data_AC8 # _chem_comp.id AC8 _chem_comp.name "[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-bis(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl dihydrogen diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H37 N7 O19 P4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-01 _chem_comp.pdbx_modified_date 2013-11-01 _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 847.514 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AC8 _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 4MY0 _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 AC8 N1A N1A N 0 1 Y N N 3.455 35.372 35.770 7.009 -6.014 -1.370 N1A AC8 1 AC8 O1A O1A O 0 1 N N N 5.304 45.351 33.683 1.258 4.135 -1.019 O1A AC8 2 AC8 P1A P1A P 0 1 N N N 4.974 44.308 34.740 0.993 2.790 -1.575 P1A AC8 3 AC8 C1B C1B C 0 1 N N R 2.313 40.131 34.265 4.700 -1.531 -0.124 C1B AC8 4 AC8 S1P S1P S 0 1 N N N 11.666 36.675 29.045 -14.864 -5.183 0.727 S1P AC8 5 AC8 C2A C2A C 0 1 Y N N 2.293 35.843 35.280 6.629 -5.584 -0.180 C2A AC8 6 AC8 O2A O2A O 0 1 N N N 4.810 44.777 36.158 1.359 2.774 -3.143 O2A AC8 7 AC8 P2A P2A P 0 1 N N N 7.445 43.002 35.434 -1.937 3.234 -1.619 P2A AC8 8 AC8 C2B C2B C 0 1 N N R 1.759 41.201 35.178 5.823 -0.707 0.534 C2B AC8 9 AC8 O2B O2B O 0 1 N N N 0.699 40.663 35.979 5.922 -1.018 1.925 O2B AC8 10 AC8 O2C O2C O 0 1 N N N 0.234 42.700 37.367 7.705 -2.804 1.887 O2C AC8 11 AC8 C2P C2P C 0 1 N N N 11.456 37.259 30.763 -13.883 -3.927 -0.139 C2P AC8 12 AC8 N3A N3A N 0 1 Y N N 2.173 37.135 34.940 6.050 -4.415 -0.004 N3A AC8 13 AC8 O3A O3A O 0 1 N N N 6.084 43.166 34.591 -0.564 2.427 -1.383 O3A AC8 14 AC8 C3B C3B C 0 1 N N R 1.267 42.241 34.166 5.381 0.763 0.337 C3B AC8 15 AC8 O3B O3B O 0 1 N N N 0.016 41.805 33.623 5.640 1.536 1.511 O3B AC8 16 AC8 P3B P3B P 0 1 N N N -1.447 42.361 34.058 6.608 2.822 1.519 P3B AC8 17 AC8 O3C O3C O 0 1 N N N 1.667 40.834 38.254 8.424 -0.468 2.519 O3C AC8 18 AC8 C3P C3P C 0 1 N N N 12.796 36.907 31.369 -12.890 -3.292 0.837 C3P AC8 19 AC8 C4A C4A C 0 1 Y N N 3.233 37.976 35.086 5.821 -3.610 -1.036 C4A AC8 20 AC8 O4A O4A O 0 1 N N N 7.179 42.048 36.562 -2.313 3.209 -3.184 O4A AC8 21 AC8 C4B C4B C 0 1 N N R 2.236 42.130 33.004 3.857 0.614 0.097 C4B AC8 22 AC8 O4B O4B O 0 1 N N N 2.851 40.844 33.142 3.755 -0.600 -0.678 O4B AC8 23 AC8 O4C O4C O 0 1 N N N -0.808 40.455 37.943 6.980 -1.944 4.147 O4C AC8 24 AC8 P4C P4C P 0 1 N N N 0.423 41.205 37.492 7.267 -1.585 2.604 P4C AC8 25 AC8 N4P N4P N 0 1 N N N 12.994 37.200 32.786 -12.099 -2.277 0.137 N4P AC8 26 AC8 C5A C5A C 0 1 Y N N 4.440 37.506 35.581 6.207 -4.022 -2.322 C5A AC8 27 AC8 O5A O5A O 0 1 N N N 8.032 44.371 35.704 -1.768 4.636 -1.175 O5A AC8 28 AC8 C5B C5B C 0 1 N N N 3.311 43.212 33.018 3.317 1.806 -0.696 C5B AC8 29 AC8 O5B O5B O 0 1 N N N 3.652 43.477 34.374 1.895 1.703 -0.803 O5B AC8 30 AC8 C5P C5P