data_ZEB # _chem_comp.id ZEB _chem_comp.name 4-HYDROXY-3,4-DIHYDRO-ZEBULARINE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H14 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 246.217 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZEB _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1CTU _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 ZEB N1 N1 N 0 1 N N N 35.176 48.855 8.890 -0.349 0.351 -1.022 N1 ZEB 1 ZEB C2 C2 C 0 1 N N N 36.094 48.205 8.194 0.328 -0.747 -1.382 C2 ZEB 2 ZEB O2 O2 O 0 1 N N N 37.258 48.567 8.266 0.759 -1.486 -0.518 O2 ZEB 3 ZEB N3 N3 N 0 1 N N N 35.739 47.154 7.438 0.535 -1.061 -2.677 N3 ZEB 4 ZEB C4 C4 C 0 1 N N R 34.380 46.673 7.423 0.006 -0.154 -3.709 C4 ZEB 5 ZEB O4 O4 O 0 1 N N N 33.648 46.655 5.906 1.104 0.285 -4.511 O4 ZEB 6 ZEB C5 C5 C 0 1 N N N 33.435 47.489 8.228 -0.743 1.072 -3.233 C5 ZEB 7 ZEB C6 C6 C 0 1 N N N 33.878 48.548 8.909 -0.877 1.253 -1.932 C6 ZEB 8 ZEB "C1'" "C1'" C 0 1 N N R 35.625 50.352 9.364 -0.535 0.615 0.406 "C1'" ZEB 9 ZEB "C2'" "C2'" C 0 1 N N R 35.686 51.799 8.943 -1.218 -0.589 1.103 "C2'" ZEB 10 ZEB "O2'" "O2'" O 0 1 N N N 36.720 51.935 7.919 -2.640 -0.498 1.000 "O2'" ZEB 11 ZEB "C3'" "C3'" C 0 1 N N S 36.041 52.394 10.251 -0.758 -0.416 2.574 "C3'" ZEB 12 ZEB "O3'" "O3'" O 0 1 N N N 37.411 52.653 10.373 -1.772 0.234 3.342 "O3'" ZEB 13 ZEB "C4'" "C4'" C 0 1 N N R 35.604 51.371 11.288 0.501 0.465 2.471 "C4'" ZEB 14 ZEB "O4'" "O4'" O 0 1 N N N 35.861 50.087 10.736 0.739 0.713 1.075 "O4'" ZEB 15 ZEB "C5'" "C5'" C 0 1 N N N 34.254 51.551 11.827 1.699 -0.264 3.082 "C5'" ZEB 16 ZEB "O5'" "O5'" O 0 1 N N N 33.493 51.982 10.706 2.862 0.558 2.975 "O5'" ZEB 17 ZEB HN3 HN3 H 0 1 N N N 36.485 46.730 6.887 1.024 -1.862 -2.922 HN3 ZEB 18 ZEB H4 H4 H 0 1 N N N 34.530 45.647 7.832 -0.662 -0.729 -4.349 H4 ZEB 19 ZEB HO4 HO4 H 0 1 N N N 32.752 46.338 5.896 1.571 -0.508 -4.805 HO4 ZEB 20 ZEB H5 H5 H 0 1 N N N 32.352 47.299 8.324 -1.157 1.778 -3.938 H5 ZEB 21 ZEB H6 H6 H 0 1 N N N 33.172 49.168 9.486 -1.409 2.120 -1.570 H6 ZEB 22 ZEB "H1'" "H1'" H 0 1 N N N 35.801 50.726 8.328 -1.118 1.524 0.554 "H1'" ZEB 23 ZEB "H2'" "H2'" H 0 1 N N N 34.782 52.261 8.482 -0.859 -1.532 0.689 "H2'" ZEB 24 ZEB HO2 HO2 H 0 1 N N N 36.758 52.846 7.653 -3.003 -1.273 1.451 HO2 ZEB 25 ZEB "H3'" "H3'" H 0 1 N N N 35.539 53.381 10.378 -0.511 -1.383 3.012 "H3'" ZEB 26 ZEB HO3 HO3 H 0 1 N N N 37.638 53.034 11.212 -1.431 0.314 4.244 HO3 ZEB 27 ZEB "H4'" "H4'" H 0 1 N N N 36.203 51.513 12.217 0.336 1.408 2.992 "H4'" ZEB 28 ZEB "H5'1" "1H5'" H 0 0 N N N 33.842 50.652 12.343 1.865 -1.200 2.548 "H5'1" ZEB 29 ZEB "H5'2" "2H5'" H 0 0 N N N 34.198 52.231 12.708 1.498 -0.475 4.132 "H5'2" ZEB 30 ZEB HO5 HO5 H 0 1 N N N 32.617 52.098 11.055 3.592 0.062 3.371 HO5 ZEB 31 # 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 ZEB N1 C2 SING N N 1 ZEB N1 C6 SING N N 2 ZEB N1 "C1'" SING N N 3 ZEB C2 O2 DOUB N N 4 ZEB C2 N3 SING N N 5 ZEB N3 C4 SING N N 6 ZEB N3 HN3 SING N N 7 ZEB C4 O4 SING N N 8 ZEB C4 C5 SING N N 9 ZEB C4 H4 SING N N 10 ZEB O4 HO4 SING N N 11 ZEB C5 C6 DOUB N N 12 ZEB C5 H5 SING N N 13 ZEB C6 H6 SING N N 14 ZEB "C1'" "C2'" SING N N 15 ZEB "C1'" "O4'" SING N N 16 ZEB "C1'" "H1'" SING N N 17 ZEB "C2'" "O2'" SING N N 18 ZEB "C2'" "C3'" SING N N 19 ZEB "C2'" "H2'" SING N N 20 ZEB "O2'" HO2 SING N N 21 ZEB "C3'" "O3'" SING N N 22 ZEB "C3'" "C4'" SING N N 23 ZEB "C3'" "H3'" SING N N 24 ZEB "O3'" HO3 SING N N 25 ZEB "C4'" "O4'" SING N N 26 ZEB "C4'" "C5'" SING N N 27 ZEB "C4'" "H4'" SING N N 28 ZEB "C5'" "O5'" SING N N 29 ZEB "C5'" "H5'1" SING N N 30 ZEB "C5'" "H5'2" SING N N 31 ZEB "O5'" HO5 SING N N 32 # 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 ZEB SMILES ACDLabs 10.04 "O=C1NC(O)C=CN1C2OC(C(O)C2O)CO" ZEB SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C[C@@H](O)NC2=O" ZEB SMILES CACTVS 3.341 "OC[CH]1O[CH]([CH](O)[CH]1O)N2C=C[CH](O)NC2=O" ZEB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)N[C@@H]1O)C2[C@@H]([C@@H]([C@H](O2)CO)O)O" ZEB SMILES "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1O)C2C(C(C(O2)CO)O)O" ZEB InChI InChI 1.03 "InChI=1S/C9H14N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4-8,12-15H,3H2,(H,10,16)/t4-,5-,6-,7-,8-/m1/s1" ZEB InChIKey InChI 1.03 LUOTYVSEHPPZEM-FMDGEEDCSA-N # 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 ZEB "SYSTEMATIC NAME" ACDLabs 10.04 "(4R)-4-hydroxy-1-beta-D-ribofuranosyl-3,4-dihydropyrimidin-2(1H)-one" ZEB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4R)-1-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-3,4-dihydropyrimidin-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 ZEB "Create component" 1999-07-08 EBI ZEB "Modify descriptor" 2011-06-04 RCSB #