data_A1ARX
# 
_chem_comp.id                                    A1ARX 
_chem_comp.name                                  
;methyl 4-{[(1M)-3'-chloro[1,1'-biphenyl]-3-yl](5-chloropyridin-3-yl)amino}-4-oxobutanoate
;
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H18 Cl2 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-14 
_chem_comp.pdbx_modified_date                    2025-05-09 
_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                        429.296 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ARX 
_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        9BSP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1ARX N1  N1  N  0 1 N N N N N N -12.923 -12.891 -17.334 0.988  0.497  0.800  N1  A1ARX 1  
A1ARX C4  C1  C  0 1 N N N N N N -12.587 -10.322 -17.425 3.271  0.941  -0.042 C4  A1ARX 2  
A1ARX C5  C2  C  0 1 Y N N N N N -10.546 -13.435 -17.896 -1.362 0.388  0.261  C5  A1ARX 3  
A1ARX C6  C3  C  0 1 Y N N N N N -9.556  -13.753 -18.846 -2.675 0.782  0.507  C6  A1ARX 4  
A1ARX C7  C4  C  0 1 Y N N N N N -9.902  -13.867 -20.196 -2.947 1.683  1.534  C7  A1ARX 5  
A1ARX C8  C5  C  0 1 Y N N N N N -11.213 -13.656 -20.599 -1.917 2.183  2.306  C8  A1ARX 6  
A1ARX C10 C6  C  0 1 Y N N N N N -8.155  -13.984 -18.404 -3.781 0.244  -0.324 C10 A1ARX 7  
A1ARX C13 C7  C  0 1 Y N N N N N -5.515  -14.421 -17.531 -5.843 -0.761 -1.874 C13 A1ARX 8  
A1ARX C15 C8  C  0 1 Y N N N N N -7.308  -14.863 -19.085 -3.509 -0.661 -1.348 C15 A1ARX 9  
A1ARX C17 C9  C  0 1 Y N N N N N -15.041 -15.922 -16.736 2.107  -2.969 0.301  C17 A1ARX 10 
A1ARX C20 C10 C  0 1 N N N N N N -12.430 -10.078 -18.942 4.066  2.133  -0.579 C20 A1ARX 11 
A1ARX C21 C11 C  0 1 N N N N N N -12.334 -8.662  -19.420 5.456  1.684  -0.950 C21 A1ARX 12 
A1ARX C22 C12 C  0 1 N N N N N N -14.576 -9.107  -20.209 7.656  2.065  -1.783 C22 A1ARX 13 
A1ARX C1  C13 C  0 1 Y N N N N N -13.656 -13.991 -16.727 1.383  -0.823 1.052  C1  A1ARX 14 
A1ARX C11 C14 C  0 1 Y N N N N N -7.654  -13.328 -17.273 -5.094 0.638  -0.078 C11 A1ARX 15 
A1ARX C12 C15 C  0 1 Y N N N N N -6.357  -13.552 -16.852 -6.120 0.133  -0.855 C12 A1ARX 16 
A1ARX C14 C16 C  0 1 Y N N N N N -6.004  -15.076 -18.650 -4.541 -1.159 -2.118 C14 A1ARX 17 
A1ARX C16 C17 C  0 1 Y N N N N N -14.387 -14.926 -17.443 1.721  -1.671 0.001  C16 A1ARX 18 
A1ARX C18 C18 C  0 1 Y N N N N N -14.966 -15.969 -15.360 2.143  -3.375 1.623  C18 A1ARX 19 
A1ARX C19 C19 C  0 1 Y N N N N N -13.627 -14.121 -15.337 1.454  -1.301 2.354  C19 A1ARX 20 
A1ARX C2  C20 C  0 1 Y N N N N N -11.863 -13.221 -18.295 -0.334 0.891  1.043  C2  A1ARX 21 
A1ARX C3  C21 C  0 1 N N N N N N -13.288 -11.596 -16.953 1.881  1.390  0.329  C3  A1ARX 22 
A1ARX C9  C22 C  0 1 Y N N N N N -12.180 -13.341 -19.659 -0.614 1.793  2.062  C9  A1ARX 23 
