data_RFL
# 
_chem_comp.id                                    RFL 
_chem_comp.name                                  8-DEMETHYL-8-DIMETHYLAMINO-FLAVIN-ADENINE-DINUCLEOTIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H36 N10 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        814.591 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RFL 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1D7L 
_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 
RFL PA     PA     P 0 1 N N S 23.036 97.066  59.275 1.527  -0.673 3.479   PA     RFL 1  
RFL OA1    OA1    O 0 1 N N N 22.184 97.719  58.251 3.021  -1.192 3.177   OA1    RFL 2  
RFL OA2    OA2    O 0 1 N N N 24.457 96.757  58.959 0.627  -1.835 3.651   OA2    RFL 3  
RFL "O5'"  "O5'"  O 0 1 N N N 23.015 97.985  60.580 1.527  0.208  4.826   "O5'"  RFL 4  
RFL "C5'"  "C5'"  C 0 1 N N N 23.867 97.761  61.720 1.990  -0.641 5.877   "C5'"  RFL 5  
RFL "C4'"  "C4'"  C 0 1 N N R 24.264 99.069  62.467 2.014  0.139  7.192   "C4'"  RFL 6  
RFL "O4'"  "O4'"  O 0 1 N N N 25.249 98.736  63.469 0.685  0.571  7.528   "O4'"  RFL 7  
RFL "C1'"  "C1'"  C 0 1 N N R 26.217 99.768  63.509 0.583  0.538  8.968   "C1'"  RFL 8  
RFL N9     N9     N 0 1 Y N N 27.468 99.331  64.187 -0.819 0.465  9.384   N9     RFL 9  
RFL C4     C4     C 0 1 Y N N 27.819 99.610  65.492 -1.343 0.943  10.559  C4     RFL 10 
RFL N3     N3     N 0 1 Y N N 27.171 100.409 66.359 -0.850 1.578  11.617  N3     RFL 11 
RFL C2     C2     C 0 1 Y N N 27.790 100.420 67.519 -1.633 1.922  12.618  C2     RFL 12 
RFL N1     N1     N 0 1 Y N N 28.885 99.780  67.886 -2.928 1.666  12.625  N1     RFL 13 
RFL C6     C6     C 0 1 Y N N 29.511 98.990  67.005 -3.512 1.039  11.608  C6     RFL 14 
RFL N6     N6     N 0 1 N N N 30.553 98.243  67.357 -4.870 0.775  11.625  N6     RFL 15 
RFL C5     C5     C 0 1 Y N N 28.957 98.901  65.738 -2.717 0.652  10.516  C5     RFL 16 
RFL N7     N7     N 0 1 Y N N 29.349 98.190  64.626 -2.955 0.016  9.343   N7     RFL 17 
RFL C8     C8     C 0 1 Y N N 28.444 98.473  63.743 -1.842 -0.093 8.677   C8     RFL 18 
RFL "C2'"  "C2'"  C 0 1 N N R 26.368 100.156 62.060 1.338  -0.758 9.355   "C2'"  RFL 19 
RFL "O2'"  "O2'"  O 0 1 N N N 27.002 101.423 61.919 1.833  -0.681 10.693  "O2'"  RFL 20 
RFL "C3'"  "C3'"  C 0 1 N N S 24.949 100.084 61.539 2.506  -0.770 8.334   "C3'"  RFL 21 
RFL "O3'"  "O3'"  O 0 1 N N N 24.292 101.361 61.542 3.695  -0.243 8.927   "O3'"  RFL 22 
RFL OA3    OA3    O 0 1 N N N 22.383 95.688  59.859 1.012  0.226  2.248   OA3    RFL 23 
RFL PF     PF     P 0 1 N N S 20.893 95.261  60.147 1.038  -0.713 0.941   PF     RFL 24 
RFL OF1    OF1    O 0 1 N N N 20.203 96.328  60.883 0.067  -1.977 1.170   OF1    RFL 25 
