data_CSV # _chem_comp.id CSV _chem_comp.name "O-[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] O-{[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl} hydrogen (S)-phosphorothioate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 N5 O12 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-06 _chem_comp.pdbx_modified_date 2012-05-18 _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 565.448 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CSV _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 4DW5 _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 CSV O1 O1 O 0 1 N N N -45.568 28.176 -13.022 -5.309 3.592 1.273 O1 CSV 1 CSV C2 C2 C 0 1 N N N -45.912 28.367 -11.639 -4.540 3.024 0.212 C2 CSV 2 CSV C3 C3 C 0 1 N N R -46.293 29.816 -11.400 -3.812 1.777 0.720 C3 CSV 3 CSV O4 O4 O 0 1 N N N -45.258 30.742 -11.886 -4.766 0.750 1.037 O4 CSV 4 CSV C5 C5 C 0 1 N N S -47.566 30.269 -12.103 -2.888 1.224 -0.382 C5 CSV 5 CSV O6 O6 O 0 1 N N N -48.726 29.730 -11.423 -1.529 1.219 0.060 O6 CSV 6 CSV C7 C7 C 0 1 N N R -47.343 31.799 -12.091 -3.390 -0.223 -0.607 C7 CSV 7 CSV O8 O8 O 0 1 N N N -47.583 32.484 -10.863 -2.293 -1.122 -0.778 O8 CSV 8 CSV C9 C9 C 0 1 N N R -45.843 31.900 -12.448 -4.146 -0.514 0.719 C9 CSV 9 CSV N10 N10 N 0 1 N N N -45.579 31.993 -14.002 -5.161 -1.552 0.521 N10 CSV 10 CSV C11 C11 C 0 1 N N N -45.762 33.224 -14.639 -6.162 -1.350 -0.356 C11 CSV 11 CSV N12 N12 N 0 1 N N N -45.626 33.302 -15.986 -7.098 -2.276 -0.555 N12 CSV 12 CSV C13 C13 C 0 1 N N N -45.355 32.206 -16.704 -7.067 -3.424 0.108 C13 CSV 13 CSV C14 C14 C 0 1 N N N -45.204 30.922 -16.087 -6.031 -3.667 1.033 C14 CSV 14 CSV C15 C15 C 0 1 N N N -45.328 30.857 -14.744 -5.084 -2.718 1.221 C15 CSV 15 CSV O16 O16 O 0 1 N N N -46.013 34.221 -13.940 -6.213 -0.302 -0.978 O16 CSV 16 CSV N17 N17 N 0 1 N N N -45.258 32.354 -18.027 -8.040 -4.373 -0.106 N17 CSV 17 CSV P18 P18 P 0 1 N N S -50.178 30.071 -12.040 -0.355 2.012 -0.706 P18 CSV 18 CSV O19 O19 O 0 1 N N N -50.804 31.377 -11.758 -0.319 1.590 -2.124 O19 CSV 19 CSV S20 S20 S 0 1 N N N -50.228 29.492 -13.448 -0.723 4.097 -0.598 S20 CSV 20 CSV O21 O21 O 0 1 N N N -50.868 29.053 -11.028 1.058 1.679 -0.010 O21 CSV 21 CSV C22 C22 C 0 1 N N N -50.513 27.679 -10.864 2.307 2.148 -0.523 C22 CSV 22 CSV C23 C23 C 0 1 N N R -50.871 27.251 -9.451 3.444 1.653 0.373 C23 CSV 23 CSV O24 O24 O 0 1 N N N -49.766 27.512 -8.517 3.607 0.225 0.236 O24 CSV 24 CSV C25 C25 C 0 1 N N S -52.110 27.920 -8.826 4.792 2.250 -0.089 C25 CSV 25 CSV O26 O26 O 0 1 N N N -52.853 26.963 -8.080 5.139 3.382 0.712 O26 CSV 26 CSV C27 C27 C 0 1 N N R -51.483 29.006 -7.948 5.804 1.103 0.127 C27 CSV 27 CSV O28 O28 O 0 1 N N N -52.268 29.352 -6.799 6.808 1.492 1.068 O28 CSV 28 CSV C29 C29 C 0 1 N N R -50.224 28.305 -7.440 4.949 -0.051 0.694 C29 CSV 29 CSV N30 N30 N 0 1 N N N -49.095 29.254 -6.901 