data_A4H # _chem_comp.id A4H _chem_comp.name "(2~{Z},4~{E})-3-cyclopropyl-5-[(1~{S})-2,6,6-trimethyl-1-oxidanyl-4-oxidanylidene-cyclohex-2-en-1-yl]penta-2,4-dienoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H22 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-15 _chem_comp.pdbx_modified_date 2018-06-22 _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 290.354 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A4H _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 5OR2 _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 A4H C1 C1 C 0 1 N N N 3.371 22.280 37.049 -3.176 -1.759 -0.113 C1 A4H 1 A4H C2 C2 C 0 1 N N N 1.895 22.313 37.016 -3.515 -0.464 0.354 C2 A4H 2 A4H C3 C3 C 0 1 N N N 1.058 22.425 35.957 -2.632 0.553 0.227 C3 A4H 3 A4H C5 C4 C 0 1 N N N 0.843 22.667 33.427 -0.213 0.412 0.257 C5 A4H 4 A4H C6 C5 C 0 1 N N N -0.427 22.440 36.222 -2.971 1.918 0.771 C6 A4H 5 A4H C13 C6 C 0 1 N N N 1.594 20.258 31.336 1.395 2.595 -0.634 C13 A4H 6 A4H C15 C7 C 0 1 N N N 1.199 25.387 32.234 1.813 -0.769 1.862 C15 A4H 7 A4H C24 C8 C 0 1 N N N -1.352 21.421 35.669 -1.916 3.016 0.630 C24 A4H 8 A4H O11 O1 O 0 1 N N N 4.169 22.347 36.137 -2.136 -1.934 -0.719 O11 A4H 9 A4H O12 O2 O 0 1 N N N 3.781 22.156 38.321 -4.005 -2.798 0.119 O12 A4H 10 A4H C23 C9 C 0 1 N N N -1.029 21.432 37.129 -3.175 3.050 -0.238 C23 A4H 11 A4H C4 C10 C 0 1 N N N 1.545 22.547 34.575 -1.349 0.329 -0.438 C4 A4H 12 A4H C7 C11 C 0 1 N N S 1.384 22.793 31.997 1.096 0.041 -0.390 C7 A4H 13 A4H O7 O3 O 0 1 N N N 2.815 22.756 32.011 0.854 -0.363 -1.740 O7 A4H 14 A4H C12 C12 C 0 1 N N N 0.949 24.167 31.317 1.722 -1.124 0.376 C12 A4H 15 A4H C14 C13 C 0 1 N N N 1.768 24.483 30.032 0.859 -2.375 0.200 C14 A4H 16 A4H C8 C14 C 0 1 N N N 0.870 21.574 31.208 2.001 1.237 -0.390 C8 A4H 17 A4H C9 C15 C 0 1 N N N -0.217 21.636 30.411 3.310 1.157 -0.185 C9 A4H 18 A4H C10 C16 C 0 1 N N N -0.989 22.892 30.228 3.950 -0.139 0.067 C10 A4H 19 A4H O10 O4 O 0 1 N N N -1.964 22.885 29.483 5.097 -0.207 0.456 O10 A4H 20 A4H C11 C17 C 0 1 N N N -0.554 24.149 30.958 3.130 -1.387 -0.176 C11 A4H 21 A4H H1 H1 H 0 1 N N N 1.411 22.237 37.979 -4.478 -0.289 0.812 H1 A4H 22 A4H H2 H2 H 0 1 N N N -0.232 22.675 33.529 -0.232 0.744 1.285 H2 A4H 23 A4H H3 H3 H 0 1 N N N -0.858 23.448 36.310 -3.590 1.926 1.668 H3 A4H 24 A4H H4 H4 H 0 1 N N N 2.450 20.375 32.016 1.098 3.036 0.317 H4 A4H 25 A4H H5 H5 H 0 1 N N N 0.907 19.499 31.739 2.129 3.238 -1.120 H5 A4H 26 A4H H6 H6 H 0 1 N N N 1.953 19.939 30.346 0.521 2.492 -1.276 H6 A4H 27 A4H H7 H7 H 0 1 N N N 0.653 25.253 33.180 0.813 -0.575 2.250 H7 A4H 28 A4H H8 H8 H 0 1 N N N 2.276 25.475 32.441 2.259 -1.600 2.407 H8 A4H 29 A4H H9 H9 H 0 1 N N N 0.846 26.300 31.733 2.430 0.120 1.986 H9 A4H 30 A4H H10 H10 H 0 1 N N N -2.354 21.716 35.324 -1.840 3.747 1.435 H10 A4H 31 A4H H11 H11 H 0 1 N N N -0.965 20.617 35.025 -0.976 2.753 0.144 