data_YJ9
# 
_chem_comp.id                                    YJ9 
_chem_comp.name                                  "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-[4-(trifluoromethyl)phenyl]cyclopropyl]carbonyl-pyrrolidine-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H25 Cl F3 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                        568.008 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YJ9 
_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        2YJ9 
_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 
YJ9 C1   C1   C  0 1 N N S N N N 8.204  35.599 21.249 -0.835 1.286  -1.089 C1   YJ9 1  
YJ9 C2   C2   C  0 1 N N N N N N 8.368  36.711 22.294 -1.663 2.421  -0.542 C2   YJ9 2  
YJ9 N3   N3   N  0 1 N N N N N N 7.317  36.830 23.170 -2.672 2.932  -1.274 N3   YJ9 3  
YJ9 C4   C4   C  0 1 N N N N N N 7.282  37.735 24.251 -3.477 4.035  -0.743 C4   YJ9 4  
YJ9 C5   C5   C  0 1 N N N N N N 7.798  37.119 25.476 -2.734 5.026  0.116  C5   YJ9 5  
YJ9 O6   O6   O  0 1 N N N N N N 9.413  37.393 22.346 -1.420 2.874  0.556  O6   YJ9 6  
YJ9 C7   C7   C  0 1 N N N N N N 7.519  39.227 24.067 -4.610 4.570  -1.621 C7   YJ9 7  
YJ9 C8   C8   C  0 1 N N N N N N 6.137  38.730 24.365 -4.932 3.736  -0.378 C8   YJ9 8  
YJ9 N9   N9   N  0 1 N N N N N N 7.786  37.614 26.675 -1.474 5.188  -0.038 N9   YJ9 9  
YJ9 N10  N10  N  0 1 N N N N N N 8.344  36.031 19.884 0.197  0.905  -0.113 N10  YJ9 10 
YJ9 C11  C11  C  0 1 N N N N N N 9.313  35.215 19.176 0.004  -0.510 0.251  C11  YJ9 11 
YJ9 C12  C12  C  0 1 N N R N N N 9.529  33.982 20.084 -1.492 -0.793 -0.035 C12  YJ9 12 
YJ9 C13  C13  C  0 1 N N N N N N 9.317  34.571 21.467 -1.728 0.048  -1.318 C13  YJ9 13 
YJ9 S14  S14  S  0 1 N N N N N N 8.452  32.658 19.822 -1.772 -2.556 -0.354 S14  YJ9 14 
YJ9 C15  C15  C  0 1 Y N N N N N 8.744  32.211 18.197 -3.525 -2.732 -0.349 C15  YJ9 15 
YJ9 C16  C16  C  0 1 Y N N N N N 9.889  31.565 17.711 -4.234 -2.563 0.826  C16  YJ9 16 
YJ9 C17  C17  C  0 1 Y N N N N N 10.097 31.211 16.374 -5.611 -2.700 0.829  C17  YJ9 17 
YJ9 C18  C18  C  0 1 Y N N N N N 9.140  31.533 15.431 -6.277 -3.006 -0.343 C18  YJ9 18 
YJ9 C19  C19  C  0 1 Y N N N N N 7.987  32.182 15.849 -5.568 -3.174 -1.518 C19  YJ9 19 
YJ9 C20  C20  C  0 1 Y N N N N N 7.789  32.513 17.180 -4.193 -3.032 -1.522 C20  YJ9 20 
YJ9 CL   CL   CL 0 0 N N N N N N 11.115 31.122 18.762 -3.397 -2.179 2.298  CL   YJ9 21 
YJ9 O22  O22  O  0 1 N N N N N N 8.850  31.635 20.720 -1.390 -2.890 -1.681 O22  YJ9 22 
YJ9 O23  O23  O  0 1 N N N N N N 7.130  33.145 19.907 -1.339 -3.337 0.752  O23  YJ9 23 
