data_LFF # _chem_comp.id LFF _chem_comp.name "(2S)-3-[(R)-{(1R)-1-[(N-acetyl-L-leucyl)amino]-2-phenylethyl}(hydroxy)phosphoryl]-2-benzylpropanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H35 N2 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "ACETYL-LEU-PHE-Y(PO2CH2)-PHE-OH" _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2014-12-23 _chem_comp.pdbx_modified_date 2020-06-17 _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 502.540 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LFF _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 4UEZ _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 LFF C01 C01 C 0 1 N N N 14.631 -21.325 -22.959 4.174 4.539 1.883 C01 LFF 1 LFF C02 C02 C 0 1 N N N 13.156 -21.154 -23.139 4.606 3.139 1.442 C02 LFF 2 LFF C03 C03 C 0 1 N N N 12.921 -20.514 -24.578 5.051 2.333 2.665 C03 LFF 3 LFF C04 C04 C 0 1 N N N 12.444 -22.540 -22.912 3.430 2.432 0.766 C04 LFF 4 LFF C05 C05 C 0 1 N N S 10.966 -22.598 -23.363 3.895 1.082 0.214 C05 LFF 5 LFF N06 N06 N 0 1 N N N 10.112 -21.820 -22.469 4.878 1.302 -0.849 N06 LFF 6 LFF C07 C07 C 0 1 N N N 8.771 -21.543 -22.736 4.536 2.003 -1.948 C07 LFF 7 LFF C08 C08 C 0 1 N N N 7.946 -20.820 -21.702 5.548 2.229 -3.042 C08 LFF 8 LFF O09 O09 O 0 1 N N N 8.244 -21.862 -23.814 3.415 2.452 -2.057 O09 LFF 9 LFF C10 C10 C 0 1 N N N 10.477 -24.108 -23.134 2.712 0.333 -0.343 C10 LFF 10 LFF O11 O11 O 0 1 N N N 10.273 -24.478 -21.944 2.506 0.326 -1.538 O11 LFF 11 LFF N12 N12 N 0 1 N N N 10.343 -24.992 -24.209 1.883 -0.330 0.488 N12 LFF 12 LFF C13 C13 C 0 1 N N R 9.901 -26.400 -24.066 0.733 -1.059 -0.054 C13 LFF 13 LFF C14 C14 C 0 1 N N N 8.706 -26.621 -24.957 0.645 -2.436 0.607 C14 LFF 14 LFF C15 C15 C 0 1 Y N N 8.509 -25.482 -25.897 1.868 -3.242 0.252 C15 LFF 15 LFF C16 C16 C 0 1 Y N N 9.075 -25.511 -27.184 1.913 -3.944 -0.938 C16 LFF 16 LFF C17 C17 C 0 1 Y N N 8.921 -24.408 -28.083 3.034 -4.683 -1.263 C17 LFF 17 LFF C18 C18 C 0 1 Y N N 8.224 -23.273 -27.705 4.112 -4.721 -0.398 C18 LFF 18 LFF C19 C19 C 0 1 Y N N 7.669 -23.249 -26.436 4.068 -4.018 0.792 C19 LFF 19 LFF C20 C20 C 0 1 Y N N 7.810 -24.312 -25.524 2.948 -3.275 1.115 C20 LFF 20 LFF P21 P21 P 0 1 N N N 11.401 -27.309 -24.498 -0.794 -0.123 0.287 P21 LFF 21 LFF O22 O22 O 0 1 N N N 10.938 -28.799 -24.473 -0.754 1.167 -0.436 O22 LFF 22 LFF O23 O23 O -1 1 N N N 12.329 -27.216 -23.359 -0.914 0.151 1.869 O23 LFF 23 LFF C24 C24 C 0 1 N N N 12.094 -26.888 -26.049 -2.236 -1.089 -0.273 C24 LFF 24 LFF C25 C25 C 0 1 N N S 13.388 -27.724 -26.202 -3.505 -0.248 -0.117 C25 LFF 25 LFF C26 C26 C 0 1 N N N 13.995 -27.719 -27.542 -4.642 -0.888 -0.915 C26 LFF 26 LFF C27 C27 C 0 1 Y N N 15.068 -28.722 -27.841 -5.857 0.003 -0.862 C27 LFF 27 LFF C28 C28 C 0 1 Y N N 14.779 -30.089 -27.932 -6.040 0.978 -1.824 C28 LFF 28 LFF C29 C29 C 0 1 Y N N 15.776 -31.018 -28.231 -7.154 1.796 -1.776 C29 LFF 29 LFF C30 C30 C 0 1 Y N N 17.106 -30.599 -28.436 -8.083 1.638 -0.765 C30 LFF 30 LFF C31 C31 C 0 1 Y N N 17.421 -29.225 -28.363 -7.900 0.662 0.197 C31 LFF 31 LFF C32 C32 C 0 1 Y N N 16.411 -28.302 -28.054 -6.789 -0.159 0.145 C32 LFF 32 LFF C33 C33 