data_5T9
# 
_chem_comp.id                                    5T9 
_chem_comp.name                                  "(2~{S},4~{R})-4-[(2-chloranyl-4-methoxy-phenyl)-bis(oxidanyl)-$l^{4}-sulfanyl]-1-[3-(5-chloranylpyridin-2-yl)azetidin-3-yl]carbonyl-~{N}-[1-(iminomethyl)cyclopropyl]pyrrolidine-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H29 Cl2 N5 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-11-27 
_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                        582.499 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5T9 
_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        5F02 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_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 
5T9 N1  N1  N  0 1 N N N N N N 8.508  36.560 19.248 1.382  0.738  -1.219 N1   5T9 1  
5T9 C2  C1  C  0 1 N N N N N N 9.361  35.612 18.559 0.019  1.157  -0.846 C2   5T9 2  
5T9 C3  C2  C  0 1 N N R N N N 9.482  34.392 19.513 0.192  1.936  0.481  C3   5T9 3  
5T9 C4  C3  C  0 1 N N N N N N 9.280  34.989 20.886 1.534  2.675  0.235  C4   5T9 4  
5T9 C5  C4  C  0 1 N N S N N N 8.240  36.089 20.594 2.345  1.654  -0.589 C5   5T9 5  
5T9 C6  C5  C  0 1 N N N N N N 8.363  37.170 21.683 3.269  0.882  0.317  C6   5T9 6  
5T9 S7  S1  S  0 1 N N N N N N 8.337  33.125 19.196 -1.162 3.113  0.724  S7   5T9 7  
5T9 N8  N2  N  0 1 N N N N N N 7.282  37.229 22.500 4.442  1.423  0.702  N8   5T9 8  
5T9 O9  O1  O  0 1 N N N N N N 9.368  37.877 21.849 2.958  -0.226 0.699  O9   5T9 9  
5T9 C10 C6  C  0 1 N N N N N N 7.227  38.068 23.639 5.341  0.672  1.583  C10  5T9 10 
5T9 C11 C7  C  0 1 N N N N N N 7.708  37.412 24.861 5.353  -0.821 1.378  C11  5T9 11 
5T9 N12 N3  N  0 1 N N N N N N 7.649  37.928 26.053 5.036  -1.314 0.241  N12  5T9 12 
5T9 C13 C8  C  0 1 N N N N N N 7.443  39.571 23.463 6.656  1.342  1.986  C13  5T9 13 
5T9 C14 C9  C  0 1 N N N N N N 6.077  39.063 23.779 5.528  1.192  3.009  C14  5T9 14 
5T9 O15 O2  O  0 1 N N N N N N 8.645  32.072 20.089 -2.403 4.192  0.946  O15  5T9 15 
5T9 O16 O3  O  0 1 N N N N N N 7.045  33.716 19.258 -0.867 3.762  -0.776 O16  5T9 16 
5T9 C17 C10 C  0 1 Y N N N N N 8.639  32.652 17.589 -2.325 1.738  0.902  C17  5T9 17 
5T9 C18 C11 C  0 1 Y N N N N N 9.757  31.957 17.130 -3.467 1.694  0.121  C18  5T9 18 
5T9 C19 C12 C  0 1 Y N N N N N 9.956  31.560 15.805 -4.357 0.644  0.256  C19  5T9 19 
5T9 C20 C13 C  0 1 Y N N N N N 8.994  31.907 14.856 -4.104 -0.365 1.173  C20  5T9 20 
5T9 C21 C14 C  0 1 Y N N N N N 7.848  32.612 15.258 -2.958 -0.317 1.955  C21  5T9 21 
5T9 C22 C15 C  0 1 Y N N N N N 7.689  32.972 16.592 -2.069 0.731  1.813  C22  5T9 22 
