data_A1I9O
# 
_chem_comp.id                                    A1I9O 
_chem_comp.name                                  "5-[6-[(3-chloranyl-4-phenyl-phenyl)methylamino]hexylamino]benzo[c][2,6]naphthyridine-8-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H31 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                     2025-04-03 
_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                        539.067 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1I9O 
_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        9QRJ 
_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 
A1I9O C13  C1  C  0 1 Y N N N N N -6.015 -43.091 3.494  -8.333  -1.249 -0.040 C13  A1I9O 1  
A1I9O C17  C2  C  0 1 Y N N N N N -6.689 -42.679 1.193  -7.098  -3.323 0.013  C17  A1I9O 2  
A1I9O C20  C3  C  0 1 N N N N N N -2.806 -43.899 -1.338 -2.197  -1.939 0.130  C20  A1I9O 3  
A1I9O C21  C4  C  0 1 N N N N N N -1.321 -43.636 -1.482 -0.905  -1.120 0.156  C21  A1I9O 4  
A1I9O C22  C5  C  0 1 N N N N N N -0.839 -42.252 -1.007 0.298   -2.065 0.197  C22  A1I9O 5  
A1I9O C24  C6  C  0 1 N N N N N N 0.930  -40.741 -2.071 2.792   -2.191 0.265  C24  A1I9O 6  
A1I9O C26  C7  C  0 1 N N N N N N 2.058  -38.776 -3.128 5.211   -2.280 0.330  C26  A1I9O 7  
A1I9O C28  C8  C  0 1 Y N N N N N 2.465  -36.238 -3.301 7.001   -1.044 1.566  C28  A1I9O 8  
A1I9O C02  C9  C  0 1 N N N N N N -2.371 -45.851 7.030  -8.176  4.467  -0.074 C02  A1I9O 9  
A1I9O C04  C10 C  0 1 Y N N N N N -3.337 -45.120 6.121  -8.211  2.990  -0.064 C04  A1I9O 10 
A1I9O C05  C11 C  0 1 Y N N N N N -4.303 -44.285 6.652  -9.444  2.322  -0.090 C05  A1I9O 11 
A1I9O C06  C12 C  0 1 Y N N N N N -5.190 -43.610 5.848  -9.491  0.960  -0.082 C06  A1I9O 12 
A1I9O C07  C13 C  0 1 Y N N N N N -5.136 -43.755 4.443  -8.309  0.216  -0.049 C07  A1I9O 13 
A1I9O C08  C14 C  0 1 Y N N N N N -4.157 -44.601 3.911  -7.056  0.872  -0.023 C08  A1I9O 14 
A1I9O C09  C15 C  0 1 Y N N N N N -3.279 -45.264 4.764  -7.023  2.273  -0.031 C09  A1I9O 15 
A1I9O C11  C16 C  0 1 Y N N N N N -4.793 -44.199 1.711  -5.860  -1.137 0.024  C11  A1I9O 16 
A1I9O C12  C17 C  0 1 Y N N N N N -5.846 -43.314 2.148  -7.091  -1.926 -0.001 C12  A1I9O 17 
A1I9O C14  C18 C  0 1 Y N N N N N -7.047 -42.204 3.863  -9.509  -1.995 -0.063 C14  A1I9O 18 
A1I9O C16  C19 C  0 1 Y N N N N N -7.677 -41.824 1.665  -8.303  -3.971 -0.020 C16  A1I9O 19 
A1I9O C19  C20 C  0 1 N N N N N N -3.240 -44.799 -0.197 -3.399  -0.994 0.089  C19  A1I9O 20 
A1I9O C23  C21 C  0 1 N N N N N N -0.474 -41.279 -2.100 1.589   -1.245 0.224  C23  A1I9O 21 
A1I9O C27  C22 C  0 1 Y N N N N N 2.796  -37.496 -2.813 6.461   -1.440 0.356  C27  A1I9O 22 
A1I9O C29  C23 C  0 1 Y N N N N N 3.204  -35.066 -2.988 8.146   -0.275 1.596  C29  A1I9O 23 
