data_QWI # _chem_comp.id QWI _chem_comp.name "6-(4-PHENYL-1,9-DIAZASPIRO[5.5]UNDECAN-9-YL)-9H-PURINE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-20 _chem_comp.pdbx_modified_date 2014-09-05 _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 348.445 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QWI _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 3ZO4 _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 QWI C2 C2 C 0 1 Y N N 23.005 -12.700 -0.292 -7.208 -0.720 -0.702 C2 QWI 1 QWI C3 C3 C 0 1 Y N N 23.069 -11.329 -0.433 -6.423 -1.837 -0.487 C3 QWI 2 QWI C4 C4 C 0 1 Y N N 23.560 -10.540 0.602 -5.100 -1.690 -0.114 C4 QWI 3 QWI C5 C5 C 0 1 Y N N 23.993 -11.116 1.793 -4.562 -0.427 0.043 C5 QWI 4 QWI C6 C6 C 0 1 Y N N 23.925 -12.499 1.919 -5.347 0.690 -0.173 C6 QWI 5 QWI C7 C7 C 0 1 Y N N 23.433 -13.286 0.882 -6.670 0.544 -0.545 C7 QWI 6 QWI C8 C8 C 0 1 N N R 24.535 -10.268 2.932 -3.120 -0.267 0.451 C8 QWI 7 QWI C9 C9 C 0 1 N N N 23.543 -9.233 3.488 -3.045 0.500 1.775 C9 QWI 8 QWI C10 C10 C 0 1 N N N 24.182 -8.404 4.588 -1.577 0.712 2.153 C10 QWI 9 QWI N11 N11 N 0 1 N N N 25.424 -7.748 4.144 -0.901 1.467 1.090 N11 QWI 10 QWI C15 C15 C 0 1 N N N 25.871 -9.613 2.559 -2.367 0.516 -0.627 C15 QWI 11 QWI C17 C17 C 0 1 N N N 28.815 -8.707 2.691 1.296 1.684 -0.820 C17 QWI 12 QWI C18 C18 C 0 1 N N N 27.557 -7.884 2.921 -0.166 1.527 -1.246 C18 QWI 13 QWI C20 C20 C 0 1 N N N 28.580 -9.241 5.095 1.224 -0.410 0.399 C20 QWI 14 QWI C21 C21 C 0 1 N N N 27.117 -9.538 4.800 -0.239 -0.629 0.009 C21 QWI 15 QWI C22 C22 C 0 1 Y N N 30.831 -9.581 3.951 3.259 0.462 -0.395 C22 QWI 16 QWI N23 N23 N 0 1 Y N N 31.331 -9.671 5.205 3.848 1.651 -0.326 N23 QWI 17 QWI C24 C24 C 0 1 Y N N 32.666 -9.789 5.246 5.140 1.760 -0.075 C24 QWI 18 QWI N25 N25 N 0 1 Y N N 33.533 -9.824 4.227 5.913 0.712 0.118 N25 QWI 19 QWI C26 C26 C 0 1 Y N N 32.953 -9.768 3.009 5.412 -0.518 0.068 C26 QWI 20 QWI C70 C70 C 0 1 N N N 26.491 -8.712 3.662 -0.920 0.729 -0.179 C70 QWI 21 QWI N27 N27 N 0 1 Y N N 33.567 -9.838 1.789 5.928 -1.780 0.219 N27 QWI 22 QWI C29 C29 C 0 1 Y N N 32.581 -9.793 0.861 4.902 -2.663 0.051 C29 QWI 23 QWI N30 N30 N 0 1 Y N N 31.369 -9.690 1.373 3.797 -2.019 -0.192 N30 QWI 24 QWI C31 C31 C 0 1 Y N N 31.592 -9.663 2.741 4.043 -0.687 -0.195 C31 QWI 25 QWI N1 N1 N 0 1 N N N 29.438 -9.270 3.898 1.903 0.357 -0.653 N1 QWI 26 QWI H2 H2 H 0 1 N N N 22.622 -13.311 -1.096 -8.241 -0.834 -0.998 H2 QWI 27 QWI H3 H3 H 0 1 N N N 22.737 -10.867 -1.351 -6.844 -2.824 -0.610 H3 QWI 28 QWI H7 H7 H 0 1 N N N 23.386 -14.359 0.996 -7.284 1.417 -0.713 H7 QWI 29 QWI H4 H4 H 0 1 N N N 23.606 -9.468 0.480 -4.487 -2.563 0.055 H4 QWI 30 QWI H6 H6 H 0 1 N N N 24.258 -12.968 2.833 -4.927 1.678 -0.050 H6 QWI 31 QWI H8 H8 H 0 1 N N N 24.752 -10.960 3.759 -2.665 -1.250 0.573 H8 QWI 32 QWI H91C H91C H 0 0 N N N 23.225 -8.566 2.673 -3.536 1.466 1.663 H91C QWI 33 QWI H92C H92C H 0 0 N N N 22.666 -9.758 3.896 -3.542 -0.074 2.556 H92C QWI 34 QWI H151 H151 H 0 0 N N N 26.590 -10.413 2.327 -2.380 -0.045 -1.561 H151 QWI 35 QWI H152 H152 H 0 0 N N N 25.710 -8.994 1.664 -2.848 1.483 -0.777 H152 QWI 36 QWI H101 H101 H 0 0 N N N 23.468 -7.631 4.908 -1.520 1.270 3.087 H101 QWI 37 QWI H102 H102 H 0 0 N N N 24.414 -9.063 5.438 -1.090 -0.255 2.277 H102 QWI 38 QWI H11 H11 H 0 1 N N N 25.200 -7.126 3.394 -1.309 2.384 0.982 H11 QWI 