data_8KN # _chem_comp.id 8KN _chem_comp.name "(2~{S})-5-azanyl-2-[[(2~{S})-4-methyl-2-[[oxidanyl(phenylmethoxycarbonylaminomethyl)phosphoryl]amino]pentanoyl]amino]pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H33 N4 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-09 _chem_comp.pdbx_modified_date 2017-06-16 _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 472.472 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8KN _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 5N2X _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 8KN C10 C1 C 0 1 N N N 8.147 44.385 -1.553 4.505 4.302 1.969 C10 8KN 1 8KN C11 C2 C 0 1 N N N 8.396 42.661 -5.543 5.244 1.298 -1.929 C11 8KN 2 8KN C12 C3 C 0 1 N N N 12.143 40.059 -6.856 -1.553 -2.340 -0.852 C12 8KN 3 8KN C13 C4 C 0 1 N N N 12.797 40.393 -9.229 -3.477 -0.846 -0.870 C13 8KN 4 8KN C14 C5 C 0 1 N N N 13.789 40.344 -11.412 -5.287 0.703 -1.021 C14 8KN 5 8KN C15 C6 C 0 1 Y N N 15.303 40.517 -11.530 -6.606 0.997 -0.354 C15 8KN 6 8KN C16 C7 C 0 1 Y N N 15.997 39.913 -12.576 -7.764 0.403 -0.820 C16 8KN 7 8KN C19 C8 C 0 1 Y N N 17.382 41.401 -10.710 -7.866 2.124 1.341 C19 8KN 8 8KN C20 C9 C 0 1 Y N N 16.015 41.248 -10.595 -6.656 1.855 0.729 C20 8KN 9 8KN O01 O1 O 0 1 N N N 10.120 38.209 -6.557 -0.313 -0.120 0.070 O01 8KN 10 8KN P01 P1 P 0 1 N N N 11.475 38.591 -5.993 -0.218 -1.595 0.142 P01 8KN 11 8KN N01 N1 N 0 1 N N N 11.232 39.109 -4.414 1.273 -2.091 -0.461 N01 8KN 12 8KN C01 C10 C 0 1 N N S 10.096 38.642 -3.628 2.375 -1.416 0.239 C01 8KN 13 8KN C02 C11 C 0 1 N N N 10.451 38.711 -2.142 3.549 -2.384 0.395 C02 8KN 14 8KN C03 C12 C 0 1 N N N 9.386 38.161 -1.203 3.140 -3.539 1.311 C03 8KN 15 8KN C04 C13 C 0 1 N N N 9.241 36.645 -1.333 4.259 -4.582 1.347 C04 8KN 16 8KN C05 C14 C 0 1 N N N 9.672 38.572 0.232 2.893 -3.006 2.724 C05 8KN 17 8KN C06 C15 C 0 1 N N N 8.845 39.455 -3.888 2.815 -0.216 -0.559 C06 8KN 18 8KN N02 N2 N 0 1 N N N 9.095 40.813 -4.148 3.820 0.562 -0.108 N02 8KN 19 8KN C07 C16 C 0 1 N N S 8.006 41.728 -4.409 4.248 1.728 -0.883 C07 8KN 20 8KN O02 O2 O 0 1 N N N 7.502 43.415 -6.009 5.563 0.136 -2.018 O02 8KN 21 8KN O03 O3 O 0 1 N N N 9.584 42.653 -5.980 5.777 2.206 -2.763 O03 8KN 22 8KN O04 O4 O 0 1 N N N 7.734 39.003 -3.846 2.266 0.051 -1.607 O04 8KN 23 8KN O05 O5 O 0 1 N N N 12.439 37.437 -6.123 -0.361 -2.068 1.674 O05 8KN 24 8KN N04 N3 N 0 1 N N N 12.781 39.614 -8.053 -2.851 -1.909 -0.327 N04 8KN 25 8KN O06 O6 O 0 1 N N N 13.466 39.690 -10.216 -4.670 -0.449 -0.388 O06 8KN 26 8KN C17 C17 C 0 1 Y N N 17.378 40.053 -12.695 -8.974 0.673 -0.208 C17 8KN 27 8KN C18 C18 C 0 1 Y N N 18.077 40.816 -11.765 -9.025 1.536 0.871 C18 8KN 28 8KN O07 O7 O 0 1 N N N 12.332 41.482 -9.330 -2.966 -0.246 -1.794 O07 8KN 29 8KN C08 C19 C 0 1 N N N 7.607 42.494 -3.141 4.899 2.750 0.051 C08 8KN 30 8KN C09 C20 C 0 1 N N N 8.654 43.527 -2.726 3.854 3.280 1.035 C09 8KN 31 8KN N03 N4 N 0 1 N N N 8.996 45.568 -1.334 3.502 4.810 2.914 N03 8KN 32 8KN H1 H1 H 0 1 N N N 7.122 44.718 -1.772 5.316 3.825 2.521 H1 8KN 33 8KN H2 H2 H 0 1 N N N 8.146 43.773 -0.639 4.903 5.129 1.382 H2 8KN 34 8KN H3 H3 H 0 1 N N N 12.873 40.571 -6.212 -1.455 -2.020 -1.889 H3 8KN 35 8KN H4 H4 H 0 1 N N N 11.325 40.751 -7.104 -1.482 -3.427 -0.799 H4 8KN 36 8KN H5 H5 H 0 1 N N N 13.309 41.333 -11.426 -5.454 0.491 -2.077 H5 8KN 37 8KN H6 H6 H 0 1 N N N 13.425 39.748 -12.261 -4.630 1.566 -0.923 H6 8KN 38 8KN H7 H7 H 0 1 N N N 15.457 39.328 -13.305 -7.724 -0.271 -1.663 H7 8KN 39 8KN H8 H8 H 0 1 N N N 17.918 41.981 -9.973 -7.906 2.795 2.187 H8 8KN 40 8KN H9 H9 H 0 1 N N N 15.495 41.704 -9.766 -5.751 2.314 1.097 H9 8KN 41 8KN H10 H10 H 0 1 N N N 12.053 38.854 -3.903 1.371 -3.094 -0.405 H10 8KN 42 8KN H11 H11 H 0 1 N N N 9.888 37.593 -3.883 2.036 -1.093 1.223 H11 8KN 43 8KN H12 H12 H 0 1 N N N 11.376 38.136 -1.984 3.829 -2.777 -0.583 H12 8KN 44 8KN H13 H13 H 0 1 N N N 10.626 39.765 -1.881 4.398 -1.857 0.831 H13 8KN 45 8KN H14 H14 H 0 1 N N N 8.425 38.611 -1.492 2.227 -3.998 0.931 H14 8KN 46 8KN H15 H15 H 0 1 N N N 8.464 36.290 -0.640 5.171 -4.123 1.727 H15 8KN 47 8KN H16 H16 H 0 1 N N N 8.956 36.391 -2.365 3.967 -5.405 2.000 H16 8KN 48 8KN H17 H17 H 0 1 N N N 10.199 36.163 -1.088 4.434 -4.961 0.340 H17 8KN 49 8KN H18 H18 H 0 1 N N N 8.892 38.165 0.893 3.806 -2.547 3.104 H18 8KN 50 8KN H19 H19 H 0 1 N N N 10.653 38.179 0.537 2.096 -2.263 2.698 H19 8KN 51 8KN H20 H20 H 0 1 N N N 9.678 39.670 0.305 2.602 -3.829 3.377 H20 8KN 52 8KN H21 H21 H 0 1 N N N 10.036 41.150 -4.153 4.259 0.348 0.730 H21 8KN 53 8KN H22 H22 H 0 1 N N N 7.130 41.149 -4.737 3.383 2.179 -1.369 H22 8KN 54 8KN H23 H23 H 0 1 N N N 9.667 43.286 -6.684 6.411 1.882 -3.417 H23 8KN 55 8KN H24 H24 H 0 1 N N N 12.000 36.702 -6.534 -0.233 -3.017 1.806 H24 8KN 56 8KN H25 H25 H 0 1 N N N 13.231 38.721 -8.058 -3.259 -2.388 0.411 H25 8KN 57 8KN H26 H26 H 0 1 N N N 17.904 39.571 -13.506 -9.879 0.211 -0.573 H26 8KN 58 8KN H27 H27 H 0 1 N N N 19.144 40.953 -11.860 -9.970 1.747 1.349 H27 8KN 59 8KN H28 H28 H 0 1 N N N 6.655 43.012 -3.327 5.710 2.274 0.603 H28 8KN 60 8KN H29 H29 H 0 1 N N N 7.478 41.774 -2.320 5.297 3.578 -0.537 H29 8KN 61 8KN H30 H30 H 0 1 N N N 9.573 43.005 -2.419 3.456 2.453 1.623 H30 8KN 62 8KN H31 H31 H 0 1 N N N 8.873 44.182 -3.582 3.044 3.756 0.483 H31 8KN 63 8KN H32 H32 H 0 1 N N N 8.637 46.099 -0.567 3.908 5.488 3.542 H32 8KN 64 8KN H33 H33 H 0 1 N N N 9.930 45.275 -1.128 2.710 