A1I9O C30  C24 C  0 1 Y N N N N N 4.318  -35.042 -2.128 8.760   0.104  0.404  C30  A1I9O 24 
A1I9O C31  C25 C  0 1 Y N N N N N 4.609  -36.341 -1.670 8.212   -0.297 -0.814 C31  A1I9O 25 
A1I9O C32  C26 C  0 1 Y N N N N N 3.895  -37.506 -1.991 7.065   -1.067 -0.831 C32  A1I9O 26 
A1I9O C34  C27 C  0 1 Y N N N N N 5.061  -33.749 -1.816 9.991   0.932  0.430  C34  A1I9O 27 
A1I9O C35  C28 C  0 1 Y N N N N N 6.121  -33.630 -0.895 11.107  0.548  -0.311 C35  A1I9O 28 
A1I9O C36  C29 C  0 1 Y N N N N N 6.801  -32.447 -0.615 12.250  1.321  -0.283 C36  A1I9O 29 
A1I9O C37  C30 C  0 1 Y N N N N N 6.434  -31.289 -1.250 12.288  2.475  0.479  C37  A1I9O 30 
A1I9O C38  C31 C  0 1 Y N N N N N 5.381  -31.357 -2.159 11.184  2.861  1.216  C38  A1I9O 31 
A1I9O C39  C32 C  0 1 Y N N N N N 4.711  -32.557 -2.433 10.033  2.098  1.190  C39  A1I9O 32 
A1I9O N10  N1  N  0 1 Y N N N N N -3.983 -44.824 2.572  -5.907  0.173  0.009  N10  A1I9O 33 
A1I9O N15  N2  N  0 1 Y N N N N N -7.862 -41.593 2.991  -9.449  -3.310 -0.052 N15  A1I9O 34 
A1I9O N18  N3  N  0 1 N N N N N N -4.583 -44.428 0.331  -4.636  -1.778 0.063  N18  A1I9O 35 
A1I9O N25  N4  N  0 1 N N N N N N 1.077  -39.270 -2.135 4.032   -1.404 0.290  N25  A1I9O 36 
A1I9O O01  O1  O  0 1 N N N N N N -2.090 -45.342 8.147  -9.326  5.167  -0.106 O01  A1I9O 37 
A1I9O O03  O2  O  0 1 N N N N N N -1.912 -46.923 6.530  -7.111  5.049  -0.051 O03  A1I9O 38 
A1I9O CL33 CL1 CL 0 0 N N N N N N 5.965  -36.572 -0.622 8.968   0.170  -2.305 CL33 A1I9O 39 
A1I9O H1   H1  H  0 1 N N N N N N -6.565 -42.856 0.135  -6.173  -3.880 0.039  H1   A1I9O 40 
A1I9O H2   H2  H  0 1 N N N N N N -3.303 -42.927 -1.201 -2.205  -2.576 -0.755 H2   A1I9O 41 
A1I9O H3   H3  H  0 1 N N N N N N -3.153 -44.360 -2.274 -2.252  -2.559 1.025  H3   A1I9O 42 
A1I9O H4   H4  H  0 1 N N N N N N -0.784 -44.399 -0.899 -0.849  -0.500 -0.738 H4   A1I9O 43 
A1I9O H5   H5  H  0 1 N N N N N N -1.061 -43.738 -2.546 -0.897  -0.482 1.041  H5   A1I9O 44 
A1I9O H6   H6  H  0 1 N N N N N N 0.050  -42.401 -0.376 0.242   -2.685 1.092  H6   A1I9O 45 
A1I9O H7   H7  H  0 1 N N N N N N -1.643 -41.801 -0.407 0.289   -2.702 -0.687 H7   A1I9O 46 
A1I9O H8   H8  H  0 1 N N N N N N 1.469  -41.168 -2.930 2.736   -2.811 1.160  H8   A1I9O 47 
A1I9O H9   H9  H  0 1 N N N N N N 1.399  -41.083 -1.137 2.784   -2.828 -0.619 H9   A1I9O 48 
A1I9O H10  H10 H  0 1 N N N N N N 1.517  -38.619 -4.073 5.219   -2.918 -0.554 H10  A1I9O 49 
A1I9O H11  H11 H  0 1 N N N N N N 2.813  -39.565 -3.264 5.172   -2.901 1.225  H11  A1I9O 50 
A1I9O H12  H12 H  0 1 N N N N N N 1.606  -36.147 -3.949 6.523   -1.334 2.490  H12  A1I9O 51 
A1I9O H13  H13 H  0 1 N N N N N N -4.362 -44.160 7.723  -10.362 2.891  -0.116 H13  A1I9O 52 
A1I9O H14  H14 H  0 1 N N N N N N -5.933 -42.965 6.293  -10.445 0.454  -0.102 H14  A1I9O 53 