YJ9 C24  C24  C  0 1 N N N N N N 7.415  36.881 19.348 1.161  1.715  0.367  C24  YJ9 24 
YJ9 O25  O25  O  0 1 N N N N N N 6.487  37.290 20.093 1.238  2.862  -0.021 O25  YJ9 25 
YJ9 C26  C26  C  0 1 N N N N N N 6.869  36.283 16.970 2.241  1.942  2.717  C26  YJ9 26 
YJ9 C27  C27  C  0 1 N N N N N N 7.550  37.256 17.901 2.144  1.196  1.385  C27  YJ9 27 
YJ9 C28  C28  C  0 1 N N N N N N 6.308  37.660 17.160 1.575  0.566  2.658  C28  YJ9 28 
YJ9 C29  C29  C  0 1 Y N N N N N 11.027 37.908 16.464 5.797  0.636  0.615  C29  YJ9 29 
YJ9 C30  C30  C  0 1 Y N N N N N 11.390 39.033 17.219 5.738  -0.474 -0.208 C30  YJ9 30 
YJ9 C31  C31  C  0 1 Y N N N N N 10.518 39.568 18.151 4.517  -1.043 -0.515 C31  YJ9 31 
YJ9 C32  C32  C  0 1 Y N N N N N 9.278  38.974 18.347 3.353  -0.503 0.000  C32  YJ9 32 
YJ9 C33  C33  C  0 1 Y N N N N N 8.880  37.854 17.616 3.412  0.607  0.823  C33  YJ9 33 
YJ9 C34  C34  C  0 1 Y N N N N N 9.770  37.325 16.659 4.634  1.176  1.130  C34  YJ9 34 
YJ9 C35  C35  C  0 1 N N N N N N 12.731 39.709 17.018 7.007  -1.063 -0.770 C35  YJ9 35 
YJ9 F36  F36  F  0 1 N N N N N N 13.146 40.471 18.032 7.501  -2.032 0.110  F36  YJ9 36 
YJ9 F37  F37  F  0 1 N N N N N N 13.760 38.876 16.840 6.737  -1.652 -2.010 F37  YJ9 37 
YJ9 F38  F38  F  0 1 N N N N N N 12.726 40.536 15.970 7.959  -0.051 -0.932 F38  YJ9 38 
YJ9 H1   H1   H  0 1 N N N N N N 7.184  35.212 21.387 -0.367 1.587  -2.026 H1   YJ9 39 
YJ9 HN3  HN3  H  0 1 N N N N N N 6.524  36.236 23.032 -2.866 2.569  -2.153 HN3  YJ9 40 
YJ9 H7   H7   H  0 1 N N N N N N 8.165  39.923 24.622 -4.818 5.639  -1.577 H7   YJ9 41 
YJ9 H7A  H7A  H  0 1 N N N N N N 7.907  39.790 23.205 -4.757 4.101  -2.594 H7A  YJ9 42 
YJ9 H8   H8   H  0 1 N N N N N N 5.205  38.818 23.788 -5.292 2.718  -0.534 H8   YJ9 43 
YJ9 H8A  H8A  H  0 1 N N N N N N 5.462  38.952 25.205 -5.353 4.256  0.482  H8A  YJ9 44 
YJ9 H11  H11  H  0 1 N N N N N N 8.932  34.917 18.188 0.635  -1.151 -0.364 H11  YJ9 45 
YJ9 H11A H11A H  0 0 N N N N N N 10.254 35.763 19.023 0.222  -0.663 1.308  H11A YJ9 46 
YJ9 H12  H12  H  0 1 N N N N N N 10.512 33.526 19.897 -2.120 -0.441 0.783  H12  YJ9 47 
YJ9 H13  H13  H  0 1 N N N N N N 10.234 35.043 21.850 -2.775 0.338  -1.402 H13  YJ9 48 
YJ9 H13A H13A H  0 0 N N N N N N 9.018  33.800 22.193 -1.406 -0.501 -2.203 H13A YJ9 49 
YJ9 H17  H17  H  0 1 N N N N N N 10.997 30.691 16.082 -6.166 -2.568 1.746  H17  YJ9 50 
YJ9 H18  H18  H  0 1 N N N N N N 9.286  31.285 14.390 -7.352 -3.113 -0.341 H18  YJ9 51 
YJ9 H19  H19  H  0 1 N N N N N N 7.229  32.434 15.122 -6.088 -3.414 -2.433 H19  YJ9 52 
