data_1UL # _chem_comp.id 1UL _chem_comp.name "1-(4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)furo[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}piperidin-1-yl)ethanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 N7 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-11 _chem_comp.pdbx_modified_date 2013-06-28 _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 459.524 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1UL _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 4L52 _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 1UL O1 O1 O 0 1 N N N -23.486 -49.985 -21.718 -7.992 -1.907 1.841 O1 1UL 1 1UL C1 C1 C 0 1 N N N -23.171 -48.901 -21.241 -7.889 -0.918 1.147 C1 1UL 2 1UL C23 C23 C 0 1 N N N -23.297 -47.657 -22.079 -8.724 0.301 1.444 C23 1UL 3 1UL N1 N1 N 0 1 N N N -22.717 -48.790 -19.975 -7.023 -0.906 0.115 N1 1UL 4 1UL C22 C22 C 0 1 N N N -22.297 -47.540 -19.331 -6.197 -2.084 -0.183 C22 1UL 5 1UL C21 C21 C 0 1 N N N -20.777 -47.678 -19.201 -4.728 -1.655 -0.241 C21 1UL 6 1UL C4 C4 C 0 1 N N N -20.443 -48.885 -18.324 -4.574 -0.510 -1.244 C4 1UL 7 1UL C3 C3 C 0 1 N N N -21.053 -50.155 -18.932 -5.409 0.688 -0.786 C3 1UL 8 1UL C2 C2 C 0 1 N N N -22.560 -49.957 -19.098 -6.891 0.283 -0.738 C2 1UL 9 1UL N2 N2 N 0 1 Y N N -18.979 -49.034 -18.090 -3.164 -0.119 -1.327 N2 1UL 10 1UL C7 C7 C 0 1 Y N N -18.171 -48.402 -17.255 -2.535 0.748 -0.506 C7 1UL 11 1UL C6 C6 C 0 1 Y N N -16.906 -48.954 -17.409 -1.236 0.836 -0.918 C6 1UL 12 1UL C5 C5 C 0 1 Y N N -17.019 -49.952 -18.381 -1.085 -0.014 -2.031 C5 1UL 13 1UL N3 N3 N 0 1 Y N N -18.302 -50.023 -18.810 -2.237 -0.585 -2.266 N3 1UL 14 1UL C8 C8 C 0 1 Y N N -15.773 -48.547 -16.695 -0.177 1.675 -0.305 C8 1UL 15 1UL C14 C14 C 0 1 Y N N -15.884 -47.480 -15.799 -0.397 3.020 -0.049 C14 1UL 16 1UL N4 N4 N 0 1 Y N N -14.837 -47.028 -15.079 0.544 3.771 0.497 N4 1UL 17 1UL C13 C13 C 0 1 Y N N -13.629 -47.595 -15.170 1.733 3.296 0.830 C13 1UL 18 1UL N5 N5 N 0 1 N N N -12.582 -47.141 -14.443 2.678 4.141 1.402 N5 1UL 19 1UL C12 C12 C 0 1 Y N N -13.497 -48.650 -16.036 2.048 1.954 0.612 C12 1UL 20 1UL C9 C9 C 0 1 Y N N -14.517 -49.151 -16.792 1.073 1.121 0.038 C9 1UL 21 1UL O2 O2 O 0 1 Y N N -12.324 -49.386 -16.287 3.142 1.200 0.839 O2 1UL 22 1UL C11 C11 C 0 1 Y N N -12.536 -50.301 -17.135 2.938 -0.072 0.442 C11 1UL 23 1UL C10 C10 C 0 1 Y N N -13.888 -50.225 -17.514 1.681 -0.200 -0.057 C10 1UL 24 1UL C15 C15 C 0 1 Y N N -11.583 -51.180 -17.619 3.928 -1.163 0.544 