data_FAE
# 
_chem_comp.id                                    FAE 
_chem_comp.name                                  "FLAVIN-N7 PROTONATED-ADENINE DINUCLEOTIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H34 N9 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2002-10-16 
_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                        786.558 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FAE 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1MXT 
_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 
FAE PA     AP   P 0 1 N N R 21.734 0.744  23.210 -3.165  -1.369 -0.674 PA     FAE 1  
FAE O1A    AO1  O 0 1 N N N 21.279 -0.550 22.622 -3.257  -0.114 -1.679 O1A    FAE 2  
FAE O2A    AO2  O 0 1 N N N 21.110 2.005  22.707 -2.970  -2.612 -1.453 O2A    FAE 3  
FAE O5B    AO5* O 0 1 N N N 21.536 0.594  24.781 -4.529  -1.477 0.176  O5B    FAE 4  
FAE C5B    AC5* C 0 1 N N N 21.804 1.644  25.734 -5.572  -1.775 -0.754 C5B    FAE 5  
FAE C4B    AC4* C 0 1 N N R 20.975 1.322  26.945 -6.903  -1.891 -0.007 C4B    FAE 6  
FAE O4B    AO4* O 0 1 N N N 21.440 2.215  28.016 -7.277  -0.610 0.527  O4B    FAE 7  
FAE C3B    AC3* C 0 1 N N S 19.455 1.587  26.805 -8.014  -2.328 -0.981 C3B    FAE 8  
FAE O3B    AO3* O 0 1 N N N 18.669 0.519  27.303 -8.591  -3.568 -0.568 O3B    FAE 9  
FAE C2B    AC2* C 0 1 N N R 19.254 2.885  27.602 -9.060  -1.186 -0.894 C2B    FAE 10 
FAE O2B    AO2* O 0 1 N N N 17.943 3.103  28.125 -10.389 -1.712 -0.888 O2B    FAE 11 
FAE C1B    AC1* C 0 1 N N R 20.314 2.795  28.682 -8.718  -0.535 0.470  C1B    FAE 12 
FAE N9A    AN9  N 0 1 Y N N 20.743 4.035  29.258 -9.163  0.860  0.506  N9A    FAE 13 
FAE C8A    AC8  C 0 1 Y N N 21.136 5.146  28.594 -8.431  1.950  0.139  C8A    FAE 14 
FAE N7A    AN7  N 1 1 Y N N 21.586 6.094  29.381 -9.136  3.033  0.297  N7A    FAE 15 
FAE C5A    AC5  C 0 1 Y N N 21.497 5.549  30.661 -10.361 2.708  0.775  C5A    FAE 16 
FAE C6A    AC6  C 0 1 Y N N 21.806 6.077  31.931 -11.509 3.436  1.129  C6A    FAE 17 
FAE N6A    AN6  N 0 1 N N N 22.352 7.297  32.097 -11.537 4.815  1.012  N6A    FAE 18 
FAE N1A    AN1  N 0 1 Y N N 21.545 5.294  33.002 -12.568 2.770  1.577  N1A    FAE 19 
FAE C2A    AC2  C 0 1 Y N N 20.996 4.116  32.794 -12.551 1.455  1.691  C2A    FAE 20 
FAE N3A    AN3  N 0 1 Y N N 20.653 3.492  31.659 -11.499 0.732  1.372  N3A    FAE 21 
FAE C4A    AC4  C 0 1 Y N N 20.952 4.300  30.606 -10.395 1.309  0.910  C4A    FAE 22 
FAE O3P    O3P  O 0 1 N N N 23.322 0.915  23.043 -1.923  -1.164 0.329  O3P    FAE 23 
FAE N1     N1   N 0 1 N N N 21.130 -2.206 14.328 8.465   -1.887 0.419  N1     FAE 24 
FAE C2     C2   C 0 1 N N N 21.381 -3.313 13.642 9.256   -2.705 1.107  C2     FAE 25 
FAE O2     O2   O 0 1 N N N 22.537 -3.838 13.583 8.952   -3.884 1.161  O2     FAE 26 
FAE N3     N3   N 0 1 N N N 20.355 -4.032 13.040 10.368  -2.313 1.746  N3     FAE 27 
FAE C4     C4   C 0 1 N N N 19.061 -3.549 12.923 10.769  -1.021 1.731  C4     FAE 28 
FAE O4     O4   O 0 1 N N N 18.195 -4.218 12.343 11.776  -0.663 2.310  O4     FAE 29 
FAE C4X    C4A  C 0 1 N N N 18.863 -2.278 13.478 9.928   -0.062 0.980  C4X    FAE 30 
