data_AQ2 # _chem_comp.id AQ2 _chem_comp.name "N-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(1-methylethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 N3 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-03 _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 447.571 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AQ2 _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 4AWI _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 AQ2 C01 C01 C 0 1 N N N 24.554 7.468 29.919 6.963 1.023 -2.818 C01 AQ2 1 AQ2 C02 C02 C 0 1 N N N 23.604 6.480 30.567 6.101 -0.146 -2.336 C02 AQ2 2 AQ2 C03 C03 C 0 1 N N N 24.342 5.422 31.359 6.996 -1.351 -2.039 C03 AQ2 3 AQ2 C04 C04 C 0 1 Y N N 22.571 7.173 31.435 5.366 0.254 -1.083 C04 AQ2 4 AQ2 C05 C05 C 0 1 Y N N 22.484 8.479 31.736 4.126 -0.145 -0.755 C05 AQ2 5 AQ2 C06 C06 C 0 1 Y N N 21.336 8.634 32.591 3.807 0.475 0.530 C06 AQ2 6 AQ2 C07 C07 C 0 1 Y N N 20.671 9.674 33.267 2.689 0.450 1.383 C07 AQ2 7 AQ2 C08 C08 C 0 1 Y N N 19.536 9.392 34.029 2.754 1.192 2.563 C08 AQ2 8 AQ2 C09 C09 C 0 1 Y N N 19.103 8.085 34.099 3.900 1.913 2.845 C09 AQ2 9 AQ2 N01 N01 N 0 1 Y N N 19.706 7.061 33.478 4.933 1.919 2.029 N01 AQ2 10 AQ2 C10 C10 C 0 1 Y N N 20.796 7.354 32.747 4.934 1.236 0.892 C10 AQ2 11 AQ2 N02 N02 N 0 1 Y N N 21.562 6.467 32.038 5.865 1.074 -0.107 N02 AQ2 12 AQ2 C11 C11 C 0 1 Y N N 21.123 11.100 33.208 1.481 -0.337 1.040 C11 AQ2 13 AQ2 C12 C12 C 0 1 Y N N 22.475 11.434 33.134 0.925 -1.208 1.975 C12 AQ2 14 AQ2 C13 C13 C 0 1 Y N N 22.890 12.755 33.092 -0.200 -1.939 1.649 C13 AQ2 15 AQ2 C14 C14 C 0 1 Y N N 21.945 13.769 33.140 -0.775 -1.808 0.398 C14 AQ2 16 AQ2 C15 C15 C 0 1 Y N N 20.599 13.467 33.238 -0.226 -0.945 -0.535 C15 AQ2 17 AQ2 C16 C16 C 0 1 Y N N 20.199 12.142 33.274 0.894 -0.205 -0.218 C16 AQ2 18 AQ2 S01 S01 S 0 1 N N N 22.459 15.457 33.111 -2.210 -2.744 -0.011 S01 AQ2 19 AQ2 O01 O01 O 0 1 N N N 23.879 15.487 33.293 -2.235 -2.842 -1.428 O01 AQ2 20 AQ2 O02 O02 O 0 1 N N N 21.618 16.193 34.005 -2.207 -3.878 0.847 O02 AQ2 21 AQ2 N1 N1 N 0 1 N N N 22.154 16.044 31.640 -3.526 -1.836 0.419 N1 AQ2 22 AQ2 C17 C17 C 0 1 N N N 23.141 16.028 30.552 -3.796 -0.569 -0.265 C17 AQ2 23 AQ2 C18 C18 C 0 1 N N N 22.820 14.895 29.594 -5.305 -0.375 -0.388 C18 AQ2 24 AQ2 C19 C19 C 0 1 N N N 23.901 14.755 28.532 -5.607 0.804 -1.316 C19 AQ2 25 AQ2 S S S 0 1 N N N 23.921 16.221 27.552 -4.952 2.326 -0.571 S AQ2 26 AQ2 O03 O03 O 0 1 N N N 25.047 16.171 26.660 -4.996 