data_A5D # _chem_comp.id A5D _chem_comp.name "(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[(benzyldisulfanyl)methyl]tetrahydrofuran-3,4-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N5 O3 S2" _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 405.494 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A5D _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 3IOC _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 A5D N1 N1 N 0 1 Y N N -1.273 -9.094 41.890 -6.810 0.699 1.125 N1 A5D 1 A5D C2 C2 C 0 1 Y N N -1.423 -8.152 40.941 -6.091 -0.281 1.643 C2 A5D 2 A5D N3 N3 N 0 1 Y N N -1.082 -8.405 39.694 -4.842 -0.503 1.291 N3 A5D 3 A5D C4 C4 C 0 1 Y N N -0.569 -9.613 39.376 -4.247 0.264 0.383 C4 A5D 4 A5D C5 C5 C 0 1 Y N N -0.394 -10.617 40.310 -4.970 1.320 -0.198 C5 A5D 5 A5D C6 C6 C 0 1 Y N N -0.778 -10.320 41.627 -6.300 1.518 0.211 C6 A5D 6 A5D N6 N6 N 0 1 N N N -0.695 -11.195 42.642 -7.061 2.541 -0.327 N6 A5D 7 A5D N7 N7 N 0 1 Y N N 0.126 -11.681 39.664 -4.142 1.935 -1.076 N7 A5D 8 A5D C8 C8 C 0 1 Y N N 0.295 -11.351 38.389 -2.985 1.338 -1.071 C8 A5D 9 A5D N9 N9 N 0 1 Y N N -0.145 -10.086 38.239 -3.000 0.301 -0.187 N9 A5D 10 A5D OAB OAB O 0 1 N N N 0.600 -7.466 34.684 -0.125 -3.461 -0.657 OAB A5D 11 A5D OAC OAC O 0 1 N N N 2.106 -8.226 36.997 -2.560 -2.948 -0.116 OAC A5D 12 A5D CAD CAD C 0 1 Y N N 3.287 -9.757 27.544 7.589 2.036 -0.137 CAD A5D 13 A5D CAE CAE C 0 1 Y N N 1.996 -10.068 27.988 7.595 1.335 1.054 CAE A5D 14 A5D CAF CAF C 0 1 Y N N 4.275 -9.461 28.478 6.678 1.713 -1.125 CAF A5D 15 A5D CAG CAG C 0 1 Y N N 1.705 -10.075 29.353 6.690 0.309 1.257 CAG A5D 16 A5D CAH CAH C 0 1 Y N N 3.993 -9.478 29.842 5.773 0.688 -0.922 CAH A5D 17 A5D CAK CAK C 0 1 N N N 2.389 -9.817 31.798 4.794 -1.133 0.489 CAK A5D 18 A5D CAL CAL C 0 1 N N N -0.687 -10.601 33.978 1.513 -0.619 -1.212 CAL A5D 19 A5D OAP OAP O 0 1 N N N -0.839 -10.152 36.208 -0.629 0.018 -0.227 OAP A5D 20 A5D SAQ SAQ S 0 1 N N N 1.567 -11.423 32.142 3.283 -0.468 1.240 SAQ A5D 21 A5D SAR SAR S 0 1 N N N 0.910 -11.408 34.077 2.453 0.624 -0.283 SAR A5D 22 A5D CAS CAS C 0 1 Y N N 2.706 -9.783 30.290 5.780 -0.014 0.268 CAS A5D 23 A5D CAW CAW C 0 1 N N S 0.787 -8.856 34.940 -0.482 -2.163 -1.138 CAW A5D 24 A5D CAX CAX C 0 1 N N R 1.228 -9.177 36.377 -1.960 -1.852 -0.810 CAX A5D 25 A5D CAY CAY C 0 1 N N S -0.637 -9.473 34.941 0.308 -1.070 -0.385 CAY A5D 26 A5D CAZ CAZ C 0 1 N N R -0.161 -9.278 37.069 -1.888 -0.608 0.102 CAZ A5D 27 A5D H2 H2 H 0 1 N N N -1.825 -7.184 41.203 -6.545 -0.923 2.383 H2 A5D 28 A5D HN6 HN6 H 0 1 N N N -1.035 -10.768 43.480 -7.978 2.667 -0.037 HN6 A5D 29 A5D HN6A HN6A H 0 0 N N N -1.247 -12.002 42.432 -6.678 3.132 -0.993 HN6A A5D 30 A5D H8 H8 H 0 1 N N N 0.709 -11.980 37.615 -2.139 1.623 -1.679 H8 A5D 31 A5D HOAB HOAB H 0 0 N N N 0.329 -7.343 33.782 -0.633 -4.181 -1.053 HOAB A5D 32 A5D HOAC HOAC H 0 0 N N N 2.317 -8.516 37.877 -2.576 -3.772 -0.622 HOAC A5D 33 A5D HAD HAD H 0 1 N N N 3.513 -9.747 26.488 8.293 2.840 -0.293 HAD A5D 34 A5D HAE HAE H 0 1 N N N 1.223 -10.303 27.272 8.307 1.587 1.826 HAE A5D 35 A5D HAF HAF H 0 1 N N N 5.271 -9.215 28.142 6.673 2.262 -2.055 HAF A5D 36 A5D HAG HAG H 0 1 N N N 0.705 -10.306 29.689 6.695 -0.239 2.187 HAG A5D 37 