5T9 CL2 CL1 CL 0 0 N N N N N N 10.930 31.508 18.258 -3.783 2.957  -1.026 CL23 5T9 23 
5T9 O24 O4  O  0 1 N N N N N N 9.271  31.488 13.585 -4.977 -1.397 1.308  O24  5T9 24 
5T9 C25 C16 C  0 1 N N N N N N 8.236  31.713 12.625 -4.652 -2.400 2.272  C25  5T9 25 
5T9 C26 C17 C  0 1 N N N N N N 7.891  37.674 18.738 1.695  -0.313 -2.002 C26  5T9 26 
5T9 C27 C18 C  0 1 N N N N N N 8.178  38.099 17.323 0.609  -1.235 -2.494 C27  5T9 27 
5T9 O28 O5  O  0 1 N N N N N N 7.159  38.358 19.465 2.850  -0.517 -2.311 O28  5T9 28 
5T9 C29 C19 C  0 1 N N N N N N 7.791  37.101 16.168 -0.524 -0.513 -3.246 C29  5T9 29 
5T9 N30 N4  N  0 1 N N N N N N 6.822  38.085 15.612 0.270  -0.753 -4.471 N30  5T9 30 
5T9 C31 C20 C  0 1 N N N N N N 7.030  39.009 16.744 0.934  -1.914 -3.837 C31  5T9 31 
5T9 C32 C21 C  0 1 Y N N N N N 9.529  38.703 17.299 0.122  -2.188 -1.433 C32  5T9 32 
5T9 N33 N5  N  0 1 Y N N N N N 9.801  39.907 17.865 -1.144 -2.160 -1.064 N33  5T9 33 
5T9 C34 C22 C  0 1 Y N N N N N 11.063 40.388 17.762 -1.615 -2.974 -0.140 C34  5T9 34 
5T9 C35 C23 C  0 1 Y N N N N N 12.103 39.693 17.113 -0.789 -3.895 0.479  C35  5T9 35 
5T9 C36 C24 C  0 1 Y N N N N N 11.798 38.470 16.538 0.549  -3.953 0.117  C36  5T9 36 
5T9 C37 C25 C  0 1 Y N N N N N 10.511 37.969 16.625 1.006  -3.084 -0.862 C37  5T9 37 
5T9 CL3 CL2 CL 0 0 N N N N N N 13.688 40.297 17.009 -1.418 -4.962 1.695  CL38 5T9 38 
5T9 H39 H1  H  0 1 N N N N N N 8.907  35.310 17.604 -0.403 1.805  -1.615 H39  5T9 39 
5T9 H40 H2  H  0 1 N N N N N N 10.351 36.052 18.371 -0.618 0.285  -0.694 H40  5T9 40 
5T9 H41 H3  H  0 1 N N N N N N 10.489 33.957 19.431 0.271  1.254  1.327  H41  5T9 41 
5T9 H42 H4  H  0 1 N N N N N N 8.889  34.244 21.594 1.372  3.590  -0.335 H42  5T9 42 
5T9 H43 H5  H  0 1 N N N N N N 10.215 35.414 21.280 2.033  2.892  1.180  H43  5T9 43 
5T9 H44 H6  H  0 1 N N N N N N 7.234  35.647 20.645 2.921  2.171  -1.357 H44  5T9 44 
5T9 H45 H7  H  0 1 N N N N N N 6.490  36.656 22.289 4.691  2.309  0.396  H45  5T9 45 
5T9 H1  H8  H  0 1 N N N N N N 8.143  36.428 24.763 5.630  -1.474 2.192  H1   5T9 46 
5T9 H2  H9  H  0 1 N N N N N N 8.031  37.316 26.745 5.044  -2.275 0.110  H2   5T9 47 
5T9 H46 H10 H  0 1 N N N N N N 8.006  40.136 24.220 7.531  0.702  2.104  H46  5T9 48 
5T9 H47 H11 H  0 1 N N N N N N 7.658  39.981 22.465 6.853  2.340  1.596  H47  5T9 49 
5T9 H48 H12 H  0 1 N N N N N N 5.288  39.100 23.013 4.982  2.092  3.293  H48  5T9 50 
5T9 H49 H13 H  0 1 N N N N N N 5.637  39.255 24.768 5.661  0.454  3.800  H49  5T9 51 
5T9 H3  H14 H  0 1 N N N N N N 8.040  31.352 19.951 -2.660 4.311  1.871  H3   5T9 52 
5T9 H4  H15 H  0 1 N N N N N N 6.385  33.054 19.089 -0.052 3.444  -1.188 H4   5T9 53 
