data_FZN # _chem_comp.id FZN _chem_comp.name "(2S)-2-amino-6-{[(1Z)-1-{[(2R,3R,4S,5R)-5-({[(R)-{[(R)-{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxytetrahydrofuran-2-yl]sulfanyl}ethylidene]amino}hexanoic acid" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C23 H37 N7 O15 P2 S" _chem_comp.mon_nstd_parent_comp_id LYS _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-18 _chem_comp.pdbx_modified_date 2023-11-03 _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 745.590 _chem_comp.one_letter_code K _chem_comp.three_letter_code FZN _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 3D81 _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 FZN N N N 0 1 N N N Y Y N -2.897 23.238 -25.019 -6.263 -7.407 1.018 N FZN 1 FZN CA CA C 0 1 N N S Y N N -3.731 23.366 -23.953 -5.310 -6.805 0.077 CA FZN 2 FZN CB CB C 0 1 N N N N N N -3.156 23.824 -22.861 -4.670 -5.572 0.718 CB FZN 3 FZN C C C 0 1 N N N Y N Y -4.984 23.854 -24.122 -4.237 -7.808 -0.262 C FZN 4 FZN O O O 0 1 N N N Y N Y -5.113 24.885 -24.310 -4.040 -8.751 0.466 O FZN 5 FZN C4 C4 C 0 1 N N N N N N -3.224 24.275 -20.368 -5.101 -3.270 1.590 C4 FZN 6 FZN C5 C5 C 0 1 N N N N N N -3.677 25.017 -19.349 -6.172 -2.202 1.820 C5 FZN 7 FZN N2 N2 N 0 1 N N N N N N -2.720 25.078 -18.406 -5.559 -1.021 2.434 N2 FZN 8 FZN C6 C6 C 0 1 N N N N N N -2.805 25.344 -17.153 -5.555 0.109 1.802 C6 FZN 9 FZN C7 C7 C 0 1 N N N N N N -1.607 25.246 -16.286 -4.832 1.295 2.384 C7 FZN 10 FZN S1 S1 S 0 1 N N N N N N -4.256 25.788 -16.397 -6.397 0.259 0.261 S1 FZN 11 FZN C8 C8 C 0 1 N N R N N N -5.040 24.572 -15.337 -5.918 1.944 -0.195 C8 FZN 12 FZN O3 O3 O 0 1 N N N N N N -6.353 24.092 -15.797 -4.509 2.007 -0.463 O3 FZN 13 FZN C11 C11 C 0 1 N N R N N N -6.438 22.661 -15.471 -4.256 2.913 -1.543 C11 FZN 14 FZN C10 C10 C 0 1 N N S N N N -5.124 22.315 -14.754 -5.619 3.445 -2.035 C10 FZN 15 FZN O2 O2 O 0 1 N N N N N N -4.633 20.990 -15.027 -5.646 3.531 -3.461 O2 FZN 16 FZN C9 C9 C 0 1 N N R N N N -4.200 23.315 -15.269 -6.601 2.356 -1.524 C9 FZN 17 FZN O1 O1 O 0 1 N N N N N N -3.908 22.952 -16.627 -6.667 1.254 -2.432 O1 FZN 18 FZN C12 C12 C 0 1 N N N N N N -7.628 22.292 -14.625 -3.391 4.077 -1.053 C12 FZN 19 FZN O4 O4 O 0 1 N N N N N N -7.761 20.852 -14.642 -2.095 3.591 -0.699 O4 FZN 20 FZN P1 P1 P 0 1 N N R N N N -7.904 19.943 -13.313 -0.923 4.544 -0.142 P1 FZN 21 FZN O5 O5 O 0 1 N N N N N N -8.707 18.686 -13.582 -0.692 5.651 -1.096 O5 FZN 22 FZN O6 O6 O 0 1 N N N N N N -6.479 19.848 -12.837 -1.357 5.148 1.286 O6 FZN 23 FZN O7 O7 O 0 1 N N N N N N -8.663 20.979 -12.345 0.431 3.689 0.026 O7 FZN 24 FZN P2 P2 P 0 1 N N R N N N -10.262 21.068 -12.319 1.980 4.076 0.231 P2 FZN 25 FZN O8 O8 O 0 1 N N N N N N -10.600 22.157 -11.304 2.591 4.600 -1.163 O8 FZN 26 FZN O9 O9 O 0 1 N N N N N N -10.671 21.313 -13.760 2.091 5.142 1.251 O9 FZN 27 FZN O10 O10 O 0 1 N N N N N N -10.558 19.512 -11.879 2.797 2.778 0.721 O10 FZN 28 FZN CZ1 CZ1 C 0 1 N N N N N N -10.397 19.139 -10.484 4.177 2.820 1.090 CZ1 FZN 29 FZN CZ2 CZ2 C 0 1 N N R N N N -11.557 18.195 -10.119 4.637 1.421 1.503 CZ2 FZN 30 FZN CZ4 CZ4 C 0 1 N N S N N N -13.009 18.817 -10.003 6.091 1.465 2.025 CZ4 FZN 31 FZN OZ5 OZ5 O 0 1 N N N N N N -14.070 18.089 -10.733 6.109 1.499 3.454 OZ5 FZN 32 FZN CZ6 CZ6 C 0 1 N N R N N N -13.287 18.838 -8.505 6.716 0.152 1.506 CZ6 FZN 33 FZN OZ7 OZ7 O 0 1 N N N N N N -14.666 18.686 -8.091 7.140 -0.667 2.599 OZ7 FZN 34 FZN CZ8 CZ8 C 0 1 N N R N N N -12.382 17.732 -7.980 5.567 -0.531 0.732 CZ8 FZN 35 FZN OZ3 OZ3 O 0 1 N N N N N N -11.248 17.574 -8.873 4.685 0.547 0.354 OZ3 FZN 36 FZN N9 N9 N 0 1 Y N N N N N -11.906 17.976 -6.591 6.086 -1.207 -0.460 N9 FZN 37 FZN C17 C17 C 0 1 Y N N N N N -11.487 16.937 -5.864 6.614 -2.473 -0.510 C17 FZN 38 FZN C14 C14 C 0 1 Y N N N N N -11.108 17.462 -4.592 6.975 -2.689 -1.851 C14 FZN 39 FZN N10 N10 N 0 1 Y N N N N N -11.331 18.835 -4.609 6.655 -1.565 -2.536 N10 FZN 40 FZN CZ9 CZ9 C 0 1 Y N N N N N -11.828 19.155 -5.843 6.128 -0.697 -1.723 CZ9 FZN 41 FZN N13 N13 N 0 1 Y N N N N N -11.375 15.559 -6.164 6.827 -3.437 0.380 N13 FZN 42 FZN C16 C16 C 0 1 Y N N N N N -10.893 14.697 -5.215 7.369 -4.580 0.014 C16 FZN 43 FZN N12 N12 N 0 1 Y N N N N N -10.507 15.105 -3.945 7.725 -4.828 -1.233 N12 FZN 44 FZN C15 C15 C 0 1 Y N N N N N -10.586 16.428 -3.585 7.550 -3.925 -2.192 C15 FZN 45 FZN N11 N11 N 0 1 N N N N N N -10.206 16.783 -2.350 7.925 -4.195 -3.497 N11 FZN 46 FZN C13 C13 C 0 1 N N N N N N -3.717 24.764 -21.647 -5.741 -4.503 0.948 C13 FZN 47 FZN OXT OXT O 0 1 N Y N Y N Y -5.954 22.976 -24.114 -3.501 -7.653 -1.374 OXT FZN 48 FZN H HN H 0 1 N N N Y Y N -3.435 23.207 -25.862 -5.802 -7.688 1.870 