C 0 1 N N N 12.470 36.600 33.849 -11.154 -1.583 0.802 C5P AC8 31 AC8 O5P O5P O 0 1 N N N 11.637 35.708 33.731 -10.960 -1.798 1.980 O5P AC8 32 AC8 C6A C6A C 0 1 Y N N 4.540 36.163 35.927 6.822 -5.278 -2.460 C6A AC8 33 AC8 N6A N6A N 0 1 N N N 5.699 35.657 36.422 7.224 -5.737 -3.702 N6A AC8 34 AC8 O6A O6A O 0 1 N N N 8.360 42.235 34.362 -3.119 2.542 -0.772 O6A AC8 35 AC8 C6P C6P C 0 1 N N N 12.981 37.077 35.189 -10.340 -0.539 0.082 C6P AC8 36 AC8 N7A N7A N 0 1 Y N N 5.305 38.548 35.628 5.864 -3.030 -3.179 N7A AC8 37 AC8 O7A O7A O 0 1 N N N -2.384 41.371 33.400 7.936 2.443 0.985 O7A AC8 38 AC8 C7P C7P C 0 1 N N N 11.966 37.053 36.341 -9.347 0.096 1.058 C7P AC8 39 AC8 C8A C8A C 0 1 Y N N 4.646 39.639 35.160 5.305 -2.059 -2.517 C8A AC8 40 AC8 O8A O8A O 0 1 N N N -1.503 43.760 33.477 5.970 3.979 0.599 O8A AC8 41 AC8 N8P N8P N 0 1 N N N 10.933 38.047 36.036 -8.555 1.110 0.359 N8P AC8 42 AC8 N9A N9A N 0 1 Y N N 3.383 39.282 34.847 5.256 -2.369 -1.190 N9A AC8 43 AC8 O9A O9A O 0 1 N N N -1.520 42.316 35.566 6.770 3.362 3.026 O9A AC8 44 AC8 C9P C9P C 0 1 N N N 11.093 39.338 35.752 -7.611 1.805 1.024 C9P AC8 45 AC8 O9P O9P O 0 1 N N N 12.206 39.838 35.742 -7.479 1.657 2.220 O9P AC8 46 AC8 CAP CAP C 0 1 N N R 9.871 40.192 35.459 -6.718 2.765 0.281 CAP AC8 47 AC8 OAP OAP O 0 1 N N N 8.806 39.838 36.343 -7.233 2.971 -1.036 OAP AC8 48 AC8 CBP CBP C 0 1 N N N 9.345 40.065 34.023 -5.306 2.184 0.191 CBP AC8 49 AC8 CCP CCP C 0 1 N N N 8.065 40.909 33.912 -4.438 3.085 -0.689 CCP AC8 50 AC8 CDP CDP C 0 1 N N N 10.377 40.593 33.032 -4.698 2.101 1.593 CDP AC8 51 AC8 CEP CEP C 0 1 N N N 9.006 38.624 33.678 -5.369 0.782 -0.420 CEP AC8 52 AC8 H1B H1B H 0 1 N N N 1.485 39.487 33.934 4.213 -2.157 0.623 H1B AC8 53 AC8 HS1P HS1P H 0 0 N N N 10.517 36.974 28.516 -15.679 -5.648 -0.236 HS1P AC8 54 AC8 H2A H2A H 0 1 N N N 1.452 35.176 35.160 6.801 -6.214 0.680 H2A AC8 55 AC8 HO2A HO2A H 0 0 N N N 4.943 45.717 36.199 1.209 1.922 -3.573 HO2A AC8 56 AC8 H2B H2B H 0 1 N N N 2.560 41.627 35.800 6.774 -0.891 0.034 H2B AC8 57 AC8 H2P H2P H 0 1 N N N 11.271 38.343 30.799 -13.338 -4.393 -0.960 H2P AC8 58 AC8 H2PA H2PA H 0 0 N N N 10.635 36.730 31.269 -14.546 -3.157 -0.535 H2PA AC8 59 AC8 H3B H3B H 0 1 N N N 1.238 43.254 34.593 5.870 1.204 -0.532 H3B AC8 60 AC8 HO3C HO3C H 0 0 N N N 2.120 41.624 38.526 8.205 0.359 2.968 HO3C AC8 61 AC8 H3P H3P H 0 1 N N N 12.945 35.826 31.232 -13.436 -2.826 1.657 H3P AC8 62 AC8 H3PA H3PA H 0 0 N N N 13.566 37.457 30.808 -12.227 -4.062 1.232 H3PA AC8 63 AC8 HO4A HO4A H 0 0 N N N 7.432 42.451 37.384 -2.439 2.320 -3.544 HO4A AC8 64 AC8 H4B H4B H 0 1 N N N 1.677 42.189 32.059 3.327 0.513 1.044 H4B AC8 65 AC8 HO4C HO4C H 0 0 N N N -1.521 41.068 38.078 7.748 -2.292 4.619 HO4C AC8 66 AC8 HN4P HN4P H 0 0 N N N 13.612 37.961 32.984 -12.254 -2.105 -0.805 HN4P AC8 67 AC8 H5B H5B H 0 1 N