data_A1I9Z
# 
_chem_comp.id                                    A1I9Z 
_chem_comp.name                                  "5-[8-[(3-chloranyl-4-phenyl-phenyl)methylamino]octylamino]benzo[c][2,6]naphthyridine-8-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H35 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-04-07 
_chem_comp.pdbx_modified_date                    2025-07-25 
_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                        567.120 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1I9Z 
_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        9QSS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1I9Z C10  C1  C  0 1 N N N N N N -2.054 -45.154 0.152  -0.416  1.108  -0.148 C10  A1I9Z 1  
A1I9Z C13  C2  C  0 1 N N N N N N -4.176 -48.079 1.254  3.364   1.833  -0.048 C13  A1I9Z 2  
A1I9Z C20  C3  C  0 1 Y N N N N N -4.413 -46.467 8.649  9.424   -3.043 -0.036 C20  A1I9Z 3  
A1I9Z C21  C4  C  0 1 Y N N N N N -5.358 -45.486 9.059  10.651  -2.364 -0.005 C21  A1I9Z 4  
A1I9Z C22  C5  C  0 1 Y N N N N N -6.278 -44.955 8.107  10.686  -1.003 0.033  C22  A1I9Z 5  
A1I9Z C24  C6  C  0 1 Y N N N N N -7.183 -44.897 5.666  9.507   1.196  0.073  C24  A1I9Z 6  
A1I9Z C26  C7  C  0 1 Y N N N N N -8.019 -44.881 3.327  8.253   3.259  0.093  C26  A1I9Z 7  
A1I9Z C02  C8  C  0 1 Y N N N N N 3.655  -37.729 0.100  -9.520  0.171  0.835  C02  A1I9Z 8  
A1I9Z C03  C9  C  0 1 Y N N N N N 2.953  -38.932 -0.136 -8.380  0.951  0.872  C03  A1I9Z 9  
A1I9Z C04  C10 C  0 1 Y N N N N N 2.012  -38.988 -1.150 -7.786  1.366  -0.305 C04  A1I9Z 10 
A1I9Z C05  C11 C  0 1 N N N N N N 1.233  -40.309 -1.417 -6.543  2.217  -0.259 C05  A1I9Z 11 
A1I9Z C07  C12 C  0 1 N N N N N N -0.553 -41.576 -0.177 -4.123  2.148  -0.207 C07  A1I9Z 12 
A1I9Z C08  C13 C  0 1 N N N N N N -0.463 -43.113 -0.041 -2.912  1.213  -0.201 C08  A1I9Z 13 
A1I9Z C09  C14 C  0 1 N N N N N N -1.643 -43.752 0.689  -1.627  2.043  -0.154 C09  A1I9Z 14 
A1I9Z C11  C15 C  0 1 N N N N N N -3.372 -45.703 0.779  0.868   1.938  -0.101 C11  A1I9Z 15 
A1I9Z C12  C16 C  0 1 N N N N N N -3.160 -46.986 1.591  2.080   1.003  -0.095 C12  A1I9Z 16 
A1I9Z C14  C17 C  0 1 N N N N N N -5.308 -48.212 2.340  4.575   0.899  -0.042 C14  A1I9Z 17 
A1I9Z C16  C18 C  0 1 Y N N N N N -6.110 -46.398 4.006  7.035   1.063  0.016  C16  A1I9Z 18 
A1I9Z C18  C19 C  0 1 Y N N N N N -5.316 -46.393 6.332  8.250   -0.935 -0.002 C18  A1I9Z 19 
A1I9Z C19  C20 C  0 1 Y N N N N N -4.382 -46.920 7.313  8.229   -2.336 -0.034 C19  A1I9Z 20 
A1I9Z C23  C21 C  0 1 Y N N N N N -6.254 -45.422 6.719  9.497   -0.270 0.040  C23  A1I9Z 21 
A1I9Z C25  C22 C  0 1 Y N N N N N -7.107 -45.384 4.330  8.259   1.862  0.061  C25  A1I9Z 22 
A1I9Z C27  C23 C  0 1 Y N N N N N -8.966 -43.889 3.715  9.453   3.917  0.133  C27  A1I9Z 23 
A1I9Z C29  C24 C  0 1 Y N N N N N -8.184 -43.877 5.977  10.676  1.951  0.116  C29  A1I9Z 24 
A1I9Z C30  C25 C  0 1 N N N N N N -3.398 -47.059 9.670  9.403   -4.519 -0.077 C30  A1I9Z 25 
