data_A1I9N
# 
_chem_comp.id                                    A1I9N 
_chem_comp.name                                  "5-[4-[[4-[2-(3,4-dichlorophenyl)ethylamino]-4-oxidanylidene-butanoyl]amino]butylamino]benzo[c][2,6]naphthyridine-8-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H29 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                        582.478 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1I9N 
_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        9QRI 
_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 
A1I9N C4   C1  C  0 1 N N N N N N 39.940 -1.004 1.519  -3.847  -1.613 -0.186 C4   A1I9N 1  
A1I9N C5   C2  C  0 1 N N N N N N 38.920 -1.955 2.114  -5.094  -0.771 -0.255 C5   A1I9N 2  
A1I9N C8   C3  C  0 1 N N N N N N 36.979 -3.348 1.708  -7.518  -0.540 -0.326 C8   A1I9N 3  
A1I9N C10  C4  C  0 1 Y N N N N N 35.025 -4.620 0.985  -9.997  -0.606 -0.385 C10  A1I9N 4  
A1I9N C13  C5  C  0 1 Y N N N N N 32.397 -5.159 1.720  -12.279 0.951  -0.513 C13  A1I9N 5  
A1I9N C15  C6  C  0 1 Y N N N N N 32.926 -5.737 0.575  -11.736 0.618  0.716  C15  A1I9N 6  
A1I9N C17  C7  C  0 1 Y N N N N N 34.237 -5.468 0.211  -10.595 -0.161 0.779  C17  A1I9N 7  
A1I9N C20  C8  C  0 1 N N N N N N 44.489 2.162  1.146  2.287   -0.869 -0.067 C20  A1I9N 8  
A1I9N C21  C9  C  0 1 N N N N N N 45.738 2.651  0.411  3.553   -1.725 0.003  C21  A1I9N 9  
A1I9N C22  C10 C  0 1 N N N N N N 45.682 3.972  -0.328 4.784   -0.817 -0.007 C22  A1I9N 10 
A1I9N C24  C11 C  0 1 Y N N N N N 44.240 4.551  -2.257 7.240   -1.032 0.064  C24  A1I9N 11 
A1I9N C26  C12 C  0 1 Y N N N N N 44.681 3.939  -4.478 8.497   0.939  0.012  C26  A1I9N 12 
A1I9N C28  C13 C  0 1 Y N N N N N 45.053 3.012  -6.698 9.716   3.021  -0.046 C28  A1I9N 13 
A1I9N C11  C14 C  0 1 Y N N N N N 34.471 -4.056 2.123  -10.539 -0.273 -1.612 C11  A1I9N 14 
A1I9N C12  C15 C  0 1 Y N N N N N 33.168 -4.321 2.490  -11.679 0.504  -1.677 C12  A1I9N 15 
A1I9N C19  C16 C  0 1 N N N N N N 43.746 1.139  0.303  1.056   -1.778 -0.057 C19  A1I9N 16 
A1I9N C2   C17 C  0 1 N N N N N N 42.045 0.289  1.918  -1.368  -1.548 -0.127 C2   A1I9N 17 
A1I9N C27  C18 C  0 1 Y N N N N N 45.361 3.069  -5.360 8.506   2.339  -0.045 C27  A1I9N 18 
A1I9N C29  C19 C  0 1 N N N N N N 45.753 2.020  -7.596 9.726   4.497  -0.106 C29  A1I9N 19 
A1I9N C3   C20 C  0 1 N N N N N N 41.234 -0.920 2.313  -2.616  -0.705 -0.197 C3   A1I9N 20 
A1I9N C32  C21 C  0 1 Y N N N N N 44.054 3.846  -7.195 10.928  2.318  0.010  C32  A1I9N 21 
A1I9N C33  C22 C  0 1 Y N N N N N 43.382 4.699  -6.371 10.933  0.956  0.066  C33  A1I9N 22 
A1I9N C34  C23 C  0 1 Y N N N N N 43.669 4.775  -4.987 9.729   0.248  0.068  C34  A1I9N 23 
A1I9N C35  C24 C  0 1 Y N N N N N 42.904 5.543  -4.058 9.708   -1.216 0.133  C35  A1I9N 24 
