data_FMA
# 
_chem_comp.id                                    FMA 
_chem_comp.name                                  "6-(3-TETRADECANOIC ACID) FLAVINE MONONUCLEOTIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H47 N4 O11 P" 
_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                        682.699 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FMA 
_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        1FVP 
_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 
FMA N1     N1     N 0 1 Y N N 35.117 35.150 97.535  2.570   2.581  -1.880 N1     FMA 1  
FMA C2     C2     C 0 1 Y N N 34.768 35.922 96.508  2.920   3.816  -1.527 C2     FMA 2  
FMA O2     O2     O 0 1 N N N 35.201 35.931 95.422  2.871   4.688  -2.377 O2     FMA 3  
FMA N3     N3     N 0 1 Y N N 33.710 36.902 96.690  3.321   4.160  -0.296 N3     FMA 4  
FMA C4     C4     C 0 1 Y N N 33.069 37.035 97.869  3.401   3.246  0.698  C4     FMA 5  
FMA O4     O4     O 0 1 N N N 32.186 37.870 97.959  3.765   3.555  1.816  O4     FMA 6  
FMA C4A    C4A    C 0 1 Y N N 33.463 36.187 98.954  3.025   1.853  0.367  C4A    FMA 7  
FMA N5     N5     N 0 1 Y N N 32.909 36.224 100.142 3.065   0.891  1.252  N5     FMA 8  
FMA C5A    C5A    C 0 1 Y N N 33.227 35.468 101.202 2.713   -0.357 0.921  C5A    FMA 9  
FMA C6     C6     C 0 1 Y N N 32.579 35.582 102.429 2.768   -1.381 1.887  C6     FMA 10 
FMA C7     C7     C 0 1 Y N N 32.989 34.752 103.452 2.415   -2.653 1.551  C7     FMA 11 
FMA C7M    C7M    C 0 1 N N N 32.340 34.780 104.881 2.470   -3.741 2.593  C7M    FMA 12 
FMA C8     C8     C 0 1 Y N N 34.058 33.796 103.274 2.003   -2.958 0.258  C8     FMA 13 
FMA C8M    C8M    C 0 1 N N N 34.551 32.882 104.351 1.618   -4.374 -0.086 C8M    FMA 14 
FMA C9     C9     C 0 1 Y N N 34.672 33.713 102.045 1.944   -1.980 -0.708 C9     FMA 15 
FMA C9A    C9A    C 0 1 Y N N 34.309 34.502 100.995 2.299   -0.671 -0.393 C9A    FMA 16 
FMA N10    N10    N 0 1 Y N N 34.891 34.461 99.736  2.243   0.311  -1.359 N10    FMA 17 
FMA C10    C10    C 0 1 Y N N 34.570 35.222 98.691  2.597   1.581  -1.014 C10    FMA 18 
FMA C1B    C1*    C 0 1 N N N 36.010 33.455 99.495  1.810   -0.002 -2.723 C1B    FMA 19 
FMA C2B    C2*    C 0 1 N N S 35.812 32.512 98.229  0.294   0.171  -2.830 C2B    FMA 20 
FMA O2B    O2*    O 0 1 N N N 35.429 31.272 98.789  -0.352  -0.711 -1.911 O2B    FMA 21 
FMA C3B    C3*    C 0 1 N N S 37.134 32.527 97.481  -0.157  -0.156 -4.255 C3B    FMA 22 
FMA "O3'"  O3*    O 0 1 N N N 37.168 33.599 96.590  0.489   0.726  -5.174 "O3'"  FMA 23 
FMA C4B    C4*    C 0 1 N N R 37.496 31.241 96.737  -1.673  0.016  -4.362 C4B    FMA 24 
FMA "O4'"  O4*    O 0 1 N N N 37.339 30.101 97.678  -2.319  -0.866 -3.442 "O4'"  FMA 25 
