data_2A2
# 
_chem_comp.id                                    2A2 
_chem_comp.name                                  "4-[4-(3-chlorophenyl)piperazin-1-yl]-4-oxobutane-1-thiol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 Cl 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                     2010-09-13 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        298.831 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2A2 
_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        3ORZ 
_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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
2A2 C1   C1   C  0 1 N N N N N N 8.264  -21.665 18.474 -5.762 0.551  -0.908 C1   2A2 1  
2A2 SD   SD   S  0 1 N N N N N N 8.424  -20.863 16.907 -7.300 -0.378 -1.155 SD   2A2 2  
2A2 C15  C15  C  0 1 N N N N N N 7.328  -22.857 18.311 -4.758 -0.317 -0.146 C15  2A2 3  
2A2 C16  C16  C  0 1 N N N N N N 6.909  -23.411 19.661 -3.461 0.467  0.062  C16  2A2 4  
2A2 C17  C17  C  0 1 N N N N N N 6.151  -24.705 19.471 -2.473 -0.388 0.813  C17  2A2 5  
2A2 O18  O18  O  0 1 N N N N N N 6.744  -25.770 19.552 -2.776 -1.513 1.148  O18  2A2 6  
2A2 N19  N19  N  0 1 N N N N N N 4.844  -24.636 19.206 -1.252 0.098  1.111  N19  2A2 7  
2A2 C20  C20  C  0 1 N N N N N N 4.120  -23.367 19.096 -0.272 -0.719 1.843  C20  2A2 8  
2A2 C21  C21  C  0 1 N N N N N N 2.632  -23.589 18.797 1.050  -0.704 1.068  C21  2A2 9  
2A2 N22  N22  N  0 1 N N N N N N 2.465  -24.631 17.788 1.457  0.687  0.828  N22  2A2 10 
2A2 C23  C23  C  0 1 N N N N N N 3.422  -25.717 17.664 0.482  1.390  -0.016 C23  2A2 11 
2A2 C24  C24  C  0 1 N N N N N N 4.084  -25.860 19.022 -0.861 1.458  0.709  C24  2A2 12 
2A2 C25  C25  C  0 1 Y N N N N N 1.392  -24.594 16.870 2.736  0.745  0.270  C25  2A2 13 
2A2 C26  C26  C  0 1 Y N N N N N 0.349  -23.676 16.977 3.308  1.975  -0.034 C26  2A2 14 
2A2 C27  C27  C  0 1 Y N N N N N -0.680 -23.679 16.031 4.572  2.029  -0.587 C27  2A2 15 
2A2 C28  C28  C  0 1 Y N N N N N -0.682 -24.594 14.978 5.270  0.862  -0.838 C28  2A2 16 
2A2 C29  C29  C  0 1 Y N N N N N 0.363  -25.505 14.869 4.704  -0.364 -0.537 C29  2A2 17 
2A2 C30  C30  C  0 1 Y N N N N N 1.390  -25.500 15.813 3.441  -0.425 0.022  C30  2A2 18 
2A2 CL99 CL99 CL 0 0 N N N N N N 0.414  -26.701 13.523 5.583  -1.827 -0.855 CL99 2A2 19 
2A2 H1   H1   H  0 1 N N N N N N 9.250  -22.009 18.819 -5.344 0.826  -1.876 H1   2A2 20 
2A2 H1A  H1A  H  0 1 N N N N N N 7.849  -20.963 19.212 -5.971 1.454  -0.333 H1A  2A2 21 
2A2 HSD  HSD  H  0 1 N N N N N N 9.233  -19.884 17.186 -8.075 0.493  -1.825 HSD  2A2 22 
2A2 H15  H15  H  0 1 N N N N N N 6.430  -22.534 17.764 -5.177 -0.591 0.822  H15  2A2 23 
2A2 H15A H15A H  0 0 N N N N N N 7.849  -23.645 17.748 -4.549 -1.219 -0.720 H15A 2A2 24 
2A2 H16  H16  H  0 1 N N N N N N 7.804  -23.599 20.272 -3.043 0.742  -0.906 H16  2A2 25 
2A2 H16A H16A H  0 0 N N N N N N 6.262  -22.681 20.170 -3.670 1.370  0.637  H16A 2A2 26 
2A2 H20  H20  H  0 1 N N N N N N 4.212  -22.823 20.048 -0.118 -0.303 2.838  H20  2A2 27 
2A2 H20A H20A H  0 0 N N N N N N 4.561  -22.778 18.278 -0.638 -1.742 1.927  H20A 2A2 28 
2A2 H21  H21  H  0 1 N N N N N N 2.120  -23.896 19.721 1.819  -1.212 1.650  H21  2A2 29 
2A2 H21A H21A H  0 0 N N N N N N 2.195  -22.651 18.423 0.919  -1.214 0.114  H21A 2A2 30 
2A2 H23  H23  H  0 1 N N N N N N 2.912  -26.650 17.383 0.838  2.400  -0.220 H23  2A2 31 
2A2 H23A H23A H  0 0 N N N N N N 4.171  -25.485 16.892 0.358  0.851  -0.955 H23A 2A2 32 