5.200 2.425 H33 8KN 65 # 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 8KN C17 C16 DOUB Y N 1 8KN C17 C18 SING Y N 2 8KN C16 C15 SING Y N 3 8KN C18 C19 DOUB Y N 4 8KN C15 C14 SING N N 5 8KN C15 C20 DOUB Y N 6 8KN C14 O06 SING N N 7 8KN C19 C20 SING Y N 8 8KN O06 C13 SING N N 9 8KN O07 C13 DOUB N N 10 8KN C13 N04 SING N N 11 8KN N04 C12 SING N N 12 8KN C12 P01 SING N N 13 8KN O01 P01 DOUB N N 14 8KN O05 P01 SING N N 15 8KN O02 C11 DOUB N N 16 8KN P01 N01 SING N N 17 8KN O03 C11 SING N N 18 8KN C11 C07 SING N N 19 8KN N01 C01 SING N N 20 8KN C07 N02 SING N N 21 8KN C07 C08 SING N N 22 8KN N02 C06 SING N N 23 8KN C06 O04 DOUB N N 24 8KN C06 C01 SING N N 25 8KN C01 C02 SING N N 26 8KN C08 C09 SING N N 27 8KN C09 C10 SING N N 28 8KN C02 C03 SING N N 29 8KN C10 N03 SING N N 30 8KN C04 C03 SING N N 31 8KN C03 C05 SING N N 32 8KN C10 H1 SING N N 33 8KN C10 H2 SING N N 34 8KN C12 H3 SING N N 35 8KN C12 H4 SING N N 36 8KN C14 H5 SING N N 37 8KN C14 H6 SING N N 38 8KN C16 H7 SING N N 39 8KN C19 H8 SING N N 40 8KN C20 H9 SING N N 41 8KN N01 H10 SING N N 42 8KN C01 H11 SING N N 43 8KN C02 H12 SING N N 44 8KN C02 H13 SING N N 45 8KN C03 H14 SING N N 46 8KN C04 H15 SING N N 47 8KN C04 H16 SING N N 48 8KN C04 H17 SING N N 49 8KN C05 H18 SING N N 50 8KN C05 H19 SING N N 51 8KN C05 H20 SING N N 52 8KN N02 H21 SING N N 53 8KN C07 H22 SING N N 54 8KN O03 H23 SING N N 55 8KN O05 H24 SING N N 56 8KN N04 H25 SING N N 57 8KN C17 H26 SING N N 58 8KN C18 H27 SING N N 59 8KN C08 H28 SING N N 60 8KN C08 H29 SING N N 61 8KN C09 H30 SING N N 62 8KN C09 H31 SING N N 63 8KN N03 H32 SING N N 64 8KN N03 H33 SING N N 65 # 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 8KN InChI InChI 1.03 "InChI=1S/C20H33N4O7P/c1-14(2)11-17(18(25)23-16(19(26)27)9-6-10-21)24-32(29,30)13-22-20(28)31-12-15-7-4-3-5-8-15/h3-5,7-8,14,16-17H,6,9-13,21H2,1-2H3,(H,22,28)(H,23,25)(H,26,27)(H2,24,29,30)/t16-,17-/m0/s1" 8KN InChIKey InChI 1.03 WVIBWHYQVPNZPE-IRXDYDNUSA-N 8KN SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCN)C(O)=O" 8KN SMILES CACTVS 3.385 "CC(C)C[CH](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)N[CH](CCCN)C(O)=O" 8KN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)C[C@@H](C(=O)N[C@@H](CCCN)C(=O)O)NP(=O)(CNC(=O)OCc1ccccc1)O" 8KN SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)CC(C(=O)NC(CCCN)C(=O)O)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 8KN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-5-azanyl-2-[[(2~{S})-4-methyl-2-[[oxidanyl(phenylmethoxycarbonylaminomethyl)phosphoryl]amino]pentanoyl]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 8KN "Create component" 2017-02-09 EBI 8KN "Initial release" 2017-06-21 RCSB #