data_A1I9M
# 
_chem_comp.id                                    A1I9M 
_chem_comp.name                                  "5-[[(3~{E})-3-[4-[2-(3,4-dichlorophenyl)ethylamino]-4-oxidanylidene-butanoyl]iminopropyl]amino]benzo[c][2,6]naphthyridine-8-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H25 Cl2 N5 O4" 
_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                        566.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1I9M 
_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        9QRH 
_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 
A1I9M C10  C1  C  0 1 Y N N N N N 35.138 -4.394 1.247  -8.873  1.031  0.281  C10  A1I9M 1  
A1I9M C13  C2  C  0 1 Y N N N N N 33.398 -6.213 -0.016 -11.282 0.822  -1.063 C13  A1I9M 2  
A1I9M C15  C3  C  0 1 Y N N N N N 33.831 -4.601 1.730  -9.777  0.045  0.632  C15  A1I9M 3  
A1I9M C20  C4  C  0 1 N N N N N N 45.218 2.233  -0.722 2.942   -2.253 0.978  C20  A1I9M 4  
A1I9M C21  C5  C  0 1 N N N N N N 45.408 3.773  -0.530 4.098   -1.276 0.753  C21  A1I9M 5  
A1I9M C26  C6  C  0 1 Y N N N N N 45.389 3.060  -5.610 7.592   2.077  0.155  C26  A1I9M 6  
A1I9M C28  C7  C  0 1 Y N N N N N 44.418 4.049  -7.593 9.893   2.214  -0.590 C28  A1I9M 7  
A1I9M C02  C8  C  0 1 N N N N N N 42.186 0.385  0.753  -0.474  -0.919 1.302  C02  A1I9M 8  
A1I9M C03  C9  C  0 1 N N N N N N 40.979 -0.473 0.403  -1.789  -1.030 0.574  C03  A1I9M 9  
A1I9M C04  C10 C  0 1 N N N N N N 39.973 -0.517 1.535  -2.838  -0.172 1.285  C04  A1I9M 10 
A1I9M C05  C11 C  0 1 N N N N N N 39.278 -1.807 1.939  -4.153  -0.283 0.557  C05  A1I9M 11 
A1I9M C08  C12 C  0 1 N N N N N N 37.558 -3.620 1.680  -6.509  0.284  0.298  C08  A1I9M 12 
A1I9M C09  C13 C  0 1 N N N N N N 36.071 -3.417 1.949  -7.558  1.141  1.008  C09  A1I9M 13 
A1I9M C11  C14 C  0 1 Y N N N N N 35.570 -5.117 0.122  -9.174  1.911  -0.742 C11  A1I9M 14 
A1I9M C12  C15 C  0 1 Y N N N N N 34.705 -6.030 -0.519 -10.377 1.808  -1.413 C12  A1I9M 15 
A1I9M C14  C16 C  0 1 Y N N N N N 32.973 -5.492 1.107  -10.983 -0.058 -0.036 C14  A1I9M 16 
A1I9M C19  C17 C  0 1 N N N N N N 44.356 1.589  0.337  1.737   -1.499 1.480  C19  A1I9M 17 
A1I9M C23  C18 C  0 1 Y N N N N N 44.154 4.735  -2.515 6.441   -1.333 -0.011 C23  A1I9M 18 
A1I9M C25  C19 C  0 1 Y N N N N N 44.665 3.980  -4.777 7.606   0.695  -0.069 C25  A1I9M 19 
A1I9M C27  C20 C  0 1 Y N N N N N 45.266 3.105  -6.986 8.730   2.829  -0.104 C27  A1I9M 20 
A1I9M C29  C21 C  0 1 Y N N N N N 43.679 4.968  -6.807 9.924   0.868  -0.802 C29  A1I9M 21 
A1I9M C30  C22 C  0 1 Y N N N N N 43.814 4.933  -5.362 8.790   0.091  -0.554 C30  A1I9M 22 
