data_5AQ # _chem_comp.id 5AQ _chem_comp.name "8-({2-oxo-2-[(2-phenylethyl)amino]ethyl}sulfanyl)adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N6 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-31 _chem_comp.pdbx_modified_date 2016-09-09 _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 460.507 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5AQ _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 5DHP _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 5AQ C2 C1 C 0 1 Y N N 13.909 -19.318 -44.909 5.759 2.863 -0.221 C2 5AQ 1 5AQ C4 C2 C 0 1 Y N N 11.716 -18.805 -44.820 3.960 1.433 -0.174 C4 5AQ 2 5AQ C5 C3 C 0 1 Y N N 11.707 -18.316 -46.097 3.096 2.539 -0.148 C5 5AQ 3 5AQ C6 C4 C 0 1 Y N N 12.869 -18.327 -46.802 3.662 3.825 -0.172 C6 5AQ 4 5AQ N9 N1 N 0 1 Y N N 10.521 -18.695 -44.359 3.156 0.317 -0.154 N9 5AQ 5 5AQ CBA C5 C 0 1 Y N N 8.473 -20.638 -47.456 -7.753 0.402 -1.050 CBA 5AQ 6 5AQ CBB C6 C 0 1 Y N N 9.236 -21.319 -46.535 -8.984 -0.225 -1.017 CBB 5AQ 7 5AQ CBC C7 C 0 1 Y N N 10.542 -21.614 -46.837 -9.564 -0.546 0.196 CBC 5AQ 8 5AQ CBD C8 C 0 1 Y N N 11.067 -21.224 -48.056 -8.913 -0.239 1.376 CBD 5AQ 9 5AQ CBE C9 C 0 1 Y N N 10.300 -20.543 -48.967 -7.681 0.388 1.343 CBE 5AQ 10 5AQ CAZ C10 C 0 1 Y N N 8.999 -20.232 -48.663 -7.099 0.704 0.130 CAZ 5AQ 11 5AQ CAY C11 C 0 1 N N N 8.115 -19.499 -49.677 -5.756 1.388 0.094 CAY 5AQ 12 5AQ CAX C12 C 0 1 N N N 8.363 -18.012 -49.818 -4.648 0.334 0.062 CAX 5AQ 13 5AQ NAW N2 N 0 1 N N N 8.533 -17.449 -48.500 -3.343 0.999 0.027 NAW 5AQ 14 5AQ CAV C13 C 0 1 N N N 7.517 -17.087 -47.778 -2.213 0.265 -0.006 CAV 5AQ 15 5AQ OBF O1 O 0 1 N N N 6.380 -17.152 -48.186 -2.276 -0.947 -0.006 OBF 5AQ 16 5AQ CAU C14 C 0 1 N N N 7.869 -16.533 -46.410 -0.871 0.949 -0.042 CAU 5AQ 17 5AQ SAT S1 S 0 1 N N N 8.149 -17.806 -45.140 0.441 -0.298 -0.080 SAT 5AQ 18 5AQ C8 C15 C 0 1 Y N N 9.785 -18.143 -45.296 1.858 0.749 -0.118 C8 5AQ 19 5AQ N7 N3 N 0 1 Y N N 10.494 -17.912 -46.368 1.827 2.059 -0.114 N7 5AQ 20 5AQ N6 N4 N 0 1 N N N 12.946 -17.869 -48.013 2.858 4.953 -0.153 N6 5AQ 21 5AQ N1 N5 N 0 1 Y N N 13.964 -18.828 -46.192 4.986 3.933 -0.203 N1 5AQ 22 5AQ N3 N6 N 0 1 Y N N 12.795 -19.298 -44.253 5.272 1.640 -0.210 N3 5AQ 23 5AQ "C1'" C16 C 0 1 N N R 10.166 -19.127 -43.042 3.606 -1.077 -0.170 "C1'" 5AQ 24 5AQ "O4'" O2 O 0 1 N N N 9.121 -20.076 -43.132 2.740 -1.881 -1.000 "O4'" 5AQ 25 5AQ "C4'" C17 C 0 1 N N R 8.464 -20.022 -41.915 2.907 -3.246 -0.581 "C4'" 5AQ 26 5AQ "C5'" C18 C 0 1 N N N 7.079 -20.488 -42.223 