YJ9 H20  H20  H  0 1 N N N N N N 6.877  33.019 17.459 -3.640 -3.160 -2.441 H20  YJ9 53 
YJ9 H26  H26  H  0 1 N N N N N N 7.235  35.772 16.067 3.222  2.007  3.187  H26  YJ9 54 
YJ9 H26A H26A H  0 0 N N N N N N 6.429  35.293 17.158 1.594  2.809  2.857  H26A YJ9 55 
YJ9 H28  H28  H  0 1 N N N N N N 6.137  38.470 16.436 2.118  -0.275 3.089  H28  YJ9 56 
YJ9 H28A H28A H  0 0 N N N N N N 5.326  37.989 17.532 0.490  0.527  2.759  H28A YJ9 57 
YJ9 H29  H29  H  0 1 N N N N N N 11.712 37.495 15.738 6.752  1.077  0.858  H29  YJ9 58 
YJ9 H31  H31  H  0 1 N N N N N N 10.800 40.441 18.722 4.471  -1.909 -1.158 H31  YJ9 59 
YJ9 H32  H32  H  0 1 N N N N N N 8.605  39.389 19.083 2.399  -0.947 -0.240 H32  YJ9 60 
YJ9 H34  H34  H  0 1 N N N N N N 9.480  36.465 16.073 4.679  2.043  1.773  H34  YJ9 61 
YJ9 H5   H5   H  0 1 N N N N N N 8.240  36.139 25.368 -3.266 5.600  0.860  H5   YJ9 62 
YJ9 H9   H9   H  0 1 N N N N N N 8.201  36.994 27.341 -0.996 5.826  0.514  H9   YJ9 63 
# 
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 
YJ9 C1  C2   SING N N 1  
YJ9 C1  N10  SING N N 2  
YJ9 C1  C13  SING N N 3  
YJ9 C1  H1   SING N N 4  
YJ9 C2  N3   SING N N 5  
YJ9 C2  O6   DOUB N N 6  
YJ9 N3  C4   SING N N 7  
YJ9 N3  HN3  SING N N 8  
YJ9 C4  C5   SING N N 9  
YJ9 C4  C7   SING N N 10 
YJ9 C4  C8   SING N N 11 
YJ9 C5  N9   DOUB N N 12 
YJ9 C7  C8   SING N N 13 
YJ9 C7  H7   SING N N 14 
YJ9 C7  H7A  SING N N 15 
YJ9 C8  H8   SING N N 16 
YJ9 C8  H8A  SING N N 17 
YJ9 N10 C11  SING N N 18 
YJ9 N10 C24  SING N N 19 
YJ9 C11 C12  SING N N 20 
YJ9 C11 H11  SING N N 21 
YJ9 C11 H11A SING N N 22 
YJ9 C12 C13  SING N N 23 
YJ9 C12 S14  SING N N 24 
YJ9 C12 H12  SING N N 25 
YJ9 C13 H13  SING N N 26 
YJ9 C13 H13A SING N N 27 
YJ9 S14 C15  SING N N 28 
YJ9 S14 O22  DOUB N N 29 
YJ9 S14 O23  DOUB N N 30 
YJ9 C15 C16  DOUB Y N 31 
YJ9 C15 C20  SING Y N 32 
YJ9 C16 C17  SING Y N 33 
YJ9 C16 CL   SING N N 34 
YJ9 C17 C18  DOUB Y N 35 
YJ9 C17 H17  SING N N 36 
YJ9 C18 C19  SING Y N 37 
YJ9 C18 H18  SING N N 38 
YJ9 C19 C20  DOUB Y N 39 
YJ9 C19 H19  SING N N 40 
YJ9 C20 H20  SING N N 41 
YJ9 C24 O25  DOUB N N 42 
YJ9 C24 C27  SING N N 43 
YJ9 C26 C27  SING N N 44 
YJ9 C26 C28  SING N N 45 
YJ9 C26 H26  SING N N 46 
YJ9 C26 H26A SING N N 47 
YJ9 C27 C28  SING N N 48 
YJ9 C27 C33  SING N N 49 
YJ9 C28 H28  SING N N 50 
YJ9 C28 H28A SING N N 51 
YJ9 C29 C30  DOUB Y N 52 
YJ9 C29 C34  SING Y N 53 
YJ9 C29 H29  SING N N 54 
YJ9 C30 C31  SING Y N 55 
YJ9 C30 C35  SING N N 56 
YJ9 C31 C32  DOUB Y N 57 
YJ9 C31 H31  SING N N 58 
YJ9 C32 C33  SING Y N 59 