A1I9Z C33  C26 C  0 1 Y N N N N N 1.790  -37.811 -1.905 -8.327  1.003  -1.526 C33  A1I9Z 26 
A1I9Z C34  C27 C  0 1 Y N N N N N 2.533  -36.608 -1.639 -9.465  0.224  -1.575 C34  A1I9Z 27 
A1I9Z C35  C28 C  0 1 Y N N N N N 3.502  -36.525 -0.601 -10.066 -0.202 -0.392 C35  A1I9Z 28 
A1I9Z C36  C29 C  0 1 Y N N N N N 4.297  -35.287 -0.276 -11.290 -1.040 -0.439 C36  A1I9Z 29 
A1I9Z C37  C30 C  0 1 Y N N N N N 5.704  -35.294 0.038  -11.361 -2.216 0.304  C37  A1I9Z 30 
A1I9Z C38  C31 C  0 1 Y N N N N N 6.433  -34.121 0.346  -12.502 -2.991 0.258  C38  A1I9Z 31 
A1I9Z C39  C32 C  0 1 Y N N N N N 5.763  -32.882 0.314  -13.574 -2.602 -0.525 C39  A1I9Z 32 
A1I9Z C40  C33 C  0 1 Y N N N N N 4.387  -32.831 -0.009 -13.509 -1.436 -1.265 C40  A1I9Z 33 
A1I9Z C41  C34 C  0 1 Y N N N N N 3.669  -34.016 -0.291 -12.375 -0.650 -1.222 C41  A1I9Z 34 
A1I9Z N06  N1  N  0 1 N N N N N N 0.816  -40.996 -0.149 -5.356  1.351  -0.252 N06  A1I9Z 35 
A1I9Z N15  N2  N  0 1 N N N N N N -5.989 -46.933 2.658  5.805   1.693  0.003  N15  A1I9Z 36 
A1I9Z N17  N3  N  0 1 Y N N N N N -5.260 -46.875 4.971  7.095   -0.247 -0.012 N17  A1I9Z 37 
A1I9Z N28  N4  N  0 1 Y N N N N N -9.041 -43.406 5.014  10.604  3.266  0.143  N28  A1I9Z 38 
A1I9Z O31  O1  O  0 1 N N N N N N -3.205 -46.463 10.801 10.560  -5.210 -0.085 O31  A1I9Z 39 
A1I9Z O32  O2  O  0 1 N N N N N N -2.739 -48.138 9.375  8.342   -5.111 -0.104 O32  A1I9Z 40 
A1I9Z CL01 CL1 CL 0 0 N N N N N N 4.777  -37.697 1.337  -10.266 -0.350 2.314  CL01 A1I9Z 41 
A1I9Z H1   H1  H  0 1 N N N N N N -2.191 -45.082 -0.937 -0.462  0.460  0.727  H1   A1I9Z 42 
A1I9Z H2   H2  H  0 1 N N N N N N -1.242 -45.863 0.374  -0.423  0.499  -1.052 H2   A1I9Z 43 
A1I9Z H3   H3  H  0 1 N N N N N N -4.642 -47.840 0.287  3.410   2.482  -0.923 H3   A1I9Z 44 
A1I9Z H4   H4  H  0 1 N N N N N N -3.647 -49.040 1.178  3.371   2.442  0.856  H4   A1I9Z 45 
A1I9Z H5   H5  H  0 1 N N N N N N -5.379 -45.146 10.084 11.574  -2.924 -0.011 H5   A1I9Z 46 
A1I9Z H6   H6  H  0 1 N N N N N N -6.995 -44.206 8.411  11.635  -0.489 0.057  H6   A1I9Z 47 
A1I9Z H7   H7  H  0 1 N N N N N N -7.984 -45.247 2.312  7.323   3.808  0.084  H7   A1I9Z 48 
A1I9Z H8   H8  H  0 1 N N N N N N 3.149  -39.803 0.471  -7.953  1.237  1.822  H8   A1I9Z 49 
A1I9Z H9   H9  H  0 1 N N N N N N 0.333  -40.075 -2.004 -6.514  2.866  -1.134 H9   A1I9Z 50 
A1I9Z H10  H10 H  0 1 N N N N N N 1.879  -40.990 -1.991 -6.553  2.827  0.645  H10  A1I9Z 51 
A1I9Z H11  H11 H  0 1 N N N N N N -1.142 -41.168 0.658  -4.117  2.757  0.697  H11  A1I9Z 52 
A1I9Z H12  H12 H  0 1 N N N N N N -1.041 -41.320 -1.129 -4.077  2.796  -1.082 H12  A1I9Z 53 
A1I9Z H13  H13 H  0 1 N N N N N N -0.408 -43.545 -1.051 -2.957  0.565  0.674  H13  A1I9Z 54 
A1I9Z H14  H14 H  0 1 N N N N N N 0.456  -43.356 0.512  -2.918  0.604  -1.105 H14  A1I9Z 55 
A1I9Z H15  H15 H  0 1 N N N N N N -1.374 -43.856 1.751  -1.621  2.652  0.750  H15  A1I9Z 56 
A1I9Z H16  H16 H  0 1 N N N N N N -2.509 -43.081 0.594  -1.582  2.691  -1.029 H16  A1I9Z 57 
