data_4R8
# 
_chem_comp.id                                    4R8 
_chem_comp.name                                  "(6E,10Z,13Z,16Z,19Z)-4-oxodocosa-6,10,13,16,19-pentaenoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C22 H32 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-OXODOCOSAHEXAENOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-02 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        344.488 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4R8 
_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        2VV3 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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.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 
4R8 C22  C22  C 0 1 N N N 14.519 23.924 8.177  -8.694 -2.454 -2.006 C22  4R8 1  
4R8 C21  C21  C 0 1 N N N 15.391 22.868 7.533  -7.916 -2.457 -0.688 C21  4R8 2  
4R8 C20  C20  C 0 1 N N N 16.829 23.088 7.935  -6.606 -3.177 -0.880 C20  4R8 3  
4R8 C19  C19  C 0 1 N N N 17.476 22.156 8.629  -5.484 -2.600 -0.530 C19  4R8 4  
4R8 C18  C18  C 0 1 N N N 16.770 20.877 9.016  -5.510 -1.289 0.213  C18  4R8 5  
4R8 C17  C17  C 0 1 N N N 15.980 21.102 10.282 -4.697 -1.411 1.476  C17  4R8 6  
4R8 C16  C16  C 0 1 N N N 14.682 20.815 10.316 -3.756 -0.538 1.736  C16  4R8 7  
4R8 C15  C15  C 0 1 N N N 13.998 20.265 9.087  -3.594 0.678  0.861  C15  4R8 8  
4R8 C14  C14  C 0 1 N N N 13.215 19.028 9.457  -3.616 1.919  1.717  C14  4R8 9  
4R8 C13  C13  C 0 1 N N N 13.831 17.852 9.543  -2.643 2.792  1.630  C13  4R8 10 
4R8 C12  C12  C 0 1 N N N 15.313 17.754 9.269  -1.595 2.648  0.556  C12  4R8 11 
4R8 C11  C11  C 0 1 N N N 15.892 16.593 10.042 -1.490 3.937  -0.218 C11  4R8 12 
4R8 C10  C10  C 0 1 N N N 16.902 16.793 10.885 -0.326 4.523  -0.359 C10  4R8 13 
4R8 C9   C9   C 0 1 N N N 17.469 18.180 11.069 0.928  3.830  0.109  C9   4R8 14 
4R8 C8   C8   C 0 1 N N N 18.623 18.129 12.062 1.950  3.803  -1.029 C8   4R8 15 
4R8 C7   C7   C 0 1 N N N 18.127 17.590 13.383 3.204  3.111  -0.562 C7   4R8 16 
4R8 C6   C6   C 0 1 N N N 18.970 16.980 14.211 3.677  2.089  -1.231 C6   4R8 17 
4R8 C5   C5   C 0 1 N N N 18.474 16.441 15.531 4.931  1.396  -0.763 C5   4R8 18 
4R8 C4   C4   C 0 1 N N N 19.513 16.688 16.599 4.655  -0.075 -0.585 C4   4R8 19 
4R8 O3   O3   O 0 1 N N N 20.333 15.825 16.867 3.555  -0.515 -0.813 O3   4R8 20 
4R8 C3   C3   C 0 1 N N N 19.533 18.008 17.332 5.754  -0.996 -0.120 C3   4R8 21 
4R8 C2   C2   C 0 1 N N N 18.517 17.974 18.467 5.215  -2.424 -0.022 C2   4R8 22 
4R8 C1   C1   C 0 1 N N N 19.140 18.549 19.717 6.313  -3.345 0.442  C1   4R8 23 
4R8 O1   O1   O 0 1 N N N 20.309 18.987 19.654 7.415  -2.905 0.671  O1   4R8 24 
4R8 O2   O2   O 0 1 N N N 18.463 18.565 20.768 6.068  -4.655 0.601  O2   4R8 25 
4R8 H221 1H22 H 0 0 N N N 14.307 23.640 9.219  -8.108 -1.946 -2.772 H221 4R8 26 
4R8 H222 2H22 H 0 0 N N N 15.042 24.892 8.160  -8.886 -3.480 -2.317 H222 4R8 27 
4R8 H223 3H22 H 0 0 N N N 13.574 24.008 7.621  -9.641 -1.932 -1.867 H223 4R8 28 
