data_KES # _chem_comp.id KES _chem_comp.name "N-{5-[5-chloro-2-(difluoromethoxy)phenyl]-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H11 Cl F2 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-29 _chem_comp.pdbx_modified_date 2019-04-19 _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 404.758 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KES _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 6N79 _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 KES C4 C1 C 0 1 Y N N 22.237 199.015 17.749 2.428 1.323 0.938 C4 KES 1 KES C14 C2 C 0 1 Y N N 19.019 192.556 16.091 -3.263 1.573 -0.208 C14 KES 2 KES C5 C3 C 0 1 Y N N 20.520 198.829 14.726 5.968 1.514 1.082 C5 KES 3 KES C6 C4 C 0 1 N N N 22.200 196.622 18.779 1.938 -0.970 -0.104 C6 KES 4 KES C11 C5 C 0 1 Y N N 21.214 191.326 17.274 -3.320 -0.896 1.064 C11 KES 5 KES C7 C6 C 0 1 Y N N 21.740 194.285 19.405 -0.247 -1.826 -0.521 C7 KES 6 KES C8 C7 C 0 1 Y N N 22.159 194.249 20.766 0.154 -3.051 -1.067 C8 KES 7 KES C9 C8 C 0 1 Y N N 21.299 192.973 19.108 -1.628 -1.801 -0.524 C9 KES 8 KES C10 C9 C 0 1 Y N N 20.677 192.472 17.864 -2.488 -0.702 -0.039 C10 KES 9 KES C12 C10 C 0 1 Y N N 20.645 190.816 16.127 -4.121 0.135 1.512 C12 KES 10 KES C13 C11 C 0 1 Y N N 19.565 191.420 15.521 -4.088 1.368 0.882 C13 KES 11 KES N1 N1 N 0 1 Y N N 21.770 199.652 16.684 3.497 2.000 1.264 N1 KES 12 KES N2 N2 N 0 1 Y N N 21.219 198.663 15.902 4.637 1.255 0.943 N2 KES 13 KES C3 C12 C 0 1 Y N N 22.006 197.632 17.701 2.823 0.091 0.388 C3 KES 14 KES N3 N3 N 0 1 N N N 21.777 195.351 18.475 0.601 -0.810 -0.051 N3 KES 15 KES CL CL1 CL 0 0 N N N 21.281 189.347 15.452 -5.157 -0.107 2.884 CL KES 16 KES C15 C13 C 0 1 Y N N 19.563 193.075 17.256 -2.463 0.544 -0.677 C15 KES 17 KES O1 O1 O 0 1 N N N 19.072 194.210 17.857 -1.656 0.744 -1.752 O1 KES 18 KES C16 C14 C 0 1 N N N 17.810 194.191 18.317 -1.683 2.041 -2.351 C16 KES 19 KES F1 F1 F 0 1 N N N 17.801 194.544 19.587 -2.979 2.321 -2.797 F1 KES 20 KES F F2 F 0 1 N N N 16.918 194.724 17.474 -1.296 2.999 -1.408 F KES 21 KES N5 N4 N 0 1 Y N N 21.475 192.204 20.189 -2.049 -2.986 -1.060 N5 KES 22 KES N4 N5 N 0 1 Y N N 21.984 192.988 21.165 -0.914 -3.737 -1.386 N4 KES 23 KES O O2 O 0 1 N N N 22.660 196.943 19.876 2.411 -1.995 -0.559 O KES 24 KES C C15 C 0 1 Y N N 20.005 197.726 14.140 6.869 0.584 0.673 C KES 25 KES C2 C16 C 0 1 Y N N 21.382 197.422 16.463 4.231 0.071 0.396 C2 KES 26 KES N N6 N 0 1 Y N N 20.915 196.285 15.874 5.121 -0.837 -0.004 N KES 27 KES C1 C17 C 0 1 Y N N 20.245 196.463 14.741 6.412 -0.616 0.118 C1 KES 28 KES H1 H1 H 0 1 N N N 22.742 199.508 18.567 1.408 1.654 1.072 H1 KES 29 KES H2 H2 H 0 1 N N N 18.170 193.038 15.629 -3.246 2.535 -0.698 H2 KES 30 KES H3 H3 H 0 1 N N N 20.388 199.807 14.288 6.302 2.446 