data_YJ8
# 
_chem_comp.id                                    YJ8 
_chem_comp.name                                  "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-(4-iodophenyl)cyclopropyl]carbonyl-pyrrolidine-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H25 Cl I N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-05-19 
_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                        625.906 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YJ8 
_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        2YJ8 
_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 
YJ8 C1   C1   C  0 1 N N S N N N 8.279  35.824 20.984 1.745  -1.224 -1.102 C1   YJ8 1  
YJ8 N2   N2   N  0 1 N N N N N N 8.458  36.244 19.621 0.614  -1.251 -0.164 N2   YJ8 2  
YJ8 C3   C3   C  0 1 N N N N N N 9.467  35.442 18.961 0.416  0.106  0.377  C3   YJ8 3  
YJ8 C4   C4   C  0 1 N N R N N N 9.632  34.174 19.840 1.796  0.796  0.230  C4   YJ8 4  
YJ8 C5   C5   C  0 1 N N N N N N 9.383  34.768 21.209 2.290  0.219  -1.122 C5   YJ8 5  
YJ8 C6   C6   C  0 1 N N N N N N 8.461  36.954 22.002 2.820  -2.172 -0.636 C6   YJ8 6  
YJ8 O7   O7   O  0 1 N N N N N N 9.523  37.617 22.101 2.664  -2.812 0.382  O7   YJ8 7  
YJ8 S8   S8   S  0 1 N N N N N N 8.518  32.868 19.537 1.615  2.599  0.141  S8   YJ8 8  
YJ8 C9   C9   C  0 1 Y N N N N N 8.847  32.386 17.948 3.241  3.188  -0.196 C9   YJ8 9  
YJ8 C10  C10  C  0 1 Y N N N N N 9.986  31.759 17.515 4.249  3.003  0.733  C10  YJ8 10 
YJ8 C11  C11  C  0 1 Y N N N N N 10.198 31.398 16.192 5.526  3.466  0.468  C11  YJ8 11 
YJ8 C12  C12  C  0 1 Y N N N N N 9.252  31.685 15.218 5.793  4.111  -0.724 C12  YJ8 12 
YJ8 C13  C13  C  0 1 Y N N N N N 8.084  32.335 15.607 4.785  4.296  -1.652 C13  YJ8 13 
YJ8 C14  C14  C  0 1 Y N N N N N 7.899  32.672 16.944 3.510  3.829  -1.390 C14  YJ8 14 
YJ8 CL   CL   CL 0 0 N N N N N N 11.200 31.340 18.570 3.913  2.193  2.231  CL   YJ8 15 
YJ8 N16  N16  N  0 1 N N N N N N 7.370  37.078 22.811 3.955  -2.308 -1.350 N16  YJ8 16 
YJ8 C17  C17  C  0 1 N N N N N N 7.340  37.901 23.945 5.000  -3.229 -0.896 C17  YJ8 17 
YJ8 C18  C18  C  0 1 N N N N N N 7.830  37.273 25.184 4.512  -4.481 -0.214 C18  YJ8 18 
YJ8 C19  C19  C  0 1 N N N N N N 7.593  39.391 23.716 6.266  -3.337 -1.750 C19  YJ8 19 
YJ8 C20  C20  C  0 1 N N N N N N 6.223  38.932 24.081 6.312  -2.619 -0.399 C20  YJ8 20 
YJ8 C21  C21  C  0 1 N N N N N N 7.563  37.104 19.026 -0.122 -2.336 0.149  C21  YJ8 21 
YJ8 O22  O22  O  0 1 N N N N N N 6.659  37.559 19.775 0.075  -3.387 -0.422 O22  YJ8 22 
YJ8 C23  C23  C  0 1 N N N N N N 7.768  37.527 17.594 -1.188 -2.243 1.211  C23  YJ8 23 
YJ8 C24  C24  C  0 1 Y N N N N N 9.109  38.083 17.381 -2.453 -1.535 0.800  C24  YJ8 24 
YJ8 C25  C25  C  0 1 Y N N N N N 9.556  39.154 18.187 -2.467 -0.158 0.679  C25  YJ8 25 
YJ8 C26  C26  C  0 1 Y N N N N N 10.828 39.646 17.992 -3.627 0.492  0.303  C26  YJ8 26 
YJ8 C27  C27  C  0 1 Y N N N N N 11.662 39.061 17.054 -4.775 -0.236 0.047  C27  YJ8 27 
YJ8 C28  C28  C  0 1 Y N N N N N 11.256 37.988 16.281 -4.761 -1.613 0.167  C28  YJ8 28 
YJ8 C29  C29  C  0 1 Y N N N N N 9.971  37.480 16.446 -3.599 -2.263 0.539  C29  YJ8 29 
YJ8 I30  I30  I  0 1 N N N N N N 13.594 39.832 16.857 -6.534 0.749  -0.522 I30  YJ8 30 
YJ8 C31  C31  C  0 1 N N N N N N 7.092  36.650 16.570 -1.318 -3.415 2.185  C31  YJ8 31 