C 0 1 N N N 14.526 -27.135 -25.263 -3.888 -0.182 1.339 C33 LFF 33 LFF O34 O34 O 0 1 N N N 15.219 -27.979 -24.647 -4.976 0.507 1.716 O34 LFF 34 LFF O35 O35 O 0 1 N N N 14.632 -25.866 -25.220 -3.215 -0.749 2.167 O35 LFF 35 LFF H01 H01 H 0 1 N N N 14.832 -21.767 -21.972 3.345 4.458 2.587 H01 LFF 36 LFF H01A H01A H 0 0 N N N 15.021 -21.989 -23.744 5.012 5.042 2.365 H01A LFF 37 LFF H01B H01B H 0 0 N N N 15.125 -20.345 -23.029 3.857 5.113 1.013 H01B LFF 38 LFF H02 H02 H 0 1 N N N 12.779 -20.446 -22.386 5.435 3.219 0.739 H02 LFF 39 LFF H03 H03 H 0 1 N N N 11.843 -20.373 -24.746 5.358 1.336 2.350 H03 LFF 40 LFF H03A H03A H 0 0 N N N 13.431 -19.541 -24.634 5.889 2.837 3.146 H03A LFF 41 LFF H03B H03B H 0 0 N N N 13.327 -21.186 -25.349 4.222 2.253 3.368 H03B LFF 42 LFF H04 H04 H 0 1 N N N 13.002 -23.306 -23.471 2.635 2.272 1.494 H04 LFF 43 LFF H04A H04A H 0 0 N N N 12.482 -22.771 -21.837 3.056 3.049 -0.051 H04A LFF 44 LFF H05 H05 H 0 1 N N N 10.855 -22.309 -24.419 4.350 0.500 1.015 H05 LFF 45 LFF HN06 HN06 H 0 0 N N N 10.509 -21.468 -21.622 5.775 0.943 -0.762 HN06 LFF 46 LFF H08 H08 H 0 1 N N N 6.925 -20.672 -22.085 6.491 1.756 -2.769 H08 LFF 47 LFF H08A H08A H 0 0 N N N 7.908 -21.418 -20.779 5.180 1.796 -3.973 H08A LFF 48 LFF H08B H08B H 0 0 N N N 8.402 -19.842 -21.487 5.705 3.300 -3.177 H08B LFF 49 LFF HN12 HN12 H 0 0 N N N 10.557 -24.656 -25.126 2.047 -0.325 1.444 HN12 LFF 50 LFF H13 H13 H 0 1 N N N 9.662 -26.640 -23.020 0.853 -1.179 -1.130 H13 LFF 51 LFF H14 H14 H 0 1 N N N 8.859 -27.542 -25.538 0.589 -2.318 1.689 H14 LFF 52 LFF H14A H14A H 0 0 N N N 7.808 -26.727 -24.331 -0.246 -2.954 0.251 H14A LFF 53 LFF H16 H16 H 0 1 N N N 9.635 -26.379 -27.499 1.071 -3.915 -1.614 H16 LFF 54 LFF H17 H17 H 0 1 N N N 9.355 -24.462 -29.071 3.069 -5.232 -2.192 H17 LFF 55 LFF H18 H18 H 0 1 N N N 8.117 -22.434 -28.377 4.988 -5.299 -0.652 H18 LFF 56 LFF H19 H19 H 0 1 N N N 7.105 -22.379 -26.134 4.910 -4.047 1.468 H19 LFF 57 LFF H20 H20 H 0 1 N N N 7.382 -24.233 -24.535 2.915 -2.723 2.042 H20 LFF 58 LFF H24 H24 H 0 1 N N N 11.389 -27.131 -26.857 -2.107 -1.360 -1.320 H24 LFF 59 LFF H24A H24A H 0 0 N N N 12.331 -25.814 -26.079 -2.323 -1.993 0.329 H24A LFF 60 LFF H25 H25 H 0 1 N N N 13.182 -28.758 -25.889 -3.321 0.759 -0.490 H25 LFF 61 LFF H26 H26 H 0 1 N N N 13.184 -27.884 -28.267 -4.331 -1.017 -1.952 H26 LFF 62 LFF H26A H26A H 0 0 N N N 14.430 -26.721 -27.699 -4.886 -1.860 -0.485 H26A LFF 63 LFF H28 H28 H 0 1 N N N 13.767 -30.430 -27.768 -5.314 1.102 -2.614 H28 LFF 64 LFF H29 H29 H 0 1 N N N 15.527 -32.066 -28.306 -7.297 2.558 -2.527 H29 LFF 65 LFF H30 H30 H 0 1 N N N 17.878 -31.324 -28.647 -8.953 2.277 -0.726 H30 LFF 66 LFF H31 H31 H 0 1 N N N 18.431 -28.887 -28.543 -8.626 0.539 0.987 H31 LFF 67 LFF H32 H32 H 0 1 N N N 16.657 -27.253 -27.976 -6.646 -0.921 0.897 H32 LFF 68 LFF HO34 HO34 H 0 0 N N N 15.867 -27.531 -24.116 -5.182 0.521 2.661 HO34 LFF 69 # # 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 LFF C02 C01 SING N N 1 LFF C01 H01 SING N N 2 LFF C01 H01A SING N N 3 LFF C01 H01B SING N N 4 LFF C03 C02 SING N N 5 LFF C02 C04 SING N N 6 LFF C02 H02 SING N N 7 