data_JRA
# 
_chem_comp.id                                    JRA 
_chem_comp.name                                  "3-[2-[(~{Z})-[5-[(~{Z})-[(3~{S},4~{R})-3-ethenyl-4-methyl-5-oxidanylidene-pyrrolidin-2-ylidene]methyl]-3-(3-hydroxy-3-oxopropyl)-4-methyl-pyrrol-2-ylidene]methyl]-5-[(~{Z})-(4-ethenyl-3-methyl-5-oxidanylidene-pyrrol-2-ylidene)methyl]-4-methyl-1~{H}-pyrrol-3-yl]propanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H36 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-09-18 
_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                        584.662 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JRA 
_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        6MGH 
_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 
JRA CHA C1  C 0 1 N N N N N N 44.266 -1.948 24.983 2.306  0.188  -0.456 CHA JRA 1  
JRA NA  N1  N 0 1 Y N N N N N 42.231 -2.849 26.059 0.391  -1.346 -0.128 NA  JRA 2  
JRA C1A C2  C 0 1 Y N N N N N 43.250 -2.006 26.048 1.687  -1.068 -0.502 C1A JRA 3  
JRA C2A C3  C 0 1 Y N N N N N 43.276 -1.095 27.172 2.276  -2.257 -0.937 C2A JRA 4  
JRA C3A C4  C 0 1 Y N N N N N 42.151 -1.452 27.931 1.329  -3.259 -0.825 C3A JRA 5  
JRA C4A C5  C 0 1 Y N N N N N 41.569 -2.570 27.204 0.162  -2.685 -0.322 C4A JRA 6  
JRA CMA C6  C 0 1 N N N N N N 41.713 -0.859 29.233 1.524  -4.710 -1.182 CMA JRA 7  
JRA CAA C7  C 0 1 N N N N N N 44.269 0.001  27.482 3.688  -2.420 -1.438 CAA JRA 8  
JRA CBA C8  C 0 1 N N N N N N 45.594 -0.678 27.807 4.612  -2.746 -0.263 CBA JRA 9  
JRA CGA C9  C 0 1 N N N N N N 46.565 0.455  28.054 6.023  -2.909 -0.765 CGA JRA 10 
JRA O1A O1  O 0 1 N N N N N N 47.288 0.786  27.092 6.266  -2.777 -1.941 O1A JRA 11 
JRA O2A O2  O 0 1 N N N N N N 46.586 0.969  29.185 7.012  -3.200 0.096  O2A JRA 12 
JRA CHB C10 C 0 1 N N N N N N 40.283 -3.250 27.508 -1.043 -3.365 -0.053 CHB JRA 13 
JRA NB  N2  N 0 1 N N N N N N 38.613 -1.581 28.301 -1.862 -1.603 1.460  NB  JRA 14 
JRA C1B C11 C 0 1 N N N N N N 38.981 -2.830 28.097 -2.026 -2.756 0.703  C1B JRA 15 
JRA C2B C12 C 0 1 N N N N N N 37.913 -3.790 28.493 -3.354 -3.203 0.830  C2B JRA 16 
JRA C3B C13 C 0 1 N N N N N N 36.863 -2.960 29.041 -4.011 -2.321 1.669  C3B JRA 17 
JRA C4B C14 C 0 1 N N N N N N 37.390 -1.600 28.902 -3.029 -1.300 2.061  C4B JRA 18 
JRA CMB C15 C 0 1 N N N N N N 37.932 -5.300 28.396 -3.952 -4.420 0.172  CMB JRA 19 
JRA CAB C16 C 0 1 N N N N N N 35.619 -3.514 29.619 -5.421 -2.392 2.089  CAB JRA 20 
JRA CBB C17 C 0 1 N N N N N N 34.756 -2.815 30.258 -5.952 -1.404 2.804  CBB JRA 21 
JRA OB  O3  O 0 1 N N N N N N 36.786 -0.510 29.192 -3.231 -0.354 2.800  OB  JRA 22 
JRA NC  N3  N 0 1 N N N N N N 41.161 -5.257 21.801 -2.446 0.929  -0.791 NC  JRA 23 
JRA C1C C18 C 0 1 N N N N N N 40.038 -5.832 21.369 -3.598 0.303  -1.063 C1C JRA 24 
JRA C2C C19 C 0 1 N N R N N N 40.220 -6.359 19.973 -4.732 1.302  -1.052 C2C JRA 25 
JRA C3C C20 C 0 1 N N S N N N 41.383 -5.509 19.575 -4.049 2.644  -0.724 C3C JRA 26 
JRA C4C C21 C 0 1 N N N N N N 42.054 -5.101 20.850 -2.589 2.280  -0.573 C4C JRA 27 