RFL OF2    OF2    O 0 1 N N N 20.913 93.885  60.688 2.419  -1.189 0.703   OF2    RFL 26 
RFL O5R    O5R    O 0 1 N N N 20.259 95.187  58.683 0.532  0.127  -0.334  O5R    RFL 27 
RFL C5R    C5R    C 0 1 N N N 20.751 94.328  57.700 0.577  -0.757 -1.456  C5R    RFL 28 
RFL C4R    C4R    C 0 1 N N R 20.478 94.861  56.291 0.106  -0.016 -2.709  C4R    RFL 29 
RFL O4R    O4R    O 0 1 N N N 21.192 96.114  56.140 0.961  1.103  -2.950  O4R    RFL 30 
RFL C3R    C3R    C 0 1 N N S 20.886 93.855  55.152 0.155  -0.963 -3.910  C3R    RFL 31 
RFL O3R    O3R    O 0 1 N N N 20.572 92.498  55.498 -0.699 -2.082 -3.669  O3R    RFL 32 
RFL C2R    C2R    C 0 1 N N S 20.180 94.168  53.831 -0.315 -0.222 -5.163  C2R    RFL 33 
RFL O2R    O2R    O 0 1 N N N 20.372 95.524  53.399 0.539  0.897  -5.404  O2R    RFL 34 
RFL C1R    C1R    C 0 1 N N N 20.507 93.142  52.687 -0.267 -1.169 -6.364  C1R    RFL 35 
RFL N10    N10    N 0 1 N N N 19.973 93.453  51.343 -0.718 -0.459 -7.563  N10    RFL 36 
RFL C10    C10    C 0 1 N N N 18.564 93.126  50.989 -2.035 -0.453 -7.917  C10    RFL 37 
RFL N1F    N1F    N 0 1 N N N 17.736 92.540  51.882 -2.959 -1.079 -7.207  N1F    RFL 38 
RFL C2F    C2F    C 0 1 N N N 16.428 92.323  51.572 -4.240 -1.064 -7.565  C2F    RFL 39 
RFL O2F    O2F    O 0 1 N N N 15.682 91.703  52.321 -5.038 -1.661 -6.864  O2F    RFL 40 
RFL N3F    N3F    N 0 1 N N N 15.987 92.752  50.336 -4.708 -0.432 -8.651  N3F    RFL 41 
RFL C4F    C4F    C 0 1 N N N 16.768 93.374  49.346 -3.881 0.251  -9.476  C4F    RFL 42 
RFL O4F    O4F    O 0 1 N N N 16.182 93.809  48.339 -4.303 0.825  -10.462 O4F    RFL 43 
RFL C4A    C4A    C 0 1 N N N 18.172 93.542  49.708 -2.445 0.271  -9.129  C4A    RFL 44 
RFL N5F    N5F    N 0 1 N N N 19.026 94.044  48.711 -1.559 0.903  -9.859  N5F    RFL 45 
RFL C9A    C9A    C 0 1 Y N N 20.857 94.096  50.388 0.180  0.218  -8.362  C9A    RFL 46 
RFL C5A    C5A    C 0 1 Y N N 20.338 94.267  49.085 -0.267 0.902  -9.519  C5A    RFL 47 
RFL C9F    C9F    C 0 1 Y N N 22.186 94.514  50.614 1.527  0.234  -8.033  C9F    RFL 48 
RFL C8F    C8F    C 0 1 Y N N 23.085 95.071  49.696 2.426  0.917  -8.838  C8F    RFL 49 
RFL N8M    N8M    N 0 1 N N N 24.267 95.553  50.252 3.774  0.933  -8.508  N8M    RFL 50 
RFL CM1    CM1    C 0 1 N N N 25.064 96.671  49.774 3.876  1.551  -7.179  CM1    RFL 51 
RFL CM2    CM2    C 0 1 N N N 24.856 95.032  51.494 4.187  -0.468 -8.355  CM2    RFL 52 
RFL C6F    C6F    C 0 1 Y N N 21.235 94.809  48.119 0.668  1.590  -10.322 C6F    RFL 53 
RFL C7F    C7F    C 0 1 Y N N 22.543 95.194  48.323 1.982  1.597  -9.980  C7F    RFL 54 