A1I9O H15  H15 H  0 1 N N N N N N -2.528 -45.913 4.339  -6.077  2.793  -0.012 H15  A1I9O 54 
A1I9O H16  H16 H  0 1 N N N N N N -7.190 -42.004 4.915  -10.467 -1.496 -0.089 H16  A1I9O 55 
A1I9O H17  H17 H  0 1 N N N N N N -8.320 -41.326 0.954  -8.320  -5.051 -0.010 H17  A1I9O 56 
A1I9O H18  H18 H  0 1 N N N N N N -3.276 -45.837 -0.558 -3.391  -0.357 0.973  H18  A1I9O 57 
A1I9O H19  H19 H  0 1 N N N N N N -2.505 -44.719 0.617  -3.344  -0.374 -0.806 H19  A1I9O 58 
A1I9O H20  H20 H  0 1 N N N N N N -1.162 -40.424 -2.031 1.645   -0.626 -0.671 H20  A1I9O 59 
A1I9O H21  H21 H  0 1 N N N N N N -0.618 -41.789 -3.064 1.598   -0.609 1.108  H21  A1I9O 60 
A1I9O H22  H22 H  0 1 N N N N N N 2.892  -34.135 -3.438 8.566   0.034  2.542  H22  A1I9O 61 
A1I9O H23  H23 H  0 1 N N N N N N 4.223  -38.447 -1.575 6.639   -1.379 -1.774 H23  A1I9O 62 
A1I9O H24  H24 H  0 1 N N N N N N 6.429  -34.521 -0.368 11.078  -0.353 -0.906 H24  A1I9O 63 
A1I9O H25  H25 H  0 1 N N N N N N 7.612  -32.442 0.098  13.115  1.025  -0.857 H25  A1I9O 64 
A1I9O H26  H26 H  0 1 N N N N N N 6.943  -30.357 -1.053 13.185  3.077  0.498  H26  A1I9O 65 
A1I9O H27  H27 H  0 1 N N N N N N 5.071  -30.457 -2.669 11.219  3.763  1.809  H27  A1I9O 66 
A1I9O H28  H28 H  0 1 N N N N N N 3.899  -32.554 -3.145 9.171   2.400  1.766  H28  A1I9O 67 
A1I9O H29  H29 H  0 1 N N N N N N -4.849 -43.587 -0.139 -4.596  -2.747 0.074  H29  A1I9O 68 
A1I9O H30  H30 H  0 1 N N N N N N 1.362  -38.948 -1.232 4.035   -0.759 1.066  H30  A1I9O 69 
A1I9O H32  H32 H  0 1 N N N N N N -1.456 -45.890 8.595  -9.253  6.132  -0.111 H32  A1I9O 70 
# 
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 
A1I9O C28 C29  DOUB Y N 1  
A1I9O C28 C27  SING Y N 2  
A1I9O C26 C27  SING N N 3  
A1I9O C26 N25  SING N N 4  
A1I9O C29 C30  SING Y N 5  
A1I9O C27 C32  DOUB Y N 6  
A1I9O C39 C38  DOUB Y N 7  
A1I9O C39 C34  SING Y N 8  
A1I9O C38 C37  SING Y N 9  
A1I9O N25 C24  SING N N 10 
A1I9O C30 C34  SING N N 11 
A1I9O C30 C31  DOUB Y N 12 
A1I9O C23 C24  SING N N 13 
A1I9O C23 C22  SING N N 14 
A1I9O C32 C31  SING Y N 15 
A1I9O C34 C35  DOUB Y N 16 
A1I9O C31 CL33 SING N N 17 
A1I9O C21 C20  SING N N 18 
A1I9O C21 C22  SING N N 19 
A1I9O C20 C19  SING N N 20 
A1I9O C37 C36  DOUB Y N 21 
A1I9O C35 C36  SING Y N 22 
A1I9O C19 N18  SING N N 23 
A1I9O N18 C11  SING N N 24 
A1I9O C17 C16  DOUB Y N 25 
A1I9O C17 C12  SING Y N 26 
A1I9O C16 N15  SING Y N 27 
A1I9O C11 C12  DOUB Y N 28 
A1I9O C11 N10  SING Y N 29 
A1I9O C12 C13  SING Y N 30 
A1I9O N10 C08  DOUB Y N 31 
A1I9O N15 C14  DOUB Y N 32 
A1I9O C13 C14  SING Y N 33 
A1I9O C13 C07  DOUB Y N 34 
A1I9O C08 C07  SING Y N 35 
A1I9O C08 C09  SING Y N 36 
A1I9O C07 C06  SING Y N 37 
A1I9O C09 C04  DOUB Y N 38 
A1I9O C06 C05  DOUB Y N 39 
A1I9O C04 C05  SING Y N 40 
A1I9O C04 C02  SING N N 41 
