data_ZRP
#

_chem_comp.id                                   ZRP
_chem_comp.name                                 "4-anilino-6-(hexylamino)-N-methylquinoline-3-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H28 N4 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-05-25
_chem_comp.pdbx_modified_date                   2021-10-29
_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                       376.495
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    ZRP
_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       7N03
_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
ZRP  C1   C1   C  0  1  N  N  N  -38.687  10.581   1.831   -8.974   0.026   0.054  C1   ZRP   1  
ZRP  C2   C2   C  0  1  N  N  N  -39.444  10.686   0.510   -7.615  -0.616   0.340  C2   ZRP   2  
ZRP  C3   C3   C  0  1  N  N  N  -40.692  11.548   0.621   -6.501   0.373  -0.009  C3   ZRP   3  
ZRP  C7   C4   C  0  1  Y  N  N  -46.513  10.188   1.624   -1.615   2.073  -0.655  C7   ZRP   4  
ZRP  C8   C5   C  0  1  Y  N  N  -47.444  10.677   2.493   -0.485   2.791  -0.902  C8   ZRP   5  
ZRP  C9   C6   C  0  1  Y  N  N  -47.073  11.608   3.493    0.770   2.276  -0.539  C9   ZRP   6  
ZRP  C10  C7   C  0  1  Y  N  N  -45.725  12.031   3.569    0.841   1.007   0.084  C10  ZRP   7  
ZRP  C11  C8   C  0  1  Y  N  N  -44.795  11.524   2.628   -0.333   0.284   0.329  C11  ZRP   8  
ZRP  C12  C9   C  0  1  Y  N  N  -45.389  12.964   4.585    2.108   0.490   0.450  C12  ZRP   9  
ZRP  C13  C10  C  0  1  Y  N  N  -46.401  13.513   5.389    3.238   1.272   0.171  C13  ZRP  10  
ZRP  C14  C11  C  0  1  Y  N  N  -47.695  12.995   5.220    3.072   2.521  -0.450  C14  ZRP  11  
ZRP  C15  C12  C  0  1  N  N  N  -46.121  14.577   6.395    4.583   0.790   0.527  C15  ZRP  12  
ZRP  C16  C13  C  0  1  N  N  N  -46.897  16.081   8.136    7.001   1.078   0.611  C16  ZRP  13  
ZRP  C19  C14  C  0  1  Y  N  N  -40.549  12.325   4.803    2.552  -2.943  -1.867  C19  ZRP  14  
ZRP  C20  C15  C  0  1  Y  N  N  -40.625  10.971   5.096    2.601  -4.183  -1.256  C20  ZRP  15  
ZRP  C21  C16  C  0  1  Y  N  N  -41.847  10.386   5.318    2.526  -4.282   0.121  C21  ZRP  16  
ZRP  C22  C17  C  0  1  Y  N  N  -43.001  11.138   5.176    2.401  -3.143   0.892  C22  ZRP  17  
ZRP  O    O1   O  0  1  N  N  N  -45.015  15.140   6.473    4.728  -0.332   0.973  O    ZRP  18  
ZRP  N2   N1   N  0  1  N  N  N  -47.100  14.986   7.199    5.652   1.593   0.359  N2   ZRP  19  
ZRP  N1   N2   N  0  1  Y  N  N  -48.029  12.079   4.339    1.890   2.974  -0.777  N1   ZRP  20  
ZRP  N3   N3   N  0  1  N  N  N  -44.072  13.362   4.777    2.226  -0.741   1.059  N3   ZRP  21  
ZRP  C17  C18  C  0  1  Y  N  N  -42.928  12.481   4.846    2.352  -1.896   0.282  C17  ZRP  22  
ZRP  C18  C19  C  0  1  Y  N  N  -41.689  13.083   4.664    2.433  -1.799  -1.102  C18  ZRP  23  
ZRP  C6   C20  C  0  1  Y  N  N  -45.188  10.615   1.663   -1.550   0.820  -0.040  C6   ZRP  24  
ZRP  N    N4   N  0  1  N  N  N  -44.274  10.181   0.725   -2.726   0.104   0.201  N    ZRP  25  
