data_6LD # _chem_comp.id 6LD _chem_comp.name Sacubitrilat _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms LBQ657 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-29 _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 383.438 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6LD _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 5JMY _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 6LD C1 C1 C 0 1 Y N N -21.147 2.938 -40.297 -3.207 1.150 -0.251 C1 6LD 1 6LD C2 C2 C 0 1 Y N N -22.376 2.533 -41.033 -4.647 0.913 0.022 C2 6LD 2 6LD C3 C3 C 0 1 Y N N -21.004 4.235 -39.789 -2.478 2.026 0.551 C3 6LD 3 6LD C11 C4 C 0 1 Y N N -18.843 3.667 -38.832 -0.520 1.584 -0.755 C11 6LD 4 6LD C12 C5 C 0 1 Y N N -24.744 1.630 -42.286 -7.329 0.462 0.539 C12 6LD 5 6LD C13 C6 C 0 1 N N N -17.616 4.077 -37.975 0.943 1.820 -1.028 C13 6LD 6 6LD C14 C7 C 0 1 N N S -18.131 4.249 -36.523 1.779 0.810 -0.241 C14 6LD 7 6LD C16 C8 C 0 1 N N N -17.029 4.856 -35.623 3.265 1.127 -0.420 C16 6LD 8 6LD C17 C9 C 0 1 N N N -19.661 2.519 -35.622 1.748 -1.609 0.051 C17 6LD 9 6LD C18 C10 C 0 1 N N R -17.528 5.460 -34.281 3.582 2.473 0.236 C18 6LD 10 6LD C19 C11 C 0 1 N N N -19.862 1.165 -34.924 1.362 -2.990 -0.413 C19 6LD 11 6LD C21 C12 C 0 1 N N N -18.404 6.651 -34.568 5.013 2.846 -0.049 C21 6LD 12 6LD C22 C13 C 0 1 N N N -16.331 5.984 -33.411 3.375 2.364 1.749 C22 6LD 13 6LD C23 C14 C 0 1 N N N -18.597 0.620 -34.214 1.745 -4.013 0.659 C23 6LD 14 6LD C26 C15 C 0 1 N N N -18.821 -0.370 -33.071 1.359 -5.394 0.195 C26 6LD 15 6LD C4 C16 C 0 1 Y N N -20.160 1.971 -40.013 -2.579 0.494 -1.308 C4 6LD 16 6LD C5 C17 C 0 1 Y N N -22.296 1.720 -42.201 -5.373 0.029 -0.773 C5 6LD 17 6LD C6 C18 C 0 1 Y N N -23.630 2.897 -40.515 -5.275 1.569 1.078 C6 6LD 18 6LD C7 C19 C 0 1 Y N N -19.837 4.621 -39.111 -1.139 2.239 0.295 C7 6LD 19 6LD C8 C20 C 0 1 Y N N -19.013 2.333 -39.275 -1.239 0.714 -1.554 C8 6LD 20 6LD C9 C21 C 0 1 Y N N -23.483 1.302 -42.850 -6.710 -0.193 -0.511 C9 6LD 21 6LD C10 C22 C 0 1 Y N N -24.826 2.442 -41.141 -6.614 1.345 1.328 C10 6LD 22 6LD N15 N1 N 0 1 N N N -18.394 2.936 -35.890 1.505 -0.542 -0.735 N15 6LD 23 6LD O20 O1 O 0 1 N N N -20.632 3.153 -36.024 2.277 -1.458 1.132 O20 6LD 24 6LD O24 O2 O 0 1 N N N -19.653 6.619 -34.110 5.516 3.995 0.430 O24 6LD 25 6LD O25 O3 O 0 1 N N N -18.022 7.599 -35.200 5.709 2.112 -0.710 O25 6LD 26 6LD O27 O4 O 0 1 N N N -17.758 -0.514 -32.231 1.600 -6.457 0.978 O27 6LD 27 6LD O28 O5 O 0 1 N N N -19.889 -0.965 -32.927 0.831 -5.544 -0.882 O28 6LD 28 6LD H1 H1 H 0 1 N N N -21.803 4.949 -39.921 -2.961 2.538 1.370 H1 6LD 29 6LD H2 H2 H 0 1 N N N -25.648 1.253 -42.740 -8.376 0.289 0.738 H2 6LD 30 6LD H3 H3 H 0 1 N N N -16.846 3.293 -38.015 1.137 1.700 -2.094 H3 6LD 31 6LD H4 H4 H 0 1 N N N -17.194 5.024 -38.343 1.211 2.831 -0.722 H4 6LD 32 6LD H5 H5 H 0 1 N N N -19.028 4.885 -36.510 1.520 0.869 0.817 H5 6LD 33 6LD H6 H6 H 0 1 N N N -16.304 4.062 -35.390 3.863 0.345 0.049 H6 6LD 34 6LD H7 H7 H 0 1 N N N -16.528 5.655 -36.190 3.500 1.177 -1.483 H7 6LD 35 6LD H8 H8 H 0 1 N N N -18.088 4.700 -33.717 2.919 3.239 -0.167 H8 6LD 36 6LD H9 H9 H 0 1 N N N -20.657 1.280 -34.172 0.286 -3.028 -0.584 H9 6LD 37 6LD H10 H10 H 0 1 N N N -20.176 0.431 -35.680 1.886 -3.221 -1.340 H10 6LD 38 6LD H11 H11 H 0 1 N N N -16.717 6.404 -32.471 4.089 1.653 2.163 H11 6LD 39 6LD H12 H12 H 0 1 N N N -15.648 5.151 -33.187 3.527 3.341 2.207 H12 6LD 40 6LD H13 H13 H 0 1 N N N -15.789 6.764 -33.966 2.361 2.021 1.953 H13 6LD 41 6LD H14 H14 H 0 1 N N N -17.980 0.118 -34.973 2.820 -3.975 0.830 