data_FAS
# 
_chem_comp.id                                    FAS 
_chem_comp.name                                  "ARABINO-FLAVIN-ADENINE DINUCLEOTIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H33 N9 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        785.550 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FAS 
_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        1PDH 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
FAS PA     AP   P 0 1 N N S 23.456 97.830  60.084 -1.682 -0.610 -3.229  PA     FAS 1  
FAS O1A    AO1  O 0 1 N N N 24.847 97.470  59.680 -0.797 -1.789 -3.360  O1A    FAS 2  
FAS O2A    AO2  O 0 1 N N N 22.569 98.493  59.096 -3.195 -1.100 -2.979  O2A    FAS 3  
FAS O5B    AO5* O 0 1 N N N 23.498 98.794  61.340 -1.617 0.261  -4.581  O5B    FAS 4  
FAS C5B    AC5* C 0 1 N N N 24.331 98.496  62.436 -2.057 -0.587 -5.642  C5B    FAS 5  
FAS C4B    AC4* C 0 1 N N R 24.629 99.811  63.133 -2.019 0.184  -6.962  C4B    FAS 6  
FAS O4B    AO4* O 0 1 N N N 25.516 99.551  64.215 -0.671 0.590  -7.253  O4B    FAS 7  
FAS C3B    AC3* C 0 1 N N S 25.378 100.819 62.258 -2.485 -0.725 -8.115  C3B    FAS 8  
FAS O3B    AO3* O 0 1 N N N 24.693 102.062 62.440 -3.642 -0.181 -8.755  O3B    FAS 9  
FAS C2B    AC2* C 0 1 N N R 26.771 100.876 62.881 -1.281 -0.741 -9.093  C2B    FAS 10 
FAS O2B    AO2* O 0 1 N N N 27.396 102.169 62.785 -1.725 -0.664 -10.449 O2B    FAS 11 
FAS C1B    AC1* C 0 1 N N R 26.488 100.573 64.305 -0.517 0.545  -8.688  C1B    FAS 12 
FAS N9A    AN9  N 0 1 Y N N 27.700 100.156 65.019 0.897  0.445  -9.051  N9A    FAS 13 
FAS C8A    AC8  C 0 1 Y N N 28.715 99.392  64.526 1.884  -0.127 -8.304  C8A    FAS 14 
FAS N7A    AN7  N 0 1 Y N N 29.605 99.049  65.425 3.022  -0.041 -8.930  N7A    FAS 15 
FAS C5A    AC5  C 0 1 Y N N 29.242 99.751  66.553 2.839  0.589  -10.115 C5A    FAS 16 
FAS C6A    AC6  C 0 1 Y N N 29.845 99.862  67.789 3.679  0.955  -11.180 C6A    FAS 17 
FAS N6A    AN6  N 0 1 N N N 30.981 99.220  68.070 5.032  0.667  -11.145 N6A    FAS 18 
FAS N1A    AN1  N 0 1 Y N N 29.230 100.670 68.681 3.144  1.584  -12.221 N1A    FAS 19 
FAS C2A    AC2  C 0 1 Y N N 28.163 101.341 68.321 1.854  1.863  -12.263 C2A    FAS 20 
FAS N3A    AN3  N 0 1 Y N N 27.529 101.349 67.152 1.029  1.540  -11.289 N3A    FAS 21 
FAS C4A    AC4  C 0 1 Y N N 28.094 100.467 66.321 1.472  0.904  -10.209 C4A    FAS 22 
FAS N1     N1   N 0 1 N N N 20.698 94.127  51.221 -2.021 0.399  8.317   N1     FAS 23 
FAS C2     C2   C 0 1 N N N 19.914 94.027  50.065 -2.891 1.078  9.061   C2     FAS 24 
FAS O2     O2   O 0 1 N N N 18.910 93.298  50.040 -4.056 1.094  8.706   O2     FAS 25 
FAS N3     N3   N 0 1 N N N 20.302 94.766  48.980 -2.564 1.746  10.177  N3     FAS 26 
FAS C4     C4   C 0 1 N N N 21.421 95.534  48.949 -1.290 1.773  10.632  C4     FAS 27 
FAS O4     O4   O 0 1 N N N 21.769 96.133  47.958 -0.991 2.379  11.643  O4     FAS 28 
FAS C4X    C4A  C 0 1 N N N 22.214 95.602  50.187 -0.276 1.035  9.847   C4X    FAS 29 
