773 H14B D66 48 D66 H16 H16 H 0 1 N N N 13.765 10.059 14.560 3.609 1.307 1.495 H16 D66 49 D66 H17 H17 H 0 1 N N N 13.212 9.238 16.837 5.549 -0.207 1.438 H17 D66 50 # # 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 D66 O1 C1 SING N N 1 D66 C1 H1 SING N N 2 D66 C1 H1A SING N N 3 D66 C1 H1B SING N N 4 D66 N1 C7 SING N N 5 D66 N1 HN1 SING N N 6 D66 N1 HN1A SING N N 7 D66 C2 O1 SING N N 8 D66 C17 C2 DOUB Y N 9 D66 C3 C2 SING Y N 10 D66 N2 C10 SING N N 11 D66 N2 C9 SING N N 12 D66 N2 HN2 SING N N 13 D66 O2 C8 SING N N 14 D66 O2 HO2 SING N N 15 D66 C4 C3 DOUB Y N 16 D66 C3 H3 SING N N 17 D66 C9 O3 DOUB N N 18 D66 C5 C4 SING Y N 19 D66 C4 H4 SING N N 20 D66 C15 O4 DOUB N N 21 D66 C6 C5 SING N N 22 D66 C5 C16 DOUB Y N 23 D66 C15 O5 SING N N 24 D66 O5 HO5 SING N N 25 D66 C7 C6 SING N N 26 D66 C6 H6 SING N N 27 D66 C6 H6A SING N N 28 D66 C8 C7 SING N N 29 D66 C7 H7 SING N N 30 D66 C8 C9 SING N N 31 D66 C8 H8 SING N N 32 D66 C11 C10 SING N N 33 D66 C10 C15 SING N N 34 D66 C10 H10 SING N N 35 D66 C12 C11 SING N N 36 D66 C11 H11 SING N N 37 D66 C11 H11A SING N N 38 D66 C14 C12 SING N N 39 D66 C12 C13 SING N N 40 D66 C12 H12 SING N N 41 D66 C13 H13 SING N N 42 D66 C13 H13A SING N N 43 D66 C13 H13B SING N N 44 D66 C14 H14 SING N N 45 D66 C14 H14A SING N N 46 D66 C14 H14B SING N N 47 D66 C16 C17 SING Y N 48 D66 C16 H16 SING N N 49 D66 C17 H17 SING N N 50 # # 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 D66 SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)C(O)C(N)Cc1ccc(OC)cc1)CC(C)C" D66 SMILES_CANONICAL CACTVS 3.370 "COc1ccc(C[C@@H](N)[C@H](O)C(=O)N[C@@H](CC(C)C)C(O)=O)cc1" D66 SMILES CACTVS 3.370 "COc1ccc(C[CH](N)[CH](O)C(=O)N[CH](CC(C)C)C(O)=O)cc1" D66 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](Cc1ccc(cc1)OC)N)O" D66 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)CC(C(=O)O)NC(=O)C(C(Cc1ccc(cc1)OC)N)O" D66 InChI InChI 1.03 "InChI=1S/C17H26N2O5/c1-10(2)8-14(17(22)23)19-16(21)15(20)13(18)9-11-4-6-12(24-3)7-5-11/h4-7,10,13-15,20H,8-9,18H2,1-3H3,(H,19,21)(H,22,23)/t13-,14+,15+/m1/s1" D66 InChIKey InChI 1.03 CIXFVWODUHVKQG-ILXRZTDVSA-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 D66 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S,3R)-3-amino-2-hydroxy-4-(4-methoxyphenyl)butanoyl]-L-leucine" D66 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-[[(2S,3R)-3-azanyl-2-hydroxy-4-(4-methoxyphenyl)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 D66 "Create component" 2011-01-11 RCSB D66 "Modify aromatic_flag" 2011-06-04 RCSB D66 "Modify descriptor" 2011-06-04 RCSB D66 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id D66 _pdbx_chem_comp_synonyms.name "Bestatin-derivative 7c" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##