5T9 H50 H16 H  0 1 N N N N N N 10.834 30.998 15.522 -5.248 0.609  -0.353 H50  5T9 54 
5T9 H51 H17 H  0 1 N N N N N N 7.092  32.874 14.533 -2.759 -1.102 2.670  H51  5T9 55 
5T9 H52 H18 H  0 1 N N N N N N 6.803  33.519 16.878 -1.175 0.765  2.418  H52  5T9 56 
5T9 H5  H19 H  0 1 N N N N N N 8.560  31.341 11.642 -5.429 -3.164 2.278  H5   5T9 57 
5T9 H6  H20 H  0 1 N N N N N N 7.325  31.181 12.936 -3.696 -2.856 2.014  H6   5T9 58 
5T9 H7  H21 H  0 1 N N N N N N 8.026  32.791 12.558 -4.582 -1.945 3.260  H7   5T9 59 
5T9 H56 H22 H  0 1 N N N N N N 8.622  36.862 15.489 -1.474 -1.047 -3.226 H56  5T9 60 
5T9 H57 H23 H  0 1 N N N N N N 7.326  36.169 16.522 -0.621 0.541  -2.985 H57  5T9 61 
5T9 H58 H24 H  0 1 N N N N N N 7.098  38.464 14.729 -0.322 -1.047 -5.234 H58  5T9 62 
5T9 H59 H26 H  0 1 N N N N N N 6.158  39.100 17.408 2.001  -1.979 -4.049 H59  5T9 63 
5T9 H60 H27 H  0 1 N N N N N N 7.368  40.012 16.442 0.410  -2.857 -3.991 H60  5T9 64 
5T9 H61 H28 H  0 1 N N N N N N 11.283 41.351 18.199 -2.658 -2.922 0.136  H61  5T9 65 
5T9 H62 H29 H  0 1 N N N N N N 12.563 37.909 16.023 1.218  -4.661 0.583  H62  5T9 66 
5T9 H63 H30 H  0 1 N N N N N N 10.266 37.018 16.176 2.040  -3.105 -1.173 H63  5T9 67 
# 
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 
5T9 N1  C2  SING N N 1  
5T9 N1  C5  SING N N 2  
5T9 N1  C26 SING N N 3  
5T9 C2  C3  SING N N 4  
5T9 C3  C4  SING N N 5  
5T9 C3  S7  SING N N 6  
5T9 C4  C5  SING N N 7  
5T9 C5  C6  SING N N 8  
5T9 C6  N8  SING N N 9  
5T9 C6  O9  DOUB N N 10 
5T9 S7  O15 SING N N 11 
5T9 S7  O16 SING N N 12 
5T9 S7  C17 SING N N 13 
5T9 N8  C10 SING N N 14 
5T9 C10 C11 SING N N 15 
5T9 C10 C13 SING N N 16 
5T9 C10 C14 SING N N 17 
5T9 C11 N12 DOUB N N 18 
5T9 C13 C14 SING N N 19 
5T9 C17 C18 DOUB Y N 20 
5T9 C17 C22 SING Y N 21 
5T9 C18 C19 SING Y N 22 
5T9 C18 CL2 SING N N 23 
5T9 C19 C20 DOUB Y N 24 
5T9 C20 C21 SING Y N 25 
5T9 C20 O24 SING N N 26 
5T9 C21 C22 DOUB Y N 27 
5T9 O24 C25 SING N N 28 
5T9 C26 C27 SING N N 29 
5T9 C26 O28 DOUB N N 30 
5T9 C27 C29 SING N N 31 
5T9 C27 C31 SING N N 32 
5T9 C27 C32 SING N N 33 
5T9 C29 N30 SING N N 34 
5T9 N30 C31 SING N N 35 
5T9 C32 N33 DOUB Y N 36 
5T9 C32 C37 SING Y N 37 
5T9 N33 C34 SING Y N 38 
5T9 C34 C35 DOUB Y N 39 
5T9 C35 C36 SING Y N 40 
5T9 C35 CL3 SING N N 41 
5T9 C36 C37 DOUB Y N 42 
5T9 C2  H39 SING N N 43 
5T9 C2  H40 SING N N 44 
5T9 C3  H41 SING N N 45 
5T9 C4  H42 SING N N 46 
5T9 C4  H43 SING N N 47 
5T9 C5  H44 SING N N 48 
5T9 N8  H45 SING N N 49 
5T9 C11 H1  SING N N 50 
5T9 N12 H2  SING N N 51 
5T9 C13 H46 SING N N 52 
5T9 C13 H47 SING N N 53 
5T9 C14 H48 SING N N 54 
5T9 C14 H49 SING N N 55 
5T9 O15 H3  SING N N 56 
5T9 O16 H4  SING N N 57 
5T9 C19 H50 SING N N 58 