FAS N5     N5   N 0 1 N N N 23.290 96.379  50.231 0.983  0.994  10.197  N5     FAS 30 
FAS C5X    C5A  C 0 1 Y N N 24.084 96.363  51.304 1.875  0.315  9.463   C5X    FAS 31 
FAS C6     C6   C 0 1 Y N N 25.320 97.027  51.290 3.227  0.283  9.857   C6     FAS 32 
FAS C7     C7   C 0 1 Y N N 26.124 96.994  52.389 4.136  -0.406 9.112   C7     FAS 33 
FAS C7M    C7M  C 0 1 N N N 27.464 97.716  52.392 5.580  -0.436 9.540   C7M    FAS 34 
FAS C8     C8   C 0 1 Y N N 25.709 96.298  53.596 3.746  -1.078 7.959   C8     FAS 35 
FAS C8M    C8M  C 0 1 N N N 26.584 96.231  54.879 4.772  -1.832 7.152   C8M    FAS 36 
FAS C9     C9   C 0 1 Y N N 24.535 95.659  53.588 2.431  -1.069 7.551   C9     FAS 37 
FAS C9A    C9A  C 0 1 Y N N 23.690 95.656  52.475 1.480  -0.373 8.294   C9A    FAS 38 
FAS N10    N10  N 0 1 N N N 22.514 94.993  52.476 0.163  -0.356 7.887   N10    FAS 39 
FAS C10    C10  C 0 1 N N N 21.784 94.889  51.314 -0.739 0.334  8.638   C10    FAS 40 
FAS "C1'"  C1*  C 0 1 N N N 22.085 94.349  53.769 -0.256 -1.066 6.676   "C1'"  FAS 41 
FAS "C2'"  C2*  C 0 1 N N R 21.508 95.387  54.706 -0.147 -0.129 5.471   "C2'"  FAS 42 
FAS "O2'"  O2*  O 0 1 N N N 20.150 95.580  54.334 1.206  0.303  5.325   "O2'"  FAS 43 
FAS "C3'"  C3*  C 0 1 N N S 21.630 94.856  56.089 -0.585 -0.870 4.207   "C3'"  FAS 44 
FAS "O3'"  O3*  O 0 1 N N N 21.097 93.537  56.151 0.257  -2.006 4.005   "O3'"  FAS 45 
FAS "C4'"  C4*  C 0 1 N N R 20.990 95.790  57.115 -0.476 0.066  3.002   "C4'"  FAS 46 
FAS "O4'"  O4*  O 0 1 N N N 21.629 97.064  56.981 -1.319 1.202  3.205   "O4'"  FAS 47 
FAS "C5'"  C5*  C 0 1 N N N 21.211 95.246  58.478 -0.914 -0.675 1.738   "C5'"  FAS 48 
FAS "O5'"  O5*  O 0 1 N N N 20.659 96.083  59.472 -0.812 0.200  0.613   "O5'"  FAS 49 
FAS P      P    P 0 1 N N S 21.278 96.030  60.924 -1.286 -0.641 -0.675  P      FAS 50 
FAS O1P    O1P  O 0 1 N N N 21.379 94.649  61.453 -2.683 -1.090 -0.484  O1P    FAS 51 
FAS O2P    O2P  O 0 1 N N N 20.559 97.039  61.688 -0.330 -1.923 -0.860  O2P    FAS 52 
FAS O3     O3   O 0 1 N N N 22.762 96.548  60.710 -1.196 0.289  -1.986  O3     FAS 53 
FAS HOA2   2HOA H 0 0 N N N 21.683 98.722  59.353 -3.737 -0.303 -2.899  HOA2   FAS 54 
FAS H51A   AH51 H 0 0 N N N 23.900 97.725  63.117 -1.400 -1.455 -5.710  H51A   FAS 55 
FAS H52A   AH52 H 0 0 N N N 25.249 97.933  62.148 -3.077 -0.918 -5.444  H52A   FAS 56 
FAS H4B    AH4* H 0 1 N N N 23.639 100.232 63.425 -2.665 1.060  -6.898  H4B    FAS 57 
FAS H3B    AH3* H 0 1 N N N 25.432 100.576 61.171 -2.691 -1.731 -7.748  H3B    FAS 58 
FAS HO3A   AHO3 H 0 0 N N N 25.157 102.687 61.896 -3.847 -0.761 -9.501  HO3A   FAS 59 
FAS H2B    AH2* H 0 1 N N N 27.477 100.182 62.368 -0.663 -1.625 -8.937  H2B    FAS 60 
FAS HO2A   AHO2 H 0 0 N N N 28.262 102.204 63.172 -2.190 -1.491 -10.638 HO2A   FAS 61 
FAS H1B    AH1* H 0 1 N N N 26.128 101.450 64.891 -0.970 1.422  -9.150  H1B    FAS 62 