A1I9O O03 C02  DOUB N N 42 
A1I9O C02 O01  SING N N 43 
A1I9O C17 H1   SING N N 44 
A1I9O C20 H2   SING N N 45 
A1I9O C20 H3   SING N N 46 
A1I9O C21 H4   SING N N 47 
A1I9O C21 H5   SING N N 48 
A1I9O C22 H6   SING N N 49 
A1I9O C22 H7   SING N N 50 
A1I9O C24 H8   SING N N 51 
A1I9O C24 H9   SING N N 52 
A1I9O C26 H10  SING N N 53 
A1I9O C26 H11  SING N N 54 
A1I9O C28 H12  SING N N 55 
A1I9O C05 H13  SING N N 56 
A1I9O C06 H14  SING N N 57 
A1I9O C09 H15  SING N N 58 
A1I9O C14 H16  SING N N 59 
A1I9O C16 H17  SING N N 60 
A1I9O C19 H18  SING N N 61 
A1I9O C19 H19  SING N N 62 
A1I9O C23 H20  SING N N 63 
A1I9O C23 H21  SING N N 64 
A1I9O C29 H22  SING N N 65 
A1I9O C32 H23  SING N N 66 
A1I9O C35 H24  SING N N 67 
A1I9O C36 H25  SING N N 68 
A1I9O C37 H26  SING N N 69 
A1I9O C38 H27  SING N N 70 
A1I9O C39 H28  SING N N 71 
A1I9O N18 H29  SING N N 72 
A1I9O N25 H30  SING N N 73 
A1I9O O01 H32  SING N N 74 
# 
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 
A1I9O InChI            InChI                1.06  "InChI=1S/C32H31ClN4O2/c33-29-18-22(10-12-25(29)23-8-4-3-5-9-23)20-34-15-6-1-2-7-16-36-31-27-14-17-35-21-28(27)26-13-11-24(32(38)39)19-30(26)37-31/h3-5,8-14,17-19,21,34H,1-2,6-7,15-16,20H2,(H,36,37)(H,38,39)" 
A1I9O InChIKey         InChI                1.06  WNCLMUDYXAUOPB-UHFFFAOYSA-N                                                                                                                                                                                      
A1I9O SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1ccc2c(c1)nc(NCCCCCCNCc3ccc(c(Cl)c3)c4ccccc4)c5ccncc25"                                                                                                                                                  
A1I9O SMILES           CACTVS               3.385 "OC(=O)c1ccc2c(c1)nc(NCCCCCCNCc3ccc(c(Cl)c3)c4ccccc4)c5ccncc25"                                                                                                                                                  
A1I9O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2ccc(cc2Cl)CNCCCCCCNc3c4ccncc4c5ccc(cc5n3)C(=O)O"                                                                                                                                                    
A1I9O SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2ccc(cc2Cl)CNCCCCCCNc3c4ccncc4c5ccc(cc5n3)C(=O)O"                                                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           A1I9O 
_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-[6-[(3-chloranyl-4-phenyl-phenyl)methylamino]hexylamino]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 
A1I9O "Create component" 2025-04-03 PDBE 
A1I9O "Initial release"  2025-07-30 RCSB 
# 
