data_59F # _chem_comp.id 59F _chem_comp.name "(2R,4R,5R)-2-[(1R)-1-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-2-oxoethyl]-5-methyl-1,3-thiazinane-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 N5 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-27 _chem_comp.pdbx_modified_date 2016-01-08 _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 535.570 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59F _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 5DF8 _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 59F C11 C1 C 0 1 N N N 0.955 8.945 23.010 -3.227 -0.322 -0.572 C11 59F 1 59F C13 C2 C 0 1 N N N 4.842 9.266 23.489 -5.657 1.638 1.284 C13 59F 2 59F C14 C3 C 0 1 Y N N -1.907 10.672 24.042 -0.626 -2.229 1.020 C14 59F 3 59F C15 C4 C 0 1 Y N N -3.704 9.347 23.108 0.276 -2.377 -1.194 C15 59F 4 59F C17 C5 C 0 1 N N N 3.747 8.331 25.571 -6.871 0.235 -0.296 C17 59F 5 59F S01 S1 S 0 1 N N N -5.175 6.323 24.780 4.296 0.748 -1.523 S01 59F 6 59F O01 O1 O 0 1 N N N -2.731 4.400 21.135 1.667 3.069 -1.328 O01 59F 7 59F O02 O2 O 0 1 N N N -1.731 6.687 24.884 -0.147 1.509 0.979 O02 59F 8 59F O03 O3 O 0 1 N N N -7.890 3.386 21.369 5.132 -0.417 2.197 O03 59F 9 59F O04 O4 O 0 1 N N N -7.456 5.212 20.186 6.973 -0.867 1.061 O04 59F 10 59F O05 O5 O 0 1 N N N 0.753 9.430 21.901 -3.138 -0.893 -1.640 O05 59F 11 59F O06 O6 O 0 1 N N N 1.478 7.843 25.525 -5.473 -0.833 -1.863 O06 59F 12 59F O07 O7 O 0 1 N N N 3.857 7.914 26.732 -7.902 -0.141 -0.815 O07 59F 13 59F O O8 O 0 1 N N N -5.080 12.607 24.027 0.778 -5.547 0.519 O 59F 14 59F N01 N1 N 0 1 N N N -5.525 4.527 22.803 4.849 1.921 0.822 N01 59F 15 59F N02 N2 N 0 1 N N N -2.780 6.187 22.886 1.495 0.681 -0.261 N02 59F 16 59F N03 N3 N 0 1 N N N -0.123 8.363 23.762 -2.113 0.004 0.114 N03 59F 17 59F N04 N4 N 0 1 N N N 2.284 8.931 23.643 -4.440 -0.008 -0.075 N04 59F 18 59F N05 N5 N 0 1 N N N 4.873 8.772 24.865 -6.902 1.088 0.747 N05 59F 19 59F C01 C6 C 0 1 N N R -4.663 4.859 23.912 3.870 0.999 0.227 C01 59F 20 59F C02 C7 C 0 1 N N R -3.230 4.926 23.388 2.468 1.601 0.332 C02 59F 21 59F C03 C8 C 0 1 N N N -3.012 3.959 22.256 2.429 2.916 -0.403 C03 59F 22 59F C07 C9 C 0 1 N N R -6.788 5.149 22.521 6.195 1.345 0.833 C07 59F 23 59F C04 C10 C 0 1 N N R -7.554 5.579 23.608 6.786 1.316 -0.574 C04 59F 24 59F C05 C11 C 0 1 N N N -6.863 5.718 24.948 6.049 0.274 -1.422 C05 59F 25 59F C06 C12 C 0 1 N N N -1.982 7.012 23.758 0.207 0.716 0.133 C06 59F 26 59F C08 C13 C 0 1 N N N -9.072 5.557 23.581 8.270 0.951 -0.496 C08 59F 27 59F CA C14 C 0 1 N N R -1.460 8.295 23.228 -0.794 -0.231 -0.478 CA 59F 28 59F C09 C15 C 0 1 N N N -7.418 4.563 21.293 6.129 -0.061 1.372 C09 59F 29 59F C10 C16 C 0 1 Y N N -2.367 9.478 23.488 -0.370 -1.652 -0.210 C10 59F 30 59F C12 C17 C 0 1 N N N 3.414 9.569 22.914 -4.551 0.587 1.258 C12 59F 31 59F C16 C18 C 0 1 N N N 2.439 8.346 24.935 -5.548 -0.243 -0.806 C16 59F 32 59F C19 C19 C 0 1 N N N 6.216 8.775 25.441 -8.185 1.464 1.345 C19 59F 33 59F C20 C20 C 0 1 Y N N -2.800 11.730 24.227 -0.239 -3.531 1.269 C20 59F 34 59F C21 C21 C 0 1 Y N N -4.583 10.386 23.295 0.656 -3.684 -0.955 C21 59F 35 59F C22 C22 C 0 1 Y N N -4.142 11.575 23.852 0.404 -4.263 0.280 C22 59F 36 59F C23 C23 C 0 1 N N N 7.220 8.214 24.452 -8.731 2.708 0.641 C23 59F 37 59F H1 H1 H 0 1 N N N 5.313 8.508 22.846 -5.353 2.495 0.682 H1 59F 38 59F H2 H2 H 0 1 N N N 5.428 10.196 23.449 -5.820 1.962 2.312 H2 59F 39 59F H3 H3 H 0 1 N N N -0.870 10.778 24.325 -1.127 -1.659 1.789 H3 59F 40 59F H4 H4 H 0 1 N N N -4.049 8.424 22.665 0.472 -1.926 -2.156 H4 59F 41 59F H5 H5 H 0 1 N N N -8.235 3.128 20.523 5.131 -1.329 2.517 H5 59F 42 59F H6 H6 H 0 1 N N N -4.653 13.362 24.415 1.670 -5.637 0.880 H6 59F 43 59F H7 H7 H 0 1 N N N -5.726 3.553 22.905 4.567 2.199 1.750 H7 59F 44 59F H9 H9 H 0 1 N N N -3.011 6.487 21.960 1.778 0.046 -0.938 H9 59F 45 59F H10 H10 H 0 1 N N N 0.059 7.998 24.675 -2.185 0.394 0.999 H10 59F 46 59F H11 H11 H 0 1 N N N -4.712 4.050 24.656 3.901 0.044 0.751 H11 59F 47 59F H12 H12 H 0 1 N N N -2.568 4.624 24.213 2.221 1.764 1.381 H12 59F 48 59F H13 H13 H 0 1 N N N -3.100 2.895 22.420 3.082 3.722 -0.103 H13 59F 49 59F H14 H14 H 0 1 N N N -6.448 6.114 22.117 6.836 1.946 1.479 H14 59F 50 59F H15 H15 H 0 1 N N N -7.478 6.648 23.360 6.679 2.299 -1.033 H15 59F 51 59F H16 H16 H 0 1 N N N -7.433 6.425 25.569 6.137 -0.707 -0.956 H16 59F 52 59F H17 H17 H 0 1 N N N -6.840 4.734 25.439 6.479 0.246 -2.424 H17 59F 53 59F H18 H18 H 0 1 N N N -9.462 5.937 24.537 8.379 -0.031 -0.035 H18 59F 54 59F H19 H19 H 0 1 N N N -9.433 6.193 22.759 8.693 0.930 -1.500 H19 59F 55 59F H20 H20 H 0 1 N N N -9.421 4.525 23.427 8.796 1.694 0.104 H20 59F 56 59F H21 H21 H 0 1 N N N -1.380 8.188 22.136 -0.843 -0.064 -1.554 H21 59F 57 59F H22 H22 H 0 1 N N N 3.262 10.658 22.939 -3.603 1.055 1.523 H22 59F 58 59F H23 H23 H 0 1 N N N 3.386 9.219 21.872 -4.781 -0.194 1.982 H23 59F 59 59F H24 H24 H 0 1 N N N 6.221 8.157 26.351 -8.893 0.643 1.233 H24 59F 60 59F H25 H25 H 0 1 N N N 6.498 9.807 25.697 -8.043 1.679 2.405 H25 59F 61 59F H26 H26 H 0 1 N N N -2.459 12.661 24.656 -0.436 -3.980 2.231 H26 59F 62 59F H27 H27 H 0 1 N N N -5.618 10.276 23.008 1.160 -4.250 -1.724 H27 59F 63 59F H28 H28 H 0 1 N N N 8.224 8.224 24.902 -8.023 3.529 0.754 H28 59F 64 59F H29 H29 H 0 1 N N N 6.944 7.181 24.195 -8.873 2.493 -0.418 H29 59F 65 59F H30 H30 H 0 1 N N N 7.221 8.830 23.541 -9.686 2.988 1.087 H30 59F 66 # 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 59F O04 C09 DOUB N N 1 59F O01 C03 DOUB N N 2 59F C09 O03 SING N N 3 59F C09 C07 SING N N 4 59F O05 C11 DOUB N N 5 59F C03 C02 SING N N 6 59F C07 N01 SING N N 7 59F C07 C04 SING N N 8 59F N01 C01 SING N N 9 59F N02 C02 SING N N 10 59F N02 C06 SING N N 11 59F C12 C13 SING N N 12 59F C12 N04 SING N N 