A1I9Z H17  H17 H  0 1 N N N N N N -3.791 -44.933 1.443  0.914   2.586  -0.976 H17  A1I9Z 58 
A1I9Z H18  H18 H  0 1 N N N N N N -4.084 -45.915 -0.032 0.875   2.547  0.803  H18  A1I9Z 59 
A1I9Z H19  H19 H  0 1 N N N N N N -2.150 -47.370 1.384  2.073   0.395  -0.999 H19  A1I9Z 60 
A1I9Z H20  H20 H  0 1 N N N N N N -3.248 -46.743 2.660  2.034   0.355  0.780  H20  A1I9Z 61 
A1I9Z H21  H21 H  0 1 N N N N N N -6.061 -48.923 1.970  4.530   0.250  0.833  H21  A1I9Z 62 
A1I9Z H22  H22 H  0 1 N N N N N N -4.857 -48.604 3.264  4.569   0.290  -0.946 H22  A1I9Z 63 
A1I9Z H23  H23 H  0 1 N N N N N N -3.658 -47.665 7.017  7.288   -2.864 -0.066 H23  A1I9Z 64 
A1I9Z H24  H24 H  0 1 N N N N N N -9.648 -43.500 2.973  9.459   4.996  0.158  H24  A1I9Z 65 
A1I9Z H25  H25 H  0 1 N N N N N N -8.250 -43.488 6.982  11.639  1.461  0.126  H25  A1I9Z 66 
A1I9Z H26  H26 H  0 1 N N N N N N 1.051  -37.816 -2.693 -7.860  1.334  -2.442 H26  A1I9Z 67 
A1I9Z H27  H27 H  0 1 N N N N N N 2.348  -35.736 -2.250 -9.887  -0.058 -2.528 H27  A1I9Z 68 
A1I9Z H28  H28 H  0 1 N N N N N N 6.226  -36.239 0.038  -10.524 -2.521 0.916  H28  A1I9Z 69 
A1I9Z H29  H29 H  0 1 N N N N N N 7.481  -34.174 0.600  -12.558 -3.904 0.833  H29  A1I9Z 70 
A1I9Z H30  H30 H  0 1 N N N N N N 6.300  -31.972 0.536  -14.465 -3.212 -0.559 H30  A1I9Z 71 
A1I9Z H31  H31 H  0 1 N N N N N N 3.880  -31.878 -0.041 -14.349 -1.137 -1.875 H31  A1I9Z 72 
A1I9Z H32  H32 H  0 1 N N N N N N 2.616  -33.951 -0.524 -12.327 0.263  -1.796 H32  A1I9Z 73 
A1I9Z H33  H33 H  0 1 N N N N N N 1.464  -41.736 0.032  -5.391  0.696  0.515  H33  A1I9Z 74 
A1I9Z H35  H35 H  0 1 N N N N N N -5.513 -46.231 2.128  5.756   2.662  0.023  H35  A1I9Z 75 
A1I9Z H36  H36 H  0 1 N N N N N N -2.552 -46.938 11.302 10.495  -6.174 -0.112 H36  A1I9Z 76 
# 
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 
A1I9Z C33 C34  DOUB Y N 1  
A1I9Z C33 C04  SING Y N 2  
A1I9Z C34 C35  SING Y N 3  
A1I9Z C05 C04  SING N N 4  
A1I9Z C05 N06  SING N N 5  
A1I9Z C04 C03  DOUB Y N 6  
A1I9Z C35 C36  SING N N 7  
A1I9Z C35 C02  DOUB Y N 8  
A1I9Z C41 C36  DOUB Y N 9  
A1I9Z C41 C40  SING Y N 10 
A1I9Z C36 C37  SING Y N 11 
A1I9Z C07 N06  SING N N 12 
A1I9Z C07 C08  SING N N 13 
A1I9Z C03 C02  SING Y N 14 
A1I9Z C08 C09  SING N N 15 
A1I9Z C40 C39  DOUB Y N 16 
A1I9Z C37 C38  DOUB Y N 17 
A1I9Z C02 CL01 SING N N 18 
A1I9Z C10 C09  SING N N 19 
A1I9Z C10 C11  SING N N 20 
A1I9Z C39 C38  SING Y N 21 
A1I9Z C11 C12  SING N N 22 
A1I9Z C13 C12  SING N N 23 
A1I9Z C13 C14  SING N N 24 
A1I9Z C14 N15  SING N N 25 
A1I9Z N15 C16  SING N N 26 
A1I9Z C26 C27  DOUB Y N 27 
A1I9Z C26 C25  SING Y N 28 
A1I9Z C27 N28  SING Y N 29 
A1I9Z C16 C25  DOUB Y N 30 
A1I9Z C16 N17  SING Y N 31 
A1I9Z C25 C24  SING Y N 32 
A1I9Z N17 C18  DOUB Y N 33 
A1I9Z N28 C29  DOUB Y N 34 
A1I9Z C24 C29  SING Y N 35 
A1I9Z C24 C23  DOUB Y N 36 
A1I9Z C18 C23  SING Y N 37 
A1I9Z C18 C19  SING Y N 38 
A1I9Z C23 C22  SING Y N 39 
A1I9Z C19 C20  DOUB Y N 40 
A1I9Z C22 C21  DOUB Y N 41 
