data_RBF # _chem_comp.id RBF _chem_comp.name RIBOFLAVIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H20 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "RIBOFLAVINE; VITAMIN B2" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 376.364 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RBF _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 1BU5 _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 RBF N1 N1 N 0 1 N N N 63.558 13.186 32.470 0.665 -2.485 0.513 N1 RBF 1 RBF C2 C2 C 0 1 N N N 63.169 11.920 32.047 1.312 -3.611 0.222 C2 RBF 2 RBF O2 O2 O 0 1 N N N 62.558 11.667 31.043 0.741 -4.668 0.428 O2 RBF 3 RBF N3 N3 N 0 1 N N N 63.547 10.872 32.846 2.552 -3.655 -0.285 N3 RBF 4 RBF C4 C4 C 0 1 N N N 64.253 11.071 34.006 3.248 -2.523 -0.540 C4 RBF 5 RBF O4 O4 O 0 1 N N N 64.578 10.181 34.775 4.373 -2.561 -1.000 O4 RBF 6 RBF C4A C4A C 0 1 N N N 64.656 12.448 34.429 2.581 -1.238 -0.236 C4A RBF 7 RBF N5 N5 N 0 1 N N N 65.305 12.580 35.525 3.162 -0.084 -0.444 N5 RBF 8 RBF C5A C5A C 0 1 Y N N 65.711 13.877 35.822 2.530 1.061 -0.157 C5A RBF 9 RBF C6 C6 C 0 1 Y N N 66.487 14.059 36.962 3.174 2.293 -0.388 C6 RBF 10 RBF C7 C7 C 0 1 Y N N 66.917 15.314 37.283 2.533 3.460 -0.098 C7 RBF 11 RBF C7M C7M C 0 1 N N N 67.758 15.674 38.495 3.228 4.773 -0.348 C7M RBF 12 RBF C8 C8 C 0 1 Y N N 66.550 16.417 36.470 1.245 3.452 0.426 C8 RBF 13 RBF C8M C8M C 0 1 N N N 67.052 17.822 36.915 0.558 4.757 0.738 C8M RBF 14 RBF C9 C9 C 0 1 Y N N 65.798 16.295 35.350 0.591 2.263 0.663 C9 RBF 15 RBF C9A C9A C 0 1 Y N N 65.386 14.989 35.045 1.221 1.056 0.376 C9A RBF 16 RBF N10 N10 N 0 1 N N N 64.626 14.718 33.932 0.571 -0.137 0.611 N10 RBF 17 RBF C10 C10 C 0 1 N N N 64.263 13.480 33.580 1.218 -1.299 0.318 C10 RBF 18 RBF "C1'" "C1'" C 0 1 N N N 64.153 15.809 32.997 -0.786 -0.154 1.164 "C1'" RBF 19 RBF "C2'" "C2'" C 0 1 N N S 62.983 16.483 33.740 -1.803 -0.127 0.021 "C2'" RBF 20 RBF "O2'" "O2'" O 0 1 N N N 61.799 15.638 33.723 -1.618 1.061 -0.752 "O2'" RBF 21 RBF "C3'" "C3'" C 0 1 N N S 62.539 17.723 33.018 -3.220 -0.145 0.598 "C3'" RBF 22 RBF "O3'" "O3'" O 0 1 N N N 61.857 17.222 31.904 -3.404 -1.332 1.371 "O3'" RBF 23 RBF "C4'" "C4'" C 0 1 N N R 63.558 18.723 32.686 -4.236 -0.117 -0.545 "C4'" RBF 24 RBF "O4'" "O4'" O 0 1 N N N 64.592 19.005 33.600 -4.052 1.070 -1.319 "O4'" RBF 25 RBF "C5'" "C5'" C 0 1 N N N 62.790 20.110 32.744 -5.653 -0.135 0.032 "C5'" RBF 26 RBF "O5'" "O5'" O 0 1 N N N 62.460 20.225 31.363 -6.601 -0.227 -1.034 "O5'" RBF 27 RBF HN3 HN3 H 0 1 N N N 63.302 9.940 32.577 2.959 -4.516 -0.472 HN3 RBF 28 RBF HC6 HC6 H 0 1 N N N 66.746 13.217 37.586 4.174 2.312 -0.795 HC6 RBF 29 RBF HC71 HC71 H 0 0 N N N 68.824 15.624 38.230 3.007 5.114 -1.360 HC71 RBF 30 RBF HC72 HC72 H 0 0 N N N 67.510 16.694 38.824 2.874 5.514 0.369 HC72 RBF 31 RBF HC73 HC73 H 0 0 N N N 67.549 14.965 39.310 4.304 4.643 -0.235 HC73 RBF 32 RBF HC81 HC81 H 0 0 N N N 68.031 18.024 36.456 0.005 5.095 -0.138 HC81 RBF 33 RBF HC82 HC82 H 0 0 N N N 66.331 18.588 36.593 -0.131 4.615 1.571 HC82 RBF 34 RBF HC83 HC83 H 0 0 N N N 67.148 17.847 38.010 1.304 5.504 1.008 HC83 RBF 35 RBF HC9 HC9 H 0 1 N N N 65.534 17.143 34.735 -0.409 2.268 1.071 HC9 RBF 36 RBF HC11 HC11 H 0 0 N N N 64.959 16.533 32.806 -0.927 -1.060 1.754 HC11 RBF 37 RBF HC12 