data_FA8 # _chem_comp.id FA8 _chem_comp.name "[[(2R,3S,4S)-5-[(4AS)-7,8-DIMETHYL-2,4-DIOXO-4A,5-DIHYDROBENZO[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" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H35 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 2010-04-23 _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 787.566 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FA8 _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 2XCG _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 FA8 PA PA P 0 1 N N N 29.148 126.142 8.895 -3.391 -3.043 -0.658 PA FA8 1 FA8 O1A O1A O 0 1 N N N 28.083 125.118 9.249 -3.116 -4.501 -0.031 O1A FA8 2 FA8 O2A O2A O 0 1 N N N 30.082 126.491 10.038 -3.979 -3.190 -2.007 O2A FA8 3 FA8 O5B O5B O 0 1 N N N 29.883 125.714 7.548 -4.413 -2.236 0.289 O5B FA8 4 FA8 C5B C5B C 0 1 N N N 31.198 126.181 7.266 -5.766 -2.643 0.498 C5B FA8 5 FA8 C4B C4B C 0 1 N N R 31.938 125.035 6.584 -6.454 -1.659 1.447 C4B FA8 6 FA8 O4B O4B O 0 1 N N N 33.198 125.578 6.251 -6.572 -0.373 0.816 O4B FA8 7 FA8 C3B C3B C 0 1 N N S 32.231 123.854 7.510 -7.881 -2.147 1.763 C3B FA8 8 FA8 O3B O3B O 0 1 N N N 31.862 122.626 6.863 -8.034 -2.369 3.167 O3B FA8 9 FA8 C2B C2B C 0 1 N N R 33.726 123.919 7.765 -8.792 -0.986 1.296 C2B FA8 10 FA8 O2B O2B O 0 1 N N N 34.291 122.619 7.931 -9.852 -0.762 2.227 O2B FA8 11 FA8 C1B C1B C 0 1 N N R 34.241 124.642 6.542 -7.808 0.212 1.280 C1B FA8 12 FA8 N9A N9A N 0 1 Y N N 35.564 125.334 6.651 -8.269 1.247 0.352 N9A FA8 13 FA8 C8A C8A C 0 1 Y N N 36.077 126.073 7.694 -7.949 1.346 -0.970 C8A FA8 14 FA8 N7A N7A N 0 1 Y N N 37.280 126.578 7.342 -8.534 2.384 -1.492 N7A FA8 15 FA8 C5A C5A C 0 1 Y N N 37.575 126.113 6.102 -9.265 3.016 -0.543 C5A FA8 16 FA8 C6A C6A C 0 1 Y N N 38.698 126.273 5.280 -10.084 4.157 -0.522 C6A FA8 17 FA8 N6A N6A N 0 1 N N N 39.758 127.014 5.652 -10.280 4.908 -1.668 N6A FA8 18 FA8 N1A N1A N 0 1 Y N N 38.692 125.697 4.018 -10.666 4.499 0.622 N1A FA8 19 FA8 C2A C2A C 0 1 Y N N 37.614 124.948 3.576 -10.484 3.788 1.720 C2A FA8 20 FA8 N3A N3A N 0 1 Y N N 36.509 124.763 4.389 -9.726 2.712 1.749 N3A FA8 21 FA8 C4A C4A C 0 1 Y N N 36.491 125.353 5.642 -9.108 2.290 0.651 C4A FA8 22 FA8 N1 N1 N 0 1 N N N 20.542 126.444 14.006 6.673 2.800 -0.967 N1 FA8 23 FA8 C2 C2 C 0 1 N N N 19.213 126.181 13.782 6.658 4.132 -0.848 C2 FA8 24 FA8 O2 O2 O 0 1 N N N 18.650 126.639 12.787 5.860 4.776 -1.503 O2 FA8 25 FA8 N3 N3 N 0 1 N N N 18.547 125.343 14.676 7.500 4.780 -0.026 N3 FA8 26 FA8 C4 C4 C 0 1 N N N 19.203 124.828 15.786 8.513 4.132 0.578 C4 FA8 27 FA8 O4 O4 O 0 1 N N N 18.629 123.973 16.493 9.227 4.726 1.357 O4 FA8 28 FA8 C4X C4X C 0 1 N N S 20.363 125.529 16.236 8.767 2.684 0.296 C4X FA8 29 FA8 N5 N5 N 0 1 N N N 21.099 124.921 17.387 9.036 1.931 1.526 