data_FX3 # _chem_comp.id FX3 _chem_comp.name "5-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-alpha-L-ribofuranose" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C15 H18 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-12 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 326.299 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FX3 _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 2VGD _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 FX3 O2 O2 O 0 1 N N N -5.362 -27.470 1.000 -5.362 -27.470 1.000 O2 FX3 1 FX3 C9 C9 C 0 1 N N N -4.182 -27.299 1.266 -4.182 -27.299 1.266 C9 FX3 2 FX3 C8 C8 C 0 1 N N N -3.751 -26.144 2.092 -3.751 -26.144 2.092 C8 FX3 3 FX3 C7 C7 C 0 1 N N N -2.447 -25.865 2.183 -2.447 -25.865 2.183 C7 FX3 4 FX3 C1 C1 C 0 1 Y N N -1.891 -24.731 2.952 -1.891 -24.731 2.952 C1 FX3 5 FX3 C6 C6 C 0 1 Y N N -0.717 -24.138 2.483 -0.717 -24.138 2.483 C6 FX3 6 FX3 C5 C5 C 0 1 Y N N -0.154 -23.066 3.173 -0.154 -23.066 3.173 C5 FX3 7 FX3 C4 C4 C 0 1 Y N N -0.770 -22.585 4.333 -0.770 -22.585 4.333 C4 FX3 8 FX3 O4 O4 O 0 1 N N N -0.200 -21.531 4.990 -0.200 -21.531 4.990 O4 FX3 9 FX3 C3 C3 C 0 1 Y N N -1.950 -23.180 4.808 -1.950 -23.180 4.808 C3 FX3 10 FX3 O3 O3 O 0 1 N N N -2.564 -22.715 5.956 -2.564 -22.715 5.956 O3 FX3 11 FX3 C10 C10 C 0 1 N N N -2.681 -23.536 7.127 -2.681 -23.536 7.127 C10 FX3 12 FX3 C2 C2 C 0 1 Y N N -2.512 -24.257 4.109 -2.512 -24.257 4.109 C2 FX3 13 FX3 "O5'" O5* O 0 1 N N N -3.205 -28.246 0.720 -3.205 -28.246 0.720 "O5'" FX3 14 FX3 "C5'" C5* C 0 1 N N N -2.236 -28.901 1.551 -2.236 -28.901 1.551 "C5'" FX3 15 FX3 "C4'" C4* C 0 1 N N S -1.309 -29.787 0.729 -1.309 -29.787 0.729 "C4'" FX3 16 FX3 "O4'" O4* O 0 1 N N N -0.647 -28.993 -0.260 -0.647 -28.993 -0.260 "O4'" FX3 17 FX3 "C3'" C3* C 0 1 N N R -2.054 -30.904 0.006 -2.054 -30.904 0.006 "C3'" FX3 18 FX3 "O3'" O3* O 0 1 N N N -1.484 -32.164 0.372 -1.484 -32.164 0.372 "O3'" FX3 19 FX3 "C2'" C2* C 0 1 N N S -1.859 -30.606 -1.473 -1.859 -30.606 -1.473 "C2'" FX3 20 FX3 "O2'" O2* O 0 1 N N N -1.558 -31.776 -2.239 -1.558 -31.776 -2.239 "O2'" FX3 21 FX3 "C1'" C1* C 0 1 N N R -0.689 -29.638 -1.535 -0.689 -29.638 -1.535 "C1'" FX3 22 FX3 OXT OXT O 0 1 N Y N 0.607 -29.926 -1.728 0.607 -29.926 -1.728 OXT FX3 23 FX3 H8 H8 H 0 1 N N N -4.479 -25.539 2.611 -4.479 -25.539 2.611 H8 FX3 24 FX3 H7 H7 H 0 1 N N N -1.755 -26.509 1.661 -1.755 -26.509 1.661 H7 FX3 25 FX3 H6 H6 H 0 1 N N N -0.245 -24.510 1.586 -0.245 -24.510 1.586 H6 FX3 26 FX3 H2 H2 H 0 1 N N N -3.422 -24.718 4.464 -3.422 -24.718 4.464 H2 FX3 27 FX3 H5 H5 H 0 1 N N N 0.755 -22.608 2.813 0.755 -22.608 2.813 H5 FX3 28 FX3 H4 H4 H 0 1 N N N -0.068 -21.760 5.902 -0.068 -21.760 5.902 H4 FX3 29 FX3 H101 1H10 H 0 0 N N N -2.711 -24.595 6.831 -2.711 -24.595 6.831 H101 FX3 30 FX3 H102 2H10 H 0 0 N N N -1.816 -23.363 7.784 -1.816 -23.363 7.784 H102 FX3 31 FX3 H103 3H10 H 0 0 N N N -3.606 -23.279 7.664 -3.606 -23.279 7.664 H103 FX3 32 FX3 "H5'1" 1H5* H 