data_GUX # _chem_comp.id GUX _chem_comp.name "(1~{R},2~{S},3~{R},4~{S},5~{S},6~{R})-7-[8-[(azanylidene-{4}-azanylidene)amino]octyl]-3,4,5-tris(oxidanyl)-7-azabicyclo[4.1.0]heptane-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H26 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-02 _chem_comp.pdbx_modified_date 2019-10-16 _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 342.391 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GUX _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 5L77 _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 GUX O7 O1 O 0 1 N N N 43.969 12.496 22.193 2.916 2.750 0.259 O7 GUX 1 GUX C6 C1 C 0 1 N N N 44.009 11.288 22.523 4.052 2.362 0.128 C6 GUX 2 GUX O6 O2 O 0 1 N N N 44.709 10.885 23.499 4.980 3.170 -0.408 O6 GUX 3 GUX C5 C2 C 0 1 N N S 43.192 10.288 21.743 4.430 0.972 0.573 C5 GUX 4 GUX C C3 C 0 1 N N R 41.763 10.744 21.638 3.212 0.304 1.176 C GUX 5 GUX N1 N1 N 0 1 N N N 41.473 11.861 20.684 2.102 -0.121 0.326 N1 GUX 6 GUX C1 C4 C 0 1 N N R 41.008 10.502 20.359 2.935 -1.165 0.900 C1 GUX 7 GUX C2 C5 C 0 1 N N S 41.674 9.792 19.205 3.802 -1.945 -0.077 C2 GUX 8 GUX O O3 O 0 1 N N N 40.766 8.855 18.595 4.044 -3.245 0.465 O GUX 9 GUX C3 C6 C 0 1 N N S 42.984 9.091 19.582 5.131 -1.265 -0.333 C3 GUX 10 GUX O3 O4 O 0 1 N N N 43.622 8.768 18.336 5.754 -1.883 -1.461 O3 GUX 11 GUX C4 C7 C 0 1 N N R 43.857 10.025 20.403 4.984 0.212 -0.613 C4 GUX 12 GUX O4 O5 O 0 1 N N N 45.058 9.288 20.628 6.269 0.751 -0.929 O4 GUX 13 GUX C7 C8 C 0 1 N N N 40.335 12.715 21.109 0.822 -0.010 1.038 C7 GUX 14 GUX C8 C9 C 0 1 N N N 40.671 14.044 21.700 -0.329 -0.221 0.052 C8 GUX 15 GUX C9 C10 C 0 1 N N N 39.560 15.088 21.486 -1.663 -0.105 0.793 C9 GUX 16 GUX C16 C11 C 0 1 N N N 38.215 14.626 22.081 -2.814 -0.316 -0.192 C16 GUX 17 GUX C17 C12 C 0 1 N N N 37.195 15.711 22.517 -4.147 -0.200 0.549 C17 GUX 18 GUX C18 C13 C 0 1 N N N 37.578 17.193 22.446 -5.299 -0.411 -0.437 C18 GUX 19 GUX C19 C14 C 0 1 N N N 37.098 17.863 21.168 -6.632 -0.296 0.304 C19 GUX 20 GUX C21 C15 C 0 1 N N N 36.581 19.257 21.492 -7.783 -0.506 -0.681 C21 GUX 21 GUX N22 N2 N 0 1 N N N 35.147 19.189 21.278 -9.060 -0.395 0.029 N22 GUX 22 GUX N25 N3 N 1 1 N N N 34.440 19.489 22.158 -9.804 0.391 -0.273 N25 GUX 23 GUX N26 N4 N -1 1 N N N 33.725 19.780 23.020 -10.549 1.177 -0.575 N26 GUX 24 GUX H1 H1 H 0 1 N N N 45.158 11.623 23.894 4.691 4.053 -0.675 H1 GUX 25 GUX H2 H2 H 0 1 N N N 43.199 9.343 22.306 5.205 1.046 1.337 H2 GUX 26 GUX H3 H3 H 0 1 N N N 41.173 10.724 22.566 2.942 0.661 2.169 H3 GUX 27 GUX H5 H5 H 0 1 N N N 39.929 10.317 20.471 2.509 -1.754 1.713 H5 GUX 28 GUX H6 H6 H 0 1 N N N 41.926 10.557 18.456 3.271 -2.052 -1.022 H6 GUX 29 GUX H7 H7 H 0 1 N N N 39.958 9.300 18.366 4.558 -3.823 -0.114 H7 GUX 30 GUX H8 H8 H 0 1 N N N 42.764 8.181 20.160 5.770 -1.404 0.538 H8 GUX 31 GUX H9 H9 H 0 1 N N N 44.446 8.328 18.507 6.613 -1.505 -1.693 H9 GUX 32 GUX H10 H10 H 0 1 N N N 44.039 10.966 19.864 4.327 0.343 -1.474 H10 GUX 33 GUX H11 H11 H 0 1 N N N 45.661 9.813 21.141 6.685 0.348 -1.704 H11 GUX 34 GUX H12 H12 H 0 1 N N N 39.706 12.894 20.225 0.774 -0.768 1.819 H12 GUX 35 GUX H13 H13 H 0 1 N N N 39.760 12.153 21.860 0.740 0.980 1.486 H13 GUX 36 GUX H14 H14 H 0 1 N N N 40.832 13.918 22.781 -0.281 0.537 -0.730 H14 GUX 37 GUX H15 H15 