data_KEP # _chem_comp.id KEP _chem_comp.name "N-{3-[5-chloro-2-(difluoromethoxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H13 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 418.785 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KEP _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 6N78 _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 KEP C4 C1 C 0 1 Y N N -22.739 3.548 -1.571 -2.171 -0.078 -0.490 C4 KEP 1 KEP C14 C2 C 0 1 Y N N -27.789 4.952 -1.016 4.568 -0.028 0.353 C14 KEP 2 KEP C5 C3 C 0 1 Y N N -21.607 4.158 -1.012 -1.715 -1.247 -1.094 C5 KEP 3 KEP C6 C4 C 0 1 Y N N -21.060 5.275 -1.614 -2.379 -2.439 -0.877 C6 KEP 4 KEP C11 C5 C 0 1 N N N -26.953 2.663 -0.086 2.187 0.779 -0.168 C11 KEP 5 KEP C7 C6 C 0 1 Y N N -21.627 5.846 -2.740 -3.499 -2.474 -0.063 C7 KEP 6 KEP C8 C7 C 0 1 Y N N -22.762 5.276 -3.288 -3.959 -1.319 0.540 C8 KEP 7 KEP C9 C8 C 0 1 Y N N -23.310 4.129 -2.720 -3.298 -0.119 0.336 C9 KEP 8 KEP C10 C9 C 0 1 N N N -24.467 3.087 -4.504 -4.913 0.902 1.750 C10 KEP 9 KEP C12 C10 C 0 1 Y N N -27.957 3.725 -0.365 3.190 -0.240 0.155 C12 KEP 10 KEP C13 C11 C 0 1 Y N N -29.328 3.669 -0.060 2.959 -1.617 0.326 C13 KEP 11 KEP N1 N1 N 0 1 Y N N -22.444 1.269 -0.766 -2.022 2.354 -1.031 N1 KEP 12 KEP N2 N2 N 0 1 N N N -25.685 2.902 -0.559 0.896 0.427 -0.330 N2 KEP 13 KEP C3 C12 C 0 1 Y N N -23.263 2.306 -0.955 -1.461 1.204 -0.719 C3 KEP 14 KEP N3 N3 N 0 1 Y N N -29.990 4.737 -0.477 4.095 -2.201 0.604 N3 KEP 15 KEP O1 O1 O 0 1 N N N -27.274 1.647 0.533 2.520 1.944 -0.289 O1 KEP 16 KEP N5 N4 N 0 1 Y N N -26.697 5.527 -1.583 5.325 1.070 0.312 N5 KEP 17 KEP C15 C13 C 0 1 Y N N -26.923 6.663 -2.232 6.619 1.005 0.538 C15 KEP 18 KEP C16 C14 C 0 1 Y N N -28.198 7.278 -2.359 7.221 -0.225 0.826 C16 KEP 19 KEP C17 C15 C 0 1 Y N N -29.263 6.694 -1.764 6.456 -1.346 0.868 C17 KEP 20 KEP N4 N5 N 0 1 Y N N -29.039 5.518 -1.082 5.117 -1.246 0.636 N4 KEP 21 KEP C2 C16 C 0 1 Y N N -24.584 2.003 -0.537 -0.065 1.405 -0.639 C2 KEP 22 KEP C1 C17 C 0 1 Y N N -24.516 0.712 -0.089 0.181 2.710 -0.914 C1 KEP 23 KEP N N6 N 0 1 Y N N -23.246 0.313 -0.228 -1.011 3.315 -1.159 N KEP 24 KEP C C18 C 0 1 N N N -22.670 -0.968 0.165 -1.205 4.727 -1.499 C KEP 25 KEP O O2 O 0 1 N N N -24.451 3.526 -3.207 -3.750 1.018 0.929 O KEP 26 KEP F1 F1 F 0 1 N N N -24.948 4.040 -5.303 -5.982 0.429 0.981 F1 KEP 27 KEP F F2 F 0 1 N N N -25.250 2.028 -4.708 -4.660 0.009 2.796 F KEP 28 KEP CL CL1 CL 0 0 N N N -19.586 5.950 -0.969 -1.811 -3.896 -1.630 CL KEP 29 KEP H1 H1 H 0 1 N N N -21.164 3.756 -0.113 -0.842 -1.223 -1.730 H1 KEP 30 KEP H2 H2 H 0 1 N N N -21.188 6.727 -3.186 -4.014 -3.409 0.102 H2 KEP 31 KEP H3 H3 H 0 1 N N N -23.223 5.721 -4.157 -4.832 -1.352 1.174 H3 KEP 32 KEP H4 H4 H 0 1 N N N -23.438 2.843 -4.808 -5.167 1.880 2.161 H4 KEP 33 KEP H5 H5 H 0 1 N N N -29.792 2.843 0.459 2.002 -2.110 0.241 H5 KEP 34 KEP H6 H6 H 0 1 N N N -25.519 3.803 -0.961 0.631 -0.501 -0.233 H6 KEP 35 KEP H7 H7 H 0 1 N N N -26.080 7.154 -2.695 7.218 1.903 0.501 H7 KEP 36 KEP H8 H8 H 0 1 N N N -28.314 8.194 -2.920 8.283 -0.282 1.011 H8 KEP 37 KEP H9 H9 H 0 1 N N N -30.249 7.132 -1.821 6.903 -2.305 1.088 H9 KEP 38 KEP H10 H10 H 0 1 N N N -25.333 0.125 0.303 1.151 3.183 -0.934 H10 KEP 39 KEP H11 H11 H 0 1 N N N -21.591 -0.967 -0.050 -1.343 5.305 -0.585 H11 KEP 40 KEP H12 H12 H 0 1 N N N -22.829 -1.127 1.242 -0.329 5.095 -2.034 H12 KEP 41 KEP H13 H13 H 0 1 N N N -23.155 -1.777 -0.400 -2.087 4.830 -2.131 H13 KEP 42 # # 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 KEP F1 C10 SING N N 1 KEP F C10 SING N N 2 KEP C10 O SING N N 3 KEP C8 C7 DOUB Y N 4 KEP C8 C9 SING Y N 5 KEP O C9 SING N N 6 KEP C7 C6 SING Y N 7 KEP C9 C4 DOUB Y N 8 KEP C16 C15 SING Y N 9 KEP C16 C17 DOUB Y N 10 KEP C15 N5 DOUB Y N 11 KEP C17 N4 SING Y N 12 KEP C6 C5 DOUB Y N 13 KEP C6 CL SING N N 14 KEP N5 C14 SING Y N 15 KEP C4 C5 SING Y N 16 KEP C4 C3 SING N N 17 KEP N4 C14 SING Y N 18 KEP N4 N3 SING Y N 19 KEP C14 C12 DOUB Y N 20 KEP C3 N1 DOUB Y N 21 KEP C3 C2 SING Y N 22 KEP N1 N SING Y N 23 KEP N2 C2 SING N N 24 KEP N2 C11 SING N N 25 KEP C2 C1 DOUB Y N 26 KEP N3 C13 DOUB Y N 27 KEP C12 C11 SING N N 28 KEP C12 C13 SING Y N 29 KEP N C1 SING Y N 30 KEP N C SING N N 31 KEP C11 O1 DOUB N N 32 KEP C5 H1 SING N N 33 KEP C7 H2 SING N N 34 KEP C8 H3 SING N N 35 KEP C10 H4 SING N N 36 KEP C13 H5 SING N N 37 KEP N2 H6 SING N N 38 KEP C15 H7 SING N N 39 KEP C16 H8 SING N N 40 KEP C17 H9 SING N N 41 KEP C1 H10 SING N N 42 KEP C H11 SING N N 43 KEP C H12 SING N N 44 KEP C H13 SING N N 45 # # 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 KEP SMILES ACDLabs 12.01 "c1(cc(Cl)ccc1OC(F)F)c4nn(cc4NC(=O)c3c2ncccn2nc3)C" KEP InChI InChI 1.03 "InChI=1S/C18H13ClF2N6O2/c1-26-9-13(24-17(28)12-8-23-27-6-2-5-22-16(12)27)15(25-26)11-7-10(19)3-4-14(11)29-18(20)21/h2-9,18H,1H3,(H,24,28)" KEP InChIKey InChI 1.03 CJXPNZXEEPSZHK-UHFFFAOYSA-N KEP SMILES_CANONICAL CACTVS 3.385 "Cn1cc(NC(=O)c2cnn3cccnc23)c(n1)c4cc(Cl)ccc4OC(F)F" KEP SMILES CACTVS 3.385 "Cn1cc(NC(=O)c2cnn3cccnc23)c(n1)c4cc(Cl)ccc4OC(F)F" KEP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cn1cc(c(n1)c2cc(ccc2OC(F)F)Cl)NC(=O)c3cnn4c3nccc4" KEP SMILES "OpenEye OEToolkits" 2.0.6 "Cn1cc(c(n1)c2cc(ccc2OC(F)F)Cl)NC(=O)c3cnn4c3nccc4" # # 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 KEP "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[5-chloro-2-(difluoromethoxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide" KEP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-[2-[bis(fluoranyl)methoxy]-5-chloranyl-phenyl]-1-methyl-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 KEP "Create component" 2018-11-29 RCSB KEP "Initial release" 2019-04-24 RCSB ##