data_R3Z # _chem_comp.id R3Z _chem_comp.name "1-[(2S)-2,3-dihydro-1,4-benzodioxin-2-ylmethyl]-3-hydroxythieno[3,2-d]pyrimidine-2,4(1H,3H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H12 N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-04 _chem_comp.pdbx_modified_date 2016-08-12 _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 332.331 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R3Z _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 5FV7 _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 R3Z C1 C1 C 0 1 Y N N -13.869 -8.134 -1.110 5.233 -1.057 -1.293 C1 R3Z 1 R3Z C2 C2 C 0 1 Y N N -14.944 -8.084 -1.991 4.169 -1.924 -1.456 C2 R3Z 2 R3Z C3 C3 C 0 1 Y N N -15.844 -7.025 -1.942 2.928 -1.606 -0.938 C3 R3Z 3 R3Z C4 C4 C 0 1 Y N N -15.680 -6.003 -1.005 2.747 -0.414 -0.253 C4 R3Z 4 R3Z C5 C5 C 0 1 Y N N -14.597 -6.062 -0.118 3.815 0.460 -0.090 C5 R3Z 5 R3Z C6 C6 C 0 1 Y N N -13.695 -7.125 -0.171 5.058 0.133 -0.611 C6 R3Z 6 R3Z O7 O7 O 0 1 N N N -14.417 -5.076 0.802 3.657 1.638 0.573 O7 R3Z 7 R3Z C8 C8 C 0 1 N N N -15.568 -4.282 1.129 2.498 1.757 1.404 C8 R3Z 8 R3Z C9 C9 C 0 1 N N S -16.280 -3.809 -0.156 1.285 1.250 0.613 C9 R3Z 9 R3Z O10 O10 O 0 1 N N N -16.582 -4.964 -0.963 1.520 -0.117 0.258 O10 R3Z 10 R3Z C11 C11 C 0 1 N N N -17.549 -2.980 0.153 0.026 1.349 1.477 C11 R3Z 11 R3Z N12 N12 N 0 1 N N N -18.362 -3.489 1.286 -1.128 0.864 0.717 N12 R3Z 12 R3Z C13 C13 C 0 1 Y N N -19.292 -4.521 1.051 -1.477 -0.492 0.774 C13 R3Z 13 R3Z C14 C14 C 0 1 Y N N -19.601 -5.185 -0.132 -0.882 -1.536 1.473 C14 R3Z 14 R3Z C15 C15 C 0 1 Y N N -20.536 -6.123 -0.031 -1.454 -2.728 1.322 C15 R3Z 15 R3Z S16 S16 S 0 1 Y N N -21.118 -6.262 1.566 -2.800 -2.641 0.281 S16 R3Z 16 R3Z C17 C17 C 0 1 Y N N -20.048 -4.986 2.122 -2.574 -0.914 0.043 C17 R3Z 17 R3Z C18 C18 C 0 1 N N N -19.870 -4.415 3.414 -3.297 0.030 -0.729 C18 R3Z 18 R3Z O19 O19 O 0 1 N N N -20.527 -4.816 4.364 -4.265 -0.324 -1.378 O19 R3Z 19 R3Z N20 N20 N 0 1 N N N -18.971 -3.424 3.584 -2.909 1.319 -0.740 N20 R3Z 20 R3Z C21 C21 C 0 1 N N N -18.238 -2.974 2.538 -1.846 1.722 -0.024 C21 R3Z 21 R3Z O22 O22 O 0 1 N N N -17.438 -2.078 2.744 -1.523 2.895 -0.052 O22 R3Z 22 R3Z O23 O23 O 0 1 N N N -18.803 -2.860 4.876 -3.631 2.261 -1.512 O23 R3Z 23 R3Z H1 H1 H 0 1 N N N -13.170 -8.956 -1.156 6.203 -1.311 -1.694 H1 R3Z 24 R3Z H2 H2 H 0 1 N N N -15.081 -8.872 -2.717 4.309 -2.853 -1.990 H2 R3Z 25 R3Z H3 H3 H 0 1 N N N -16.674 -6.993 -2.632 2.099 -2.285 -1.068 H3 R3Z 26 R3Z H6 H6 H 0 1 N N N -12.863 -7.163 0.517 5.891 0.810 -0.485 H6 R3Z 27 R3Z H8 H8 H 0 1 N N N -16.266 -4.885 1.728 