FAE N5     N5   N 0 1 N N N 17.608 -1.650 13.327 10.223  1.210  0.899  N5     FAE 31 
FAE C5X    C5A  C 0 1 Y N N 17.371 -0.521 14.119 9.441   2.051  0.210  C5X    FAE 32 
FAE C6     C6   C 0 1 Y N N 16.115 0.087  14.058 9.775   3.418  0.134  C6     FAE 33 
FAE C7     C7   C 0 1 Y N N 15.754 1.097  14.897 8.981   4.275  -0.566 C7     FAE 34 
FAE C7M    C7M  C 0 1 N N N 14.364 1.704  14.807 9.346   5.735  -0.641 C7M    FAE 35 
FAE C8     C8   C 0 1 Y N N 16.637 1.514  15.873 7.834   3.818  -1.206 C8     FAE 36 
FAE C8M    C8M  C 0 1 N N N 16.291 2.587  16.881 6.971   4.788  -1.973 C8M    FAE 37 
FAE C9     C9   C 0 1 Y N N 17.932 0.902  15.933 7.484   2.487  -1.154 C9     FAE 38 
FAE C9A    C9A  C 0 1 Y N N 18.310 -0.051 15.039 8.278   1.589  -0.447 C9A    FAE 39 
FAE N10    N10  N 0 1 N N N 19.622 -0.613 15.025 7.928   0.256  -0.387 N10    FAE 40 
FAE C10    C10  C 0 1 N N N 19.895 -1.717 14.257 8.728   -0.595 0.314  C10    FAE 41 
FAE "C1'"  C1*  C 0 1 N N N 20.714 -0.015 15.805 6.724   -0.234 -1.064 "C1'"  FAE 42 
FAE "C2'"  C2*  C 0 1 N N S 21.030 -0.814 17.086 5.532   -0.150 -0.109 "C2'"  FAE 43 
FAE "O2'"  O2*  O 0 1 N N N 19.806 -1.085 17.779 5.790   -0.953 1.045  "O2'"  FAE 44 
FAE "C3'"  C3*  C 0 1 N N S 21.998 0.007  17.933 4.276   -0.662 -0.815 "C3'"  FAE 45 
FAE "O3'"  O3*  O 0 1 N N N 23.152 0.229  17.117 4.018   0.141  -1.969 "O3'"  FAE 46 
FAE "C4'"  C4*  C 0 1 N N R 22.412 -0.738 19.216 3.083   -0.578 0.140  "C4'"  FAE 47 
FAE "O4'"  O4*  O 0 1 N N N 21.246 -1.026 19.986 3.341   -1.381 1.294  "O4'"  FAE 48 
FAE "C5'"  C5*  C 0 1 N N N 23.378 0.115  20.010 1.827   -1.090 -0.567 "C5'"  FAE 49 
FAE "O5'"  O5*  O 0 1 N N N 23.841 -0.662 21.140 0.693   -0.904 0.284  "O5'"  FAE 50 
FAE P      P    P 0 1 N N R 24.515 0.067  22.374 -0.587  -1.461 -0.519 P      FAE 51 
FAE O1P    O1P  O 0 1 N N N 24.961 -0.989 23.297 -0.433  -3.049 -0.739 O1P    FAE 52 
FAE O2P    O2P  O 0 1 N N N 25.490 1.096  21.907 -0.676  -0.787 -1.834 O2P    FAE 53 
FAE HOA2   2HOA H 0 0 N N N 21.399 2.828  23.081 ?       ?      ?      HOA2   FAE 54 
FAE H51A   AH51 H 0 0 N N N 21.549 2.525  25.361 -5.639  -0.977 -1.493 H51A   FAE 55 
FAE H52A   AH52 H 0 0 N N N 22.766 1.664  25.966 -5.354  -2.717 -1.256 H52A   FAE 56 
FAE H4B    AH4* H 0 1 N N N 21.127 0.371  27.213 -6.812  -2.617 0.801  H4B    FAE 57 
FAE H3B    AH3* H 0 1 N N N 19.232 1.748  25.844 -7.622  -2.409 -1.995 H3B    FAE 58 
FAE HO3A   AHO3 H 0 0 N N N 17.857 0.675  27.151 -9.317  -3.756 -1.180 HO3A   FAE 59 
FAE H2B    AH2* H 0 1 N N N 19.483 3.654  27.006 -8.930  -0.474 -1.709 H2B    FAE 60 
FAE HO2A   AHO2 H 0 0 N N N 17.675 2.407  28.510 -10.539 -2.101 -1.761 HO2A   FAE 61 
FAE H1B    AH1* H 0 1 N N N 20.002 2.180  29.407 -9.164  -1.100 1.288  H1B    FAE 62 
FAE H8A    AH8  H 0 1 N N N 21.091 5.232  27.649 -7.417  1.920  -0.230 H8A    FAE 63 
FAE H7A    AH7  H 0 1 N N N 21.877 6.892  29.153 -8.831  3.933  0.103  H7A    FAE 64 
FAE H61A   AH61 H 0 0 N N N 22.542 7.589  32.905 -10.757 5.289  0.683  H61A   FAE 65 
