data_574 # _chem_comp.id 574 _chem_comp.name "[(3aS,4R,6R,6aR)-2-{2-[(1S)-2-amino-1-hydroxyethyl]phenyl}-6-(6-amino-9H-purin-9-yl)tetrahydrofuro[3,4-d][1,3,2]dioxaborol-4-yl]methyl dihydrogen phosphite" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C18 H22 B N6 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-21 _chem_comp.pdbx_modified_date 2013-04-12 _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 492.187 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 574 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3ZJT _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 574 B B B 0 1 N N N 28.600 27.391 32.380 0.998 2.203 0.244 B 574 1 574 P P P 0 1 N N N 21.626 27.084 31.914 -6.064 0.626 0.061 P 574 2 574 N1 N1 N 0 1 Y N N 24.247 33.792 28.473 3.137 -4.726 0.776 N1 574 3 574 O1 O1 O 0 1 N N N 29.889 27.689 33.199 5.194 1.538 0.750 O1 574 4 574 C2 C2 C 0 1 Y N N 24.662 32.665 27.865 3.084 -3.585 1.438 C2 574 5 574 N3 N3 N 0 1 Y N N 25.126 31.645 28.596 2.111 -2.714 1.268 N3 574 6 574 C4 C4 C 0 1 Y N N 25.179 31.711 29.945 1.127 -2.956 0.408 C4 574 7 574 C5 C5 C 0 1 Y N N 24.751 32.861 30.592 1.138 -4.158 -0.321 C5 574 8 574 C6 C6 C 0 1 Y N N 24.262 33.909 29.830 2.198 -5.055 -0.105 C6 574 9 574 N6 N6 N 0 1 N N N 23.826 35.043 30.434 2.262 -6.253 -0.794 N6 574 10 574 N7 N7 N 0 1 Y N N 24.934 32.694 31.910 0.039 -4.154 -1.113 N7 574 11 574 C8 C8 C 0 1 Y N N 25.437 31.454 32.075 -0.629 -3.054 -0.922 C8 574 12 574 N9 N9 N 0 1 Y N N 25.567 30.840 30.877 0.002 -2.282 0.008 N9 574 13 574 "C1'" "C1'" C 0 1 N N R 26.262 29.540 30.646 -0.442 -0.972 0.492 "C1'" 574 14 574 C10 C10 C 0 1 N N S 30.955 26.768 32.929 3.867 1.572 0.221 C10 574 15 574 C11 C11 C 0 1 Y N N 30.294 25.747 32.075 3.432 3.005 0.048 C11 574 16 574 C12 C12 C 0 1 Y N N 28.996 26.085 31.764 2.076 3.329 0.056 C12 574 17 574 C13 C13 C 0 1 Y N N 30.863 24.566 31.585 4.375 3.999 -0.113 C13 574 18 574 C14 C14 C 0 1 Y N N 30.088 23.721 30.791 3.977 5.314 -0.272 C14 574 19 574 C15 C15 C 0 1 Y N N 28.771 24.059 30.480 2.633 5.641 -0.270 C15 574 20 574 C16 C16 C 0 1 Y N N 28.212 25.251 30.975 1.681 4.656 -0.105 C16 574 21 574 C17 C17 C 0 1 N N N 31.955 27.583 32.086 3.841 0.864 -1.135 C17 574 22 574 N18 N18 N 0 1 N N N 31.300 28.219 30.948 4.148 -0.561 -0.950 N18 574 23 574 O1P O1P O 0 1 N N N 21.410 27.562 33.326 -6.366 -0.216 -1.277 O1P 574 24 574 "C2'" "C2'" C 0 1 N N R 27.242 29.322 31.812 0.193 0.155 -0.351 "C2'" 574 25 574 "O2'" "O2'" O 0 1 N N N 28.383 28.541 31.448 1.223 0.798 0.426 "O2'" 574 26 574 O2P O2P O 0 1 N Y N 21.212 25.714 31.468 -6.996 0.086 1.257 O2P 574 27 574 "C3'" "C3'" C 0 