JRA CMC C22 C 0 1 N N N N N N 40.556 -7.843 20.062 -5.403 1.364  -2.426 CMC JRA 28 
JRA CAC C23 C 0 1 N N N N N N 42.271 -5.667 18.332 -4.241 3.625  -1.852 CAC JRA 29 
JRA CBC C24 C 0 1 N N N N N N 42.998 -6.719 17.994 -4.858 4.760  -1.636 CBC JRA 30 
JRA OC  O4  O 0 1 N N N N N N 39.059 -6.177 22.002 -3.713 -0.884 -1.284 OC  JRA 31 
JRA CHD C25 C 0 1 N N N N N N 43.294 -4.608 20.865 -1.595 3.134  -0.282 CHD JRA 32 
JRA ND  N4  N 0 1 N N N N N N 43.360 -3.456 23.101 0.189  1.406  -0.413 ND  JRA 33 
JRA C1D C26 C 0 1 N N N N N N 43.876 -3.689 21.839 -0.204 2.664  -0.264 C1D JRA 34 
JRA C2D C27 C 0 1 N N N N N N 45.109 -2.971 21.493 0.940  3.478  -0.086 C2D JRA 35 
JRA C3D C28 C 0 1 N N N N N N 45.363 -2.196 22.702 2.023  2.659  -0.134 C3D JRA 36 
JRA C4D C29 C 0 1 N N N N N N 44.247 -2.549 23.617 1.532  1.345  -0.343 C4D JRA 37 
JRA CMD C30 C 0 1 N N N N N N 45.941 -2.956 20.204 0.953  4.971  0.118  CMD JRA 38 
JRA CAD C31 C 0 1 N N N N N N 46.493 -1.240 22.990 3.467  3.068  0.006  CAD JRA 39 
JRA CBD C32 C 0 1 N N N N N N 45.933 0.181  23.074 3.907  2.893  1.461  CBD JRA 40 
JRA CGD C33 C 0 1 N N N N N N 46.173 0.976  21.832 5.351  3.302  1.601  CGD JRA 41 
JRA O1D O5  O 0 1 N N N N N N 45.233 1.707  21.433 5.955  3.231  2.797  O1D JRA 42 
JRA O2D O6  O 0 1 N N N N N N 47.294 0.895  21.274 5.964  3.694  0.636  O2D JRA 43 
JRA H1  H1  H 0 1 N N N N N N 45.156 -1.388 25.227 3.383  0.262  -0.502 H1  JRA 44 
JRA H3  H3  H 0 1 N N N N N N 42.001 -3.539 25.373 -0.250 -0.705 0.217  H3  JRA 45 
JRA H4  H4  H 0 1 N N N N N N 41.011 -0.034 29.043 1.889  -5.253 -0.310 H4  JRA 46 
JRA H5  H5  H 0 1 N N N N N N 41.216 -1.631 29.839 0.573  -5.135 -1.503 H5  JRA 47 
JRA H6  H6  H 0 1 N N N N N N 42.590 -0.476 29.775 2.250  -4.790 -1.991 H6  JRA 48 
JRA H7  H7  H 0 1 N N N N N N 44.387 0.662  26.611 3.724  -3.231 -2.165 H7  JRA 49 
JRA H8  H8  H 0 1 N N N N N N 43.925 0.590  28.345 4.014  -1.493 -1.911 H8  JRA 50 
JRA H9  H9  H 0 1 N N N N N N 45.496 -1.306 28.705 4.575  -1.935 0.464  H9  JRA 51 
JRA H10 H10 H 0 1 N N N N N N 45.929 -1.297 26.961 4.285  -3.672 0.209  H10 JRA 52 
JRA H11 H11 H 0 1 N N N N N N 47.240 1.657  29.208 7.901  -3.295 -0.273 H11 JRA 53 
JRA H12 H12 H 0 1 N N N N N N 40.295 -4.296 27.238 -1.199 -4.362 -0.438 H12 JRA 54 
JRA H14 H14 H 0 1 N N N N N N 36.982 -5.704 28.775 -3.826 -5.285 0.824  H14 JRA 55 
JRA H15 H15 H 0 1 N N N N N N 38.064 -5.598 27.345 -5.014 -4.252 -0.007 H15 JRA 56 
JRA H16 H16 H 0 1 N N N N N N 38.764 -5.695 28.997 -3.448 -4.604 -0.777 H16 JRA 57 
JRA H17 H17 H 0 1 N N N N N N 35.427 -4.570 29.495 -6.024 -3.246 1.816  H17 JRA 58 
JRA H18 H18 H 0 1 N N N N N N 33.868 -3.284 30.655 -5.380 -0.509 2.996  H18 JRA 59 
JRA H19 H19 H 0 1 N N N N N N 34.917 -1.757 30.400 -6.955 -1.498 3.193  H19 JRA 60 
JRA H20 H20 H 0 1 N N N N N N 41.308 -4.974 22.749 -1.591 0.472  -0.748 H20 JRA 61 
JRA H21 H21 H 0 1 N N N N N N 39.337 -6.177 19.343 -5.460 1.044  -0.284 H21 JRA 62 