YJ8 C32  C32  C  0 1 N N N N N N 6.605  38.051 16.813 -0.729 -2.085 2.661  C32  YJ8 32 
YJ8 O33  O33  O  0 1 N N N N N N 8.851  31.850 20.487 0.863  2.968  -1.008 O33  YJ8 33 
YJ8 O34  O34  O  0 1 N N N N N N 7.193  33.349 19.607 1.306  3.133  1.421  O34  YJ8 34 
YJ8 N35  N35  N  0 1 N N N N N N 7.768  37.856 26.334 3.345  -4.937 -0.473 N35  YJ8 35 
YJ8 H1   H1   H  0 1 N N N N N N 7.254  35.454 21.132 1.407  -1.507 -2.099 H1   YJ8 36 
YJ8 H3   H3   H  0 1 N N N N N N 9.148  35.173 17.943 -0.338 0.639  -0.203 H3   YJ8 37 
YJ8 H3A  H3A  H  0 1 N N N N N N 10.417 35.992 18.887 0.126  0.058  1.426  H3A  YJ8 38 
YJ8 H4   H4   H  0 1 N N N N N N 10.601 33.684 19.665 2.463  0.512  1.044  H4   YJ8 39 
YJ8 H5   H5   H  0 1 N N N N N N 10.296 35.230 21.612 3.379  0.220  -1.166 H5   YJ8 40 
YJ8 H5A  H5A  H  0 1 N N N N N N 9.054  33.997 21.921 1.869  0.779  -1.958 H5A  YJ8 41 
YJ8 H11  H11  H  0 1 N N N N N N 11.109 30.888 15.917 6.314  3.322  1.193  H11  YJ8 42 
YJ8 H12  H12  H  0 1 N N N N N N 9.417  31.412 14.186 6.790  4.473  -0.931 H12  YJ8 43 
YJ8 H13  H13  H  0 1 N N N N N N 7.327  32.576 14.876 4.994  4.801  -2.584 H13  YJ8 44 
YJ8 H14  H14  H  0 1 N N N N N N 6.987  33.176 17.226 2.724  3.970  -2.117 H14  YJ8 45 
YJ8 HN16 HN16 H  0 0 N N N N N N 6.549  36.555 22.583 4.080  -1.796 -2.164 HN16 YJ8 46 
YJ8 H19  H19  H  0 1 N N N N N N 8.273  40.087 24.229 6.745  -4.313 -1.817 H19  YJ8 47 
YJ8 H19A H19A H  0 0 N N N N N N 7.953  39.925 22.825 6.321  -2.723 -2.648 H19A YJ8 48 
YJ8 H20  H20  H  0 1 N N N N N N 5.271  39.027 23.538 6.398  -1.532 -0.409 H20  YJ8 49 
YJ8 H20A H20A H  0 0 N N N N N N 5.591  39.189 24.944 6.822  -3.123 0.422  H20A YJ8 50 
YJ8 H25  H25  H  0 1 N N N N N N 8.912  39.579 18.942 -1.570 0.410  0.880  H25  YJ8 51 
YJ8 H26  H26  H  0 1 N N N N N N 11.175 40.489 18.571 -3.638 1.568  0.210  H26  YJ8 52 
YJ8 H28  H28  H  0 1 N N N N N N 11.928 37.550 15.558 -5.657 -2.182 -0.032 H28  YJ8 53 
YJ8 H29  H29  H  0 1 N N N N N N 9.639  36.633 15.864 -3.587 -3.339 0.628  H29  YJ8 54 
YJ8 H31  H31  H  0 1 N N N N N N 7.481  36.166 15.662 -2.319 -3.673 2.530  H31  YJ8 55 
YJ8 H31A H31A H  0 0 N N N N N N 6.584  35.680 16.671 -0.633 -4.253 2.059  H31A YJ8 56 
YJ8 H32  H32  H  0 1 N N N N N N 5.625  38.421 17.148 0.345  -2.048 2.849  H32  YJ8 57 
YJ8 H32A H32A H  0 0 N N N N N N 6.528  38.911 16.132 -1.342 -1.469 3.319  H32A YJ8 58 
YJ8 H35  H35  H  0 1 N N N N N N 8.145  37.286 27.064 3.031  -5.743 -0.034 H35  YJ8 59 
YJ8 H18  H18  H  0 1 N N N N N N 8.259  36.283 25.128 5.147  -4.992 0.494  H18  YJ8 60 
# 
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 
YJ8 C1  N2   SING N N 1  
YJ8 C1  C5   SING N N 2  
YJ8 C1  C6   SING N N 3  
YJ8 C1  H1   SING N N 4  
YJ8 N2  C3   SING N N 5  
YJ8 N2  C21  SING N N 6  
YJ8 C3  C4   SING N N 7  
YJ8 C3  H3   SING N N 8  
YJ8 C3  H3A  SING N N 9  
YJ8 C4  C5   SING N N 10 
YJ8 C4  S8   SING N N 11 
YJ8 C4  H4   SING N N 12 
YJ8 C5  H5   SING N N 13 
YJ8 C5  H5A  SING N N 14 
YJ8 C6  O7   DOUB N N 15 
YJ8 C6  N16  SING N N 16 
YJ8 S8  C9   SING N N 17 
YJ8 S8  O33  DOUB N N 18 
YJ8 S8  O34  DOUB N N 19 
YJ8 C9  C10  DOUB Y N 20 
YJ8 C9  C14  SING Y N 21 
YJ8 C10 C11  SING Y N 22 
YJ8 C10 CL   SING N N 23 
YJ8 C11 C12  DOUB Y N 24 
YJ8 C11 H11  SING N N 25 
YJ8 C12 C13  SING Y N 26 