H11 A4H 32 A4H H12 H12 H 0 1 N N N 4.730 22.135 38.348 -3.690 -3.640 -0.238 H12 A4H 33 A4H H13 H13 H 0 1 N N N -1.793 21.735 37.860 -3.064 2.808 -1.295 H13 A4H 34 A4H H14 H14 H 0 1 N N N -0.404 20.637 37.561 -3.928 3.803 -0.005 H14 A4H 35 A4H H15 H15 H 0 1 N N N 2.619 22.540 34.461 -1.320 0.097 -1.493 H15 A4H 36 A4H H16 H16 H 0 1 N N N 3.147 23.503 32.495 0.444 0.322 -2.287 H16 A4H 37 A4H H17 H17 H 0 1 N N N 2.841 24.499 30.275 0.798 -2.628 -0.858 H17 A4H 38 A4H H18 H18 H 0 1 N N N 1.575 23.709 29.275 1.306 -3.205 0.747 H18 A4H 39 A4H H19 H19 H 0 1 N N N 1.467 25.465 29.638 -0.142 -2.183 0.586 H19 A4H 40 A4H H20 H20 H 0 1 N N N -0.536 20.745 29.890 3.910 2.055 -0.204 H20 A4H 41 A4H H21 H21 H 0 1 N N N -0.769 25.016 30.316 3.579 -2.233 0.345 H21 A4H 42 A4H H22 H22 H 0 1 N N N -1.135 24.229 31.889 3.078 -1.594 -1.245 H22 A4H 43 # 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 A4H O10 C10 DOUB N N 1 A4H C14 C12 SING N N 2 A4H C10 C9 SING N N 3 A4H C10 C11 SING N N 4 A4H C9 C8 DOUB N N 5 A4H C11 C12 SING N N 6 A4H C8 C13 SING N N 7 A4H C8 C7 SING N N 8 A4H C12 C7 SING N N 9 A4H C12 C15 SING N N 10 A4H C7 O7 SING N N 11 A4H C7 C5 SING N N 12 A4H C5 C4 DOUB N E 13 A4H C4 C3 SING N N 14 A4H C24 C6 SING N N 15 A4H C24 C23 SING N N 16 A4H C3 C6 SING N N 17 A4H C3 C2 DOUB N Z 18 A4H O11 C1 DOUB N N 19 A4H C6 C23 SING N N 20 A4H C2 C1 SING N N 21 A4H C1 O12 SING N N 22 A4H C2 H1 SING N N 23 A4H C5 H2 SING N N 24 A4H C6 H3 SING N N 25 A4H C13 H4 SING N N 26 A4H C13 H5 SING N N 27 A4H C13 H6 SING N N 28 A4H C15 H7 SING N N 29 A4H C15 H8 SING N N 30 A4H C15 H9 SING N N 31 A4H C24 H10 SING N N 32 A4H C24 H11 SING N N 33 A4H O12 H12 SING N N 34 A4H C23 H13 SING N N 35 A4H C23 H14 SING N N 36 A4H C4 H15 SING N N 37 A4H O7 H16 SING N N 38 A4H C14 H17 SING N N 39 A4H C14 H18 SING N N 40 A4H C14 H19 SING N N 41 A4H C9 H20 SING N N 42 A4H C11 H21 SING N N 43 A4H C11 H22 SING N N 44 # 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 A4H InChI InChI 1.03 "InChI=1S/C17H22O4/c1-11-8-14(18)10-16(2,3)17(11,21)7-6-13(9-15(19)20)12-4-5-12/h6-9,12,21H,4-5,10H2,1-3H3,(H,19,20)/b7-6+,13-9+/t17-/m1/s1" A4H InChIKey InChI 1.03 HKEUSUYMMUPOQP-PZUGTFMISA-N A4H SMILES_CANONICAL CACTVS 3.385 "CC1=CC(=O)CC(C)(C)[C@@]1(O)\C=C\C(=C/C(O)=O)C2CC2" A4H SMILES CACTVS 3.385 "CC1=CC(=O)CC(C)(C)[C]1(O)C=CC(=CC(O)=O)C2CC2" A4H SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=CC(=O)CC([C@]1(/C=C/C(=C\C(=O)O)/C2CC2)O)(C)C" A4H SMILES "OpenEye OEToolkits" 2.0.6 "CC1=CC(=O)CC(C1(C=CC(=CC(=O)O)C2CC2)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 A4H "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{Z},4~{E})-3-cyclopropyl-5-[(1~{S})-2,6,6-trimethyl-1-oxidanyl-4-oxidanylidene-cyclohex-2-en-1-yl]penta-2,4-dienoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A4H "Create component" 2017-08-15 EBI A4H "Initial release" 2018-06-27 RCSB #