JRA H22 H22 H 0 1 N N N N N N 40.863 -4.574 19.320 -4.437 3.053  0.209  H22 JRA 63 
JRA H24 H24 H 0 1 N N N N N N 39.658 -8.406 20.358 -5.856 0.399  -2.653 H24 JRA 64 
JRA H25 H25 H 0 1 N N N N N N 40.905 -8.199 19.082 -6.174 2.135  -2.419 H25 JRA 65 
JRA H26 H26 H 0 1 N N N N N N 41.348 -7.995 20.810 -4.657 1.603  -3.184 H26 JRA 66 
JRA H27 H27 H 0 1 N N N N N N 42.306 -4.824 17.658 -3.869 3.392  -2.839 H27 JRA 67 
JRA H28 H28 H 0 1 N N N N N N 43.583 -6.702 17.086 -5.230 4.993  -0.649 H28 JRA 68 
JRA H29 H29 H 0 1 N N N N N N 43.007 -7.595 18.626 -4.995 5.463  -2.445 H29 JRA 69 
JRA H30 H30 H 0 1 N N N N N N 43.943 -4.926 20.063 -1.819 4.167  -0.060 H30 JRA 70 
JRA H33 H33 H 0 1 N N N N N N 46.805 -2.288 20.333 -0.069 5.348  0.110  H33 JRA 71 
JRA H34 H34 H 0 1 N N N N N N 46.295 -3.974 19.984 1.418  5.202  1.077  H34 JRA 72 
JRA H35 H35 H 0 1 N N N N N N 45.320 -2.596 19.371 1.521  5.442  -0.684 H35 JRA 73 
JRA H36 H36 H 0 1 N N N N N N 46.967 -1.507 23.946 4.085  2.444  -0.639 H36 JRA 74 
JRA H37 H37 H 0 1 N N N N N N 47.238 -1.296 22.183 3.578  4.113  -0.284 H37 JRA 75 
JRA H38 H38 H 0 1 N N N N N N 46.412 0.697  23.919 3.289  3.517  2.106  H38 JRA 76 
JRA H39 H39 H 0 1 N N N N N N 44.849 0.121  23.248 3.796  1.848  1.751  H39 JRA 77 
JRA H40 H40 H 0 1 N N N N N N 45.506 2.178  20.655 6.882  3.504  2.838  H40 JRA 78 
JRA H2  H2  H 0 1 N N N N N N 39.138 -0.765 28.058 -1.038 -1.099 1.545  H2  JRA 79 
# 
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 
JRA CBC CAC DOUB N N 1  
JRA CAC C3C SING N N 2  
JRA C3C C2C SING N N 3  
JRA C3C C4C SING N N 4  
JRA C2C CMC SING N N 5  
JRA C2C C1C SING N N 6  
JRA CMD C2D SING N N 7  
JRA C4C CHD DOUB N Z 8  
JRA C4C NC  SING N N 9  
JRA CHD C1D SING N N 10 
JRA O2D CGD DOUB N N 11 
JRA C1C NC  SING N N 12 
JRA C1C OC  DOUB N N 13 
JRA O1D CGD SING N N 14 
JRA C2D C1D SING N N 15 
JRA C2D C3D DOUB N N 16 
JRA CGD CBD SING N N 17 
JRA C1D ND  DOUB N N 18 
JRA C3D CAD SING N N 19 
JRA C3D C4D SING N N 20 
JRA CAD CBD SING N N 21 
JRA ND  C4D SING N N 22 
JRA C4D CHA DOUB N Z 23 
JRA CHA C1A SING N N 24 
JRA C1A NA  SING Y N 25 
JRA C1A C2A DOUB Y N 26 
JRA NA  C4A SING Y N 27 
JRA O1A CGA DOUB N N 28 
JRA C2A CAA SING N N 29 
JRA C2A C3A SING Y N 30 
JRA C4A CHB SING N N 31 
JRA C4A C3A DOUB Y N 32 
JRA CAA CBA SING N N 33 
JRA CHB C1B DOUB N Z 34 
JRA CBA CGA SING N N 35 
JRA C3A CMA SING N N 36 
JRA CGA O2A SING N N 37 
JRA C1B NB  SING N N 38 
JRA C1B C2B SING N N 39 
JRA NB  C4B SING N N 40 
JRA CMB C2B SING N N 41 
JRA C2B C3B DOUB N N 42 
JRA C4B C3B SING N N 43 
JRA C4B OB  DOUB N N 44 
JRA C3B CAB SING N N 45 
JRA CAB CBB DOUB N N 46 
JRA CHA H1  SING N N 47 
JRA NA  H3  SING N N 48 
JRA CMA H4  SING N N 49 
JRA CMA H5  SING N N 50 
JRA CMA H6  SING N N 51 
JRA CAA H7  SING N N 52 
JRA CAA H8  SING N N 53 
JRA CBA H9  SING N N 54 
JRA CBA H10 SING N N 55 
JRA O2A H11 SING N N 56 
JRA CHB H12 SING N N 57 
JRA CMB H14 SING N N 58 
JRA CMB H15 SING N N 59 
JRA CMB H16 SING N N 60 
JRA CAB H17 SING N N 61 
