data_LA9 # _chem_comp.id LA9 _chem_comp.name "(2S)-2-{[(R)-{(1R)-1-[(N-acetyl-L-leucyl)amino]ethyl}(hydroxy)phosphoryl]methyl}-4-phenylbutanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H33 N2 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Acetyl-Leu-Ala-y(PO2CH2)-homoPhe-OH" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-17 _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 440.470 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LA9 _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 4UEE _chem_comp.pdbx_subcomponent_list "ACY LEU WN6" _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 LA9 C28 C28 C 0 1 N N N -8.026 21.962 -23.295 6.636 1.765 0.182 C ACY 1 LA9 O30 O30 O 0 1 N N N -7.182 21.438 -22.575 7.303 0.835 -0.220 O ACY 2 LA9 C29 C29 C 0 1 N N N -7.729 22.288 -24.757 7.310 3.022 0.668 CH3 ACY 3 LA9 N27 N27 N 0 1 N N N -9.244 22.214 -22.792 5.291 1.673 0.194 N LEU 4 LA9 C22 C22 C 0 1 N N S -10.243 22.888 -23.581 4.636 0.451 -0.278 CA LEU 5 LA9 C20 C20 C 0 1 N N N -10.025 24.344 -23.267 3.240 0.777 -0.744 C LEU 6 LA9 O21 O21 O 0 1 N N N -9.940 24.746 -22.094 2.833 1.918 -0.687 O LEU 7 LA9 C23 C23 C 0 1 N N N -11.665 22.463 -23.244 4.568 -0.565 0.863 CB LEU 8 LA9 C24 C24 C 0 1 N N N -12.305 21.681 -24.389 5.986 -0.990 1.252 CG LEU 9 LA9 C25 C25 C 0 1 N N N -11.429 20.515 -24.873 5.925 -1.909 2.474 CD1 LEU 10 LA9 C26 C26 C 0 1 N N N -13.712 21.214 -24.020 6.633 -1.737 0.084 CD2 LEU 11 LA9 N19 N19 N 0 1 N N N -9.905 25.105 -24.337 2.444 -0.199 -1.224 N2 WN6 12 LA9 C17 C17 C 0 1 N N R -9.689 26.504 -24.194 1.087 0.118 -1.676 C12 WN6 13 LA9 C18 C18 C 0 1 N N N -8.673 26.973 -25.251 0.819 -0.579 -3.011 C13 WN6 14 LA9 P14 P14 P 0 1 N N N -11.243 27.372 -24.450 -0.117 -0.461 -0.436 P1 WN6 15 LA9 O16 O16 O 0 1 N N N -12.310 27.023 -23.495 0.028 -2.053 -0.249 O4 WN6 16 LA9 C13 C13 C 0 1 N N N -11.881 27.152 -26.130 -1.806 -0.066 -0.999 C14 WN6 17 LA9 C04 C04 C 0 1 N N S -13.233 27.836 -26.254 -2.808 -0.438 0.095 C15 WN6 18 LA9 C05 C05 C 0 1 N N N -13.564 27.774 -27.756 -4.157 0.220 -0.204 C16 WN6 19 LA9 C06 C06 C 0 1 N N N -14.876 28.399 -28.265 -5.122 -0.049 0.952 C17 WN6 20 LA9 C07 C07 C 0 1 Y N N -15.016 29.887 -27.979 -6.451 0.599 0.658 C18 WN6 21 LA9 C08 C08 C 0 1 Y N N -13.951 30.630 -27.469 -7.429 -0.106 -0.018 C19 WN6 22 LA9 C09 C09 C 0 1 Y N N -14.101 31.980 -27.184 -8.648 0.489 -0.288 C20 WN6 23 LA9 C10 C10 C 0 1 Y N N -15.321 32.623 -27.409 -8.888 1.788 0.118 C21 WN6 24 LA9 C11 C11 C 0 1 Y N N -16.394 31.891 -27.924 -7.910 2.493 0.794 C22 WN6 25 LA9 C12 C12 C 0 1 Y N N -16.236 30.523 -28.208 -6.693 1.896 1.069 C23 WN6 26 LA9 C02 C02 C 0 1 N N N -14.261 27.153 -25.371 -2.977 -1.935 0.134 C24 WN6 27 LA9 O01 O01 O 0 1 N N N -15.039 27.874 -24.681 -3.814 -2.494 1.022 O5 WN6 28 LA9 O03 O03 O 0 1 N N N -14.318 25.894 -25.321 -2.359 -2.633 -0.635 O6 WN6 29 LA9 O15 O15 O 