A1I9M C31  C23 C  0 1 Y N N N N N 43.084 5.845  -4.457 8.797   -1.358 -0.774 C31  A1I9M 23 
A1I9M C32  C24 C  0 1 Y N N N N N 43.257 5.750  -3.041 7.607   -2.071 -0.497 C32  A1I9M 24 
A1I9M C33  C25 C  0 1 Y N N N N N 42.540 6.656  -2.178 7.600   -3.453 -0.702 C33  A1I9M 25 
A1I9M C34  C26 C  0 1 Y N N N N N 41.687 7.617  -2.788 8.742   -4.052 -1.160 C34  A1I9M 26 
A1I9M C36  C27 C  0 1 Y N N N N N 42.189 6.843  -4.978 9.911   -2.055 -1.236 C36  A1I9M 27 
A1I9M C37  C28 C  0 1 N N N N N N 46.056 2.054  -7.879 8.716   4.287  0.132  C37  A1I9M 28 
A1I9M N07  N1  N  0 1 N N N N N N 38.194 -2.393 1.261  -5.231  0.392  1.005  N07  A1I9M 29 
A1I9M N18  N2  N  0 1 N N N N N N 43.255 0.771  -0.125 0.604   -1.594 0.853  N18  A1I9M 30 
A1I9M N22  N3  N  0 1 N N N N N N 44.350 4.575  -1.118 5.269   -2.009 0.265  N22  A1I9M 31 
A1I9M N24  N4  N  0 1 Y N N N N N 44.834 3.894  -3.359 6.504   -0.037 0.176  N24  A1I9M 32 
A1I9M N35  N5  N  0 1 Y N N N N N 41.521 7.702  -4.157 9.840   -3.359 -1.409 N35  A1I9M 33 
A1I9M O01  O1  O  0 1 N N N N N N 42.237 0.801  1.933  -0.385  -0.223 2.291  O01  A1I9M 34 
A1I9M O06  O2  O  0 1 N N N N N N 39.678 -2.410 2.957  -4.242  -0.979 -0.432 O06  A1I9M 35 
A1I9M O38  O3  O  0 1 N N N N N N 45.588 1.760  -9.046 7.711   4.825  0.552  O38  A1I9M 36 
A1I9M O39  O4  O  0 1 N N N N N N 47.104 1.437  -7.430 9.818   5.021  -0.119 O39  A1I9M 37 
A1I9M CL16 CL1 CL 0 0 N N N N N N 31.347 -5.725 1.743  -12.118 -1.295 0.406  CL16 A1I9M 38 
A1I9M CL17 CL2 CL 0 0 N N N N N N 32.296 -7.341 -0.813 -12.797 0.695  -1.902 CL17 A1I9M 39 
A1I9M H1   H1  H  0 1 N N N N N N 33.493 -4.057 2.599  -9.540  -0.646 1.428  H1   A1I9M 40 
A1I9M H2   H2  H  0 1 N N N N N N 44.750 2.061  -1.702 2.695   -2.747 0.039  H2   A1I9M 41 
A1I9M H3   H3  H  0 1 N N N N N N 46.209 1.756  -0.700 3.236   -3.000 1.716  H3   A1I9M 42 
A1I9M H4   H4  H  0 1 N N N N N N 46.362 4.065  -0.994 3.804   -0.529 0.015  H4   A1I9M 43 
A1I9M H5   H5  H  0 1 N N N N N N 45.445 3.985  0.549  4.344   -0.782 1.692  H5   A1I9M 44 
A1I9M H6   H6  H  0 1 N N N N N N 46.037 2.325  -5.156 6.698   2.558  0.525  H6   A1I9M 45 
A1I9M H7   H7  H  0 1 N N N N N N 44.329 4.074  -8.669 10.772  2.808  -0.788 H7   A1I9M 46 
A1I9M H8   H8  H  0 1 N N N N N N 40.492 -0.055 -0.490 -1.667  -0.680 -0.451 H8   A1I9M 47 
A1I9M H9   H9  H  0 1 N N N N N N 41.320 -1.497 0.189  -2.114  -2.070 0.567  H9   A1I9M 48 
A1I9M H10  H10 H  0 1 N N N N N N 40.500 -0.156 2.431  -2.960  -0.522 2.310  H10  A1I9M 49 
A1I9M H11  H11 H  0 1 N N N N N N 39.176 0.193  1.268  -2.513  0.868  1.291  H11  A1I9M 50 