0 0 N N N -1.634 -28.137 2.065 -1.634 -28.137 2.065 "H5'1" FX3 33 FX3 "H5'2" 2H5* H 0 0 N N N -2.770 -29.534 2.275 -2.770 -29.534 2.275 "H5'2" FX3 34 FX3 "H4'" H4* H 0 1 N N N -0.596 -30.241 1.432 -0.596 -30.241 1.433 "H4'" FX3 35 FX3 "H3'" H3* H 0 1 N N N -3.123 -30.954 0.261 -3.123 -30.954 0.261 "H3'" FX3 36 FX3 "H1'" H1* H 0 1 N N N -0.961 -29.156 -2.485 -0.961 -29.156 -2.486 "H1'" FX3 37 FX3 HA HA H 0 1 N N N -1.358 -32.693 -0.407 -1.358 -32.693 -0.407 HA FX3 38 FX3 "H2'" H2* H 0 1 N N N -2.785 -30.196 -1.903 -2.785 -30.197 -1.903 "H2'" FX3 39 FX3 HB HB H 0 1 N N N -1.491 -31.545 -3.158 -1.491 -31.545 -3.158 HB FX3 40 FX3 HOT HOT H 0 1 N N N 0.781 -29.994 -2.659 0.781 -29.994 -2.659 HOT FX3 41 # 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 FX3 O2 C9 DOUB N N 1 FX3 C9 C8 SING N N 2 FX3 C9 "O5'" SING N N 3 FX3 C8 C7 DOUB N E 4 FX3 C7 C1 SING N N 5 FX3 C1 C6 SING Y N 6 FX3 C1 C2 DOUB Y N 7 FX3 C6 C5 DOUB Y N 8 FX3 C5 C4 SING Y N 9 FX3 C4 O4 SING N N 10 FX3 C4 C3 DOUB Y N 11 FX3 C3 O3 SING N N 12 FX3 C3 C2 SING Y N 13 FX3 O3 C10 SING N N 14 FX3 "O5'" "C5'" SING N N 15 FX3 "C5'" "C4'" SING N N 16 FX3 "C4'" "O4'" SING N N 17 FX3 "C4'" "C3'" SING N N 18 FX3 "O4'" "C1'" SING N N 19 FX3 "C3'" "O3'" SING N N 20 FX3 "C3'" "C2'" SING N N 21 FX3 "C2'" "O2'" SING N N 22 FX3 "C2'" "C1'" SING N N 23 FX3 "C1'" OXT SING N N 24 FX3 C8 H8 SING N N 25 FX3 C7 H7 SING N N 26 FX3 C6 H6 SING N N 27 FX3 C2 H2 SING N N 28 FX3 C5 H5 SING N N 29 FX3 O4 H4 SING N N 30 FX3 C10 H101 SING N N 31 FX3 C10 H102 SING N N 32 FX3 C10 H103 SING N N 33 FX3 "C5'" "H5'1" SING N N 34 FX3 "C5'" "H5'2" SING N N 35 FX3 "C4'" "H4'" SING N N 36 FX3 "C3'" "H3'" SING N N 37 FX3 "C1'" "H1'" SING N N 38 FX3 "O3'" HA SING N N 39 FX3 "C2'" "H2'" SING N N 40 FX3 "O2'" HB SING N N 41 FX3 OXT HOT SING N N 42 # 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 FX3 SMILES ACDLabs 10.04 "O=C(OCC1OC(O)C(O)C1O)\C=C\c2ccc(O)c(OC)c2" FX3 SMILES_CANONICAL CACTVS 3.341 "COc1cc(/C=C/C(=O)OC[C@@H]2O[C@@H](O)[C@@H](O)[C@H]2O)ccc1O" FX3 SMILES CACTVS 3.341 "COc1cc(C=CC(=O)OC[CH]2O[CH](O)[CH](O)[CH]2O)ccc1O" FX3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc(ccc1O)\C=C\C(=O)OC[C@H]2[C@@H]([C@@H]([C@@H](O2)O)O)O" FX3 SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc(ccc1O)C=CC(=O)OCC2C(C(C(O2)O)O)O" FX3 InChI InChI 1.03 "InChI=1S/C15H18O8/c1-21-10-6-8(2-4-9(10)16)3-5-12(17)22-7-11-13(18)14(19)15(20)23-11/h2-6,11,13-16,18-20H,7H2,1H3/b5-3+/t11-,13-,14-,15+/m0/s1" FX3 InChIKey InChI 1.03 BDEXCUQHBTVULQ-NNDRJBMQSA-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 FX3 "SYSTEMATIC NAME" ACDLabs 10.04 "5-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-alpha-L-ribofuranose" FX3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,4S,5R)-3,4,5-trihydroxyoxolan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FX3 "Create component" 2007-11-12 EBI FX3 "Modify aromatic_flag" 2011-06-04 RCSB FX3 "Modify descriptor" 2011-06-04 RCSB #