data_FAO
# 
_chem_comp.id                                    FAO 
_chem_comp.name                                  
"[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-5-[(4aS,10aR)-7,8-dimethyl-2,4-dioxo-1,3,4,4a,5,10a-hexahydrobenzo[g]pteridin-10(2H)-yl]-2,3,4-trihydroxypentyl dihydrogen diphosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C27 H37 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                     2006-12-13 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        789.582 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FAO 
_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        2JBV 
_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 
FAO PA     PA     P 0 1 N N S 88.216 33.568 70.957 88.216 33.568 70.957 PA     FAO 1  
FAO O1A    O1A    O 0 1 N N N 87.181 33.534 69.902 87.181 33.534 69.902 O1A    FAO 2  
FAO O2A    O2A    O 0 1 N N N 88.492 34.869 71.633 88.492 34.869 71.633 O2A    FAO 3  
FAO "O5A'" "O5A'" O 0 0 N N N 89.627 33.143 70.312 89.627 33.143 70.312 "O5A'" FAO 4  
FAO "C5A'" "C5A'" C 0 0 N N N 89.687 32.133 69.250 89.687 32.133 69.250 "C5A'" FAO 5  
FAO "C4A'" "C4A'" C 0 0 N N R 90.674 32.652 68.190 90.674 32.652 68.190 "C4A'" FAO 6  
FAO "O4A'" "O4A'" O 0 0 N N N 90.928 31.575 67.306 90.928 31.575 67.306 "O4A'" FAO 7  
FAO "C3A'" "C3A'" C 0 0 N N S 90.086 33.785 67.345 90.086 33.785 67.345 "C3A'" FAO 8  
FAO "O3A'" "O3A'" O 0 0 N N N 91.082 34.800 67.346 91.082 34.800 67.346 "O3A'" FAO 9  
FAO "C2A'" "C2A'" C 0 0 N N R 89.874 33.103 65.976 89.874 33.103 65.976 "C2A'" FAO 10 
FAO "O2A'" "O2A'" O 0 0 N N N 90.043 33.988 64.890 90.043 33.988 64.890 "O2A'" FAO 11 
FAO "C1A'" "C1A'" C 0 0 N N R 90.982 32.082 65.992 90.982 32.082 65.992 "C1A'" FAO 12 
FAO N9A    N9A    N 0 1 Y N N 90.712 30.910 65.116 90.712 30.910 65.116 N9A    FAO 13 
FAO C8A    C8A    C 0 1 Y N N 89.533 30.259 64.974 89.533 30.259 64.974 C8A    FAO 14 
FAO N7A    N7A    N 0 1 Y N N 89.695 29.289 64.086 89.695 29.289 64.086 N7A    FAO 15 
FAO C5A    C5A    C 0 1 Y N N 90.972 29.295 63.672 90.972 29.295 63.672 C5A    FAO 16 
FAO C6A    C6A    C 0 1 Y N N 91.703 28.513 62.760 91.703 28.513 62.760 C6A    FAO 17 
FAO N6A    N6A    N 0 1 N N N 91.132 27.493 62.120 91.132 27.493 62.120 N6A    FAO 18 
FAO N1A    N1A    N 0 1 Y N N 93.013 28.774 62.559 93.013 28.774 62.559 N1A    FAO 19 
FAO C2A    C2A    C 0 1 Y N N 93.607 29.808 63.209 93.607 29.808 63.209 C2A    FAO 20 
FAO N3A    N3A    N 0 1 Y N N 92.943 30.580 64.098 92.943 30.580 64.098 N3A    FAO 21 
FAO C4A    C4A    C 0 1 Y N N 91.620 30.354 64.314 91.620 30.354 64.314 C4A    FAO 22 
