data_2RW # _chem_comp.id 2RW _chem_comp.name "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S)-3-hydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H23 N5 O12 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-14 _chem_comp.pdbx_modified_date 2014-04-25 _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 527.317 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2RW _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 4O9M _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 2RW N1 N1 N 0 1 Y N N -4.713 -0.921 44.809 7.812 -2.989 0.251 N1 2RW 1 2RW C2 C2 C 0 1 Y N N -4.160 -0.839 43.589 7.638 -2.080 1.193 C2 2RW 2 2RW N3 N3 N 0 1 Y N N -3.157 -1.655 43.198 6.604 -1.265 1.206 N3 2RW 3 2RW C4 C4 C 0 1 Y N N -2.669 -2.597 44.030 5.679 -1.329 0.254 C4 2RW 4 2RW C5 C5 C 0 1 Y N N -3.257 -2.697 45.353 5.819 -2.279 -0.771 C5 2RW 5 2RW C6 C6 C 0 1 Y N N -4.284 -1.829 45.688 6.939 -3.127 -0.742 C6 2RW 6 2RW N6 N6 N 0 1 N N N -4.883 -1.900 46.977 7.130 -4.083 -1.724 N6 2RW 7 2RW N7 N7 N 0 1 Y N N -2.495 -3.822 45.995 4.756 -2.133 -1.599 N7 2RW 8 2RW C8 C8 C 0 1 Y N N -1.594 -4.261 45.084 3.992 -1.176 -1.157 C8 2RW 9 2RW N9 N9 N 0 1 Y N N -1.762 -3.537 44.054 4.519 -0.648 -0.016 N9 2RW 10 2RW "C1'" "C1'" C 0 1 N N R -0.955 -3.788 42.945 3.950 0.444 0.776 "C1'" 2RW 11 2RW "C2'" "C2'" C 0 1 N N R -0.381 -5.155 43.019 4.579 1.801 0.366 "C2'" 2RW 12 2RW "O2'" "O2'" O 0 1 N N N 1.067 -5.118 43.239 5.789 2.040 1.087 "O2'" 2RW 13 2RW "C3'" "C3'" C 0 1 N N S -0.736 -5.867 41.794 3.479 2.807 0.784 "C3'" 2RW 14 2RW "O3'" "O3'" O 0 1 N N N 0.374 -5.977 40.853 3.781 3.378 2.058 "O3'" 2RW 15 2RW "O4'" "O4'" O 0 1 N N N -1.781 -3.698 41.680 2.549 0.617 0.472 "O4'" 2RW 16 2RW "C4'" "C4'" C 0 1 N N R -1.856 -5.119 41.181 2.197 1.956 0.861 "C4'" 2RW 17 2RW "C5'" "C5'" C 0 1 N N N -3.154 -5.765 41.520 1.142 2.515 -0.095 "C5'" 2RW 18 2RW "O5'" "O5'" O 0 1 N N N -3.922 -4.990 42.443 -0.075 1.781 0.056 "O5'" 2RW 19 2RW PA PA P 0 1 N N N -4.992 -5.735 43.376 -1.403 2.100 -0.797 PA 2RW 20 2RW O1A O1A O 0 1 N N N -4.749 -5.399 44.834 -1.126 1.798 -2.354 O1A 2RW 21 2RW O2A O2A O 0 1 N N N -4.829 -7.234 43.207 -1.768 3.524 -0.628 O2A 2RW 22 2RW O3A O3A O 0 1 N N N -6.469 -5.238 42.999 -2.610 1.171 -0.277 O3A 2RW 23 2RW PB PB P 0 1 N N N -7.701 -6.115 42.482 -4.208 1.200 -0.473 PB 2RW 24 2RW O1B O1B O 0 1 N N N -8.948 -5.260 42.574 -4.526 1.452 -1.897 O1B 2RW 25 2RW O2B O2B O 0 1 N N N -7.894 -7.332 43.362 -4.839 2.372 0.433 O2B 2RW 26 2RW O5D O5D O 