FMA C5B    C5*    C 0 1 N N N 38.950 31.299 96.236  -2.124  -0.310 -5.786 C5B    FMA 26 
FMA "O5'"  O5*    O 0 1 N N N 38.897 31.411 94.698  -3.541  -0.148 -5.886 "O5'"  FMA 27 
FMA P      P      P 0 1 N N N 40.059 31.018 93.697  -3.944  -0.507 -7.403 P      FMA 28 
FMA O1P    O1P    O 0 1 N N N 39.806 29.472 93.592  -3.553  -1.903 -7.701 O1P    FMA 29 
FMA O2P    O2P    O 0 1 N N N 39.748 31.695 92.456  -5.535  -0.345 -7.588 O2P    FMA 30 
FMA O3P    O3P    O 0 1 N N N 41.270 31.465 94.168  -3.182  0.490  -8.411 O3P    FMA 31 
FMA "C1'"  "C1'"  C 0 1 N N N 32.828 38.670 102.661 5.600   -1.457 2.755  "C1'"  FMA 32 
FMA "O1'"  "O1'"  O 0 1 N N N 32.455 39.771 103.190 5.225   -2.558 2.429  "O1'"  FMA 33 
FMA "O2'"  "O2'"  O 0 1 N N N 33.997 38.283 102.619 6.900   -1.137 2.667  "O2'"  FMA 34 
FMA "C2'"  "C2'"  C 0 1 N N N 31.735 37.935 101.983 4.607   -0.442 3.260  "C2'"  FMA 35 
FMA "C3'"  "C3'"  C 0 1 N N R 31.470 36.545 102.567 3.211   -1.067 3.293  "C3'"  FMA 36 
FMA "C4'"  "C4'"  C 0 1 N N N 30.138 36.107 102.017 2.226   -0.084 3.931  "C4'"  FMA 37 
FMA "C5'"  "C5'"  C 0 1 N N N 29.445 34.907 102.607 0.860   -0.756 4.081  "C5'"  FMA 38 
FMA "C6'"  "C6'"  C 0 1 N N N 28.747 35.204 103.903 -0.087  0.180  4.833  "C6'"  FMA 39 
FMA "C7'"  "C7'"  C 0 1 N N N 27.467 34.397 104.067 -1.454  -0.491 4.984  "C7'"  FMA 40 
FMA "C8'"  "C8'"  C 0 1 N N N 26.212 35.044 103.662 -2.402  0.444  5.735  "C8'"  FMA 41 
FMA "C9'"  "C9'"  C 0 1 N N N 24.888 34.286 103.757 -3.769  -0.227 5.886  "C9'"  FMA 42 
FMA C11    C11    C 0 1 N N N 24.667 33.749 105.142 -4.717  0.709  6.637  C11    FMA 43 
FMA C12    C12    C 0 1 N N N 24.372 34.706 106.253 -6.083  0.037  6.788  C12    FMA 44 
FMA C13    C13    C 0 1 N N N 23.683 34.207 107.480 -7.032  0.973  7.539  C13    FMA 45 
FMA C14    C14    C 0 1 N N N 23.177 35.239 108.452 -8.398  0.301  7.690  C14    FMA 46 
FMA C15    C15    C 0 1 N N N 24.247 35.944 109.229 -9.347  1.238  8.442  C15    FMA 47 
FMA HN3    HN3    H 0 1 N N N 33.400 37.531 95.949  3.560   5.082  -0.114 HN3    FMA 48 
FMA HM71   1HM7   H 0 0 N N N 32.671 34.109 105.707 1.550   -3.732 3.176  HM71   FMA 49 
FMA HM72   2HM7   H 0 0 N N N 32.400 35.828 105.255 2.581   -4.708 2.102  HM72   FMA 50 
FMA HM73   3HM7   H 0 0 N N N 31.241 34.636 104.752 3.320   -3.569 3.253  HM73   FMA 51 
FMA HM81   1HM8   H 0 0 N N N 35.375 32.144 104.213 0.552   -4.514 0.092  HM81   FMA 52 
FMA HM82   2HM8   H 0 0 N N N 34.825 33.521 105.222 1.838   -4.564 -1.136 HM82   FMA 53 
FMA HM83   3HM8   H 0 0 N N N 33.667 32.317 104.731 2.185   -5.067 0.535  HM83   FMA 54 
FMA H9     H9     H 0 1 N N N 35.487 32.985 101.895 1.624   -2.228 -1.709 H9     FMA 55 
