data_QAN
#

_chem_comp.id                                   QAN
_chem_comp.name                                 "(3~{R},4~{R})-~{N}-cyclohexyl-4-[[5-(furan-2-yl)-3-methyl-2-oxidanylidene-1~{H}-1,7-naphthyridin-8-yl]amino]-1-methyl-piperidine-3-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C26 H33 N5 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-06-01
_chem_comp.pdbx_modified_date                   2020-07-24
_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                       463.572
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QAN
_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       6Z7L
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
QAN  C10  C1   C  0  1  Y  N  N  15.241   2.977   9.130  -2.615   1.553   1.135  C10  QAN   1  
QAN  C13  C2   C  0  1  Y  N  N  14.719   0.444  10.749  -5.110   0.509   2.734  C13  QAN   2  
QAN  C15  C3   C  0  1  Y  N  N  14.494   0.514  12.936  -7.033   0.353   1.643  C15  QAN   3  
QAN  C17  C4   C  0  1  Y  N  N  13.642   4.067  10.569  -3.139  -0.367  -0.225  C17  QAN   4  
QAN  C20  C5   C  0  1  N  N  N  11.093   5.460  13.099  -4.470  -3.404  -2.114  C20  QAN   5  
QAN  C21  C6   C  0  1  N  N  N  12.060   6.409  10.952  -2.286  -2.135  -2.167  C21  QAN   6  
QAN  C24  C7   C  0  1  Y  N  N  13.683   5.128   9.642  -1.859  -0.255  -0.792  C24  QAN   7  
QAN  C26  C8   C  0  1  N  N  N  14.794   5.555   3.711   3.531   2.697  -0.237  C26  QAN   8  
QAN  C01  C9   C  0  1  N  N  N  16.240   6.657   2.130   4.164   4.982  -0.726  C01  QAN   9  
QAN  N02  N1   N  0  1  N  N  N  15.630   6.739   3.460   3.208   3.903  -1.011  N02  QAN  10  
QAN  C03  C10  C  0  1  N  N  N  16.654   6.861   4.498   1.829   4.341  -0.761  C03  QAN  11  
QAN  C04  C11  C  0  1  N  N  N  16.032   7.002   5.885   0.857   3.247  -1.205  C04  QAN  12  
QAN  C05  C12  C  0  1  N  N  R  15.099   5.835   6.199   1.152   1.962  -0.426  C05  QAN  13  
QAN  N07  N2   N  0  1  N  N  N  14.519   6.040   7.522   0.262   0.893  -0.888  N07  QAN  14  
QAN  C08  C13  C  0  1  Y  N  N  14.499   5.076   8.467  -1.013   0.769  -0.347  C08  QAN  15  
QAN  N09  N3   N  0  1  Y  N  N  15.268   3.988   8.257  -1.419   1.620   0.580  N09  QAN  16  
QAN  C11  C14  C  0  1  Y  N  N  14.471   2.950  10.287  -3.524   0.565   0.767  C11  QAN  17  
QAN  C12  C15  C  0  1  Y  N  N  14.535   1.735  11.114  -4.856   0.492   1.396  C12  QAN  18  
QAN  C14  C16  C  0  1  Y  N  N  14.685  -0.326  11.934  -6.508   0.419   2.882  C14  QAN  19  
QAN  O16  O1   O  0  1  Y  N  N  14.381   1.803  12.473  -6.032   0.398   0.748  O16  QAN  20  
QAN  C18  C17  C  0  1  N  N  N  12.767   4.225  11.703  -4.027  -1.434  -0.670  C18  QAN  21  
