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 
# 
