data_87R # _chem_comp.id 87R _chem_comp.name "6-methyl-N-[(1R)-1-[4-(trifluoromethyloxy)phenyl]propyl]pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 F3 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-11 _chem_comp.pdbx_modified_date 2017-08-11 _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 378.348 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 87R _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 5XKM _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 87R C18 C1 C 0 1 Y N N -33.019 -11.220 32.974 -2.560 1.903 -1.160 C18 87R 1 87R C22 C2 C 0 1 Y N N -31.417 -10.356 34.525 -2.215 0.254 0.545 C22 87R 2 87R C19 C3 C 0 1 Y N N -32.002 -11.701 32.180 -3.840 1.426 -1.366 C19 87R 3 87R C21 C4 C 0 1 Y N N -30.394 -10.834 33.736 -3.493 -0.230 0.339 C21 87R 4 87R C1 C5 C 0 1 Y N N -34.215 -5.310 36.483 2.442 -1.562 0.647 C1 87R 5 87R C2 C6 C 0 1 Y N N -33.757 -6.650 36.453 2.786 -0.288 0.161 C2 87R 6 87R C17 C7 C 0 1 Y N N -32.731 -10.547 34.145 -1.747 1.316 -0.207 C17 87R 7 87R C20 C8 C 0 1 Y N N -30.694 -11.497 32.565 -4.310 0.357 -0.616 C20 87R 8 87R C3 C9 C 0 1 Y N N -32.986 -6.786 37.585 4.172 -0.302 -0.082 C3 87R 9 87R C6 C10 C 0 1 Y N N -32.413 -5.217 39.364 5.939 -1.854 0.120 C6 87R 10 87R C8 C11 C 0 1 Y N N -31.691 -7.576 39.248 6.296 0.358 -0.683 C8 87R 11 87R C7 C12 C 0 1 Y N N -31.718 -6.400 39.885 6.792 -0.907 -0.348 C7 87R 12 87R C11 C13 C 0 1 N N N -34.038 -7.649 35.457 1.874 0.840 -0.053 C11 87R 13 87R C10 C14 C 0 1 N N N -31.006 -6.241 41.178 8.259 -1.215 -0.505 C10 87R 14 87R C16 C15 C 0 1 N N N -35.448 -10.792 36.754 1.058 3.371 1.392 C16 87R 15 87R C15 C16 C 0 1 N N N -34.244 -11.169 35.927 -0.330 2.746 1.242 C15 87R 16 87R C14 C17 C 0 1 N N R -33.851 -10.044 34.993 -0.350 1.835 0.012 C14 87R 17 87R C24 C18 C 0 1 N N N -29.153 -10.968 30.926 -5.986 -1.216 -0.009 C24 87R 18 87R N5 N1 N 0 1 Y N N -33.771 -4.646 37.553 3.522 -2.297 0.699 N5 87R 19 87R N9 N2 N 0 1 Y N N -32.286 -7.809 38.117 5.016 0.623 -0.542 N9 87R 20 87R N4 N3 N 0 1 Y N N -33.033 -5.566 38.195 4.617 -1.549 0.254 N4 87R 21 87R N13 N4 N 0 1 N N N -33.478 -8.870 35.741 0.562 0.708 0.226 N13 87R 22 87R O12 O1 O 0 1 N N N -34.716 -7.393 34.471 2.302 1.896 -0.482 O12 87R 23 87R O23 O2 O 0 1 N N N -29.676 -11.992 31.767 -5.569 -0.114 -0.817 O23 87R 24 87R F25 F1 F 0 1 N N N -28.644 -9.935 31.647 -5.931 -0.852 1.340 F25 87R 25 87R F26 F2 F 0 1 N N N -30.089 -10.492 30.062 -7.297 -1.570 -0.345 F26 87R 26 87R F27 F3 F 0 1 N N N -28.137 -11.506 30.204 -5.137 -2.306 -0.233 F27 87R 27 87R H1 H1 H 0 1 N N N -34.047 -11.370 32.679 -2.192 2.732 -1.746 H1 87R 28 87R H2 H2 H 0 1 N N N -31.191 -9.831 35.442 -1.579 -0.202 1.288 H2 87R 29 87R H3 H3 H 0 1 N N N -32.226 -12.232 31.267 -4.474 1.885 -2.110 H3 87R 30 87R H4 H4 H 0 1 N N N -29.365 -10.691 34.032 -3.855 -1.064 0.921 H4 87R 31 87R H5 H5 H 0 1 N N N -34.851 -4.875 35.726 1.450 -1.880 0.934 H5 87R 32 87R H6 H6 H 0 1 N N N -32.432 -4.240 39.824 6.303 -2.836 0.384 H6 87R 33 87R H7 H7 H 0 1 N N N -31.139 -8.384 39.704 6.966 1.118 -1.056 H7 87R 34 87R H8 H8 H 0 1 N N N -29.973 -5.914 40.990 8.443 -1.611 -1.504 H8 87R 35 87R H9 H9 H 0 1 N N N -31.523 -5.488 41.791 8.839 -0.303 -0.363 H9 87R 36 87R H10 H10 H 0 1 N N N -30.995 -7.203 41.711 8.557 -1.954 0.239 H10 87R 37 87R H11 H11 H 0 1 N N N -35.711 -11.626 37.422 1.800 2.582 1.513 H11 87R 38 87R H12 H12 H 0 1 N N N -35.215 -9.901 37.355 1.291 3.956 0.502 H12 87R 39 87R H13 H13 H 0 1 N N N -36.296 -10.574 36.088 1.072 4.020 2.267 H13 87R 40 87R H14 H14 H 0 1 N N N -34.482 -12.063 35.332 -0.564 2.161 2.131 H14 87R 41 87R H15 H15 H 0 1 N N N -33.401 -11.389 36.599 -1.073 3.535 1.121 H15 87R 42 87R H16 H16 H 0 1 N N N -34.709 -9.810 34.346 -0.030 2.400 -0.863 H16 87R 43 87R H17 H17 H 0 1 N N N -32.803 -8.946 36.475 0.221 -0.134 0.567 H17 87R 44 # 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 87R F26 C24 SING N N 1 87R F27 C24 SING N N 2 87R C24 F25 SING N N 3 87R C24 O23 SING N N 4 87R O23 C20 SING N N 5 87R C19 C20 DOUB Y N 6 87R C19 C18 SING Y N 7 87R C20 C21 SING Y N 8 87R C18 C17 DOUB Y N 9 87R C21 C22 DOUB Y N 10 87R C17 C22 SING Y N 11 87R C17 C14 SING N N 12 87R O12 C11 DOUB N N 13 87R C14 N13 SING N N 14 87R C14 C15 SING N N 15 87R C11 N13 SING N N 16 87R C11 C2 SING N N 17 87R C15 C16 SING N N 18 87R C2 C1 SING Y N 19 87R C2 C3 DOUB Y N 20 87R C1 N5 DOUB Y N 21 87R N5 N4 SING Y N 22 87R C3 N9 SING Y N 23 87R C3 N4 SING Y N 24 87R N9 C8 DOUB Y N 25 87R N4 C6 SING Y N 26 87R C8 C7 SING Y N 27 87R C6 C7 DOUB Y N 28 87R C7 C10 SING N N 29 87R C18 H1 SING N N 30 87R C22 H2 SING N N 31 87R C19 H3 SING N N 32 87R C21 H4 SING N N 33 87R C1 H5 SING N N 34 87R C6 H6 SING N N 35 87R C8 H7 SING N N 36 87R C10 H8 SING N N 37 87R C10 H9 SING N N 38 87R C10 H10 SING N N 39 87R C16 H11 SING N N 40 87R C16 H12 SING N N 41 87R C16 H13 SING N N 42 87R C15 H14 SING N N 43 87R C15 H15 SING N N 44 87R C14 H16 SING N N 45 87R N13 H17 SING N N 46 # 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 87R InChI InChI 1.03 "InChI=1S/C18H17F3N4O2/c1-3-15(12-4-6-13(7-5-12)27-18(19,20)21)24-17(26)14-9-23-25-10-11(2)8-22-16(14)25/h4-10,15H,3H2,1-2H3,(H,24,26)/t15-/m1/s1" 87R InChIKey InChI 1.03 CXEGBNQZVKLHTO-OAHLLOKOSA-N 87R SMILES_CANONICAL CACTVS 3.385 "CC[C@@H](NC(=O)c1cnn2cc(C)cnc12)c3ccc(OC(F)(F)F)cc3" 87R SMILES CACTVS 3.385 "CC[CH](NC(=O)c1cnn2cc(C)cnc12)c3ccc(OC(F)(F)F)cc3" 87R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC[C@H](c1ccc(cc1)OC(F)(F)F)NC(=O)c2cnn3c2ncc(c3)C" 87R SMILES "OpenEye OEToolkits" 2.0.6 "CCC(c1ccc(cc1)OC(F)(F)F)NC(=O)c2cnn3c2ncc(c3)C" # 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 87R "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-methyl-~{N}-[(1~{R})-1-[4-(trifluoromethyloxy)phenyl]propyl]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 87R "Create component" 2017-05-11 PDBJ 87R "Initial release" 2017-08-16 RCSB #