A1I9M H12  H12 H  0 1 N N N N N N 37.678 -4.373 0.887  -6.834  -0.757 0.291  H12  A1I9M 51 
A1I9M H13  H13 H  0 1 N N N N N N 38.042 -3.977 2.601  -6.387  0.633  -0.727 H13  A1I9M 52 
A1I9M H14  H14 H  0 1 N N N N N N 35.804 -2.401 1.624  -7.234  2.182  1.015  H14  A1I9M 53 
A1I9M H15  H15 H  0 1 N N N N N N 35.907 -3.511 3.033  -7.680  0.792  2.033  H15  A1I9M 54 
A1I9M H16  H16 H  0 1 N N N N N N 36.572 -4.973 -0.255 -8.467  2.681  -1.015 H16  A1I9M 55 
A1I9M H17  H17 H  0 1 N N N N N N 35.039 -6.583 -1.385 -10.609 2.493  -2.215 H17  A1I9M 56 
A1I9M H18  H18 H  0 1 N N N N N N 44.552 1.732  1.389  1.817   -0.879 2.361  H18  A1I9M 57 
A1I9M H19  H19 H  0 1 N N N N N N 43.023 5.686  -7.277 10.823  0.402  -1.176 H19  A1I9M 58 
A1I9M H20  H20 H  0 1 N N N N N N 42.647 6.606  -1.104 6.713   -4.036 -0.503 H20  A1I9M 59 
A1I9M H21  H21 H  0 1 N N N N N N 41.148 8.307  -2.156 8.747   -5.120 -1.321 H21  A1I9M 60 
A1I9M H22  H22 H  0 1 N N N N N N 42.043 6.914  -6.046 10.829  -1.528 -1.452 H22  A1I9M 61 
A1I9M H23  H23 H  0 1 N N N N N N 37.844 -1.935 0.444  -5.159  0.948  1.796  H23  A1I9M 62 
A1I9M H24  H24 H  0 1 N N N N N N 44.477 5.498  -0.755 5.220   -2.970 0.137  H24  A1I9M 63 
A1I9M H25  H25 H  0 1 N N N N N N 47.402 0.806  -8.075 9.760   5.971  0.051  H25  A1I9M 64 
# 
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 
A1I9M O38  C37  DOUB N N 1  
A1I9M C37  O39  SING N N 2  
A1I9M C37  C27  SING N N 3  
A1I9M C28  C27  DOUB Y N 4  
A1I9M C28  C29  SING Y N 5  
A1I9M C27  C26  SING Y N 6  
A1I9M C29  C30  DOUB Y N 7  
A1I9M C26  C25  DOUB Y N 8  
A1I9M C30  C25  SING Y N 9  
A1I9M C30  C31  SING Y N 10 
A1I9M C36  C31  DOUB Y N 11 
A1I9M C36  N35  SING Y N 12 
A1I9M C25  N24  SING Y N 13 
A1I9M C31  C32  SING Y N 14 
A1I9M N35  C34  DOUB Y N 15 
A1I9M N24  C23  DOUB Y N 16 
A1I9M C32  C23  SING Y N 17 
A1I9M C32  C33  DOUB Y N 18 
A1I9M C34  C33  SING Y N 19 
A1I9M C23  N22  SING N N 20 
A1I9M N22  C21  SING N N 21 
A1I9M CL17 C13  SING N N 22 
A1I9M C20  C21  SING N N 23 
A1I9M C20  C19  SING N N 24 
A1I9M C12  C13  DOUB Y N 25 
A1I9M C12  C11  SING Y N 26 
A1I9M N18  C19  DOUB N N 27 
A1I9M N18  C02  SING N N 28 
A1I9M C13  C14  SING Y N 29 
A1I9M C11  C10  DOUB Y N 30 
A1I9M C03  C02  SING N N 31 
A1I9M C03  C04  SING N N 32 
A1I9M C02  O01  DOUB N N 33 
A1I9M C14  C15  DOUB Y N 34 
A1I9M C14  CL16 SING N N 35 
A1I9M C10  C15  SING Y N 36 
A1I9M C10  C09  SING N N 37 
A1I9M N07  C08  SING N N 38 
A1I9M N07  C05  SING N N 39 
A1I9M C04  C05  SING N N 40 
A1I9M C08  C09  SING N N 41 
A1I9M C05  O06  DOUB N N 42 
A1I9M C15  H1   SING N N 43 
A1I9M C20  H2   SING N N 44 
