data_48F # _chem_comp.id 48F _chem_comp.name "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3R)-2,3,5-tris(oxidanyl)-4-oxidanylidene-pentyl] hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H23 N5 O14 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-12 _chem_comp.pdbx_modified_date 2016-03-04 _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 559.316 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 48F _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 4Y4M _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 48F O1A O1 O 0 1 N N N 65.460 -12.378 3.394 0.368 2.310 2.250 O1A 48F 1 48F PA P1 P 0 1 N N N 66.899 -12.840 3.258 0.630 2.534 0.677 PA 48F 2 48F O2A O2 O 0 1 N N N 67.753 -12.237 2.165 0.853 3.973 0.413 O2A 48F 3 48F O3A O3 O 0 1 N N N 67.552 -12.704 4.746 1.929 1.698 0.225 O3A 48F 4 48F PB P2 P 0 1 N N N 68.545 -11.583 5.379 3.514 1.900 0.425 PB 48F 5 48F O1B O4 O 0 1 N N N 69.988 -11.992 5.118 3.790 2.277 1.829 O1B 48F 6 48F O5D O5 O 0 1 N N N 68.248 -10.223 4.547 4.278 0.526 0.078 O5D 48F 7 48F C5D C1 C 0 1 N N N 67.070 -9.417 4.685 5.685 0.350 0.259 C5D 48F 8 48F C4D C2 C 0 1 N N R 67.054 -8.327 3.609 6.081 -1.065 -0.166 C4D 48F 9 48F O4D O6 O 0 1 N N N 67.056 -8.932 2.310 5.857 -1.222 -1.568 O4D 48F 10 48F C3D C3 C 0 1 N N R 65.837 -7.399 3.673 7.562 -1.295 0.143 C3D 48F 11 48F C2D C4 C 0 1 N N N 65.888 -6.428 4.838 7.952 -2.689 -0.275 C2D 48F 12 48F C1D C5 C 0 1 N N N 64.730 -6.331 5.833 8.247 -2.987 -1.722 C1D 48F 13 48F O1D O7 O 0 1 N N N 63.835 -5.214 5.640 8.590 -4.367 -1.864 O1D 48F 14 48F O2D O8 O 0 1 N N N 66.883 -5.719 4.985 8.029 -3.567 0.550 O2D 48F 15 48F O3D O9 O 0 1 N N N 64.641 -8.196 3.702 7.786 -1.138 1.546 O3D 48F 16 48F O2B O10 O 0 1 N N N 68.111 -11.480 6.827 4.035 3.065 -0.556 O2B 48F 17 48F "O5'" O11 O 0 1 N N N 66.824 -14.442 3.137 -0.651 2.027 -0.157 "O5'" 48F 18 48F "C5'" C6 C 0 1 N N N 67.926 -15.236 2.749 -1.936 2.644 -0.060 "C5'" 48F 19 48F "C4'" C7 C 0 1 N N R 67.502 -16.576 2.133 -2.920 1.918 -0.980 "C4'" 48F 20 48F "O4'" O12 O 0 1 N N N 66.840 -17.486 3.022 -3.141 0.581 -0.503 "O4'" 48F 21 48F "C1'" C8 C 0 1 N N R 66.301 -18.484 2.138 -4.514 0.248 -0.799 "C1'" 48F 22 48F "C2'" C9 C 0 1 N N R 65.577 -17.638 1.105 -5.280 1.559 -0.484 "C2'" 48F 23 48F "O2'" O13 O 0 1 N N N 65.311 -18.367 -0.097 -6.501 1.627 -1.224 "O2'" 48F 24 48F "C3'" C10 C 0 1 N N S 66.560 -16.488 0.926 -4.281 2.641 -0.965 "C3'" 48F 25 48F "O3'" O14 O 0 1 N N N 67.347 -16.644 -0.254 -4.624 3.089 -2.278 "O3'" 48F 26 48F N9 N1 N 0 1 Y N N 65.491 -19.481 2.873 -4.979 -0.840 0.064 N9 48F 