data_QAJ
#

_chem_comp.id                                   QAJ
_chem_comp.name                                 "2-(pyridin-3-yl)-N-(5-{4-[(5-{[(pyridin-3-yl)acetyl]amino}-1,3,4-thiadiazol-2-yl)amino]piperidin-1-yl}-1,3,4-thiadiazol-2-yl)acetamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H24 N10 O2 S2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-10-10
_chem_comp.pdbx_modified_date                   2020-10-09
_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                       536.632
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QAJ
_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       6UMD
_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
QAJ  N1   N1   N  0  1  N  N  N  19.277  23.519  -2.133    1.654   2.507   0.754  N1   QAJ   1  
QAJ  N3   N2   N  0  1  Y  N  N  23.851  23.867  -0.468   -3.639   1.422   0.175  N3   QAJ   2  
QAJ  C4   C1   C  0  1  N  N  N  21.183  22.476  -3.325   -0.128   3.883  -0.209  C4   QAJ   3  
QAJ  C5   C2   C  0  1  N  N  N  22.030  23.294  -2.418   -1.174   2.905   0.331  C5   QAJ   4  
QAJ  C6   C3   C  0  1  Y  N  N  23.953  24.179  -1.745   -2.679   1.221  -0.674  C6   QAJ   5  
QAJ  C7   C4   C  0  1  Y  N  N  25.040  25.737  -0.281   -4.722  -0.179  -1.002  C7   QAJ   6  
QAJ  C8   C5   C  0  1  N  N  N  26.890  27.258  -0.340   -6.893  -1.078  -0.667  C8   QAJ   7  
QAJ  C10  C6   C  0  1  Y  N  N  27.485  29.491   0.359   -9.164  -1.856  -0.125  C10  QAJ   8  
QAJ  C13  C7   C  0  1  Y  N  N  27.134  32.079  -0.225  -11.236  -1.613   1.620  C13  QAJ   9  
QAJ  C15  C8   C  0  1  Y  N  N  18.604  24.168  -3.100    2.901   1.923   0.568  C15  QAJ  10  
QAJ  C17  C9   C  0  1  N  N  N  15.412  27.087  -4.035    7.212  -0.082  -0.097  C17  QAJ  11  
QAJ  C20  C10  C  0  1  Y  N  N  13.040  29.373  -3.411    8.990  -2.608  -1.217  C20  QAJ  12  
QAJ  C21  C11  C  0  1  Y  N  N  12.935  30.689  -3.022    9.395  -3.907  -0.947  C21  QAJ  13  
QAJ  C22  C12  C  0  1  Y  N  N  13.839  31.613  -3.511    9.882  -4.212   0.310  C22  QAJ  14  
QAJ  C1   C13  C  0  1  N  N  N  21.368  24.636  -2.400   -0.630   2.235   1.596  C1   QAJ  15  
QAJ  C11  C14  C  0  1  Y  N  N  26.685  30.257   1.186  -10.166  -0.940  -0.405  C11  QAJ  16  
QAJ  C12  C15  C  0  1  Y  N  N  26.498  31.587   0.889  -11.220  -0.820   0.488  C12  QAJ  17  
QAJ  C14  C16  C  0  1  Y  N  N  28.078  30.091  -0.731   -9.251  -2.619   1.024  C14  QAJ  18  
QAJ  C16  C17  C  0  1  Y  N  N  17.114  25.474  -4.403    5.262   1.259   0.094  C16  QAJ  19  
