data_5HE
# 
_chem_comp.id                                    5HE 
_chem_comp.name                                  "(5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C20 H30 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        318.450 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5HE 
_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        2VV2 
_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 
5HE C1   C1   C 0 1 N N N 14.432 23.834 8.372  -9.330  -1.587 -1.826 C1   5HE 1  
5HE C2   C2   C 0 1 N N N 15.392 22.675 8.526  -8.631  -1.387 -0.480 C2   5HE 2  
5HE C3   C3   C 0 1 N N N 16.812 23.191 8.511  -7.613  -2.480 -0.275 C3   5HE 3  
5HE C4   C4   C 0 1 N N N 17.805 22.415 8.936  -6.376  -2.174 0.027  C4   5HE 4  
5HE C5   C5   C 0 1 N N N 17.514 21.019 9.433  -6.004  -0.744 0.325  C5   5HE 5  
5HE C6   C6   C 0 1 N N N 18.460 20.043 8.776  -5.306  -0.674 1.659  C6   5HE 6  
5HE C7   C7   C 0 1 N N N 18.492 18.776 9.177  -4.143  -0.079 1.759  C7   5HE 7  
5HE C8   C8   C 0 1 N N N 17.582 18.312 10.289 -3.576  0.671  0.581  C8   5HE 8  
5HE C9   C9   C 0 1 N N N 17.437 16.810 10.228 -3.223  2.074  1.003  C9   5HE 9  
5HE C10  C10  C 0 1 N N N 17.337 16.106 11.352 -2.021  2.543  0.777  C10  5HE 10 
5HE C11  C11  C 0 1 N N N 17.368 16.809 12.688 -1.047  1.749  -0.055 C11  5HE 11 
5HE C13  C13  C 0 1 N N N 16.022 16.673 13.359 -0.513  2.616  -1.167 C13  5HE 12 
5HE C14  C14  C 0 1 N N N 15.917 16.831 14.676 0.798   2.771  -1.317 C14  5HE 13 
5HE C16  C16  C 0 1 N N N 17.103 17.135 15.471 1.731   1.984  -0.495 C16  5HE 14 
5HE C17  C17  C 0 1 N N N 18.266 16.561 15.177 3.040   2.074  -0.705 C17  5HE 15 
5HE C18  C18  C 0 1 N N R 19.493 16.876 16.000 3.995   1.268  0.137  C18  5HE 16 
5HE C19  C19  C 0 1 N N N 19.100 17.756 17.181 4.807   0.336  -0.765 C19  5HE 17 
5HE C20  C20  C 0 1 N N N 20.241 18.688 17.570 5.687   -0.570 0.099  C20  5HE 18 
5HE C21  C21  C 0 1 N N N 19.829 19.607 18.714 6.499   -1.502 -0.802 C21  5HE 19 
5HE C22  C22  C 0 1 N N N 19.893 18.847 20.018 7.366   -2.394 0.049  C22  5HE 20 
5HE O23  O23  O 0 1 N N N 19.136 17.864 20.173 8.170   -3.299 -0.530 O23  5HE 21 
5HE O24  O24  O 0 1 N N N 20.701 19.229 20.892 7.337   -2.294 1.253  O24  5HE 22 
5HE O3   O3   O 0 1 N N N 20.069 15.658 16.483 4.880   2.151  0.830  O3   5HE 23 
5HE H1C1 1H1C H 0 0 N N N 14.199 24.252 9.362  -8.592  -1.551 -2.628 H1C1 5HE 24 
5HE H1C2 2H1C H 0 0 N N N 14.894 24.611 7.746  -9.830  -2.556 -1.836 H1C2 5HE 25 
5HE H1C3 3H1C H 0 0 N N N 13.505 23.481 7.896  -10.066 -0.797 -1.975 H1C3 5HE 26 
5HE H2C1 1H2C H 0 0 N N N 15.198 22.163 9.480  -8.130  -0.418 -0.471 H2C1 5HE 27 
5HE H2C2 2H2C H 0 0 N N N 15.250 21.969 7.695  -9.368  -1.423 0.321  H2C2 5HE 28 
5HE H3   H3   H 0 1 N N N 17.021 24.189 8.155  -7.904  -3.515 -0.377 H3   5HE 29 
5HE H4   H4   H 0 1 N N N 18.820 22.783 8.926  -5.622  -2.947 0.062  H4   5HE 30 
5HE H5C1 1H5C H 0 0 N N N 17.649 20.983 10.524 -5.338  -0.372 -0.454 H5C1 5HE 31 
5HE H5C2 2H5C H 0 0 N N N 16.477 20.750 9.183  -6.906  -0.133 0.354  H5C2 5HE 32 
5HE H6   H6   H 0 1 N N N 19.111 20.374 7.980  -5.765  -1.115 2.532  H6   5HE 33 
5HE H7   H7   H 0 1 N N N 19.169 18.078 8.707  -3.591  -0.127 2.686  H7   5HE 34 
5HE H8C1 1H8C H 0 0 N N N 18.013 18.600 11.259 -2.681  0.163  0.223  H8C1 5HE 35 
5HE H8C2 2H8C H 0 0 N N N 16.594 18.781 10.173 -4.318  0.707  -0.217 H8C2 5HE 36 
5HE H9   H9   H 0 1 N N N 17.415 16.308 9.272  -3.961  2.693  1.491  H9   5HE 37 
5HE H10  H10  H 0 1 N N N 17.234 15.032 11.309 -1.728  3.498  1.187  H10  5HE 38 
5HE H111 1H11 H 0 0 N N N 18.142 16.355 13.324 -0.221  1.414  0.572  H111 5HE 39 
5HE H112 2H11 H 0 0 N N N 17.597 17.874 12.537 -1.554  0.883  -0.481 H112 5HE 40 
5HE H13  H13  H 0 1 N N N 15.145 16.448 12.770 -1.196  3.110  -1.841 H13  5HE 41 
5HE H14  H14  H 0 1 N N N 14.955 16.734 15.157 1.179   3.475  -2.042 H14  5HE 42 
5HE H16  H16  H 0 1 N N N 17.036 17.826 16.298 1.352   1.334  0.279  H16  5HE 43 