5.413 -1.337 0.168 N30 CSV 30 CSV C31 C31 C 0 1 N N N -48.474 28.934 -5.707 5.883 -2.272 1.013 C31 CSV 31 CSV N32 N32 N 0 1 N N N -47.497 29.835 -5.297 6.316 -3.462 0.556 N32 CSV 32 CSV C33 C33 C 0 1 N N N -47.091 30.963 -5.973 6.285 -3.736 -0.764 C33 CSV 33 CSV C34 C34 C 0 1 N N N -47.788 31.207 -7.224 5.793 -2.760 -1.664 C34 CSV 34 CSV C35 C35 C 0 1 N N N -48.758 30.369 -7.645 5.360 -1.577 -1.178 C35 CSV 35 CSV O36 O36 O 0 1 N N N -48.780 27.941 -5.061 5.917 -2.040 2.206 O36 CSV 36 CSV O37 O37 O 0 1 N N N -46.194 31.677 -5.519 6.677 -4.812 -1.178 O37 CSV 37 CSV HO1 HO1 H 0 1 N N N -45.330 27.268 -13.167 -5.799 4.387 1.022 HO1 CSV 38 CSV H2 H2 H 0 1 N N N -46.762 27.718 -11.381 -5.201 2.749 -0.610 H2 CSV 39 CSV H2A H2A H 0 1 N N N -45.049 28.108 -11.009 -3.810 3.753 -0.139 H2A CSV 40 CSV H3 H3 H 0 1 N N N -46.425 29.965 -10.318 -3.226 2.025 1.605 H3 CSV 41 CSV H5 H5 H 0 1 N N N -47.544 29.918 -13.145 -2.991 1.810 -1.296 H5 CSV 42 CSV H7 H7 H 0 1 N N N -47.932 32.249 -12.904 -4.067 -0.272 -1.460 H7 CSV 43 CSV HO8 HO8 H 0 1 N N N -47.414 33.412 -10.979 -2.556 -2.042 -0.922 HO8 CSV 44 CSV H9 H9 H 0 1 N N N -45.431 32.804 -11.976 -3.445 -0.806 1.502 H9 CSV 45 CSV H14 H14 H 0 1 N N N -44.999 30.039 -16.674 -5.992 -4.597 1.581 H14 CSV 46 CSV H15 H15 H 0 1 N N N -45.230 29.904 -14.245 -4.280 -2.881 1.924 H15 CSV 47 CSV HN17 HN17 H 0 0 N N N -45.387 33.256 -18.440 -8.751 -4.203 -0.743 HN17 CSV 48 CSV HN1A HN1A H 0 0 N N N -45.057 31.563 -18.605 -8.014 -5.212 0.380 HN1A CSV 49 CSV HS20 HS20 H 0 0 N N N -50.884 30.410 -14.095 -0.730 4.335 0.726 HS20 CSV 50 CSV H22 H22 H 0 1 N N N -51.067 27.064 -11.589 2.450 1.768 -1.534 H22 CSV 51 CSV H22A H22A H 0 0 N N N -49.432 27.554 -11.027 2.306 3.238 -0.541 H22A CSV 52 CSV H23 H23 H 0 1 N N N -51.057 26.167 -9.469 3.249 1.917 1.413 H23 CSV 53 CSV H25 H25 H 0 1 N N N -52.722 28.382 -9.614 4.745 2.528 -1.142 H25 CSV 54 CSV HO26 HO26 H 0 0 N N N -53.615 27.382 -7.697 5.977 3.796 0.465 HO26 CSV 55 CSV H27 H27 H 0 1 N N N -51.220 29.888 -8.551 6.259 0.812 -0.820 H27 CSV 56 CSV HO28 HO28 H 0 0 N N N -51.822 30.028 -6.302 7.336 2.252 0.788 HO28 CSV 57 CSV H29 H29 H 0 1 N N N -50.520 27.648 -6.609 4.985 -0.051 1.784 H29 CSV 58 CSV H34 H34 H 0 1 N N N -47.527 32.067 -7.823 5.760 -2.961 -2.725 H34 CSV 59 CSV H35 H35 H 0 1 N N N -49.275 30.571 -8.571 4.977 -0.822 -1.849 H35 CSV 60 CSV HN32 HN32 H 0 0 N N N -47.045 29.645 -4.425 6.653 -4.125 1.179 HN32 CSV 61 # 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 CSV O1 C2 SING N N 1 CSV O1 HO1 SING N N 2 CSV C2 C3 SING N N 3 CSV C2 H2 SING N N 4 CSV C2 H2A SING N N 5 CSV C5 C3 SING N N 6 CSV O4 C3 SING N N 7 CSV C3 H3 SING N N 8 CSV C9 O4 SING N N 9 CSV C5 C7 SING N N 10 CSV C5 O6 SING N N 11 CSV C5 H5 SING N N 12 CSV P18 O6 SING N N 13 CSV C9 C7 SING N N 14 CSV C7 O8 SING N N 15 CSV C7 H7 SING N N 16 CSV O8 HO8 