0 1 N N N -7.450 -6.564 40.965 -4.829 -0.217 -0.027 O5D 2RW 27 2RW C5D C5D C 0 1 N N N -6.523 -7.608 40.695 -6.212 -0.543 -0.181 C5D 2RW 28 2RW O4D O4D O 0 1 N N N -7.415 -8.104 38.495 -6.255 -2.012 1.770 O4D 2RW 29 2RW C1D C1D C 0 1 N N N -7.578 -7.145 37.357 -6.971 -3.185 2.215 C1D 2RW 30 2RW C2D C2D C 0 1 N N N -6.697 -5.910 37.768 -8.286 -3.176 1.404 C2D 2RW 31 2RW O3D O3D O 0 1 N N N -4.521 -6.860 37.838 -8.098 -3.148 -1.033 O3D 2RW 32 2RW C3D C3D C 0 1 N N S -5.671 -6.531 38.641 -7.944 -2.351 0.143 C3D 2RW 33 2RW C4D C4D C 0 1 N N R -6.226 -7.767 39.196 -6.463 -1.959 0.342 C4D 2RW 34 2RW H1 H1 H 0 1 N N N -4.529 -0.096 42.897 8.372 -2.002 1.981 H1 2RW 35 2RW H2 H2 H 0 1 N N N -5.598 -1.205 47.051 7.907 -4.662 -1.694 H2 2RW 36 2RW H3 H3 H 0 1 N N N -5.284 -2.807 47.109 6.486 -4.174 -2.444 H3 2RW 37 2RW H4 H4 H 0 1 N N N -0.880 -5.062 45.208 3.076 -0.849 -1.626 H4 2RW 38 2RW H5 H5 H 0 1 N N N -0.137 -3.054 42.889 4.094 0.261 1.841 H5 2RW 39 2RW H6 H6 H 0 1 N N N -0.847 -5.675 43.869 4.754 1.839 -0.709 H6 2RW 40 2RW H7 H7 H 0 1 N N N 1.254 -4.648 44.043 6.220 2.877 0.865 H7 2RW 41 2RW H8 H8 H 0 1 N N N -1.086 -6.877 42.055 3.373 3.589 0.032 H8 2RW 42 2RW H9 H9 H 0 1 N N N 1.086 -6.459 41.257 4.609 3.878 2.079 H9 2RW 43 2RW H10 H10 H 0 1 N N N -1.732 -5.117 40.088 1.811 1.956 1.880 H10 2RW 44 2RW H11 H11 H 0 1 N N N -3.737 -5.894 40.596 0.964 3.566 0.134 H11 2RW 45 2RW H12 H12 H 0 1 N N N -2.953 -6.750 41.967 1.497 2.423 -1.122 H12 2RW 46 2RW H13 H13 H 0 1 N N N -4.550 -6.194 45.314 -0.881 0.881 -2.539 H13 2RW 47 2RW H14 H14 H 0 1 N N N -8.748 -7.292 43.775 -4.670 2.272 1.380 H14 2RW 48 2RW H15 H15 H 0 1 N N N -6.939 -8.554 41.073 -6.818 0.165 0.385 H15 2RW 49 2RW H16 H16 H 0 1 N N N -5.581 -7.386 41.218 -6.483 -0.492 -1.235 H16 2RW 50 2RW H17 H17 H 0 1 N N N -8.632 -6.852 37.241 -6.397 -4.086 1.997 H17 2RW 51 2RW H18 H18 H 0 1 N N N -7.215 -7.588 36.418 -7.183 -3.118 3.282 H18 2RW 52 2RW H19 H19 H 0 1 N N N -6.238 -5.437 36.887 -8.573 -4.191 1.130 H19 2RW 53 2RW H20 H20 H 0 1 N N N -7.289 -5.163 38.318 -9.082 -2.694 1.972 H20 2RW 54 2RW H21 H21 H 0 1 N N N -3.855 -7.259 38.386 -8.998 -3.471 -1.173 H21 2RW 55 2RW H22 H22 H 0 1 N N N -5.395 -5.839 39.450 -8.572 -1.462 0.087 H22 2RW 56 2RW H23 H23 H 0 1 N N N -5.488 -8.574 39.079 -5.811 -2.672 -0.163 H23 2RW 57 # 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 2RW C1D C2D SING N N 1 2RW C1D O4D SING N N 2 2RW C2D C3D SING N N 3 2RW O3D C3D SING N N 4 2RW O4D C4D SING N N 5 2RW