data_ETR
# 
_chem_comp.id                                    ETR 
_chem_comp.name                                  "N-ETHYL RETINAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H33 N O" 
_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                        327.504 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ETR 
_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        1ERB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
ETR C1   C1   C 0 1 N N N 30.035 21.496 45.351 ? ? ? C1   ETR 1  
ETR C2   C2   C 0 1 N N N 29.536 21.549 43.900 ? ? ? C2   ETR 2  
ETR C3   C3   C 0 1 N N N 30.000 20.384 43.034 ? ? ? C3   ETR 3  
ETR C4   C4   C 0 1 N N N 31.268 19.784 43.606 ? ? ? C4   ETR 4  
ETR C5   C5   C 0 1 N N N 30.970 19.316 45.028 ? ? ? C5   ETR 5  
ETR C6   C6   C 0 1 N N N 30.262 20.088 45.910 ? ? ? C6   ETR 6  
ETR C7   C7   C 0 1 N N N 30.343 19.508 47.255 ? ? ? C7   ETR 7  
ETR C8   C8   C 0 1 N N N 31.613 19.515 47.741 ? ? ? C8   ETR 8  
ETR C9   C9   C 0 1 N N N 31.672 19.186 49.163 ? ? ? C9   ETR 9  
ETR C10  C10  C 0 1 N N N 32.977 19.130 49.511 ? ? ? C10  ETR 10 
ETR C11  C11  C 0 1 N N N 33.079 18.947 50.923 ? ? ? C11  ETR 11 
ETR C12  C12  C 0 1 N N N 34.498 18.831 51.183 ? ? ? C12  ETR 12 
ETR C13  C13  C 0 1 N N N 35.044 18.647 52.465 ? ? ? C13  ETR 13 
ETR C14  C14  C 0 1 N N N 36.171 18.487 52.617 ? ? ? C14  ETR 14 
ETR C15  C15  C 0 1 N N N 36.572 18.285 53.997 ? ? ? C15  ETR 15 
ETR O    O    O 0 1 N N N 35.607 18.350 54.985 ? ? ? O    ETR 16 
ETR N    N    N 0 1 N N N 37.627 17.991 54.130 ? ? ? N    ETR 17 
ETR C16  C16  C 0 1 N N N 28.599 21.606 45.810 ? ? ? C16  ETR 18 
ETR C17  C17  C 0 1 N N N 30.783 22.787 45.675 ? ? ? C17  ETR 19 
ETR C18  C18  C 0 1 N N N 31.560 17.933 45.219 ? ? ? C18  ETR 20 
ETR C19  C19  C 0 1 N N N 30.305 18.937 49.790 ? ? ? C19  ETR 21 
ETR C20  C20  C 0 1 N N N 34.083 18.764 53.524 ? ? ? C20  ETR 22 
ETR C21  C21  C 0 1 N N N 37.990 16.739 55.020 ? ? ? C21  ETR 23 
ETR C22  C22  C 0 1 N N N 38.352 17.481 56.265 ? ? ? C22  ETR 24 
ETR H21  1H2  H 0 1 N N N 28.424 21.635 43.873 ? ? ? H21  ETR 25 
ETR H22  2H2  H 0 1 N N N 29.814 22.520 43.427 ? ? ? H22  ETR 26 
ETR H31  1H3  H 0 1 N N N 29.199 19.619 42.899 ? ? ? H31  ETR 27 
ETR H32  2H3  H 0 1 N N N 30.123 20.680 41.966 ? ? ? H32  ETR 28 
ETR H41  1H4  H 0 1 N N N 31.689 18.974 42.965 ? ? ? H41  ETR 29 
ETR H42  2H4  H 0 1 N N N 32.136 20.481 43.555 ? ? ? H42  ETR 30 
ETR H7   H7   H 0 1 N N N 29.512 19.098 47.854 ? ? ? H7   ETR 31 
ETR H8   H8   H 0 1 N N N 32.465 19.751 47.082 ? ? ? H8   ETR 32 
ETR H10  H10  H 0 1 N N N 33.800 19.216 48.782 ? ? ? H10  ETR 33 
ETR H11  H11  H 0 1 N N N 32.249 18.904 51.648 ? ? ? H11  ETR 34 
ETR H12  H12  H 0 1 N N N 35.213 18.886 50.345 ? ? ? H12  ETR 35 
ETR H14  H14  H 0 1 N N N 36.732 18.519 51.667 ? ? ? H14  ETR 36 
ETR HN   HN   H 0 1 N N N 38.129 18.687 53.579 ? ? ? HN   ETR 37 
ETR H161 1H16 H 0 0 N N N 28.961 21.567 46.863 ? ? ? H161 ETR 38 
ETR H162 2H16 H 0 0 N N N 27.954 22.446 45.461 ? ? ? H162 ETR 39 
ETR H163 3H16 H 0 0 N N N 27.830 20.884 45.447 ? ? ? H163 ETR 40 
ETR H171 1H17 H 0 0 N N N 31.145 22.748 46.728 ? ? ? H171 ETR 41 
ETR H172 2H17 H 0 0 N N N 31.607 22.990 44.952 ? ? ? H172 ETR 42 
ETR H173 3H17 H 0 0 N N N 30.167 23.694 45.472 ? ? ? H173 ETR 43 
ETR H181 1H18 H 0 0 N N N 31.342 17.591 46.257 ? ? ? H181 ETR 44 
ETR H182 2H18 H 0 0 N N N 31.206 17.208 44.448 ? ? ? H182 ETR 45 
ETR H183 3H18 H 0 0 N N N 32.647 17.896 44.977 ? ? ? H183 ETR 46 
ETR H191 1H19 H 0 0 N N N 30.350 18.685 50.875 ? ? ? H191 ETR 47 
ETR H192 2H19 H 0 0 N N N 29.627 19.804 49.614 ? ? ? H192 ETR 48 
ETR H193 3H19 H 0 0 N N N 29.750 18.150 49.226 ? ? ? H193 ETR 49 
ETR H201 1H20 H 0 0 N N N 34.516 18.618 54.541 ? ? ? H201 ETR 50 
ETR H202 2H20 H 0 0 N N N 33.545 19.739 53.461 ? ? ? H202 ETR 51 