FAE H62A   AH62 H 0 0 N N N 22.520 7.803  31.396 -12.335 5.307  1.260  H62A   FAE 66 
FAE H2A    AH2  H 0 1 N N N 20.810 3.623  33.585 -13.434 0.954  2.061  H2A    FAE 67 
FAE HN3    HN3  H 0 1 N N N 20.535 -4.831 12.718 10.895  -2.969 2.229  HN3    FAE 68 
FAE H6     H6   H 0 1 N N N 15.491 -0.214 13.408 10.661  3.785  0.631  H6     FAE 69 
FAE HM71   1HM7 H 0 0 N N N 13.853 1.250  14.105 9.985   5.905  -1.508 HM71   FAE 70 
FAE HM72   2HM7 H 0 0 N N N 14.437 2.658  14.593 8.438   6.331  -0.736 HM72   FAE 71 
FAE HM73   3HM7 H 0 0 N N N 13.905 1.597  15.667 9.877   6.024  0.265  HM73   FAE 72 
FAE HM81   1HM8 H 0 0 N N N 16.330 3.466  16.449 6.211   5.200  -1.310 HM81   FAE 73 
FAE HM82   2HM8 H 0 0 N N N 16.932 2.559  17.622 7.591   5.596  -2.362 HM82   FAE 74 
FAE HM83   3HM8 H 0 0 N N N 15.386 2.432  17.225 6.489   4.268  -2.801 HM83   FAE 75 
FAE H9     H9   H 0 1 N N N 18.540 1.168  16.613 6.592   2.142  -1.657 H9     FAE 76 
FAE "H1'1" 1H1* H 0 0 N N N 20.465 0.911  16.054 6.528   0.378  -1.944 "H1'1" FAE 77 
FAE "H1'2" 2H1* H 0 0 N N N 21.528 0.031  15.243 6.875   -1.270 -1.368 "H1'2" FAE 78 
FAE "H2'"  H2*  H 0 1 N N N 21.465 -1.679 16.835 5.382   0.886  0.195  "H2'"  FAE 79 
FAE "HO2'" *HO2 H 0 0 N N N 19.341 -0.387 17.810 5.917   -1.859 0.733  "HO2'" FAE 80 
FAE "H3'"  H3*  H 0 1 N N N 21.580 0.883  18.172 4.426   -1.698 -1.119 "H3'"  FAE 81 
FAE "HO3'" *HO3 H 0 0 N N N 23.596 0.870  17.430 3.891   1.047  -1.657 "HO3'" FAE 82 
FAE "H4'"  H4*  H 0 1 N N N 22.861 -1.596 18.966 2.933   0.457  0.444  "H4'"  FAE 83 
FAE "HO4'" *HO4 H 0 0 N N N 21.192 -0.484 20.625 3.468   -2.287 0.982  "HO4'" FAE 84 
FAE "H5'1" 1H5* H 0 0 N N N 24.144 0.379  19.441 1.680   -0.536 -1.494 "H5'1" FAE 85 
FAE "H5'2" 2H5* H 0 0 N N N 22.925 0.937  20.325 1.942   -2.150 -0.791 "H5'2" FAE 86 
FAE HOP2   2HOP H 0 0 N N N 26.194 0.595  21.512 ?       ?      ?      HOP2   FAE 87 
# 
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 
FAE PA    O1A    DOUB N N 1  
FAE PA    O2A    SING N N 2  
FAE PA    O5B    SING N N 3  
FAE PA    O3P    SING N N 4  
FAE O2A   HOA2   SING N N 5  
FAE O5B   C5B    SING N N 6  
FAE C5B   C4B    SING N N 7  
FAE C5B   H51A   SING N N 8  
FAE C5B   H52A   SING N N 9  
FAE C4B   O4B    SING N N 10 
FAE C4B   C3B    SING N N 11 
FAE C4B   H4B    SING N N 12 
FAE O4B   C1B    SING N N 13 
FAE C3B   O3B    SING N N 14 
FAE C3B   C2B    SING N N 15 
FAE C3B   H3B    SING N N 16 
FAE O3B   HO3A   SING N N 17 
FAE C2B   O2B    SING N N 18 
FAE C2B   C1B    SING N N 19 
FAE C2B   H2B    SING N N 20 
FAE O2B   HO2A   SING N N 21 
FAE C1B   N9A    SING N N 22 
FAE C1B   H1B    SING N N 23 
FAE N9A   C8A    SING Y N 24 
FAE N9A   C4A    SING Y N 25 
FAE C8A   N7A    DOUB Y N 26 
FAE C8A   H8A    SING N N 27 
FAE N7A   C5A    SING Y N 28 
FAE N7A   H7A    SING N N 29 
FAE C5A   C6A    DOUB Y N 30 
FAE C5A   C4A    SING Y N 31 
FAE C6A   N6A    SING N N 32 
FAE C6A   N1A    SING Y N 33 
FAE N6A   H61A   SING N N 34 
FAE N6A   H62A   SING N N 35 
FAE N1A   C2A    DOUB Y N 36 
FAE C2A   N3A    SING Y N 37 
FAE C2A   H2A    SING N N 38 
FAE N3A   C4A    DOUB Y N 39 