A5D HAH HAH H 0 1 N N N 4.772 -9.255 30.555 5.062 0.435 -1.694 HAH A5D 38 A5D HAK HAK H 0 1 N N N 1.723 -8.983 32.066 5.233 -1.878 1.153 HAK A5D 39 A5D HAKA HAKA H 0 0 N N N 3.316 -9.730 32.384 4.551 -1.596 -0.467 HAKA A5D 40 A5D HAL HAL H 0 1 N N N -0.872 -10.232 32.958 1.169 -0.187 -2.151 HAL A5D 41 A5D HALA HALA H 0 0 N N N -1.492 -11.302 34.243 2.153 -1.477 -1.419 HALA A5D 42 A5D HAW HAW H 0 1 N N N 1.525 -9.213 34.207 -0.306 -2.094 -2.212 HAW A5D 43 A5D HAX HAX H 0 1 N N N 1.861 -10.075 36.441 -2.514 -1.629 -1.722 HAX A5D 44 A5D HAY HAY H 0 1 N N N -1.357 -8.670 34.725 0.632 -1.436 0.589 HAY A5D 45 A5D HAZ HAZ H 0 1 N N N -0.539 -8.267 37.281 -1.903 -0.903 1.151 HAZ A5D 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 A5D N1 C2 DOUB Y N 1 A5D N1 C6 SING Y N 2 A5D C2 N3 SING Y N 3 A5D N3 C4 DOUB Y N 4 A5D C4 C5 SING Y N 5 A5D C4 N9 SING Y N 6 A5D C5 C6 DOUB Y N 7 A5D C5 N7 SING Y N 8 A5D C6 N6 SING N N 9 A5D N7 C8 DOUB Y N 10 A5D C8 N9 SING Y N 11 A5D N9 CAZ SING N N 12 A5D OAB CAW SING N N 13 A5D OAC CAX SING N N 14 A5D CAD CAE DOUB Y N 15 A5D CAD CAF SING Y N 16 A5D CAE CAG SING Y N 17 A5D CAF CAH DOUB Y N 18 A5D CAG CAS DOUB Y N 19 A5D CAH CAS SING Y N 20 A5D CAK SAQ SING N N 21 A5D CAK CAS SING N N 22 A5D CAL SAR SING N N 23 A5D CAL CAY SING N N 24 A5D OAP CAY SING N N 25 A5D OAP CAZ SING N N 26 A5D SAQ SAR SING N N 27 A5D CAW CAX SING N N 28 A5D CAW CAY SING N N 29 A5D CAX CAZ SING N N 30 A5D C2 H2 SING N N 31 A5D N6 HN6 SING N N 32 A5D N6 HN6A SING N N 33 A5D C8 H8 SING N N 34 A5D OAB HOAB SING N N 35 A5D OAC HOAC SING N N 36 A5D CAD HAD SING N N 37 A5D CAE HAE SING N N 38 A5D CAF HAF SING N N 39 A5D CAG HAG SING N N 40 A5D CAH HAH SING N N 41 A5D CAK HAK SING N N 42 A5D CAK HAKA SING N N 43 A5D CAL HAL SING N N 44 A5D CAL HALA SING N N 45 A5D CAW HAW SING N N 46 A5D CAX HAX SING N N 47 A5D CAY HAY SING N N 48 A5D CAZ HAZ SING N N 49 # 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 A5D SMILES ACDLabs 11.02 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CSSCc4ccccc4)N" A5D SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSSCc4ccccc4)[C@@H](O)[C@H]3O" A5D SMILES CACTVS 3.352 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSSCc4ccccc4)[CH](O)[CH]3O" A5D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CSSC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O" A5D SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CSSCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O" A5D InChI InChI 1.03 "InChI=1S/C17H19N5O3S2/c18-15-12-16(20-8-19-15)22(9-21-12)17-14(24)13(23)11(25-17)7-27-26-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23-24H,6-7H2,(H2,18,19,20)/t11-,13-,14-,17-/m1/s1" A5D InChIKey InChI 1.03 DBQUNXDCOIKHGM-LSCFUAHRSA-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 A5D "SYSTEMATIC NAME" ACDLabs 11.02 "(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[(benzyldisulfanyl)methyl]tetrahydrofuran-3,4-diol (non-preferred name)" A5D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(phenylmethyldisulfanylmethyl)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 A5D "Create component" 2009-08-19 RCSB A5D "Modify aromatic_flag" 2011-06-04 RCSB A5D "Modify descriptor" 2011-06-04 RCSB #