QAJ  C18  C18  C  0  1  N  N  N  14.211  27.649  -4.695    8.668  -0.237  -0.454  C18  QAJ  20  
QAJ  C19  C19  C  0  1  Y  N  N  14.065  29.059  -4.264    9.096  -1.661  -0.210  C19  QAJ  21  
QAJ  C2   C20  C  0  1  N  N  N  20.187  24.422  -1.492    0.687   1.528   1.267  C2   QAJ  22  
QAJ  C23  C21  C  0  1  Y  N  N  14.919  30.054  -4.694    9.598  -2.039   1.021  C23  QAJ  23  
QAJ  C3   C22  C  0  1  N  N  N  19.913  22.271  -2.510    1.174   3.128  -0.486  C3   QAJ  24  
QAJ  C9   C23  C  0  1  N  N  N  27.710  28.041   0.625   -7.998  -2.023  -1.065  C9   QAJ  25  
QAJ  N10  N3   N  0  1  Y  N  N  14.846  31.344  -4.347    9.964  -3.286   1.245  N10  QAJ  26  
QAJ  N2   N4   N  0  1  N  N  N  23.415  23.473  -2.769   -1.458   1.883  -0.680  N2   QAJ  27  
QAJ  N4   N5   N  0  1  Y  N  N  24.469  24.754   0.379   -4.765   0.650  -0.007  N4   QAJ  28  
QAJ  N5   N6   N  0  1  N  N  N  25.733  26.812   0.244   -5.743  -1.051  -1.370  N5   QAJ  29  
QAJ  N6   N7   N  0  1  Y  N  N  27.917  31.374  -1.050  -10.269  -2.479   1.851  N6   QAJ  30  
QAJ  N7   N8   N  0  1  Y  N  N  18.917  24.195  -4.376    3.193   0.682   0.803  N7   QAJ  31  
QAJ  N8   N9   N  0  1  Y  N  N  18.059  24.945  -5.138    4.495   0.316   0.541  N8   QAJ  32  
QAJ  N9   N10  N  0  1  N  N  N  16.100  26.267  -4.882    6.608   1.115  -0.236  N9   QAJ  33  
QAJ  O1   O1   O  0  1  N  N  N  27.034  27.445  -1.536   -7.038  -0.342   0.286  O1   QAJ  34  
QAJ  O2   O2   O  0  1  N  N  N  15.790  27.516  -2.962    6.584  -1.034   0.315  O2   QAJ  35  
QAJ  S1   S1   S  0  1  Y  N  N  24.832  25.626  -1.977   -3.169  -0.025  -1.816  S1   QAJ  36  
QAJ  S2   S2   S  0  1  Y  N  N  17.211  25.083  -2.734    4.335   2.750  -0.031  S2   QAJ  37  
QAJ  H1   H1   H  0  1  N  N  N  21.665  21.514  -3.556   -0.493   4.332  -1.134  H1   QAJ  38  
QAJ  H2   H2   H  0  1  N  N  N  20.970  23.014  -4.261    0.054   4.665   0.528  H2   QAJ  39  
QAJ  H3   H3   H  0  1  N  N  N  21.969  22.866  -1.406   -2.090   3.446   0.571  H3   QAJ  40  
QAJ  H4   H4   H  0  1  N  N  N  26.990  33.124  -0.455  -12.054  -1.526   2.320  H4   QAJ  41  
QAJ  H5   H5   H  0  1  N  N  N  12.347  28.623  -3.060    8.605  -2.341  -2.190  H5   QAJ  42  
QAJ  H6   H6   H  0  1  N  N  N  12.154  30.996  -2.342    9.331  -4.669  -1.708  H6   QAJ  43  
QAJ  H7   H7   H  0  1  N  N  N  13.722  32.638  -3.191   10.200  -5.221   0.529  H7   QAJ  44  
QAJ  H8   H8   H  0  1  N  N  N  22.043  25.404  -1.995   -0.455   2.991   2.362  H8   QAJ  45  
QAJ  H9   H9   H  0  1  N  N  N  21.042  24.929  -3.409   -1.353   1.506   1.962  H9   QAJ  46  