N5 FA8 30 FA8 C5X C5X C 0 1 Y N N 22.456 124.620 17.305 9.051 0.530 1.412 C5X FA8 31 FA8 C6 C6 C 0 1 Y N N 23.088 123.795 18.258 9.815 -0.243 2.266 C6 FA8 32 FA8 C7 C7 C 0 1 Y N N 24.446 123.447 18.123 9.825 -1.620 2.124 C7 FA8 33 FA8 C7M C7M C 0 1 N N N 25.062 122.540 19.183 10.655 -2.467 3.054 C7M FA8 34 FA8 C8 C8 C 0 1 Y N N 25.224 123.941 17.043 9.073 -2.220 1.130 C8 FA8 35 FA8 C8M C8M C 0 1 N N N 26.718 123.630 16.866 9.093 -3.719 0.978 C8M FA8 36 FA8 C9 C9 C 0 1 Y N N 24.573 124.778 16.106 8.303 -1.453 0.276 C9 FA8 37 FA8 C9A C9A C 0 1 Y N N 23.199 125.143 16.232 8.282 -0.073 0.415 C9A FA8 38 FA8 N10 N10 N 0 1 N N N 22.547 125.983 15.307 7.477 0.709 -0.422 N10 FA8 39 FA8 C10 C10 C 0 1 N N N 21.183 125.892 15.117 7.591 2.059 -0.407 C10 FA8 40 FA8 "C1'" "C1'" C 0 1 N N N 23.391 126.782 14.325 6.510 0.067 -1.316 "C1'" FA8 41 FA8 "C2'" "C2'" C 0 1 N N S 23.433 126.181 12.902 5.170 -0.083 -0.594 "C2'" FA8 42 FA8 "O2'" "O2'" O 0 1 N N N 23.966 124.860 12.965 5.346 -0.887 0.574 "O2'" FA8 43 FA8 "C3'" "C3'" C 0 1 N N S 24.322 127.108 12.039 4.160 -0.754 -1.527 "C3'" FA8 44 FA8 "O3'" "O3'" O 0 1 N N N 23.722 128.403 11.930 3.984 0.050 -2.695 "O3'" FA8 45 FA8 "C4'" "C4'" C 0 1 N N R 24.551 126.639 10.581 2.819 -0.904 -0.805 "C4'" FA8 46 FA8 "O4'" "O4'" O 0 1 N N N 24.863 125.256 10.538 2.995 -1.708 0.363 "O4'" FA8 47 FA8 "C5'" "C5'" C 0 1 N N N 25.734 127.463 10.021 1.809 -1.575 -1.738 "C5'" FA8 48 FA8 "O5'" "O5'" O 0 1 N N N 25.880 127.175 8.599 0.528 -1.610 -1.107 "O5'" FA8 49 FA8 P P P 0 1 N N N 27.050 127.842 7.755 -0.776 -2.248 -1.804 P FA8 50 FA8 O1P O1P O 0 1 N N N 26.944 129.345 7.791 -0.487 -3.642 -2.208 O1P FA8 51 FA8 O3P O3P O 0 1 N N N 28.369 127.605 8.501 -2.003 -2.234 -0.762 O3P FA8 52 FA8 O2P O2P O 0 1 N N N 27.039 127.158 6.449 -1.166 -1.383 -3.105 O2P FA8 53 FA8 H1A H1A H 0 1 N N N 28.143 124.904 10.173 -2.729 -4.481 0.855 H1A FA8 54 FA8 H5B1 H5B1 H 0 0 N N N 31.158 127.059 6.604 -6.293 -2.655 -0.456 H5B1 FA8 55 FA8 H5B2 H5B2 H 0 0 N N N 31.713 126.487 8.189 -5.783 -3.641 0.935 H5B2 FA8 56 FA8 H4B H4B H 0 1 N N N 31.326 124.663 5.749 -5.878 -1.569 2.368 H4B FA8 57 FA8 H3B H3B H 0 1 N N N 31.663 123.896 8.451 -8.105 -3.058 1.208 H3B FA8 58 FA8 H1B H1B H 0 1 N N N 34.456 123.903 5.756 -7.686 0.622 2.283 H1B FA8 59 FA8 HA HA H 0 1 N N N 31.781 122.772 5.928 -8.914 -2.677 3.423 HA FA8 60 FA8 H2B H2B H 0 1 N N N 33.995 124.434 8.699 -9.186 -1.178 0.298 H2B FA8 61 FA8 HB HB H 0 1 N N N 34.417 122.217 7.080 -10.443 -1.520 2.339 HB FA8 62 FA8 H8A H8A H 0 1 N N N 35.592 126.225 8.647 -7.305 0.663 -1.504 H8A FA8 63 FA8 H6A1 H6A1 H 0 0 N N N 40.333 127.198 4.855 -9.850 4.648 -2.498 H6A1 FA8 64 FA8 H6A2 H6A2 H 0 0 N N N 39.440 127.879 6.040 -10.847 5.694 -1.642 H6A2 FA8 65 FA8 H2A H2A H 0 1 N N N 37.636 