FMA "H1'1" 1H1*   H 0 0 N N N 36.991 33.980 99.432  2.303   0.671  -3.424 "H1'1" FMA 56 
FMA "H1'2" 2H1*   H 0 0 N N N 36.175 32.839 100.409 2.076   -1.032 -2.960 "H1'2" FMA 57 
FMA "H2'"  H2*    H 0 1 N N N 35.038 32.805 97.481  0.028   1.201  -2.592 "H2'"  FMA 58 
FMA "HO2'" *HO2   H 0 0 N N N 35.310 30.708 98.033  -0.091  -1.610 -2.155 "HO2'" FMA 59 
FMA H3B    H3*    H 0 1 N N N 37.903 32.630 98.281  0.108   -1.186 -4.492 H3B    FMA 60 
FMA "HO3'" *HO3   H 0 0 N N N 37.994 33.608 96.122  0.228   1.624  -4.929 "HO3'" FMA 61 
FMA "H4'"  H4*    H 0 1 N N N 36.826 31.116 95.854  -1.939  1.046  -4.124 "H4'"  FMA 62 
FMA "HO4'" *HO4   H 0 0 N N N 37.563 29.302 97.215  -2.058  -1.764 -3.687 "HO4'" FMA 63 
FMA "H5'1" 1H5*   H 0 0 N N N 39.544 32.112 96.713  -1.631  0.362  -6.487 "H5'1" FMA 64 
FMA "H5'2" 2H5*   H 0 0 N N N 39.569 30.442 96.590  -1.859  -1.340 -6.024 "H5'2" FMA 65 
FMA HOP2   2HOP   H 0 0 N N N 40.445 31.459 91.855  -5.734  -0.569 -8.507 HOP2   FMA 66 
FMA HOP3   3HOP   H 0 0 N N N 41.967 31.229 93.567  -3.465  1.386  -8.184 HOP3   FMA 67 
FMA HO2A   "'HO2" H 0 0 N N N 34.274 37.464 102.225 7.537   -1.788 2.343  HO2A   FMA 68 
FMA "H2'1" "1H2'" H 0 0 N N N 30.799 38.542 101.974 4.602   0.422  2.597  "H2'1" FMA 69 
FMA "H2'2" "2H2'" H 0 0 N N N 31.926 37.870 100.886 4.888   -0.128 4.266  "H2'2" FMA 70 
FMA "H3'"  "H3'"  H 0 1 N N N 31.416 36.592 103.679 3.237   -1.986 3.879  "H3'"  FMA 71 
FMA "H4'1" "1H4'" H 0 0 N N N 29.437 36.973 102.052 2.130   0.796  3.296  "H4'1" FMA 72 
FMA "H4'2" "2H4'" H 0 0 N N N 30.242 35.951 100.917 2.595   0.213  4.912  "H4'2" FMA 73 
FMA H5B    "1H5'" H 0 1 N N N 28.739 34.454 101.871 0.972   -1.685 4.640  H5B    FMA 74 
FMA H5D    "2H5'" H 0 1 N N N 30.156 34.056 102.725 0.451   -0.972 3.095  H5D    FMA 75 
FMA "H6'1" "1H6'" H 0 0 N N N 29.430 35.056 104.771 -0.199  1.109  4.274  "H6'1" FMA 76 
FMA "H6'2" "2H6'" H 0 0 N N N 28.551 36.296 104.014 0.321   0.396  5.819  "H6'2" FMA 77 
FMA "H7'1" "1H7'" H 0 0 N N N 27.571 33.422 103.534 -1.342  -1.420 5.543  "H7'1" FMA 78 
FMA "H7'2" "2H7'" H 0 0 N N N 27.380 34.047 105.122 -1.863  -0.708 3.997  "H7'2" FMA 79 
FMA "H8'1" "1H8'" H 0 0 N N N 26.110 35.998 104.228 -2.514  1.373  5.176  "H8'1" FMA 80 
FMA "H8'2" "2H8'" H 0 0 N N N 26.329 35.414 102.617 -1.993  0.661  6.722  "H8'2" FMA 81 
FMA "H9'1" "1H9'" H 0 0 N N N 24.031 34.914 103.419 -3.657  -1.156 6.445  "H9'1" FMA 82 
FMA "H9'2" "2H9'" H 0 0 N N N 24.821 33.479 102.989 -4.178  -0.443 4.899  "H9'2" FMA 83 
FMA H111   1H11   H 0 0 N N N 23.858 32.982 105.104 -4.829  1.638  6.078  H111   FMA 84 
FMA H112   2H11   H 0 0 N N N 25.545 33.125 105.429 -4.308  0.925  7.624  H112   FMA 85 
