data_AUJ # _chem_comp.id AUJ _chem_comp.name "2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-2-[(1~{S})-1-(dioxidanyl)-1-oxidanyl-ethyl]-4-methyl-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H23 N4 O10 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2017-07-26 _chem_comp.pdbx_modified_date 2022-05-19 _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 501.366 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AUJ _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 Y _chem_comp.pdbx_model_coordinates_db_code 5WKC _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 AUJ CAB C1 C 0 1 N N N 0.820 478.249 50.910 ? ? ? CAB AUJ 1 AUJ OAH O1 O 0 1 N N N 1.000 475.935 45.615 ? ? ? OAH AUJ 2 AUJ OAG O2 O 0 1 N N N 1.582 484.649 48.261 ? ? ? OAG AUJ 3 AUJ CAC C2 C 0 1 N N N -1.068 476.935 45.354 ? ? ? CAC AUJ 4 AUJ OAI O3 O 0 1 N N N -2.625 485.226 48.320 ? ? ? OAI AUJ 5 AUJ OAK O4 O 0 1 N N N -0.017 485.384 49.406 ? ? ? OAK AUJ 6 AUJ CAA C3 C 0 1 N N N 7.160 476.695 49.643 ? ? ? CAA AUJ 7 AUJ CAN C4 C 0 1 N N N 0.023 481.901 48.480 ? ? ? CAN AUJ 8 AUJ CAO C5 C 0 1 N N N 0.030 480.752 49.419 ? ? ? CAO AUJ 9 AUJ CAP C6 C 0 1 N N N 1.582 476.089 49.020 ? ? ? CAP AUJ 10 AUJ CAX C7 C 0 1 Y N N 0.664 478.320 49.432 ? ? ? CAX AUJ 11 AUJ CAZ C8 C 0 1 Y N N 0.226 479.408 48.783 ? ? ? CAZ AUJ 12 AUJ NAD N1 N 0 1 N N N 3.451 476.750 46.722 ? ? ? NAD AUJ 13 AUJ OAF O5 O 0 1 N N N -2.281 485.865 46.263 ? ? ? OAF AUJ 14 AUJ OAJ O6 O 0 1 N N N -2.712 483.595 46.632 ? ? ? OAJ AUJ 15 AUJ OAS O7 O 0 1 N N N 0.001 483.096 49.175 ? ? ? OAS AUJ 16 AUJ OAT O8 O 0 1 N N N -0.570 484.614 47.246 ? ? ? OAT AUJ 17 AUJ SAU S1 S 0 1 Y N N -0.102 479.070 47.125 ? ? ? SAU AUJ 18 AUJ CBA C9 C 0 1 Y N N 0.286 477.407 47.354 ? ? ? CBA AUJ 19 AUJ CBC C10 C 0 1 N N S -0.100 476.352 46.329 ? ? ? CBC AUJ 20 AUJ NBB N2 N 1 1 Y N N 0.890 477.233 48.615 ? ? ? NBB AUJ 21 AUJ PBD P1 P 0 1 N N N -2.084 484.828 47.116 ? ? ? PBD AUJ 22 AUJ PBE P2 P 0 1 N N N 0.265 484.405 48.488 ? ? ? PBE AUJ 23 AUJ N1 N3 N 0 1 Y N N 4.970 476.257 50.496 ? ? ? N1 AUJ 24 AUJ C2 C11 C 0 1 Y N N 5.693 476.539 49.481 ? ? ? C2 AUJ 25 AUJ N3 N4 N 0 1 Y N N 5.175 476.704 48.207 ? ? ? N3 AUJ 26 AUJ C4 C12 C 0 1 Y N N 3.940 476.577 47.999 ? ? ? C4 AUJ 27 AUJ C5 C13 C 0 1 Y N N 3.058 476.248 49.159 ? ? ? C5 AUJ 28 AUJ C6 C14 C 0 1 Y N N 3.606 476.102 50.353 ? ? ? C6 AUJ 29 AUJ OBC1 O9 O 0 0 N N N -0.747 475.251 46.917 ? ? ? OBC1 AUJ 30 AUJ OC11 O10 O 0 0 N N N -0.239 473.927 46.675 ? ? ? OC11 AUJ 31 AUJ H1 H1 H 0 1 N N N 0.589 479.230 51.351 ? ? ? H1 AUJ 32 AUJ H2 H2 H 0 1 N N N 0.131 477.493 51.315 ? ? ? H2 AUJ 33 AUJ H3 H3 H 0 1 N N N 1.855 477.971 51.156 ? ? ? H3 AUJ 34 AUJ H4 H4 H 0 1 N N N 1.639 475.557 46.208 ? ? ? H4 AUJ 35 AUJ H5 H5 H 0 1 N N N -1.965 477.281 45.889 ? ? ? H5 AUJ 36 AUJ H6 H6 H 0 1 N N N -0.599 477.785 44.836 ? ? ? H6 AUJ 37 AUJ H7 H7 H 0 1 N N N -1.353 476.169 44.618 ? ? ? H7 AUJ 38 AUJ H8 H8 H 0 1 N N N -2.984 486.101 48.233 ? ? ? H8 AUJ 39 AUJ H9 H9 H 0 1 N N N 0.767 485.893 49.578 ? ? ? H9 AUJ 40 AUJ H10 H10 H 0 1 N N N 7.614 476.929 48.669 ? ? ? H10 AUJ 41 AUJ H11 H11 H 0 1 N N N 7.366 477.513 50.349 ? ? ? H11 AUJ 42 AUJ H12 H12 H 0 1 N N N 7.587 475.759 50.032 ? ? ? H12 AUJ 43 AUJ H13 H13 H 0 1 N N N -0.869 481.839 47.839 ? ? ? H13 AUJ 44 AUJ H14 H14 H 0 1 N N N 0.927 481.863 47.855 ? ? ? H14 AUJ 45 AUJ H15 H15 H 0 1 N N N 0.844 480.908 50.142 ? ? ? H15 AUJ 46 AUJ H16 H16 H 0 1 N N N -0.934 480.740 49.949 ? ? ? H16 AUJ 47 AUJ H17 H17 H 0 1 N N N 1.181 475.778 49.996 ? ? ? H17 AUJ 48 AUJ H18 H18 H 0 1 N N N 1.395 475.299 48.278 ? ? ? H18 AUJ 49 AUJ H19 H19 H 0 1 N N N 4.205 476.967 46.102 ? ? ? H19 AUJ 50 AUJ H20 H20 H 0 1 N N N 3.003 475.908 46.420 ? ? ? H20 AUJ 51 AUJ H21 H21 H 0 1 N N N -3.142 483.763 45.802 ? ? ? H21 AUJ 52 AUJ H23 H23 H 0 1 N N N 2.992 475.864 51.209 ? ? ? H23 AUJ 53 AUJ H24 H24 H 0 1 N N N -0.776 473.292 47.135 ? ? ? H24 AUJ 54 # # 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 AUJ CAC CBC SING N N 1 AUJ OAH CBC SING N N 2 AUJ OAF PBD DOUB N N 3 AUJ CBC OBC1 SING N N 4 AUJ CBC CBA SING N N 5 AUJ OAJ PBD SING N N 6 AUJ OC11 OBC1 SING N N 7 AUJ NAD C4 SING N N 8 AUJ PBD OAT SING N N 9 AUJ PBD OAI SING N N 10 AUJ SAU CBA SING Y N 11 AUJ SAU CAZ SING Y N 12 AUJ OAT PBE SING N N 13 AUJ CBA NBB DOUB Y N 14 AUJ C4 N3 DOUB Y N 15 AUJ C4 C5 SING Y N 16 AUJ N3 C2 SING Y N 17 AUJ OAG PBE DOUB N N 18 AUJ CAN OAS SING N N 19 AUJ CAN CAO SING N N 20 AUJ PBE OAS SING N N 21 AUJ PBE OAK SING N N 22 AUJ NBB CAP SING N N 23 AUJ NBB CAX SING Y N 24 AUJ CAZ CAO SING N N 25 AUJ CAZ CAX DOUB Y N 26 AUJ CAP C5 SING N N 27 AUJ C5 C6 DOUB Y N 28 AUJ CAX CAB SING N N 29 AUJ C2 CAA SING N N 30 AUJ C2 N1 DOUB Y N 31 AUJ C6 N1 SING Y N 32 AUJ CAB H1 SING N N 33 AUJ CAB H2 SING N N 34 AUJ CAB H3 SING N N 35 AUJ OAH H4 SING N N 36 AUJ CAC H5 SING N N 37 AUJ CAC H6 SING N N 38 AUJ CAC H7 SING N N 39 AUJ OAI H8 SING N N 40 AUJ OAK H9 SING N N 41 AUJ CAA H10 SING N N 42 AUJ CAA H11 SING N N 43 AUJ CAA H12 SING N N 44 AUJ CAN H13 SING N N 45 AUJ CAN H14 SING N N 46 AUJ CAO H15 SING N N 47 AUJ CAO H16 SING N N 48 AUJ CAP H17 SING N N 49 AUJ CAP H18 SING N N 50 AUJ NAD H19 SING N N 51 AUJ NAD H20 SING N N 52 AUJ OAJ H21 SING N N 53 AUJ C6 H23 SING N N 54 AUJ OC11 H24 SING N N 55 # # 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 AUJ InChI InChI 1.03 "InChI=1S/C14H23N4O10P2S/c1-8-11(4-5-26-30(24,25)28-29(21,22)23)31-13(14(3,19)27-20)18(8)7-10-6-16-9(2)17-12(10)15/h6,19-20H,4-5,7H2,1-3H3,(H,24,25)(H2,15,16,17)(H2,21,22,23)/t14-/m0/s1" AUJ InChIKey InChI 1.03 IMARWCCDLODQKU-AWEZNQCLSA-N AUJ SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(Cn2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[C@@](C)(O)OO)c(N)n1" AUJ SMILES CACTVS 3.385 "Cc1ncc(Cn2c(C)c(CCO[P](O)(=O)O[P](O)(O)=O)sc2[C](C)(O)OO)c(N)n1" AUJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ncc(c(n1)N)C[N]2=C(SC(=C2C)CCOP(=O)(O)OP(=O)(O)O)[C@@](C)(O)OO" AUJ SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ncc(c(n1)N)C[N]2=C(SC(=C2C)CCOP(=O)(O)OP(=O)(O)O)C(C)(O)OO" # _pdbx_chem_comp_identifier.comp_id AUJ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.7.6 _pdbx_chem_comp_identifier.identifier "2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-2-[(1S)-1-(dioxidanyl)-1-oxidanyl-ethyl]-4-methyl-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AUJ "Create component" 2017-07-26 RCSB AUJ "Other modification" 2017-08-01 RCSB AUJ "Initial release" 2018-02-14 RCSB AUJ "Modify charge" 2022-05-19 RCSB ##