data_FEN
# 
_chem_comp.id                                    FEN 
_chem_comp.name                                  "N-(4-HYDROXYPHENYL)ALL-TRANS RETINAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H33 N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        391.546 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FEN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "not provided" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        1FEL 
_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 
FEN C1     C1     C 0 1 N N N 29.780 21.098 45.206 ? ? ? C1     FEN 1  
FEN C2     C2     C 0 1 N N N 29.748 21.266 43.689 ? ? ? C2     FEN 2  
FEN C3     C3     C 0 1 N N N 29.711 19.904 43.041 ? ? ? C3     FEN 3  
FEN C4     C4     C 0 1 N N N 31.125 19.439 43.144 ? ? ? C4     FEN 4  
FEN C5     C5     C 0 1 N N N 31.460 19.335 44.630 ? ? ? C5     FEN 5  
FEN C6     C6     C 0 1 N N N 30.497 19.741 45.517 ? ? ? C6     FEN 6  
FEN C7     C7     C 0 1 N N N 30.538 19.497 46.944 ? ? ? C7     FEN 7  
FEN C8     C8     C 0 1 N N N 31.686 19.343 47.685 ? ? ? C8     FEN 8  
FEN C9     C9     C 0 1 N N N 31.722 19.165 49.137 ? ? ? C9     FEN 9  
FEN C10    C10    C 0 1 N N N 32.967 19.073 49.665 ? ? ? C10    FEN 10 
FEN C11    C11    C 0 1 N N N 33.329 18.850 51.078 ? ? ? C11    FEN 11 
FEN C12    C12    C 0 1 N N N 34.628 18.640 51.447 ? ? ? C12    FEN 12 
FEN C13    C13    C 0 1 N N N 35.042 18.642 52.830 ? ? ? C13    FEN 13 
FEN C14    C14    C 0 1 N N N 36.360 18.345 53.199 ? ? ? C14    FEN 14 
FEN C15    C15    C 0 1 N N N 36.823 18.289 54.616 ? ? ? C15    FEN 15 
FEN C16    C16    C 0 1 N N N 28.527 21.467 46.052 ? ? ? C16    FEN 16 
FEN C17    C17    C 0 1 N N N 30.745 22.159 45.702 ? ? ? C17    FEN 17 
FEN C18    C18    C 0 1 N N N 32.206 18.017 44.912 ? ? ? C18    FEN 18 
FEN C19    C19    C 0 1 N N N 30.494 19.629 49.957 ? ? ? C19    FEN 19 
FEN C20    C20    C 0 1 N N N 33.995 19.005 53.839 ? ? ? C20    FEN 20 
FEN "C1'"  "C1'"  C 0 1 Y N N 38.430 18.637 56.313 ? ? ? "C1'"  FEN 21 
FEN "C2'"  "C2'"  C 0 1 Y N N 38.810 19.357 57.473 ? ? ? "C2'"  FEN 22 
FEN "C3'"  "C3'"  C 0 1 Y N N 39.683 18.848 58.446 ? ? ? "C3'"  FEN 23 
FEN "C4'"  "C4'"  C 0 1 Y N N 40.222 17.577 58.305 ? ? ? "C4'"  FEN 24 
FEN "C5'"  "C5'"  C 0 1 Y N N 39.884 16.849 57.180 ? ? ? "C5'"  FEN 25 
FEN "C6'"  "C6'"  C 0 1 Y N N 38.994 17.362 56.198 ? ? ? "C6'"  FEN 26 
FEN O      O      O 0 1 N N N 36.415 16.992 54.662 ? ? ? O      FEN 27 
FEN N      N      N 0 1 N N N 37.572 19.152 55.359 ? ? ? N      FEN 28 
FEN "O4'"  "O4'"  O 0 1 N N N 41.006 17.089 59.268 ? ? ? "O4'"  FEN 29 
FEN H21    1H2    H 0 1 N N N 28.908 21.918 43.352 ? ? ? H21    FEN 30 
FEN H22    2H2    H 0 1 N N N 30.592 21.890 43.314 ? ? ? H22    FEN 31 
FEN H31    1H3    H 0 1 N N N 28.959 19.203 43.475 ? ? ? H31    FEN 32 
FEN H32    2H3    H 0 1 N N N 29.293 19.893 42.007 ? ? ? H32    FEN 33 
FEN H41    1H4    H 0 1 N N N 31.314 18.492 42.586 ? ? ? H41    FEN 34 
