data_A7D # _chem_comp.id A7D _chem_comp.name "5'-S-[(3R)-3,4-dihydroxybutyl]-5'-thioadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 N5 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-19 _chem_comp.pdbx_modified_date 2011-06-04 _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 371.412 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A7D _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 3IOE _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 A7D N1 N1 N 0 1 Y N N 13.744 9.557 -5.312 -6.396 1.304 0.701 N1 A7D 1 A7D C2 C2 C 0 1 Y N N 12.757 9.208 -4.475 -5.956 0.185 1.245 C2 A7D 2 A7D N3 N3 N 0 1 Y N N 12.944 9.286 -3.157 -4.727 -0.252 1.067 N3 A7D 3 A7D C4 C4 C 0 1 Y N N 14.132 9.720 -2.643 -3.868 0.430 0.319 C4 A7D 4 A7D C5 C5 C 0 1 Y N N 15.175 10.086 -3.493 -4.287 1.629 -0.283 C5 A7D 5 A7D C6 C6 C 0 1 Y N N 14.951 9.991 -4.864 -5.609 2.054 -0.064 C6 A7D 6 A7D N6 N6 N 0 1 N N N 15.925 10.326 -5.713 -6.079 3.225 -0.631 N6 A7D 7 A7D N7 N7 N 0 1 Y N N 16.205 10.475 -2.744 -3.233 2.116 -0.980 N7 A7D 8 A7D C8 C8 C 0 1 Y N N 15.843 10.358 -1.463 -2.218 1.313 -0.848 C8 A7D 9 A7D N9 N9 N 0 1 Y N N 14.586 9.903 -1.400 -2.559 0.258 -0.055 N9 A7D 10 A7D OAB OAB O 0 1 N N N 14.864 9.898 9.521 8.948 1.517 0.184 OAB A7D 11 A7D OAC OAC O 0 1 N N N 16.363 7.870 7.421 6.468 1.501 -1.268 OAC A7D 12 A7D OAD OAD O 0 1 N N N 12.524 8.173 1.827 -0.364 -3.952 -0.371 OAD A7D 13 A7D OAE OAE O 0 1 N N N 14.512 7.226 -0.060 -2.723 -3.016 -0.162 OAE A7D 14 A7D CAH CAH C 0 1 N N N 14.663 8.506 9.175 7.673 1.469 0.827 CAH A7D 15 A7D CAI CAI C 0 1 N N N 14.751 9.262 5.317 4.385 -0.255 -0.189 CAI A7D 16 A7D CAJ CAJ C 0 1 N N N 14.437 9.394 6.828 5.343 0.581 0.663 CAJ A7D 17 A7D CAK CAK C 0 1 N N N 15.210 10.542 2.779 1.823 -1.446 -0.463 CAK A7D 18 A7D OAO OAO O 0 1 N N N 13.810 10.721 0.729 -0.301 -0.464 0.237 OAO A7D 19 A7D SAP SAP S 0 1 N N N 14.976 10.926 4.541 2.808 -0.446 0.686 SAP A7D 20 A7D CAT CAT C 0 1 N N R 14.938 8.206 7.674 6.674 0.742 -0.075 CAT A7D 21 A7D CAU CAU C 0 1 N N S 13.880 8.610 1.919 -0.402 -2.590 -0.802 CAU A7D 22 A7D CAV CAV C 0 1 N N R 14.589 8.524 0.562 -1.833 -2.022 -0.676 CAV A7D 23 A7D CAW CAW C 0 1 N N S 13.880 10.134 2.089 0.439 -1.700 0.140 CAW A7D 24 A7D CAX CAX C 0 1 N N R 13.825 9.621 -0.206 -1.688 -0.856 0.327 CAX A7D 25 A7D H2 H2 H 0 1 N N N 11.811 8.864 -4.868 -6.630 -0.394 1.860 H2 A7D 26 A7D HN6 HN6 H 0 1 N N N 15.606 10.201 -6.653 -6.993 3.508 -0.472 HN6 A7D 27 A7D HN6A HN6A H 0 0 N N N 16.176 11.283 -5.571 -5.494 3.764 -1.187 HN6A A7D 28 A7D H8 H8 H 0 1 N N N 16.466 10.593 -0.613 -1.248 1.461 -1.300 H8 A7D 29 A7D HOAB HOAB H 0 0 N N N 14.683 10.024 10.445 9.632 1.965 0.701 HOAB A7D 30 A7D HOAC HOAC H 0 0 N N N 16.488 7.694 6.496 6.118 2.389 -1.113 HOAC A7D 31 A7D HOAD HOAD H 0 0 N N N 12.112 8.237 2.680 -0.923 -4.545 -0.891 HOAD A7D 32 A7D HOAE HOAE H 0 0 N N N 14.970 7.245 -0.892 -2.805 -3.798 -0.725 HOAE A7D 33 A7D HAH HAH H 0 1 N N N 15.350 7.897 9.780 7.762 0.936 1.774 HAH A7D 34 A7D HAHA HAHA H 0 0 N N N 13.617 8.243 9.394 7.321 2.484 1.013 HAHA A7D 35 A7D HAI HAI H 0 1 N N N 15.677 8.681 5.193 