1.581 -3.998 -0.717 "C5'" 5AQ 27 5AQ "O5'" O3 O 0 1 N N N 6.894 -21.806 -41.776 1.233 -4.102 -2.099 "O5'" 5AQ 28 5AQ "C3'" C19 C 0 1 N N S 8.330 -18.528 -41.662 3.345 -3.221 0.896 "C3'" 5AQ 29 5AQ "O3'" O4 O 0 1 N N N 8.173 -18.248 -40.294 4.613 -3.863 1.052 "O3'" 5AQ 30 5AQ "C2'" C20 C 0 1 N N R 9.642 -17.986 -42.195 3.455 -1.715 1.234 "C2'" 5AQ 31 5AQ "O2'" O5 O 0 1 N N N 10.519 -17.839 -41.151 4.608 -1.455 2.038 "O2'" 5AQ 32 5AQ H1 H1 H 0 1 N N N 14.799 -19.721 -44.448 6.831 2.996 -0.250 H1 5AQ 33 5AQ H2 H2 H 0 1 N N N 7.441 -20.417 -47.228 -7.299 0.653 -1.998 H2 5AQ 34 5AQ H3 H3 H 0 1 N N N 8.813 -21.617 -45.587 -9.493 -0.465 -1.939 H3 5AQ 35 5AQ H4 H4 H 0 1 N N N 11.156 -22.148 -46.127 -10.526 -1.036 0.222 H4 5AQ 36 5AQ H5 H5 H 0 1 N N N 12.094 -21.459 -48.294 -9.366 -0.489 2.324 H5 5AQ 37 5AQ H6 H6 H 0 1 N N N 10.719 -20.253 -49.919 -7.170 0.623 2.265 H6 5AQ 38 5AQ H7 H7 H 0 1 N N N 7.067 -19.639 -49.373 -5.690 2.012 -0.797 H7 5AQ 39 5AQ H8 H8 H 0 1 N N N 8.276 -19.962 -50.662 -5.641 2.009 0.982 H8 5AQ 40 5AQ H9 H9 H 0 1 N N N 9.272 -17.842 -50.414 -4.713 -0.290 0.953 H9 5AQ 41 5AQ H10 H10 H 0 1 N N N 7.504 -17.538 -50.316 -4.763 -0.287 -0.827 H10 5AQ 42 5AQ H11 H11 H 0 1 N N N 9.457 -17.335 -48.134 -3.292 1.967 0.027 H11 5AQ 43 5AQ H12 H12 H 0 1 N N N 8.786 -15.934 -46.506 -0.805 1.573 -0.933 H12 5AQ 44 5AQ H13 H13 H 0 1 N N N 7.043 -15.888 -46.076 -0.755 1.570 0.846 H13 5AQ 45 5AQ H14 H14 H 0 1 N N N 13.884 -17.962 -48.346 3.261 5.836 -0.162 H14 5AQ 46 5AQ H15 H15 H 0 1 N N N 12.329 -18.388 -48.605 1.893 4.861 -0.131 H15 5AQ 47 5AQ H16 H16 H 0 1 N N N 11.040 -19.569 -42.542 4.639 -1.142 -0.513 H16 5AQ 48 5AQ H17 H17 H 0 1 N N N 8.942 -20.565 -41.086 3.673 -3.729 -1.187 H17 5AQ 49 5AQ H18 H18 H 0 1 N N N 6.355 -19.830 -41.720 1.684 -4.996 -0.292 H18 5AQ 50 5AQ H19 H19 H 0 1 N N N 6.917 -20.448 -43.310 0.799 -3.455 -0.186 H19 5AQ 51 5AQ H20 H20 H 0 1 N N N 6.010 -22.088 -41.979 0.401 -4.568 -2.261 H20 5AQ 52 5AQ H21 H21 H 0 1 N N N 7.494 -18.125 -42.253 2.596 -3.702 1.525 H21 5AQ 53 5AQ H22 H22 H 0 1 N N N 7.344 -18.600 -39.991 4.616 -4.796 0.798 H22 5AQ 54 5AQ H23 H23 H 0 1 N N N 9.493 -17.072 -42.789 2.550 -1.360 1.728 H23 5AQ 55 5AQ H24 H24 H 0 1 N N N 10.228 -17.130 -40.590 4.561 -1.834 2.927 H24 5AQ 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 5AQ CAX CAY SING N N 1 5AQ CAX NAW SING N N 2 5AQ CAY CAZ SING N N 3 5AQ CBE CAZ DOUB Y N 4 5AQ CBE CBD SING Y N 5 5AQ CAZ CBA SING Y N 6 5AQ NAW CAV SING N N 7 5AQ OBF CAV DOUB N N 8 5AQ CBD CBC DOUB