SING N N 17 CSV N10 C9 SING N N 18 CSV C9 H9 SING N N 19 CSV C15 N10 SING N N 20 CSV C11 N10 SING N N 21 CSV N12 C11 SING N N 22 CSV C11 O16 DOUB N N 23 CSV C13 N12 DOUB N N 24 CSV N17 C13 SING N N 25 CSV C13 C14 SING N N 26 CSV C14 C15 DOUB N N 27 CSV C14 H14 SING N N 28 CSV C15 H15 SING N N 29 CSV N17 HN17 SING N N 30 CSV N17 HN1A SING N N 31 CSV S20 P18 SING N N 32 CSV P18 O19 DOUB N N 33 CSV P18 O21 SING N N 34 CSV S20 HS20 SING N N 35 CSV O21 C22 SING N N 36 CSV C22 C23 SING N N 37 CSV C22 H22 SING N N 38 CSV C22 H22A SING N N 39 CSV C23 C25 SING N N 40 CSV C23 O24 SING N N 41 CSV C23 H23 SING N N 42 CSV O24 C29 SING N N 43 CSV C25 O26 SING N N 44 CSV C25 C27 SING N N 45 CSV C25 H25 SING N N 46 CSV O26 HO26 SING N N 47 CSV C27 C29 SING N N 48 CSV C27 O28 SING N N 49 CSV C27 H27 SING N N 50 CSV O28 HO28 SING N N 51 CSV C29 N30 SING N N 52 CSV C29 H29 SING N N 53 CSV C35 N30 SING N N 54 CSV N30 C31 SING N N 55 CSV C31 N32 SING N N 56 CSV C31 O36 DOUB N N 57 CSV C33 N32 SING N N 58 CSV C34 C33 SING N N 59 CSV C33 O37 DOUB N N 60 CSV C35 C34 DOUB N N 61 CSV C34 H34 SING N N 62 CSV C35 H35 SING N N 63 CSV N32 HN32 SING N N 64 # 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 CSV SMILES ACDLabs 12.01 "O=C1C=CN(C(=O)N1)C2OC(C(O)C2O)COP(=O)(S)OC4C(OC(N3C(=O)N=C(N)C=C3)C4O)CO" CSV InChI InChI 1.03 "InChI=1S/C18H24N5O12PS/c19-9-1-3-22(17(29)20-9)16-13(28)14(7(5-24)33-16)35-36(31,37)32-6-8-11(26)12(27)15(34-8)23-4-2-10(25)21-18(23)30/h1-4,7-8,11-16,24,26-28H,5-6H2,(H,31,37)(H2,19,20,29)(H,21,25,30)/t7-,8-,11-,12-,13-,14-,15-,16-,36+/m1/s1" CSV InChIKey InChI 1.03 VZQLNJPTHATNOF-OXIRAOGTSA-N CSV SMILES_CANONICAL CACTVS 3.370 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O[P@](S)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N4C=CC(=O)NC4=O)[C@H]2O" CSV SMILES CACTVS 3.370 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CO)[CH](O[P](S)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)N4C=CC(=O)NC4=O)[CH]2O" CSV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O[P@](=O)(OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=CC(=O)NC4=O)O)O)S)O" CSV SMILES "OpenEye OEToolkits" 1.7.6 "C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)OP(=O)(OCC3C(C(C(O3)N4C=CC(=O)NC4=O)O)O)S)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 CSV "SYSTEMATIC NAME" ACDLabs 12.01 "O-[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] O-{[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl} hydrogen (S)-phosphorothioate" CSV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(2R,3R,4S,5R)-5-[[[(2R,3S,4R,5R)-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-2-(hydroxymethyl)-4-oxidanyl-oxolan-3-yl]oxy-sulfanyl-phosphoryl]oxymethyl]-3,4-bis(oxidanyl)oxolan-2-yl]pyrimidine-2,4-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CSV "Create component" 2012-03-06 RCSB #