RFL C7M    C7M    C 0 1 N N N 23.355 95.405  46.997 2.974  2.335  -10.842 C7M    RFL 55 
RFL HOA1   HOA1   H 0 0 N N N 21.276 97.916  58.452 3.574  -0.405 3.073   HOA1   RFL 56 
RFL "H5'1" "1H5'" H 0 0 N N N 23.401 97.031  62.422 1.322  -1.496 5.974   "H5'1" RFL 57 
RFL "H5'2" "2H5'" H 0 0 N N N 24.774 97.183  61.426 2.996  -0.991 5.644   "H5'2" RFL 58 
RFL "HC4'" "HC4'" H 0 0 N N N 23.328 99.508  62.884 2.672  1.003  7.098   "HC4'" RFL 59 
RFL "HC1'" "HC1'" H 0 0 N N N 25.921 100.649 64.124 1.068  1.410  9.407   "HC1'" RFL 60 
RFL HC21   1HC2   H 0 0 N N N 27.325 101.054 68.292 -1.200 2.434  13.464  HC21   RFL 61 
RFL HN61   1HN6   H 0 0 N N N 31.030 97.641  66.685 -5.408 1.047  12.385  HN61   RFL 62 
RFL HN62   2HN6   H 0 0 N N N 30.271 97.666  68.150 -5.284 0.317  10.877  HN62   RFL 63 
RFL HC81   1HC8   H 0 0 N N N 28.498 98.035  62.732 -1.743 -0.559 7.708   HC81   RFL 64 
RFL "HC2'" "HC2'" H 0 0 N N N 27.041 99.490  61.471 0.700  -1.632 9.228   "HC2'" RFL 65 
RFL "HO2'" "HO2'" H 0 0 N N N 27.097 101.667 61.005 2.290  -1.514 10.871  "HO2'" RFL 66 
RFL "HC3'" "HC3'" H 0 0 N N N 24.910 99.773  60.468 2.681  -1.782 7.966   "HC3'" RFL 67 
RFL "HO3'" "HO3'" H 0 0 N N N 24.715 101.988 60.968 3.917  -0.821 9.669   "HO3'" RFL 68 
RFL HOF1   HOF1   H 0 0 N N N 19.305 96.070  61.056 -0.820 -1.624 1.322   HOF1   RFL 69 
RFL H5R1   1H5R   H 0 0 N N N 21.835 94.116  57.851 -0.074 -1.610 -1.272  H5R1   RFL 70 
RFL H5R2   2H5R   H 0 0 N N N 20.352 93.294  57.827 1.599  -1.105 -1.603  H5R2   RFL 71 
RFL HC4R   HC4R   H 0 0 N N N 19.378 95.006  56.181 -0.915 0.332  -2.562  HC4R   RFL 72 
RFL HO4R   HO4R   H 0 0 N N N 21.022 96.444  55.265 1.854  0.751  -3.074  HO4R   RFL 73 
RFL HC3R   HC3R   H 0 0 N N N 21.988 93.974  55.032 1.177  -1.311 -4.056  HC3R   RFL 74 
RFL HO3R   HO3R   H 0 0 N N N 20.818 91.890  54.810 -1.592 -1.730 -3.545  HO3R   RFL 75 
RFL HC2R   HC2R   H 0 0 N N N 19.094 94.050  54.055 -1.337 0.126  -5.016  HC2R   RFL 76 
RFL HO2R   HO2R   H 0 0 N N N 19.933 95.718  52.578 1.431  0.545  -5.528  HO2R   RFL 77 
RFL H1R1   1H1R   H 0 0 N N N 21.609 92.989  52.625 -0.919 -2.022 -6.180  H1R1   RFL 78 
RFL H1R2   2H1R   H 0 0 N N N 20.176 92.122  52.993 0.755  -1.517 -6.510  H1R2   RFL 79 
RFL HN3F   HN3F   H 0 0 N N N 14.998 92.595  50.137 -5.657 -0.465 -8.849  HN3F   RFL 80 
RFL HC9F   HC9F   H 0 0 N N N 22.571 94.389  51.639 1.876  -0.284 -7.152  HC9F   RFL 81 
RFL HM11   1HM1   H 0 0 N N N 26.010 97.057  50.219 4.922  1.585  -6.874  HM11   RFL 82 
RFL HM12   2HM1   H 0 0 N N N 25.291 96.453  48.704 3.474  2.563  -7.218  HM12   RFL 83 
RFL HM13   3HM1   H 0 0 N N N 24.371 97.542  49.717 3.307  0.961  -6.460  HM13   RFL 84 