FMA H121   1H12   H 0 0 N N N 25.321 35.207 106.554 -5.972  -0.891 7.347  H121   FMA 86 
FMA H122   2H12   H 0 0 N N N 23.792 35.564 105.841 -6.493  -0.179 5.801  H122   FMA 87 
FMA H131   1H13   H 0 0 N N N 22.845 33.532 107.186 -7.144  1.902  6.980  H131   FMA 88 
FMA H132   2H13   H 0 0 N N N 24.349 33.490 108.013 -6.623  1.190  8.526  H132   FMA 89 
FMA H141   1H14   H 0 0 N N N 22.527 35.978 107.928 -8.287  -0.627 8.249  H141   FMA 90 
FMA H142   2H14   H 0 0 N N N 22.430 34.785 109.145 -8.808  0.085  6.703  H142   FMA 91 
FMA H151   1H15   H 0 0 N N N 23.872 36.708 109.949 -10.320 0.759  8.549  H151   FMA 92 
FMA H152   2H15   H 0 0 N N N 24.896 35.204 109.753 -8.937  1.454  9.428  H152   FMA 93 
FMA H153   3H15   H 0 0 N N N 24.993 36.398 108.536 -9.459  2.167  7.883  H153   FMA 94 
# 
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 
FMA N1    C2     SING Y N 1  
FMA N1    C10    DOUB Y N 2  
FMA C2    O2     DOUB N N 3  
FMA C2    N3     SING Y N 4  
FMA N3    C4     SING Y N 5  
FMA N3    HN3    SING N N 6  
FMA C4    O4     DOUB N N 7  
FMA C4    C4A    SING Y N 8  
FMA C4A   N5     DOUB Y N 9  
FMA C4A   C10    SING N N 10 
FMA N5    C5A    SING Y N 11 
FMA C5A   C6     DOUB Y N 12 
FMA C5A   C9A    SING Y N 13 
FMA C6    C7     SING Y N 14 
FMA C6    "C3'"  SING N N 15 
FMA C7    C7M    SING N N 16 
FMA C7    C8     DOUB Y N 17 
FMA C7M   HM71   SING N N 18 
FMA C7M   HM72   SING N N 19 
FMA C7M   HM73   SING N N 20 
FMA C8    C8M    SING N N 21 
FMA C8    C9     SING Y N 22 
FMA C8M   HM81   SING N N 23 
FMA C8M   HM82   SING N N 24 
FMA C8M   HM83   SING N N 25 
FMA C9    C9A    DOUB Y N 26 
FMA C9    H9     SING N N 27 
FMA C9A   N10    SING Y N 28 
FMA N10   C10    SING Y N 29 
FMA N10   C1B    SING N N 30 
FMA C1B   C2B    SING N N 31 
FMA C1B   "H1'1" SING N N 32 
FMA C1B   "H1'2" SING N N 33 
FMA C2B   O2B    SING N N 34 
FMA C2B   C3B    SING N N 35 
FMA C2B   "H2'"  SING N N 36 
FMA O2B   "HO2'" SING N N 37 
FMA C3B   "O3'"  SING N N 38 
FMA C3B   C4B    SING N N 39 
FMA C3B   H3B    SING N N 40 
FMA "O3'" "HO3'" SING N N 41 
FMA C4B   "O4'"  SING N N 42 
FMA C4B   C5B    SING N N 43 
FMA C4B   "H4'"  SING N N 44 
FMA "O4'" "HO4'" SING N N 45 
FMA C5B   "O5'"  SING N N 46 
FMA C5B   "H5'1" SING N N 47 
FMA C5B   "H5'2" SING N N 48 
FMA "O5'" P      SING N N 49 
FMA P     O1P    DOUB N N 50 
FMA P     O2P    SING N N 51 
FMA P     O3P    SING N N 52 
FMA O2P   HOP2   SING N N 53 
FMA O3P   HOP3   SING N N 54 
FMA "C1'" "O1'"  DOUB N N 55 
FMA "C1'" "O2'"  SING N N 56 
FMA "C1'" "C2'"  SING N N 57 
FMA "O2'" HO2A   SING N N 58 
FMA "C2'" "C3'"  SING N N 59 
FMA "C2'" "H2'1" SING N N 60 
