data_ZE8 # _chem_comp.id ZE8 _chem_comp.name Zebularine _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H12 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-03 _chem_comp.pdbx_modified_date 2014-09-05 _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 228.202 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZE8 _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 4PD7 _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 ZE8 N1 N1 N 0 1 N N N 51.201 -20.308 -8.609 1.428 0.067 0.398 N1 ZE8 1 ZE8 C2 C1 C 0 1 N N N 50.548 -20.602 -9.790 1.760 -0.568 -0.741 C2 ZE8 2 ZE8 O2 O1 O 0 1 N N N 50.887 -20.059 -10.827 0.886 -0.876 -1.534 O2 ZE8 3 ZE8 N3 N2 N 0 1 N N N 49.509 -21.503 -9.804 3.032 -0.865 -1.017 N3 ZE8 4 ZE8 C4 C2 C 0 1 N N N 49.122 -22.120 -8.631 3.997 -0.544 -0.179 C4 ZE8 5 ZE8 C5 C3 C 0 1 N N N 49.815 -21.803 -7.410 3.690 0.116 1.015 C5 ZE8 6 ZE8 C6 C4 C 0 1 N N N 50.822 -20.918 -7.427 2.393 0.421 1.287 C6 ZE8 7 ZE8 "C1'" C5 C 0 1 N N R 52.325 -19.327 -8.599 0.025 0.382 0.678 "C1'" ZE8 8 ZE8 "C2'" C6 C 0 1 N N R 51.863 -17.876 -8.604 -0.539 1.330 -0.403 "C2'" ZE8 9 ZE8 "O2'" O2 O 0 1 N N N 52.735 -17.125 -9.423 -0.520 2.683 0.058 "O2'" ZE8 10 ZE8 "C3'" C7 C 0 1 N N S 51.900 -17.487 -7.138 -1.993 0.847 -0.605 "C3'" ZE8 11 ZE8 "O3'" O3 O 0 1 N N N 52.224 -16.114 -6.969 -2.916 1.887 -0.275 "O3'" ZE8 12 ZE8 "C4'" C8 C 0 1 N N R 52.988 -18.375 -6.555 -2.135 -0.336 0.379 "C4'" ZE8 13 ZE8 "O4'" O4 O 0 1 N N N 53.159 -19.496 -7.464 -0.786 -0.809 0.584 "O4'" ZE8 14 ZE8 "C5'" C9 C 0 1 N N N 52.906 -18.656 -5.068 -2.999 -1.438 -0.237 "C5'" ZE8 15 ZE8 "O5'" O5 O 0 1 N N N 51.644 -19.070 -4.561 -3.215 -2.469 0.729 "O5'" ZE8 16 ZE8 H1 H1 H 0 1 N N N 48.310 -22.832 -8.630 5.022 -0.790 -0.414 H1 ZE8 17 ZE8 H2 H2 H 0 1 N N N 49.525 -22.276 -6.484 4.473 0.385 1.709 H2 ZE8 18 ZE8 H3 H3 H 0 1 N N N 51.341 -20.680 -6.511 2.132 0.934 2.201 H3 ZE8 19 ZE8 H4 H4 H 0 1 N N N 52.923 -19.488 -9.508 -0.073 0.830 1.667 H4 ZE8 20 ZE8 H5 H5 H 0 1 N N N 50.828 -17.822 -8.973 0.028 1.233 -1.329 H5 ZE8 21 ZE8 H6 H6 H 0 1 N N N 52.456 -16.217 -9.434 -0.863 3.321 -0.582 H6 ZE8 22 ZE8 H7 H7 H 0 1 N N N 50.935 -17.727 -6.667 -2.145 0.514 -1.631 H7 ZE8 23 ZE8 H8 H8 H 0 1 N N N 52.239 -15.903 -6.043 -3.844 1.638 -0.383 H8 ZE8 24 ZE8 H9 H9 H 0 1 N N N 53.907 -17.781 -6.666 -2.567 0.004 1.320 H9 ZE8 25 ZE8 H10 H10 H 0 1 N N N 53.633 -19.449 -4.839 -3.958 -1.020 -0.542 H10 ZE8 26 ZE8 H11 H11 H 0 1 N N N 53.191 -17.734 -4.539 -2.491 -1.856 -1.106 H11 ZE8 27 ZE8 H12 H12 H 0 1 N N N 51.711 -19.216 -3.625 -3.756 -3.203 0.407 H12 ZE8 28 # 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 ZE8 O2 C2 DOUB N N 1 ZE8 N3 C2 SING N N 2 ZE8 N3 C4 DOUB N N 3 ZE8 C2 N1 SING N N 4 ZE8 "O2'" "C2'" SING N N 5 ZE8 C4 C5 SING N N 6 ZE8 N1 "C1'" SING N N 7 ZE8 N1 C6 SING N N 8 ZE8 "C2'" "C1'" SING N N 9 ZE8 "C2'" "C3'" SING N N 10 ZE8 "C1'" "O4'" SING N N 11 ZE8 "O4'" "C4'" SING N N 12 ZE8 C6 C5 DOUB N N 13 ZE8 "C3'" "O3'" SING N N 14 ZE8 "C3'" "C4'" SING N N 15 ZE8 "C4'" "C5'" SING N N 16 ZE8 "C5'" "O5'" SING N N 17 ZE8 C4 H1 SING N N 18 ZE8 C5 H2 SING N N 19 ZE8 C6 H3 SING N N 20 ZE8 "C1'" H4 SING N N 21 ZE8 "C2'" H5 SING N N 22 ZE8 "O2'" H6 SING N N 23 ZE8 "C3'" H7 SING N N 24 ZE8 "O3'" H8 SING N N 25 ZE8 "C4'" H9 SING N N 26 ZE8 "C5'" H10 SING N N 27 ZE8 "C5'" H11 SING N N 28 ZE8 "O5'" H12 SING N N 29 # 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 ZE8 SMILES ACDLabs 12.01 "O=C1N=CC=CN1C2OC(C(O)C2O)CO" ZE8 InChI InChI 1.03 "InChI=1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1" ZE8 InChIKey InChI 1.03 RPQZTTQVRYEKCR-WCTZXXKLSA-N ZE8 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC=NC2=O" ZE8 SMILES CACTVS 3.385 "OC[CH]1O[CH]([CH](O)[CH]1O)N2C=CC=NC2=O" ZE8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C1=CN(C(=O)N=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O" ZE8 SMILES "OpenEye OEToolkits" 1.9.2 "C1=CN(C(=O)N=C1)C2C(C(C(O2)CO)O)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 ZE8 "SYSTEMATIC NAME" ACDLabs 12.01 "1-(beta-D-ribofuranosyl)pyrimidin-2(1H)-one" ZE8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[(2R,3R,4S,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]pyrimidin-2-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 ZE8 "Create component" 2014-06-03 RCSB ZE8 "Initial release" 2014-08-13 RCSB ZE8 "Modify descriptor" 2014-09-05 RCSB #