data_QQ1 # _chem_comp.id QQ1 _chem_comp.name "2-[3-(CYCLOHEXYLMETHYL)-5-PHENYL-IMIDAZOL-4-YL]-[1,3]THIAZOLO[4,5-E]PYRIMIDIN-7-AMINE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-18 _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 390.505 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QQ1 _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 2WQB _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 QQ1 C1 C1 C 0 1 Y N N 33.171 42.490 34.671 4.559 2.676 -0.678 C1 QQ1 1 QQ1 C2 C2 C 0 1 Y N N 34.511 42.790 34.676 3.613 3.489 -1.275 C2 QQ1 2 QQ1 C6 C6 C 0 1 Y N N 32.744 41.234 35.032 4.181 1.756 0.284 C6 QQ1 3 QQ1 C3 C3 C 0 1 Y N N 35.439 41.828 35.053 2.285 3.387 -0.915 C3 QQ1 4 QQ1 C5 C5 C 0 1 Y N N 33.657 40.267 35.410 2.856 1.645 0.653 C5 QQ1 5 QQ1 C24 C24 C 0 1 Y N N 39.934 44.628 38.682 2.061 -4.517 0.212 C24 QQ1 6 QQ1 C10 C10 C 0 1 Y N N 36.840 37.591 36.025 -1.554 2.895 0.971 C10 QQ1 7 QQ1 C4 C4 C 0 1 Y N N 35.019 40.552 35.427 1.897 2.462 0.054 C4 QQ1 8 QQ1 C21 C21 C 0 1 Y N N 37.949 42.874 38.205 1.422 -1.938 -0.291 C21 QQ1 9 QQ1 C7 C7 C 0 1 Y N N 36.005 39.531 35.853 0.474 2.348 0.446 C7 QQ1 10 QQ1 C8 C8 C 0 1 Y N N 37.146 39.676 36.580 -0.219 1.172 0.691 C8 QQ1 11 QQ1 C22 C22 C 0 1 Y N N 37.682 44.105 38.895 2.196 -2.702 -1.205 C22 QQ1 12 QQ1 C26 C26 C 0 1 Y N N 39.254 42.678 37.810 1.006 -2.580 0.881 C26 QQ1 13 QQ1 C19 C19 C 0 1 Y N N 37.757 40.877 37.169 0.308 -0.197 0.613 C19 QQ1 14 QQ1 C16 C16 C 0 1 N N N 38.427 37.301 41.558 -5.595 -0.309 -1.615 C16 QQ1 15 QQ1 C15 C15 C 0 1 N N N 39.763 37.038 40.907 -4.954 -1.462 -0.840 C15 QQ1 16 QQ1 C17 C17 C 0 1 N N N 37.291 37.000 40.628 -4.524 0.723 -1.973 C17 QQ1 17 QQ1 C14 C14 C 0 1 N N N 39.859 37.782 39.599 -4.317 -0.922 0.442 C14 QQ1 18 QQ1 C18 C18 C 0 1 N N N 37.457 37.767 39.337 -3.887 1.263 -0.691 C18 QQ1 19 QQ1 C13 C13 C 0 1 N N N 38.741 37.370 38.682 -3.246 0.110 0.084 C13 QQ1 20 QQ1 C12 C12 C 0 1 N N N 38.907 37.974 37.336 -2.609 0.650 1.366 C12 QQ1 21 QQ1 N23 N23 N 0 1 Y N N 38.714 44.969 39.117 2.481 -3.961 -0.910 N23 QQ1 22 QQ1 N25 N25 N 0 1 Y N N 40.264 43.506 38.026 1.342 -3.854 1.090 N25 QQ1 23 QQ1 N11 N11 N 0 1 Y N N 35.819 38.198 35.513 -0.386 3.365 0.631 N11 QQ1 24 QQ1 N20 N20 N 0 1 Y N N 37.109 41.816 37.816 1.013 -0.664 -0.367 N20 QQ1 25 QQ1 N9 N9 N 0 1 Y N N 37.678 38.404 36.684 -1.504 1.547 1.022 N9 QQ1 26 QQ1 N28 N28 N 0 1 N N N 36.483 44.468 39.340 2.645 -2.139 -2.387 N28 QQ1 27 QQ1 S27 S27 S 0 1 Y N N 39.456 41.180 36.972 0.073 -1.435 1.840 S27 QQ1 28 QQ1 H1 H1 H 0 1 N N N 32.451 43.242 34.383 5.597 2.756 -0.966 H1 QQ1 29 QQ1 H2 H2 H 0 1 N N N 34.844 43.776 34.386 3.914 4.206 -2.025 H2 QQ1 30 QQ1 H6 H6 H 0 1 N N N 31.689 41.001 35.020 4.924 1.123 0.747 H6 QQ1 31 QQ1 H3 H3 H 0 1 N N N 36.492 42.069 35.057 1.547 4.023 -1.382 H3 QQ1 32 QQ1 H5 H5 H 0 1 N N N 33.311 39.284 35.694 2.562 0.926 1.403 H5 QQ1 33 QQ1 H24 H24 H 0 1 N N N 40.733 45.327 38.880 2.312 -5.548 0.411 H24 QQ1 34 QQ1 H10 H10 H 0 1 N N N 37.002 36.527 35.930 -2.428 3.493 1.184 H10 QQ1 35 QQ1 H281 H281 H 0 0 N N N 36.510 44.559 40.335 2.432 -1.216 -2.596 H281 QQ1 36 QQ1 H282 H282 H 0 0 N N N 36.228 45.344 38.932 3.173 -2.667 -3.006 H282 QQ1 37 QQ1 H161 H161 H 0 0 N N N 38.335 36.661 42.448 -6.049 -0.693 -2.529 H161 QQ1 38 QQ1 H162 H162 H 0 0 N N N 38.379 38.366 41.828 -6.361 0.162 -0.999 H162 QQ1 39 QQ1 H151 H151 H 0 0 N N N 40.566 37.378 41.577 -5.718 -2.197 -0.585 H151 QQ1 40 QQ1 H152 H152 H 0 0 N N N 39.864 35.959 40.716 -4.188 -1.932 -1.456 H152 QQ1 41 QQ1 H171 H171 H 0 0 N N N 37.277 35.922 40.410 -3.758 0.252 -2.589 H171 QQ1 42 QQ1 H172 H172 H 0 0 N N N 36.346 37.300 41.105 -4.981 1.544 -2.526 H172 QQ1 43 QQ1 H141 H141 H 0 0 N N N 39.789 38.863 39.792 -5.083 -0.451 1.058 H141 QQ1 44 QQ1 H142 H142 H 0 0 N N N 40.821 37.544 39.121 -3.861 -1.743 0.994 H142 QQ1 45 QQ1 H181 H181 H 0 0 N N N 36.617 37.539 38.665 -3.124 1.998 -0.946 H181 QQ1 46 QQ1 H182 H182 H 0 0 N N N 37.473 38.846 39.551 -4.653 1.733 -0.075 H182 QQ1 47 QQ1 H13 H13 H 0 1 N N N 38.745 36.282 38.519 -2.480 -0.361 -0.532 H13 QQ1 48 QQ1 H121 H121 H 0 0 N N N 39.549 38.860 37.448 -3.356 1.197 1.941 H121 QQ1 49 QQ1 H122 H122 H 0 0 N N N 39.330 37.184 36.698 -2.230 -0.181 1.962 H122 QQ1 50 # 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 QQ1 C1 C2 SING Y N 1 QQ1 C1 C6 DOUB Y N 2 QQ1 C2 C3 DOUB Y N 3 QQ1 C6 C5 SING Y N 4 QQ1 C3 C4 SING Y N 5 QQ1 C5 C4 DOUB Y N 6 QQ1 C24 N23 SING Y N 7 QQ1 C24 N25 DOUB Y N 8 QQ1 C10 N11 DOUB Y N 9 QQ1 C10 N9 SING Y N 10 QQ1 C4 C7 SING Y N 11 QQ1 C21 C22 