FAE O3P   P      SING N N 40 
FAE N1    C2     SING N N 41 
FAE N1    C10    DOUB N N 42 
FAE C2    O2     DOUB N N 43 
FAE C2    N3     SING N N 44 
FAE N3    C4     SING N N 45 
FAE N3    HN3    SING N N 46 
FAE C4    O4     DOUB N N 47 
FAE C4    C4X    SING N N 48 
FAE C4X   N5     DOUB N N 49 
FAE C4X   C10    SING N N 50 
FAE N5    C5X    SING N N 51 
FAE C5X   C6     DOUB Y N 52 
FAE C5X   C9A    SING Y N 53 
FAE C6    C7     SING Y N 54 
FAE C6    H6     SING N N 55 
FAE C7    C7M    SING N N 56 
FAE C7    C8     DOUB Y N 57 
FAE C7M   HM71   SING N N 58 
FAE C7M   HM72   SING N N 59 
FAE C7M   HM73   SING N N 60 
FAE C8    C8M    SING N N 61 
FAE C8    C9     SING Y N 62 
FAE C8M   HM81   SING N N 63 
FAE C8M   HM82   SING N N 64 
FAE C8M   HM83   SING N N 65 
FAE C9    C9A    DOUB Y N 66 
FAE C9    H9     SING N N 67 
FAE C9A   N10    SING N N 68 
FAE N10   C10    SING N N 69 
FAE N10   "C1'"  SING N N 70 
FAE "C1'" "C2'"  SING N N 71 
FAE "C1'" "H1'1" SING N N 72 
FAE "C1'" "H1'2" SING N N 73 
FAE "C2'" "O2'"  SING N N 74 
FAE "C2'" "C3'"  SING N N 75 
FAE "C2'" "H2'"  SING N N 76 
FAE "O2'" "HO2'" SING N N 77 
FAE "C3'" "O3'"  SING N N 78 
FAE "C3'" "C4'"  SING N N 79 
FAE "C3'" "H3'"  SING N N 80 
FAE "O3'" "HO3'" SING N N 81 
FAE "C4'" "O4'"  SING N N 82 
FAE "C4'" "C5'"  SING N N 83 
FAE "C4'" "H4'"  SING N N 84 
FAE "O4'" "HO4'" SING N N 85 
FAE "C5'" "O5'"  SING N N 86 
FAE "C5'" "H5'1" SING N N 87 
FAE "C5'" "H5'2" SING N N 88 
FAE "O5'" P      SING N N 89 
FAE P     O1P    DOUB N N 90 
FAE P     O2P    SING N N 91 
FAE O2P   HOP2   SING N N 92 
# 
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 
FAE SMILES           ACDLabs              10.04 O=C2C3=Nc1cc(c(cc1N(C3=NC(=O)N2)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5c[nH+]c4c(ncnc45)N)C(O)C6O)C)C 
FAE InChI            InChI                1.02b 
;InChI=1/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/p+1/t14-,15+,16+,19-,20+,21+,26+/m0/s1/fC27H34N9O15P2/h31,34,44,46H,28H2/q+1
;
FAE InChIKey         InChI                1.02b VWWQXMAJTJZDQX-RFYSCLSXDA 
FAE SMILES_CANONICAL CACTVS               3.341 Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P@](O)(=O)O[P@@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5c[nH+]c6c(N)ncnc56)c2cc1C 
FAE SMILES           CACTVS               3.341 Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5c[nH+]c6c(N)ncnc56)c2cc1C 
FAE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1C)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)n5c[nH+]c6c5ncnc6N)O)O)O)O)O 
FAE SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5c[nH+]c6c5ncnc6N)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 
FAE "SYSTEMATIC NAME" ACDLabs              10.04 
;6-amino-9-[(2R,3R,4S,5R)-5-({[(R)-{[(R)-{[(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxytetrahydrofuran-2-yl]-9H-purin-7-ium (non-preferred name)
;
FAE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(2R,3S,4R,5R)-5-(6-aminopurin-7-ium-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentoxy]-hydroxy-phosphoryl] hydrogen phosphate" 
# 