C15 1UL 25 1UL C20 C20 C 0 1 Y N N -10.340 -51.220 -17.024 5.228 -0.983 0.071 C20 1UL 26 1UL S S S 0 1 Y N N -9.885 -50.228 -15.631 6.100 0.344 -0.701 S 1UL 27 1UL N7 N7 N 0 1 Y N N -8.264 -50.970 -15.622 7.457 -0.427 -0.833 N7 1UL 28 1UL N6 N6 N 0 1 Y N N -8.215 -51.921 -16.688 7.350 -1.601 -0.357 N6 1UL 29 1UL C19 C19 C 0 1 Y N N -9.329 -52.064 -17.468 6.185 -2.011 0.160 C19 1UL 30 1UL C18 C18 C 0 1 Y N N -9.579 -52.887 -18.563 5.793 -3.231 0.743 C18 1UL 31 1UL C17 C17 C 0 1 Y N N -10.825 -52.849 -19.197 4.511 -3.400 1.207 C17 1UL 32 1UL C16 C16 C 0 1 Y N N -11.819 -51.990 -18.735 3.575 -2.382 1.120 C16 1UL 33 1UL H1 H1 H 0 1 N N N -23.683 -47.922 -23.074 -8.186 0.951 2.134 H1 1UL 34 1UL H2 H2 H 0 1 N N N -23.990 -46.956 -21.592 -8.923 0.840 0.517 H2 1UL 35 1UL H3 H3 H 0 1 N N N -22.310 -47.184 -22.183 -9.668 -0.006 1.895 H3 1UL 36 1UL H4 H4 H 0 1 N N N -22.558 -46.673 -19.955 -6.330 -2.831 0.600 H4 1UL 37 1UL H5 H5 H 0 1 N N N -22.765 -47.434 -18.341 -6.493 -2.504 -1.145 H5 1UL 38 1UL H6 H6 H 0 1 N N N -20.336 -47.818 -20.199 -4.408 -1.320 0.746 H6 1UL 39 1UL H7 H7 H 0 1 N N N -20.365 -46.767 -18.742 -4.114 -2.499 -0.555 H7 1UL 40 1UL H8 H8 H 0 1 N N N -20.925 -48.725 -17.348 -4.918 -0.838 -2.225 H8 1UL 41 1UL H9 H9 H 0 1 N N N -20.865 -51.009 -18.265 -5.083 1.001 0.205 H9 1UL 42 1UL H10 H10 H 0 1 N N N -20.597 -50.349 -19.914 -5.281 1.511 -1.489 H10 1UL 43 1UL H11 H11 H 0 1 N N N -23.031 -49.769 -18.122 -7.242 0.052 -1.744 H11 1UL 44 1UL H12 H12 H 0 1 N N N -23.014 -50.846 -19.559 -7.481 1.099 -0.321 H12 1UL 45 1UL H13 H13 H 0 1 N N N -18.444 -47.605 -16.579 -2.978 1.276 0.326 H13 1UL 46 1UL H14 H14 H 0 1 N N N -16.208 -50.571 -18.735 -0.174 -0.170 -2.590 H14 1UL 47 1UL H15 H15 H 0 1 N N N -16.844 -47.000 -15.679 -1.350 3.461 -0.301 H15 1UL 48 1UL H16 H16 H 0 1 N N N -12.876 -46.369 -13.880 2.464 5.075 1.556 H16 1UL 49 1UL H17 H17 H 0 1 N N N -12.244 -47.874 -13.853 3.552 3.797 1.648 H17 1UL 50 1UL H18 H18 H 0 1 N N N -14.376 -50.869 -18.231 1.228 -1.098 -0.451 H18 1UL 51 1UL H19 H19 H 0 1 N N N -8.810 -53.555 -18.923 6.504 -4.040 0.826 H19 1UL 52 1UL H20 H20 H 0 1 N N N -11.017 -53.487 -20.047 4.230 -4.342 1.654 H20 1UL 53 1UL H21 H21 H 0 1 N N N -12.773 -51.949 -19.239 2.572 -2.536 1.491 H21 1UL 54 # 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 1UL C23 C1 SING N N 1 1UL O1 C1 DOUB N N 2 1UL C1 N1 SING N N 3 1UL N1 C22 SING N N 4 1UL N1 C2 SING N N 5 1UL C22 C21 SING N N 6 1UL C21 C4 SING N N 7 1UL C17 C16 