data_AAD # _chem_comp.id AAD _chem_comp.name "(2-AMINOOXY-ETHYL)-[5-(6-AMINO-PURIN-9-YL)-3,4-DIHYDROXY-TETRAHYDRO-FURAN-2-YLMETHYL]-METHYL-SULFONIUM" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H21 N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;5'-[[2-(AMINOOXY)ETHYL]METHYLSULFONIO]-5'-DEOXY-ADENOSINE; [2-(AMINO-OXY)ETHYL](5'-DEOXYADENOSIN-5'-YL)(METHYL)SULFONIUM ; _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2002-07-09 _chem_comp.pdbx_modified_date 2020-06-17 _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 357.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AAD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1M4N _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 AAD "C4'" C4* C 0 1 N N S 19.806 2.564 26.510 -0.341 2.678 -0.368 "C4'" AAD 1 AAD "O4'" O4* O 0 1 N N N 18.470 2.147 26.964 -1.426 2.441 0.555 "O4'" AAD 2 AAD "C3'" C3* C 0 1 N N S 20.157 3.802 27.366 0.868 1.960 0.222 "C3'" AAD 3 AAD "O3'" O3* O 0 1 N N N 19.990 5.020 26.690 1.456 2.721 1.272 "O3'" AAD 4 AAD "C2'" C2* C 0 1 N N R 19.277 3.668 28.644 0.205 0.724 0.798 "C2'" AAD 5 AAD "O2'" O2* O 0 1 N N N 19.105 4.730 29.487 0.983 0.089 1.793 "O2'" AAD 6 AAD "C1'" C1* C 0 1 N N R 18.039 3.050 28.047 -1.085 1.300 1.371 "C1'" AAD 7 AAD N9 N9 N 0 1 Y N N 17.314 2.121 28.923 -2.202 0.359 1.377 N9 AAD 8 AAD C8 C8 C 0 1 Y N N 16.012 2.346 29.312 -2.572 -0.449 2.421 C8 AAD 9 AAD N7 N7 N 0 1 Y N N 15.609 1.450 30.131 -3.620 -1.191 2.128 N7 AAD 10 AAD C5 C5 C 0 1 Y N N 16.685 0.586 30.294 -3.944 -0.850 0.839 C5 AAD 11 AAD C6 C6 C 0 1 Y N N 16.818 -0.617 31.109 -4.947 -1.284 -0.022 C6 AAD 12 AAD N6 N6 N 0 1 N N N 15.820 -1.046 31.857 -5.873 -2.258 0.388 N6 AAD 13 AAD N1 N1 N 0 1 Y N N 18.022 -1.208 31.019 -5.021 -0.754 -1.267 N1 AAD 14 AAD C2 C2 C 0 1 Y N N 19.062 -0.769 30.251 -4.100 0.181 -1.605 C2 AAD 15 AAD N3 N3 N 0 1 Y N N 18.981 0.330 29.492 -3.087 0.680 -0.863 N3 AAD 16 AAD C4 C4 C 0 1 Y N N 17.773 0.952 29.561 -3.074 0.113 0.353 C4 AAD 17 AAD N2 N2 N 0 1 N N N ? ? ? -4.097 6.227 -4.676 N2 AAD 18 AAD O2 O2 O 0 1 N N N ? ? ? -3.450 5.326 -3.736 O2 AAD 19 AAD CB CB C 0 1 N N N ? ? ? -2.048 5.407 -3.965 CB AAD 20 AAD CG CG C 0 1 N N N ? ? ? -1.320 4.483 -3.007 CG AAD 21 AAD SD SD S 1 1 N N S ? ? ? -1.687 4.906 -1.289 SD AAD 22 AAD CE CE C 0 1 N N N ? ? ? -1.067 6.602 -1.356 CE AAD 23 AAD "C5'" C5* C 0 1 N N N ? ? ? -0.185 4.173 -0.578 "C5'" AAD 24 AAD HC4 HC4 H 0 1 N N N 20.845 2.206 26.458 -0.631 2.210 -1.316 HC4 AAD 25 AAD HC3 HC3 H 0 1 N N N 21.227 3.824 27.619 1.646 1.736 -0.513 HC3 AAD 26 AAD HO3 HO3 H 0 1 N N N 19.952 5.730 27.320 2.023 3.385 0.849 HO3 AAD 27 AAD HC2 HC2 H 0 1 N N N 19.776 3.077 29.427 -0.007 0.000 0.002 HC2 AAD 28 AAD HO2 HO2 H 0 1 N N N 19.065 4.420 30.384 1.802 0.606 1.893 HO2 AAD 29 AAD HC1 HC1 H 0 1 N N N 17.403 3.907 27.782 -0.977 1.630 2.409 HC1 AAD 30 AAD HC8 HC8 H 0 1 N N N 15.408 3.173 28.969 -2.042 -0.451 3.364 HC8 AAD 31 AAD HN61 1HN6 H 0 0 N N N 16.133 -1.155 32.801 -6.044 -2.395 1.366 HN61 AAD 32 AAD HN62 2HN6 H 0 0 N N N 15.073 -0.382 31.828 -6.281 -2.868 -0.295 HN62 AAD 33 AAD HC2A HC2A H 0 0 N N N 19.985 -1.330 30.256 -4.189 0.583 -2.608 HC2A AAD 34 AAD HN21 1HN2 H 0 0 N N N ? ? ? -4.649 6.797 -4.036 HN21 AAD 35 AAD HN22 2HN2 H 0 0 N N N ? ? ? -4.748 5.587 -5.129 