3.363 -1.541 O03 AQ2 27 AQ2 O1 O1 O 0 1 N N N 22.615 16.424 26.986 -5.582 2.524 0.688 O1 AQ2 28 AQ2 C20 C20 C 0 1 N N N 24.212 17.457 28.775 -3.217 1.867 -0.289 C20 AQ2 29 AQ2 C1 C1 C 0 1 N N N 23.124 17.368 29.839 -3.170 0.574 0.529 C1 AQ2 30 AQ2 H011 H011 H 0 0 N N N 23.977 8.216 29.356 7.494 0.733 -3.725 H011 AQ2 31 AQ2 H012 H012 H 0 0 N N N 25.146 7.971 30.697 6.325 1.881 -3.030 H012 AQ2 32 AQ2 H013 H013 H 0 0 N N N 25.228 6.933 29.234 7.682 1.287 -2.044 H013 AQ2 33 AQ2 H02 H02 H 0 1 N N N 23.062 5.967 29.759 5.381 -0.411 -3.111 H02 AQ2 34 AQ2 H031 H031 H 0 0 N N N 23.617 4.729 31.810 7.716 -1.087 -1.265 H031 AQ2 35 AQ2 H032 H032 H 0 0 N N N 25.014 4.865 30.689 6.383 -2.184 -1.696 H032 AQ2 36 AQ2 H033 H033 H 0 0 N N N 24.932 5.903 32.153 7.528 -1.641 -2.946 H033 AQ2 37 AQ2 H05 H05 H 0 1 N N N 23.148 9.262 31.401 3.487 -0.798 -1.330 H05 AQ2 38 AQ2 HA HA H 0 1 N N N 21.412 5.481 31.972 6.744 1.484 -0.120 HA AQ2 39 AQ2 H08 H08 H 0 1 N N N 19.010 10.178 34.551 1.920 1.202 3.248 H08 AQ2 40 AQ2 H09 H09 H 0 1 N N N 18.224 7.873 34.690 3.949 2.486 3.759 H09 AQ2 41 AQ2 H12 H12 H 0 1 N N N 23.214 10.647 33.109 1.373 -1.312 2.952 H12 AQ2 42 AQ2 H16 H16 H 0 1 N N N 19.147 11.910 33.355 1.318 0.472 -0.945 H16 AQ2 43 AQ2 H13 H13 H 0 1 N N N 23.941 12.993 33.022 -0.632 -2.614 2.373 H13 AQ2 44 AQ2 H15 H15 H 0 1 N N N 19.866 14.258 33.286 -0.679 -0.848 -1.510 H15 AQ2 45 AQ2 H1 H1 H 0 1 N N N 21.361 15.538 31.300 -4.119 -2.143 1.122 H1 AQ2 46 AQ2 H17 H17 H 0 1 N N N 24.145 15.863 30.971 -3.355 -0.597 -1.261 H17 AQ2 47 AQ2 H181 H181 H 0 0 N N N 22.748 13.955 30.160 -5.754 -1.281 -0.796 H181 AQ2 48 AQ2 H182 H182 H 0 0 N N N 21.858 15.101 29.103 -5.726 -0.177 0.598 H182 AQ2 49 AQ2 H11C H11C H 0 0 N N N 22.144 17.503 29.358 -3.723 0.714 1.459 H11C AQ2 50 AQ2 H12C H12C H 0 0 N N N 23.283 18.167 30.578 -2.134 0.329 0.760 H12C AQ2 51 AQ2 H191 H191 H 0 0 N N N 24.880 14.619 29.015 -5.132 0.638 -2.283 H191 AQ2 52 AQ2 H192 H192 H 0 0 N N N 23.683 13.886 27.894 -6.685 0.897 -1.448 H192 AQ2 53 AQ2 H201 H201 H 0 0 N N N 25.196 17.293 29.239 -2.721 1.710 -1.247 H201 AQ2 54 AQ2 H202 H202 H 0 0 N N N 24.189 18.452 28.307 -2.713 2.663 0.259 H202 AQ2 55 # 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 AQ2 C01 C02 SING N N 1 AQ2 C02 C03 SING N N 2 AQ2 C02 C04 SING N N 3 AQ2 C04 C05 DOUB Y N 4 AQ2 C04 N02 SING Y N 5 AQ2 C05 C06 SING Y N 6 AQ2 C06 C07 DOUB Y N 7 AQ2 C06 C10 SING Y N 8 AQ2 C07 C08 SING Y N 9 AQ2 C07 C11 SING N N 