4R8 H211 1H21 H 0 0 N N N 15.066 21.871 7.866  -7.723 -1.430 -0.378 H211 4R8 29 
4R8 H212 2H21 H 0 0 N N N 15.302 22.937 6.439  -8.501 -2.964 0.078  H212 4R8 30 
4R8 H20  H20  H 0 1 N N N 17.333 24.003 7.659  -6.593 -4.170 -1.306 H20  4R8 31 
4R8 H19  H19  H 0 1 N N N 18.505 22.313 8.916  -4.539 -3.064 -0.773 H19  4R8 32 
4R8 H181 1H18 H 0 0 N N N 16.088 20.575 8.207  -5.088 -0.506 -0.416 H181 4R8 33 
4R8 H182 2H18 H 0 0 N N N 17.514 20.084 9.184  -6.540 -1.036 0.467  H182 4R8 34 
4R8 H17  H17  H 0 1 N N N 16.469 21.496 11.161 -4.890 -2.219 2.167  H17  4R8 35 
4R8 H16  H16  H 0 1 N N N 14.117 20.975 11.222 -3.096 -0.689 2.577  H16  4R8 36 
4R8 H151 1H15 H 0 0 N N N 13.314 21.023 8.678  -2.644 0.620  0.330  H151 4R8 37 
4R8 H152 2H15 H 0 0 N N N 14.754 20.007 8.331  -4.411 0.719  0.141  H152 4R8 38 
4R8 H14  H14  H 0 1 N N N 12.155 19.098 9.652  -4.434 2.089  2.401  H14  4R8 39 
4R8 H13  H13  H 0 1 N N N 13.271 16.967 9.809  -2.591 3.614  2.328  H13  4R8 40 
4R8 H121 1H12 H 0 0 N N N 15.477 17.596 8.193  -0.633 2.420  1.015  H121 4R8 41 
4R8 H122 2H12 H 0 0 N N N 15.806 18.686 9.583  -1.876 1.840  -0.119 H122 4R8 42 
4R8 H11  H11  H 0 1 N N N 15.486 15.601 9.911  -2.373 4.377  -0.657 H11  4R8 43 
4R8 H10  H10  H 0 1 N N N 17.316 15.963 11.438 -0.266 5.502  -0.810 H10  4R8 44 
4R8 H9C1 1H9C H 0 0 N N N 17.833 18.558 10.103 1.345  4.370  0.959  H9C1 4R8 45 
4R8 H9C2 2H9C H 0 0 N N N 16.685 18.849 11.452 0.689  2.809  0.407  H9C2 4R8 46 
4R8 H8   H8   H 0 1 N N N 19.414 17.472 11.672 1.533  3.264  -1.880 H8   4R8 47 
4R8 H7   H7   H 0 1 N N N 17.088 17.700 13.655 3.713  3.457  0.326  H7   4R8 48 
4R8 H6   H6   H 0 1 N N N 20.009 16.870 13.939 3.167  1.742  -2.118 H6   4R8 49 
4R8 H5C1 1H5C H 0 0 N N N 17.538 16.949 15.806 5.718  1.531  -1.505 H5C1 4R8 50 
4R8 H5C2 2H5C H 0 0 N N N 18.292 15.360 15.440 5.249  1.824  0.187  H5C2 4R8 51 
4R8 H3C1 1H3C H 0 0 N N N 20.538 18.183 17.744 6.578  -0.967 -0.834 H3C1 4R8 52 
4R8 H3C2 2H3C H 0 0 N N N 19.276 18.819 16.634 6.109  -0.673 0.858  H3C2 4R8 53 
4R8 H2C1 1H2C H 0 0 N N N 17.636 18.571 18.189 4.391  -2.453 0.691  H2C1 4R8 54 
4R8 H2C2 2H2C H 0 0 N N N 18.211 16.934 18.654 4.860  -2.747 -1.001 H2C2 4R8 55 
4R8 H2   H2   H 0 1 N N N 18.975 18.951 21.469 6.804  -5.206 0.901  H2   4R8 56 
4R8 HOT  HOT  H 0 1 N N N 19.027 19.142 12.208 2.188  4.824  -1.328 HOT  4R8 57 
# 
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 
4R8 C22 C21  SING N N 1  
4R8 C21 C20  SING N N 2  
4R8 C20 C19  DOUB N N 3  
4R8 C19 C18  SING N N 4  
4R8 C18 C17  SING N N 5  
4R8 C17 C16  DOUB N N 6  
4R8 C16 C15  SING N N 7  
4R8 C15 C14  SING N Z 8  
4R8 C14 C13  DOUB N N 9  
4R8 C13 C12  SING N N 10 
4R8 C12 C11  SING N N 11 
4R8 C11 C10  DOUB N N 12 
4R8 C10 C9   SING N N 13 
4R8 C9  C8   SING N N 14 
4R8 C8  C7   SING N Z 15 
4R8 C7  C6   DOUB N N 16 
4R8 C6  C5   SING N N 17 
4R8 C5  C4   SING N N 18 
4R8 C4  O3   DOUB N N 19 
4R8 C4  C3   SING N N 20 
