data_RS3 # _chem_comp.id RS3 _chem_comp.name "1-deoxy-1-[8-(dimethylamino)-7-methyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl]-D-ribitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 N5 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Roseoflavin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-11-18 _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 405.405 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RS3 _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 3F4H _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 RS3 O4 O4 O 0 1 N N N 27.204 31.806 19.931 4.117 3.264 -0.790 O4 RS3 1 RS3 C4 C4 C 0 1 N N N 27.623 32.702 19.157 3.004 3.086 -0.334 C4 RS3 2 RS3 N3 N3 N 0 1 N N N 27.943 32.411 17.871 2.217 4.125 0.030 N3 RS3 3 RS3 C2 C2 C 0 1 N N N 28.394 33.376 17.030 0.988 3.926 0.528 C2 RS3 4 RS3 O2 O2 O 0 1 N N N 28.677 33.073 15.844 0.330 4.905 0.836 O2 RS3 5 RS3 C4A C4A C 0 1 N N N 27.761 34.007 19.616 2.451 1.727 -0.160 C4A RS3 6 RS3 C10 C10 C 0 1 N N N 28.227 35.002 18.751 1.095 1.617 0.400 C10 RS3 7 RS3 N1 N1 N 0 1 N N N 28.533 34.660 17.466 0.442 2.726 0.705 N1 RS3 8 RS3 N5 N5 N 0 1 N N N 27.450 34.306 20.896 3.126 0.651 -0.485 N5 RS3 9 RS3 C5A C5A C 0 1 Y N N 27.586 35.572 21.341 2.599 -0.565 -0.316 C5A RS3 10 RS3 C6 C6 C 0 1 Y N N 27.263 35.871 22.660 3.347 -1.707 -0.674 C6 RS3 11 RS3 C7 C7 C 0 1 Y N N 27.395 37.166 23.149 2.817 -2.947 -0.506 C7 RS3 12 RS3 C7M C7M C 0 1 N N N 27.026 37.420 24.588 3.622 -4.161 -0.891 C7M RS3 13 RS3 C8 C8 C 0 1 Y N N 27.859 38.183 22.305 1.530 -3.107 0.023 C8 RS3 14 RS3 N8 N8 N 0 1 N N N 28.014 39.478 22.715 1.006 -4.381 0.188 N8 RS3 15 RS3 C19 C19 C 0 1 N N N 28.500 40.475 21.780 0.773 -4.674 1.609 C19 RS3 16 RS3 C20 C20 C 0 1 N N N 27.706 39.914 24.067 -0.226 -4.549 -0.593 C20 RS3 17 RS3 C9 C9 C 0 1 Y N N 28.179 37.867 20.979 0.775 -2.000 0.384 C9 RS3 18 RS3 C9A C9A C 0 1 Y N N 28.047 36.570 20.484 1.298 -0.725 0.219 C9A RS3 19 RS3 N10 N10 N 0 1 N N N 28.356 36.277 19.200 0.551 0.379 0.576 N10 RS3 20 RS3 "C1'" "C1'" C 0 1 N N N 28.856 37.337 18.303 -0.797 0.225 1.130 "C1'" RS3 21 RS3 "C2'" "C2'" C 0 1 N N S 27.703 37.986 17.540 -1.820 0.226 -0.007 "C2'" RS3 22 RS3 "O2'" "O2'" O 0 1 N N N 27.021 36.964 16.812 -1.737 1.461 -0.721 "O2'" RS3 23 RS3 "C3'" "C3'" C 0 1 N N S 28.156 39.065 16.552 -3.227 0.065 0.572 "C3'" RS3 24 RS3 "O3'" "O3'" O 0 1 N N N 29.154 38.542 15.683 -3.309 -1.170 1.286 "O3'" RS3 25 RS3 "C4'" "C4'" C 0 1 N N R 28.730 40.323 17.191 -4.250 0.067 -0.566 "C4'" RS3 26 RS3 "O4'" "O4'" O 0 1 N N N 28.233 40.475 18.517 -4.167 1.302 -1.279 "O4'" RS3 27 RS3 "C5'" "C5'" C 0 1 N N N 28.345 41.556 16.385 -5.657 -0.094 0.014 "C5'" RS3 28 RS3 "O5'" "O5'" O 0 1 N N N 29.204 41.663 15.245 -6.601 -0.210 -1.053 "O5'" RS3 29 RS3 HN3 HN3 H 0 1 N N N 27.845 31.473 17.538 2.548 5.031 -0.071 HN3 RS3 30 RS3 H6 H6 H 0 1 N N N 26.905 35.088 23.312 4.340 -1.596 -1.084 H6 RS3 31 RS3 H17M H17M H 0 0 N N N 27.941 37.482 25.196 4.210 -4.493 -0.035 H17M RS3 32 RS3 H27M H27M H 0 0 N N N 26.472 38.367 24.662 2.948 -4.960 -1.201 H27M RS3 33 RS3 H37M H37M H 0 0 N N N 26.397 36.596 24.956 4.289 -3.908 -1.714 H37M RS3 34 RS3 H119 H119 H 0 0 N N N 28.623 41.437 22.300 0.068 -3.951 2.018 H119 RS3 35 RS3 H219 H219 H 0 0 N N N 29.469 40.153 21.371 0.362 -5.679 1.709 H219 RS3 36 RS3 H319 H319 H 0 0 N N N 27.776 40.592 20.960 1.715 -4.611 2.152 H319 RS3 37 RS3 H120 H120 H 0 0 N N N 27.628 39.037 24.727 -0.010 -4.394 -1.651 H120 RS3 38 RS3 H220 H220 H 0 0 N N N 28.506 40.576 24.430 -0.616 -5.556 -0.446 H220 RS3 39 RS3 H320 H320 H 0 0 N N N 26.750 40.459 24.067 -0.968 -3.821 -0.264 H320 RS3 40 RS3 H9 H9 H 0 1 N N N 28.537 38.647 20.323 -0.216 -2.130 0.791 H9 RS3 41 RS3 "H11'" "H11'" H 0 0 N N N 29.367 38.104 18.903 -0.860 -0.717 1.675 "H11'" RS3 42 RS3 "H21'" "H21'" H 0 0 N N N 29.553 36.889 17.579 -1.007 1.052 1.809 "H21'" RS3 43 RS3 "H2'" "H2'" H 0 1 N N N 27.055 38.479 18.280 -1.609 -0.600 -0.686 "H2'" RS3 44 RS3 "HO2'" "HO2'" H 0 0 N N N 26.870 37.257 15.921 -1.913 2.242 -0.178 "HO2'" RS3 45 RS3 "H3'" "H3'" H 0 1 N N N 27.238 39.354 16.019 -3.437 0.892 1.251 "H3'" RS3 46 RS3 "HO3'" "HO3'" H 0 0 N N N 28.788 38.425 14.814 -3.134 -1.950 0.743 "HO3'" RS3 47 RS3 "H4'" "H4'" H 0 1 N N N 29.825 40.222 17.211 -4.039 -0.760 -1.244 "H4'" RS3 48 RS3 "HO4'" "HO4'" H 0 0 N N N 28.961 40.509 19.127 -4.343 2.082 -0.737 "HO4'" RS3 49 RS3 "H15'" "H15'" H 0 0 N N N 27.301 41.466 16.051 -5.695 -0.991 0.631 "H15'" RS3 50 RS3 "H25'" "H25'" H 0 0 N N N 28.451 42.454 17.012 -5.901 0.777 0.622 "H25'" RS3 51 RS3 "HO5'" "HO5'" H 0 0 N N N 28.679 41.687 14.454 -7.516 -0.315 -0.759 "HO5'" RS3 52 # # 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 RS3 C4 C4A SING N N 1 RS3 C4 O4 DOUB N N 2 RS3 N3 C4 SING N N 3 RS3 N3 HN3 SING N N 4 RS3 C2 N1 SING N N 5 RS3 C2 N3 SING N N 6 RS3 O2 C2 DOUB N N 7 RS3 C4A N5 DOUB N N 8 RS3 C10 N10 SING N N 9 RS3 C10 C4A SING N N 10 RS3 N1 C10 DOUB N N 11 RS3 N5 C5A SING N N 12 RS3 C5A C6 DOUB Y N 13 RS3 C6 C7 SING