4.214 0.247 -1.141 HAI A7D 36 A7D HAIA HAIA H 0 0 N N N 13.915 8.746 4.822 4.822 -1.237 -0.369 HAIA A7D 37 A7D HAJ HAJ H 0 1 N N N 14.926 10.307 7.199 4.906 1.563 0.843 HAJ A7D 38 A7D HAJA HAJA H 0 0 N N N 13.345 9.459 6.945 5.514 0.079 1.615 HAJA A7D 39 A7D HAK HAK H 0 1 N N N 15.608 11.435 2.275 1.716 -0.915 -1.408 HAK A7D 40 A7D HAKA HAKA H 0 0 N N N 15.921 9.707 2.693 2.324 -2.399 -0.636 HAKA A7D 41 A7D HAT HAT H 0 1 N N N 14.380 7.307 7.374 7.067 -0.241 -0.334 HAT A7D 42 A7D HAU HAU H 0 1 N N N 14.343 8.010 2.716 -0.047 -2.506 -1.829 HAU A7D 43 A7D HAV HAV H 0 1 N N N 15.679 8.667 0.610 -2.186 -1.657 -1.640 HAV A7D 44 A7D HAW HAW H 0 1 N N N 13.034 10.484 2.699 0.533 -2.165 1.121 HAW A7D 45 A7D HAX HAX H 0 1 N N N 12.803 9.373 -0.528 -1.923 -1.191 1.338 HAX A7D 46 # 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 A7D N1 C2 DOUB Y N 1 A7D N1 C6 SING Y N 2 A7D C2 N3 SING Y N 3 A7D N3 C4 DOUB Y N 4 A7D C4 C5 SING Y N 5 A7D C4 N9 SING Y N 6 A7D C5 C6 DOUB Y N 7 A7D C5 N7 SING Y N 8 A7D C6 N6 SING N N 9 A7D N7 C8 DOUB Y N 10 A7D C8 N9 SING Y N 11 A7D N9 CAX SING N N 12 A7D OAB CAH SING N N 13 A7D OAC CAT SING N N 14 A7D OAD CAU SING N N 15 A7D OAE CAV SING N N 16 A7D CAH CAT SING N N 17 A7D CAI CAJ SING N N 18 A7D CAI SAP SING N N 19 A7D CAJ CAT SING N N 20 A7D CAK SAP SING N N 21 A7D CAK CAW SING N N 22 A7D OAO CAW SING N N 23 A7D OAO CAX SING N N 24 A7D CAU CAV SING N N 25 A7D CAU CAW SING N N 26 A7D CAV CAX SING N N 27 A7D C2 H2 SING N N 28 A7D N6 HN6 SING N N 29 A7D N6 HN6A SING N N 30 A7D C8 H8 SING N N 31 A7D OAB HOAB SING N N 32 A7D OAC HOAC SING N N 33 A7D OAD HOAD SING N N 34 A7D OAE HOAE SING N N 35 A7D CAH HAH SING N N 36 A7D CAH HAHA SING N N 37 A7D CAI HAI SING N N 38 A7D CAI HAIA SING N N 39 A7D CAJ HAJ SING N N 40 A7D CAJ HAJA SING N N 41 A7D CAK HAK SING N N 42 A7D CAK HAKA SING N N 43 A7D CAT HAT SING N N 44 A7D CAU HAU SING N N 45 A7D CAV HAV SING N N 46 A7D CAW HAW SING N N 47 A7D CAX HAX SING N N 48 # 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 A7D SMILES ACDLabs 11.02 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CSCCC(O)CO)N" A7D SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCC[C@@H](O)CO)[C@@H](O)[C@H]3O" A7D SMILES CACTVS 3.352 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCC[CH](O)CO)[CH](O)[CH]3O" A7D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@H](CO)O)O)O)N" A7D SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CSCCC(CO)O)O)O)N" A7D InChI InChI 1.03 "InChI=1S/C14H21N5O5S/c15-12-9-13(17-5-16-12)19(6-18-9)14-11(23)10(22)8(24-14)4-25-2-1-7(21)3-20/h5-8,10-11,14,20-23H,1-4H2,(H2,15,16,17)/t7-,8-,10-,11-,14-/m1/s1" A7D InChIKey InChI 1.03 QSBLNOGMFRGVGL-BAYCTPFLSA-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 A7D "SYSTEMATIC NAME" ACDLabs 11.02 "5'-S-[(3R)-3,4-dihydroxybutyl]-5'-thioadenosine" A7D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-[[(3R)-3,4-dihydroxybutyl]sulfanylmethyl]oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A7D "Create component" 2009-08-19 RCSB A7D "Modify aromatic_flag" 2011-06-04 RCSB A7D "Modify descriptor" 2011-06-04 RCSB #