0 1 N N N -10.785 28.902 -24.368 0.142 0.213 0.856 O7 WN6 30 LA9 H29 H29 H 0 1 N N N -6.700 21.983 -25.000 6.554 3.740 0.986 H1 ACY 31 LA9 H29A H29A H 0 0 N N N -8.434 21.746 -25.404 7.962 2.783 1.508 H2 ACY 32 LA9 H29B H29B H 0 0 N N N -7.838 23.370 -24.921 7.902 3.452 -0.140 H3 ACY 33 LA9 HN27 HN27 H 0 0 N N N -9.461 21.930 -21.858 4.757 2.417 0.515 H LEU 34 LA9 H22 H22 H 0 1 N N N -10.061 22.716 -24.652 5.206 0.030 -1.107 HA LEU 35 LA9 H23 H23 H 0 1 N N N -11.644 21.828 -22.346 4.076 -0.112 1.724 HB2 LEU 36 LA9 H23A H23A H 0 0 N N N -12.268 23.361 -23.044 4.003 -1.439 0.539 HB3 LEU 37 LA9 H24 H24 H 0 1 N N N -12.408 22.376 -25.235 6.577 -0.106 1.491 HG LEU 38 LA9 H25 H25 H 0 1 N N N -11.938 19.990 -25.695 5.334 -2.793 2.235 HD11 LEU 39 LA9 H25A H25A H 0 0 N N N -10.464 20.905 -25.229 6.935 -2.212 2.751 HD12 LEU 40 LA9 H25B H25B H 0 0 N N N -11.258 19.816 -24.041 5.464 -1.378 3.306 HD13 LEU 41 LA9 H26 H26 H 0 1 N N N -14.146 20.655 -24.862 6.041 -2.620 -0.155 HD21 LEU 42 LA9 H26A H26A H 0 0 N N N -13.662 20.563 -23.135 6.676 -1.082 -0.786 HD22 LEU 43 LA9 H26B H26B H 0 0 N N N -14.342 22.088 -23.797 7.643 -2.039 0.361 HD23 LEU 44 LA9 HN19 HN19 H 0 0 N N N -9.966 24.699 -25.249 2.770 -1.112 -1.269 H13 WN6 45 LA9 H17 H17 H 0 1 N N N -9.334 26.764 -23.186 0.989 1.196 -1.803 H14 WN6 46 LA9 H18 H18 H 0 1 N N N -7.719 26.447 -25.102 0.918 -1.657 -2.885 H15 WN6 47 LA9 H18A H18A H 0 0 N N N -9.061 26.751 -26.256 -0.190 -0.343 -3.348 H16 WN6 48 LA9 H18B H18B H 0 0 N N N -8.514 28.057 -25.151 1.540 -0.233 -3.753 H17 WN6 49 LA9 HO16 HO16 H 0 0 N N N -12.543 27.790 -22.986 -0.129 -2.560 -1.058 H18 WN6 50 LA9 H13 H13 H 0 1 N N N -11.993 26.078 -26.342 -2.029 -0.632 -1.904 H19 WN6 51 LA9 H13A H13A H 0 0 N N N -11.178 27.597 -26.850 -1.878 1.000 -1.211 H20 WN6 52 LA9 H04 H04 H 0 1 N N N -13.136 28.889 -25.951 -2.439 -0.089 1.060 H21 WN6 53 LA9 H05 H05 H 0 1 N N N -12.742 28.277 -28.287 -4.019 1.295 -0.319 H22 WN6 54 LA9 H05A H05A H 0 0 N N N -13.585 26.711 -28.036 -4.568 -0.195 -1.124 H23 WN6 55 LA9 H06 H06 H 0 1 N N N -14.928 28.252 -29.354 -5.260 -1.124 1.068 H24 WN6 56 LA9 H06A H06A H 0 0 N N N -15.716 27.876 -27.784 -4.712 0.366 1.873 H25 WN6 57 LA9 H08 H08 H 0 1 N N N -13.000 30.150 -27.294 -7.241 -1.121 -0.336 H26 WN6 58 LA9 H09 H09 H 0 1 N N N -13.267 32.539 -26.785 -9.412 -0.062 -0.817 H27 WN6 59 LA9 H10 H10 H 0 1 N N N -15.433 33.674 -27.187 -9.840 2.253 -0.093 H28 WN6 60 LA9 H11 H11 H 0 1 N N N -17.343 32.375 -28.104 -8.097 3.508 1.111 H29 WN6 61 LA9 H12 H12 H 0 1 N N N -17.067 29.960 -28.607 -5.930 2.445 1.601 H30 WN6 62 LA9 HO01 HO01 H 0 0 N N N -15.616 27.319 -24.170 -3.889 -3.458 1.009 H31 WN6 63 # # 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 LA9 C02 O01 SING N N 1 LA9 O01 HO01 SING N N 2 LA9 C04 C02 SING N N 3 LA9 C02 O03 DOUB N N 4 LA9 C05 C04 SING N N 5 LA9 C04 C13 SING N N 6 LA9 C04 H04 SING