YJ8 C12 H12  SING N N 27 
YJ8 C13 C14  DOUB Y N 28 
YJ8 C13 H13  SING N N 29 
YJ8 C14 H14  SING N N 30 
YJ8 N16 C17  SING N N 31 
YJ8 N16 HN16 SING N N 32 
YJ8 C17 C18  SING N N 33 
YJ8 C17 C19  SING N N 34 
YJ8 C17 C20  SING N N 35 
YJ8 C18 N35  DOUB N N 36 
YJ8 C19 C20  SING N N 37 
YJ8 C19 H19  SING N N 38 
YJ8 C19 H19A SING N N 39 
YJ8 C20 H20  SING N N 40 
YJ8 C20 H20A SING N N 41 
YJ8 C21 O22  DOUB N N 42 
YJ8 C21 C23  SING N N 43 
YJ8 C23 C24  SING N N 44 
YJ8 C23 C31  SING N N 45 
YJ8 C23 C32  SING N N 46 
YJ8 C24 C25  DOUB Y N 47 
YJ8 C24 C29  SING Y N 48 
YJ8 C25 C26  SING Y N 49 
YJ8 C25 H25  SING N N 50 
YJ8 C26 C27  DOUB Y N 51 
YJ8 C26 H26  SING N N 52 
YJ8 C27 C28  SING Y N 53 
YJ8 C27 I30  SING N N 54 
YJ8 C28 C29  DOUB Y N 55 
YJ8 C28 H28  SING N N 56 
YJ8 C29 H29  SING N N 57 
YJ8 C31 C32  SING N N 58 
YJ8 C31 H31  SING N N 59 
YJ8 C31 H31A SING N N 60 
YJ8 C32 H32  SING N N 61 
YJ8 C32 H32A SING N N 62 
YJ8 C18 H18  SING N N 63 
YJ8 N35 H35  SING N N 64 
# 
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 
YJ8 SMILES           ACDLabs              12.01 "O=S(=O)(c1ccccc1Cl)C5CC(C(=O)NC2(C=[N@H])CC2)N(C(=O)C4(c3ccc(I)cc3)CC4)C5"                                                                                                                         
YJ8 SMILES_CANONICAL CACTVS               3.370 "Clc1ccccc1[S](=O)(=O)[C@@H]2C[C@H](N(C2)C(=O)C3(CC3)c4ccc(I)cc4)C(=O)NC5(CC5)C=N"                                                                                                                  
YJ8 SMILES           CACTVS               3.370 "Clc1ccccc1[S](=O)(=O)[CH]2C[CH](N(C2)C(=O)C3(CC3)c4ccc(I)cc4)C(=O)NC5(CC5)C=N"                                                                                                                     
YJ8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)[C@@H]2C[C@H](N(C2)C(=O)C3(CC3)c4ccc(cc4)I)C(=O)NC5(CC5)C=N)Cl"                                                                                                                
YJ8 SMILES           "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)C2CC(N(C2)C(=O)C3(CC3)c4ccc(cc4)I)C(=O)NC5(CC5)C=N)Cl"                                                                                                                         
YJ8 InChI            InChI                1.03  "InChI=1S/C25H25ClIN3O4S/c26-19-3-1-2-4-21(19)35(33,34)18-13-20(22(31)29-24(15-28)9-10-24)30(14-18)23(32)25(11-12-25)16-5-7-17(27)8-6-16/h1-8,15,18,20,28H,9-14H2,(H,29,31)/b28-15+/t18-,20+/m1/s1" 
YJ8 InChIKey         InChI                1.03  UYNFQDPYPNDGRC-OIRADOGLSA-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 
YJ8 "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-4-[(2-chlorophenyl)sulfonyl]-N-[1-(iminomethyl)cyclopropyl]-1-{[1-(4-iodophenyl)cyclopropyl]carbonyl}-L-prolinamide"            
YJ8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-(4-iodophenyl)cyclopropyl]carbonyl-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 
YJ8 "Create component"     2011-05-19 EBI  
YJ8 "Modify aromatic_flag" 2011-06-04 RCSB 
YJ8 "Modify descriptor"    2011-06-04 RCSB 
YJ8 "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            YJ8 
_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               C18 
_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      ? 
# 