A1I9N C36  C25 C  0 1 Y N N N N N 41.844 6.400  -4.436 10.861  -1.995 0.198  C36  A1I9N 25 
A1I9N C38  C26 C  0 1 Y N N N N N 41.395 6.993  -2.274 9.596   -3.933 0.254  C38  A1I9N 26 
A1I9N C39  C27 C  0 1 Y N N N N N 42.386 6.204  -1.776 8.411   -3.251 0.193  C39  A1I9N 27 
A1I9N C40  C28 C  0 1 Y N N N N N 43.183 5.443  -2.670 8.446   -1.856 0.131  C40  A1I9N 28 
A1I9N C9   C29 C  0 1 N N N N N N 36.445 -4.275 0.622  -8.749  -1.449 -0.315 C9   A1I9N 29 
A1I9N N18  N1  N  0 1 N N N N N N 43.004 0.083  1.007  -0.156  -0.959 -0.124 N18  A1I9N 30 
A1I9N N23  N2  N  0 1 N N N N N N 44.402 4.225  -0.969 5.997   -1.636 0.060  N23  A1I9N 31 
A1I9N N25  N3  N  0 1 Y N N N N N 44.958 3.845  -3.134 7.327   0.275  0.012  N25  A1I9N 32 
A1I9N N37  N4  N  0 1 Y N N N N N 41.106 7.108  -3.581 10.761  -3.307 0.255  N37  A1I9N 33 
A1I9N N7   N5  N  0 1 N N N N N N 38.036 -2.462 1.261  -6.306  -1.360 -0.259 N7   A1I9N 34 
A1I9N O1   O1  O  0 1 N N N N N N 41.845 1.373  2.448  -1.455  -2.756 -0.075 O1   A1I9N 35 
A1I9N O30  O2  O  0 1 N N N N N N 45.288 1.817  -8.740 8.679   5.110  -0.155 O30  A1I9N 36 
A1I9N O31  O3  O  0 1 N N N N N N 46.768 1.442  -7.131 10.897  5.163  -0.107 O31  A1I9N 37 
A1I9N O6   O4  O  0 1 N N N N N N 38.896 -2.231 3.309  -5.007  0.438  -0.308 O6   A1I9N 38 
A1I9N CL14 CL1 CL 0 0 N N N N N N 30.768 -5.474 2.211  -13.712 1.928  -0.594 CL14 A1I9N 39 
A1I9N CL16 CL2 CL 0 0 N N N N N N 31.961 -6.802 -0.395 -12.488 1.177  2.178  CL16 A1I9N 40 
A1I9N H1   H1  H  0 1 N N N N N N 40.179 -1.344 0.501  -3.856  -2.202 0.731  H1   A1I9N 41 
A1I9N H2   H2  H  0 1 N N N N N N 39.494 0.000  1.475  -3.812  -2.282 -1.046 H2   A1I9N 42 
A1I9N H3   H3  H  0 1 N N N N N N 36.146 -2.733 2.078  -7.509  0.048  -1.243 H3   A1I9N 43 
A1I9N H4   H4  H  0 1 N N N N N N 37.371 -3.967 2.529  -7.553  0.128  0.534  H4   A1I9N 44 
A1I9N H5   H5  H  0 1 N N N N N N 34.650 -5.919 -0.679 -10.171 -0.421 1.738  H5   A1I9N 45 
A1I9N H6   H6  H  0 1 N N N N N N 43.827 3.018  1.345  2.252   -0.201 0.793  H6   A1I9N 46 
A1I9N H7   H7  H  0 1 N N N N N N 44.787 1.700  2.099  2.297   -0.281 -0.984 H7   A1I9N 47 
A1I9N H8   H8  H  0 1 N N N N N N 46.001 1.879  -0.327 3.544   -2.314 0.921  H8   A1I9N 48 
A1I9N H9   H9  H  0 1 N N N N N N 46.541 2.733  1.158  3.588   -2.394 -0.857 H9   A1I9N 49 
A1I9N H10  H10 H  0 1 N N N N N N 46.464 3.972  -1.101 4.794   -0.228 -0.925 H10  A1I9N 50 
A1I9N H11  H11 H  0 1 N N N N N N 45.877 4.781  0.391  4.750   -0.148 0.853  H11  A1I9N 51 
A1I9N H12  H12 H  0 1 N N N N N N 35.070 -3.397 2.734  -10.070 -0.622 -2.521 H12  A1I9N 52 
A1I9N H13  H13 H  0 1 N N N N N N 32.754 -3.871 3.380  -12.103 0.763  -2.636 H13  A1I9N 53 
A1I9N H14  H14 H  0 1 N N N N N N 44.487 0.645  -0.343 1.091   -2.447 -0.917 H14  A1I9N 54 