C3D C4D SING N N 6 2RW C4D C5D SING N N 7 2RW C5D O5D SING N N 8 2RW "O3'" "C3'" SING N N 9 2RW O5D PB SING N N 10 2RW "C4'" "C5'" SING N N 11 2RW "C4'" "O4'" SING N N 12 2RW "C4'" "C3'" SING N N 13 2RW "C5'" "O5'" SING N N 14 2RW "O4'" "C1'" SING N N 15 2RW "C3'" "C2'" SING N N 16 2RW "O5'" PA SING N N 17 2RW PB O1B DOUB N N 18 2RW PB O3A SING N N 19 2RW PB O2B SING N N 20 2RW "C1'" "C2'" SING N N 21 2RW "C1'" N9 SING N N 22 2RW O3A PA SING N N 23 2RW "C2'" "O2'" SING N N 24 2RW N3 C2 DOUB Y N 25 2RW N3 C4 SING Y N 26 2RW O2A PA DOUB N N 27 2RW PA O1A SING N N 28 2RW C2 N1 SING Y N 29 2RW C4 N9 SING Y N 30 2RW C4 C5 DOUB Y N 31 2RW N9 C8 SING Y N 32 2RW N1 C6 DOUB Y N 33 2RW C8 N7 DOUB Y N 34 2RW C5 C6 SING Y N 35 2RW C5 N7 SING Y N 36 2RW C6 N6 SING N N 37 2RW C2 H1 SING N N 38 2RW N6 H2 SING N N 39 2RW N6 H3 SING N N 40 2RW C8 H4 SING N N 41 2RW "C1'" H5 SING N N 42 2RW "C2'" H6 SING N N 43 2RW "O2'" H7 SING N N 44 2RW "C3'" H8 SING N N 45 2RW "O3'" H9 SING N N 46 2RW "C4'" H10 SING N N 47 2RW "C5'" H11 SING N N 48 2RW "C5'" H12 SING N N 49 2RW O1A H13 SING N N 50 2RW O2B H14 SING N N 51 2RW C5D H15 SING N N 52 2RW C5D H16 SING N N 53 2RW C1D H17 SING N N 54 2RW C1D H18 SING N N 55 2RW C2D H19 SING N N 56 2RW C2D H20 SING N N 57 2RW O3D H21 SING N N 58 2RW C3D H22 SING N N 59 2RW C4D H23 SING N N 60 # 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 2RW SMILES ACDLabs 12.01 "O=P(OCC1OCCC1O)(O)OP(=O)(O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4O" 2RW InChI InChI 1.03 "InChI=1S/C15H23N5O12P2/c16-13-10-14(18-5-17-13)20(6-19-10)15-12(23)11(22)9(31-15)4-30-34(26,27)32-33(24,25)29-3-8-7(21)1-2-28-8/h5-9,11-12,15,21-23H,1-4H2,(H,24,25)(H,26,27)(H2,16,17,18)/t7-,8+,9+,11+,12+,15+/m0/s1" 2RW InChIKey InChI 1.03 ZJGNPGFGXQKXSY-IBCGMDAMSA-N 2RW SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]4OCC[C@@H]4O)[C@@H](O)[C@H]3O" 2RW SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4OCC[CH]4O)[CH](O)[CH]3O" 2RW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H](CCO4)O)O)O)N" 2RW SMILES "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(CCO4)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 2RW "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S)-3-hydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" 2RW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3S)-3-oxidanyloxolan-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 2RW "Create component" 2014-01-14 RCSB 2RW "Initial release" 2014-04-30 RCSB #