QAN  C19  C18  C  0  1  N  N  N  12.013   5.319  11.917  -3.581  -2.289  -1.627  C19  QAN  22  
QAN  O22  O2   O  0  1  N  N  N  11.417   7.456  11.050  -1.904  -2.911  -3.026  O22  QAN  23  
QAN  N23  N4   N  0  1  N  N  N  12.888   6.241   9.891  -1.462  -1.152  -1.760  N23  QAN  24  
QAN  C25  C19  C  0  1  N  N  R  14.062   5.688   5.045   2.609   1.553  -0.665  C25  QAN  25  
QAN  C27  C20  C  0  1  N  N  N  13.077   4.525   5.150   2.925   0.322   0.145  C27  QAN  26  
QAN  O28  O3   O  0  1  N  N  N  11.952   4.611   4.658   2.070  -0.182   0.842  O28  QAN  27  
QAN  N29  N5   N  0  1  N  N  N  13.515   3.406   5.731   4.159  -0.218   0.095  N29  QAN  28  
QAN  C30  C21  C  0  1  N  N  N  12.671   2.216   5.887   4.466  -1.415   0.882  C30  QAN  29  
QAN  C31  C22  C  0  1  N  N  N  12.920   1.541   7.222   5.970  -1.469   1.162  C31  QAN  30  
QAN  C32  C23  C  0  1  N  N  N  12.018   0.323   7.396   6.291  -2.718   1.984  C32  QAN  31  
QAN  C33  C24  C  0  1  N  N  N  12.197  -0.668   6.261   5.873  -3.965   1.202  C33  QAN  32  
QAN  C34  C25  C  0  1  N  N  N  11.990   0.002   4.908   4.369  -3.911   0.922  C34  QAN  33  
QAN  C35  C26  C  0  1  N  N  N  12.885   1.234   4.749   4.048  -2.661   0.100  C35  QAN  34  
QAN  H1   H1   H  0  1  N  N  N  15.862   2.119   8.922  -2.890   2.273   1.891  H1   QAN  35  
QAN  H2   H2   H  0  1  N  N  N  14.864   0.074   9.745  -4.380   0.573   3.528  H2   QAN  36  
QAN  H3   H3   H  0  1  N  N  N  14.435   0.227  13.976  -8.085   0.276   1.408  H3   QAN  37  
QAN  H4   H4   H  0  1  N  N  N  11.168   4.563  13.732  -3.946  -3.981  -2.875  H4   QAN  38  
QAN  H5   H5   H  0  1  N  N  N  11.380   6.346  13.683  -4.727  -4.055  -1.278  H5   QAN  39  
QAN  H6   H6   H  0  1  N  N  N  10.057   5.574  12.746  -5.381  -2.983  -2.539  H6   QAN  40  
QAN  H7   H7   H  0  1  N  N  N  14.056   5.455   2.902   4.568   2.415  -0.419  H7   QAN  41  
QAN  H8   H8   H  0  1  N  N  N  15.433   4.660   3.737   3.390   2.899   0.825  H8   QAN  42  
QAN  H9   H9   H  0  1  N  N  N  16.862   7.548   1.956   5.170   4.656  -0.990  H9   QAN  43  
QAN  H10  H10  H  0  1  N  N  N  16.867   5.755   2.069   3.902   5.863  -1.313  H10  QAN  44  
QAN  H11  H11  H  0  1  N  N  N  15.450   6.607   1.367   4.128   5.228   0.335  H11  QAN  45  
QAN  H13  H13  H  0  1  N  N  N  17.289   5.963   4.481   1.697   4.536   0.303  H13  QAN  46  
QAN  H14  H14  H  0  1  N  N  N  17.269   7.749   4.290   1.631   5.253  -1.324  H14  QAN  47  
QAN  H15  H15  H  0  1  N  N  N  16.835   7.030   6.636  -0.166   3.566  -1.005  H15  QAN  48  
QAN  H16  H16  H  0  1  N  N  N  15.458   7.940   5.926   0.979   3.061  -2.272  H16  QAN  49  