5T9 C21 H51 SING N N 59 
5T9 C22 H52 SING N N 60 
5T9 C25 H5  SING N N 61 
5T9 C25 H6  SING N N 62 
5T9 C25 H7  SING N N 63 
5T9 C29 H56 SING N N 64 
5T9 C29 H57 SING N N 65 
5T9 N30 H58 SING N N 66 
5T9 C31 H59 SING N N 67 
5T9 C31 H60 SING N N 68 
5T9 C34 H61 SING N N 69 
5T9 C36 H62 SING N N 70 
5T9 C37 H63 SING N N 71 
# 
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 
5T9 InChI            InChI                1.03  "InChI=1S/C25H29Cl2N5O5S/c1-37-16-3-4-20(18(27)8-16)38(35,36)17-9-19(22(33)31-24(12-28)6-7-24)32(11-17)23(34)25(13-29-14-25)21-5-2-15(26)10-30-21/h2-5,8,10,12,17,19,28-29,35-36H,6-7,9,11,13-14H2,1H3,(H,31,33)/b28-12-/t17-,19+/m1/s1" 
5T9 InChIKey         InChI                1.03  FIOCGZWDGDSHLA-LPHCSBGTSA-N                                                                                                                                                                                                              
5T9 SMILES_CANONICAL CACTVS               3.385 "COc1ccc(c(Cl)c1)[S](O)(O)[C@@H]2C[C@H](N(C2)C(=O)C3(CNC3)c4ccc(Cl)cn4)C(=O)NC5(CC5)C=N"                                                                                                                                                 
5T9 SMILES           CACTVS               3.385 "COc1ccc(c(Cl)c1)[S](O)(O)[CH]2C[CH](N(C2)C(=O)C3(CNC3)c4ccc(Cl)cn4)C(=O)NC5(CC5)C=N"                                                                                                                                                    
5T9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "[H]/N=C\C1(CC1)NC(=O)[C@@H]2C[C@H](CN2C(=O)C3(CNC3)c4ccc(cn4)Cl)S(c5ccc(cc5Cl)OC)(O)O"                                                                                                                                                  
5T9 SMILES           "OpenEye OEToolkits" 2.0.4 "COc1ccc(c(c1)Cl)S(C2CC(N(C2)C(=O)C3(CNC3)c4ccc(cn4)Cl)C(=O)NC5(CC5)C=N)(O)O"                                                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           5T9 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.4 
_pdbx_chem_comp_identifier.identifier        "(2~{S},4~{R})-4-[(2-chloranyl-4-methoxy-phenyl)-bis(oxidanyl)-$l^{4}-sulfanyl]-1-[3-(5-chloranylpyridin-2-yl)azetidin-3-yl]carbonyl-~{N}-[1-(iminomethyl)cyclopropyl]pyrrolidine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5T9 "Create component" 2015-11-27 EBI  
5T9 "Initial release"  2016-02-24 RCSB 
5T9 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            5T9 
_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               C11 
_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      ? 
# 