27 48F C8 C11 C 0 1 Y N N 64.389 -19.257 3.626 -4.471 -1.177 1.283 C8 48F 28 48F N7 N2 N 0 1 Y N N 63.917 -20.431 4.158 -5.122 -2.192 1.771 N7 48F 29 48F C5 C12 C 0 1 Y N N 64.738 -21.417 3.749 -6.087 -2.571 0.899 C5 48F 30 48F C4 C13 C 0 1 Y N N 65.771 -20.784 2.900 -6.011 -1.705 -0.205 C4 48F 31 48F C6 C14 C 0 1 Y N N 64.840 -22.880 3.936 -7.070 -3.576 0.887 C6 48F 32 48F N6 N3 N 0 1 N N N 63.946 -23.534 4.704 -7.197 -4.454 1.948 N6 48F 33 48F N1 N4 N 0 1 Y N N 65.852 -23.542 3.303 -7.875 -3.661 -0.167 N1 48F 34 48F C2 C15 C 0 1 Y N N 66.772 -22.905 2.542 -7.761 -2.827 -1.184 C2 48F 35 48F N3 N5 N 0 1 Y N N 66.731 -21.566 2.339 -6.865 -1.863 -1.211 N3 48F 36 48F H1 H1 H 0 1 N N N 65.272 -11.726 2.729 0.214 1.388 2.496 H1 48F 37 48F H2 H2 H 0 1 N N N 67.064 -8.947 5.680 6.223 1.076 -0.352 H2 48F 38 48F H3 H3 H 0 1 N N N 66.179 -10.052 4.574 5.938 0.499 1.308 H3 48F 39 48F H4 H4 H 0 1 N N N 67.959 -7.714 3.729 5.479 -1.790 0.382 H4 48F 40 48F H5 H5 H 0 1 N N N 67.801 -9.517 2.234 6.362 -0.608 -2.118 H5 48F 41 48F H6 H6 H 0 1 N N N 65.834 -6.803 2.749 8.164 -0.569 -0.405 H6 48F 42 48F H7 H7 H 0 1 N N N 64.139 -7.256 5.756 7.365 -2.769 -2.325 H7 48F 43 48F H8 H8 H 0 1 N N N 65.157 -6.252 6.843 9.079 -2.369 -2.059 H8 48F 44 48F H9 H9 H 0 1 N N N 63.152 -5.237 6.300 8.793 -4.631 -2.772 H9 48F 45 48F H10 H10 H 0 1 N N N 63.881 -7.627 3.742 7.281 -1.752 2.096 H10 48F 46 48F H11 H11 H 0 1 N N N 68.842 -11.697 7.393 3.886 2.885 -1.494 H11 48F 47 48F H12 H12 H 0 1 N N N 68.545 -15.436 3.636 -2.291 2.585 0.969 H12 48F 48 48F H13 H13 H 0 1 N N N 68.517 -14.679 2.007 -1.862 3.689 -0.360 H13 48F 49 48F H14 H14 H 0 1 N N N 68.422 -17.063 1.778 -2.525 1.889 -1.996 H14 48F 50 48F H15 H15 H 0 1 N N N 67.128 -19.006 1.634 -4.626 -0.021 -1.849 H15 48F 51 48F H16 H16 H 0 1 N N N 64.642 -17.253 1.539 -5.469 1.652 0.585 H16 48F 52 48F H17 H17 H 0 1 N N N 64.694 -19.066 0.086 -7.015 2.429 -1.060 H17 48F 53 48F H18 H18 H 0 1 N N N 66.026 -15.527 0.933 -4.261 3.478 -0.268 H18 48F 54 48F H19 H19 H 0 1 N N N 67.947 -15.912 -0.334 -5.498 3.500 -2.337 H19 48F 55 48F H20 H20 H 0 1 N N N 63.942 -18.287 3.786 -3.649 -0.675 1.771 H20 48F 56 48F H21 H21 H 0 1 N N N 64.162 -24.510 4.710 -6.603 -4.381 2.712 H21 48F 57 48F H22 H22 H 0 1 N N N 63.986 -23.178 5.638 -7.879 -5.143 1.929 H22 48F 58 48F H23 H23 H 0 1 N N N 67.562 -23.481 2.083 -8.436 -2.932 -2.021 H23 48F 59 # 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 48F "O3'" "C3'" SING N N 1 48F "O2'" "C2'" SING N N 2 48F "C3'" "C2'" SING N N 3 48F "C3'" "C4'" SING N N 4 48F "C2'" "C1'" SING N N 5 