A1I9M C20  H3   SING N N 45 
A1I9M C21  H4   SING N N 46 
A1I9M C21  H5   SING N N 47 
A1I9M C26  H6   SING N N 48 
A1I9M C28  H7   SING N N 49 
A1I9M C03  H8   SING N N 50 
A1I9M C03  H9   SING N N 51 
A1I9M C04  H10  SING N N 52 
A1I9M C04  H11  SING N N 53 
A1I9M C08  H12  SING N N 54 
A1I9M C08  H13  SING N N 55 
A1I9M C09  H14  SING N N 56 
A1I9M C09  H15  SING N N 57 
A1I9M C11  H16  SING N N 58 
A1I9M C12  H17  SING N N 59 
A1I9M C19  H18  SING N N 60 
A1I9M C29  H19  SING N N 61 
A1I9M C33  H20  SING N N 62 
A1I9M C34  H21  SING N N 63 
A1I9M C36  H22  SING N N 64 
A1I9M N07  H23  SING N N 65 
A1I9M N22  H24  SING N N 66 
A1I9M O39  H25  SING N N 67 
# 
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 
A1I9M InChI            InChI                1.06  "InChI=1S/C28H25Cl2N5O4/c29-22-5-2-17(14-23(22)30)8-13-33-26(37)7-6-25(36)32-10-1-11-34-27-20-9-12-31-16-21(20)19-4-3-18(28(38)39)15-24(19)35-27/h2-5,9-10,12,14-16H,1,6-8,11,13H2,(H,33,37)(H,34,35)(H,38,39)/b32-10+" 
A1I9M InChIKey         InChI                1.06  MDSSDLXQZDAQAA-INRUPRTJSA-N                                                                                                                                                                                             
A1I9M SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1ccc2c(c1)nc(NCCC=NC(=O)CCC(=O)NCCc3ccc(Cl)c(Cl)c3)c4ccncc24"                                                                                                                                                   
A1I9M SMILES           CACTVS               3.385 "OC(=O)c1ccc2c(c1)nc(NCCC=NC(=O)CCC(=O)NCCc3ccc(Cl)c(Cl)c3)c4ccncc24"                                                                                                                                                   
A1I9M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1CCNC(=O)CCC(=O)/N=C/CCNc2c3ccncc3c4ccc(cc4n2)C(=O)O)Cl)Cl"                                                                                                                                                   
A1I9M SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1CCNC(=O)CCC(=O)N=CCCNc2c3ccncc3c4ccc(cc4n2)C(=O)O)Cl)Cl"                                                                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           A1I9M 
_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-[[(3~{E})-3-[4-[2-(3,4-dichlorophenyl)ethylamino]-4-oxidanylidene-butanoyl]iminopropyl]amino]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 
A1I9M "Create component" 2025-04-03 PDBE 
A1I9M "Initial release"  2025-07-30 RCSB 
# 
