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        ?
##