HC12 H 0 0 N N N 63.811 15.381 32.043 -0.931 0.719 1.799 HC12 RBF 38 RBF "HC2'" "HC2'" H 0 0 N N N 63.283 16.725 34.770 -1.658 -1.000 -0.615 "HC2'" RBF 39 RBF "HO2'" "HO2'" H 0 0 N N N 61.092 16.073 34.186 -1.732 1.879 -0.250 "HO2'" RBF 40 RBF "HC3'" "HC3'" H 0 0 N N N 61.803 18.218 33.669 -3.364 0.729 1.234 "HC3'" RBF 41 RBF "HO3'" "HO3'" H 0 0 N N N 61.534 17.945 31.379 -3.290 -2.151 0.868 "HO3'" RBF 42 RBF "HC4'" "HC4'" H 0 0 N N N 63.945 18.566 31.668 -4.092 -0.991 -1.181 "HC4'" RBF 43 RBF "HO4'" "HO4'" H 0 0 N N N 65.164 19.670 33.236 -4.166 1.888 -0.816 "HO4'" RBF 44 RBF HC51 HC51 H 0 0 N N N 61.895 20.062 33.382 -5.765 -0.995 0.693 HC51 RBF 45 RBF HC52 HC52 H 0 0 N N N 63.440 20.930 33.085 -5.828 0.781 0.595 HC52 RBF 46 RBF "HO5'" "HO5'" H 0 0 N N N 61.979 21.031 31.218 -7.522 -0.244 -0.741 "HO5'" RBF 47 # # 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 RBF N1 C2 SING N N 1 RBF N1 C10 DOUB N N 2 RBF C2 O2 DOUB N N 3 RBF C2 N3 SING N N 4 RBF N3 C4 SING N N 5 RBF N3 HN3 SING N N 6 RBF C4 O4 DOUB N N 7 RBF C4 C4A SING N N 8 RBF C4A N5 DOUB N N 9 RBF C4A C10 SING N N 10 RBF N5 C5A SING N N 11 RBF C5A C6 DOUB Y N 12 RBF C5A C9A SING Y N 13 RBF C6 C7 SING Y N 14 RBF C6 HC6 SING N N 15 RBF C7 C7M SING N N 16 RBF C7 C8 DOUB Y N 17 RBF C7M HC71 SING N N 18 RBF C7M HC72 SING N N 19 RBF C7M HC73 SING N N 20 RBF C8 C8M SING N N 21 RBF C8 C9 SING Y N 22 RBF C8M HC81 SING N N 23 RBF C8M HC82 SING N N 24 RBF C8M HC83 SING N N 25 RBF C9 C9A DOUB Y N 26 RBF C9 HC9 SING N N 27 RBF C9A N10 SING N N 28 RBF N10 C10 SING N N 29 RBF N10 "C1'" SING N N 30 RBF "C1'" "C2'" SING N N 31 RBF "C1'" HC11 SING N N 32 RBF "C1'" HC12 SING N N 33 RBF "C2'" "O2'" SING N N 34 RBF "C2'" "C3'" SING N N 35 RBF "C2'" "HC2'" SING N N 36 RBF "O2'" "HO2'" SING N N 37 RBF "C3'" "O3'" SING N N 38 RBF "C3'" "C4'" SING N N 39 RBF "C3'" "HC3'" SING N N 40 RBF "O3'" "HO3'" SING N N 41 RBF "C4'" "O4'" SING N N 42 RBF "C4'" "C5'" SING N N 43 RBF "C4'" "HC4'" SING N N 44 RBF "O4'" "HO4'" SING N N 45 RBF "C5'" "O5'" SING N N 46 RBF "C5'" HC51 SING N N 47 RBF "C5'" HC52 SING N N 48 RBF "O5'" "HO5'" SING N N 49 # # 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 RBF SMILES ACDLabs 12.01 "N=2C(=O)NC(=O)C3=Nc1cc(C)c(C)cc1N(C=23)CC(O)C(O)C(O)CO" RBF InChI InChI 1.03 "InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1" RBF InChIKey InChI 1.03 AUNGANRZJHBGPY-SCRDCRAPSA-N RBF SMILES_CANONICAL CACTVS 3.385 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C" RBF SMILES CACTVS 3.385 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO)c2cc1C" RBF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO)O)O)O" RBF SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)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 RBF "SYSTEMATIC NAME" ACDLabs 12.01 "1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol" RBF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrakis(oxidanyl)pentyl]benzo[g]pteridine-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 RBF "Create component" 1999-07-08 RCSB RBF "Modify aromatic_flag" 2011-06-04 RCSB RBF "Modify descriptor" 2011-06-04 RCSB RBF "Modify aromatic_flag" 2016-02-17 RCSB RBF "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 RBF RIBOFLAVINE ? ? 2 RBF "VITAMIN B2" ? ? ##