QAN  H17  H17  H  0  1  N  N  N  15.704   4.916   6.218   0.991   2.135   0.638  H17  QAN  50  
QAN  H18  H18  H  0  1  N  N  N  15.012   6.811   7.924   0.562   0.273  -1.570  H18  QAN  51  
QAN  H19  H19  H  0  1  N  N  N  14.794  -1.398  12.007  -7.055   0.405   3.813  H19  QAN  52  
QAN  H20  H20  H  0  1  N  N  N  12.713   3.420  12.421  -5.016  -1.543  -0.250  H20  QAN  53  
QAN  H21  H21  H  0  1  N  N  N  12.931   6.987   9.226  -0.578  -1.074  -2.151  H21  QAN  54  
QAN  H22  H22  H  0  1  N  N  N  13.476   6.618   5.012   2.759   1.341  -1.723  H22  QAN  55  
QAN  H23  H23  H  0  1  N  N  N  14.454   3.378   6.073   4.843   0.185  -0.462  H23  QAN  56  
QAN  H24  H24  H  0  1  N  N  N  11.618   2.533   5.863   3.922  -1.379   1.826  H24  QAN  57  
QAN  H25  H25  H  0  1  N  N  N  13.971   1.220   7.272   6.514  -1.505   0.218  H25  QAN  58  
QAN  H26  H26  H  0  1  N  N  N  12.716   2.258   8.031   6.268  -0.581   1.719  H26  QAN  59  
QAN  H27  H27  H  0  1  N  N  N  10.970   0.655   7.419   7.362  -2.757   2.183  H27  QAN  60  
QAN  H28  H28  H  0  1  N  N  N  12.266  -0.173   8.346   5.747  -2.682   2.928  H28  QAN  61  
QAN  H29  H29  H  0  1  N  N  N  11.464  -1.481   6.375   6.417  -4.001   0.258  H29  QAN  62  
QAN  H30  H30  H  0  1  N  N  N  13.215  -1.083   6.304   6.102  -4.855   1.787  H30  QAN  63  
QAN  H31  H31  H  0  1  N  N  N  10.938   0.311   4.819   4.071  -4.799   0.365  H31  QAN  64  
QAN  H32  H32  H  0  1  N  N  N  12.229  -0.719   4.112   3.826  -3.875   1.866  H32  QAN  65  
QAN  H33  H33  H  0  1  N  N  N  13.938   0.915   4.743   2.977  -2.623  -0.099  H33  QAN  66  
QAN  H34  H34  H  0  1  N  N  N  12.647   1.730   3.797   4.592  -2.698  -0.844  H34  QAN  67  
#   #
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
QAN  C01  N02  SING  N  N   1  
QAN  N02  C26  SING  N  N   2  
QAN  N02  C03  SING  N  N   3  
QAN  C26  C25  SING  N  N   4  
QAN  C03  C04  SING  N  N   5  
QAN  O28  C27  DOUB  N  N   6  
QAN  C35  C34  SING  N  N   7  
QAN  C35  C30  SING  N  N   8  
QAN  C34  C33  SING  N  N   9  
QAN  C25  C27  SING  N  N  10  
QAN  C25  C05  SING  N  N  11  
QAN  C27  N29  SING  N  N  12  
QAN  N29  C30  SING  N  N  13  
QAN  C04  C05  SING  N  N  14  
QAN  C30  C31  SING  N  N  15  
QAN  C05  N07  SING  N  N  16  
QAN  C33  C32  SING  N  N  17  
QAN  C31  C32  SING  N  N  18  
QAN  N07  C08  SING  N  N  19  
QAN  N09  C08  DOUB  Y  N  20  
QAN  N09  C10  SING  Y  N  21  
QAN  C08  C24  SING  Y  N  22  
QAN  C10  C11  DOUB  Y  N  23  
QAN  C24  N23  SING  N  N  24  
QAN  C24  C17  DOUB  Y  N  25  
QAN  N23  C21  SING  N  N  26  
QAN  C11  C17  SING  Y  N  27  