HN FZN 49 FZN HB HB H 0 1 N N N N N N -2.867 22.901 -22.336 -4.222 -5.849 1.672 HB FZN 50 FZN HBA HBA H 0 1 N N N N N N -2.517 24.579 -23.342 -3.899 -5.177 0.056 HBA FZN 51 FZN H4 H4 H 0 1 N N N N N N -3.565 23.238 -20.230 -4.330 -2.875 0.928 H4 FZN 52 FZN H4A H4A H 0 1 N N N N N N -2.126 24.333 -20.376 -4.653 -3.548 2.544 H4A FZN 53 FZN H5 H5 H 0 1 N N N N N N -3.915 26.031 -19.704 -6.619 -1.924 0.866 H5 FZN 54 FZN H5A H5A H 0 1 N N N N N N -4.589 24.565 -18.931 -6.943 -2.597 2.482 H5A FZN 55 FZN H7 H7 H 0 1 N N N N N N -0.702 25.222 -16.911 -3.830 1.355 1.958 H7 FZN 56 FZN H7A H7A H 0 1 N N N N N N -1.567 26.118 -15.617 -5.381 2.207 2.149 H7A FZN 57 FZN H7B H7B H 0 1 N N N N N N -1.663 24.325 -15.687 -4.760 1.183 3.466 H7B FZN 58 FZN H8 H8 H 0 1 N N N N N N -5.151 25.105 -14.381 -6.186 2.641 0.599 H8 FZN 59 FZN H11 H11 H 0 1 N N N N N N -6.579 22.084 -16.397 -3.748 2.390 -2.353 H11 FZN 60 FZN H10 H10 H 0 1 N N N N N N -5.254 22.324 -13.662 -5.844 4.412 -1.585 H10 FZN 61 FZN HO2 HO2 H 0 1 N N N N N N -4.525 20.879 -15.964 -6.482 3.860 -3.819 HO2 FZN 62 FZN H9 H9 H 0 1 N N N N N N -3.280 23.417 -14.675 -7.592 2.773 -1.344 H9 FZN 63 FZN HO1 HO1 H 0 1 N N N N N N -3.844 23.737 -17.158 -7.183 0.505 -2.105 HO1 FZN 64 FZN H12 H12 H 0 1 N N N N N N -7.478 22.643 -13.593 -3.298 4.819 -1.845 H12 FZN 65 FZN H12A H12A H 0 0 N N N N N N -8.539 22.763 -15.023 -3.858 4.534 -0.180 H12A FZN 66 FZN HO6 HO6 H 0 1 N N N N N N -5.895 19.828 -13.586 -1.525 4.477 1.962 HO6 FZN 67 FZN HO8 HO8 H 0 1 N N N N N N -10.670 21.773 -10.438 2.552 3.951 -1.879 HO8 FZN 68 FZN HZ1 HZ1 H 0 1 N N N N N N -9.434 18.629 -10.338 4.769 3.162 0.242 HZ1 FZN 69 FZN HZ1A HZ1A H 0 0 N N N N N N -10.410 20.032 -9.842 4.308 3.507 1.926 HZ1A FZN 70 FZN HZ2 HZ2 H 0 1 N N N N N N -11.621 17.507 -10.975 3.973 1.013 2.265 HZ2 FZN 71 FZN HZ4 HZ4 H 0 1 N N N N N N -13.028 19.809 -10.477 6.617 2.327 1.616 HZ4 FZN 72 FZN HOZ5 HOZ5 H 0 0 N N N N N N -14.805 17.933 -10.152 6.997 1.527 3.835 HOZ5 FZN 73 FZN HZ6 HZ6 H 0 1 N N N N N N -13.080 19.835 -8.089 7.554 0.364 0.842 HZ6 FZN 74 FZN HOZ7 HOZ7 H 0 0 N N N N N N -14.711 18.653 -7.143 7.819 -0.260 3.155 HOZ7 FZN 75 FZN HZ8 HZ8 H 0 1 N N N N N N -12.980 16.809 -7.949 5.047 -1.242 1.374 HZ8 FZN 76 FZN HZ9 HZ9 H 0 1 N N N N N N -12.110 20.142 -6.179 5.778 0.285 -2.006 HZ9 