data_K5E # _chem_comp.id K5E _chem_comp.name "(4S,5R)-5-hydroxy-4-(3-hydroxyphenyl)-3,4,5,6,7,8-hexahydroquinazoline-2(1H)-thione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H16 N2 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-08 _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 276.354 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K5E _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 4K5E _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 K5E S S S 0 1 N N N 25.165 25.034 30.105 3.306 -2.659 -0.262 S K5E 1 K5E C1 C1 C 0 1 Y N N 30.842 26.000 26.239 -3.546 -0.654 -0.030 C1 K5E 2 K5E N1 N1 N 0 1 N N N 26.508 25.312 27.973 1.021 -1.471 -0.871 N1 K5E 3 K5E O1 O1 O 0 1 N N N 31.617 26.714 25.348 -4.747 -0.239 -0.513 O1 K5E 4 K5E C2 C2 C 0 1 Y N N 31.440 25.415 27.351 -3.491 -1.444 1.108 C2 K5E 5 K5E N2 N2 N 0 1 N N N 25.525 23.222 28.352 2.614 -0.168 0.250 N2 K5E 6 K5E O2 O2 O 0 1 N N N 28.048 23.638 24.281 -0.950 2.261 -1.502 O2 K5E 7 K5E C3 C3 C 0 1 Y N N 30.664 24.688 28.256 -2.269 -1.865 1.597 C3 K5E 8 K5E C4 C4 C 0 1 Y N N 29.282 24.534 28.029 -1.102 -1.497 0.954 C4 K5E 9 K5E C5 C5 C 0 1 Y N N 28.652 25.122 26.920 -1.154 -0.709 -0.181 C5 K5E 10 K5E C6 C6 C 0 1 Y N N 29.453 25.853 26.035 -2.374 -0.291 -0.678 C6 K5E 11 K5E C7 C7 C 0 1 N N S 27.167 24.967 26.704 0.120 -0.310 -0.880 C7 K5E 12 K5E C8 C8 C 0 1 N N N 25.767 24.486 28.728 2.232 -1.326 -0.295 C8 K5E 13 K5E C9 C9 C 0 1 N N N 26.005 22.722 27.199 1.826 0.983 0.282 C9 K5E 14 K5E C10 C10 C 0 1 N N N 26.840 23.572 26.314 0.620 0.974 -0.239 C10 K5E 15 K5E C11 C11 C 0 1 N N R 27.333 22.988 25.022 -0.305 2.160 -0.231 C11 K5E 16 K5E C12 C12 C 0 1 N N N 26.880 21.602 24.594 0.468 3.448 0.045 C12 K5E 17 K5E C13 C13 C 0 1 N N N 26.735 20.710 25.830 1.343 3.220 1.285 C13 K5E 18 K5E C14 C14 C 0 1 N N N 25.695 21.287 26.797 2.427 2.208 0.923 C14 K5E 19 K5E HN1 HN1 H 0 1 N N N 26.623 26.249 28.304 0.752 -2.317 -1.263 HN1 K5E 20 K5E HO1 HO1 H 0 1 N N N 31.069 27.049 24.648 -5.046 0.606 -0.152 HO1 K5E 21 K5E H2 H2 H 0 1 N N N 32.502 25.523 27.514 -4.402 -1.731 1.612 H2 K5E 22 K5E HO2 HO2 H 0 1 N N N 28.265 23.120 23.515 -1.563 3.006 -1.573 HO2 K5E 23 K5E H3 H3 H 0 1 N N N 31.122 24.245 29.128 -2.225 -2.480 2.484 H3 K5E 24 K5E H4 H4 H 0 1 N N N 28.694 23.951 28.723 -0.148 -1.826 1.338 H4 K5E 25 K5E H6 H6 H 0 1 N N N 28.996 26.317 25.173 -2.414 0.321 -1.566 H6 K5E 26 K5E H7 H7 H 0 1 N N N 26.822 25.624 25.892 -0.128 -0.089 -1.918 H7 K5E 27 K5E H12 H12 H 0 1 N N N 25.911 21.675 24.079 1.098 3.691 -0.811 H12 K5E 28 K5E H12A H12A