1 N N S 26.480 28.465 32.802 -0.936 1.222 -0.458 "C3'" 574 28 574 "O3'" "O3'" O 0 1 N N N 27.373 27.465 33.266 -0.428 2.354 0.277 "O3'" 574 29 574 "C4'" "C4'" C 0 1 N N R 25.437 27.793 31.939 -2.107 0.602 0.334 "C4'" 574 30 574 "O4'" "O4'" O 0 1 N N N 25.414 28.433 30.668 -1.867 -0.821 0.301 "O4'" 574 31 574 "C5'" "C5'" C 0 1 N N N 24.045 27.911 32.516 -3.440 0.933 -0.341 "C5'" 574 32 574 "O5'" "O5'" O 0 1 N N N 23.195 27.289 31.573 -4.516 0.451 0.467 "O5'" 574 33 574 HO1 HO1 H 0 1 N N N 30.211 28.394 33.748 5.852 1.970 0.190 HO1 574 34 574 H2 H2 H 0 1 N N N 24.620 32.584 26.789 3.868 -3.357 2.144 H2 574 35 574 HN6 HN6 H 0 1 N N N 23.526 35.697 29.739 2.999 -6.865 -0.636 HN6 574 36 574 HN6A HN6A H 0 0 N N N 23.060 34.825 31.039 1.570 -6.482 -1.435 HN6A 574 37 574 H8 H8 H 0 1 N N N 25.698 31.015 33.026 -1.548 -2.791 -1.425 H8 574 38 574 "H1'" "H1'" H 0 1 N N N 26.829 29.586 29.704 -0.186 -0.851 1.544 "H1'" 574 39 574 H10 H10 H 0 1 N N N 31.419 26.343 33.831 3.188 1.067 0.908 H10 574 40 574 H13 H13 H 0 1 N N N 31.887 24.313 31.818 5.426 3.749 -0.115 H13 574 41 574 H14 H14 H 0 1 N N N 30.510 22.800 30.415 4.719 6.089 -0.397 H14 574 42 574 H15 H15 H 0 1 N N N 28.179 23.404 29.858 2.328 6.670 -0.394 H15 574 43 574 H16 H16 H 0 1 N N N 27.190 25.514 30.746 0.632 4.911 -0.104 H16 574 44 574 H17 H17 H 0 1 N N N 32.406 28.361 32.720 2.851 0.967 -1.580 H17 574 45 574 H17A H17A H 0 0 N N N 32.742 26.910 31.715 4.583 1.313 -1.794 H17A 574 46 574 HN18 HN18 H 0 0 N N N 31.974 28.739 30.423 4.137 -1.051 -1.831 HN18 574 47 574 HN1A HN1A H 0 0 N N N 30.891 27.518 30.364 5.033 -0.681 -0.480 HN1A 574 48 574 HO1P HO1P H 0 0 N N N 21.736 28.450 33.414 -6.199 -1.165 -1.191 HO1P 574 49 574 "H2'" "H2'" H 0 1 N N N 27.525 30.284 32.263 0.544 -0.191 -1.323 "H2'" 574 50 574 HO2P HO2P H 0 0 N N N 20.292 25.582 31.663 -7.944 0.160 1.081 HO2P 574 51 574 "H3'" "H3'" H 0 1 N N N 26.029 29.064 33.607 -1.193 1.467 -1.488 "H3'" 574 52 574 "H4'" "H4'" H 0 1 N N N 25.692 26.729 31.827 -2.104 0.965 1.362 "H4'" 574 53 574 "H5'" "H5'" H 0 1 N N N 23.985 27.396 33.486 -3.529 2.013 -0.459 "H5'" 574 54 574 "H5'A" "H5'A" H 0 0 N N N 23.770 28.968 32.644 -3.479 0.456 -1.320 "H5'A" 574 55 574 O3P O3P O 0 1 N N N ? ? ? -6.352 2.057 -0.181 O3P 574 56 # 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 574 "O2'" B SING N N 1 574 C12 B SING N N 2 574 B "O3'" SING N N 3 574 O2P P SING N N 4 574 "O5'" P SING N N 5 574 P O1P SING N N 6 574 C2 N1 DOUB Y N 7 574 N1 C6 SING Y N 8 574 C10 O1 SING N N 9 574 O1 HO1 SING N N 10 574 C2 N3 SING Y N 11 574 C2 H2 SING N N 12 574 N3 C4 DOUB Y N 13 574 C4 C5 SING Y N 14 574 C4 N9 