RFL HM21   1HM2   H 0 0 N N N 25.802 95.418  51.939 4.128  -0.972 -9.320  HM21   RFL 85 
RFL HM22   2HM2   H 0 0 N N N 24.070 95.096  52.283 5.212  -0.506 -7.987  HM22   RFL 86 
RFL HM23   3HM2   H 0 0 N N N 24.978 93.931  51.363 3.527  -0.965 -7.644  HM23   RFL 87 
RFL HC6F   HC6F   H 0 0 N N N 20.872 94.947  47.086 0.337  2.113  -11.207 HC6F   RFL 88 
RFL H7M1   1H7M   H 0 0 N N N 22.947 95.497  45.963 3.063  3.364  -10.494 H7M1   RFL 89 
RFL H7M2   2H7M   H 0 0 N N N 23.981 96.312  47.162 3.945  1.844  -10.779 H7M2   RFL 90 
RFL H7M3   3H7M   H 0 0 N N N 24.101 94.577  46.959 2.630  2.330  -11.876 H7M3   RFL 91 
# 
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 
RFL PA    OA1    SING N N 1  
RFL PA    OA2    DOUB N N 2  
RFL PA    "O5'"  SING N N 3  
RFL PA    OA3    SING N N 4  
RFL OA1   HOA1   SING N N 5  
RFL "O5'" "C5'"  SING N N 6  
RFL "C5'" "C4'"  SING N N 7  
RFL "C5'" "H5'1" SING N N 8  
RFL "C5'" "H5'2" SING N N 9  
RFL "C4'" "O4'"  SING N N 10 
RFL "C4'" "C3'"  SING N N 11 
RFL "C4'" "HC4'" SING N N 12 
RFL "O4'" "C1'"  SING N N 13 
RFL "C1'" N9     SING N N 14 
RFL "C1'" "C2'"  SING N N 15 
RFL "C1'" "HC1'" SING N N 16 
RFL N9    C4     SING Y N 17 
RFL N9    C8     SING Y N 18 
RFL C4    N3     SING Y N 19 
RFL C4    C5     DOUB Y N 20 
RFL N3    C2     DOUB Y N 21 
RFL C2    N1     SING Y N 22 
RFL C2    HC21   SING N N 23 
RFL N1    C6     DOUB Y N 24 
RFL C6    N6     SING N N 25 
RFL C6    C5     SING Y N 26 
RFL N6    HN61   SING N N 27 
RFL N6    HN62   SING N N 28 
RFL C5    N7     SING Y N 29 
RFL N7    C8     DOUB Y N 30 
RFL C8    HC81   SING N N 31 
RFL "C2'" "O2'"  SING N N 32 
RFL "C2'" "C3'"  SING N N 33 
RFL "C2'" "HC2'" SING N N 34 
RFL "O2'" "HO2'" SING N N 35 
RFL "C3'" "O3'"  SING N N 36 
RFL "C3'" "HC3'" SING N N 37 
RFL "O3'" "HO3'" SING N N 38 
RFL OA3   PF     SING N N 39 
RFL PF    OF1    SING N N 40 
RFL PF    OF2    DOUB N N 41 
RFL PF    O5R    SING N N 42 
RFL OF1   HOF1   SING N N 43 
RFL O5R   C5R    SING N N 44 
RFL C5R   C4R    SING N N 45 
RFL C5R   H5R1   SING N N 46 
RFL C5R   H5R2   SING N N 47 
RFL C4R   O4R    SING N N 48 
RFL C4R   C3R    SING N N 49 
RFL C4R   HC4R   SING N N 50 
RFL O4R   HO4R   SING N N 51 
RFL C3R   O3R    SING N N 52 
RFL C3R   C2R    SING N N 53 
RFL C3R   HC3R   SING N N 54 
RFL O3R   HO3R   SING N N 55 
RFL C2R   O2R    SING N N 56 
RFL C2R   C1R    SING N N 57 
RFL C2R   HC2R   SING N N 58 
RFL O2R   HO2R   SING N N 59 
RFL C1R   N10    SING N N 60 
RFL C1R   H1R1   SING N N 61 
RFL C1R   H1R2   SING N N 62 
RFL N10   C10    SING N N 63 
RFL N10   C9A    SING N N 64 
RFL C10   N1F    DOUB N N 65 
RFL C10   C4A    SING N N 66 