5HE H17  H17  H 0 1 N N N 18.333 15.870 14.350 3.419   2.725  -1.479 H17  5HE 44 
5HE H18  H18  H 0 1 N N N 20.227 17.406 15.376 3.433   0.676  0.859  H18  5HE 45 
5HE H191 1H19 H 0 0 N N N 18.224 18.360 16.901 4.129   -0.276 -1.359 H191 5HE 46 
5HE H192 2H19 H 0 0 N N N 18.866 17.109 18.039 5.437   0.929  -1.428 H192 5HE 47 
5HE HA   HA   H 0 1 N N N 20.197 15.058 15.758 5.413   2.709  0.249  HA   5HE 48 
5HE H201 1H20 H 0 0 N N N 21.103 18.084 17.889 6.365   0.043  0.694  H201 5HE 49 
5HE H202 2H20 H 0 0 N N N 20.502 19.307 16.699 5.057   -1.163 0.762  H202 5HE 50 
5HE H211 1H21 H 0 0 N N N 20.512 20.468 18.757 5.821   -2.114 -1.396 H211 5HE 51 
5HE H212 2H21 H 0 0 N N N 18.802 19.963 18.547 7.129   -0.909 -1.465 H212 5HE 52 
5HE H23  H23  H 0 1 N N N 19.282 17.484 21.031 8.707   -3.849 0.057  H23  5HE 53 
# 
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 
5HE C1  C2   SING N N 1  
5HE C2  C3   SING N N 2  
5HE C3  C4   DOUB N N 3  
5HE C4  C5   SING N N 4  
5HE C5  C6   SING N N 5  
5HE C6  C7   DOUB N N 6  
5HE C7  C8   SING N N 7  
5HE C8  C9   SING N Z 8  
5HE C9  C10  DOUB N N 9  
5HE C10 C11  SING N N 10 
5HE C11 C13  SING N N 11 
5HE C13 C14  DOUB N N 12 
5HE C14 C16  SING N N 13 
5HE C16 C17  DOUB N N 14 
5HE C17 C18  SING N Z 15 
5HE C18 C19  SING N N 16 
5HE C18 O3   SING N N 17 
5HE C19 C20  SING N N 18 
5HE C20 C21  SING N N 19 
5HE C21 C22  SING N N 20 
5HE C22 O23  SING N N 21 
5HE C22 O24  DOUB N Z 22 
5HE C1  H1C1 SING N N 23 
5HE C1  H1C2 SING N N 24 
5HE C1  H1C3 SING N N 25 
5HE C2  H2C1 SING N N 26 
5HE C2  H2C2 SING N N 27 
5HE C3  H3   SING N N 28 
5HE C4  H4   SING N Z 29 
5HE C5  H5C1 SING N N 30 
5HE C5  H5C2 SING N N 31 
5HE C6  H6   SING N N 32 
5HE C7  H7   SING N E 33 
5HE C8  H8C1 SING N N 34 
5HE C8  H8C2 SING N N 35 
5HE C9  H9   SING N N 36 
5HE C10 H10  SING N N 37 
5HE C11 H111 SING N N 38 
5HE C11 H112 SING N N 39 
5HE C13 H13  SING N N 40 
5HE C14 H14  SING N N 41 
5HE C16 H16  SING N N 42 
5HE C17 H17  SING N N 43 
5HE C18 H18  SING N N 44 
5HE C19 H191 SING N N 45 
5HE C19 H192 SING N N 46 
5HE O3  HA   SING N N 47 
5HE C20 H201 SING N N 48 
5HE C20 H202 SING N N 49 
5HE C21 H211 SING N N 50 
5HE C21 H212 SING N N 51 
5HE O23 H23  SING N N 52 
# 
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 
5HE SMILES           ACDLabs              10.04 O=C(O)CCCC(O)/C=C/C=C\C\C=C/C\C=C/C\C=C/CC                                                                                                                                                     
5HE InChI            InChI                1.02b InChI=1/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-14+/t19-/m0/s1/f/h22H 
5HE InChIKey         InChI                1.02b FTAGQROYQYQRHF-OGTDMFHXDD                                                                                                                                                                      
5HE SMILES_CANONICAL CACTVS               3.341 CC\C=C/C/C=C\C\C=C/C/C=C\C=C\[C@H](O)CCCC(O)=O                                                                                                                                                 
5HE SMILES           CACTVS               3.341 CCC=CCC=CCC=CCC=CC=C[CH](O)CCCC(O)=O                                                                                                                                                           
5HE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC\C=C/C\C=C/C\C=C/C\C=C/C=C/[C@@H](CCCC(=O)O)O                                                                                                                                                
5HE SMILES           "OpenEye OEToolkits" 1.5.0 CCC=CCC=CCC=CCC=CC=CC(CCCC(=O)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 
5HE "SYSTEMATIC NAME" ACDLabs              10.04 "(5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid" 
5HE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid" 
# 