Y N 9 5AQ N6 C6 SING N N 10 5AQ CAV CAU SING N N 11 5AQ CBA CBB DOUB Y N 12 5AQ CBC CBB SING Y N 13 5AQ C6 N1 DOUB Y N 14 5AQ C6 C5 SING Y N 15 5AQ CAU SAT SING N N 16 5AQ N7 C5 SING Y N 17 5AQ N7 C8 DOUB Y N 18 5AQ N1 C2 SING Y N 19 5AQ C5 C4 DOUB Y N 20 5AQ C8 SAT SING N N 21 5AQ C8 N9 SING Y N 22 5AQ C2 N3 DOUB Y N 23 5AQ C4 N9 SING Y N 24 5AQ C4 N3 SING Y N 25 5AQ N9 "C1'" SING N N 26 5AQ "O4'" "C1'" SING N N 27 5AQ "O4'" "C4'" SING N N 28 5AQ "C1'" "C2'" SING N N 29 5AQ "C5'" "C4'" SING N N 30 5AQ "C5'" "O5'" SING N N 31 5AQ "C2'" "C3'" SING N N 32 5AQ "C2'" "O2'" SING N N 33 5AQ "C4'" "C3'" SING N N 34 5AQ "C3'" "O3'" SING N N 35 5AQ C2 H1 SING N N 36 5AQ CBA H2 SING N N 37 5AQ CBB H3 SING N N 38 5AQ CBC H4 SING N N 39 5AQ CBD H5 SING N N 40 5AQ CBE H6 SING N N 41 5AQ CAY H7 SING N N 42 5AQ CAY H8 SING N N 43 5AQ CAX H9 SING N N 44 5AQ CAX H10 SING N N 45 5AQ NAW H11 SING N N 46 5AQ CAU H12 SING N N 47 5AQ CAU H13 SING N N 48 5AQ N6 H14 SING N N 49 5AQ N6 H15 SING N N 50 5AQ "C1'" H16 SING N N 51 5AQ "C4'" H17 SING N N 52 5AQ "C5'" H18 SING N N 53 5AQ "C5'" H19 SING N N 54 5AQ "O5'" H20 SING N N 55 5AQ "C3'" H21 SING N N 56 5AQ "O3'" H22 SING N N 57 5AQ "C2'" H23 SING N N 58 5AQ "O2'" H24 SING N N 59 # 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 5AQ SMILES ACDLabs 12.01 "c4nc3n(C1C(C(C(O1)CO)O)O)c(SCC(NCCc2ccccc2)=O)nc3c(n4)N" 5AQ InChI InChI 1.03 "InChI=1S/C20H24N6O5S/c21-17-14-18(24-10-23-17)26(19-16(30)15(29)12(8-27)31-19)20(25-14)32-9-13(28)22-7-6-11-4-2-1-3-5-11/h1-5,10,12,15-16,19,27,29-30H,6-9H2,(H,22,28)(H2,21,23,24)/t12-,15-,16-,19-/m1/s1" 5AQ InChIKey InChI 1.03 WAETXEWYOOCYCX-BGIGGGFGSA-N 5AQ SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c(SCC(=O)NCCc4ccccc4)nc12" 5AQ SMILES CACTVS 3.385 "Nc1ncnc2n([CH]3O[CH](CO)[CH](O)[CH]3O)c(SCC(=O)NCCc4ccccc4)nc12" 5AQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCNC(=O)CSc2nc3c(ncnc3n2[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)N" 5AQ SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCNC(=O)CSc2nc3c(ncnc3n2C4C(C(C(O4)CO)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 5AQ "SYSTEMATIC NAME" ACDLabs 12.01 "8-({2-oxo-2-[(2-phenylethyl)amino]ethyl}sulfanyl)adenosine" 5AQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[6-azanyl-9-[(2R,3R,4S,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]purin-8-yl]sulfanyl-N-(2-phenylethyl)ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5AQ "Create component" 2015-08-31 EBI 5AQ "Initial release" 2016-09-14 RCSB #