data_U8J
#

_chem_comp.id                                   U8J
_chem_comp.name                                 "N-methyl-4-{[4-(1-propyl-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]amino}benzamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H21 N7 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-05-04
_chem_comp.pdbx_modified_date                   2021-04-30
_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                       375.427
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    U8J
_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       6WTQ
_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
U8J  C10  C1   C  0  1  Y  N  N  20.311  -19.080   2.863   2.349  -1.070   0.045  C10  U8J   1  
U8J  C12  C2   C  0  1  Y  N  N  19.932  -16.556   2.329   0.103  -0.213  -0.063  C12  U8J   2  
U8J  C14  C3   C  0  1  Y  N  N  19.496  -14.427   1.584  -0.197   2.067  -0.234  C14  U8J   3  
U8J  C15  C4   C  0  1  Y  N  N  19.728  -13.854   2.806  -1.590   1.866  -0.174  C15  U8J   4  
U8J  C16  C5   C  0  1  Y  N  N  19.525  -12.427   2.677  -2.198   3.192  -0.260  C16  U8J   5  
U8J  C17  C6   C  0  1  Y  N  N  19.158  -12.198   1.338  -1.191   4.076  -0.361  C17  U8J   6  
U8J  C02  C7   C  0  1  N  N  N  21.244  -22.630   5.379   6.540  -0.411   0.232  C02  U8J   7  
U8J  C04  C8   C  0  1  N  N  N  21.256  -25.230   5.672   8.831  -1.043  -0.307  C04  U8J   8  
U8J  C05  C9   C  0  1  Y  N  N  20.914  -21.405   4.528   5.084  -0.640   0.168  C05  U8J   9  
U8J  C06  C10  C  0  1  Y  N  N  20.916  -20.102   5.031   4.206   0.251   0.792  C06  U8J  10  
U8J  C07  C11  C  0  1  Y  N  N  20.625  -18.977   4.233   2.848   0.034   0.730  C07  U8J  11  
U8J  C08  C12  C  0  1  Y  N  N  20.607  -21.509   3.166   4.579  -1.748  -0.518  C08  U8J  12  
U8J  C09  C13  C  0  1  Y  N  N  20.316  -20.396   2.368   3.220  -1.959  -0.577  C09  U8J  13  
U8J  C19  C14  C  0  1  Y  N  N  20.077  -14.795   3.799  -2.079   0.554  -0.051  C19  U8J  14  
U8J  C20  C15  C  0  1  Y  N  N  20.433  -14.400   5.196  -3.533   0.290   0.015  C20  U8J  15  
U8J  C21  C16  C  0  1  Y  N  N  20.925  -13.169   5.668  -4.184  -0.791  -0.510  C21  U8J  16  
U8J  C23  C17  C  0  1  N  N  N  21.688  -12.172   7.880  -6.555  -1.588  -0.613  C23  U8J  17  
U8J  C24  C18  C  0  1  N  N  N  23.172  -12.473   8.189  -7.332  -2.011   0.635  C24  U8J  18  
U8J  C25  C19  C  0  1  N  N  N  24.041  -12.741   6.949  -8.441  -2.989   0.239  C25  U8J  19  
U8J  C27  C20  C  0  1  Y  N  N  20.449  -15.224   6.376  -4.502   1.106   0.636  C27  U8J  20  
U8J  N03  N1   N  0  1  N  N  N  20.967  -23.985   4.931   7.385  -1.270  -0.371  N03  U8J  21  
U8J  N11  N2   N  0  1  N  N  N  20.014  -17.963   1.987   0.975  -1.290  -0.011  N11  U8J  22  