39 QWI H171 H171 H 0 0 N N N 28.555 -9.542 2.024 1.839 2.239 -1.584 H171 QWI 40 QWI H172 H172 H 0 0 N N N 29.556 -8.061 2.198 1.342 2.226 0.125 H172 QWI 41 QWI H181 H181 H 0 0 N N N 27.810 -6.999 3.524 -0.622 2.512 -1.354 H181 QWI 42 QWI H182 H182 H 0 0 N N N 27.153 -7.563 1.949 -0.213 0.998 -2.197 H182 QWI 43 QWI H201 H201 H 0 0 N N N 28.648 -8.241 5.548 1.271 0.142 1.338 H201 QWI 44 QWI H202 H202 H 0 0 N N N 28.951 -9.992 5.808 1.717 -1.375 0.520 H202 QWI 45 QWI H211 H211 H 0 0 N N N 27.034 -10.602 4.532 -0.287 -1.192 -0.922 H211 QWI 46 QWI H212 H212 H 0 0 N N N 26.540 -9.345 5.716 -0.747 -1.184 0.798 H212 QWI 47 QWI H24 H24 H 0 1 N N N 33.099 -9.866 6.232 5.579 2.746 -0.027 H24 QWI 48 QWI H27 H27 H 0 1 N N N 34.549 -9.908 1.616 6.852 -2.004 0.409 H27 QWI 49 QWI H29 H29 H 0 1 N N N 32.770 -9.837 -0.201 4.993 -3.737 0.110 H29 QWI 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 QWI C2 C3 SING Y N 1 QWI C2 C7 DOUB Y N 2 QWI C3 C4 DOUB Y N 3 QWI C4 C5 SING Y N 4 QWI C5 C6 DOUB Y N 5 QWI C5 C8 SING N N 6 QWI C6 C7 SING Y N 7 QWI C8 C9 SING N N 8 QWI C8 C15 SING N N 9 QWI C9 C10 SING N N 10 QWI C10 N11 SING N N 11 QWI N11 C70 SING N N 12 QWI C15 C70 SING N N 13 QWI C17 C18 SING N N 14 QWI C17 N1 SING N N 15 QWI C18 C70 SING N N 16 QWI C20 C21 SING N N 17 QWI C20 N1 SING N N 18 QWI C21 C70 SING N N 19 QWI C22 N23 SING Y N 20 QWI C22 C31 DOUB Y N 21 QWI C22 N1 SING N N 22 QWI N23 C24 DOUB Y N 23 QWI C24 N25 SING Y N 24 QWI N25 C26 DOUB Y N 25 QWI C26 N27 SING Y N 26 QWI C26 C31 SING Y N 27 QWI N27 C29 SING Y N 28 QWI C29 N30 DOUB Y N 29 QWI N30 C31 SING Y N 30 QWI C2 H2 SING N N 31 QWI C3 H3 SING N N 32 QWI C7 H7 SING N N 33 QWI C4 H4 SING N N 34 QWI C6 H6 SING N N 35 QWI C8 H8 SING N N 36 QWI C9 H91C SING N N 37 QWI C9 H92C SING N N 38 QWI C15 H151 SING N N 39 QWI C15 H152 SING N N 40 QWI C10 H101 SING N N 41 QWI C10 H102 SING N N 42 QWI N11 H11 SING N N 43 QWI C17 H171 SING N N 44 QWI C17 H172 SING N N 45 QWI C18 H181 SING N N 46 QWI C18 H182 SING N N 47 QWI C20 H201 SING N N 48 QWI C20 H202 SING N N 49 QWI C21 H211 SING N N 50 QWI C21 H212 SING N N 51 QWI C24 H24 SING N N 52 QWI N27 H27 SING N N 53 QWI C29 H29 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 QWI SMILES ACDLabs 12.01 "n5c1c(ncnc1N4CCC3(NCCC(c2ccccc2)C3)CC4)nc5" QWI InChI InChI 1.03 "InChI=1S/C20H24N6/c1-2-4-15(5-3-1)16-6-9-25-20(12-16)7-10-26(11-8-20)19-17-18(22-13-21-17)23-14-24-19/h1-5,13-14,16,25H,6-12H2,(H,21,22,23,24)/t16-/m1/s1" QWI InChIKey InChI 1.03 BBLBYIXSHRFYPM-MRXNPFEDSA-N QWI SMILES_CANONICAL CACTVS 3.385 "C1C[C@H](CC2(CCN(CC2)c3ncnc4[nH]cnc34)N1)c5ccccc5" QWI SMILES CACTVS 3.385 "C1C[CH](CC2(CCN(CC2)c3ncnc4[nH]cnc34)N1)c5ccccc5" QWI SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)[C@@H]2CCNC3(C2)CCN(CC3)c4c5c([nH]cn5)ncn4" QWI SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C2CCNC3(C2)CCN(CC3)c4c5c([nH]cn5)ncn4" # 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 QWI "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-4-phenyl-9-(9H-purin-6-yl)-1,9-diazaspiro[5.5]undecane" QWI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(4R)-4-phenyl-9-(9H-purin-6-yl)-1,9-diazaspiro[5.5]undecane" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QWI "Create component" 2013-02-20 EBI QWI "Initial release" 2013-03-06 RCSB QWI "Modify descriptor" 2014-09-05 RCSB #