FZN 77 FZN H16 H16 H 0 1 N N N N N N -10.809 13.650 -5.466 7.529 -5.342 0.762 H16 FZN 78 FZN HN11 HN11 H 0 0 N N N N N N -9.210 16.871 -2.320 7.792 -3.527 -4.188 HN11 FZN 79 FZN HN1A HN1A H 0 0 N N N N N N -10.626 17.659 -2.111 8.321 -5.052 -3.720 HN1A FZN 80 FZN H13 H13 H 0 1 N N N N N N -3.371 25.797 -21.798 -6.188 -4.226 -0.006 H13 FZN 81 FZN H13A H13A H 0 0 N N N N N N -4.817 24.733 -21.645 -6.511 -4.898 1.610 H13A FZN 82 FZN HXT HOXT H 0 0 N Y N Y N Y -6.777 23.411 -24.302 -2.825 -8.322 -1.550 HOXT FZN 83 FZN HA HA H 0 1 N N N Y N N -3.950 22.297 -23.815 -5.833 -6.511 -0.833 HA FZN 84 FZN H2 HNA H 0 1 N Y N Y Y N -2.274 24.020 -25.050 -7.027 -6.777 1.212 HNA FZN 85 # 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 FZN N CA SING N N 1 FZN N H SING N N 2 FZN C CA SING N N 3 FZN CA CB SING N N 4 FZN CB C13 SING N N 5 FZN CB HB SING N N 6 FZN CB HBA SING N N 7 FZN O C DOUB N N 8 FZN C OXT SING N N 9 FZN C13 C4 SING N N 10 FZN C4 C5 SING N N 11 FZN C4 H4 SING N N 12 FZN C4 H4A SING N N 13 FZN C5 N2 SING N N 14 FZN C5 H5 SING N N 15 FZN C5 H5A SING N N 16 FZN N2 C6 DOUB N N 17 FZN C6 S1 SING N N 18 FZN C6 C7 SING N N 19 FZN C7 H7 SING N N 20 FZN C7 H7A SING N N 21 FZN C7 H7B SING N N 22 FZN S1 C8 SING N N 23 FZN O3 C8 SING N N 24 FZN C8 C9 SING N N 25 FZN C8 H8 SING N N 26 FZN O3 C11 SING N N 27 FZN C11 C10 SING N N 28 FZN C11 C12 SING N N 29 FZN C11 H11 SING N N 30 FZN C9 C10 SING N N 31 FZN O2 C10 SING N N 32 FZN C10 H10 SING N N 33 FZN O2 HO2 SING N N 34 FZN O1 C9 SING N N 35 FZN C9 H9 SING N N 36 FZN O1 HO1 SING N N 37 FZN O4 C12 SING N N 38 FZN C12 H12 SING N N 39 FZN C12 H12A SING N N 40 FZN O4 P1 SING N N 41 FZN O5 P1 DOUB N N 42 FZN P1 O6 SING N N 43 FZN P1 O7 SING N N 44 FZN O6 HO6 SING N N 45 FZN O7 P2 SING N N 46 FZN O9 P2 DOUB N N 47 FZN P2 O10 SING N N 48 FZN P2 O8 SING N N 49 FZN O8 HO8 SING N N 50 FZN O10 CZ1 SING N N 51 FZN CZ1 CZ2 SING N N 52 FZN CZ1 HZ1 SING N N 53 FZN CZ1 HZ1A SING N N 54 FZN CZ2 CZ4 SING N N 55 FZN CZ2 OZ3 SING N N 56 FZN CZ2 HZ2 SING N N 57 FZN OZ5 CZ4 SING N N 58 FZN CZ4 CZ6 SING N N 59 FZN CZ4 HZ4 SING N N 60 FZN OZ5 HOZ5 SING N N 61 FZN CZ6 OZ7 SING N N 62 FZN CZ6 CZ8 SING N N 63 FZN CZ6 HZ6 SING N N 64 FZN OZ7 HOZ7 SING N N 65 FZN OZ3 CZ8 SING N N 66 FZN CZ8 N9 SING N N 67 FZN CZ8 HZ8 SING N N 68 FZN N9 C17 SING Y N 