data_A1ARW
# 
_chem_comp.id                                    A1ARW 
_chem_comp.name                                  "N-[(1M)-3'-chloro[1,1'-biphenyl]-3-yl]-N-(5-chloropyridin-3-yl)-3-sulfanylpropanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 Cl2 N2 O S" 
_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                        403.325 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ARW 
_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        9BSO 
_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 
A1ARW N1  N1  N  0 1 N N N N N N -12.724 -12.338 -16.988 1.432  -0.795 -0.528 N1  A1ARW 1  
A1ARW C4  C1  C  0 1 N N N N N N -12.332 -9.792  -16.338 3.625  -1.285 0.505  C4  A1ARW 2  
A1ARW C5  C2  C  0 1 Y N N N N N -10.349 -12.976 -17.664 -0.929 -0.457 -0.155 C5  A1ARW 3  
A1ARW C6  C3  C  0 1 Y N N N N N -9.398  -13.306 -18.667 -2.253 -0.787 -0.433 C6  A1ARW 4  
A1ARW C7  C4  C  0 1 Y N N N N N -9.794  -13.327 -20.006 -2.537 -1.791 -1.357 C7  A1ARW 5  
A1ARW C8  C5  C  0 1 Y N N N N N -11.112 -13.031 -20.334 -1.508 -2.454 -1.995 C8  A1ARW 6  
A1ARW C10 C6  C  0 1 Y N N N N N -7.985  -13.627 -18.318 -3.357 -0.073 0.254  C10 A1ARW 7  
A1ARW C13 C7  C  0 1 Y N N N N N -5.330  -14.133 -17.510 -5.418 1.260  1.536  C13 A1ARW 8  
A1ARW C15 C8  C  0 1 Y N N N N N -7.167  -14.513 -19.037 -3.073 0.934  1.174  C15 A1ARW 9  
A1ARW C17 C9  C  0 1 Y N N N N N -14.953 -15.399 -16.774 2.783  2.621  -0.388 C17 A1ARW 10 
A1ARW C20 C10 C  0 1 N N N N N N -10.903 -9.841  -16.452 4.297  -2.451 1.233  C20 A1ARW 11 
A1ARW C1  C11 C  0 1 Y N N N N N -13.560 -13.472 -16.586 1.940  0.452  -0.914 C1  A1ARW 12 
A1ARW C11 C12 C  0 1 Y N N N N N -7.447  -13.006 -17.203 -4.682 -0.403 -0.024 C11 A1ARW 13 
A1ARW C12 C13 C  0 1 Y N N N N N -6.160  -13.265 -16.815 -5.707 0.265  0.618  C12 A1ARW 14 
A1ARW C14 C14 C  0 1 Y N N N N N -5.851  -14.760 -18.635 -4.104 1.595  1.810  C14 A1ARW 15 
A1ARW C16 C15 C  0 1 Y N N N N N -14.236 -14.376 -17.410 2.284  1.401  0.044  C16 A1ARW 16 
A1ARW C18 C16 C  0 1 Y N N N N N -14.977 -15.512 -15.408 2.921  2.852  -1.745 C18 A1ARW 17 
A1ARW C19 C17 C  0 1 Y N N N N N -13.627 -13.724 -15.209 2.117  0.755  -2.258 C19 A1ARW 18 
A1ARW C2  C18 C  0 1 Y N N N N N -11.678 -12.661 -17.988 0.099  -1.124 -0.804 C2  A1ARW 19 
A1ARW C3  C19 C  0 1 N N N N N N -13.033 -11.126 -16.274 2.228  -1.680 0.104  C3  A1ARW 20 
A1ARW C9  C20 C  0 1 Y N N N N N -12.034 -12.705 -19.342 -0.194 -2.127 -1.720 C9  A1ARW 21 
A1ARW N2  N2  N  0 1 Y N N N N N -14.319 -14.690 -14.609 2.590  1.929  -2.626 N2  A1ARW 22 
A1ARW O1  O1  O  0 1 N N N N N N -13.962 -11.092 -15.477 1.819  -2.795 0.351  O1  A1ARW 23 
A1ARW CL1 CL1 CL 0 0 N N N N N N -5.630  -12.419 -15.403 -7.358 -0.145 0.275  CL1 A1ARW 24 
A1ARW CL2 CL2 CL 0 0 N N N N N N -15.863 -16.597 -17.633 3.222  3.846  0.761  CL2 A1ARW 25 
A1ARW H1  H1  H  0 1 N N N N N N -12.721 -9.248  -17.211 3.583  -0.420 1.167  H1  A1ARW 26 
A1ARW H2  H2  H  0 1 N N N N N N -12.578 -9.237  -15.421 4.201  -1.033 -0.386 H2  A1ARW 27 
A1ARW H3  H3  H  0 1 N N N N N N -10.042 -12.967 -16.629 -0.703 0.320  0.561  H3  A1ARW 28 
A1ARW H4  H4  H  0 1 N N N N N N -9.082  -13.571 -20.780 -3.563 -2.049 -1.574 H4  A1ARW 29 
A1ARW H5  H5  H  0 1 N N N N N N -11.424 -13.054 -21.368 -1.730 -3.232 -2.711 H5  A1ARW 30 
A1ARW H8  H6  H  0 1 N N N N N N -4.315  -14.315 -17.188 -6.222 1.780  2.036  H8  A1ARW 31 
A1ARW H10 H7  H  0 1 N N N N N N -7.559  -15.010 -19.912 -2.048 1.196  1.390  H10 A1ARW 32 
A1ARW H14 H8  H  0 1 N N N N N N -10.475 -10.734 -16.930 3.721  -2.703 2.123  H14 A1ARW 33 
A1ARW H15 H9  H  0 1 N N N N N N -10.407 -8.941  -16.845 4.339  -3.316 0.571  H15 A1ARW 34 
A1ARW H7  H11 H  0 1 N N N N N N -8.048  -12.311 -16.635 -4.907 -1.180 -0.740 H7  A1ARW 35 