124.506 2.591 -10.976 4.102 2.629 H2A FA8 66 FA8 H3 H3 H 0 1 N N N 17.588 125.111 14.516 7.375 5.729 0.135 H3 FA8 67 FA8 H4X H4X H 0 1 N N N 20.001 126.456 16.705 9.633 2.602 -0.361 H4X FA8 68 FA8 H5 H5 H 0 1 N N N 21.013 125.575 18.138 9.195 2.376 2.373 H5 FA8 69 FA8 H6 H6 H 0 1 N N N 22.524 123.426 19.102 10.403 0.225 3.042 H6 FA8 70 FA8 H7M1 H7M1 H 0 0 N N N 25.210 121.534 18.764 10.059 -2.743 3.923 H7M1 FA8 71 FA8 H7M2 H7M2 H 0 0 N N N 26.032 122.952 19.499 10.978 -3.368 2.533 H7M2 FA8 72 FA8 H7M3 H7M3 H 0 0 N N N 24.388 122.480 20.050 11.529 -1.901 3.377 H7M3 FA8 73 FA8 HM81 HM81 H 0 0 N N N 26.953 123.556 15.794 8.304 -4.157 1.588 HM81 FA8 74 FA8 HM82 HM82 H 0 0 N N N 27.316 124.435 17.317 8.931 -3.980 -0.068 HM82 FA8 75 FA8 HM83 HM83 H 0 0 N N N 26.955 122.676 17.360 10.060 -4.104 1.303 HM83 FA8 76 FA8 H9 H9 H 0 1 N N N 25.136 125.154 15.265 7.719 -1.927 -0.499 H9 FA8 77 FA8 "H1'1" "H1'1" H 0 0 N N N 22.965 127.794 14.255 6.376 0.680 -2.207 "H1'1" FA8 78 FA8 "H1'2" "H1'2" H 0 0 N N N 24.422 126.776 14.708 6.880 -0.917 -1.605 "H1'2" FA8 79 FA8 "H2'" "H2'" H 0 1 N N N 22.429 126.114 12.458 4.800 0.901 -0.305 "H2'" FA8 80 FA8 HC HC H 0 1 N N N 24.085 124.524 12.085 5.673 -1.779 0.393 HC FA8 81 FA8 "H3'" "H3'" H 0 1 N N N 25.288 127.105 12.564 4.529 -1.738 -1.816 "H3'" FA8 82 FA8 HD HD H 0 1 N N N 23.589 128.765 12.798 3.656 0.942 -2.513 HD FA8 83 FA8 "H4'" "H4'" H 0 1 N N N 23.640 126.791 9.983 2.450 0.080 -0.516 "H4'" FA8 84 FA8 HE HE H 0 1 N N N 24.933 124.975 9.633 3.323 -2.600 0.181 HE FA8 85 FA8 "H5'1" "H5'1" H 0 0 N N N 25.537 128.536 10.163 1.742 -1.008 -2.667 "H5'1" FA8 86 FA8 "H5'2" "H5'2" H 0 0 N N N 26.659 127.194 10.552 2.135 -2.592 -1.956 "H5'2" FA8 87 FA8 HOP2 HOP2 H 0 0 N N N 27.037 127.804 5.753 -1.368 -0.456 -2.915 HOP2 FA8 88 # 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 FA8 PA O1A SING N N 1 FA8 PA O2A DOUB N N 2 FA8 PA O5B SING N N 3 FA8 PA O3P SING N N 4 FA8 O3P P SING N N 5 FA8 O5B C5B SING N N 6 FA8 C5B C4B SING N N 7 FA8 C4B O4B SING N N 8 FA8 C4B C3B SING N N 9 FA8 O4B C1B SING N N 10 FA8 C3B O3B SING N N 11 FA8 C3B C2B SING N N 12 FA8 C2B O2B SING N N 13 FA8 C2B C1B SING N N 14 FA8 C1B N9A SING N N 15 FA8 N9A C8A SING Y N 16 FA8 N9A C4A SING Y N 17 FA8 C8A N7A DOUB Y N 18 FA8 N7A C5A SING Y N 19 FA8 C5A C6A DOUB Y N 20 FA8 C5A C4A SING Y N 21 FA8 C6A N6A SING N N 22 FA8 C6A N1A SING Y N 23 FA8 N1A C2A DOUB Y N 24 FA8 C2A N3A SING Y N 25 FA8 N3A C4A DOUB Y N 26 FA8 N1 C2 SING N N 27 FA8 N1 C10 DOUB N N 28 FA8 C2 O2 DOUB N N 29 FA8 C2 N3 SING N N 30 FA8 N3 C4 SING N N 31 FA8 C4 O4 DOUB N N 32 FA8 C4 C4X SING N N 33 FA8 C4X N5 SING N N 34 FA8 C4X C10 SING N N 35 FA8 N5 C5X SING N N 36 FA8 C5X C6 SING Y N 37 FA8 C5X C9A DOUB Y N 38 FA8 C6 C7 DOUB Y N 39 FA8 C7 C7M SING N N 