H 0 1 N N N 41.596 14.413 21.232 -0.247 -1.211 -0.396 H15 GUX 38 GUX H16 H16 H 0 1 N N N 39.859 16.029 21.970 -1.711 -0.863 1.575 H16 GUX 39 GUX H17 H17 H 0 1 N N N 39.432 15.255 20.406 -1.745 0.885 1.241 H17 GUX 40 GUX H18 H18 H 0 1 N N N 37.721 14.000 21.323 -2.766 0.442 -0.974 H18 GUX 41 GUX H19 H19 H 0 1 N N N 36.304 15.582 21.885 -4.195 -0.958 1.331 H19 GUX 42 GUX H20 H20 H 0 1 N N N 38.674 17.276 22.497 -5.251 0.347 -1.219 H20 GUX 43 GUX H21 H21 H 0 1 N N N 37.131 17.714 23.306 -5.217 -1.401 -0.885 H21 GUX 44 GUX H22 H22 H 0 1 N N N 36.289 17.266 20.722 -6.680 -1.053 1.086 H22 GUX 45 GUX H23 H23 H 0 1 N N N 37.934 17.938 20.457 -6.714 0.695 0.752 H23 GUX 46 GUX H24 H24 H 0 1 N N N 36.803 19.518 22.537 -7.735 0.252 -1.463 H24 GUX 47 GUX H25 H25 H 0 1 N N N 37.036 20.003 20.823 -7.701 -1.496 -1.129 H25 GUX 48 GUX H4 H4 H 0 1 N N N 38.443 14.017 22.968 -2.732 -1.306 -0.641 H4 GUX 49 GUX H27 H27 H 0 1 N N N 36.935 15.500 23.565 -4.229 0.790 0.997 H27 GUX 50 # # 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 GUX O3 C3 SING N N 1 GUX O C2 SING N N 2 GUX C2 C3 SING N N 3 GUX C2 C1 SING N N 4 GUX C3 C4 SING N N 5 GUX C1 N1 SING N N 6 GUX C1 C SING N N 7 GUX C4 O4 SING N N 8 GUX C4 C5 SING N N 9 GUX N1 C7 SING N N 10 GUX N1 C SING N N 11 GUX C7 C8 SING N N 12 GUX C19 C21 SING N N 13 GUX C19 C18 SING N N 14 GUX N22 C21 SING N N 15 GUX N22 N25 DOUB N N 16 GUX C9 C8 SING N N 17 GUX C9 C16 SING N N 18 GUX C C5 SING N N 19 GUX C5 C6 SING N N 20 GUX C16 C17 SING N N 21 GUX N25 N26 DOUB N N 22 GUX O7 C6 DOUB N N 23 GUX C18 C17 SING N N 24 GUX C6 O6 SING N N 25 GUX O6 H1 SING N N 26 GUX C5 H2 SING N N 27 GUX C H3 SING N N 28 GUX C1 H5 SING N N 29 GUX C2 H6 SING N N 30 GUX O H7 SING N N 31 GUX C3 H8 SING N N 32 GUX O3 H9 SING N N 33 GUX C4 H10 SING N N 34 GUX O4 H11 SING N N 35 GUX C7 H12 SING N N 36 GUX C7 H13 SING N N 37 GUX C8 H14 SING N N 38 GUX C8 H15 SING N N 39 GUX C9 H16 SING N N 40 GUX C9 H17 SING N N 41 GUX C16 H18 SING N N 42 GUX C17 H19 SING N N 43 GUX C18 H20 SING N N 44 GUX C18 H21 SING N N 45 GUX C19 H22 SING N N 46 GUX C19 H23 SING N N 47 GUX C21 H24 SING N N 48 GUX C21 H25 SING N N 49 GUX C16 H4 SING N N 50 GUX C17 H27 SING N N 51 # # 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 GUX InChI InChI 1.03 "InChI=1S/C15H26N4O5/c16-18-17-7-5-3-1-2-4-6-8-19-10-9(15(23)24)12(20)14(22)13(21)11(10)19/h9-14,20-22H,1-8H2,(H,23,24)/t9-,10+,11+,12+,13-,14-,19-/m0/s1" GUX InChIKey InChI 1.03 APKXYKNLAPKFAH-AAFBOLKUSA-N GUX SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1[C@@H](O)[C@H]2[C@@H]([C@@H]([C@H]1O)C(O)=O)N2CCCCCCCCN=[N+]=[N-]" GUX SMILES CACTVS 3.385 "O[CH]1[CH](O)[CH]2[CH]([CH]([CH]1O)C(O)=O)N2CCCCCCCCN=[N+]=[N-]" GUX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C(CCCCN1[C@H]2[C@@H]1[C@@H]([C@H]([C@@H]([C@H]2C(=O)O)O)O)O)CCCN=[N+]=[N-]" GUX SMILES "OpenEye OEToolkits" 2.0.7 "C(CCCCN1C2C1C(C(C(C2C(=O)O)O)O)O)CCCN=[N+]=[N-]" # _pdbx_chem_comp_identifier.comp_id GUX _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(1~{R},2~{S},3~{R},4~{S},5~{S},6~{R})-7-(8-azidooctyl)-3,4,5-tris(oxidanyl)-7-azabicyclo[4.1.0]heptane-2-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 GUX "Create component" 2016-06-02 EBI GUX "Initial release" 2017-05-31 RCSB GUX "Other modification" 2019-10-16 PDBE ##