48F "C4'" "C5'" SING N N 6 48F "C4'" "O4'" SING N N 7 48F "C1'" N9 SING N N 8 48F "C1'" "O4'" SING N N 9 48F O2A PA DOUB N N 10 48F O4D C4D SING N N 11 48F N3 C2 DOUB Y N 12 48F N3 C4 SING Y N 13 48F C2 N1 SING Y N 14 48F "C5'" "O5'" SING N N 15 48F N9 C4 SING Y N 16 48F N9 C8 SING Y N 17 48F C4 C5 DOUB Y N 18 48F "O5'" PA SING N N 19 48F PA O1A SING N N 20 48F PA O3A SING N N 21 48F N1 C6 DOUB Y N 22 48F C4D C3D SING N N 23 48F C4D C5D SING N N 24 48F C8 N7 DOUB Y N 25 48F C3D O3D SING N N 26 48F C3D C2D SING N N 27 48F C5 C6 SING Y N 28 48F C5 N7 SING Y N 29 48F C6 N6 SING N N 30 48F O5D C5D SING N N 31 48F O5D PB SING N N 32 48F O3A PB SING N N 33 48F C2D O2D DOUB N N 34 48F C2D C1D SING N N 35 48F O1B PB DOUB N N 36 48F PB O2B SING N N 37 48F O1D C1D SING N N 38 48F O1A H1 SING N N 39 48F C5D H2 SING N N 40 48F C5D H3 SING N N 41 48F C4D H4 SING N N 42 48F O4D H5 SING N N 43 48F C3D H6 SING N N 44 48F C1D H7 SING N N 45 48F C1D H8 SING N N 46 48F O1D H9 SING N N 47 48F O3D H10 SING N N 48 48F O2B H11 SING N N 49 48F "C5'" H12 SING N N 50 48F "C5'" H13 SING N N 51 48F "C4'" H14 SING N N 52 48F "C1'" H15 SING N N 53 48F "C2'" H16 SING N N 54 48F "O2'" H17 SING N N 55 48F "C3'" H18 SING N N 56 48F "O3'" H19 SING N N 57 48F C8 H20 SING N N 58 48F N6 H21 SING N N 59 48F N6 H22 SING N N 60 48F C2 H23 SING N N 61 # 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 48F SMILES ACDLabs 12.01 "O=C(CO)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" 48F InChI InChI 1.03 "InChI=1S/C15H23N5O14P2/c16-13-9-14(18-4-17-13)20(5-19-9)15-12(26)11(25)8(33-15)3-32-36(29,30)34-35(27,28)31-2-7(23)10(24)6(22)1-21/h4-5,7-8,10-12,15,21,23-26H,1-3H2,(H,27,28)(H,29,30)(H2,16,17,18)/t7-,8-,10+,11-,12-,15-/m1/s1" 48F InChIKey InChI 1.03 HMVGRTYSZXZGQZ-GHVQHMAVSA-N 48F SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@@H](O)[C@@H](O)C(=O)CO)[C@@H](O)[C@H]3O" 48F SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH](O)[CH](O)C(=O)CO)[CH](O)[CH]3O" 48F SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OC[C@H]([C@H](C(=O)CO)O)O)O)O)N" 48F SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC(C(C(=O)CO)O)O)O)O)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 48F "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R)-2,3,5-trihydroxy-4-oxopentyl dihydrogen diphosphate (non-preferred name)" 48F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3R)-2,3,5-tris(oxidanyl)-4-oxidanylidene-pentyl] 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 48F "Other modification" 2015-02-12 RCSB 48F "Initial release" 2016-03-09 RCSB #