FAO N1     N1     N 0 1 N N N 81.728 38.182 77.538 81.728 38.182 77.538 N1     FAO 23 
FAO C2     C2     C 0 1 N N N 82.469 38.994 78.353 82.469 38.994 78.353 C2     FAO 24 
FAO O2     O2     O 0 1 N N N 82.839 38.576 79.459 82.839 38.576 79.459 O2     FAO 25 
FAO N3     N3     N 0 1 N N N 82.717 40.272 77.853 82.717 40.272 77.853 N3     FAO 26 
FAO C4     C4     C 0 1 N N N 82.130 40.560 76.566 82.130 40.560 76.566 C4     FAO 27 
FAO O4     O4     O 0 1 N N N 82.396 41.641 76.075 82.396 41.641 76.075 O4     FAO 28 
FAO C4N    C4N    C 0 1 N N S 80.679 39.973 76.290 80.679 39.973 76.290 C4N    FAO 29 
FAO N5     N5     N 0 1 N N N 79.949 40.196 75.022 79.949 40.196 75.022 N5     FAO 30 
FAO C5N    C5N    C 0 1 Y N N 80.457 39.707 73.829 80.457 39.707 73.829 C5N    FAO 31 
FAO C6     C6     C 0 1 Y N N 79.975 40.210 72.608 79.975 40.210 72.608 C6     FAO 32 
FAO C7     C7     C 0 1 Y N N 80.455 39.693 71.397 80.455 39.693 71.397 C7     FAO 33 
FAO C7M    C7M    C 0 1 N N N 79.896 40.281 70.099 79.896 40.281 70.099 C7M    FAO 34 
FAO C8     C8     C 0 1 Y N N 81.432 38.656 71.417 81.432 38.656 71.417 C8     FAO 35 
FAO C8M    C8M    C 0 1 N N N 82.025 38.032 70.119 82.025 38.032 70.119 C8M    FAO 36 
FAO C9     C9     C 0 1 Y N N 81.900 38.158 72.650 81.900 38.158 72.650 C9     FAO 37 
FAO C9N    C9N    C 0 1 Y N N 81.408 38.658 73.869 81.408 38.658 73.869 C9N    FAO 38 
FAO N10    N10    N 0 1 N N N 81.926 38.190 75.043 81.926 38.190 75.043 N10    FAO 39 
FAO C10    C10    C 0 1 N N R 81.331 38.663 76.305 81.331 38.663 76.305 C10    FAO 40 
FAO "C1'"  "C1'"  C 0 1 N N N 82.255 36.772 75.121 82.255 36.772 75.121 "C1'"  FAO 41 
FAO "C2'"  "C2'"  C 0 1 N N S 83.819 36.658 75.264 83.819 36.658 75.264 "C2'"  FAO 42 
FAO "O2'"  "O2'"  O 0 1 N N N 84.477 37.659 74.456 84.477 37.659 74.456 "O2'"  FAO 43 
FAO "C3'"  "C3'"  C 0 1 N N S 84.253 35.266 74.801 84.253 35.266 74.801 "C3'"  FAO 44 
FAO "O3'"  "O3'"  O 0 1 N N N 83.589 34.325 75.606 83.589 34.325 75.606 "O3'"  FAO 45 
FAO "C4'"  "C4'"  C 0 1 N N R 85.792 35.027 74.841 85.792 35.027 74.841 "C4'"  FAO 46 
FAO "O4'"  "O4'"  O 0 1 N N N 86.430 36.014 73.997 86.430 36.014 73.997 "O4'"  FAO 47 
FAO "C5'"  "C5'"  C 0 1 N N N 86.094 33.643 74.279 86.094 33.643 74.279 "C5'"  FAO 48 
FAO "O5'"  "O5'"  O 0 1 N N N 87.553 33.478 74.234 87.553 33.478 74.234 "O5'"  FAO 49 
FAO P      P      P 0 1 N N S 88.243 32.180 73.559 88.243 32.180 73.559 P      FAO 50 
FAO O1P    O1P    O 0 1 N N N 89.720 32.300 73.782 89.720 32.300 73.782 O1P    FAO 51 
FAO O2P    O2P    O 0 1 N N N 87.542 30.971 73.965 87.542 30.971 73.965 O2P    FAO 52 