A1I9N H15  H15 H  0 1 N N N N N N 43.025 1.688  -0.320 1.047   -2.366 0.861  H15  A1I9N 55 
A1I9N H16  H16 H  0 1 N N N N N N 46.143 2.433  -4.973 7.576   2.886  -0.089 H16  A1I9N 56 
A1I9N H17  H17 H  0 1 N N N N N N 40.993 -0.855 3.384  -2.606  -0.116 -1.114 H17  A1I9N 57 
A1I9N H18  H18 H  0 1 N N N N N N 41.828 -1.826 2.125  -2.650  -0.036 0.664  H18  A1I9N 58 
A1I9N H19  H19 H  0 1 N N N N N N 43.809 3.816  -8.246 11.862  2.859  0.009  H19  A1I9N 59 
A1I9N H20  H20 H  0 1 N N N N N N 42.611 5.333  -6.784 11.871  0.423  0.109  H20  A1I9N 60 
A1I9N H21  H21 H  0 1 N N N N N N 41.617 6.487  -5.488 11.833  -1.525 0.201  H21  A1I9N 61 
A1I9N H22  H22 H  0 1 N N N N N N 40.803 7.563  -1.573 9.580   -5.012 0.303  H22  A1I9N 62 
A1I9N H23  H23 H  0 1 N N N N N N 42.564 6.158  -0.712 7.469   -3.780 0.194  H23  A1I9N 63 
A1I9N H24  H24 H  0 1 N N N N N N 37.054 -5.190 0.575  -8.715  -2.118 -1.176 H24  A1I9N 64 
A1I9N H25  H25 H  0 1 N N N N N N 36.471 -3.767 -0.353 -8.759  -2.037 0.602  H25  A1I9N 65 
A1I9N H26  H26 H  0 1 N N N N N N 43.234 -0.865 0.788  -0.087  0.008  -0.166 H26  A1I9N 66 
A1I9N H27  H27 H  0 1 N N N N N N 43.987 4.973  -0.450 5.927   -2.603 0.102  H27  A1I9N 67 
A1I9N H28  H28 H  0 1 N N N N N N 38.101 -2.228 0.291  -6.376  -2.326 -0.217 H28  A1I9N 68 
A1I9N H29  H29 H  0 1 N N N N N N 47.114 0.840  -7.779 10.853  6.128  -0.148 H29  A1I9N 69 
# 
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 
A1I9N O30  C29  DOUB N N 1  
A1I9N C29  O31  SING N N 2  
A1I9N C29  C28  SING N N 3  
A1I9N C32  C28  DOUB Y N 4  
A1I9N C32  C33  SING Y N 5  
A1I9N C28  C27  SING Y N 6  
A1I9N C33  C34  DOUB Y N 7  
A1I9N C27  C26  DOUB Y N 8  
A1I9N C34  C26  SING Y N 9  
A1I9N C34  C35  SING Y N 10 
A1I9N C26  N25  SING Y N 11 
A1I9N C36  C35  DOUB Y N 12 
A1I9N C36  N37  SING Y N 13 
A1I9N C35  C40  SING Y N 14 
A1I9N N37  C38  DOUB Y N 15 
A1I9N N25  C24  DOUB Y N 16 
A1I9N C40  C24  SING Y N 17 
A1I9N C40  C39  DOUB Y N 18 
A1I9N C38  C39  SING Y N 19 
A1I9N C24  N23  SING N N 20 
A1I9N N23  C22  SING N N 21 
A1I9N CL16 C15  SING N N 22 
A1I9N C22  C21  SING N N 23 
A1I9N C17  C15  DOUB Y N 24 
A1I9N C17  C10  SING Y N 25 
A1I9N C19  N18  SING N N 26 
A1I9N C19  C20  SING N N 27 
A1I9N C21  C20  SING N N 28 
A1I9N C15  C13  SING Y N 29 
A1I9N C9   C10  SING N N 30 
A1I9N C9   C8   SING N N 31 
A1I9N C10  C11  DOUB Y N 32 
A1I9N N18  C2   SING N N 33 
A1I9N N7   C8   SING N N 34 
A1I9N N7   C5   SING N N 35 
A1I9N C4   C5   SING N N 36 
A1I9N C4   C3   SING N N 37 
A1I9N C13  CL14 SING N N 38 
A1I9N C13  C12  DOUB Y N 39 
A1I9N C2   C3   SING N N 40 
A1I9N C2   O1   DOUB N N 41 
A1I9N C5   O6   DOUB N N 42 
A1I9N C11  C12  SING Y N 43 
A1I9N C4   H1   SING N N 44 