40 FA8 C7 C8 SING Y N 41 FA8 C8 C8M SING N N 42 FA8 C8 C9 DOUB Y N 43 FA8 C9 C9A SING Y N 44 FA8 C9A N10 SING N N 45 FA8 N10 C10 SING N N 46 FA8 N10 "C1'" SING N N 47 FA8 "C1'" "C2'" SING N N 48 FA8 "C2'" "O2'" SING N N 49 FA8 "C2'" "C3'" SING N N 50 FA8 "C3'" "O3'" SING N N 51 FA8 "C3'" "C4'" SING N N 52 FA8 "C4'" "O4'" SING N N 53 FA8 "C4'" "C5'" SING N N 54 FA8 "C5'" "O5'" SING N N 55 FA8 "O5'" P SING N N 56 FA8 P O1P DOUB N N 57 FA8 P O2P SING N N 58 FA8 C1B H1B SING N N 59 FA8 O1A H1A SING N N 60 FA8 C5B H5B1 SING N N 61 FA8 C5B H5B2 SING N N 62 FA8 C4B H4B SING N N 63 FA8 C3B H3B SING N N 64 FA8 O3B HA SING N N 65 FA8 C2B H2B SING N N 66 FA8 O2B HB SING N N 67 FA8 C8A H8A SING N N 68 FA8 N6A H6A1 SING N N 69 FA8 N6A H6A2 SING N N 70 FA8 C2A H2A SING N N 71 FA8 N3 H3 SING N N 72 FA8 C4X H4X SING N N 73 FA8 N5 H5 SING N N 74 FA8 C6 H6 SING N N 75 FA8 C7M H7M1 SING N N 76 FA8 C7M H7M2 SING N N 77 FA8 C7M H7M3 SING N N 78 FA8 C8M HM81 SING N N 79 FA8 C8M HM82 SING N N 80 FA8 C8M HM83 SING N N 81 FA8 C9 H9 SING N N 82 FA8 "C1'" "H1'1" SING N N 83 FA8 "C1'" "H1'2" SING N N 84 FA8 "C2'" "H2'" SING N N 85 FA8 "O2'" HC SING N N 86 FA8 "C3'" "H3'" SING N N 87 FA8 "O3'" HD SING N N 88 FA8 "C4'" "H4'" SING N N 89 FA8 "O4'" HE SING N N 90 FA8 "C5'" "H5'1" SING N N 91 FA8 "C5'" "H5'2" SING N N 92 FA8 O2P HOP2 SING N N 93 # 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 FA8 SMILES ACDLabs 10.04 "O=C2NC(=O)N=C3N(c1cc(c(cc1NC23)C)C)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O" FA8 SMILES_CANONICAL CACTVS 3.352 "Cc1cc2N[C@@H]3C(=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" FA8 SMILES CACTVS 3.352 "Cc1cc2N[CH]3C(=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" FA8 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)[C@H]3N2)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" FA8 SMILES "OpenEye OEToolkits" 1.6.1 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3N2)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O" FA8 InChI InChI 1.03 ;InChI=1S/C27H35N9O15P2/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/h3-4,8-9,14-16,18-21,26,32,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,18-,19-,20+,21+,26+/m0/s1 ; FA8 InChIKey InChI 1.03 SDBHOOIZTSVSKT-LDVRFEIFSA-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 FA8 "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)-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)" FA8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[(2R,3S,4S)-5-[(4aS)-7,8-dimethyl-2,4-dioxo-4a,5-dihydrobenzo[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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FA8 "Create component" 2010-04-23 EBI FA8 "Modify aromatic_flag" 2011-06-04 RCSB FA8 "Modify descriptor" 2011-06-04 RCSB #