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  
##