QAJ  H10  H10  H  0  1  N  N  N  26.214  29.818   2.053  -10.126  -0.333  -1.298  H10  QAJ  47  
QAJ  H11  H11  H  0  1  N  N  N  25.877  32.219   1.506  -12.017  -0.117   0.301  H11  QAJ  48  
QAJ  H12  H12  H  0  1  N  N  N  28.710  29.485  -1.363   -8.477  -3.339   1.247  H12  QAJ  49  
QAJ  H13  H13  H  0  1  N  N  N  13.320  27.075  -4.400    8.812   0.011  -1.506  H13  QAJ  50  
QAJ  H14  H14  H  0  1  N  N  N  14.331  27.604  -5.788    9.267   0.433   0.162  H14  QAJ  51  
QAJ  H15  H15  H  0  1  N  N  N  20.526  23.992  -0.538    0.509   0.763   0.511  H15  QAJ  52  
QAJ  H16  H16  H  0  1  N  N  N  19.685  25.383  -1.304    1.084   1.062   2.168  H16  QAJ  53  
QAJ  H17  H17  H  0  1  N  N  N  15.713  29.767  -5.367    9.679  -1.309   1.812  H17  QAJ  54  
QAJ  H18  H18  H  0  1  N  N  N  19.203  21.682  -3.109    1.926   3.825  -0.858  H18  QAJ  55  
QAJ  H19  H19  H  0  1  N  N  N  20.169  21.717  -1.595    0.994   2.356  -1.234  H19  QAJ  56  
QAJ  H20  H20  H  0  1  N  N  N  27.405  27.800   1.654   -8.317  -1.800  -2.083  H20  QAJ  57  
QAJ  H21  H21  H  0  1  N  N  N  28.775  27.799   0.491   -7.634  -3.049  -1.015  H21  QAJ  58  
QAJ  H22  H22  H  0  1  N  N  N  23.870  22.588  -2.862   -0.794   1.670  -1.353  H22  QAJ  59  
QAJ  H23  H23  H  0  1  N  N  N  25.385  27.271   1.062   -5.627  -1.640  -2.132  H23  QAJ  60  
QAJ  H24  H24  H  0  1  N  N  N  15.865  26.244  -5.854    7.110   1.877  -0.566  H24  QAJ  61  
#   #
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
QAJ  N8   C16  DOUB  Y  N   1  
QAJ  N8   N7   SING  Y  N   2  
QAJ  N9   C16  SING  N  N   3  
QAJ  N9   C17  SING  N  N   4  
QAJ  C18  C19  SING  N  N   5  
QAJ  C18  C17  SING  N  N   6  
QAJ  C23  N10  DOUB  Y  N   7  
QAJ  C23  C19  SING  Y  N   8  
QAJ  C16  S2   SING  Y  N   9  
QAJ  N7   C15  DOUB  Y  N  10  
QAJ  N10  C22  SING  Y  N  11  
QAJ  C19  C20  DOUB  Y  N  12  
QAJ  C17  O2   DOUB  N  N  13  
QAJ  C22  C21  DOUB  Y  N  14  
QAJ  C20  C21  SING  Y  N  15  
QAJ  C4   C3   SING  N  N  16  
QAJ  C4   C5   SING  N  N  17  
QAJ  C15  S2   SING  Y  N  18  
QAJ  C15  N1   SING  N  N  19  
QAJ  N2   C5   SING  N  N  20  
QAJ  N2   C6   SING  N  N  21  
QAJ  C3   N1   SING  N  N  22  
QAJ  C5   C1   SING  N  N  23  
QAJ  C1   C2   SING  N  N  24  
QAJ  N1   C2   SING  N  N  25  
QAJ  S1   C6   SING  Y  N  26  
QAJ  S1   C7   SING  Y  N  27  
QAJ  C6   N3   DOUB  Y  N  28  
QAJ  O1   C8   DOUB  N  N  29  
QAJ  N6   C14  DOUB  Y  N  30  
QAJ  N6   C13  SING  Y  N  31  
QAJ  C14  C10  SING  Y  N  32  
QAJ  N3   N4   SING  Y  N  33  
QAJ  C8   N5   SING  N  N  34  