FAO O3P    O3P    O 0 1 N N N 87.874 32.342 71.965 87.874 32.342 71.965 O3P    FAO 53 
FAO H2A    H2A    H 0 1 N N N 88.551 34.733 72.571 88.551 34.733 72.571 H2A    FAO 54 
FAO "HC1'" "1HC'" H 0 0 N N N 90.034 31.172 69.657 90.035 31.172 69.657 "HC1'" FAO 55 
FAO "HC2'" "2HC'" H 0 0 N N N 88.692 31.968 68.811 88.692 31.968 68.811 "HC2'" FAO 56 
FAO "HC'"  "HC'"  H 0 1 N N N 91.569 33.030 68.705 91.569 33.030 68.705 "HC'"  FAO 57 
FAO HCA    HCA    H 0 1 N N N 89.146 34.250 67.676 89.146 34.250 67.676 HCA    FAO 58 
FAO HCB    HCB    H 0 1 N N N 91.924 32.545 65.664 91.924 32.545 65.664 HCB    FAO 59 
FAO "HO'"  "HO'"  H 0 1 N N N 91.304 35.025 68.242 91.304 35.026 68.242 "HO'"  FAO 60 
FAO HCC    HCC    H 0 1 N N N 88.858 32.702 65.845 88.858 32.702 65.845 HCC    FAO 61 
FAO HOA    HOA    H 0 1 N N N 90.081 34.881 65.212 90.081 34.881 65.212 HOA    FAO 62 
FAO H8A    H8A    H 0 1 N N N 88.616 30.491 65.496 88.616 30.491 65.496 H8A    FAO 63 
FAO H6A1   1H6A   H 0 0 N N N 90.989 27.739 61.161 90.989 27.739 61.161 H6A1   FAO 64 
FAO H6A2   2H6A   H 0 0 N N N 91.727 26.691 62.173 91.727 26.691 62.173 H6A2   FAO 65 
FAO HA     HA     H 0 1 N N N 94.647 30.021 63.009 94.647 30.021 63.008 HA     FAO 66 
FAO H1     H1     H 0 1 N N N 81.479 37.258 77.829 81.479 37.258 77.829 H1     FAO 67 
FAO H10    H10    H 0 1 N N N 80.524 37.920 76.221 80.524 37.920 76.221 H10    FAO 68 
FAO H3     H3     H 0 1 N N N 83.264 40.944 78.352 83.265 40.944 78.352 H3     FAO 69 
FAO H4N    H4N    H 0 1 N N N 79.857 40.329 76.929 79.857 40.329 76.929 H4N    FAO 70 
FAO H5     H5     H 0 1 N N N 79.055 39.764 75.139 79.054 39.764 75.139 H5     FAO 71 
FAO H6     H6     H 0 1 N N N 79.234 40.996 72.603 79.234 40.996 72.603 H6     FAO 72 
FAO H7M1   1H7M   H 0 0 N N N 79.762 41.367 70.215 79.762 41.367 70.215 H7M1   FAO 73 
FAO H7M2   2H7M   H 0 0 N N N 80.598 40.085 69.275 80.598 40.085 69.275 H7M2   FAO 74 
FAO H7M3   3H7M   H 0 0 N N N 78.926 39.814 69.873 78.926 39.814 69.873 H7M3   FAO 75 
FAO H8M1   1H8M   H 0 0 N N N 82.165 38.819 69.364 82.165 38.819 69.364 H8M1   FAO 76 
FAO H8M2   2H8M   H 0 0 N N N 82.995 37.566 70.346 82.995 37.566 70.346 H8M2   FAO 77 
FAO H8M3   3H8M   H 0 0 N N N 81.334 37.270 69.730 81.334 37.270 69.730 H8M3   FAO 78 
FAO H9     H9     H 0 1 N N N 82.649 37.380 72.659 82.649 37.380 72.659 H9     FAO 79 
FAO "H11'" "1H1'" H 0 0 N N N 81.760 36.315 75.991 81.760 36.315 75.991 "H11'" FAO 80 
FAO "H12'" "2H1'" H 0 0 N N N 81.909 36.244 74.220 81.909 36.244 74.220 "H12'" FAO 81 
FAO "H2'"  "H2'"  H 0 1 N N N 84.100 36.818 76.316 84.100 36.818 76.316 "H2'"  FAO 82 
