data_KEJ # _chem_comp.id KEJ _chem_comp.name "N-[3-(5-chloro-2-methoxyphenyl)-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 H15 Cl 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 382.804 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KEJ _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 6N77 _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 KEJ C4 C1 C 0 1 Y N N 5.804 -22.527 22.389 -2.689 -0.016 -0.096 C4 KEJ 1 KEJ C14 C2 C 0 1 Y N N 4.638 -27.772 22.675 4.096 -0.072 0.198 C14 KEJ 2 KEJ C5 C3 C 0 1 Y N N 5.168 -21.422 22.975 -2.301 -1.186 -0.744 C5 KEJ 3 KEJ C6 C4 C 0 1 Y N N 4.042 -20.882 22.384 -2.964 -2.370 -0.485 C6 KEJ 4 KEJ C11 C5 C 0 1 N N N 6.842 -26.863 23.713 1.694 0.774 -0.120 C11 KEJ 5 KEJ C7 C6 C 0 1 Y N N 3.515 -21.402 21.218 -4.014 -2.397 0.418 C7 KEJ 6 KEJ C8 C7 C 0 1 Y N N 4.134 -22.491 20.623 -4.405 -1.241 1.067 C8 KEJ 7 KEJ C9 C8 C 0 1 Y N N 5.271 -23.052 21.198 -3.745 -0.049 0.820 C9 KEJ 8 KEJ C10 C9 C 0 1 N N N 5.604 -24.554 19.354 -5.224 0.981 2.371 C10 KEJ 9 KEJ C12 C10 C 0 1 Y N N 5.829 -27.941 23.409 2.704 -0.263 0.111 C12 KEJ 10 KEJ C13 C11 C 0 1 Y N N 5.858 -29.315 23.717 2.467 -1.638 0.288 C13 KEJ 11 KEJ N1 N1 N 0 1 Y N N 8.013 -22.257 23.346 -2.547 2.418 -0.626 N1 KEJ 12 KEJ N2 N2 N 0 1 N N N 6.553 -25.612 23.214 0.389 0.443 -0.180 N2 KEJ 13 KEJ C3 C12 C 0 1 Y N N 7.014 -23.086 23.037 -1.980 1.258 -0.370 C3 KEJ 14 KEJ N3 N3 N 0 1 Y N N 4.810 -29.976 23.237 3.612 -2.241 0.468 N3 KEJ 15 KEJ O1 O1 O 0 1 N N N 7.876 -27.113 24.339 2.034 1.935 -0.258 O1 KEJ 16 KEJ N5 N4 N 0 1 Y N N 4.091 -26.672 22.099 4.864 1.014 0.106 N5 KEJ 17 KEJ C15 C13 C 0 1 Y N N 2.947 -26.873 21.456 6.171 0.929 0.226 C15 KEJ 18 KEJ C16 C14 C 0 1 Y N N 2.298 -28.124 21.350 6.775 -0.313 0.453 C16 KEJ 19 KEJ C17 C15 C 0 1 Y N N 2.877 -29.206 21.923 6.000 -1.423 0.548 C17 KEJ 20 KEJ N4 N5 N 0 1 Y N N 4.061 -29.014 22.593 4.647 -1.301 0.426 N4 KEJ 21 KEJ C2 C16 C 0 1 Y N N 7.360 -24.457 23.363 -0.580 1.438 -0.402 C2 KEJ 22 KEJ C1 C17 C 0 1 Y N N 8.630 -24.358 23.861 -0.336 2.741 -0.685 C1 KEJ 23 KEJ N N6 N 0 1 Y N N 8.980 -23.068 23.850 -1.535 3.366 -0.827 N KEJ 24 KEJ C C18 C 0 1 N N N 10.226 -22.483 24.329 -1.734 4.784 -1.137 C KEJ 25 KEJ O O2 O 0 1 N N N 5.926 -24.139 20.684 -4.130 1.088 1.457 O KEJ 26 KEJ CL CL1 CL 0 0 N N N 3.240 -19.539 23.159 -2.480 -3.828 -1.293 CL KEJ 27 KEJ H1 H1 H 0 1 N N N 5.558 -20.994 23.887 -1.483 -1.168 -1.449 H1 KEJ 28 KEJ H2 H2 H 0 1 N N N 2.632 -20.966 20.775 -4.528 -3.326 0.616 H2 KEJ 29 KEJ H3 H3 H 0 1 N N N 3.732 -22.905 19.710 -5.222 -1.269 1.773 H3 KEJ 30 KEJ H4 H4 H 0 1 N N N 6.209 -25.433 19.087 -4.970 0.274 3.160 H4 KEJ 31 KEJ H5 H5 H 0 1 N N N 4.536 -24.813 19.299 -5.428 1.958 2.809 H5 KEJ 32 KEJ H6 H6 H 0 1 N N N 5.819 -23.735 18.652 -6.108 0.630 1.839 H6 KEJ 