LFF C03 H03 SING N N 8 LFF C03 H03A SING N N 9 LFF C03 H03B SING N N 10 LFF C05 C04 SING N N 11 LFF C04 H04 SING N N 12 LFF C04 H04A SING N N 13 LFF C05 C10 SING N N 14 LFF C05 N06 SING N N 15 LFF C05 H05 SING N N 16 LFF C07 N06 SING N N 17 LFF N06 HN06 SING N N 18 LFF O09 C07 DOUB N N 19 LFF C07 C08 SING N N 20 LFF C08 H08 SING N N 21 LFF C08 H08A SING N N 22 LFF C08 H08B SING N N 23 LFF N12 C10 SING N N 24 LFF C10 O11 DOUB N N 25 LFF N12 C13 SING N N 26 LFF N12 HN12 SING N N 27 LFF C14 C13 SING N N 28 LFF P21 C13 SING N N 29 LFF C13 H13 SING N N 30 LFF C15 C14 SING N N 31 LFF C14 H14 SING N N 32 LFF C14 H14A SING N N 33 LFF C16 C15 DOUB Y N 34 LFF C15 C20 SING Y N 35 LFF C17 C16 SING Y N 36 LFF C16 H16 SING N N 37 LFF C17 C18 DOUB Y N 38 LFF C17 H17 SING N N 39 LFF C18 C19 SING Y N 40 LFF C18 H18 SING N N 41 LFF C19 C20 DOUB Y N 42 LFF C19 H19 SING N N 43 LFF C20 H20 SING N N 44 LFF C24 P21 SING N N 45 LFF P21 O22 DOUB N N 46 LFF P21 O23 SING N N 47 LFF C25 C24 SING N N 48 LFF C24 H24 SING N N 49 LFF C24 H24A SING N N 50 LFF C26 C25 SING N N 51 LFF C25 C33 SING N N 52 LFF C25 H25 SING N N 53 LFF C27 C26 SING N N 54 LFF C26 H26 SING N N 55 LFF C26 H26A SING N N 56 LFF C32 C27 DOUB Y N 57 LFF C28 C27 SING Y N 58 LFF C29 C28 DOUB Y N 59 LFF C28 H28 SING N N 60 LFF C30 C29 SING Y N 61 LFF C29 H29 SING N N 62 LFF C30 C31 DOUB Y N 63 LFF C30 H30 SING N N 64 LFF C31 C32 SING Y N 65 LFF C31 H31 SING N N 66 LFF C32 H32 SING N N 67 LFF C33 O35 DOUB N N 68 LFF C33 O34 SING N N 69 LFF O34 HO34 SING N N 70 # # 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 LFF SMILES ACDLabs 12.01 "O=C(O)C(Cc1ccccc1)CP(=O)(O)C(NC(=O)C(NC(=O)C)CC(C)C)Cc2ccccc2" LFF InChI InChI 1.03 "InChI=1S/C26H35N2O6P/c1-18(2)14-23(27-19(3)29)25(30)28-24(16-21-12-8-5-9-13-21)35(33,34)17-22(26(31)32)15-20-10-6-4-7-11-20/h4-13,18,22-24H,14-17H2,1-3H3,(H,27,29)(H,28,30)(H,31,32)(H,33,34)/t22-,23+,24-/m1/s1" LFF InChIKey InChI 1.03 GRMCSCYPDCPNRA-TZRRMPRUSA-N LFF SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](Cc1ccccc1)[P](O)(=O)C[C@@H](Cc2ccccc2)C(O)=O" LFF SMILES CACTVS 3.385 "CC(C)C[CH](NC(C)=O)C(=O)N[CH](Cc1ccccc1)[P](O)(=O)C[CH](Cc2ccccc2)C(O)=O" LFF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@@H](C(=O)N[C@@H](Cc1ccccc1)P(=O)(C[C@@H](Cc2ccccc2)C(=O)O)O)NC(=O)C" LFF SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(=O)NC(Cc1ccccc1)P(=O)(CC(Cc2ccccc2)C(=O)O)O)NC(=O)C" # # 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 LFF "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-3-[(R)-{(1R)-1-[(N-acetyl-L-leucyl)amino]-2-phenylethyl}(hydroxy)phosphoryl]-2-benzylpropanoic acid" LFF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[[(1R)-1-[[(2S)-2-acetamido-4-methyl-pentanoyl]amino]-2-phenyl-ethyl]-oxidanyl-phosphoryl]methyl]-3-phenyl-propanoic 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 LFF "Create component" 2014-12-23 EBI LFF "Initial release" 2016-01-20 RCSB LFF "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LFF _pdbx_chem_comp_synonyms.name "ACETYL-LEU-PHE-Y(PO2CH2)-PHE-OH" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##