1.513 H3 KES 31 KES H4 H4 H 0 1 N N N 22.072 190.841 17.715 -3.338 -1.852 1.566 H4 KES 32 KES H5 H5 H 0 1 N N N 22.539 195.072 21.353 1.175 -3.376 -1.203 H5 KES 33 KES H6 H6 H 0 1 N N N 19.150 191.011 14.612 -4.711 2.173 1.243 H6 KES 34 KES H7 H7 H 0 1 N N N 21.477 195.168 17.539 0.224 0.007 0.312 H7 KES 35 KES H8 H8 H 0 1 N N N 17.552 193.122 18.334 -0.995 2.065 -3.197 H8 KES 36 KES H9 H9 H 0 1 N N N 21.268 191.228 20.261 -2.971 -3.258 -1.191 H9 KES 37 KES H10 H10 H 0 1 N N N 19.423 197.804 13.234 7.928 0.770 0.775 H10 KES 38 KES H11 H11 H 0 1 N N N 19.856 195.587 14.243 7.120 -1.362 -0.211 H11 KES 39 # # 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 KES C C5 DOUB Y N 1 KES C C1 SING Y N 2 KES C5 N2 SING Y N 3 KES C1 N DOUB Y N 4 KES CL C12 SING N N 5 KES C13 C14 DOUB Y N 6 KES C13 C12 SING Y N 7 KES N C2 SING Y N 8 KES N2 C2 SING Y N 9 KES N2 N1 SING Y N 10 KES C14 C15 SING Y N 11 KES C12 C11 DOUB Y N 12 KES C2 C3 DOUB Y N 13 KES N1 C4 DOUB Y N 14 KES C15 O1 SING N N 15 KES C15 C10 DOUB Y N 16 KES C11 C10 SING Y N 17 KES F C16 SING N N 18 KES C3 C4 SING Y N 19 KES C3 C6 SING N N 20 KES O1 C16 SING N N 21 KES C10 C9 SING N N 22 KES C16 F1 SING N N 23 KES N3 C6 SING N N 24 KES N3 C7 SING N N 25 KES C6 O DOUB N N 26 KES C9 C7 DOUB Y N 27 KES C9 N5 SING Y N 28 KES C7 C8 SING Y N 29 KES N5 N4 SING Y N 30 KES C8 N4 DOUB Y N 31 KES C4 H1 SING N N 32 KES C14 H2 SING N N 33 KES C5 H3 SING N N 34 KES C11 H4 SING N N 35 KES C8 H5 SING N N 36 KES C13 H6 SING N N 37 KES N3 H7 SING N N 38 KES C16 H8 SING N N 39 KES N5 H9 SING N N 40 KES C H10 SING N N 41 KES C1 H11 SING N N 42 # # 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 KES SMILES ACDLabs 12.01 "c2nn1cccnc1c2C(=O)Nc3cnnc3c4cc(ccc4OC(F)F)Cl" KES InChI InChI 1.03 "InChI=1S/C17H11ClF2N6O2/c18-9-2-3-13(28-17(19)20)10(6-9)14-12(8-22-25-14)24-16(27)11-7-23-26-5-1-4-21-15(11)26/h1-8,17H,(H,22,25)(H,24,27)" KES InChIKey InChI 1.03 KHCFKCPXXJQHMH-UHFFFAOYSA-N KES SMILES_CANONICAL CACTVS 3.385 "FC(F)Oc1ccc(Cl)cc1c2[nH]ncc2NC(=O)c3cnn4cccnc34" KES SMILES CACTVS 3.385 "FC(F)Oc1ccc(Cl)cc1c2[nH]ncc2NC(=O)c3cnn4cccnc34" KES SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cnc2c(cnn2c1)C(=O)Nc3cn[nH]c3c4cc(ccc4OC(F)F)Cl" KES SMILES "OpenEye OEToolkits" 2.0.6 "c1cnc2c(cnn2c1)C(=O)Nc3cn[nH]c3c4cc(ccc4OC(F)F)Cl" # # 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 KES "SYSTEMATIC NAME" ACDLabs 12.01 "N-{5-[5-chloro-2-(difluoromethoxy)phenyl]-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide" KES "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[5-[2-[bis(fluoranyl)methoxy]-5-chloranyl-phenyl]-1~{H}-pyrazol-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KES "Create component" 2018-11-29 RCSB KES "Initial release" 2019-04-24 RCSB ##