H 0 0 N N N 27.625 21.166 23.912 -0.230 4.264 0.233 H12A K5E 29 K5E H13 H13 H 0 1 N N N 26.413 19.707 25.513 1.804 4.160 1.588 H13 K5E 30 K5E H13A H13A H 0 0 N N N 27.706 20.647 26.343 0.733 2.829 2.099 H13A K5E 31 K5E H14 H14 H 0 1 N N N 25.681 20.666 27.705 2.961 1.915 1.827 H14 K5E 32 K5E H14A H14A H 0 0 N N N 24.712 21.268 26.303 3.129 2.668 0.227 H14A K5E 33 K5E H15 H15 H 0 1 N N N 24.973 22.635 28.944 3.497 -0.125 0.650 H15 K5E 34 K5E H16 H16 H 0 1 N N N 28.193 22.752 25.666 -1.059 2.021 0.544 H16 K5E 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 K5E S C8 DOUB N N 1 K5E C1 O1 SING N N 2 K5E C1 C2 DOUB Y N 3 K5E C1 C6 SING Y N 4 K5E N1 C7 SING N N 5 K5E N1 C8 SING N N 6 K5E N1 HN1 SING N N 7 K5E O1 HO1 SING N N 8 K5E C2 C3 SING Y N 9 K5E C2 H2 SING N N 10 K5E N2 C8 SING N N 11 K5E N2 C9 SING N N 12 K5E O2 C11 SING N N 13 K5E O2 HO2 SING N N 14 K5E C3 C4 DOUB Y N 15 K5E C3 H3 SING N N 16 K5E C4 C5 SING Y N 17 K5E C4 H4 SING N N 18 K5E C5 C6 DOUB Y N 19 K5E C5 C7 SING N N 20 K5E C6 H6 SING N N 21 K5E C7 C10 SING N N 22 K5E C7 H7 SING N N 23 K5E C9 C10 DOUB N N 24 K5E C9 C14 SING N N 25 K5E C10 C11 SING N N 26 K5E C11 C12 SING N N 27 K5E C12 C13 SING N N 28 K5E C12 H12 SING N N 29 K5E C12 H12A SING N N 30 K5E C13 C14 SING N N 31 K5E C13 H13 SING N N 32 K5E C13 H13A SING N N 33 K5E C14 H14 SING N N 34 K5E C14 H14A SING N N 35 K5E N2 H15 SING N N 36 K5E C11 H16 SING N N 37 # 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 K5E SMILES ACDLabs 11.02 "S=C3NC1=C(C(O)CCC1)C(c2cccc(O)c2)N3" K5E SMILES_CANONICAL CACTVS 3.352 "O[C@@H]1CCCC2=C1[C@@H](NC(=S)N2)c3cccc(O)c3" K5E SMILES CACTVS 3.352 "O[CH]1CCCC2=C1[CH](NC(=S)N2)c3cccc(O)c3" K5E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)O)[C@H]2C3=C(CCCC3O)NC(=S)N2" K5E SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)O)C2C3=C(CCCC3O)NC(=S)N2" K5E InChI InChI 1.03 "InChI=1S/C14H16N2O2S/c17-9-4-1-3-8(7-9)13-12-10(15-14(19)16-13)5-2-6-11(12)18/h1,3-4,7,11,13,17-18H,2,5-6H2,(H2,15,16,19)/t11-,13+/m1/s1" K5E InChIKey InChI 1.03 RZXURKNWIBRDDX-YPMHNXCESA-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 K5E "SYSTEMATIC NAME" ACDLabs 11.02 "(4S,5R)-5-hydroxy-4-(3-hydroxyphenyl)-3,4,5,6,7,8-hexahydroquinazoline-2(1H)-thione" K5E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(4S)-5-hydroxy-4-(3-hydroxyphenyl)-3,4,5,6,7,8-hexahydro-1H-quinazoline-2-thione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site K5E "Create component" 2009-10-08 RCSB K5E "Modify aromatic_flag" 2011-06-04 RCSB K5E "Modify descriptor" 2011-06-04 RCSB #