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 2011-06-04 _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 Y N 15 FAO N9A C4A SING Y N 16 FAO C8A N7A DOUB Y N 17 FAO N7A C5A SING Y N 18 FAO C5A C6A DOUB Y N 19 FAO C5A C4A SING Y N 20 FAO C6A N6A SING N N 21 FAO C6A N1A SING Y N 22 FAO N1A C2A DOUB Y N 23 FAO C2A N3A SING Y N 24 FAO N3A C4A DOUB Y N 25 FAO N1 C2 SING N N 26 FAO N1 C10 SING N N 27 FAO C2 O2 DOUB N N 28 FAO C2 N3 SING N N 29 FAO N3 C4 SING N N 30 FAO C4 O4 DOUB N N 31 FAO C4 C4N SING N N 32 FAO C4N N5 SING N N 33 FAO C4N C10 SING N N 34 FAO N5 C5N SING N N 35 FAO C5N C6 SING Y N 36 FAO C5N C9N DOUB Y N 37 FAO C6 C7 DOUB Y N 38 FAO C7 C7M SING N N 39 FAO C7 C8 SING Y N 40 FAO C8 C8M SING N N 41 FAO C8 C9 DOUB Y N 42 FAO C9 C9N SING Y 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 N N 53 FAO "C5'" "O5'" SING N N 54 FAO "O5'" P SING N N 55 FAO P O1P SING N N 56 FAO P O2P DOUB N N 57 FAO P O3P SING N 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 N 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 N 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 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" FAO InChI InChI 1.03 ;InChI=1S/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 ; FAO InChIKey InChI 1.03 VSWYNLHGQAGAHX-AWYOOINRSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FAO "Create component" 2006-12-13 EBI FAO "Modify aromatic_flag" 2011-06-04 RCSB FAO "Modify descriptor" 2011-06-04 RCSB #