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                    2009-01-23 
_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 InChI            InChI                1.02b InChI=1/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/f/h21H 
RS3 InChIKey         InChI                1.02b IGQLDUYTWDABFK-YWYUZAOHDK                                                                                                                                                        
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                                                                                                                          
# 
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   
# 