FAO HB     HB     H 0 1 N N N 84.621 38.441 74.975 84.621 38.441 74.976 HB     FAO 83 
FAO "H3'"  "H3'"  H 0 1 N N N 83.980 35.164 73.740 83.980 35.164 73.740 "H3'"  FAO 84 
FAO HC     HC     H 0 1 N N N 83.439 33.530 75.107 83.439 33.530 75.107 HC     FAO 85 
FAO "H4'"  "H4'"  H 0 1 N N N 86.161 35.104 75.875 86.161 35.104 75.875 "H4'"  FAO 86 
FAO HD     HD     H 0 1 N N N 86.570 36.812 74.493 86.570 36.812 74.493 HD     FAO 87 
FAO "H51'" "1H5'" H 0 0 N N N 85.649 32.871 74.924 85.649 32.871 74.924 "H51'" FAO 88 
FAO "H52'" "2H5'" H 0 0 N N N 85.668 33.540 73.270 85.668 33.541 73.270 "H52'" FAO 89 
FAO H1P    H1P    H 0 1 N N N 90.166 32.325 72.944 90.166 32.325 72.944 H1P    FAO 90 
# 
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 
FAO PA     O1A    DOUB N N 1  
FAO PA     O2A    SING N N 2  
FAO PA     "O5A'" SING N N 3  
FAO PA     O3P    SING N N 4  
FAO "O5A'" "C5A'" SING N N 5  
FAO "C5A'" "C4A'" SING N N 6  
FAO "C4A'" "O4A'" SING N N 7  
FAO "C4A'" "C3A'" SING N N 8  
FAO "O4A'" "C1A'" SING N N 9  
FAO "C3A'" "O3A'" SING N N 10 
FAO "C3A'" "C2A'" SING N N 11 
FAO "C2A'" "O2A'" SING N N 12 
FAO "C2A'" "C1A'" SING N N 13 
FAO "C1A'" N9A    SING N N 14 
FAO N9A    C8A    SING N N 15 
FAO N9A    C4A    SING N N 16 
FAO C8A    N7A    DOUB N N 17 
FAO N7A    C5A    SING N N 18 
FAO C5A    C6A    DOUB N N 19 
FAO C5A    C4A    SING N N 20 
FAO C6A    N6A    SING N N 21 
FAO C6A    N1A    SING N N 22 
FAO N1A    C2A    DOUB N N 23 
FAO C2A    N3A    SING Y N 24 
FAO N3A    C4A    DOUB Y N 25 
FAO N1     C2     SING Y N 26 
FAO N1     C10    SING N N 27 
FAO C2     O2     DOUB Y N 28 
FAO C2     N3     SING Y N 29 
FAO N3     C4     SING Y N 30 
FAO C4     O4     DOUB N N 31 
FAO C4     C4N    SING Y N 32 
FAO C4N    N5     SING N N 33 
FAO C4N    C10    SING N N 34 
FAO N5     C5N    SING Y N 35 
FAO C5N    C6     SING Y N 36 
FAO C5N    C9N    DOUB N N 37 
FAO C6     C7     DOUB Y N 38 
FAO C7     C7M    SING N N 39 
FAO C7     C8     SING N N 40 
FAO C8     C8M    SING N N 41 
FAO C8     C9     DOUB N N 42 
FAO C9     C9N    SING N N 43 
FAO C9N    N10    SING N N 44 
FAO N10    C10    SING N N 45 
FAO N10    "C1'"  SING N N 46 
FAO "C1'"  "C2'"  SING N N 47 
FAO "C2'"  "O2'"  SING N N 48 
FAO "C2'"  "C3'"  SING N N 49 
FAO "C3'"  "O3'"  SING N N 50 
FAO "C3'"  "C4'"  SING N N 51 
FAO "C4'"  "O4'"  SING N N 52 
FAO "C4'"  "C5'"  SING Y N 53 
FAO "C5'"  "O5'"  SING Y N 54 
FAO "O5'"  P      SING Y N 55 
FAO P      O1P    SING N N 56 
FAO P      O2P    DOUB N N 57 
FAO P      O3P    SING Y N 58 
FAO O2A    H2A    SING N N 59 
FAO "C5A'" "HC1'" SING N N 60 
FAO "C5A'" "HC2'" SING N N 61 