SING Y N 12 QQ1 C21 C26 DOUB Y N 13 QQ1 C21 N20 SING Y N 14 QQ1 C7 C8 DOUB Y N 15 QQ1 C7 N11 SING Y N 16 QQ1 C8 C19 SING Y N 17 QQ1 C8 N9 SING Y N 18 QQ1 C22 N23 DOUB Y N 19 QQ1 C22 N28 SING N N 20 QQ1 C26 N25 SING Y N 21 QQ1 C26 S27 SING Y N 22 QQ1 C19 N20 DOUB Y N 23 QQ1 C19 S27 SING Y N 24 QQ1 C16 C15 SING N N 25 QQ1 C16 C17 SING N N 26 QQ1 C15 C14 SING N N 27 QQ1 C17 C18 SING N N 28 QQ1 C14 C13 SING N N 29 QQ1 C18 C13 SING N N 30 QQ1 C13 C12 SING N N 31 QQ1 C12 N9 SING N N 32 QQ1 C1 H1 SING N N 33 QQ1 C2 H2 SING N N 34 QQ1 C6 H6 SING N N 35 QQ1 C3 H3 SING N N 36 QQ1 C5 H5 SING N N 37 QQ1 C24 H24 SING N N 38 QQ1 C10 H10 SING N N 39 QQ1 N28 H281 SING N N 40 QQ1 N28 H282 SING N N 41 QQ1 C16 H161 SING N N 42 QQ1 C16 H162 SING N N 43 QQ1 C15 H151 SING N N 44 QQ1 C15 H152 SING N N 45 QQ1 C17 H171 SING N N 46 QQ1 C17 H172 SING N N 47 QQ1 C14 H141 SING N N 48 QQ1 C14 H142 SING N N 49 QQ1 C18 H181 SING N N 50 QQ1 C18 H182 SING N N 51 QQ1 C13 H13 SING N N 52 QQ1 C12 H121 SING N N 53 QQ1 C12 H122 SING N N 54 # 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 QQ1 SMILES ACDLabs 10.04 "n1c(c2nc(sc2nc1)c3c(ncn3CC4CCCCC4)c5ccccc5)N" QQ1 SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2sc(nc12)c3n(CC4CCCCC4)cnc3c5ccccc5" QQ1 SMILES CACTVS 3.352 "Nc1ncnc2sc(nc12)c3n(CC4CCCCC4)cnc3c5ccccc5" QQ1 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)c2c(n(cn2)CC3CCCCC3)c4nc5c(ncnc5s4)N" QQ1 SMILES "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)c2c(n(cn2)CC3CCCCC3)c4nc5c(ncnc5s4)N" QQ1 InChI InChI 1.03 "InChI=1S/C21H22N6S/c22-19-17-20(24-12-23-19)28-21(26-17)18-16(15-9-5-2-6-10-15)25-13-27(18)11-14-7-3-1-4-8-14/h2,5-6,9-10,12-14H,1,3-4,7-8,11H2,(H2,22,23,24)" QQ1 InChIKey InChI 1.03 FACMGTJQTMTYEF-UHFFFAOYSA-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 QQ1 "SYSTEMATIC NAME" ACDLabs 10.04 "2-[1-(cyclohexylmethyl)-4-phenyl-1H-imidazol-5-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amine" QQ1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[3-(cyclohexylmethyl)-5-phenyl-imidazol-4-yl]-[1,3]thiazolo[4,5-e]pyrimidin-7-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QQ1 "Create component" 2009-08-18 EBI QQ1 "Modify aromatic_flag" 2011-06-04 RCSB QQ1 "Modify descriptor" 2011-06-04 RCSB #