FAS H8A    AH8  H 0 1 N N N 28.809 99.073  63.474 1.742  -0.584 -7.336  H8A    FAS 63 
FAS H61A   AH61 H 0 0 N N N 31.426 99.302  68.983 5.602  0.924  -11.887 H61A   FAS 64 
FAS H62A   AH62 H 0 0 N N N 31.668 99.474  67.361 5.411  0.207  -10.380 H62A   FAS 65 
FAS H2A    AH2  H 0 1 N N N 27.741 101.987 69.109 1.461  2.376  -13.128 H2A    FAS 66 
FAS HN3    HN3  H 0 1 N N N 19.720 94.742  48.142 -3.254 2.219  10.667  HN3    FAS 67 
FAS H6     H6   H 0 1 N N N 25.664 97.583  50.402 3.543  0.804  10.748  H6     FAS 68 
FAS HM71   1HM7 H 0 0 N N N 28.122 97.689  53.291 5.746  -1.286 10.201  HM71   FAS 69 
FAS HM72   2HM7 H 0 0 N N N 28.054 97.357  51.517 6.218  -0.529 8.661   HM72   FAS 70 
FAS HM73   3HM7 H 0 0 N N N 27.285 98.783  52.122 5.822  0.486  10.067  HM73   FAS 71 
FAS HM81   1HM8 H 0 0 N N N 26.265 95.697  55.804 5.199  -1.171 6.398   HM81   FAS 72 
FAS HM82   2HM8 H 0 0 N N N 27.578 95.821  54.583 5.562  -2.189 7.812   HM82   FAS 73 
FAS HM83   3HM8 H 0 0 N N N 26.833 97.278  55.167 4.296  -2.682 6.663   HM83   FAS 74 
FAS H9     H9   H 0 1 N N N 24.259 95.126  54.513 2.138  -1.596 6.656   H9     FAS 75 
FAS "H1'1" 1H1* H 0 0 N N N 21.377 93.503  53.598 0.387  -1.932 6.521   "H1'1" FAS 76 
FAS "H1'2" 2H1* H 0 0 N N N 22.915 93.775  54.243 -1.289 -1.396 6.787   "H1'2" FAS 77 
FAS "H2'"  H2*  H 0 1 N N N 22.038 96.366  54.652 -0.790 0.737  5.626   "H2'"  FAS 78 
FAS "HO2'" *HO2 H 0 0 N N N 19.787 96.231  54.922 1.741  -0.491 5.191   "HO2'" FAS 79 
FAS "H3'"  H3*  H 0 1 N N N 22.711 94.803  56.355 -1.618 -1.200 4.318   "H3'"  FAS 80 
FAS "HO3'" *HO3 H 0 0 N N N 21.175 93.197  57.034 1.160  -1.671 3.911   "HO3'" FAS 81 
FAS "H4'"  H4*  H 0 1 N N N 19.891 95.885  56.948 0.556  0.396  2.891   "H4'"  FAS 82 
FAS "HO4'" *HO4 H 0 0 N N N 21.231 97.644  57.618 -2.222 0.867  3.299   "HO4'" FAS 83 
FAS "H5'1" 1H5* H 0 0 N N N 20.826 94.203  58.566 -0.271 -1.541 1.584   "H5'1" FAS 84 
FAS "H5'2" 2H5* H 0 0 N N N 22.292 95.050  58.666 -1.947 -1.004 1.849   "H5'2" FAS 85 
FAS HOP2   2HOP H 0 0 N N N 20.931 97.007  62.561 0.568  -1.586 -0.981  HOP2   FAS 86 
# 
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 
FAS PA    O1A    DOUB N N 1  
FAS PA    O2A    SING N N 2  
FAS PA    O5B    SING N N 3  
FAS PA    O3     SING N N 4  
FAS O2A   HOA2   SING N N 5  
FAS O5B   C5B    SING N N 6  
FAS C5B   C4B    SING N N 7  
FAS C5B   H51A   SING N N 8  
FAS C5B   H52A   SING N N 9  
FAS C4B   O4B    SING N N 10 
FAS C4B   C3B    SING N N 11 
FAS C4B   H4B    SING N N 12 
FAS O4B   C1B    SING N N 13 
FAS C3B   O3B    SING N N 14 
FAS C3B   C2B    SING N N 15 
FAS C3B   H3B    SING N N 16 
FAS O3B   HO3A   SING N N 17 
FAS C2B   O2B    SING N N 18 
FAS C2B   C1B    SING N N 19 
FAS C2B   H2B    SING N N 20 
FAS O2B   HO2A   SING N N 21 
FAS C1B   N9A    SING N N 22 
FAS C1B   H1B    SING N N 23 
FAS N9A   C8A    SING Y N 24 
FAS N9A   C4A    SING Y N 25 
FAS C8A   N7A    DOUB Y N 26 
FAS C8A   H8A    SING N N 27 