Y N 14 RS3 C6 H6 SING N N 15 RS3 C7 C7M SING N N 16 RS3 C7M H17M SING N N 17 RS3 C7M H27M SING N N 18 RS3 C7M H37M SING N N 19 RS3 C8 N8 SING N N 20 RS3 C8 C7 DOUB Y N 21 RS3 N8 C20 SING N N 22 RS3 C19 N8 SING N N 23 RS3 C19 H119 SING N N 24 RS3 C19 H219 SING N N 25 RS3 C19 H319 SING N N 26 RS3 C20 H120 SING N N 27 RS3 C20 H220 SING N N 28 RS3 C20 H320 SING N N 29 RS3 C9 C8 SING Y N 30 RS3 C9 H9 SING N N 31 RS3 C9A C9 DOUB Y N 32 RS3 C9A C5A SING Y N 33 RS3 N10 C9A SING N N 34 RS3 "C1'" N10 SING N N 35 RS3 "C1'" "H11'" SING N N 36 RS3 "C1'" "H21'" SING N N 37 RS3 "C2'" "C1'" SING N N 38 RS3 "C2'" "H2'" SING N N 39 RS3 "O2'" "C2'" SING N N 40 RS3 "O2'" "HO2'" SING N N 41 RS3 "C3'" "C4'" SING N N 42 RS3 "C3'" "C2'" SING N N 43 RS3 "C3'" "H3'" SING N N 44 RS3 "O3'" "C3'" SING N N 45 RS3 "O3'" "HO3'" SING N N 46 RS3 "C4'" "O4'" SING N N 47 RS3 "C4'" "H4'" SING N N 48 RS3 "O4'" "HO4'" SING N N 49 RS3 "C5'" "C4'" SING N N 50 RS3 "C5'" "H15'" SING N N 51 RS3 "C5'" "H25'" SING N N 52 RS3 "O5'" "C5'" SING N N 53 RS3 "O5'" "HO5'" SING N N 54 # # 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 RS3 SMILES ACDLabs 10.04 "O=C2N=C1N(c3cc(N(C)C)c(cc3N=C1C(=O)N2)C)CC(O)C(O)C(O)CO" RS3 SMILES_CANONICAL CACTVS 3.341 "CN(C)c1cc2N(C[C@H](O)[C@H](O)[C@H](O)CO)C3=NC(=O)NC(=O)C3=Nc2cc1C" RS3 SMILES CACTVS 3.341 "CN(C)c1cc2N(C[CH](O)[CH](O)[CH](O)CO)C3=NC(=O)NC(=O)C3=Nc2cc1C" RS3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1N(C)C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO)O)O)O" RS3 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1N(C)C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O" RS3 InChI InChI 1.03 "InChI=1S/C18H23N5O6/c1-8-4-9-11(5-10(8)22(2)3)23(6-12(25)15(27)13(26)7-24)16-14(19-9)17(28)21-18(29)20-16/h4-5,12-13,15,24-27H,6-7H2,1-3H3,(H,21,28,29)/t12-,13+,15-/m0/s1" RS3 InChIKey InChI 1.03 IGQLDUYTWDABFK-GUTXKFCHSA-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 RS3 "SYSTEMATIC NAME" ACDLabs 10.04 "1-deoxy-1-[8-(dimethylamino)-7-methyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl]-D-ribitol" RS3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "8-dimethylamino-7-methyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]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 RS3 "Create component" 2008-11-18 RCSB RS3 "Modify descriptor" 2011-06-04 RCSB RS3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RS3 _pdbx_chem_comp_synonyms.name Roseoflavin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##