SING Y N 15 574 C6 C5 DOUB Y N 16 574 C5 N7 SING Y N 17 574 C6 N6 SING N N 18 574 N6 HN6 SING N N 19 574 N6 HN6A SING N N 20 574 N7 C8 DOUB Y N 21 574 N9 C8 SING Y N 22 574 C8 H8 SING N N 23 574 "C1'" N9 SING N N 24 574 "C1'" "O4'" SING N N 25 574 "C1'" "C2'" SING N N 26 574 "C1'" "H1'" SING N N 27 574 C11 C10 SING N N 28 574 C17 C10 SING N N 29 574 C10 H10 SING N N 30 574 C13 C11 DOUB Y N 31 574 C12 C11 SING Y N 32 574 C16 C12 DOUB Y N 33 574 C14 C13 SING Y N 34 574 C13 H13 SING N N 35 574 C15 C14 DOUB Y N 36 574 C14 H14 SING N N 37 574 C15 C16 SING Y N 38 574 C15 H15 SING N N 39 574 C16 H16 SING N N 40 574 N18 C17 SING N N 41 574 C17 H17 SING N N 42 574 C17 H17A SING N N 43 574 N18 HN18 SING N N 44 574 N18 HN1A SING N N 45 574 O1P HO1P SING N N 46 574 "O2'" "C2'" SING N N 47 574 "C2'" "C3'" SING N N 48 574 "C2'" "H2'" SING N N 49 574 O2P HO2P SING N N 50 574 "C4'" "C3'" SING N N 51 574 "C3'" "O3'" SING N N 52 574 "C3'" "H3'" SING N N 53 574 "O4'" "C4'" SING N N 54 574 "C4'" "C5'" SING N N 55 574 "C4'" "H4'" SING N N 56 574 "O5'" "C5'" SING N N 57 574 "C5'" "H5'" SING N N 58 574 "C5'" "H5'A" SING N N 59 574 P O3P DOUB 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 574 SMILES ACDLabs 12.01 "O1B(OC4C1C(OC4n2c3ncnc(N)c3nc2)COP(O)O)c5ccccc5C(O)CN" 574 InChI InChI 1.03 "InChI=1S/C18H22BN6O7P/c20-5-11(26)9-3-1-2-4-10(9)19-31-14-12(6-29-33(27)28)30-18(15(14)32-19)25-8-24-13-16(21)22-7-23-17(13)25/h1-4,7-8,11-12,14-15,18,26-28H,5-6,20H2,(H2,21,22,23)/t11-,12-,14-,15-,18-/m1/s1" 574 InChIKey InChI 1.03 ZBTZRXPTMKSTOB-AJKMGBEJSA-N 574 SMILES_CANONICAL CACTVS 3.370 "NC[C@@H](O)c1ccccc1B2O[C@@H]3[C@@H](CO[P](O)(O)=O)O[C@H]([C@@H]3O2)n4cnc5c(N)ncnc45" 574 SMILES CACTVS 3.370 "NC[CH](O)c1ccccc1B2O[CH]3[CH](CO[P](O)(O)=O)O[CH]([CH]3O2)n4cnc5c(N)ncnc45" 574 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "B1(O[C@@H]2[C@H](O[C@H]([C@@H]2O1)n3cnc4c3ncnc4N)COP(=O)(O)O)c5ccccc5[C@@H](CN)O" 574 SMILES "OpenEye OEToolkits" 1.7.6 "B1(OC2C(OC(C2O1)n3cnc4c3ncnc4N)COP(=O)(O)O)c5ccccc5C(CN)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 574 "SYSTEMATIC NAME" ACDLabs 12.01 "[(3aS,4R,6R,6aR)-2-{2-[(1S)-2-amino-1-hydroxyethyl]phenyl}-6-(6-amino-9H-purin-9-yl)tetrahydrofuro[3,4-d][1,3,2]dioxaborol-4-yl]methyl dihydrogen phosphite" 574 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3aR,4R,6R,6aS)-4-(6-aminopurin-9-yl)-2-[2-[(1S)-2-azanyl-1-oxidanyl-ethyl]phenyl]-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaborol-6-yl]methyl dihydrogen 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 574 "Create component" 2013-01-21 EBI 574 "Initial release" 2013-04-17 RCSB #