N N 4.199 42.863 32.471 3.576 2.732 -0.182 H5B AC8 68 AC8 H5BA H5BA H 0 0 N N N 2.926 44.127 32.545 3.757 1.808 -1.693 H5BA AC8 69 AC8 HN6A HN6A H 0 0 N N N 5.581 34.684 36.620 7.647 -6.606 -3.784 HN6A AC8 70 AC8 HN6B HN6B H 0 0 N N N 6.428 35.774 35.748 7.082 -5.191 -4.491 HN6B AC8 71 AC8 H6P H6P H 0 1 N N N 13.829 36.437 35.474 -9.795 -1.005 -0.738 H6P AC8 72 AC8 H6PA H6PA H 0 0 N N N 13.329 38.114 35.068 -11.003 0.230 -0.313 H6PA AC8 73 AC8 H7P H7P H 0 1 N N N 11.514 36.054 36.423 -9.892 0.562 1.879 H7P AC8 74 AC8 H7PA H7PA H 0 0 N N N 12.465 37.308 37.287 -8.684 -0.674 1.454 H7PA AC8 75 AC8 H8A H8A H 0 1 N N N 5.064 40.629 35.055 4.936 -1.143 -2.953 H8A AC8 76 AC8 HO8A HO8A H 0 0 N N N -2.139 43.785 32.772 5.098 4.277 0.891 HO8A AC8 77 AC8 HN8P HN8P H 0 0 N N N 9.990 37.714 36.042 -8.711 1.283 -0.583 HN8P AC8 78 AC8 HO9A HO9A H 0 0 N N N -2.154 41.661 35.833 7.342 4.138 3.107 HO9A AC8 79 AC8 HAP HAP H 0 1 N N N 10.144 41.244 35.625 -6.686 3.717 0.811 HAP AC8 80 AC8 HOAP HOAP H 0 0 N N N 8.046 40.375 36.155 -7.289 2.165 -1.567 HOAP AC8 81 AC8 HCP HCP H 0 1 N N N 7.275 40.471 34.539 -4.393 4.083 -0.253 HCP AC8 82 AC8 HCPA HCPA H 0 0 N N N 7.728 40.938 32.865 -4.870 3.144 -1.687 HCPA AC8 83 AC8 HDP HDP H 0 1 N N N 9.986 40.496 32.008 -5.272 1.398 2.197 HDP AC8 84 AC8 HDPA HDPA H 0 0 N N N 10.583 41.652 33.247 -3.665 1.761 1.522 HDPA AC8 85 AC8 HDPB HDPB H 0 0 N N N 11.306 40.012 33.126 -4.725 3.086 2.059 HDPB AC8 86 AC8 HEP HEP H 0 1 N N N 8.633 38.572 32.644 -5.802 0.841 -1.419 HEP AC8 87 AC8 HEPA HEPA H 0 0 N N N 9.908 38.002 33.774 -4.363 0.368 -0.484 HEPA AC8 88 AC8 HEPB HEPB H 0 0 N N N 8.231 38.255 34.366 -5.987 0.140 0.207 HEPB AC8 89 # 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 AC8 C2A N1A DOUB Y N 1 AC8 N1A C6A SING Y N 2 AC8 O1A P1A DOUB N N 3 AC8 O5B P1A SING N N 4 AC8 O3A P1A SING N N 5 AC8 P1A O2A SING N N 6 AC8 O4B C1B SING N N 7 AC8 C1B N9A SING N N 8 AC8 C1B C2B SING N N 9 AC8 C1B H1B SING N N 10 AC8 S1P C2P SING N N 11 AC8 S1P HS1P SING N N 12 AC8 N3A C2A SING Y N 13 AC8 C2A H2A SING N N 14 AC8 O2A HO2A SING N N 15 AC8 O6A P2A SING N N 16 AC8 O3A P2A SING N N 17 AC8 P2A O5A DOUB N N 18 AC8 P2A O4A SING N N 19 AC8 C3B C2B SING N N 20 AC8 C2B O2B SING N N 21 AC8 C2B H2B SING N N 22 AC8 O2B P4C SING N N 23 AC8 O2C P4C DOUB N N 24 AC8 C2P C3P SING N N 25 AC8 C2P H2P SING N N 26 AC8 C2P H2PA SING N N 27 AC8 N3A C4A DOUB Y N 28 AC8 C4B C3B SING N N 29 AC8 O3B C3B SING N N 30 AC8 C3B H3B SING N N 31 AC8 O3B P3B SING N N 32 AC8 O7A P3B DOUB N N 33 AC8 O8A P3B SING N N 34 AC8 P3B O9A SING N N 35 AC8 P4C O3C SING N N 36 AC8 O3C HO3C SING N N 37 AC8 C3P N4P SING N N 38 AC8 C3P H3P SING N N 39 AC8 C3P H3PA SING N N 40 AC8 N9A C4A SING Y N 41 AC8 C4A C5A SING Y N 42 AC8 O4A HO4A SING N N 43 AC8 C4B C5B SING N N 44 AC8 C4B O4B SING N N 45 AC8 C4B H4B