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 2011-06-04 _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 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" ETR InChI InChI 1.03 "InChI=1S/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+" ETR InChIKey InChI 1.03 WKYDOCGICAMTKE-NBIQJRODSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ETR "Create component" 1999-07-08 RCSB ETR "Modify descriptor" 2011-06-04 RCSB ##