data_5OW # _chem_comp.id 5OW _chem_comp.name "(2~{S})-2-azanyl-6-[[(~{Z})-~{C}-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]-~{N}-[(2~{R})-1-oxidanyl-1-oxidanylidene-3-sulfanyl-propan-2-yl]carbonimidoyl]amino]hexanoic acid" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C17 H27 N4 O9 P S" _chem_comp.mon_nstd_parent_comp_id LYS _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-10-30 _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 494.456 _chem_comp.one_letter_code K _chem_comp.three_letter_code 5OW _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 5EIG _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 5OW N1 N1 N 0 1 Y N N N N N 55.021 28.700 39.187 1.952 -0.686 3.714 N1 5OW 1 5OW C2 C2 C 0 1 Y N N N N N 55.564 29.690 38.445 1.558 0.571 3.746 C2 5OW 2 5OW C3 C3 C 0 1 Y N N N N N 56.331 30.674 39.040 1.256 1.251 2.575 C3 5OW 3 5OW C7 C7 C 0 1 N N N N N N 60.691 32.837 40.811 2.304 2.061 -2.971 C7 5OW 4 5OW O8 O8 O 0 1 N N N N N N 61.360 33.866 41.038 1.834 2.346 -4.196 O8 5OW 5 5OW CA CA C 0 1 N N S Y N N 53.110 36.732 41.776 -6.085 -0.812 0.242 CA 5OW 6 5OW CB CB C 0 1 N N N N N N 53.556 35.889 40.587 -5.010 0.026 -0.454 CB 5OW 7 5OW CD CD C 0 1 N N N N N N 55.380 34.663 41.917 -2.589 0.640 -0.460 CD 5OW 8 5OW CE CE C 0 1 N N N N N N 55.424 33.188 41.536 -1.241 0.416 0.229 CE 5OW 9 5OW CG CG C 0 1 N N N N N N 55.036 35.528 40.708 -3.663 -0.198 0.235 CG 5OW 10 5OW O9 O9 O 0 1 N N N N N N 60.905 32.100 39.824 3.235 1.301 -2.843 O9 5OW 11 5OW C1 C1 C 0 1 N N R N N N 59.585 32.468 41.758 1.670 2.688 -1.757 C1 5OW 12 5OW C10 C10 C 0 1 N N N N N N 60.127 31.723 42.973 2.198 4.114 -1.585 C10 5OW 13 5OW S11 S11 S 0 1 N N N N N N 61.583 32.497 43.713 1.435 4.869 -0.123 S11 5OW 14 5OW N4 N4 N 0 1 N N N N N N 58.684 31.508 41.144 2.004 1.898 -0.569 N4 5OW 15 5OW "C4'" "C4'" C 0 1 N N N N N N 57.374 31.699 41.062 1.067 1.260 0.073 "C4'" 5OW 16 5OW C4 C4 C 0 1 Y N N N N N 56.539 30.641 40.403 1.377 0.578 1.350 C4 5OW 17 5OW C5 C5 C 0 1 Y N N N N N 55.980 29.619 41.144 1.799 -0.754 1.370 C5 5OW 18 5OW "C5'" "C5'" C 0 1 N N N N N N 56.210 29.583 42.633 1.948 -1.528 0.085 "C5'" 5OW 19 5OW OP4 OP4 O 0 1 N N N N N N 55.031 29.206 43.336 2.388 -2.856 0.376 OP4 5OW 20 5OW P P P 0 1 N N N N N N 54.929 29.620 44.886 2.653 -3.962 -0.763 P 5OW 21 5OW OP3 OP3 O 0 1 N N N N N N 55.084 28.306 45.610 3.882 -3.493 -1.691 OP3 5OW 22 5OW OP2 OP2 O 0 1 N N N N N N 56.077 30.582 45.068 3.010 -5.371 -0.071 OP2 5OW 23 5OW OP1 OP1 O 0 1 N N N N N N 53.569 30.258 45.023 1.438 -4.114 -1.594 OP1 5OW 24 5OW C6 C6 C 0 1 Y N N N N N 55.210 28.649 40.512 2.078 -1.352 2.582 C6 5OW 25 5OW "C2'" "C2'" C 0 1 N N N N N N 55.338 