U8J  N13  N3   N  0  1  Y  N  N  19.574  -15.767   1.282   0.604   1.006  -0.175  N13  U8J  23  
U8J  N18  N4   N  0  1  Y  N  N  19.155  -13.440   0.715   0.011   3.415  -0.352  N18  U8J  24  
U8J  N22  N5   N  0  1  Y  N  N  21.162  -13.272   6.987  -5.494  -0.652  -0.233  N22  U8J  25  
U8J  N26  N6   N  0  1  Y  N  N  20.878  -14.531   7.436  -5.668   0.538   0.482  N26  U8J  26  
U8J  N28  N7   N  0  1  Y  N  N  20.191  -16.132   3.557  -1.201  -0.446  -0.004  N28  U8J  27  
U8J  O01  O1   O  0  1  N  N  N  21.795  -22.484   6.470   6.977   0.554   0.829  O01  U8J  28  
U8J  H1   H1   H  0  1  N  N  N  19.634  -11.685   3.454  -3.253   3.418  -0.245  H1   U8J  29  
U8J  H2   H2   H  0  1  N  N  N  18.925  -11.246   0.885  -1.310   5.146  -0.442  H2   U8J  30  
U8J  H3   H3   H  0  1  N  N  N  20.933  -26.096   5.075   9.067  -0.080  -0.760  H3   U8J  31  
U8J  H4   H4   H  0  1  N  N  N  22.337  -25.300   5.864   9.153  -1.043   0.735  H4   U8J  32  
U8J  H5   H5   H  0  1  N  N  N  20.714  -25.221   6.629   9.348  -1.835  -0.847  H5   U8J  33  
U8J  H6   H6   H  0  1  N  N  N  21.150  -19.950   6.074   4.593   1.108   1.323  H6   U8J  34  
U8J  H7   H7   H  0  1  N  N  N  20.643  -17.998   4.689   2.170   0.722   1.212  H7   U8J  35  
U8J  H8   H8   H  0  1  N  N  N  20.594  -22.489   2.712   5.255  -2.438  -1.002  H8   U8J  36  
U8J  H9   H9   H  0  1  N  N  N  20.085  -20.556   1.325   2.830  -2.816  -1.107  H9   U8J  37  
U8J  H10  H10  H  0  1  N  N  N  21.086  -12.285   5.068  -3.729  -1.609  -1.049  H10  U8J  38  
U8J  H11  H11  H  0  1  N  N  N  21.603  -11.203   7.367  -6.113  -2.468  -1.081  H11  U8J  39  
U8J  H12  H12  H  0  1  N  N  N  21.111  -12.143   8.816  -7.232  -1.104  -1.316  H12  U8J  40  
U8J  H13  H13  H  0  1  N  N  N  23.215  -13.361   8.837  -6.655  -2.496   1.338  H13  U8J  41  
U8J  H14  H14  H  0  1  N  N  N  23.594  -11.609   8.723  -7.774  -1.132   1.103  H14  U8J  42  
U8J  H15  H15  H  0  1  N  N  N  25.076  -12.944   7.263  -9.118  -2.504  -0.465  H15  U8J  43  
U8J  H16  H16  H  0  1  N  N  N  23.645  -13.611   6.405  -7.999  -3.868  -0.230  H16  U8J  44  
U8J  H17  H17  H  0  1  N  N  N  24.024  -11.859   6.292  -8.994  -3.290   1.128  H17  U8J  45  
U8J  H18  H18  H  0  1  N  N  N  20.154  -16.263   6.402  -4.313   2.037   1.150  H18  U8J  46  
U8J  H19  H19  H  0  1  N  N  N  20.539  -24.084   4.033   7.036  -2.040  -0.847  H19  U8J  47  
U8J  H20  H20  H  0  1  N  N  N  19.845  -18.191   1.028   0.629  -2.195  -0.014  H20  U8J  48  
U8J  H21  H21  H  0  1  N  N  N  18.931  -13.588  -0.248   0.881   3.840  -0.414  H21  U8J  49  
#   #
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
U8J  N18  C17  SING  Y  N   1  
U8J  N18  C14  SING  Y  N   2  
U8J  N13  C14  DOUB  Y  N   3  
U8J  N13  C12  SING  Y  N   4  
U8J  C17  C16  DOUB  Y  N   5  
U8J  C14  C15  SING  Y  N   6  