N N 7 LA9 C06 C05 SING N N 8 LA9 C05 H05 SING N N 9 LA9 C05 H05A SING N N 10 LA9 C06 C07 SING N N 11 LA9 C06 H06 SING N N 12 LA9 C06 H06A SING N N 13 LA9 C12 C07 DOUB Y N 14 LA9 C07 C08 SING Y N 15 LA9 C08 C09 DOUB Y N 16 LA9 C08 H08 SING N N 17 LA9 C10 C09 SING Y N 18 LA9 C09 H09 SING N N 19 LA9 C11 C10 DOUB Y N 20 LA9 C10 H10 SING N N 21 LA9 C12 C11 SING Y N 22 LA9 C11 H11 SING N N 23 LA9 C12 H12 SING N N 24 LA9 C13 P14 SING N N 25 LA9 C13 H13 SING N N 26 LA9 C13 H13A SING N N 27 LA9 P14 O15 DOUB N N 28 LA9 P14 C17 SING N N 29 LA9 P14 O16 SING N N 30 LA9 O16 HO16 SING N N 31 LA9 C18 C17 SING N N 32 LA9 N19 C17 SING N N 33 LA9 C17 H17 SING N N 34 LA9 C18 H18 SING N N 35 LA9 C18 H18A SING N N 36 LA9 C18 H18B SING N N 37 LA9 N19 C20 SING N N 38 LA9 N19 HN19 SING N N 39 LA9 C22 C20 SING N N 40 LA9 C20 O21 DOUB N N 41 LA9 C22 C23 SING N N 42 LA9 C22 N27 SING N N 43 LA9 C22 H22 SING N N 44 LA9 C24 C23 SING N N 45 LA9 C23 H23 SING N N 46 LA9 C23 H23A SING N N 47 LA9 C25 C24 SING N N 48 LA9 C24 C26 SING N N 49 LA9 C24 H24 SING N N 50 LA9 C25 H25 SING N N 51 LA9 C25 H25A SING N N 52 LA9 C25 H25B SING N N 53 LA9 C26 H26 SING N N 54 LA9 C26 H26A SING N N 55 LA9 C26 H26B SING N N 56 LA9 C28 N27 SING N N 57 LA9 N27 HN27 SING N N 58 LA9 C29 C28 SING N N 59 LA9 C28 O30 DOUB N N 60 LA9 C29 H29 SING N N 61 LA9 C29 H29A SING N N 62 LA9 C29 H29B SING N N 63 # # 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 LA9 SMILES ACDLabs 12.01 "O=C(NC(C(=O)NC(C)P(=O)(O)CC(C(=O)O)CCc1ccccc1)CC(C)C)C" LA9 InChI InChI 1.03 "InChI=1S/C21H33N2O6P/c1-14(2)12-19(22-15(3)24)20(25)23-16(4)30(28,29)13-18(21(26)27)11-10-17-8-6-5-7-9-17/h5-9,14,16,18-19H,10-13H2,1-4H3,(H,22,24)(H,23,25)(H,26,27)(H,28,29)/t16-,18-,19+/m1/s1" LA9 InChIKey InChI 1.03 PRXYUEILDUCTTM-QRQLOZEOSA-N LA9 SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](C)[P](O)(=O)C[C@@H](CCc1ccccc1)C(O)=O" LA9 SMILES CACTVS 3.385 "CC(C)C[CH](NC(C)=O)C(=O)N[CH](C)[P](O)(=O)C[CH](CCc1ccccc1)C(O)=O" LA9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](NC(=O)[C@H](CC(C)C)NC(=O)C)P(=O)(C[C@@H](CCc1ccccc1)C(=O)O)O" LA9 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(=O)NC(C)P(=O)(CC(CCc1ccccc1)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 LA9 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-{[(R)-{(1R)-1-[(N-acetyl-L-leucyl)amino]ethyl}(hydroxy)phosphoryl]methyl}-4-phenylbutanoic acid" LA9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[[(1R)-1-[[(2S)-2-acetamido-4-methyl-pentanoyl]amino]ethyl]-oxidanyl-phosphoryl]methyl]-4-phenyl-butanoic 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 LA9 "Create component" 2014-12-17 EBI LA9 "Initial release" 2016-01-20 RCSB LA9 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LA9 _pdbx_chem_comp_synonyms.name "Acetyl-Leu-Ala-y(PO2CH2)-homoPhe-OH" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##