A1ARW H9  H12 H  0 1 N N N N N N -5.236  -15.442 -19.202 -3.885 2.373  2.527  H9  A1ARW 36 
A1ARW H11 H13 H  0 1 N N N N N N -14.207 -14.290 -18.486 2.166  1.193  1.097  H11 A1ARW 37 
A1ARW H12 H14 H  0 1 N N N N N N -15.559 -16.307 -14.966 3.305  3.802  -2.087 H12 A1ARW 38 
A1ARW H13 H15 H  0 1 N N N N N N -13.058 -13.066 -14.568 1.860  0.023  -3.009 H13 A1ARW 39 
A1ARW H6  H16 H  0 1 N N N N N N -13.052 -12.480 -19.625 0.608  -2.649 -2.221 H6  A1ARW 40 
A1ARW S1  S1  S  0 1 N Y N N N N -11.126 -9.908  -14.862 5.979  -1.975 1.715  S1  A1ARW 41 
A1ARW HS  HS  H  0 1 N Y N N N N -9.905  -9.975  -14.420 6.440  -3.077 2.333  HS  A1ARW 42 
# 
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 
A1ARW C1  N1  SING N N 1  
A1ARW C1  C16 DOUB Y N 2  
A1ARW C1  C19 SING Y N 3  
A1ARW N1  C2  SING N N 4  
A1ARW N1  C3  SING N N 5  
A1ARW C2  C5  DOUB Y N 6  
A1ARW C2  C9  SING Y N 7  
A1ARW C3  C4  SING N N 8  
A1ARW C3  O1  DOUB N N 9  
A1ARW C4  C20 SING N N 10 
A1ARW C5  C6  SING Y N 11 
A1ARW C6  C7  DOUB Y N 12 
A1ARW C6  C10 SING N N 13 
A1ARW C7  C8  SING Y N 14 
A1ARW C8  C9  DOUB Y N 15 
A1ARW C10 C11 DOUB Y N 16 
A1ARW C10 C15 SING Y N 17 
A1ARW C11 C12 SING Y N 18 
A1ARW C12 C13 DOUB Y N 19 
A1ARW C12 CL1 SING N N 20 
A1ARW C13 C14 SING Y N 21 
A1ARW C14 C15 DOUB Y N 22 
A1ARW C16 C17 SING Y N 23 
A1ARW C17 C18 DOUB Y N 24 
A1ARW C17 CL2 SING N N 25 
A1ARW C18 N2  SING Y N 26 
A1ARW N2  C19 DOUB Y N 27 
A1ARW C4  H1  SING N N 28 
A1ARW C4  H2  SING N N 29 
A1ARW C5  H3  SING N N 30 
A1ARW C7  H4  SING N N 31 
A1ARW C8  H5  SING N N 32 
A1ARW C13 H8  SING N N 33 
A1ARW C15 H10 SING N N 34 
A1ARW C20 H14 SING N N 35 
A1ARW C20 H15 SING N N 36 
A1ARW C11 H7  SING N N 37 
A1ARW C14 H9  SING N N 38 
A1ARW C16 H11 SING N N 39 
A1ARW C18 H12 SING N N 40 
A1ARW C19 H13 SING N N 41 
A1ARW C9  H6  SING N N 42 
A1ARW C20 S1  SING N N 43 
A1ARW S1  HS  SING N N 44 
# 
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 
A1ARW SMILES           ACDLabs              12.01 "Clc1cc(cnc1)N(C(=O)CCS)c1cc(ccc1)c1cccc(Cl)c1"                                                                             
A1ARW InChI            InChI                1.06  "InChI=1S/C20H16Cl2N2OS/c21-16-5-1-3-14(9-16)15-4-2-6-18(10-15)24(20(25)7-8-26)19-11-17(22)12-23-13-19/h1-6,9-13,26H,7-8H2" 
A1ARW InChIKey         InChI                1.06  UHCXVNHZHXURNS-UHFFFAOYSA-N                                                                                                 
A1ARW SMILES_CANONICAL CACTVS               3.385 "SCCC(=O)N(c1cccc(c1)c2cccc(Cl)c2)c3cncc(Cl)c3"                                                                             
A1ARW SMILES           CACTVS               3.385 "SCCC(=O)N(c1cccc(c1)c2cccc(Cl)c2)c3cncc(Cl)c3"                                                                             
A1ARW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)N(c2cc(cnc2)Cl)C(=O)CCS)c3cccc(c3)Cl"                                                                           
A1ARW SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)N(c2cc(cnc2)Cl)C(=O)CCS)c3cccc(c3)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 
A1ARW "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(1M)-3'-chloro[1,1'-biphenyl]-3-yl]-N-(5-chloropyridin-3-yl)-3-sulfanylpropanamide" 
A1ARW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(5-chloranylpyridin-3-yl)-~{N}-[3-(3-chlorophenyl)phenyl]-3-sulfanyl-propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ARW "Create component" 2024-05-14 RCSB 
A1ARW "Modify PCM"       2024-09-27 PDBE 
A1ARW "Initial release"  2025-05-14 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1ARW 
_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               C20 
_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      ? 
# 