A1I9Z C20 C21  SING Y N 42 
A1I9Z C20 C30  SING N N 43 
A1I9Z O32 C30  DOUB N N 44 
A1I9Z C30 O31  SING N N 45 
A1I9Z C10 H1   SING N N 46 
A1I9Z C10 H2   SING N N 47 
A1I9Z C13 H3   SING N N 48 
A1I9Z C13 H4   SING N N 49 
A1I9Z C21 H5   SING N N 50 
A1I9Z C22 H6   SING N N 51 
A1I9Z C26 H7   SING N N 52 
A1I9Z C03 H8   SING N N 53 
A1I9Z C05 H9   SING N N 54 
A1I9Z C05 H10  SING N N 55 
A1I9Z C07 H11  SING N N 56 
A1I9Z C07 H12  SING N N 57 
A1I9Z C08 H13  SING N N 58 
A1I9Z C08 H14  SING N N 59 
A1I9Z C09 H15  SING N N 60 
A1I9Z C09 H16  SING N N 61 
A1I9Z C11 H17  SING N N 62 
A1I9Z C11 H18  SING N N 63 
A1I9Z C12 H19  SING N N 64 
A1I9Z C12 H20  SING N N 65 
A1I9Z C14 H21  SING N N 66 
A1I9Z C14 H22  SING N N 67 
A1I9Z C19 H23  SING N N 68 
A1I9Z C27 H24  SING N N 69 
A1I9Z C29 H25  SING N N 70 
A1I9Z C33 H26  SING N N 71 
A1I9Z C34 H27  SING N N 72 
A1I9Z C37 H28  SING N N 73 
A1I9Z C38 H29  SING N N 74 
A1I9Z C39 H30  SING N N 75 
A1I9Z C40 H31  SING N N 76 
A1I9Z C41 H32  SING N N 77 
A1I9Z N06 H33  SING N N 78 
A1I9Z N15 H35  SING N N 79 
A1I9Z O31 H36  SING N N 80 
# 
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 
A1I9Z InChI            InChI                1.06  "InChI=1S/C34H35ClN4O2/c35-31-20-24(12-14-27(31)25-10-6-5-7-11-25)22-36-17-8-3-1-2-4-9-18-38-33-29-16-19-37-23-30(29)28-15-13-26(34(40)41)21-32(28)39-33/h5-7,10-16,19-21,23,36H,1-4,8-9,17-18,22H2,(H,38,39)(H,40,41)" 
A1I9Z InChIKey         InChI                1.06  VGQAWBLHDGJLEH-UHFFFAOYSA-N                                                                                                                                                                                             
A1I9Z SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1ccc2c(c1)nc(NCCCCCCCCNCc3ccc(c(Cl)c3)c4ccccc4)c5ccncc25"                                                                                                                                                       
A1I9Z SMILES           CACTVS               3.385 "OC(=O)c1ccc2c(c1)nc(NCCCCCCCCNCc3ccc(c(Cl)c3)c4ccccc4)c5ccncc25"                                                                                                                                                       
A1I9Z SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2ccc(cc2Cl)CNCCCCCCCCNc3c4ccncc4c5ccc(cc5n3)C(=O)O"                                                                                                                                                         
A1I9Z SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2ccc(cc2Cl)CNCCCCCCCCNc3c4ccncc4c5ccc(cc5n3)C(=O)O"                                                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1I9Z 
_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        "5-[8-[(3-chloranyl-4-phenyl-phenyl)methylamino]octylamino]benzo[c][2,6]naphthyridine-8-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1I9Z "Create component" 2025-04-07 PDBE 
A1I9Z "Initial release"  2025-07-30 RCSB 
# 