HN22 AAD 36 AAD HCB1 1HCB H 0 0 N N N ? ? ? -1.742 6.443 -3.784 HCB1 AAD 37 AAD HCB2 2HCB H 0 0 N N N ? ? ? -1.845 5.158 -5.011 HCB2 AAD 38 AAD HCG1 1HCG H 0 0 N N N ? ? ? -1.642 3.448 -3.153 HCG1 AAD 39 AAD HCG2 2HCG H 0 0 N N N ? ? ? -0.235 4.547 -3.134 HCG2 AAD 40 AAD HCE1 1HCE H 0 0 N N N ? ? ? -0.468 6.802 -0.465 HCE1 AAD 41 AAD HCE2 2HCE H 0 0 N N N ? ? ? -1.915 7.290 -1.395 HCE2 AAD 42 AAD HCE3 3HCE H 0 0 N N N ? ? ? -0.452 6.721 -2.250 HCE3 AAD 43 AAD HC51 1HC5 H 0 0 N N N ? ? ? 0.642 4.379 -1.262 HC51 AAD 44 AAD HC52 2HC5 H 0 0 N N N ? ? ? 0.013 4.675 0.373 HC52 AAD 45 # # 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 AAD "C4'" "O4'" SING N N 1 AAD "C4'" "C3'" SING N N 2 AAD "C4'" "C5'" SING N N 3 AAD "C4'" HC4 SING N N 4 AAD "O4'" "C1'" SING N N 5 AAD "C3'" "O3'" SING N N 6 AAD "C3'" "C2'" SING N N 7 AAD "C3'" HC3 SING N N 8 AAD "O3'" HO3 SING N N 9 AAD "C2'" "O2'" SING N N 10 AAD "C2'" "C1'" SING N N 11 AAD "C2'" HC2 SING N N 12 AAD "O2'" HO2 SING N N 13 AAD "C1'" N9 SING N N 14 AAD "C1'" HC1 SING N N 15 AAD N9 C8 SING Y N 16 AAD N9 C4 SING Y N 17 AAD C8 N7 DOUB Y N 18 AAD C8 HC8 SING N N 19 AAD N7 C5 SING Y N 20 AAD C5 C6 DOUB Y N 21 AAD C5 C4 SING Y N 22 AAD C6 N6 SING N N 23 AAD C6 N1 SING Y N 24 AAD N6 HN61 SING N N 25 AAD N6 HN62 SING N N 26 AAD N1 C2 DOUB Y N 27 AAD C2 N3 SING Y N 28 AAD C2 HC2A SING N N 29 AAD N3 C4 DOUB Y N 30 AAD N2 O2 SING N N 31 AAD N2 HN21 SING N N 32 AAD N2 HN22 SING N N 33 AAD O2 CB SING N N 34 AAD CB CG SING N N 35 AAD CB HCB1 SING N N 36 AAD CB HCB2 SING N N 37 AAD CG SD SING N N 38 AAD CG HCG1 SING N N 39 AAD CG HCG2 SING N N 40 AAD SD CE SING N N 41 AAD SD "C5'" SING N N 42 AAD CE HCE1 SING N N 43 AAD CE HCE2 SING N N 44 AAD CE HCE3 SING N N 45 AAD "C5'" HC51 SING N N 46 AAD "C5'" HC52 SING N N 47 # # 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 AAD SMILES ACDLabs 10.04 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)C[S+](CCON)C)N" AAD SMILES_CANONICAL CACTVS 3.341 "C[S+](CCON)C[C@@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" AAD SMILES CACTVS 3.341 "C[S+](CCON)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" AAD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[S@@+](CCON)C[C@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" AAD SMILES "OpenEye OEToolkits" 1.5.0 "C[S+](CCON)CC1C(C(C(O1)n2cnc3c2ncnc3N)O)O" AAD InChI InChI 1.03 "InChI=1S/C13H21N6O4S/c1-24(3-2-22-15)4-7-9(20)10(21)13(23-7)19-6-18-8-11(14)16-5-17-12(8)19/h5-7,9-10,13,20-21H,2-4,15H2,1H3,(H2,14,16,17)/q+1/t7-,9+,10+,13+,24?/m0/s1" AAD InChIKey InChI 1.03 RMAOLICYOBWFLA-OCVRIJAPSA-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 AAD "SYSTEMATIC NAME" ACDLabs 10.04 "[2-(aminooxy)ethyl]{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}methylsulfonium (non-preferred name)" AAD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-aminooxyethyl-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl]-methyl-sulfanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AAD "Create component" 2002-07-09 RCSB AAD "Modify descriptor" 2011-06-04 RCSB AAD "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 AAD "5'-[[2-(AMINOOXY)ETHYL]METHYLSULFONIO]-5'-DEOXY-ADENOSINE" ? ? 2 AAD "[2-(AMINO-OXY)ETHYL](5'-DEOXYADENOSIN-5'-YL)(METHYL)SULFONIUM" ? ? ##