RFL N1F   C2F    SING N N 67 
RFL C2F   O2F    DOUB N N 68 
RFL C2F   N3F    SING N N 69 
RFL N3F   C4F    SING N N 70 
RFL N3F   HN3F   SING N N 71 
RFL C4F   O4F    DOUB N N 72 
RFL C4F   C4A    SING N N 73 
RFL C4A   N5F    DOUB N N 74 
RFL N5F   C5A    SING N N 75 
RFL C9A   C5A    DOUB Y N 76 
RFL C9A   C9F    SING Y N 77 
RFL C5A   C6F    SING Y N 78 
RFL C9F   C8F    DOUB Y N 79 
RFL C9F   HC9F   SING N N 80 
RFL C8F   N8M    SING N N 81 
RFL C8F   C7F    SING Y N 82 
RFL N8M   CM1    SING N N 83 
RFL N8M   CM2    SING N N 84 
RFL CM1   HM11   SING N N 85 
RFL CM1   HM12   SING N N 86 
RFL CM1   HM13   SING N N 87 
RFL CM2   HM21   SING N N 88 
RFL CM2   HM22   SING N N 89 
RFL CM2   HM23   SING N N 90 
RFL C6F   C7F    DOUB Y N 91 
RFL C6F   HC6F   SING N N 92 
RFL C7F   C7M    SING N N 93 
RFL C7M   H7M1   SING N N 94 
RFL C7M   H7M2   SING N N 95 
RFL C7M   H7M3   SING N N 96 
# 
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 
RFL SMILES           ACDLabs              10.04 O=C2C3=Nc1cc(c(N(C)C)cc1N(C3=NC(=O)N2)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O)C 
RFL InChI            InChI                1.02b 
;InChI=1/C28H36N10O15P2/c1-11-4-12-14(5-13(11)36(2)3)37(25-19(33-12)26(44)35-28(45)34-25)6-15(39)20(41)16(40)7-50-54(46,47)53-55(48,49)51-8-17-21(42)22(43)27(52-17)38-10-32-18-23(29)30-9-31-24(18)38/h4-5,9-10,15-17,20-22,27,39-43H,6-8H2,1-3H3,(H,46,47)(H,48,49)(H2,29,30,31)(H,35,44,45)/t15-,16+,17+,20-,21+,22+,27+/m0/s1/f/h35,46,48H,29H2
;
RFL InChIKey         InChI                1.02b UXOZEHHQWXVTPI-FFTZHLEWDG 
RFL SMILES_CANONICAL CACTVS               3.341 CN(C)c1cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P@@](O)(=O)O[P@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)C6=NC(=O)NC(=O)C6=Nc2cc1C 
RFL SMILES           CACTVS               3.341 CN(C)c1cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)C6=NC(=O)NC(=O)C6=Nc2cc1C 
RFL 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[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)O 
RFL SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1N(C)C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)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 
RFL "SYSTEMATIC NAME" ACDLabs              10.04 
"[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-5-[8-(dimethylamino)-7-methyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl]-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)" 
RFL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3S,4S)-5-(8-dimethylamino-7-methyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentoxy]-hydroxy-phosphoryl] hydrogen phosphate"                              
# 