JRA CBB H18 SING N N 62 
JRA CBB H19 SING N N 63 
JRA NC  H20 SING N N 64 
JRA C2C H21 SING N N 65 
JRA C3C H22 SING N N 66 
JRA CMC H24 SING N N 67 
JRA CMC H25 SING N N 68 
JRA CMC H26 SING N N 69 
JRA CAC H27 SING N N 70 
JRA CBC H28 SING N N 71 
JRA CBC H29 SING N N 72 
JRA CHD H30 SING N N 73 
JRA CMD H33 SING N N 74 
JRA CMD H34 SING N N 75 
JRA CMD H35 SING N N 76 
JRA CAD H36 SING N N 77 
JRA CAD H37 SING N N 78 
JRA CBD H38 SING N N 79 
JRA CBD H39 SING N N 80 
JRA O1D H40 SING N N 81 
JRA NB  H2  SING N N 82 
# 
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 
JRA InChI            InChI                1.03  "InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,19-20,34H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-,29-15-/t19-,20+/m1/s1" 
JRA InChIKey         InChI                1.03  WLDQKQLRZDEERT-YTUMONHESA-N                                                                                                                                                                                                                                                
JRA SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1[C@H](C=C)C(/NC1=O)=C/C2=N\C(=C/c3[nH]c(\C=C4/NC(=O)C(=C4C)C=C)c(C)c3CCC(O)=O)C(=C2C)CCC(O)=O"                                                                                                                                                                    
JRA SMILES           CACTVS               3.385 "C[CH]1[CH](C=C)C(NC1=O)=CC2=NC(=Cc3[nH]c(C=C4NC(=O)C(=C4C)C=C)c(C)c3CCC(O)=O)C(=C2C)CCC(O)=O"                                                                                                                                                                             
JRA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c([nH]c1/C=C\2/C(=C(C(=O)N2)C=C)C)/C=C\3/C(=C(C(=N3)/C=C\4/[C@H]([C@H](C(=O)N4)C)C=C)C)CCC(=O)O)CCC(=O)O"                                                                                                                                                            
JRA SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1c(c([nH]c1C=C2C(=C(C(=O)N2)C=C)C)C=C3C(=C(C(=N3)C=C4C(C(C(=O)N4)C)C=C)C)CCC(=O)O)CCC(=O)O"                                                                                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           JRA 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "3-[2-[(~{Z})-[5-[(~{Z})-[(3~{S},4~{R})-3-ethenyl-4-methyl-5-oxidanylidene-pyrrolidin-2-ylidene]methyl]-3-(3-hydroxy-3-oxopropyl)-4-methyl-pyrrol-2-ylidene]methyl]-5-[(~{Z})-(4-ethenyl-3-methyl-5-oxidanylidene-pyrrol-2-ylidene)methyl]-4-methyl-1~{H}-pyrrol-3-yl]propanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
JRA "Create component" 2018-09-18 RCSB 
JRA "Initial release"  2018-12-19 RCSB 
JRA "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            JRA 
_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               CAC 
_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      ? 
# 