FAS N7A   C5A    SING Y N 28 
FAS C5A   C6A    SING Y N 29 
FAS C5A   C4A    DOUB Y N 30 
FAS C6A   N6A    SING N N 31 
FAS C6A   N1A    DOUB Y N 32 
FAS N6A   H61A   SING N N 33 
FAS N6A   H62A   SING N N 34 
FAS N1A   C2A    SING Y N 35 
FAS C2A   N3A    DOUB Y N 36 
FAS C2A   H2A    SING N N 37 
FAS N3A   C4A    SING Y N 38 
FAS N1    C2     SING N N 39 
FAS N1    C10    DOUB N N 40 
FAS C2    O2     DOUB N N 41 
FAS C2    N3     SING N N 42 
FAS N3    C4     SING N N 43 
FAS N3    HN3    SING N N 44 
FAS C4    O4     DOUB N N 45 
FAS C4    C4X    SING N N 46 
FAS C4X   N5     DOUB N N 47 
FAS C4X   C10    SING N N 48 
FAS N5    C5X    SING N N 49 
FAS C5X   C6     DOUB Y N 50 
FAS C5X   C9A    SING Y N 51 
FAS C6    C7     SING Y N 52 
FAS C6    H6     SING N N 53 
FAS C7    C7M    SING N N 54 
FAS C7    C8     DOUB Y N 55 
FAS C7M   HM71   SING N N 56 
FAS C7M   HM72   SING N N 57 
FAS C7M   HM73   SING N N 58 
FAS C8    C8M    SING N N 59 
FAS C8    C9     SING Y N 60 
FAS C8M   HM81   SING N N 61 
FAS C8M   HM82   SING N N 62 
FAS C8M   HM83   SING N N 63 
FAS C9    C9A    DOUB Y N 64 
FAS C9    H9     SING N N 65 
FAS C9A   N10    SING N N 66 
FAS N10   C10    SING N N 67 
FAS N10   "C1'"  SING N N 68 
FAS "C1'" "C2'"  SING N N 69 
FAS "C1'" "H1'1" SING N N 70 
FAS "C1'" "H1'2" SING N N 71 
FAS "C2'" "O2'"  SING N N 72 
FAS "C2'" "C3'"  SING N N 73 
FAS "C2'" "H2'"  SING N N 74 
FAS "O2'" "HO2'" SING N N 75 
FAS "C3'" "O3'"  SING N N 76 
FAS "C3'" "C4'"  SING N N 77 
FAS "C3'" "H3'"  SING N N 78 
FAS "O3'" "HO3'" SING N N 79 
FAS "C4'" "O4'"  SING N N 80 
FAS "C4'" "C5'"  SING N N 81 
FAS "C4'" "H4'"  SING N N 82 
FAS "O4'" "HO4'" SING N N 83 
FAS "C5'" "O5'"  SING N N 84 
FAS "C5'" "H5'1" SING N N 85 
FAS "C5'" "H5'2" SING N N 86 
FAS "O5'" P      SING N N 87 
FAS P     O1P    DOUB N N 88 
FAS P     O2P    SING N N 89 
FAS P     O3     SING N N 90 
FAS O2P   HOP2   SING N N 91 
# 
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 
FAS 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(n5cnc4c(ncnc45)N)C(O)C6O)C)C 
FAS 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)/t14-,15-,16-,19+,20-,21-,26-/m1/s1/f/h34,44,46H,28H2
;
FAS InChIKey         InChI                1.02b VWWQXMAJTJZDQX-VNHNSXMZDG 
FAS 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)n5cnc6c(N)ncnc56)c2cc1C 
FAS 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)n5cnc6c(N)ncnc56)c2cc1C 
FAS 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)n5cnc6c5ncnc6N)O)O)O)O)O 
FAS 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)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 
FAS "SYSTEMATIC NAME" ACDLabs              10.04 
"[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4R)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)" 
FAS "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,4R)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentoxy]-hydroxy-phosphoryl] hydrogen phosphate" 
# 
