data_6YE # _chem_comp.id 6YE _chem_comp.name "~{N}-(3-aminocarbonyl-1-methyl-pyrazol-4-yl)-5-piperazin-1-yl-pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 N9 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-26 _chem_comp.pdbx_modified_date 2016-08-12 _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 369.381 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6YE _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 5KX8 _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 6YE N01 N1 N 0 1 N N N 29.970 6.696 -7.666 2.363 0.600 0.023 N01 6YE 1 6YE C02 C1 C 0 1 N N N 30.799 5.764 -8.261 1.038 0.369 -0.054 C02 6YE 2 6YE O03 O1 O 0 1 N N N 30.890 4.570 -7.890 0.623 -0.771 -0.155 O03 6YE 3 6YE C04 C2 C 0 1 Y N N 31.664 6.286 -9.372 0.096 1.490 -0.015 C04 6YE 4 6YE C05 C3 C 0 1 Y N N 32.490 5.438 -10.176 0.421 2.855 0.098 C05 6YE 5 6YE N06 N2 N 0 1 Y N N 33.235 6.122 -11.096 -0.684 3.551 0.099 N06 6YE 6 6YE N07 N3 N 0 1 Y N N 32.889 7.454 -10.911 -1.780 2.689 -0.013 N07 6YE 7 6YE C08 C4 C 0 1 Y N N 31.931 7.596 -9.835 -1.309 1.409 -0.090 C08 6YE 8 6YE N09 N4 N 0 1 Y N N 31.485 8.825 -9.452 -2.145 0.377 -0.204 N09 6YE 9 6YE C10 C5 C 0 1 Y N N 31.932 9.943 -10.138 -3.453 0.567 -0.244 C10 6YE 10 6YE C11 C6 C 0 1 Y N N 32.874 9.822 -11.177 -3.975 1.874 -0.167 C11 6YE 11 6YE C12 C7 C 0 1 Y N N 33.347 8.595 -11.579 -3.126 2.921 -0.056 C12 6YE 12 6YE N13 N5 N 0 1 N N N 31.502 11.188 -9.674 -4.306 -0.513 -0.362 N13 6YE 13 6YE C14 C8 C 0 1 N N N 31.926 12.434 -10.326 -5.764 -0.335 -0.294 C14 6YE 14 6YE C15 C9 C 0 1 N N N 31.201 13.675 -9.853 -6.327 -1.321 0.734 C15 6YE 15 6YE N16 N6 N 0 1 N N N 31.308 13.734 -8.393 -5.883 -2.681 0.398 N16 6YE 16 6YE C17 C10 C 0 1 N N N 30.602 12.595 -7.813 -4.421 -2.799 0.479 C17 6YE 17 6YE C18 C11 C 0 1 N N N 31.366 11.372 -8.222 -3.780 -1.872 -0.566 C18 6YE 18 6YE C19 C12 C 0 1 Y N N 29.352 6.510 -6.405 3.265 -0.474 -0.014 C19 6YE 19 6YE C20 C13 C 0 1 Y N N 28.704 7.526 -5.613 4.681 -0.410 0.055 C20 6YE 20 6YE N21 N7 N 0 1 Y N N 28.208 6.972 -4.502 5.128 -1.650 -0.015 N21 6YE 21 6YE N22 N8 N 0 1 Y N N 28.512 5.652 -4.535 4.146 -2.471 -0.119 N22 6YE 22 6YE C23 C14 C 0 1 Y N N 29.182 5.300 -5.638 2.968 -1.797 -0.117 C23 6YE 23 6YE C24 C15 C 0 1 N N N 28.584 8.958 -5.936 5.499 0.811 0.181 C24 6YE 24 6YE N25 N9 N 0 1 N N N 28.143 9.762 -4.971 6.842 0.720 0.235 N25 6YE 25 6YE O26 O2 O 0 1 N N N 28.885 9.373 -7.063 4.960 1.900 0.235 O26 6YE 26 6YE C27 C16 C 0 1 N N N 28.096 4.793 -3.436 4.279 -3.927 -0.220 C27 6YE 27 6YE H1 H1 H 0 1 N N N 29.796 7.551 -8.154 2.694 1.508 0.100 H1 6YE 28 6YE H2 H2 H 0 1 N N N 32.522 4.364 -10.067 1.420 3.260 0.173 H2 6YE 29 6YE H3 H3 H 0 1 N N N 33.233 10.713 -11.670 -5.042 2.038 -0.199 H3 6YE 30 6YE H4 H4 H 0 1 N N N 34.055 8.514 -12.391 -3.508 3.930 0.004 H4 6YE 31 6YE H5 H5 H 0 1 N N N 31.756 12.329 -11.408 -5.994 0.686 0.014 H5 6YE 32 6YE H6 H6 H 0 1 N N N 33.001 12.572 -10.135 -6.204 -0.533 -1.271 H6 6YE 33 6YE H7 H7 H 0 1 N N N 31.663 14.569 -10.297 -5.967 -1.056 1.729 H7 6YE 34 6YE H8 H8 H 0 1 N N