data_FO1 # _chem_comp.id FO1 _chem_comp.name "1-deoxy-1-(8-hydroxy-2,4-dioxo-3,4-dihydropyrimido[4,5-b]quinolin-10(2H)-yl)-D-ribitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "7,8-didemethyl-8-hydroxy-5-deazariboflavin" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-01 _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 363.322 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FO1 _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 3C3D _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 FO1 N1 N1 N 0 1 N N N 63.558 13.186 32.470 1.152 -2.143 0.533 N1 FO1 1 FO1 C1 C1 C 0 1 N N N 63.169 11.920 32.047 1.952 -3.169 0.263 C1 FO1 2 FO1 O1 O1 O 0 1 N N N 62.558 11.667 31.043 1.542 -4.292 0.500 O1 FO1 3 FO1 N2 N2 N 0 1 N N N 63.547 10.872 32.846 3.184 -3.044 -0.253 N2 FO1 4 FO1 C2 C2 C 0 1 N N N 64.253 11.071 34.006 3.703 -1.827 -0.540 C2 FO1 5 FO1 O2 O2 O 0 1 N N N 64.578 10.181 34.775 4.819 -1.709 -1.008 O2 FO1 6 FO1 C3 C3 C 0 1 N N N 64.656 12.448 34.429 2.859 -0.655 -0.261 C3 FO1 7 FO1 C4 C4 C 0 1 N N N 65.305 12.580 35.525 3.283 0.636 -0.512 C4 FO1 8 FO1 C5 C5 C 0 1 Y N N 65.711 13.877 35.822 2.412 1.708 -0.216 C5 FO1 9 FO1 C6 C6 C 0 1 Y N N 66.487 14.059 36.962 2.817 3.032 -0.462 C6 FO1 10 FO1 C7 C7 C 0 1 Y N N 66.917 15.314 37.283 1.976 4.064 -0.175 C7 FO1 11 FO1 C9 C9 C 0 1 Y N N 66.550 16.417 36.470 0.711 3.819 0.363 C9 FO1 12 FO1 O10 O10 O 0 1 N N N 67.052 17.822 36.915 -0.113 4.859 0.643 O10 FO1 13 FO1 C11 C11 C 0 1 Y N N 65.798 16.295 35.350 0.292 2.524 0.612 C11 FO1 14 FO1 C12 C12 C 0 1 Y N N 65.386 14.989 35.045 1.134 1.456 0.327 C12 FO1 15 FO1 N3 N3 N 0 1 N N N 64.626 14.718 33.932 0.713 0.166 0.577 N3 FO1 16 FO1 C13 C13 C 0 1 N N N 64.263 13.480 33.580 1.527 -0.891 0.303 C13 FO1 17 FO1 C14 C14 C 0 1 N N N 64.153 15.809 32.997 -0.618 -0.068 1.143 C14 FO1 18 FO1 C15 C15 C 0 1 N N S 62.983 16.483 33.740 -1.633 -0.228 0.009 C15 FO1 19 FO1 O3 O3 O 0 1 N N N 61.799 15.638 33.723 -1.654 0.961 -0.783 O3 FO1 20 FO1 C16 C16 C 0 1 N N S 62.539 17.723 33.018 -3.023 -0.472 0.599 C16 FO1 21 FO1 O4 O4 O 0 1 N N N 61.857 17.222 31.904 -3.002 -1.662 1.390 O4 FO1 22 FO1 C17 C17 C 0 1 N N R 63.558 18.723 32.686 -4.037 -0.633 -0.535 C17 FO1 23 FO1 O5 O5 O 0 1 N N N 64.592 19.005 33.600 -4.059 0.557 -1.327 O5 FO1 24 FO1 C18 C18 C 0 1 N N N 62.790 20.110 32.744 -5.428 -0.877 0.055 C18 FO1 25 FO1 O6 O6 O 0 1 N N N 62.460 20.225 31.363 -6.354 -1.142 -1.001 O6 FO1 26 FO1 HN3 HN3 H 0 1 N N N 63.302 9.940 32.577 3.711 -3.840 -0.424 HN3 FO1 27 FO1 HC6 HC6 H 0 1 N N N 66.746 13.217 37.586 3.794 3.231 -0.877 HC6 FO1 28 FO1 HC82 HC82 H 0 0 N N N 67.154 17.838 37.859 -0.690 5.113 -0.091 HC82 FO1 29 FO1 HC9 HC9 H 0 1 N N N 65.534 17.143 34.735 -0.689 2.344 1.028 HC9 FO1 30 FO1 HC11 HC11 H 0 0 N N N 64.958 16.530 32.791 -0.602 -0.975 1.747 HC11 FO1 31 FO1 HC12 HC12 H 0 0 N N N 63.847 15.411 32.018 -0.902 0.779 1.767 HC12 FO1 32 FO1 "HC2'" "HC2'" H 0 0 N N N 63.349 16.684 34.758 -1.349 -1.075 -0.616 "HC2'" FO1 33 FO1 "HO2'" "HO2'" H 0 0 N N N 61.528 15.454 34.615 -1.899 1.757 -0.291 "HO2'" FO1 34 FO1 "HC3'" "HC3'" H 0 0 N N N 61.920 18.340 33.685 -3.307 0.375 1.223 "HC3'" FO1 35 FO1 "HO3'" "HO3'" H 