QAJ  C8   C9   SING  N  N  35  
QAJ  C7   N5   SING  N  N  36  
QAJ  C7   N4   DOUB  Y  N  37  
QAJ  C13  C12  DOUB  Y  N  38  
QAJ  C10  C9   SING  N  N  39  
QAJ  C10  C11  DOUB  Y  N  40  
QAJ  C12  C11  SING  Y  N  41  
QAJ  C4   H1   SING  N  N  42  
QAJ  C4   H2   SING  N  N  43  
QAJ  C5   H3   SING  N  N  44  
QAJ  C13  H4   SING  N  N  45  
QAJ  C20  H5   SING  N  N  46  
QAJ  C21  H6   SING  N  N  47  
QAJ  C22  H7   SING  N  N  48  
QAJ  C1   H8   SING  N  N  49  
QAJ  C1   H9   SING  N  N  50  
QAJ  C11  H10  SING  N  N  51  
QAJ  C12  H11  SING  N  N  52  
QAJ  C14  H12  SING  N  N  53  
QAJ  C18  H13  SING  N  N  54  
QAJ  C18  H14  SING  N  N  55  
QAJ  C2   H15  SING  N  N  56  
QAJ  C2   H16  SING  N  N  57  
QAJ  C23  H17  SING  N  N  58  
QAJ  C3   H18  SING  N  N  59  
QAJ  C3   H19  SING  N  N  60  
QAJ  C9   H20  SING  N  N  61  
QAJ  C9   H21  SING  N  N  62  
QAJ  N2   H22  SING  N  N  63  
QAJ  N5   H23  SING  N  N  64  
QAJ  N9   H24  SING  N  N  65  
#   #
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
QAJ  SMILES            ACDLabs               12.01  "N1(CCC(CC1)Nc3nnc(NC(Cc2cccnc2)=O)s3)c4sc(nn4)NC(=O)Cc5cccnc5"  
QAJ  InChI             InChI                 1.03   "InChI=1S/C23H24N10O2S2/c34-18(11-15-3-1-7-24-13-15)27-21-30-29-20(36-21)26-17-5-9-33(10-6-17)23-32-31-22(37-23)28-19(35)12-16-4-2-8-25-14-16/h1-4,7-8,13-14,17H,5-6,9-12H2,(H,26,29)(H,27,30,34)(H,28,31,35)"  
QAJ  InChIKey          InChI                 1.03   UQDLJRCGWUXXGY-UHFFFAOYSA-N  
QAJ  SMILES_CANONICAL  CACTVS                3.385  "O=C(Cc1cccnc1)Nc2sc(NC3CCN(CC3)c4sc(NC(=O)Cc5cccnc5)nn4)nn2"  
QAJ  SMILES            CACTVS                3.385  "O=C(Cc1cccnc1)Nc2sc(NC3CCN(CC3)c4sc(NC(=O)Cc5cccnc5)nn4)nn2"  
QAJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(cnc1)CC(=O)Nc2nnc(s2)NC3CCN(CC3)c4nnc(s4)NC(=O)Cc5cccnc5"  
QAJ  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(cnc1)CC(=O)Nc2nnc(s2)NC3CCN(CC3)c4nnc(s4)NC(=O)Cc5cccnc5"  
#   #
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
QAJ  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-(pyridin-3-yl)-N-(5-{4-[(5-{[(pyridin-3-yl)acetyl]amino}-1,3,4-thiadiazol-2-yl)amino]piperidin-1-yl}-1,3,4-thiadiazol-2-yl)acetamide"  
QAJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "2-pyridin-3-yl-~{N}-[5-[[1-[5-(2-pyridin-3-ylethanoylamino)-1,3,4-thiadiazol-2-yl]piperidin-4-yl]amino]-1,3,4-thiadiazol-2-yl]ethanamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
QAJ  "Create component"  2019-10-10  RCSB  
QAJ  "Initial release"   2020-10-14  RCSB  
##