YJ9 C32 H32  SING N N 60 
YJ9 C33 C34  DOUB Y N 61 
YJ9 C34 H34  SING N N 62 
YJ9 C35 F36  SING N N 63 
YJ9 C35 F37  SING N N 64 
YJ9 C35 F38  SING N N 65 
YJ9 C5  H5   SING N N 66 
YJ9 N9  H9   SING N N 67 
# 
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 
YJ9 SMILES           ACDLabs              12.01 "O=S(=O)(c1ccccc1Cl)C5CC(C(=O)NC2(C=[N@H])CC2)N(C(=O)C4(c3ccc(cc3)C(F)(F)F)CC4)C5"                                                                                                                            
YJ9 SMILES_CANONICAL CACTVS               3.370 "FC(F)(F)c1ccc(cc1)C2(CC2)C(=O)N3C[C@@H](C[C@H]3C(=O)NC4(CC4)C=N)[S](=O)(=O)c5ccccc5Cl"                                                                                                                       
YJ9 SMILES           CACTVS               3.370 "FC(F)(F)c1ccc(cc1)C2(CC2)C(=O)N3C[CH](C[CH]3C(=O)NC4(CC4)C=N)[S](=O)(=O)c5ccccc5Cl"                                                                                                                          
YJ9 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)C(F)(F)F)C(=O)NC5(CC5)C=N)Cl"                                                                                                                   
YJ9 SMILES           "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)C2CC(N(C2)C(=O)C3(CC3)c4ccc(cc4)C(F)(F)F)C(=O)NC5(CC5)C=N)Cl"                                                                                                                            
YJ9 InChI            InChI                1.03  "InChI=1S/C26H25ClF3N3O4S/c27-19-3-1-2-4-21(19)38(36,37)18-13-20(22(34)32-24(15-31)9-10-24)33(14-18)23(35)25(11-12-25)16-5-7-17(8-6-16)26(28,29)30/h1-8,15,18,20,31H,9-14H2,(H,32,34)/b31-15+/t18-,20+/m1/s1" 
YJ9 InChIKey         InChI                1.03  ACNGWBKPMPBISI-UTGIELOBSA-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 
YJ9 "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-4-[(2-chlorophenyl)sulfonyl]-N-[1-(iminomethyl)cyclopropyl]-1-({1-[4-(trifluoromethyl)phenyl]cyclopropyl}carbonyl)-L-prolinamide"            
YJ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-[4-(trifluoromethyl)phenyl]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 
YJ9 "Create component"     2011-05-19 EBI  
YJ9 "Modify aromatic_flag" 2011-06-04 RCSB 
YJ9 "Modify descriptor"    2011-06-04 RCSB 
YJ9 "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            YJ9 
_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               C5 
_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      ? 
# 