FMA "C2'" "H2'2" SING N N 61 
FMA "C3'" "C4'"  SING N N 62 
FMA "C3'" "H3'"  SING N N 63 
FMA "C4'" "C5'"  SING N N 64 
FMA "C4'" "H4'1" SING N N 65 
FMA "C4'" "H4'2" SING N N 66 
FMA "C5'" "C6'"  SING N N 67 
FMA "C5'" H5B    SING N N 68 
FMA "C5'" H5D    SING N N 69 
FMA "C6'" "C7'"  SING N N 70 
FMA "C6'" "H6'1" SING N N 71 
FMA "C6'" "H6'2" SING N N 72 
FMA "C7'" "C8'"  SING N N 73 
FMA "C7'" "H7'1" SING N N 74 
FMA "C7'" "H7'2" SING N N 75 
FMA "C8'" "C9'"  SING N N 76 
FMA "C8'" "H8'1" SING N N 77 
FMA "C8'" "H8'2" SING N N 78 
FMA "C9'" C11    SING N N 79 
FMA "C9'" "H9'1" SING N N 80 
FMA "C9'" "H9'2" SING N N 81 
FMA C11   C12    SING N N 82 
FMA C11   H111   SING N N 83 
FMA C11   H112   SING N N 84 
FMA C12   C13    SING N N 85 
FMA C12   H121   SING N N 86 
FMA C12   H122   SING N N 87 
FMA C13   C14    SING N N 88 
FMA C13   H131   SING N N 89 
FMA C13   H132   SING N N 90 
FMA C14   C15    SING N N 91 
FMA C14   H141   SING N N 92 
FMA C14   H142   SING N N 93 
FMA C15   H151   SING N N 94 
FMA C15   H152   SING N N 95 
FMA C15   H153   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 
FMA SMILES           ACDLabs              10.04 O=P(O)(O)OCC(O)C(O)C(O)CN2c3cc(c(c(c3N=C1C2=NC(=O)NC1=O)C(CC(=O)O)CCCCCCCCCCC)C)C 
FMA InChI            InChI                1.02b 
;InChI=1/C31H47N4O11P/c1-4-5-6-7-8-9-10-11-12-13-20(15-24(38)39)25-19(3)18(2)14-21-26(25)32-27-29(33-31(42)34-30(27)41)35(21)16-22(36)28(40)23(37)17-46-47(43,44)45/h14,20,22-23,28,36-37,40H,4-13,15-17H2,1-3H3,(H,38,39)(H,34,41,42)(H2,43,44,45)/t20-,22+,23-,28+/m1/s1/f/h34,38,43-44H
;
FMA InChIKey         InChI                1.02b ZMESPPGIOMLBCU-QMXQFERZDN 
FMA SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCC[C@H](CC(O)=O)c1c(C)c(C)cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)C3=NC(=O)NC(=O)C3=Nc12 
FMA SMILES           CACTVS               3.341 CCCCCCCCCCC[CH](CC(O)=O)c1c(C)c(C)cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C3=NC(=O)NC(=O)C3=Nc12 
FMA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCC[C@H](CC(=O)O)c1c(c(cc2c1N=C3C(=O)NC(=O)N=C3N2C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)C)C 
FMA SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCC(CC(=O)O)c1c(c(cc2c1N=C3C(=O)NC(=O)N=C3N2CC(C(C(COP(=O)(O)O)O)O)O)C)C 
# 
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 
FMA "SYSTEMATIC NAME" ACDLabs              10.04 1-{6-[(1R)-1-(carboxymethyl)dodecyl]-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl}-1-deoxy-5-O-phosphono-D-ribitol 
FMA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-3-[7,8-dimethyl-2,4-dioxo-10-[(2S,3S,4R)-2,3,4-trihydroxy-5-phosphonooxy-pentyl]benzo[g]pteridin-6-yl]tetradecanoic acid"    
# 
