data_XPY # _chem_comp.id XPY _chem_comp.name "5-{[(1R,2S)-2-aminocyclohexyl]amino}-N-[1-methyl-3-(trifluoromethyl)-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 H21 F3 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-17 _chem_comp.pdbx_modified_date 2015-05-15 _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 422.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XPY _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 4Y73 _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 XPY C1 C1 C 0 1 Y N N 33.345 8.162 -11.720 -2.701 -3.566 0.001 C1 XPY 1 XPY C2 C2 C 0 1 Y N N 32.845 9.428 -11.580 -3.695 -2.652 -0.068 C2 XPY 2 XPY C3 C3 C 0 1 Y N N 31.820 9.616 -10.587 -3.370 -1.281 -0.123 C3 XPY 3 XPY N6 N1 N 0 1 Y N N 28.029 7.124 -4.526 4.845 2.104 -0.056 N6 XPY 4 XPY C7 C4 C 0 1 N N N 29.395 13.647 -7.608 -6.259 2.207 1.292 C7 XPY 5 XPY C8 C5 C 0 1 N N N 30.290 12.547 -7.007 -6.460 1.673 -0.127 C8 XPY 6 XPY C9 C6 C 0 1 N N S 31.232 11.951 -8.054 -5.171 1.858 -0.929 C9 XPY 7 XPY C10 C7 C 0 1 Y N N 32.468 5.285 -9.913 0.803 -2.988 0.068 C10 XPY 8 XPY C11 C8 C 0 1 Y N N 31.551 6.168 -9.315 0.280 -1.683 -0.006 C11 XPY 9 XPY C12 C9 C 0 1 N N N 30.638 5.781 -8.211 1.048 -0.436 -0.042 C12 XPY 10 XPY C13 C10 C 0 1 Y N N 29.258 6.629 -6.346 3.133 0.725 -0.039 C13 XPY 11 XPY C14 C11 C 0 1 Y N N 28.667 7.643 -5.565 4.530 0.835 -0.005 C14 XPY 12 XPY C15 C12 C 0 1 N N N 28.745 9.124 -5.813 5.504 -0.312 0.074 C15 XPY 13 XPY C16 C13 C 0 1 N N N 27.686 4.906 -3.571 3.564 4.310 -0.194 C16 XPY 14 XPY F2 F1 F 0 1 N N N 27.956 9.501 -6.794 4.916 -1.376 0.767 F2 XPY 15 XPY F F2 F 0 1 N N N 28.406 9.837 -4.751 5.842 -0.728 -1.218 F XPY 16 XPY F1 F3 F 0 1 N N N 29.965 9.512 -6.144 6.659 0.101 0.748 F1 XPY 17 XPY N7 N2 N 0 1 Y N N 28.209 5.782 -4.623 3.661 2.850 -0.123 N7 XPY 18 XPY C17 C14 C 0 1 Y N N 28.928 5.428 -5.693 2.618 1.979 -0.112 C17 XPY 19 XPY N5 N3 N 0 1 N N N 30.100 6.802 -7.473 2.395 -0.473 -0.004 N5 XPY 20 XPY O O1 O 0 1 N N N 30.442 4.593 -7.965 0.470 0.633 -0.108 O XPY 21 XPY C C15 C 0 1 Y N N 31.794 7.426 -9.964 -1.123 -1.805 -0.038 C XPY 22 XPY N4 N4 N 0 1 Y N N 33.234 5.892 -10.849 -0.190 -3.837 0.081 N4 XPY 23 XPY N1 N5 N 0 1 Y N N 32.818 7.166 -10.885 -1.402 -3.141 0.016 N1 XPY 24 XPY N N6 N 0 1 Y N N 31.283 8.652 -9.786 -2.103 -0.903 -0.107 N XPY 25 XPY N2 N7 N 0 1 N N N 31.299 11.013 -10.472 -4.373 -0.334 -0.195 N2 XPY 26 XPY C4 C16 C 0 1 N N R 30.424 11.464 -9.333 -4.034 1.090 -0.252 C4 XPY 27 XPY N3 N8 N 0 1 N N N 32.288 12.945 -8.417 -5.364 1.345 -2.293 N3 XPY 28 XPY C6 C17 C 0 1 N N N 28.616 13.135 -8.807 -5.122 1.439 1.970 C6 XPY 29 XPY C5 C18 C 0 1 N N N 29.562 12.594 -9.875 -3.833 1.624 1.168 C5 XPY 30 XPY H1 H1 H 0 1 N N N 34.114 7.939 -12.444 -2.931 -4.620 0.049 H1 XPY 31 XPY H2 H2 H 0 1 N N N 33.203 10.247 -12.186 -4.728 -2.968 -0.081 H2 XPY 32 XPY H3 H3 H 0 1 N N N 30.028 14.489 -7.925 -6.006 3.266 1.250 H3 XPY 33 XPY H4 H4 H 0 1 N N N 28.686 13.990 -6.840 -7.178 2.075 1.864 H4 XPY 34 XPY H5 H5 H 0 1 N N N 29.651 11.747 -6.606 -6.713 0.614 -0.085 H5 XPY 35 XPY H6 H6 H 0 1 N N N 30.890 12.980 -6.193 -7.270 2.220 -0.610 H6 XPY 36 XPY H7 H7 H 0 1 N N N 31.718 11.067 -7.615 -4.918 2.918 -0.972 H7 XPY 37 XPY H8 H8 H 0 1 N N N 32.551 4.240 -9.654 1.851 -3.245 0.109 H8 XPY 38 XPY H9 H9 H 0 1 N N N 27.188 5.514 -2.801 3.569 4.624 -1.238 H9 XPY 39 XPY H10 H10 H 0 1 N N N 26.963 