FEN H42    2H4    H 0 1 N N N 31.838 20.083 42.579 ? ? ? H42    FEN 35 
FEN H7     H7     H 0 1 N N N 29.602 19.421 47.523 ? ? ? H7     FEN 36 
FEN H8     H8     H 0 1 N N N 32.615 19.363 47.090 ? ? ? H8     FEN 37 
FEN H10    H10    H 0 1 N N N 33.741 19.187 48.888 ? ? ? H10    FEN 38 
FEN H11    H11    H 0 1 N N N 32.592 18.839 51.898 ? ? ? H11    FEN 39 
FEN H12    H12    H 0 1 N N N 35.344 18.468 50.626 ? ? ? H12    FEN 40 
FEN H14    H14    H 0 1 N N N 37.046 18.151 52.357 ? ? ? H14    FEN 41 
FEN H161   1H16   H 0 0 N N N 28.550 21.344 47.160 ? ? ? H161   FEN 42 
FEN H162   2H16   H 0 0 N N N 28.239 22.518 45.818 ? ? ? H162   FEN 43 
FEN H163   3H16   H 0 0 N N N 27.651 20.903 45.652 ? ? ? H163   FEN 44 
FEN H171   1H17   H 0 0 N N N 30.768 22.036 46.810 ? ? ? H171   FEN 45 
FEN H172   2H17   H 0 0 N N N 31.750 22.113 45.222 ? ? ? H172   FEN 46 
FEN H173   3H17   H 0 0 N N N 30.489 23.191 45.368 ? ? ? H173   FEN 47 
FEN H181   1H18   H 0 0 N N N 32.450 17.941 45.997 ? ? ? H181   FEN 48 
FEN H182   2H18   H 0 0 N N N 31.637 17.129 44.549 ? ? ? H182   FEN 49 
FEN H183   3H18   H 0 0 N N N 33.111 17.904 44.270 ? ? ? H183   FEN 50 
FEN H191   1H19   H 0 0 N N N 30.521 19.493 51.063 ? ? ? H191   FEN 51 
FEN H192   2H19   H 0 0 N N N 30.283 20.699 49.725 ? ? ? H192   FEN 52 
FEN H193   3H19   H 0 0 N N N 29.577 19.139 49.551 ? ? ? H193   FEN 53 
FEN H201   1H20   H 0 0 N N N 34.314 19.006 54.907 ? ? ? H201   FEN 54 
FEN H202   2H20   H 0 0 N N N 33.549 19.993 53.578 ? ? ? H202   FEN 55 
FEN H203   3H20   H 0 0 N N N 33.106 18.342 53.713 ? ? ? H203   FEN 56 
FEN "H2'"  "H2'"  H 0 1 N N N 38.403 20.370 57.627 ? ? ? "H2'"  FEN 57 
FEN "H3'"  "H3'"  H 0 1 N N N 39.948 19.452 59.329 ? ? ? "H3'"  FEN 58 
FEN "H5'"  "H5'"  H 0 1 N N N 40.329 15.846 57.064 ? ? ? "H5'"  FEN 59 
FEN "H6'"  "H6'"  H 0 1 N N N 38.732 16.750 55.317 ? ? ? "H6'"  FEN 60 
FEN HN     HN     H 0 1 N N N 37.492 20.157 55.205 ? ? ? HN     FEN 61 
FEN "HO4'" "'HO4" H 0 0 N N N 41.375 16.218 59.171 ? ? ? "HO4'" FEN 62 
# 
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 
FEN C1    C2     SING N N 1  
FEN C1    C6     SING N N 2  
FEN C1    C16    SING N N 3  
FEN C1    C17    SING N N 4  
FEN C2    C3     SING N N 5  
FEN C2    H21    SING N N 6  
FEN C2    H22    SING N N 7  
FEN C3    C4     SING N N 8  
FEN C3    H31    SING N N 9  
FEN C3    H32    SING N N 10 
FEN C4    C5     SING N N 11 
FEN C4    H41    SING N N 12 
FEN C4    H42    SING N N 13 
FEN C5    C6     DOUB N N 14 
FEN C5    C18    SING N N 15 
FEN C6    C7     SING N N 16 
FEN C7    C8     DOUB N E 17 
FEN C7    H7     SING N N 18 
FEN C8    C9     SING N N 19 
FEN C8    H8     SING N N 20 
FEN C9    C10    DOUB N E 21 
FEN C9    C19    SING N N 22 
FEN C10   C11    SING N N 23 
FEN C10   H10    SING N N 24 
FEN C11   C12    DOUB N E 25 
FEN C11   H11    SING N N 26 
FEN C12   C13    SING N N 27 
FEN C12   H12    SING N N 28 
FEN C13   C14    DOUB N E 29 
FEN C13   C20    SING N N 30 