A1ARX N2  N2  N  0 1 Y N N N N N -14.259 -15.084 -14.651 1.821  -2.544 2.595  N2  A1ARX 24 
A1ARX O1  O1  O  0 1 N N N N N N -14.176 -11.444 -16.127 1.567  2.555  0.205  O1  A1ARX 25 
A1ARX O2  O2  O  0 1 N N N N N N -13.352 -8.318  -20.224 6.336  2.568  -1.447 O2  A1ARX 26 
A1ARX O3  O3  O  0 1 N N N N N N -11.422 -7.934  -19.109 5.778  0.529  -0.801 O3  A1ARX 27 
A1ARX CL1 CL1 CL 0 0 N N N N N N -5.801  -12.706 -15.435 -7.757 0.623  -0.551 CL1 A1ARX 28 
A1ARX CL2 CL2 CL 0 0 N N N N N N -15.963 -17.121 -17.573 2.532  -4.074 -0.969 CL2 A1ARX 29 
A1ARX H17 H1  H  0 1 N N N N N N -13.153 -9.471  -17.018 3.211  0.169  -0.810 H17 A1ARX 30 
A1ARX H18 H2  H  0 1 N N N N N N -11.576 -10.330 -16.992 3.771  0.539  0.839  H18 A1ARX 31 
A1ARX H1  H3  H  0 1 N N N N N N -10.282 -13.357 -16.852 -1.146 -0.310 -0.534 H1  A1ARX 32 
A1ARX H2  H4  H  0 1 N N N N N N -9.148  -14.120 -20.926 -3.964 1.991  1.727  H2  A1ARX 33 
A1ARX H3  H5  H  0 1 N N N N N N -11.478 -13.737 -21.643 -2.130 2.882  3.101  H3  A1ARX 34 
A1ARX H6  H6  H  0 1 N N N N N N -4.501  -14.583 -17.195 -6.648 -1.153 -2.479 H6  A1ARX 35 
A1ARX H8  H7  H  0 1 N N N N N N -7.670  -15.383 -19.959 -2.493 -0.973 -1.539 H8  A1ARX 36 
A1ARX H13 H8  H  0 1 N N N N N N -11.514 -10.595 -19.263 3.566  2.536  -1.460 H13 A1ARX 37 
A1ARX H12 H9  H  0 1 N N N N N N -13.300 -10.532 -19.438 4.126  2.905  0.189  H12 A1ARX 38 
A1ARX H16 H10 H  0 1 N N N N N N -15.295 -8.683  -20.925 8.126  1.654  -0.890 H16 A1ARX 39 
A1ARX H14 H11 H  0 1 N N N N N N -14.346 -10.145 -20.492 7.566  1.285  -2.538 H14 A1ARX 40 
A1ARX H15 H12 H  0 1 N N N N N N -15.011 -9.090  -19.199 8.267  2.880  -2.172 H15 A1ARX 41 
A1ARX H5  H13 H  0 1 N N N N N N -8.285  -12.643 -16.726 -5.310 1.335  0.717  H5  A1ARX 42 
A1ARX H7  H14 H  0 1 N N N N N N -5.366  -15.759 -19.190 -4.331 -1.857 -2.914 H7  A1ARX 43 
A1ARX H9  H15 H  0 1 N N N N N N -14.445 -14.879 -18.520 1.684  -1.327 -1.022 H9  A1ARX 44 
A1ARX H10 H16 H  0 1 N N N N N N -15.498 -16.749 -14.836 2.438  -4.385 1.862  H10 A1ARX 45 
A1ARX H11 H17 H  0 1 N N N N N N -13.056 -13.396 -14.776 1.202  -0.649 3.177  H11 A1ARX 46 
A1ARX H4  H18 H  0 1 N N N N N N -13.199 -13.184 -19.981 0.189  2.187  2.669  H4  A1ARX 47 
# 
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 
A1ARX C1  N1  SING N N 1  
A1ARX C1  C16 DOUB Y N 2  
A1ARX C1  C19 SING Y N 3  
A1ARX N1  C2  SING N N 4  
A1ARX N1  C3  SING N N 5  
A1ARX C2  C5  DOUB Y N 6  
A1ARX C2  C9  SING Y N 7  
A1ARX C3  C4  SING N N 8  
A1ARX C3  O1  DOUB N N 9  
A1ARX C4  C20 SING N N 10 
A1ARX C5  C6  SING Y N 11 
A1ARX C6  C7  DOUB Y N 12 
A1ARX C6  C10 SING N N 13 
A1ARX C7  C8  SING Y N 14 
A1ARX C8  C9  DOUB Y N 15 
A1ARX C10 C11 DOUB Y N 16 
A1ARX C10 C15 SING Y N 17 
A1ARX C11 C12 SING Y N 18 
A1ARX C12 C13 DOUB Y N 19 
A1ARX C12 CL1 SING N N 20 
A1ARX C13 C14 SING Y N 21 