ZRP  C5   C21  C  0  1  N  N  N  -43.182  11.052   0.313   -4.027   0.719  -0.072  C5   ZRP  26  
ZRP  C4   C22  C  0  1  N  N  N  -41.910  10.786   1.082   -5.142  -0.270   0.276  C4   ZRP  27  
ZRP  C    C23  C  0  1  N  N  N  -37.218  10.258   1.693  -10.089  -0.962   0.403  C    ZRP  28  
ZRP  H1   H1   H  0  1  N  N  N  -38.778  11.544   2.356   -9.085   0.926   0.659  H1   ZRP  29  
ZRP  H2   H2   H  0  1  N  N  N  -39.157   9.789   2.433   -9.038   0.288  -1.002  H2   ZRP  30  
ZRP  H3   H3   H  0  1  N  N  N  -39.740   9.676   0.192   -7.552  -0.878   1.396  H3   ZRP  31  
ZRP  H4   H4   H  0  1  N  N  N  -38.777  11.127  -0.245   -7.505  -1.516  -0.265  H4   ZRP  32  
ZRP  H5   H5   H  0  1  N  N  N  -40.494  12.356   1.340   -6.564   0.635  -1.065  H5   ZRP  33  
ZRP  H6   H6   H  0  1  N  N  N  -40.905  11.981  -0.368   -6.611   1.273   0.596  H6   ZRP  34  
ZRP  H7   H7   H  0  1  N  N  N  -46.810   9.454   0.890   -2.575   2.480  -0.934  H7   ZRP  35  
ZRP  H8   H8   H  0  1  N  N  N  -48.471  10.352   2.418   -0.553   3.758  -1.378  H8   ZRP  36  
ZRP  H9   H9   H  0  1  N  N  N  -43.767  11.852   2.665   -0.287  -0.685   0.804  H9   ZRP  37  
ZRP  H10  H10  H  0  1  N  N  N  -48.474  13.378   5.862    3.944   3.123  -0.663  H10  ZRP  38  
ZRP  H11  H11  H  0  1  N  N  N  -47.824  16.258   8.701    7.084   0.772   1.653  H11  ZRP  39  
ZRP  H12  H12  H  0  1  N  N  N  -46.087  15.821   8.834    7.189   0.222  -0.036  H12  ZRP  40  
ZRP  H13  H13  H  0  1  N  N  N  -46.626  16.992   7.582    7.732   1.859   0.402  H13  ZRP  41  
ZRP  H14  H14  H  0  1  N  N  N  -39.582  12.790   4.682    2.612  -2.868  -2.942  H14  ZRP  42  
ZRP  H15  H15  H  0  1  N  N  N  -39.724  10.378   5.149    2.698  -5.075  -1.857  H15  ZRP  43  
ZRP  H16  H16  H  0  1  N  N  N  -41.908   9.346   5.602    2.563  -5.253   0.594  H16  ZRP  44  
ZRP  H17  H17  H  0  1  N  N  N  -43.965  10.674   5.324    2.342  -3.222   1.967  H17  ZRP  45  
ZRP  H18  H18  H  0  1  N  N  N  -47.991  14.533   7.158    5.530   2.511   0.071  H18  ZRP  46  
ZRP  H19  H19  H  0  1  N  N  N  -43.901  14.342   4.876    2.222  -0.806   2.027  H19  ZRP  47  
ZRP  H20  H20  H  0  1  N  N  N  -41.622  14.132   4.417    2.395  -0.831  -1.579  H20  ZRP  48  
ZRP  H21  H21  H  0  1  N  N  N  -44.792   9.958  -0.101   -2.680  -0.800   0.550  H21  ZRP  49  
ZRP  H22  H22  H  0  1  N  N  N  -42.987  10.892  -0.758   -4.138   1.619   0.533  H22  ZRP  50  
ZRP  H23  H23  H  0  1  N  N  N  -43.482  12.097   0.478   -4.091   0.981  -1.128  H23  ZRP  51  
ZRP  H24  H24  H  0  1  N  N  N  -42.092  11.046   2.135   -5.078  -0.532   1.333  H24  ZRP  52  
ZRP  H25  H25  H  0  1  N  N  N  -41.686   9.712   1.003   -5.031  -1.170  -0.328  H25  ZRP  53  
ZRP  H26  H26  H  0  1  N  N  N  -36.759  10.203   2.691  -11.057  -0.505   0.199  H26  ZRP  54  
ZRP  H27  H27  H  0  1  N  N  N  -37.102   9.291   1.182   -9.978  -1.863  -0.202  H27  ZRP  55  
ZRP  H28  H28  H  0  1  N  N  N  -36.723  11.045   1.105  -10.025  -1.224   1.459  H28  ZRP  56  
#   #
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
ZRP  C5   N    SING  N  N   1  