H14 6LD 42 6LD H15 H15 H 0 1 N N N -18.048 1.481 -33.806 1.221 -3.782 1.586 H15 6LD 43 6LD H16 H16 H 0 1 N N N -20.282 0.955 -40.360 -3.139 -0.186 -1.932 H16 6LD 44 6LD H17 H17 H 0 1 N N N -21.333 1.424 -42.590 -4.891 -0.483 -1.593 H17 6LD 45 6LD H18 H18 H 0 1 N N N -23.688 3.525 -39.638 -4.716 2.252 1.700 H18 6LD 46 6LD H19 H19 H 0 1 N N N -19.703 5.648 -38.805 -0.573 2.917 0.916 H19 6LD 47 6LD H20 H20 H 0 1 N N N -18.263 1.590 -39.047 -0.751 0.206 -2.372 H20 6LD 48 6LD H21 H21 H 0 1 N N N -23.429 0.737 -43.769 -7.272 -0.882 -1.123 H21 6LD 49 6LD H22 H22 H 0 1 N N N -25.789 2.719 -40.739 -7.102 1.854 2.146 H22 6LD 50 6LD H23 H23 H 0 1 N N N -17.624 2.343 -35.655 1.149 -0.668 -1.628 H23 6LD 51 6LD H24 H24 H 0 1 N N N -20.105 7.414 -34.367 6.439 4.192 0.221 H24 6LD 52 6LD H25 H25 H 0 1 N N N -17.979 -1.130 -31.543 1.335 -7.323 0.638 H25 6LD 53 # # 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 6LD C9 C12 DOUB Y N 1 6LD C9 C5 SING Y N 2 6LD C12 C10 SING Y N 3 6LD C5 C2 DOUB Y N 4 6LD C10 C6 DOUB Y N 5 6LD C2 C6 SING Y N 6 6LD C2 C1 SING N N 7 6LD C1 C4 DOUB Y N 8 6LD C1 C3 SING Y N 9 6LD C4 C8 SING Y N 10 6LD C3 C7 DOUB Y N 11 6LD C8 C11 DOUB Y N 12 6LD C7 C11 SING Y N 13 6LD C11 C13 SING N N 14 6LD C13 C14 SING N N 15 6LD C14 N15 SING N N 16 6LD C14 C16 SING N N 17 6LD O20 C17 DOUB N N 18 6LD N15 C17 SING N N 19 6LD C16 C18 SING N N 20 6LD C17 C19 SING N N 21 6LD O25 C21 DOUB N N 22 6LD C19 C23 SING N N 23 6LD C21 C18 SING N N 24 6LD C21 O24 SING N N 25 6LD C18 C22 SING N N 26 6LD C23 C26 SING N N 27 6LD C26 O28 DOUB N N 28 6LD C26 O27 SING N N 29 6LD C3 H1 SING N N 30 6LD C12 H2 SING N N 31 6LD C13 H3 SING N N 32 6LD C13 H4 SING N N 33 6LD C14 H5 SING N N 34 6LD C16 H6 SING N N 35 6LD C16 H7 SING N N 36 6LD C18 H8 SING N N 37 6LD C19 H9 SING N N 38 6LD C19 H10 SING N N 39 6LD C22 H11 SING N N 40 6LD C22 H12 SING N N 41 6LD C22 H13 SING N N 42 6LD C23 H14 SING N N 43 6LD C23 H15 SING N N 44 6LD C4 H16 SING N N 45 6LD C5 H17 SING N N 46 6LD C6 H18 SING N N 47 6LD C7 H19 SING N N 48 6LD C8 H20 SING N N 49 6LD C9 H21 SING N N 50 6LD C10 H22 SING N N 51 6LD N15 H23 SING N N 52 6LD O24 H24 SING N N 53 6LD O27 H25 SING N N 54 # # 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 6LD SMILES ACDLabs 12.01 "c1(ccc(CC(NC(CCC(=O)O)=O)CC(C)C(O)=O)cc1)c2ccccc2" 6LD InChI InChI 1.03 "InChI=1S/C22H25NO5/c1-15(22(27)28)13-19(23-20(24)11-12-21(25)26)14-16-7-9-18(10-8-16)17-5-3-2-4-6-17/h2-10,15,19H,11-14H2,1H3,(H,23,24)(H,25,26)(H,27,28)/t15-,19+/m1/s1" 6LD InChIKey InChI 1.03 DOBNVUFHFMVMDB-BEFAXECRSA-N 6LD SMILES_CANONICAL CACTVS 3.385 "C[C@H](C[C@@H](Cc1ccc(cc1)c2ccccc2)NC(=O)CCC(O)=O)C(O)=O" 6LD SMILES CACTVS 3.385 "C[CH](C[CH](Cc1ccc(cc1)c2ccccc2)NC(=O)CCC(O)=O)C(O)=O" 6LD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@H](C[C@@H](Cc1ccc(cc1)c2ccccc2)NC(=O)CCC(=O)O)C(=O)O" 6LD SMILES "OpenEye OEToolkits" 2.0.4 "CC(CC(Cc1ccc(cc1)c2ccccc2)NC(=O)CCC(=O)O)C(=O)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 6LD "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-[(3-carboxypropanoyl)amino]-2-methylpentanoic acid" 6LD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{R},4~{S})-2-methyl-4-[(4-oxidanyl-4-oxidanylidene-butanoyl)amino]-5-(4-phenylphenyl)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 6LD "Create component" 2016-04-29 EBI 6LD "Modify name" 2016-04-30 EBI 6LD "Initial release" 2016-06-15 RCSB 6LD "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 6LD _pdbx_chem_comp_synonyms.name LBQ657 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##