13 59F C11 N04 SING N N 14 59F C11 N03 SING N N 15 59F C15 C21 DOUB Y N 16 59F C15 C10 SING Y N 17 59F CA C10 SING N N 18 59F CA C06 SING N N 19 59F CA N03 SING N N 20 59F C21 C22 SING Y N 21 59F C02 C01 SING N N 22 59F C10 C14 DOUB Y N 23 59F C13 N05 SING N N 24 59F C08 C04 SING N N 25 59F C04 C05 SING N N 26 59F N04 C16 SING N N 27 59F C06 O02 DOUB N N 28 59F C22 O SING N N 29 59F C22 C20 DOUB Y N 30 59F C01 S01 SING N N 31 59F C14 C20 SING Y N 32 59F C23 C19 SING N N 33 59F S01 C05 SING N N 34 59F N05 C19 SING N N 35 59F N05 C17 SING N N 36 59F C16 O06 DOUB N N 37 59F C16 C17 SING N N 38 59F C17 O07 DOUB N N 39 59F C13 H1 SING N N 40 59F C13 H2 SING N N 41 59F C14 H3 SING N N 42 59F C15 H4 SING N N 43 59F O03 H5 SING N N 44 59F O H6 SING N N 45 59F N01 H7 SING N N 46 59F N02 H9 SING N N 47 59F N03 H10 SING N N 48 59F C01 H11 SING N N 49 59F C02 H12 SING N N 50 59F C03 H13 SING N N 51 59F C07 H14 SING N N 52 59F C04 H15 SING N N 53 59F C05 H16 SING N N 54 59F C05 H17 SING N N 55 59F C08 H18 SING N N 56 59F C08 H19 SING N N 57 59F C08 H20 SING N N 58 59F CA H21 SING N N 59 59F C12 H22 SING N N 60 59F C12 H23 SING N N 61 59F C19 H24 SING N N 62 59F C19 H25 SING N N 63 59F C20 H26 SING N N 64 59F C21 H27 SING N N 65 59F C23 H28 SING N N 66 59F C23 H29 SING N N 67 59F C23 H30 SING N N 68 # 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 59F SMILES ACDLabs 12.01 "C(N1C(C(=O)N(CC1)CC)=O)(NC(C(=O)NC(C2SCC(C(N2)C(O)=O)C)C=O)c3ccc(O)cc3)=O" 59F InChI InChI 1.03 "InChI=1S/C23H29N5O8S/c1-3-27-8-9-28(21(33)20(27)32)23(36)26-17(13-4-6-14(30)7-5-13)18(31)24-15(10-29)19-25-16(22(34)35)12(2)11-37-19/h4-7,10,12,15-17,19,25,30H,3,8-9,11H2,1-2H3,(H,24,31)(H,26,36)(H,34,35)/t12-,15+,16+,17+,19+/m0/s1" 59F InChIKey InChI 1.03 XXVXTCZUKVAJAU-BMBOTXNISA-N 59F SMILES_CANONICAL CACTVS 3.385 "CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H](C=O)[C@@H]2N[C@H]([C@@H](C)CS2)C(O)=O)c3ccc(O)cc3)C(=O)C1=O" 59F SMILES CACTVS 3.385 "CCN1CCN(C(=O)N[CH](C(=O)N[CH](C=O)[CH]2N[CH]([CH](C)CS2)C(O)=O)c3ccc(O)cc3)C(=O)C1=O" 59F SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c2ccc(cc2)O)C(=O)N[C@H](C=O)[C@@H]3N[C@H]([C@H](CS3)C)C(=O)O" 59F SMILES "OpenEye OEToolkits" 1.9.2 "CCN1CCN(C(=O)C1=O)C(=O)NC(c2ccc(cc2)O)C(=O)NC(C=O)C3NC(C(CS3)C)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 59F "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4R,5R)-2-[(1R)-1-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-2-oxoethyl]-5-methyl-1,3-thiazinane-4-carboxylic acid" 59F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,4R,5R)-2-[(1R)-1-[[(2R)-2-[[4-ethyl-2,3-bis(oxidanylidene)piperazin-1-yl]carbonylamino]-2-(4-hydroxyphenyl)ethanoyl]amino]-2-oxidanylidene-ethyl]-5-methyl-1,3-thiazinane-4-carboxylic 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 59F "Create component" 2015-08-27 RCSB 59F "Initial release" 2016-01-13 RCSB #