data_79F # _chem_comp.id 79F _chem_comp.name "(2~{S})-4-methyl-2-[[(2~{S})-3-oxidanyl-2-[[oxidanyl(phenylmethoxycarbonylaminomethyl)phosphoryl]amino]propanoyl]amino]pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H28 N3 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-16 _chem_comp.pdbx_modified_date 2017-08-11 _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 445.404 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 79F _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 5LVD _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 79F C2 C1 C 0 1 Y N N 16.249 41.425 -10.570 7.174 -1.672 0.812 C2 79F 1 79F C3 C2 C 0 1 Y N N 17.527 41.088 -11.026 8.432 -1.789 1.372 C3 79F 2 79F C8 C3 C 0 1 Y N N 15.102 41.186 -11.344 6.994 -0.912 -0.329 C8 79F 3 79F C9 C4 C 0 1 N N N 13.698 41.580 -10.853 5.624 -0.789 -0.944 C9 79F 4 79F C13 C5 C 0 1 N N N 12.733 40.836 -8.874 3.690 0.604 -0.813 C13 79F 5 79F C24 C6 C 0 1 N N N 8.891 39.538 -3.773 -3.304 0.378 -0.187 C24 79F 6 79F N25 N1 N 0 1 N N N 9.186 40.804 -4.104 -4.355 -0.218 0.411 N25 79F 7 79F C27 C7 C 0 1 N N N 7.463 42.205 -2.978 -6.209 -1.811 0.342 C27 79F 8 79F C33 C8 C 0 1 N N N 7.705 44.026 -1.187 -5.948 -4.107 1.292 C33 79F 9 79F C4 C9 C 0 1 Y N N 17.679 40.504 -12.294 9.509 -1.142 0.796 C4 79F 10 79F C5 C10 C 0 1 Y N N 16.535 40.277 -13.072 9.328 -0.377 -0.342 C5 79F 11 79F C6 C11 C 0 1 Y N N 15.258 40.624 -12.604 8.071 -0.265 -0.906 C6 79F 12 79F C17 C12 C 0 1 N N N 12.064 40.203 -6.615 1.640 1.921 -0.804 C17 79F 13 79F P18 P1 P 0 1 N N N 11.532 38.629 -5.899 0.428 1.147 0.315 P18 79F 14 79F O19 O1 O 0 1 N N N 10.191 38.209 -6.487 0.654 -0.316 0.351 O19 79F 15 79F O20 O2 O 0 1 N N N 12.586 37.580 -6.103 0.601 1.753 1.796 O20 79F 16 79F N21 N2 N 0 1 N N N 11.261 39.011 -4.283 -1.129 1.460 -0.241 N21 79F 17 79F C23 C13 C 0 1 N N S 10.041 38.582 -3.582 -2.135 0.850 0.638 C23 79F 18 79F O45 O3 O 0 1 N N N 7.745 39.136 -3.593 -3.300 0.535 -1.390 O45 79F 19 79F C47 C14 C 0 1 N N N 10.342 38.419 -2.082 -2.616 1.884 1.659 C47 79F 20 79F O50 O4 O 0 1 N N N 10.844 37.083 -1.874 -3.298 2.941 0.980 O50 79F 21 79F O12 O5 O 0 1 N N N 13.530 40.500 -9.881 4.936 0.353 -0.368 O12 79F 22 79F O14 O6 O 0 1 N N N 12.035 41.827 -8.907 3.191 -0.112 -1.660 O14 79F 23 79F N15 N3 N 0 1 N N N 12.829 39.967 -7.850 2.996 1.648 -0.320 N15 79F 24 79F C26 C15 C 0 1 N N S 8.030 41.672 -4.315 -5.491 -0.677 -0.392 C26 79F 25 79F C28 C16 C 0 1 N N N 8.444 43.110 -2.194 -5.277 -3.019 0.451 C28 79F 26 79F C29 C17 C 0 1 N N N 9.404 42.220 -1.363 -4.984 -3.565 -0.948 C29 79F 27 79F C41 C18 C 0 1 N N N 8.416 42.734 -5.323 -6.448 0.467 -0.608 C41 79F 28 79F O42 O7 O 0 1 N N N 7.532 43.549 -5.670 -7.570 0.279 -1.321 O42 79F 29 79F O43 O8 O 0 1 N N N 9.581 42.755 -5.822 -6.206 1.554 -0.139 O43 79F 30 79F H1 H1 H 0 1 N N N 16.141 41.881 -9.597 6.333 -2.177 1.262 H1 79F 31 79F H2 H2 H 0 1 N N N 18.392 41.276 -10.407 8.574 -2.386 2.261 H2 79F 32 79F H3 H3 H 0 1 N N N 13.682 42.574 -10.382 5.720 -0.650 -2.021 H3 79F 33 79F H4 H4 H 0 1 N N N 12.947 41.542 -11.656 5.053 -1.696 -0.744 H4 79F 34 79F H5 H5 H 0 1 N N N 10.127 41.129 -4.199 -4.358 -0.344 1.373 H5 79F 35 79F H6 H6 H 0 1 N N N 6.554 42.786 -3.195 -6.490 -1.477 1.341 H6 79F 36 79F H7 H7 H 0 1 N N N 7.205 41.344 -2.344 -7.105 -2.092 -0.211 H7 79F 37 79F H8 H8 H 0 1 N N N 8.437 44.650 -0.653 -6.881 -4.410 0.817 H8 79F 38 79F H9 H9 H 0 1 N N N 6.999 44.672 -1.729 -5.284 -4.968 1.370 H9 79F 39 79F H10 H10 H 0 1 N N N 7.155 43.407 -0.464 -6.157 -3.718 2.289 H10 79F 40 79F H11 H11 H 0 1 N N N 18.658 40.235 -12.663 10.492 -1.233 1.234 H11 79F 41 79F H12 H12 H 0 1 N N N 16.638 39.827 -14.048 10.169 0.129 -0.792 H12 79F 42 79F H13 H13 H 0 1 N N N 14.393 40.453 -13.227 7.929 0.333 -1.794 H13 79F 43 79F H14 H14 H 0 1 N N N 12.698 40.736 -5.891 1.523 1.511 -1.807 H14 79F 44 79F H15 H15 H 0 1 N N N 11.179 40.814 -6.847 1.474 2.998 -0.831 H15 79F 45 79F H16 H16 H 0 1 N N N 12.212 36.841 -6.568 0.467 2.709 1.848 H16 79F 46 79F H17 H17 H 0 1 N N N 12.029 38.628 -3.771 -1.286 2.452 -0.336 H17 79F 47 79F H18 H18 H 0 1 N N N 9.738 37.599 -3.973 -1.694 0.001 1.161 H18 79F 48 79F H19 H19 H 0 1 N N N 11.098 39.155 -1.770 -3.295 1.408 2.366 H19 79F 49 79F H20 H20 H 0 1 N N N 9.422 38.568 -1.498 -1.758 2.290 2.195 H20 79F 50 79F H21 H21 H 0 1 N N N 11.038 36.957 -0.953 -3.631 3.634 1.567 H21 79F 51 79F H22 H22 H 0 1 N N N 13.419 39.163 -7.928 3.394 2.219 0.356 H22 79F 52 79F H23 H23 H 0 1 N N N 7.236 41.065 -4.775 -5.133 -1.038 -1.356 H23 79F 53 79F H24 H24 H 0 1 N N N 9.025 43.725 -2.898 -4.344 -2.716 0.926 H24 79F 54 79F H25 H25 H 0 1 N N N 10.104 42.858 -0.803 -4.506 -2.789 -1.547 H25 79F 55 79F H26 H26 H 0 1 N N N 8.820 41.610 -0.658 -4.319 -4.425 -0.870 H26 79F 56 79F H27 H27 H 0 1 N N N 9.969 41.560 -2.038 -5.917 -3.867 -1.423 H27 79F 57 79F H28 H28 H 0 1 N N N 7.883 44.137 -6.328 -8.153 1.042 -1.432 H28 79F 58 # 