33 KEJ H7 H7 H 0 1 N N N 6.649 -29.783 24.284 1.498 -2.116 0.277 H7 KEJ 34 KEJ H8 H8 H 0 1 N N N 5.700 -25.510 22.702 0.118 -0.482 -0.070 H8 KEJ 35 KEJ H9 H9 H 0 1 N N N 2.480 -26.022 20.981 6.779 1.818 0.148 H9 KEJ 36 KEJ H10 H10 H 0 1 N N N 1.360 -28.215 20.823 7.848 -0.387 0.551 H10 KEJ 37 KEJ H11 H11 H 0 1 N N N 2.424 -30.184 21.856 6.448 -2.390 0.723 H11 KEJ 38 KEJ H12 H12 H 0 1 N N N 9.243 -25.179 24.203 0.636 3.201 -0.780 H12 KEJ 39 KEJ H13 H13 H 0 1 N N N 10.192 -21.391 24.200 -1.789 5.354 -0.210 H13 KEJ 40 KEJ H14 H14 H 0 1 N N N 10.358 -22.723 25.395 -0.900 5.145 -1.738 H14 KEJ 41 KEJ H15 H15 H 0 1 N N N 11.069 -22.894 23.754 -2.663 4.906 -1.694 H15 KEJ 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 KEJ C10 O SING N N 1 KEJ C8 C9 DOUB Y N 2 KEJ C8 C7 SING Y N 3 KEJ O C9 SING N N 4 KEJ C9 C4 SING Y N 5 KEJ C7 C6 DOUB Y N 6 KEJ C16 C15 SING Y N 7 KEJ C16 C17 DOUB Y N 8 KEJ C15 N5 DOUB Y N 9 KEJ C17 N4 SING Y N 10 KEJ N5 C14 SING Y N 11 KEJ C6 C5 SING Y N 12 KEJ C6 CL SING N N 13 KEJ C4 C5 DOUB Y N 14 KEJ C4 C3 SING N N 15 KEJ N4 C14 SING Y N 16 KEJ N4 N3 SING Y N 17 KEJ C14 C12 DOUB Y N 18 KEJ C3 N1 DOUB Y N 19 KEJ C3 C2 SING Y N 20 KEJ N2 C2 SING N N 21 KEJ N2 C11 SING N N 22 KEJ N3 C13 DOUB Y N 23 KEJ N1 N SING Y N 24 KEJ C2 C1 DOUB Y N 25 KEJ C12 C11 SING N N 26 KEJ C12 C13 SING Y N 27 KEJ C11 O1 DOUB N N 28 KEJ N C1 SING Y N 29 KEJ N C SING N N 30 KEJ C5 H1 SING N N 31 KEJ C7 H2 SING N N 32 KEJ C8 H3 SING N N 33 KEJ C10 H4 SING N N 34 KEJ C10 H5 SING N N 35 KEJ C10 H6 SING N N 36 KEJ C13 H7 SING N N 37 KEJ N2 H8 SING N N 38 KEJ C15 H9 SING N N 39 KEJ C16 H10 SING N N 40 KEJ C17 H11 SING N N 41 KEJ C1 H12 SING N N 42 KEJ C H13 SING N N 43 KEJ C H14 SING N N 44 KEJ C H15 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 KEJ SMILES ACDLabs 12.01 "c1(cc(Cl)ccc1OC)c4nn(cc4NC(=O)c3c2ncccn2nc3)C" KEJ InChI InChI 1.03 "InChI=1S/C18H15ClN6O2/c1-24-10-14(16(23-24)12-8-11(19)4-5-15(12)27-2)22-18(26)13-9-21-25-7-3-6-20-17(13)25/h3-10H,1-2H3,(H,22,26)" KEJ InChIKey InChI 1.03 PBBLZBUJHLNSRL-UHFFFAOYSA-N KEJ SMILES_CANONICAL CACTVS 3.385 "COc1ccc(Cl)cc1c2nn(C)cc2NC(=O)c3cnn4cccnc34" KEJ SMILES CACTVS 3.385 "COc1ccc(Cl)cc1c2nn(C)cc2NC(=O)c3cnn4cccnc34" KEJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cn1cc(c(n1)c2cc(ccc2OC)Cl)NC(=O)c3cnn4c3nccc4" KEJ SMILES "OpenEye OEToolkits" 2.0.6 "Cn1cc(c(n1)c2cc(ccc2OC)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 KEJ "SYSTEMATIC NAME" ACDLabs 12.01 "N-[3-(5-chloro-2-methoxyphenyl)-1-methyl-1H-pyrazol-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide" KEJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-(5-chloranyl-2-methoxy-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 KEJ "Create component" 2018-11-29 RCSB KEJ "Initial release" 2019-04-24 RCSB ##