0 0 N N N 60.939 17.108 32.119 -2.757 -2.458 0.899 "HO3'" FO1 36 FO1 "HC4'" "HC4'" H 0 0 N N N 64.008 18.326 31.764 -3.754 -1.480 -1.160 "HC4'" FO1 37 FO1 "HO4'" "HO4'" H 0 0 N N N 65.418 19.068 33.135 -4.304 1.352 -0.835 "HO4'" FO1 38 FO1 HC51 HC51 H 0 0 N N N 61.909 20.093 33.402 -5.391 -1.733 0.729 HC51 FO1 39 FO1 HC52 HC52 H 0 0 N N N 63.360 20.950 33.167 -5.749 0.007 0.606 HC52 FO1 40 FO1 "HO5'" "HO5'" H 0 0 N N N 61.516 20.251 31.264 -7.258 -1.307 -0.700 "HO5'" FO1 41 FO1 H21 H21 H 0 1 N N N 65.522 11.744 36.173 4.262 0.822 -0.928 H21 FO1 42 FO1 HC7 HC7 H 0 1 N N N 67.536 15.467 38.155 2.290 5.080 -0.365 HC7 FO1 43 # # 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 FO1 N1 C1 SING N N 1 FO1 N1 C13 DOUB N N 2 FO1 C1 O1 DOUB N N 3 FO1 C1 N2 SING N N 4 FO1 N2 C2 SING N N 5 FO1 N2 HN3 SING N N 6 FO1 C2 O2 DOUB N N 7 FO1 C2 C3 SING N N 8 FO1 C3 C4 DOUB N N 9 FO1 C3 C13 SING N N 10 FO1 C4 C5 SING N N 11 FO1 C4 H21 SING N N 12 FO1 C5 C6 DOUB Y N 13 FO1 C5 C12 SING Y N 14 FO1 C6 C7 SING Y N 15 FO1 C6 HC6 SING N N 16 FO1 C7 C9 DOUB Y N 17 FO1 C7 HC7 SING N N 18 FO1 C9 O10 SING N N 19 FO1 C9 C11 SING Y N 20 FO1 O10 HC82 SING N N 21 FO1 C11 C12 DOUB Y N 22 FO1 C11 HC9 SING N N 23 FO1 C12 N3 SING N N 24 FO1 N3 C13 SING N N 25 FO1 N3 C14 SING N N 26 FO1 C14 C15 SING N N 27 FO1 C14 HC11 SING N N 28 FO1 C14 HC12 SING N N 29 FO1 C15 O3 SING N N 30 FO1 C15 C16 SING N N 31 FO1 C15 "HC2'" SING N N 32 FO1 O3 "HO2'" SING N N 33 FO1 C16 O4 SING N N 34 FO1 C16 C17 SING N N 35 FO1 C16 "HC3'" SING N N 36 FO1 O4 "HO3'" SING N N 37 FO1 C17 O5 SING N N 38 FO1 C17 C18 SING N N 39 FO1 C17 "HC4'" SING N N 40 FO1 O5 "HO4'" SING N N 41 FO1 C18 O6 SING N N 42 FO1 C18 HC51 SING N N 43 FO1 C18 HC52 SING N N 44 FO1 O6 "HO5'" SING N N 45 # # 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 FO1 SMILES ACDLabs 10.04 "O=C1C=3C(=NC(=O)N1)N(c2c(ccc(O)c2)C=3)CC(O)C(O)C(O)CO" FO1 SMILES_CANONICAL CACTVS 3.341 "OC[C@@H](O)[C@@H](O)[C@@H](O)CN1c2cc(O)ccc2C=C3C(=O)NC(=O)N=C13" FO1 SMILES CACTVS 3.341 "OC[CH](O)[CH](O)[CH](O)CN1c2cc(O)ccc2C=C3C(=O)NC(=O)N=C13" FO1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1O)N(C3=NC(=O)NC(=O)C3=C2)C[C@@H]([C@@H]([C@@H](CO)O)O)O" FO1 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1O)N(C3=NC(=O)NC(=O)C3=C2)CC(C(C(CO)O)O)O" FO1 InChI InChI 1.03 "InChI=1S/C16H17N3O7/c20-6-12(23)13(24)11(22)5-19-10-4-8(21)2-1-7(10)3-9-14(19)17-16(26)18-15(9)25/h1-4,11-13,20-24H,5-6H2,(H,18,25,26)/t11-,12+,13-/m0/s1" FO1 InChIKey InChI 1.03 AUEILLWDYUBWCM-XQQFMLRXSA-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 FO1 "SYSTEMATIC NAME" ACDLabs 10.04 "1-deoxy-1-(8-hydroxy-2,4-dioxo-3,4-dihydropyrimido[4,5-b]quinolin-10(2H)-yl)-D-ribitol" FO1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "8-hydroxy-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]pyrimido[6,5-b]quinoline-2,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FO1 "Create component" 2008-02-01 RCSB FO1 "Modify descriptor" 2011-06-04 RCSB FO1 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FO1 _pdbx_chem_comp_synonyms.name "7,8-didemethyl-8-hydroxy-5-deazariboflavin" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##