2.627 1.156 2.304 H8 R3Z 28 R3Z H8A H8A H 0 1 N N N -15.249 -3.404 1.710 2.348 2.802 1.678 H8A R3Z 29 R3Z H9 H9 H 0 1 N N N -15.583 -3.160 -0.706 1.159 1.848 -0.290 H9 R3Z 30 R3Z H11 H11 H 0 1 N N N -17.237 -1.952 0.390 0.153 0.742 2.374 H11 R3Z 31 R3Z H11A H11A H 0 0 N N N -18.182 -2.974 -0.747 -0.137 2.388 1.763 H11A R3Z 32 R3Z H14 H14 H 0 1 N N N -19.114 -4.954 -1.068 -0.013 -1.389 2.096 H14 R3Z 33 R3Z H15 H15 H 0 1 N N N -20.885 -6.724 -0.858 -1.109 -3.634 1.798 H15 R3Z 34 R3Z HO23 HO23 H 0 0 N N N -18.141 -2.180 4.841 -4.382 1.884 -1.991 HO23 R3Z 35 # 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 R3Z C1 C2 DOUB Y N 1 R3Z C1 C6 SING Y N 2 R3Z C2 C3 SING Y N 3 R3Z C3 C4 DOUB Y N 4 R3Z C4 C5 SING Y N 5 R3Z C4 O10 SING N N 6 R3Z C5 C6 DOUB Y N 7 R3Z C5 O7 SING N N 8 R3Z O7 C8 SING N N 9 R3Z C8 C9 SING N N 10 R3Z C9 O10 SING N N 11 R3Z C9 C11 SING N N 12 R3Z C11 N12 SING N N 13 R3Z N12 C13 SING N N 14 R3Z N12 C21 SING N N 15 R3Z C13 C14 SING Y N 16 R3Z C13 C17 DOUB Y N 17 R3Z C14 C15 DOUB Y N 18 R3Z C15 S16 SING Y N 19 R3Z S16 C17 SING Y N 20 R3Z C17 C18 SING N N 21 R3Z C18 O19 DOUB N N 22 R3Z C18 N20 SING N N 23 R3Z N20 C21 SING N N 24 R3Z N20 O23 SING N N 25 R3Z C21 O22 DOUB N N 26 R3Z C1 H1 SING N N 27 R3Z C2 H2 SING N N 28 R3Z C3 H3 SING N N 29 R3Z C6 H6 SING N N 30 R3Z C8 H8 SING N N 31 R3Z C8 H8A SING N N 32 R3Z C9 H9 SING N N 33 R3Z C11 H11 SING N N 34 R3Z C11 H11A SING N N 35 R3Z C14 H14 SING N N 36 R3Z C15 H15 SING N N 37 R3Z O23 HO23 SING N N 38 # 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 R3Z SMILES ACDLabs 12.01 "c1ccc2c(c1)OCC(O2)CN4c3ccsc3C(=O)N(C4=O)O" R3Z InChI InChI 1.03 "InChI=1S/C15H12N2O5S/c18-14-13-10(5-6-23-13)16(15(19)17(14)20)7-9-8-21-11-3-1-2-4-12(11)22-9/h1-6,9,20H,7-8H2/t9-/m0/s1" R3Z InChIKey InChI 1.03 MXQGCMQXTPTJJT-VIFPVBQESA-N R3Z SMILES_CANONICAL CACTVS 3.385 "ON1C(=O)N(C[C@H]2COc3ccccc3O2)c4ccsc4C1=O" R3Z SMILES CACTVS 3.385 "ON1C(=O)N(C[CH]2COc3ccccc3O2)c4ccsc4C1=O" R3Z SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)OC[C@@H](O2)CN3c4ccsc4C(=O)N(C3=O)O" R3Z SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)OCC(O2)CN3c4ccsc4C(=O)N(C3=O)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 R3Z "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2S)-2,3-dihydro-1,4-benzodioxin-2-ylmethyl]-3-hydroxythieno[3,2-d]pyrimidine-2,4(1H,3H)-dione" R3Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methyl]-3-oxidanyl-thieno[3,2-d]pyrimidine-2,4-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R3Z "Create component" 2016-02-04 EBI R3Z "Initial release" 2016-08-17 RCSB #