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 2011-06-04 _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 Y 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 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" FMA InChI InChI 1.03 ;InChI=1S/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 ; FMA InChIKey InChI 1.03 ZMESPPGIOMLBCU-QPLRPWAESA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FMA "Create component" 1999-07-08 RCSB FMA "Modify aromatic_flag" 2011-06-04 RCSB FMA "Modify descriptor" 2011-06-04 RCSB #