ZRP  C5   C4   SING  N  N   2  
ZRP  C2   C3   SING  N  N   3  
ZRP  C2   C1   SING  N  N   4  
ZRP  C3   C4   SING  N  N   5  
ZRP  N    C6   SING  N  N   6  
ZRP  C7   C6   DOUB  Y  N   7  
ZRP  C7   C8   SING  Y  N   8  
ZRP  C6   C11  SING  Y  N   9  
ZRP  C    C1   SING  N  N  10  
ZRP  C8   C9   DOUB  Y  N  11  
ZRP  C11  C10  DOUB  Y  N  12  
ZRP  C9   C10  SING  Y  N  13  
ZRP  C9   N1   SING  Y  N  14  
ZRP  C10  C12  SING  Y  N  15  
ZRP  N1   C14  DOUB  Y  N  16  
ZRP  C12  N3   SING  N  N  17  
ZRP  C12  C13  DOUB  Y  N  18  
ZRP  C18  C19  DOUB  Y  N  19  
ZRP  C18  C17  SING  Y  N  20  
ZRP  N3   C17  SING  N  N  21  
ZRP  C19  C20  SING  Y  N  22  
ZRP  C17  C22  DOUB  Y  N  23  
ZRP  C20  C21  DOUB  Y  N  24  
ZRP  C22  C21  SING  Y  N  25  
ZRP  C14  C13  SING  Y  N  26  
ZRP  C13  C15  SING  N  N  27  
ZRP  C15  O    DOUB  N  N  28  
ZRP  C15  N2   SING  N  N  29  
ZRP  N2   C16  SING  N  N  30  
ZRP  C1   H1   SING  N  N  31  
ZRP  C1   H2   SING  N  N  32  
ZRP  C2   H3   SING  N  N  33  
ZRP  C2   H4   SING  N  N  34  
ZRP  C3   H5   SING  N  N  35  
ZRP  C3   H6   SING  N  N  36  
ZRP  C7   H7   SING  N  N  37  
ZRP  C8   H8   SING  N  N  38  
ZRP  C11  H9   SING  N  N  39  
ZRP  C14  H10  SING  N  N  40  
ZRP  C16  H11  SING  N  N  41  
ZRP  C16  H12  SING  N  N  42  
ZRP  C16  H13  SING  N  N  43  
ZRP  C19  H14  SING  N  N  44  
ZRP  C20  H15  SING  N  N  45  
ZRP  C21  H16  SING  N  N  46  
ZRP  C22  H17  SING  N  N  47  
ZRP  N2   H18  SING  N  N  48  
ZRP  N3   H19  SING  N  N  49  
ZRP  C18  H20  SING  N  N  50  
ZRP  N    H21  SING  N  N  51  
ZRP  C5   H22  SING  N  N  52  
ZRP  C5   H23  SING  N  N  53  
ZRP  C4   H24  SING  N  N  54  
ZRP  C4   H25  SING  N  N  55  
ZRP  C    H26  SING  N  N  56  
ZRP  C    H27  SING  N  N  57  
ZRP  C    H28  SING  N  N  58  
#   #
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
ZRP  SMILES            ACDLabs               12.01  "CNC(=O)c1cnc2ccc(cc2c1Nc1ccccc1)NCCCCCC"  
ZRP  InChI             InChI                 1.03   "InChI=1S/C23H28N4O/c1-3-4-5-9-14-25-18-12-13-21-19(15-18)22(20(16-26-21)23(28)24-2)27-17-10-7-6-8-11-17/h6-8,10-13,15-16,25H,3-5,9,14H2,1-2H3,(H,24,28)(H,26,27)"  
ZRP  InChIKey          InChI                 1.03   VPTGXKPVJHDKIV-UHFFFAOYSA-N  
ZRP  SMILES_CANONICAL  CACTVS                3.385  "CCCCCCNc1ccc2ncc(C(=O)NC)c(Nc3ccccc3)c2c1"  
ZRP  SMILES            CACTVS                3.385  "CCCCCCNc1ccc2ncc(C(=O)NC)c(Nc3ccccc3)c2c1"  
ZRP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCCCCCNc1ccc2c(c1)c(c(cn2)C(=O)NC)Nc3ccccc3"  
ZRP  SMILES            "OpenEye OEToolkits"  2.0.7  "CCCCCCNc1ccc2c(c1)c(c(cn2)C(=O)NC)Nc3ccccc3"  
#   #
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
ZRP  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-anilino-6-(hexylamino)-N-methylquinoline-3-carboxamide"  
ZRP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "6-(hexylamino)-~{N}-methyl-4-phenylazanyl-quinoline-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
ZRP  "Create component"  2021-05-25  RCSB  
ZRP  "Initial release"   2021-11-03  RCSB  
##