4.201 -4.007 2.638 4.636 0.279 H10 XPY 40 XPY H11 H11 H 0 1 N N N 28.515 4.345 -3.115 4.414 4.756 0.324 H11 XPY 41 XPY H12 H12 H 0 1 N N N 29.199 4.427 -5.994 1.571 2.237 -0.152 H12 XPY 42 XPY H13 H13 H 0 1 N N N 30.317 7.738 -7.750 2.855 -1.325 0.048 H13 XPY 43 XPY H14 H14 H 0 1 N N N 32.103 11.608 -10.456 -5.303 -0.612 -0.207 H14 XPY 44 XPY H15 H15 H 0 1 N N N 29.772 10.632 -9.028 -3.115 1.222 -0.824 H15 XPY 45 XPY H16 H16 H 0 1 N N N 32.776 13.230 -7.592 -6.110 1.837 -2.761 H16 XPY 46 XPY H17 H17 H 0 1 N N N 32.932 12.528 -9.058 -4.507 1.397 -2.823 H17 XPY 47 XPY H19 H19 H 0 1 N N N 28.025 13.960 -9.232 -4.979 1.819 2.981 H19 XPY 48 XPY H20 H20 H 0 1 N N N 27.941 12.330 -8.482 -5.375 0.379 2.012 H20 XPY 49 XPY H21 H21 H 0 1 N N N 30.216 13.409 -10.220 -3.023 1.076 1.650 H21 XPY 50 XPY H22 H22 H 0 1 N N N 28.968 12.217 -10.721 -3.580 2.683 1.125 H22 XPY 51 # 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 XPY C1 C2 DOUB Y N 1 XPY C1 N1 SING Y N 2 XPY C2 C3 SING Y N 3 XPY N1 N4 SING Y N 4 XPY N1 C SING Y N 5 XPY N4 C10 DOUB Y N 6 XPY C3 N2 SING N N 7 XPY C3 N DOUB Y N 8 XPY N2 C4 SING N N 9 XPY C N SING Y N 10 XPY C C11 DOUB Y N 11 XPY C10 C11 SING Y N 12 XPY C5 C4 SING N N 13 XPY C5 C6 SING N N 14 XPY C4 C9 SING N N 15 XPY C11 C12 SING N N 16 XPY C6 C7 SING N N 17 XPY N3 C9 SING N N 18 XPY C12 O DOUB N N 19 XPY C12 N5 SING N N 20 XPY C9 C8 SING N N 21 XPY C7 C8 SING N N 22 XPY N5 C13 SING N N 23 XPY F2 C15 SING N N 24 XPY C13 C17 DOUB Y N 25 XPY C13 C14 SING Y N 26 XPY F1 C15 SING N N 27 XPY C15 C14 SING N N 28 XPY C15 F SING N N 29 XPY C17 N7 SING Y N 30 XPY C14 N6 DOUB Y N 31 XPY N7 N6 SING Y N 32 XPY N7 C16 SING N N 33 XPY C1 H1 SING N N 34 XPY C2 H2 SING N N 35 XPY C7 H3 SING N N 36 XPY C7 H4 SING N N 37 XPY C8 H5 SING N N 38 XPY C8 H6 SING N N 39 XPY C9 H7 SING N N 40 XPY C10 H8 SING N N 41 XPY C16 H9 SING N N 42 XPY C16 H10 SING N N 43 XPY C16 H11 SING N N 44 XPY C17 H12 SING N N 45 XPY N5 H13 SING N N 46 XPY N2 H14 SING N N 47 XPY C4 H15 SING N N 48 XPY N3 H16 SING N N 49 XPY N3 H17 SING N N 50 XPY C6 H19 SING N N 51 XPY C6 H20 SING N N 52 XPY C5 H21 SING N N 53 XPY C5 H22 SING N N 54 # 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 XPY SMILES ACDLabs 12.01 "FC(F)(F)c1nn(cc1NC(=O)c2c3nc(ccn3nc2)NC4CCCCC4N)C" XPY InChI InChI 1.03 "InChI=1S/C18H21F3N8O/c1-28-9-13(15(27-28)18(19,20)21)25-17(30)10-8-23-29-7-6-14(26-16(10)29)24-12-5-3-2-4-11(12)22/h6-9,11-12H,2-5,22H2,1H3,(H,24,26)(H,25,30)/t11-,12+/m0/s1" XPY InChIKey InChI 1.03 LAXFSYWLDNVHAQ-NWDGAFQWSA-N XPY SMILES_CANONICAL CACTVS 3.385 "Cn1cc(NC(=O)c2cnn3ccc(N[C@@H]4CCCC[C@@H]4N)nc23)c(n1)C(F)(F)F" XPY SMILES CACTVS 3.385 "Cn1cc(NC(=O)c2cnn3ccc(N[CH]4CCCC[CH]4N)nc23)c(n1)C(F)(F)F" XPY SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cn1cc(c(n1)C(F)(F)F)NC(=O)c2cnn3c2nc(cc3)N[C@@H]4CCCC[C@@H]4N" XPY SMILES "OpenEye OEToolkits" 1.9.2 "Cn1cc(c(n1)C(F)(F)F)NC(=O)c2cnn3c2nc(cc3)NC4CCCCC4N" # 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 XPY "SYSTEMATIC NAME" ACDLabs 12.01 "5-{[(1R,2S)-2-aminocyclohexyl]amino}-N-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide" XPY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[[(1R,2S)-2-azanylcyclohexyl]amino]-N-[1-methyl-3-(trifluoromethyl)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 XPY "Create component" 2015-02-17 RCSB XPY "Initial release" 2015-05-20 RCSB #