4R8 C3  C2   SING N N 21 
4R8 C2  C1   SING N Z 22 
4R8 C1  O1   DOUB N N 23 
4R8 C1  O2   SING N N 24 
4R8 C22 H221 SING N N 25 
4R8 C22 H222 SING N N 26 
4R8 C22 H223 SING N N 27 
4R8 C21 H211 SING N N 28 
4R8 C21 H212 SING N Z 29 
4R8 C20 H20  SING N N 30 
4R8 C19 H19  SING N N 31 
4R8 C18 H181 SING N N 32 
4R8 C18 H182 SING N N 33 
4R8 C17 H17  SING N N 34 
4R8 C16 H16  SING N N 35 
4R8 C15 H151 SING N N 36 
4R8 C15 H152 SING N N 37 
4R8 C14 H14  SING N N 38 
4R8 C13 H13  SING N E 39 
4R8 C12 H121 SING N N 40 
4R8 C12 H122 SING N N 41 
4R8 C11 H11  SING N N 42 
4R8 C10 H10  SING N N 43 
4R8 C9  H9C1 SING N N 44 
4R8 C9  H9C2 SING N N 45 
4R8 C8  H8   SING N N 46 
4R8 C8  HOT  SING N N 47 
4R8 C7  H7   SING N N 48 
4R8 C6  H6   SING N N 49 
4R8 C5  H5C1 SING N N 50 
4R8 C5  H5C2 SING N N 51 
4R8 C3  H3C1 SING N N 52 
4R8 C3  H3C2 SING N N 53 
4R8 C2  H2C1 SING N N 54 
4R8 C2  H2C2 SING N N 55 
4R8 O2  H2   SING N N 56 
# 
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 
4R8 SMILES           ACDLabs              10.04 O=C(C/C=C/CC\C=C/C\C=C/C\C=C/C\C=C/CC)CCC(=O)O                                                                                                                                            
4R8 InChI            InChI                1.02b InChI=1/C22H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)19-20-22(24)25/h3-4,6-7,9-10,12-13,16-17H,2,5,8,11,14-15,18-20H2,1H3,(H,24,25)/b4-3-,7-6-,10-9-,13-12-,17-16+/f/h24H 
4R8 InChIKey         InChI                1.02b MTWLPOVQRMKOLI-VNRVKCJRDE                                                                                                                                                                 
4R8 SMILES_CANONICAL CACTVS               3.341 CC\C=C/C/C=C\C\C=C/C/C=C\CC\C=C\CC(=O)CCC(O)=O                                                                                                                                            
4R8 SMILES           CACTVS               3.341 CCC=CCC=CCC=CCC=CCCC=CCC(=O)CCC(O)=O                                                                                                                                                      
4R8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC\C=C/C\C=C/C\C=C/C\C=C/CC\C=C\CC(=O)CCC(=O)O                                                                                                                                            
4R8 SMILES           "OpenEye OEToolkits" 1.5.0 CCC=CCC=CCC=CCC=CCCC=CCC(=O)CCC(=O)O                                                                                                                                                      
# 
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 
4R8 "SYSTEMATIC NAME" ACDLabs              10.04 "(6E,10Z,13Z,16Z,19Z)-4-oxodocosa-6,10,13,16,19-pentaenoic acid" 
4R8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6E,10Z,13Z,16Z,19Z)-4-oxodocosa-6,10,13,16,19-pentaenoic acid" 
# 