10 AQ2 C08 C09 DOUB Y N 11 AQ2 C09 N01 SING Y N 12 AQ2 N01 C10 DOUB Y N 13 AQ2 C10 N02 SING Y N 14 AQ2 C11 C12 SING Y N 15 AQ2 C11 C16 DOUB Y N 16 AQ2 C12 C13 DOUB Y N 17 AQ2 C13 C14 SING Y N 18 AQ2 C14 C15 DOUB Y N 19 AQ2 C14 S01 SING N N 20 AQ2 C15 C16 SING Y N 21 AQ2 S01 O01 DOUB N N 22 AQ2 S01 O02 DOUB N N 23 AQ2 S01 N1 SING N N 24 AQ2 N1 C17 SING N N 25 AQ2 C17 C18 SING N N 26 AQ2 C17 C1 SING N N 27 AQ2 C18 C19 SING N N 28 AQ2 C19 S SING N N 29 AQ2 S O03 DOUB N N 30 AQ2 S O1 DOUB N N 31 AQ2 S C20 SING N N 32 AQ2 C20 C1 SING N N 33 AQ2 C01 H011 SING N N 34 AQ2 C01 H012 SING N N 35 AQ2 C01 H013 SING N N 36 AQ2 C02 H02 SING N N 37 AQ2 C03 H031 SING N N 38 AQ2 C03 H032 SING N N 39 AQ2 C03 H033 SING N N 40 AQ2 C05 H05 SING N N 41 AQ2 N02 HA SING N N 42 AQ2 C08 H08 SING N N 43 AQ2 C09 H09 SING N N 44 AQ2 C12 H12 SING N N 45 AQ2 C16 H16 SING N N 46 AQ2 C13 H13 SING N N 47 AQ2 C15 H15 SING N N 48 AQ2 N1 H1 SING N N 49 AQ2 C17 H17 SING N N 50 AQ2 C18 H181 SING N N 51 AQ2 C18 H182 SING N N 52 AQ2 C1 H11C SING N N 53 AQ2 C1 H12C SING N N 54 AQ2 C19 H191 SING N N 55 AQ2 C19 H192 SING N N 56 AQ2 C20 H201 SING N N 57 AQ2 C20 H202 SING N N 58 # 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 AQ2 SMILES ACDLabs 12.01 "O=S4(=O)CCC(NS(=O)(=O)c3ccc(c2ccnc1nc(cc12)C(C)C)cc3)CC4" AQ2 InChI InChI 1.03 "InChI=1S/C21H25N3O4S2/c1-14(2)20-13-19-18(7-10-22-21(19)23-20)15-3-5-17(6-4-15)30(27,28)24-16-8-11-29(25,26)12-9-16/h3-7,10,13-14,16,24H,8-9,11-12H2,1-2H3,(H,22,23)" AQ2 InChIKey InChI 1.03 QBYYCHRRPPTEBG-UHFFFAOYSA-N AQ2 SMILES_CANONICAL CACTVS 3.385 "CC(C)c1[nH]c2nccc(c3ccc(cc3)[S](=O)(=O)NC4CC[S](=O)(=O)CC4)c2c1" AQ2 SMILES CACTVS 3.385 "CC(C)c1[nH]c2nccc(c3ccc(cc3)[S](=O)(=O)NC4CC[S](=O)(=O)CC4)c2c1" AQ2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)c1cc2c(ccnc2[nH]1)c3ccc(cc3)S(=O)(=O)NC4CCS(=O)(=O)CC4" AQ2 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)c1cc2c(ccnc2[nH]1)c3ccc(cc3)S(=O)(=O)NC4CCS(=O)(=O)CC4" # 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 AQ2 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(propan-2-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide" AQ2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[1,1-bis(oxidanylidene)thian-4-yl]-4-(2-propan-2-yl-1H-pyrrolo[2,3-b]pyridin-4-yl)benzenesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AQ2 "Create component" 2012-06-03 EBI AQ2 "Initial release" 2013-05-01 RCSB AQ2 "Modify descriptor" 2014-09-05 RCSB #