DOUB Y N 8 1UL C17 C18 SING Y N 9 1UL C2 C3 SING N N 10 1UL C3 C4 SING N N 11 1UL N3 C5 DOUB Y N 12 1UL N3 N2 SING Y N 13 1UL C16 C15 SING Y N 14 1UL C18 C19 DOUB Y N 15 1UL C5 C6 SING Y N 16 1UL C4 N2 SING N N 17 1UL N2 C7 SING Y N 18 1UL C15 C11 SING N N 19 1UL C15 C20 DOUB Y N 20 1UL C10 C11 DOUB Y N 21 1UL C10 C9 SING Y N 22 1UL C19 C20 SING Y N 23 1UL C19 N6 SING Y N 24 1UL C6 C7 DOUB Y N 25 1UL C6 C8 SING N N 26 1UL C11 O2 SING Y N 27 1UL C20 S SING Y N 28 1UL C9 C8 DOUB Y N 29 1UL C9 C12 SING Y N 30 1UL C8 C14 SING Y N 31 1UL N6 N7 DOUB Y N 32 1UL O2 C12 SING Y N 33 1UL C12 C13 DOUB Y N 34 1UL C14 N4 DOUB Y N 35 1UL S N7 SING Y N 36 1UL C13 N4 SING Y N 37 1UL C13 N5 SING N N 38 1UL C23 H1 SING N N 39 1UL C23 H2 SING N N 40 1UL C23 H3 SING N N 41 1UL C22 H4 SING N N 42 1UL C22 H5 SING N N 43 1UL C21 H6 SING N N 44 1UL C21 H7 SING N N 45 1UL C4 H8 SING N N 46 1UL C3 H9 SING N N 47 1UL C3 H10 SING N N 48 1UL C2 H11 SING N N 49 1UL C2 H12 SING N N 50 1UL C7 H13 SING N N 51 1UL C5 H14 SING N N 52 1UL C14 H15 SING N N 53 1UL N5 H16 SING N N 54 1UL N5 H17 SING N N 55 1UL C10 H18 SING N N 56 1UL C18 H19 SING N N 57 1UL C17 H20 SING N N 58 1UL C16 H21 SING N N 59 # 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 1UL SMILES ACDLabs 12.01 "O=C(N6CCC(n1ncc(c1)c3c2cc(oc2c(nc3)N)c4cccc5nnsc45)CC6)C" 1UL InChI InChI 1.03 "InChI=1S/C23H21N7O2S/c1-13(31)29-7-5-15(6-8-29)30-12-14(10-26-30)18-11-25-23(24)21-17(18)9-20(32-21)16-3-2-4-19-22(16)33-28-27-19/h2-4,9-12,15H,5-8H2,1H3,(H2,24,25)" 1UL InChIKey InChI 1.03 XDCWLOMVUOZXFY-UHFFFAOYSA-N 1UL SMILES_CANONICAL CACTVS 3.370 "CC(=O)N1CCC(CC1)n2cc(cn2)c3cnc(N)c4oc(cc34)c5cccc6nnsc56" 1UL SMILES CACTVS 3.370 "CC(=O)N1CCC(CC1)n2cc(cn2)c3cnc(N)c4oc(cc34)c5cccc6nnsc56" 1UL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N1CCC(CC1)n2cc(cn2)c3cnc(c4c3cc(o4)c5cccc6c5snn6)N" 1UL SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)N1CCC(CC1)n2cc(cn2)c3cnc(c4c3cc(o4)c5cccc6c5snn6)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 1UL "SYSTEMATIC NAME" ACDLabs 12.01 "1-(4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)furo[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}piperidin-1-yl)ethanone" 1UL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[4-[4-[7-azanyl-2-(1,2,3-benzothiadiazol-7-yl)furo[2,3-c]pyridin-4-yl]pyrazol-1-yl]piperidin-1-yl]ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1UL "Create component" 2013-06-11 RCSB 1UL "Initial release" 2013-07-03 RCSB #