2A2 H24  H24  H  0 1 N N N N N N 4.744  -26.740 19.047 -1.616 1.876  0.043  H24  2A2 33 
2A2 H24A H24A H  0 0 N N N N N N 3.331  -25.978 19.815 -0.767 2.083  1.597  H24A 2A2 34 
2A2 H26  H26  H  0 1 N N N N N N 0.336  -22.964 17.789 2.763  2.887  0.161  H26  2A2 35 
2A2 H27  H27  H  0 1 N N N N N N -1.484 -22.963 16.116 5.017  2.985  -0.823 H27  2A2 36 
2A2 H28  H28  H  0 1 N N N N N N -1.485 -24.595 14.256 6.259  0.908  -1.270 H28  2A2 37 
2A2 H30  H30  H  0 1 N N N N N N 2.198  -26.211 15.722 3.000  -1.382 0.257  H30  2A2 38 
# 
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 
2A2 SD   C1   SING N N 1  
2A2 C15  C1   SING N N 2  
2A2 C1   H1   SING N N 3  
2A2 C1   H1A  SING N N 4  
2A2 SD   HSD  SING N N 5  
2A2 C15  C16  SING N N 6  
2A2 C15  H15  SING N N 7  
2A2 C15  H15A SING N N 8  
2A2 C17  C16  SING N N 9  
2A2 C16  H16  SING N N 10 
2A2 C16  H16A SING N N 11 
2A2 N19  C17  SING N N 12 
2A2 C17  O18  DOUB N N 13 
2A2 C24  N19  SING N N 14 
2A2 C20  N19  SING N N 15 
2A2 C21  C20  SING N N 16 
2A2 C20  H20  SING N N 17 
2A2 C20  H20A SING N N 18 
2A2 N22  C21  SING N N 19 
2A2 C21  H21  SING N N 20 
2A2 C21  H21A SING N N 21 
2A2 C25  N22  SING N N 22 
2A2 C23  N22  SING N N 23 
2A2 C23  C24  SING N N 24 
2A2 C23  H23  SING N N 25 
2A2 C23  H23A SING N N 26 
2A2 C24  H24  SING N N 27 
2A2 C24  H24A SING N N 28 
2A2 C30  C25  DOUB Y N 29 
2A2 C25  C26  SING Y N 30 
2A2 C27  C26  DOUB Y N 31 
2A2 C26  H26  SING N N 32 
2A2 C28  C27  SING Y N 33 
2A2 C27  H27  SING N N 34 
2A2 C29  C28  DOUB Y N 35 
2A2 C28  H28  SING N N 36 
2A2 CL99 C29  SING N N 37 
2A2 C29  C30  SING Y N 38 
2A2 C30  H30  SING N N 39 
# 
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 
2A2 SMILES           ACDLabs              12.01 "O=C(N2CCN(c1cccc(Cl)c1)CC2)CCCS"                                                                     
2A2 SMILES_CANONICAL CACTVS               3.370 "SCCCC(=O)N1CCN(CC1)c2cccc(Cl)c2"                                                                     
2A2 SMILES           CACTVS               3.370 "SCCCC(=O)N1CCN(CC1)c2cccc(Cl)c2"                                                                     
2A2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)Cl)N2CCN(CC2)C(=O)CCCS"                                                                   
2A2 SMILES           "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)Cl)N2CCN(CC2)C(=O)CCCS"                                                                   
2A2 InChI            InChI                1.03  "InChI=1S/C14H19ClN2OS/c15-12-3-1-4-13(11-12)16-6-8-17(9-7-16)14(18)5-2-10-19/h1,3-4,11,19H,2,5-10H2" 
2A2 InChIKey         InChI                1.03  ZRDBMFDEDKLQCF-UHFFFAOYSA-N                                                                           
# 
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 
2A2 "SYSTEMATIC NAME" ACDLabs              12.01 "1-[4-(3-chlorophenyl)piperazin-1-yl]-4-sulfanylbutan-1-one"  
2A2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[4-(3-chlorophenyl)piperazin-1-yl]-4-sulfanyl-butan-1-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
2A2 "Create component"     2010-09-13 RCSB 
2A2 "Modify aromatic_flag" 2011-06-04 RCSB 
2A2 "Modify descriptor"    2011-06-04 RCSB 
2A2 "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            2A2 
_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               SD 
_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      ? 
# 
