data_ANU # _chem_comp.id ANU _chem_comp.name "2,2'-Anhydro-(1-beta-D-arabinofuranosyl)uracil" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H10 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Anhydrouridine; 2,2'-ANHYDROURIDINE; CYCLOURIDINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-12-14 _chem_comp.pdbx_modified_date 2020-06-17 _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 226.186 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ANU _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 1ZL2 _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 ANU "O3'" O1 O 0 1 N N N 8.031 -0.931 93.230 -2.893 -2.143 0.098 "O3'" ANU 1 ANU "C3'" C1 C 0 1 N N R 9.208 -1.010 92.422 -1.906 -1.125 0.277 "C3'" ANU 2 ANU "C2'" C2 C 0 1 N N S 9.711 0.398 92.092 -0.723 -1.326 -0.699 "C2'" ANU 3 ANU O2 O2 O 0 1 N N N 10.501 0.327 90.896 0.451 -1.748 0.041 O2 ANU 4 ANU C2 C3 C 0 1 N N N 11.754 0.787 91.164 1.394 -0.782 0.010 C2 ANU 5 ANU N3 N1 N 0 1 N N N 12.835 0.997 90.300 2.600 -0.814 0.560 N3 ANU 6 ANU C4 C4 C 0 1 N N N 14.086 1.382 90.799 3.444 0.218 0.453 C4 ANU 7 ANU O4 O3 O 0 1 N N N 15.035 1.510 90.021 4.549 0.164 0.970 O4 ANU 8 ANU C5 C5 C 0 1 N N N 14.269 1.573 92.161 3.048 1.374 -0.266 C5 ANU 9 ANU C6 C6 C 0 1 N N N 13.197 1.373 93.029 1.818 1.396 -0.820 C6 ANU 10 ANU N1 N2 N 0 1 N N N 11.944 0.982 92.541 0.994 0.315 -0.676 N1 ANU 11 ANU "C1'" C7 C 0 1 N N R 10.656 0.744 93.229 -0.377 0.105 -1.174 "C1'" ANU 12 ANU "O4'" O4 O 0 1 N N N 10.726 -0.417 94.076 -1.264 1.004 -0.487 "O4'" ANU 13 ANU "C4'" C8 C 0 1 N N R 10.342 -1.558 93.288 -2.455 0.258 -0.158 "C4'" ANU 14 ANU "C5'" C9 C 0 1 N N N 11.518 -2.042 92.432 -3.208 0.925 0.994 "C5'" ANU 15 ANU "O5'" O5 O 0 1 N N N 12.567 -2.499 93.288 -3.801 2.142 0.534 "O5'" ANU 16 ANU H1 H1 H 0 1 N N N 7.725 -1.808 93.431 -3.694 -2.011 0.623 H1 ANU 17 ANU H2 H2 H 0 1 N N N 9.068 -1.612 91.512 -1.561 -1.098 1.310 H2 ANU 18 ANU H3 H3 H 0 1 N N N 8.881 1.117 92.019 -0.971 -1.995 -1.523 H3 ANU 19 ANU H4 H4 H 0 1 N N N 15.233 1.874 92.545 3.715 2.218 -0.366 H4 ANU 20 ANU H5 H5 H 0 1 N N N 13.334 1.521 94.090 1.487 2.262 -1.374 H5 ANU 21 ANU H6 H6 H 0 1 N N N 10.313 1.638 93.771 -0.437 0.202 -2.258 H6 ANU 22 ANU H7 H7 H 0 1 N N N 9.973 -2.378 93.921 -3.099 0.158 -1.032 H7 ANU 23 ANU H8 H8 H 0 1 N N N 11.186 -2.867 91.784 -3.988 0.255 1.355 H8 ANU 24 ANU H9 H9 H 0 1 N N N 11.886 -1.213 91.810 -2.513 1.144 1.804 H9 ANU 25 ANU H10 H10 H 0 1 N N N 13.298 -2.800 92.761 -4.296 2.619 1.214 H10 ANU 26 # # 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 ANU O4 C4 DOUB N N 1 ANU N3 C4 SING N N 2 ANU N3 C2 DOUB N N 3 ANU C4 C5 SING N N 4 ANU O2 C2 SING N N 5 ANU O2 "C2'" SING N N 6 ANU C2 N1 SING N N 7 ANU "C2'" "C3'" SING N N 8 ANU "C2'" "C1'" SING N N 9 ANU C5 C6 DOUB N N 10 ANU "C3'" "O3'" SING N N 11 ANU "C3'" "C4'" SING N N 12 ANU "C5'" "C4'" SING N N 13 ANU "C5'" "O5'" SING N N 14 ANU N1 C6 SING N N 15 ANU N1 "C1'" SING N N 16 ANU "C1'" "O4'" SING N N 17 ANU "C4'" "O4'" SING N N 18 ANU "O3'" H1 SING N N 19 ANU "C3'" H2 SING N N 20 ANU "C2'" H3 SING N N 21 ANU C5 H4 SING N N 22 ANU C6 H5 SING N N 23 ANU "C1'" H6 SING N N 24 ANU "C4'" H7 SING N N 25 ANU "C5'" H8 SING N N 26 ANU "C5'" H9 SING N N 27 ANU "O5'" H10 SING N N 28 # # 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 ANU InChI InChI 1.03 "InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1" ANU InChIKey InChI 1.03 UUGITDASWNOAGG-CCXZUQQUSA-N ANU SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H]2[C@@H](OC3=NC(=O)C=CN23)[C@@H]1O" ANU SMILES CACTVS 3.385 "OC[CH]1O[CH]2[CH](OC3=NC(=O)C=CN23)[CH]1O" ANU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C1=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)OC2=NC1=O" ANU SMILES "OpenEye OEToolkits" 2.0.6 "C1=CN2C3C(C(C(O3)CO)O)OC2=NC1=O" # _pdbx_chem_comp_identifier.comp_id ANU _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{R},4~{R},5~{R},6~{S})-4-(hydroxymethyl)-5-oxidanyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.0^{2,6}]dodeca-8,11-dien-10-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ANU "Create component" 2004-12-14 RCSB ANU "Modify descriptor" 2011-06-04 RCSB ANU "Other modification" 2017-10-09 RCSB ANU "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 ANU Anhydrouridine ? ? 2 ANU "2,2'-ANHYDROURIDINE" ? ? 3 ANU CYCLOURIDINE ? ? ##