69 FZN N9 CZ9 SING Y N 70 FZN N13 C17 DOUB Y N 71 FZN C17 C14 SING Y N 72 FZN N10 C14 SING Y N 73 FZN C14 C15 DOUB Y N 74 FZN CZ9 N10 DOUB Y N 75 FZN CZ9 HZ9 SING N N 76 FZN N13 C16 SING Y N 77 FZN C16 N12 DOUB Y N 78 FZN C16 H16 SING N N 79 FZN N12 C15 SING Y N 80 FZN C15 N11 SING N N 81 FZN N11 HN11 SING N N 82 FZN N11 HN1A SING N N 83 FZN C13 H13 SING N N 84 FZN C13 H13A SING N N 85 FZN OXT HXT SING N N 86 FZN CA HA SING N N 87 FZN N H2 SING N N 88 # 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 FZN SMILES ACDLabs 10.04 "O=P(O)(OCC3OC(n1c2ncnc(N)c2nc1)C(O)C3O)OP(=O)(O)OCC4OC(S\C(=N/CCCCC(C(=O)O)N)C)C(O)C4O" FZN SMILES_CANONICAL CACTVS 3.341 "CC(S[C@H]1O[C@H](CO[P@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34)[C@@H](O)[C@H]1O)=NCCCC[C@H](N)C(O)=O" FZN SMILES CACTVS 3.341 "CC(S[CH]1O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34)[CH](O)[CH]1O)=NCCCC[CH](N)C(O)=O" FZN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C/C(=N/CCCC[C@@H](C(=O)O)N)/S[C@@H]1[C@@H]([C@@H]([C@H](O1)CO[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)O)O" FZN SMILES "OpenEye OEToolkits" 1.5.0 "CC(=NCCCCC(C(=O)O)N)SC1C(C(C(O1)COP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)O)O" FZN InChI InChI 1.03 "InChI=1S/C23H37N7O15P2S/c1-10(26-5-3-2-4-11(24)22(35)36)48-23-18(34)16(32)13(44-23)7-42-47(39,40)45-46(37,38)41-6-12-15(31)17(33)21(43-12)30-9-29-14-19(25)27-8-28-20(14)30/h8-9,11-13,15-18,21,23,31-34H,2-7,24H2,1H3,(H,35,36)(H,37,38)(H,39,40)(H2,25,27,28)/b26-10-/t11-,12+,13+,15+,16+,17+,18+,21+,23+/m0/s1" FZN InChIKey InChI 1.03 MURMPVFXCLHZCX-WVAZNDMKSA-N # 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 FZN "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-amino-6-{[(1Z)-1-{[(2R,3R,4S,5R)-5-({[(R)-{[(R)-{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxytetrahydrofuran-2-yl]sulfanyl}ethylidene]amino}hexanoic acid (non-preferred name)" FZN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[1-[(2R,3R,4S,5R)-5-[[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-3,4-dihydroxy-oxolan-2-yl]sulfanylethylideneamino]hexanoic 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 FZN "Create component" 2008-06-18 RCSB FZN "Modify aromatic_flag" 2011-06-04 RCSB FZN "Modify descriptor" 2011-06-04 RCSB FZN "Modify backbone" 2023-11-03 PDBE #