U8J  N11  C12  SING  N  N   7  
U8J  N11  C10  SING  N  N   8  
U8J  C12  N28  DOUB  Y  N   9  
U8J  C09  C10  DOUB  Y  N  10  
U8J  C09  C08  SING  Y  N  11  
U8J  C16  C15  SING  Y  N  12  
U8J  C15  C19  DOUB  Y  N  13  
U8J  C10  C07  SING  Y  N  14  
U8J  C08  C05  DOUB  Y  N  15  
U8J  N28  C19  SING  Y  N  16  
U8J  C19  C20  SING  N  N  17  
U8J  C07  C06  DOUB  Y  N  18  
U8J  C05  C06  SING  Y  N  19  
U8J  C05  C02  SING  N  N  20  
U8J  N03  C02  SING  N  N  21  
U8J  N03  C04  SING  N  N  22  
U8J  C20  C21  DOUB  Y  N  23  
U8J  C20  C27  SING  Y  N  24  
U8J  C02  O01  DOUB  N  N  25  
U8J  C21  N22  SING  Y  N  26  
U8J  C27  N26  DOUB  Y  N  27  
U8J  C25  C24  SING  N  N  28  
U8J  N22  N26  SING  Y  N  29  
U8J  N22  C23  SING  N  N  30  
U8J  C23  C24  SING  N  N  31  
U8J  C16  H1   SING  N  N  32  
U8J  C17  H2   SING  N  N  33  
U8J  C04  H3   SING  N  N  34  
U8J  C04  H4   SING  N  N  35  
U8J  C04  H5   SING  N  N  36  
U8J  C06  H6   SING  N  N  37  
U8J  C07  H7   SING  N  N  38  
U8J  C08  H8   SING  N  N  39  
U8J  C09  H9   SING  N  N  40  
U8J  C21  H10  SING  N  N  41  
U8J  C23  H11  SING  N  N  42  
U8J  C23  H12  SING  N  N  43  
U8J  C24  H13  SING  N  N  44  
U8J  C24  H14  SING  N  N  45  
U8J  C25  H15  SING  N  N  46  
U8J  C25  H16  SING  N  N  47  
U8J  C25  H17  SING  N  N  48  
U8J  C27  H18  SING  N  N  49  
U8J  N03  H19  SING  N  N  50  
U8J  N11  H20  SING  N  N  51  
U8J  N18  H21  SING  N  N  52  
#   #
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
U8J  SMILES            ACDLabs               12.01  "c1(ccc(C(=O)NC)cc1)Nc2nc(c3c(n2)ncc3)c4cn(CCC)nc4"  
U8J  InChI             InChI                 1.03   "InChI=1S/C20H21N7O/c1-3-10-27-12-14(11-23-27)17-16-8-9-22-18(16)26-20(25-17)24-15-6-4-13(5-7-15)19(28)21-2/h4-9,11-12H,3,10H2,1-2H3,(H,21,28)(H2,22,24,25,26)"  
U8J  InChIKey          InChI                 1.03   FLBLXKNWKAGVEB-UHFFFAOYSA-N  
U8J  SMILES_CANONICAL  CACTVS                3.385  "CCCn1cc(cn1)c2nc(Nc3ccc(cc3)C(=O)NC)nc4[nH]ccc24"  
U8J  SMILES            CACTVS                3.385  "CCCn1cc(cn1)c2nc(Nc3ccc(cc3)C(=O)NC)nc4[nH]ccc24"  
U8J  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCCn1cc(cn1)c2c3cc[nH]c3nc(n2)Nc4ccc(cc4)C(=O)NC"  
U8J  SMILES            "OpenEye OEToolkits"  2.0.7  "CCCn1cc(cn1)c2c3cc[nH]c3nc(n2)Nc4ccc(cc4)C(=O)NC"  
#   #
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
U8J  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-methyl-4-{[4-(1-propyl-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]amino}benzamide"  
U8J  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "~{N}-methyl-4-[[4-(1-propylpyrazol-4-yl)-7~{H}-pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
U8J  "Create component"  2020-05-04  RCSB  
U8J  "Initial release"   2021-05-05  RCSB  
##