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 79F C5 C6 DOUB Y N 1 79F C5 C4 SING Y N 2 79F C6 C8 SING Y N 3 79F C4 C3 DOUB Y N 4 79F C8 C9 SING N N 5 79F C8 C2 DOUB Y N 6 79F C3 C2 SING Y N 7 79F C9 O12 SING N N 8 79F O12 C13 SING N N 9 79F O14 C13 DOUB N N 10 79F C13 N15 SING N N 11 79F N15 C17 SING N N 12 79F C17 P18 SING N N 13 79F O19 P18 DOUB N N 14 79F O20 P18 SING N N 15 79F P18 N21 SING N N 16 79F O43 C41 DOUB N N 17 79F O42 C41 SING N N 18 79F C41 C26 SING N N 19 79F C26 N25 SING N N 20 79F C26 C27 SING N N 21 79F N21 C23 SING N N 22 79F N25 C24 SING N N 23 79F C24 O45 DOUB N N 24 79F C24 C23 SING N N 25 79F C23 C47 SING N N 26 79F C27 C28 SING N N 27 79F C28 C29 SING N N 28 79F C28 C33 SING N N 29 79F C47 O50 SING N N 30 79F C2 H1 SING N N 31 79F C3 H2 SING N N 32 79F C9 H3 SING N N 33 79F C9 H4 SING N N 34 79F N25 H5 SING N N 35 79F C27 H6 SING N N 36 79F C27 H7 SING N N 37 79F C33 H8 SING N N 38 79F C33 H9 SING N N 39 79F C33 H10 SING N N 40 79F C4 H11 SING N N 41 79F C5 H12 SING N N 42 79F C6 H13 SING N N 43 79F C17 H14 SING N N 44 79F C17 H15 SING N N 45 79F O20 H16 SING N N 46 79F N21 H17 SING N N 47 79F C23 H18 SING N N 48 79F C47 H19 SING N N 49 79F C47 H20 SING N N 50 79F O50 H21 SING N N 51 79F N15 H22 SING N N 52 79F C26 H23 SING N N 53 79F C28 H24 SING N N 54 79F C29 H25 SING N N 55 79F C29 H26 SING N N 56 79F C29 H27 SING N N 57 79F O42 H28 SING N N 58 # 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 79F InChI InChI 1.03 "InChI=1S/C18H28N3O8P/c1-12(2)8-14(17(24)25)20-16(23)15(9-22)21-30(27,28)11-19-18(26)29-10-13-6-4-3-5-7-13/h3-7,12,14-15,22H,8-11H2,1-2H3,(H,19,26)(H,20,23)(H,24,25)(H2,21,27,28)/t14-,15-/m0/s1" 79F InChIKey InChI 1.03 SSYZVHUEGYLORV-GJZGRUSLSA-N 79F SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](NC(=O)[C@H](CO)N[P](O)(=O)CNC(=O)OCc1ccccc1)C(O)=O" 79F SMILES CACTVS 3.385 "CC(C)C[CH](NC(=O)[CH](CO)N[P](O)(=O)CNC(=O)OCc1ccccc1)C(O)=O" 79F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](CO)NP(=O)(CNC(=O)OCc1ccccc1)O" 79F SMILES "OpenEye OEToolkits" 2.0.5 "CC(C)CC(C(=O)O)NC(=O)C(CO)NP(=O)(CNC(=O)OCc1ccccc1)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 79F "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(2~{S})-4-methyl-2-[[(2~{S})-3-oxidanyl-2-[[oxidanyl(phenylmethoxycarbonylaminomethyl)phosphoryl]amino]propanoyl]amino]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 79F "Create component" 2016-09-16 EBI 79F "Initial release" 2017-08-16 RCSB #