QAN  C11  C12  SING  N  N  28  
QAN  C17  C18  SING  N  N  29  
QAN  C13  C12  DOUB  Y  N  30  
QAN  C13  C14  SING  Y  N  31  
QAN  C21  O22  DOUB  N  N  32  
QAN  C21  C19  SING  N  N  33  
QAN  C12  O16  SING  Y  N  34  
QAN  C18  C19  DOUB  N  N  35  
QAN  C19  C20  SING  N  N  36  
QAN  C14  C15  DOUB  Y  N  37  
QAN  O16  C15  SING  Y  N  38  
QAN  C10  H1   SING  N  N  39  
QAN  C13  H2   SING  N  N  40  
QAN  C15  H3   SING  N  N  41  
QAN  C20  H4   SING  N  N  42  
QAN  C20  H5   SING  N  N  43  
QAN  C20  H6   SING  N  N  44  
QAN  C26  H7   SING  N  N  45  
QAN  C26  H8   SING  N  N  46  
QAN  C01  H9   SING  N  N  47  
QAN  C01  H10  SING  N  N  48  
QAN  C01  H11  SING  N  N  49  
QAN  C03  H13  SING  N  N  50  
QAN  C03  H14  SING  N  N  51  
QAN  C04  H15  SING  N  N  52  
QAN  C04  H16  SING  N  N  53  
QAN  C05  H17  SING  N  N  54  
QAN  N07  H18  SING  N  N  55  
QAN  C14  H19  SING  N  N  56  
QAN  C18  H20  SING  N  N  57  
QAN  N23  H21  SING  N  N  58  
QAN  C25  H22  SING  N  N  59  
QAN  N29  H23  SING  N  N  60  
QAN  C30  H24  SING  N  N  61  
QAN  C31  H25  SING  N  N  62  
QAN  C31  H26  SING  N  N  63  
QAN  C32  H27  SING  N  N  64  
QAN  C32  H28  SING  N  N  65  
QAN  C33  H29  SING  N  N  66  
QAN  C33  H30  SING  N  N  67  
QAN  C34  H31  SING  N  N  68  
QAN  C34  H32  SING  N  N  69  
QAN  C35  H33  SING  N  N  70  
QAN  C35  H34  SING  N  N  71  
#   #
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
QAN  InChI             InChI                 1.03   "InChI=1S/C26H33N5O3/c1-16-13-18-19(22-9-6-12-34-22)14-27-24(23(18)30-25(16)32)29-21-10-11-31(2)15-20(21)26(33)28-17-7-4-3-5-8-17/h6,9,12-14,17,20-21H,3-5,7-8,10-11,15H2,1-2H3,(H,27,29)(H,28,33)(H,30,32)/t20-,21-/m1/s1"  
QAN  InChIKey          InChI                 1.03   NDEORODKVUYMFQ-NHCUHLMSSA-N  
QAN  SMILES_CANONICAL  CACTVS                3.385  "CN1CC[C@@H](Nc2ncc(c3occc3)c4C=C(C)C(=O)Nc24)[C@@H](C1)C(=O)NC5CCCCC5"  
QAN  SMILES            CACTVS                3.385  "CN1CC[CH](Nc2ncc(c3occc3)c4C=C(C)C(=O)Nc24)[CH](C1)C(=O)NC5CCCCC5"  
QAN  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC1=Cc2c(cnc(c2NC1=O)N[C@@H]3CCN(C[C@H]3C(=O)NC4CCCCC4)C)c5ccco5"  
QAN  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1=Cc2c(cnc(c2NC1=O)NC3CCN(CC3C(=O)NC4CCCCC4)C)c5ccco5"  
#
_pdbx_chem_comp_identifier.comp_id          QAN
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(3~{R},4~{R})-~{N}-cyclohexyl-4-[[5-(furan-2-yl)-3-methyl-2-oxidanylidene-1~{H}-1,7-naphthyridin-8-yl]amino]-1-methyl-piperidine-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
QAN  "Create component"  2020-06-01  PDBE  
QAN  "Initial release"   2020-07-29  RCSB  
##