SING N N 46 AC8 P4C O4C SING N N 47 AC8 O4C HO4C SING N N 48 AC8 N4P C5P SING N N 49 AC8 N4P HN4P SING N N 50 AC8 C5A N7A SING Y N 51 AC8 C5A C6A DOUB Y N 52 AC8 C5B O5B SING N N 53 AC8 C5B H5B SING N N 54 AC8 C5B H5BA SING N N 55 AC8 O5P C5P DOUB N N 56 AC8 C5P C6P SING N N 57 AC8 C6A N6A SING N N 58 AC8 N6A HN6A SING N N 59 AC8 N6A HN6B SING N N 60 AC8 CCP O6A SING N N 61 AC8 C6P C7P SING N N 62 AC8 C6P H6P SING N N 63 AC8 C6P H6PA SING N N 64 AC8 C8A N7A DOUB Y N 65 AC8 N8P C7P SING N N 66 AC8 C7P H7P SING N N 67 AC8 C7P H7PA SING N N 68 AC8 N9A C8A SING Y N 69 AC8 C8A H8A SING N N 70 AC8 O8A HO8A SING N N 71 AC8 C9P N8P SING N N 72 AC8 N8P HN8P SING N N 73 AC8 O9A HO9A SING N N 74 AC8 CAP C9P SING N N 75 AC8 O9P C9P DOUB N N 76 AC8 CBP CAP SING N N 77 AC8 CAP OAP SING N N 78 AC8 CAP HAP SING N N 79 AC8 OAP HOAP SING N N 80 AC8 CDP CBP SING N N 81 AC8 CEP CBP SING N N 82 AC8 CCP CBP SING N N 83 AC8 CCP HCP SING N N 84 AC8 CCP HCPA SING N N 85 AC8 CDP HDP SING N N 86 AC8 CDP HDPA SING N N 87 AC8 CDP HDPB SING N N 88 AC8 CEP HEP SING N N 89 AC8 CEP HEPA SING N N 90 AC8 CEP HEPB SING N N 91 # 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 AC8 SMILES ACDLabs 12.01 "O=C(NCCS)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(OP(=O)(O)O)C3OP(=O)(O)O" AC8 InChI InChI 1.03 ;InChI=1S/C21H37N7O19P4S/c1-21(2,16(30)19(31)24-4-3-12(29)23-5-6-52)8-43-51(40,41)47-50(38,39)42-7-11-14(45-48(32,33)34)15(46-49(35,36)37)20(44-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30,52H,3-8H2,1-2H3,(H,23,29)(H,24,31)(H,38,39)(H,40,41)(H2,22,25,26)(H2,32,33,34)(H2,35,36,37)/t11-,14-,15-,16+,20-/m1/s1 ; AC8 InChIKey InChI 1.03 SAXULFDJRFDTDN-IBOSZNHHSA-N AC8 SMILES_CANONICAL CACTVS 3.385 "CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O[P](O)(O)=O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@@H](O)C(=O)NCCC(=O)NCCS" AC8 SMILES CACTVS 3.385 "CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O[P](O)(O)=O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCS" AC8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)OP(=O)(O)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O" AC8 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)OP(=O)(O)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)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 AC8 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-bis(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl dihydrogen diphosphate (non-preferred name)" AC8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-diphosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(3R)-2,2-dimethyl-3-oxidanyl-4-oxidanylidene-4-[[3-oxidanylidene-3-(2-sulfanylethylamino)propyl]amino]butyl] 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 AC8 "Create component" 2013-10-01 RCSB AC8 "Initial release" 2013-11-06 RCSB #