29.730 36.959 1.434 1.278 5.071 "C2'" 5OW 26 5OW O3 O3 O 0 1 N N N N N N 56.878 31.670 38.288 0.850 2.546 2.614 O3 5OW 27 5OW NZ NZ N 0 1 N N N N N N 56.830 32.815 41.543 -0.213 1.219 -0.437 NZ 5OW 28 5OW N N N 0 1 N N N Y Y N 52.551 35.827 42.799 -5.787 -2.239 0.058 N 5OW 29 5OW C C C 0 1 N N N Y N Y 52.125 37.805 41.382 -7.432 -0.499 -0.356 C 5OW 30 5OW O O O 0 1 N N N Y N Y 51.803 38.659 42.233 -7.915 -1.241 -1.178 O 5OW 31 5OW H1 H1 H 0 1 N N N N N N 62.018 33.972 40.361 2.273 1.919 -4.945 H1 5OW 32 5OW HA H2 H 0 1 N N N Y N N 54.001 37.224 42.194 -6.096 -0.578 1.306 H2 5OW 33 5OW H3 H3 H 0 1 N N N N N N 53.398 36.459 39.660 -4.938 -0.271 -1.500 H3 5OW 34 5OW H4 H4 H 0 1 N N N N N N 52.960 34.965 40.555 -5.278 1.081 -0.394 H4 5OW 35 5OW H5 H5 H 0 1 N N N N N N 56.364 34.964 42.307 -2.856 1.695 -0.400 H5 5OW 36 5OW H6 H6 H 0 1 N N N N N N 54.616 34.811 42.695 -2.516 0.343 -1.506 H6 5OW 37 5OW H7 H7 H 0 1 N N N N N N 54.994 33.039 40.535 -1.314 0.714 1.275 H7 5OW 38 5OW H8 H8 H 0 1 N N N N N N 54.865 32.587 42.269 -0.974 -0.639 0.169 H8 5OW 39 5OW H9 H9 H 0 1 N N N N N N 55.332 34.982 39.800 -3.736 0.099 1.281 H9 5OW 40 5OW H10 H10 H 0 1 N N N N N N 55.613 36.462 40.779 -3.395 -1.253 0.175 H10 5OW 41 5OW H11 H11 H 0 1 N N N N N N 59.042 33.369 42.080 0.588 2.714 -1.884 H11 5OW 42 5OW H12 H12 H 0 1 N N N N N N 59.334 31.677 43.734 3.280 4.088 -1.458 H12 5OW 43 5OW H13 H13 H 0 1 N N N N N N 60.397 30.703 42.662 1.950 4.702 -2.469 H13 5OW 44 5OW H14 H14 H 0 1 N N N N N N 61.843 31.694 44.701 1.982 6.097 -0.097 H14 5OW 45 5OW H15 H15 H 0 1 N N N N N N 57.005 28.856 42.854 0.987 -1.568 -0.428 H15 5OW 46 5OW H16 H16 H 0 1 N N N N N N 56.523 30.582 42.970 2.680 -1.034 -0.554 H16 5OW 47 5OW H17 H17 H 0 1 N N N N N N 54.270 28.088 46.049 4.713 -3.373 -1.212 H17 5OW 48 5OW H18 H18 H 0 1 N N N N N N 55.737 31.452 45.243 3.182 -6.085 -0.699 H18 5OW 49 5OW H19 H19 H 0 1 N N N N N N 54.764 27.853 41.090 2.404 -2.381 2.605 H19 5OW 50 5OW H20 H20 H 0 1 N N N N N N 54.711 28.877 36.660 0.427 1.140 5.463 H20 5OW 51 5OW H21 H21 H 0 1 N N N N N N 54.832 30.669 36.690 2.158 0.864 5.773 H21 5OW 52 5OW H22 H22 H 0 1 N N N N N N 56.306 29.673 36.439 1.628 2.342 4.935 H22 5OW 53 5OW H23 H23 H 0 1 N N N N N N 57.371 32.257 38.849 1.573 3.186 2.563 H23 5OW 54 5OW H24 H24 H 0 1 N N N N N N 57.460 33.472 41.956 -0.432 1.722 -1.237 H24 5OW 55 5OW H H25 H 0 1 N N N Y Y N 52.252 36.361 43.590 -5.771 -2.482 -0.921 H25 5OW 56 5OW H2 H26 H 0 1 N Y N Y Y N 51.771 35.333 42.416 -4.918 -2.488 0.507 H26 5OW 57 5OW OXT OXT O 0 1 N Y N Y N Y 51.727 37.832 40.430 -8.095 0.604 0.024 OXT 5OW 58 5OW HXT HXT H 0 1 N Y N Y N Y 51.130 38.567 40.357 -8.955 0.763 -0.388 HXT 5OW 59 # 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 5OW "C2'" C2 SING N N 1 5OW O3 C3 SING N N 2 5OW C2 C3 DOUB Y N 3 5OW C2 N1 SING Y N 4 5OW C3 C4 SING Y N 5 5OW N1 C6 DOUB Y N 6 5OW O9 C7 DOUB N N 7 5OW C4 "C4'" SING N N 8 5OW C4 C5 DOUB Y N 9 5OW C6 C5 SING Y N 10 5OW CB CG SING N N 11 5OW CB CA SING N N 12 5OW CG CD SING N N 13 5OW C7 O8 SING N N 14 5OW C7 C1 SING N N 15 5OW "C4'" N4 DOUB N N 16 5OW "C4'" NZ SING N N 17 5OW N4 C1 SING N N 18 5OW C5 "C5'" SING N N 19 5OW C CA SING N N 20 5OW C O DOUB N N 21 5OW CE NZ SING N N 22 5OW CE CD SING N N 23 5OW C1 C10 SING N N 24 5OW CA N SING N N 25 5OW "C5'" OP4 SING N N 26 5OW C10 S11 SING N N 27 5OW OP4 P SING N N 28 5OW P OP1 DOUB N N 29 5OW P OP2 SING N N 30 5OW P OP3 SING N N 31 5OW O8 H1 SING N N 32 5OW CA HA SING N N 33 5OW CB H3 SING N N 34 5OW CB H4 SING N N 35 5OW CD H5 SING N N 36 5OW CD H6 SING N N 37 5OW CE H7 SING N N 38 5OW CE H8 SING N N 39 5OW CG H9 SING N N 40 5OW CG H10 SING N N 41 5OW C1 H11 SING N N 42 5OW C10 H12 SING N N 43 5OW C10 H13 SING N N 44 5OW S11 H14 SING N N 45 5OW "C5'" H15 SING N N 46 5OW "C5'" H16 SING N N 47 5OW OP3 H17 SING N N 48 5OW OP2 H18 SING N N 49 5OW C6 H19 SING N N 50 5OW "C2'" H20 SING N N 51 5OW "C2'" H21 SING N N 52 5OW "C2'" H22 SING N N 53 5OW O3 H23 SING N N 54 5OW NZ H24 SING N N 55 5OW N H SING N N 56 5OW N H2 SING N N 57 5OW C OXT SING N N 58 5OW OXT HXT SING N N 59 # 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 5OW InChI InChI 1.03 "InChI=1S/C17H27N4O9PS/c1-9-14(22)13(10(6-20-9)7-30-31(27,28)29)15(21-12(8-32)17(25)26)19-5-3-2-4-11(18)16(23)24/h6,11-12,22,32H,2-5,7-8,18H2,1H3,(H,19,21)(H,23,24)(H,25,26)(H2,27,28,29)/t11-,12-/m0/s1" 5OW InChIKey InChI 1.03 TVEKNDBIWFZVKM-RYUDHWBXSA-N 5OW SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(c1O)C(NCCCC[C@H](N)C(O)=O)=N[C@@H](CS)C(O)=O" 5OW SMILES CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(c1O)C(NCCCC[CH](N)C(O)=O)=N[CH](CS)C(O)=O" 5OW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c(c(c(cn1)COP(=O)(O)O)/C(=N/[C@@H](CS)C(=O)O)/NCCCC[C@@H](C(=O)O)N)O" 5OW SMILES "OpenEye OEToolkits" 2.0.4 "Cc1c(c(c(cn1)COP(=O)(O)O)C(=NC(CS)C(=O)O)NCCCCC(C(=O)O)N)O" # _pdbx_chem_comp_identifier.comp_id 5OW _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.4 _pdbx_chem_comp_identifier.identifier "(2~{S})-2-azanyl-6-[[(~{Z})-~{C}-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]-~{N}-[(2~{R})-1-oxidanyl-1-oxidanylidene-3-sulfanyl-propan-2-yl]carbonimidoyl]amino]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 5OW "Create component" 2015-10-30 RCSB 5OW "Initial release" 2016-11-09 RCSB 5OW "Modify backbone" 2023-11-03 PDBE #