FEN C14   C15    SING N N 31 
FEN C14   H14    SING N N 32 
FEN C15   O      DOUB N N 33 
FEN C15   N      SING N N 34 
FEN C16   H161   SING N N 35 
FEN C16   H162   SING N N 36 
FEN C16   H163   SING N N 37 
FEN C17   H171   SING N N 38 
FEN C17   H172   SING N N 39 
FEN C17   H173   SING N N 40 
FEN C18   H181   SING N N 41 
FEN C18   H182   SING N N 42 
FEN C18   H183   SING N N 43 
FEN C19   H191   SING N N 44 
FEN C19   H192   SING N N 45 
FEN C19   H193   SING N N 46 
FEN C20   H201   SING N N 47 
FEN C20   H202   SING N N 48 
FEN C20   H203   SING N N 49 
FEN "C1'" "C2'"  DOUB Y N 50 
FEN "C1'" "C6'"  SING Y N 51 
FEN "C1'" N      SING N N 52 
FEN "C2'" "C3'"  SING Y N 53 
FEN "C2'" "H2'"  SING N N 54 
FEN "C3'" "C4'"  DOUB Y N 55 
FEN "C3'" "H3'"  SING N N 56 
FEN "C4'" "C5'"  SING Y N 57 
FEN "C4'" "O4'"  SING N N 58 
FEN "C5'" "C6'"  DOUB Y N 59 
FEN "C5'" "H5'"  SING N N 60 
FEN "C6'" "H6'"  SING N N 61 
FEN N     HN     SING N N 62 
FEN "O4'" "HO4'" SING N N 63 
# 
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 
FEN SMILES           ACDLabs              10.04 O=C(Nc1ccc(O)cc1)\C=C(\C=C\C=C(\C=C\C2=C(CCCC2(C)C)C)C)C                                                                                                                              
FEN InChI            InChI                1.02b InChI=1/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+/f/h27H 
FEN InChIKey         InChI                1.02b AKJHMTWEGVYYSE-IBJYNHCSDK                                                                                                                                                             
FEN SMILES_CANONICAL CACTVS               3.341 CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(=O)Nc2ccc(O)cc2)C(C)(C)CCC1                                                                                                                            
FEN SMILES           CACTVS               3.341 CC1=C(C=CC(C)=CC=CC(C)=CC(=O)Nc2ccc(O)cc2)C(C)(C)CCC1                                                                                                                                 
FEN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C(C(CCC1)(C)C)\C=C\C(=C\C=C\C(=C\C(=O)Nc2ccc(cc2)O)\C)\C                                                                                                                          
FEN SMILES           "OpenEye OEToolkits" 1.5.0 CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)Nc2ccc(cc2)O)C)C                                                                                                                                 
# 
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 
FEN "SYSTEMATIC NAME" ACDLabs              10.04 15-[(4-hydroxyphenyl)amino]retinal                                                                         
FEN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2E,4E,6E,8E)-N-(4-hydroxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenamide 
# 