FAO "C4A'" "HC'"  SING N N 62 
FAO "C3A'" HCA    SING Y N 63 
FAO "C1A'" HCB    SING N N 64 
FAO "O3A'" "HO'"  SING N N 65 
FAO "C2A'" HCC    SING N N 66 
FAO "O2A'" HOA    SING Y N 67 
FAO C8A    H8A    SING N N 68 
FAO N6A    H6A1   SING N N 69 
FAO N6A    H6A2   SING N N 70 
FAO C2A    HA     SING N N 71 
FAO N1     H1     SING N N 72 
FAO C10    H10    SING N N 73 
FAO N3     H3     SING N N 74 
FAO C4N    H4N    SING N N 75 
FAO N5     H5     SING N N 76 
FAO C6     H6     SING N N 77 
FAO C7M    H7M1   SING N N 78 
FAO C7M    H7M2   SING N N 79 
FAO C7M    H7M3   SING N N 80 
FAO C8M    H8M1   SING N N 81 
FAO C8M    H8M2   SING N N 82 
FAO C8M    H8M3   SING N N 83 
FAO C9     H9     SING N N 84 
FAO "C1'"  "H11'" SING N N 85 
FAO "C1'"  "H12'" SING N N 86 
FAO "C2'"  "H2'"  SING N N 87 
FAO "O2'"  HB     SING N N 88 
FAO "C3'"  "H3'"  SING N N 89 
FAO "O3'"  HC     SING N N 90 
FAO "C4'"  "H4'"  SING N N 91 
FAO "O4'"  HD     SING N N 92 
FAO "C5'"  "H51'" SING N N 93 
FAO "C5'"  "H52'" SING N N 94 
FAO O1P    H1P    SING N N 95 
# 
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 
FAO SMILES           ACDLabs              10.04 O=C2NC(=O)NC3N(c1cc(c(cc1NC23)C)C)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O 
FAO InChI            InChI                1.02b 
;InChI=1/C27H37N9O15P2/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/h3-4,8-9,14-16,18-21,24,26,32,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H2,33,34,42,43)/t14-,15+,16+,18-,19-,20+,21+,24+,26+/m0/s1/f/h33-34,44,46H,28H2
;
FAO InChIKey         InChI                1.02b VSWYNLHGQAGAHX-VCUYMJQDDJ 
FAO SMILES_CANONICAL CACTVS               3.341 Cc1cc2N[C@H]3[C@H](NC(=O)NC3=O)N(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 
FAO SMILES           CACTVS               3.341 Cc1cc2N[CH]3[CH](NC(=O)NC3=O)N(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 
FAO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1C)[N@@]([C@@H]3[C@H](N2)C(=O)NC(=O)N3)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 
FAO SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1C)N(C3C(N2)C(=O)NC(=O)N3)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 
FAO "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-[(4aS,10aR)-7,8-dimethyl-2,4-dioxo-1,3,4,4a,5,10a-hexahydrobenzo[g]pteridin-10(2H)-yl]-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)" 
FAO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[[(2R,3S,4S)-5-[(4aS,10S,10aR)-7,8-dimethyl-2,4-dioxo-1,4a,5,10a-tetrahydrobenzo[g]pteridin-10-yl]-2,3,4-trihydroxy-pentoxy]-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate"                
# 