A1I9N C4   H2   SING N N 45 
A1I9N C8   H3   SING N N 46 
A1I9N C8   H4   SING N N 47 
A1I9N C17  H5   SING N N 48 
A1I9N C20  H6   SING N N 49 
A1I9N C20  H7   SING N N 50 
A1I9N C21  H8   SING N N 51 
A1I9N C21  H9   SING N N 52 
A1I9N C22  H10  SING N N 53 
A1I9N C22  H11  SING N N 54 
A1I9N C11  H12  SING N N 55 
A1I9N C12  H13  SING N N 56 
A1I9N C19  H14  SING N N 57 
A1I9N C19  H15  SING N N 58 
A1I9N C27  H16  SING N N 59 
A1I9N C3   H17  SING N N 60 
A1I9N C3   H18  SING N N 61 
A1I9N C32  H19  SING N N 62 
A1I9N C33  H20  SING N N 63 
A1I9N C36  H21  SING N N 64 
A1I9N C38  H22  SING N N 65 
A1I9N C39  H23  SING N N 66 
A1I9N C9   H24  SING N N 67 
A1I9N C9   H25  SING N N 68 
A1I9N N18  H26  SING N N 69 
A1I9N N23  H27  SING N N 70 
A1I9N N7   H28  SING N N 71 
A1I9N O31  H29  SING N N 72 
# 
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 
A1I9N InChI            InChI                1.06  "InChI=1S/C29H29Cl2N5O4/c30-23-6-3-18(15-24(23)31)9-14-34-27(38)8-7-26(37)33-11-1-2-12-35-28-21-10-13-32-17-22(21)20-5-4-19(29(39)40)16-25(20)36-28/h3-6,10,13,15-17H,1-2,7-9,11-12,14H2,(H,33,37)(H,34,38)(H,35,36)(H,39,40)" 
A1I9N InChIKey         InChI                1.06  AWZFEGDGNPINFI-UHFFFAOYSA-N                                                                                                                                                                                                    
A1I9N SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1ccc2c(c1)nc(NCCCCNC(=O)CCC(=O)NCCc3ccc(Cl)c(Cl)c3)c4ccncc24"                                                                                                                                                          
A1I9N SMILES           CACTVS               3.385 "OC(=O)c1ccc2c(c1)nc(NCCCCNC(=O)CCC(=O)NCCc3ccc(Cl)c(Cl)c3)c4ccncc24"                                                                                                                                                          
A1I9N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1CCNC(=O)CCC(=O)NCCCCNc2c3ccncc3c4ccc(cc4n2)C(=O)O)Cl)Cl"                                                                                                                                                            
A1I9N SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1CCNC(=O)CCC(=O)NCCCCNc2c3ccncc3c4ccc(cc4n2)C(=O)O)Cl)Cl"                                                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           A1I9N 
_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-[4-[[4-[2-(3,4-dichlorophenyl)ethylamino]-4-oxidanylidene-butanoyl]amino]butylamino]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 
A1I9N "Create component" 2025-04-03 PDBE 
A1I9N "Initial release"  2025-07-30 RCSB 
# 