ETR H203 3H20 H 0 0 N N N 33.227 18.068 53.357 ? ? ? H203 ETR 52 
ETR H211 1H21 H 0 0 N N N 37.211 15.946 55.114 ? ? ? H211 ETR 53 
ETR H212 2H21 H 0 0 N N N 38.754 16.036 54.612 ? ? ? H212 ETR 54 
ETR H221 1H22 H 0 0 N N N 38.608 16.596 56.893 ? ? ? H221 ETR 55 
ETR H222 2H22 H 0 0 N N N 39.130 18.273 56.170 ? ? ? H222 ETR 56 
ETR H223 3H22 H 0 0 N N N 37.587 18.183 56.672 ? ? ? H223 ETR 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 
ETR C1  C2   SING N N 1  
ETR C1  C6   SING N N 2  
ETR C1  C16  SING N N 3  
ETR C1  C17  SING N N 4  
ETR C2  C3   SING N N 5  
ETR C2  H21  SING N N 6  
ETR C2  H22  SING N N 7  
ETR C3  C4   SING N N 8  
ETR C3  H31  SING N N 9  
ETR C3  H32  SING N N 10 
ETR C4  C5   SING N N 11 
ETR C4  H41  SING N N 12 
ETR C4  H42  SING N N 13 
ETR C5  C6   DOUB N N 14 
ETR C5  C18  SING N N 15 
ETR C6  C7   SING N N 16 
ETR C7  C8   DOUB N E 17 
ETR C7  H7   SING N N 18 
ETR C8  C9   SING N N 19 
ETR C8  H8   SING N N 20 
ETR C9  C10  DOUB N E 21 
ETR C9  C19  SING N N 22 
ETR C10 C11  SING N N 23 
ETR C10 H10  SING N N 24 
ETR C11 C12  DOUB N E 25 
ETR C11 H11  SING N N 26 
ETR C12 C13  SING N N 27 
ETR C12 H12  SING N N 28 
ETR C13 C14  DOUB N E 29 
ETR C13 C20  SING N N 30 
ETR C14 C15  SING N N 31 
ETR C14 H14  SING N N 32 
ETR C15 O    DOUB N N 33 
ETR C15 N    SING N N 34 
ETR N   C21  SING N N 35 
ETR N   HN   SING N N 36 
ETR C16 H161 SING N N 37 
ETR C16 H162 SING N N 38 
ETR C16 H163 SING N N 39 
ETR C17 H171 SING N N 40 
ETR C17 H172 SING N N 41 
ETR C17 H173 SING N N 42 
ETR C18 H181 SING N N 43 
ETR C18 H182 SING N N 44 
ETR C18 H183 SING N N 45 
ETR C19 H191 SING N N 46 
ETR C19 H192 SING N N 47 
ETR C19 H193 SING N N 48 
ETR C20 H201 SING N N 49 
ETR C20 H202 SING N N 50 
ETR C20 H203 SING N N 51 
ETR C21 C22  SING N N 52 
ETR C21 H211 SING N N 53 
ETR C21 H212 SING N N 54 
ETR C22 H221 SING N N 55 
ETR C22 H222 SING N N 56 
ETR C22 H223 SING N N 57 
# 
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 
ETR SMILES           ACDLabs              10.04 O=C(NCC)\C=C(\C=C\C=C(\C=C\C1=C(CCCC1(C)C)C)C)C                                                                                                                       
ETR InChI            InChI                1.02b InChI=1/C22H33NO/c1-7-23-21(24)16-18(3)11-8-10-17(2)13-14-20-19(4)12-9-15-22(20,5)6/h8,10-11,13-14,16H,7,9,12,15H2,1-6H3,(H,23,24)/b11-8+,14-13+,17-10+,18-16+/f/h23H 
ETR InChIKey         InChI                1.02b WKYDOCGICAMTKE-ZCYJXMBHDD                                                                                                                                             
ETR SMILES_CANONICAL CACTVS               3.341 CCNC(=O)/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C                                                                                                                       
ETR SMILES           CACTVS               3.341 CCNC(=O)C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C                                                                                                                            
ETR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCNC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(CCCC1(C)C)C                                                                                                                     
ETR SMILES           "OpenEye OEToolkits" 1.5.0 CCNC(=O)C=C(C)C=CC=C(C)C=CC1=C(CCCC1(C)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 
ETR "SYSTEMATIC NAME" ACDLabs              10.04 15-(ethylamino)retinal                                                                         
ETR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2E,4E,6E,8E)-N-ethyl-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenamide 
# 