N 30.142 13.624 -10.148 -7.417 -1.281 0.719 H8 6YE 35 6YE H9 H9 H 0 1 N N N 32.271 13.701 -8.127 -6.334 -3.365 0.988 H9 6YE 36 6YE H11 H11 H 0 1 N N N 30.578 12.680 -6.717 -4.088 -2.513 1.476 H11 6YE 37 6YE H12 H12 H 0 1 N N N 29.573 12.548 -8.199 -4.128 -3.829 0.278 H12 6YE 38 6YE H13 H13 H 0 1 N N N 30.848 10.492 -7.812 -4.032 -2.215 -1.569 H13 6YE 39 6YE H14 H14 H 0 1 N N N 32.375 11.438 -7.789 -2.697 -1.868 -0.439 H14 6YE 40 6YE H15 H15 H 0 1 N N N 29.526 4.311 -5.901 1.981 -2.229 -0.188 H15 6YE 41 6YE H16 H16 H 0 1 N N N 28.044 10.742 -5.143 7.272 -0.149 0.192 H16 6YE 42 6YE H17 H17 H 0 1 N N N 27.911 9.386 -4.074 7.380 1.523 0.317 H17 6YE 43 6YE H18 H18 H 0 1 N N N 27.556 5.391 -2.687 4.265 -4.363 0.780 H18 6YE 44 6YE H19 H19 H 0 1 N N N 27.435 4.002 -3.819 3.450 -4.328 -0.802 H19 6YE 45 6YE H20 H20 H 0 1 N N N 28.983 4.337 -2.971 5.220 -4.173 -0.710 H20 6YE 46 # 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 6YE C12 C11 DOUB Y N 1 6YE C12 N07 SING Y N 2 6YE C11 C10 SING Y N 3 6YE N06 N07 SING Y N 4 6YE N06 C05 DOUB Y N 5 6YE N07 C08 SING Y N 6 6YE C14 C15 SING N N 7 6YE C14 N13 SING N N 8 6YE C05 C04 SING Y N 9 6YE C10 N13 SING N N 10 6YE C10 N09 DOUB Y N 11 6YE C15 N16 SING N N 12 6YE C08 N09 SING Y N 13 6YE C08 C04 DOUB Y N 14 6YE N13 C18 SING N N 15 6YE C04 C02 SING N N 16 6YE N16 C17 SING N N 17 6YE C02 O03 DOUB N N 18 6YE C02 N01 SING N N 19 6YE C18 C17 SING N N 20 6YE N01 C19 SING N N 21 6YE O26 C24 DOUB N N 22 6YE C19 C23 DOUB Y N 23 6YE C19 C20 SING Y N 24 6YE C24 C20 SING N N 25 6YE C24 N25 SING N N 26 6YE C23 N22 SING Y N 27 6YE C20 N21 DOUB Y N 28 6YE N22 N21 SING Y N 29 6YE N22 C27 SING N N 30 6YE N01 H1 SING N N 31 6YE C05 H2 SING N N 32 6YE C11 H3 SING N N 33 6YE C12 H4 SING N N 34 6YE C14 H5 SING N N 35 6YE C14 H6 SING N N 36 6YE C15 H7 SING N N 37 6YE C15 H8 SING N N 38 6YE N16 H9 SING N N 39 6YE C17 H11 SING N N 40 6YE C17 H12 SING N N 41 6YE C18 H13 SING N N 42 6YE C18 H14 SING N N 43 6YE C23 H15 SING N N 44 6YE N25 H16 SING N N 45 6YE N25 H17 SING N N 46 6YE C27 H18 SING N N 47 6YE C27 H19 SING N N 48 6YE C27 H20 SING N N 49 # 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 6YE InChI InChI 1.03 "InChI=1S/C16H19N9O2/c1-23-9-11(13(22-23)14(17)26)20-16(27)10-8-19-25-5-2-12(21-15(10)25)24-6-3-18-4-7-24/h2,5,8-9,18H,3-4,6-7H2,1H3,(H2,17,26)(H,20,27)" 6YE InChIKey InChI 1.03 LIUCOMBTIJNNMB-UHFFFAOYSA-N 6YE SMILES_CANONICAL CACTVS 3.385 "Cn1cc(NC(=O)c2cnn3ccc(nc23)N4CCNCC4)c(n1)C(N)=O" 6YE SMILES CACTVS 3.385 "Cn1cc(NC(=O)c2cnn3ccc(nc23)N4CCNCC4)c(n1)C(N)=O" 6YE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cn1cc(c(n1)C(=O)N)NC(=O)c2cnn3c2nc(cc3)N4CCNCC4" 6YE SMILES "OpenEye OEToolkits" 2.0.5 "Cn1cc(c(n1)C(=O)N)NC(=O)c2cnn3c2nc(cc3)N4CCNCC4" # 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 6YE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-(3-aminocarbonyl-1-methyl-pyrazol-4-yl)-5-piperazin-1-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 6YE "Create component" 2016-07-26 RCSB 6YE "Initial release" 2016-08-17 RCSB #