A1ARX C14 C15 DOUB Y N 22 
A1ARX C16 C17 SING Y N 23 
A1ARX C17 C18 DOUB Y N 24 
A1ARX C17 CL2 SING N N 25 
A1ARX C18 N2  SING Y N 26 
A1ARX N2  C19 DOUB Y N 27 
A1ARX C20 C21 SING N N 28 
A1ARX C21 O2  SING N N 29 
A1ARX C21 O3  DOUB N N 30 
A1ARX O2  C22 SING N N 31 
A1ARX C4  H17 SING N N 32 
A1ARX C4  H18 SING N N 33 
A1ARX C5  H1  SING N N 34 
A1ARX C7  H2  SING N N 35 
A1ARX C8  H3  SING N N 36 
A1ARX C13 H6  SING N N 37 
A1ARX C15 H8  SING N N 38 
A1ARX C20 H13 SING N N 39 
A1ARX C20 H12 SING N N 40 
A1ARX C22 H16 SING N N 41 
A1ARX C22 H14 SING N N 42 
A1ARX C22 H15 SING N N 43 
A1ARX C11 H5  SING N N 44 
A1ARX C14 H7  SING N N 45 
A1ARX C16 H9  SING N N 46 
A1ARX C18 H10 SING N N 47 
A1ARX C19 H11 SING N N 48 
A1ARX C9  H4  SING N N 49 
# 
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 
A1ARX SMILES           ACDLabs              12.01 "Clc1cc(cnc1)N(C(=O)CCC(=O)OC)c1cc(ccc1)c1cccc(Cl)c1"                                                                                  
A1ARX InChI            InChI                1.06  "InChI=1S/C22H18Cl2N2O3/c1-29-22(28)9-8-21(27)26(20-12-18(24)13-25-14-20)19-7-3-5-16(11-19)15-4-2-6-17(23)10-15/h2-7,10-14H,8-9H2,1H3" 
A1ARX InChIKey         InChI                1.06  NVQIUHHJFOPJEQ-UHFFFAOYSA-N                                                                                                            
A1ARX SMILES_CANONICAL CACTVS               3.385 "COC(=O)CCC(=O)N(c1cccc(c1)c2cccc(Cl)c2)c3cncc(Cl)c3"                                                                                  
A1ARX SMILES           CACTVS               3.385 "COC(=O)CCC(=O)N(c1cccc(c1)c2cccc(Cl)c2)c3cncc(Cl)c3"                                                                                  
A1ARX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COC(=O)CCC(=O)N(c1cccc(c1)c2cccc(c2)Cl)c3cc(cnc3)Cl"                                                                                  
A1ARX SMILES           "OpenEye OEToolkits" 2.0.7 "COC(=O)CCC(=O)N(c1cccc(c1)c2cccc(c2)Cl)c3cc(cnc3)Cl"                                                                                  
# 
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 
A1ARX "SYSTEMATIC NAME" ACDLabs              12.01 
;methyl 4-{[(1M)-3'-chloro[1,1'-biphenyl]-3-yl](5-chloropyridin-3-yl)amino}-4-oxobutanoate
;
A1ARX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl 4-[(5-chloranylpyridin-3-yl)-[3-(3-chlorophenyl)phenyl]amino]-4-oxidanylidene-butanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ARX "Create component" 2024-05-14 RCSB 
A1ARX "Modify PCM"       2024-09-27 PDBE 
A1ARX "Initial release"  2025-05-14 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1ARX 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C4 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
